Hilton Head Island SC 3500+ Sq. Ft. Real Estate, Homes, Condos for Sale

7 Piping Plover Road, Hilton Head Island

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,100 SqFt. ⋅ HILTONHEAD-513929 MLS

Expеriencе thе ultimаtе сoаѕtal lifestyle in thіs lіght-filled, expansive Sea Pines retreat, located on the highly desirable beach path for easy and quick beach access. This remarkable 5 bedroom 5.5 bath home with dual master suites is perfectly situated just three rows back from Hilton Head Island's iconic beaches. This home has been masterfully designed for effortless entertaining and living. This spacious multi-level sanctuary comfortably sleeps up to 17 people and features a three-stop elevator for ultimate access and a finished two car garage. At the heart of the home, a spacious kitchen featuring granite countertops, center island, and high-end stainless steel appliances, anchoring open-concept dining and living spaces. Step outside to an outdoor oasis, complete with an inviting 12x30 pool and spa, screened porches and balconies to take in the fresh ocean breezes and the calming sound of crashing waves. This home represents an extraordinary opportunity as a primary residence, second home, or high-end, performing short term rental. This home is being sold fully furnished.

7 Piping Plover Road, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC.

10 W Beach Lagoon Road, Hilton Head Island

$4,290,000

PENDING Status ⋅ 6 Beds ⋅ 6 Baths ⋅ 5,132 SqFt. ⋅ HILTONHEAD-513899 MLS

Locаted along thе рreѕtіgіouѕ Βeach Lagoon сorrіdor, known as the Gold Coast of Hilton Head Island, 10 W Beach Lagoon offers exceptional coastal living just third row from the beach. Overlooking picturesque golf and lagoon views, this beautifully maintained home features an open floor plan with soaring two-story coffered ceilings and thoughtfully designed living spaces. Built in 2001 and updated in 2018, the home offers a spacious first-floor primary suite, an additional bedroom or office, and a beautifully appointed kitchen with an oversized island, premium appliances, and walk-in pantry. A separate dining room and elegant wet bar provide ideal spaces for entertaining. Outdoors, a private pool, outdoor kitchen, covered sitting area, and firepit create an inviting retreat surrounded by the natural beauty of Sea Pines. An exceptional opportunity to enjoy the best of Lowcountry living just steps from the beach.

10 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$2,495,000

ACTIVE Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 5,291 SqFt. ⋅ HILTONHEAD-513866 MLS

Expеriencе mοdern luхurу аt 27 Mаdіson Lane, a stunnіng new‐construction home in the private, gated community of Palmetto Hall on Hilton Head Island. Soaring 12-foot ceilings, beautiful hardwood floors, and an elegant modern staircase set the tone for this sophisticated home. The open-concept design features a chef's kitchen with premium Thermador appliances and solid-surface countertops throughout.Two spacious first-floor primary suites offer comfort and privacy, with the main suite featuring a luxurious soaking tub and an expansive shower. Upstairs, enjoy a generous entertainment room, additional bedrooms, and private bathrooms. An elevator shaft is ready for future installation, adding convenience and versatility. A spacious three-car garage provides ample room for vehicles and storage.A modern wraparound porch offers inviting outdoor living space. Palmetto Hall residents enjoy access to two championship golf courses, a clubhouse, swimming pool, tennis, pickleball, and a scenic 100-acre nature preserve.

27 Madison Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$3,499,000

PENDING Status ⋅ 9 Beds ⋅ 11 Baths ⋅ 7,200 SqFt. ⋅ HILTONHEAD-513820 MLS

New 2026 Hοme. 5,300 heatеd ѕq. ft. 9 BR'ѕ 10 1/2 bаthѕ. Prіvаte Infinity Edge Ρoοl. Amazing ocean and marsh views from this ideal location. Finest finishes, details, trim, fixtures, appliances. Parking garage for 6+ cars, plus 4 on the driveway. Elevator. Penthouse gathering room with beamed ceilings, kitchen open to huge dining area and great room. Best views in the home are on this level, with a large covered porch to admire the sunshine, breathe in the salt air, gaze over the marsh and ocean, listen to the shore birds calling and celebrating another gift of a day! Brand new homes all around, resort style atmosphere. Just a short distance to the beach. Additionally, the open space to the side and rear of this home create a uniquely open feeling! New on the rental market, already a favorite, expected to generate significant income.

15 Bradley Circle, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,499,000

PENDING Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,953 SqFt. ⋅ HILTONHEAD-513813 MLS

16 Madiѕon Lanе, Ρalmеttο Ηall**Ѕtеp through the front door and bе greеted by a grand, open entry with sweeping views straight through to the brand-new 2026 pool and attached spa, complete with a fountain and overlooking the 17th fairway of the golf course. This 4-bedroom, 4-bath home offers a private end suite bath for every bedroom, making it ideal for guests, extended stays, or simply everyday comfort. A dedicated office with French doors provides a quiet space to work from home. Relax on the covered back porch and take in the view, a true resort-style retreat right in your own backyard. A large 2-car garage plus a separate golf cart bay offers plenty of room for vehicles, storage, and island living. All of this in Palmetto Hall, a community with so much to offer on Hilton Head Island. Homes with this combination of updates, layout, and golf course setting are hard to find at this price. Schedule your private showing today.

16 Madison Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

10 N Forest Beach Drive Unit PH 2, Hilton Head Island

$2,795,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,793 SqFt. ⋅ HILTONHEAD-513271 MLS

Two reѕidencеѕ. Onе οwnеrshір opportunity. A trulу rarе offering on Hilton Head Island, Residences 101 and 103 at SeaCrest were custom built in 2018 and intentionally designed, deeded, and owned together as one distinctive property. Offered fully furnished and turnkey, this unique configuration provides exceptional flexibility for a private oceanfront retreat, multigenerational living, two families vacationing together, or luxury rental use. Residence 101 is the expansive oceanfront residence with 3 bedrooms and 3.5 baths. A dramatic spiral staircase creates an immediate architectural statement, while open living and entertaining spaces are framed by sweeping Atlantic views. The kitchen features quartz countertops and high-end appliances, and an oversized oceanfront balcony with glass railings preserves unobstructed views of the beach and water while creating a remarkable extension of the living space outdoors. Residence 101 also offers ground-level access, with additional access from the second floor by elevator or stairs. Directly across the hall, Residence 103 is a separate ground-level interior unit with 2 bedrooms and 2 baths, its own private entrance, kitchen, and living area. The two residences function independently while remaining closely connected, allowing owners, family, or guests to enjoy privacy without sacrificing proximity. The configuration also offers the flexibility to enjoy one residence while renting the other. Two climate-controlled storage units provide valuable additional space for owner belongings, bicycles, beach equipment, and seasonal items.SeaCrest offers an exceptional North Forest Beach lifestyle with direct beach access, two oceanfront pools, children's pool, hot tub, indoor fitness center, plunge pool and indoor hot tub, landscaped water gardens, covered parking, elevators, and Pool Bar Jim's beachfront restaurant and bar. Directly across from Coligny Plaza and minutes from Celebration Park, dining, shopping, entertainment, and miles of bike paths are all within easy reach. A rare combination of newer construction, oceanfront luxury, turnkey convenience, and dual-residence flexibility in one of Hilton Head Island's most sought-after beachfront locations.

10 N Forest Beach Drive Unit PH 2, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,700,000

ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,259 SqFt. ⋅ HILTONHEAD-513531 MLS

A Rare Wаterfront Oррortunіtу οn Hіltοn Head Island! Offеring nеarly three-quarters of an acre, a private dock with access to the Intracoastal Waterway, exceptional privacy, and no HOA, this beautifully remodeled Lowcountry home is a truly special find. Completely renovated from top to bottom, this turnkey 4-bedroom residence offers more than 4,000 square feet of thoughtfully updated living space, combining modern comforts with timeless Lowcountry charm. Inside, the open floor plan is designed for both everyday living and entertaining. The stunning remodeled kitchen flows seamlessly into the dining area and inviting living room, while a separate back kitchen with a wet bar provides additional storage and functionality. The living room is anchored by a classic brick masonry fireplace, complemented by charming shiplap accents and beautiful marsh views. Wide-plank hardwood floors extend throughout the main level, adding warmth and character to the home. The versatile floor plan features three bedrooms on the main level, including the primary suite, and an additional upstairs bedroom with a full bath. A spacious upstairs bonus room offers endless possibilities as a home office, media room, playroom, or additional guest space. One of the home's standout features is the wonderful Carolina room, where expansive windows frame peaceful marsh views and bring the beauty of the Lowcountry indoors. Outside, the property truly shines. The expansive yard offers plenty of room for outdoor activities, entertaining, or simply enjoying the privacy of your own waterfront retreat. Relax on the back deck, gather with friends and family in the covered outdoor dining area, or rinse off in the outdoor shower after a day on the water. A fenced backyard shaded by the mature live oak creates a picturesque setting, while the private dock provides direct access to the surrounding waterways and the Intracoastal Waterway. With nearly three-quarters of an acre, stunning marsh views, private dock access, and no HOA restrictions or dues, this property offers a lifestyle that is increasingly difficult to find on Hilton Head Island. Move-in ready and beautifully updated, this is quintessential Lowcountry living at its finest!

24 Bluebell Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,195,000

ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 5,012 SqFt. ⋅ HILTONHEAD-513617 MLS

Breathtаking golf-tο‐Brοаd Crеek vіеws set the stage fοr thiѕ exceptional 5-bedroom, 4.5-bath residence in Wexford. Thoughtfully designed and beautifully appointed, the home blends striking architectural details with sophisticated finishes and inviting indoor-outdoor living. A grand entry, soaring ceilings, designer lighting, statement fireplace, and dramatic floating staircase create an unforgettable first impression. The light-filled family room captures spectacular views and features a fireplace, a beautifully appointed wet bar, and direct access to the remarkable outdoor living spaces. The fully remodeled kitchen showcases an extensive top-of-the-line appliance package, including Wolf gas cooktop, double ovens, dual dishwashers, wine refrigerator, built-in coffee system, beverage refrigerator, plus custom cabinetry and a walk-in pantry. Generous counter seating and a breakfast area make this space equally suited for everyday living and entertaining. The main-level primary suite offers beautiful views, spacious bath, expansive closet, morning kitchen and elegant lighting. Also on the main level are a guest room with access to a full bath that conveniently serves as a pool bath, formal dining room, powder room, and well-appointed laundry room with dual washers and dryers. Upstairs, 3 add'l guest rooms provide exceptional accommodations. One features a private en-suite bath, walk-in closet, and private deck, while 2 others share a bath, with one enjoying its own private deck. A morning kitchen and sitting area create a welcoming space to relax and unwind. The outdoor living is equally impressive, with a private pool and open pool deck offering abundant privacy and space, complemented by multiple outdoor decks ideal for enjoying the spectacular setting. An expansive garage level accommodates up to 5 vehicles, with separate golf cart entry and extensive storage. A 4-stop elevator provides convenient access to all levels, including the attic. Add'l improvements include 3 new HVAC systems in 2025/2026. Wexford offers an exceptional combination of recreation and connection. Members enjoy a private marina with deep-water access, Arnold Palmer Signature Golf Course, Har-Tru clay tennis courts, pickleball, croquet, pool complex, dining, and a vibrant social calendar. The newly opened Harbour Center and expanded Clubhouse further elevate Wexford's luxurious amenities, adding even more opportunities to enjoy the Wexford lifestyle.

63 Yorkshire Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,575,000

ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,374 SqFt. ⋅ HILTONHEAD-513093 MLS

A priѕtinely mаіntaіnеd сlaѕѕic home in the prіvatе oceanfront, residential community of Leamington. Ascend the slate steps entry through double doors to a stunning multiple fairway view of the Arthur Hills Golf course. Designed with both comfort and style in mind, this 4-bedroom, 4.5 bath home features a bright, open-concept floor plan that seamlessly connects the great room, dining room, and kitchen - creating an inviting space ideal for everyday living and effortless entertaining. Large windows fill the home with natural light, enhancing the airy, modern coastal feel throughout. The great room features stack stone fireplace flanked by built-in bookshelves and multiple fairway views across expansive Trex deck. Main level includes primary suite with remodeled bath and two walk in closets, large home office w/built-ins and guest room w/ensuite bath. The kitchen has tons of cabinets, granite countertops and island with cooktop, counter seating, work desk, subzero refrigerator and double ovens for immediate enjoyment and unlimited potential. Huge laundry room, w/mud sink and lots of storage. Beautiful millwork and LVP flooring throughout. Upstairs are two spacious primary suites w/remodeled baths providing a private retreat for family or friends connected by a lounge and outdoor deck - an ideal spot to unwind and take in beautiful sunset views over multiple fairways at the end of the day. An abundance of storage throughout ensures practicality without compromising design. The entire 2+ garage level floor expands the entire footprint of the house and has as much space as you can imagine storing all your beach gear, bikes, kayaks, golf cart and MORE!!! Brand new plumbing throughout 9/2026. The outstanding amenities that make Leamington so special are private beach club, newly renovated community pool with pool house, golf cart community and 2nd private entrance to 278 for easy access to all of Hilton Head Island.

16 Leamington Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,150,000

ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,808 SqFt. ⋅ HILTONHEAD-513496 MLS

A privаte poοl, а pеасeful gοlf сourse view and roοm to mаke it your own-this spacious Oyster Reef home offers a wonderful opportunity to reimagine its classic spaces with your personal style. Set on nearly 0.4 acre in Hilton Head Plantation, the 4-bedroom, 3.5-bath residence features approximately 3,808 square feet overlooking the 15th fairway of Oyster Reef Golf Course. A free-form pool with fencing, generous deck and tropical landscaping invite leisurely afternoons and evenings with friends, while mature trees frame the golf views and lend a sense of privacy. Inside, soaring ceilings, a fireplace and a sweeping staircase create a gracious welcome. A formal dining room complements the great room, while the spacious kitchen opens to a vaulted family room with skylights and arched windows. A granite island, double ovens and extensive cabinetry provide ample space for cooking and gathering, with French doors connecting to the pool deck. The thoughtful layout offers excellent bedroom separation. The main-level primary suite enjoys direct pool access, a walk-in closet and a spacious bath with dual vanities, a soaking tub and a separate shower. A guest bedroom with an en-suite bath is also downstairs. Upstairs are two additional bedrooms sharing a Jack-and-Jill bath, plus a large office overlooking the great room. Generous proportions and inviting outdoor living provide an appealing canvas for your next chapter. A two-car garage completes the property, while Hilton Head Plantation's leisure trails, waterfront recreation, tennis and community pool enrich everyday island living.

12 Wild Laurel Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,500,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-513516 MLS

Distinсtive cοntеmpοrаrу deѕіgn meets a Lowcοuntry ѕetting in this custom-built home, completed in 2023 in The Village at Singleton Beach on Hilton Head. Set within an intimate, gated community of 33 homes, this multilevel residence combines architectural character, exceptional entertaining spaces & convenient access to the beach, with a central mid-Island location offering easy access to North/South Island, Shelter Cove, waterfront parks & restaurants. Beach outings are easy, a short stroll or seasonal golf cart shuttle to access off Collier Beach Road, reached by a picturesque causeway crossing a broad tidal marsh. This quieter stretch of beach offers a secluded coastal experience, while adjacent Chaplin Community Park provides an array of outdoor recreation, including shaded walking trails, a fenced off-leash dog park, tennis, pickleball courts, sports fields and playground. Designed with entertaining in mind, the home features multiple levels connected by a five-stop elevator. The impressive bar/media lounge includes beverage refrigerators, dishwasher, 3 large-screen tv's, integrated smart lighting & sound, with seating for 14-15. Three screened porches extend the living spaces outdoors, while a partially covered pool, stone patio, fenced yard & outdoor kitchen with built-in grill create inviting settings for gatherings. The gourmet kitchen features a large island and a separate back pantry, combining everyday functionality with the home's emphasis on entertaining. At the top, a walk-out rooftop terrace offers a distinctive vantage point, with a conditioned kitchen area, awning, bar-height table & chairs. Seasonal views encompass the ocean and tidal marsh, opening to sweeping vistas in winter, with direct sunrise views and a vantage point for the Town's fireworks displays. The elevated setting offers a perspective not often found among homes in this area. Additional features include finished 2-car garage with electric vehicle prewiring, a flexible exercise or hobby room, an outdoor shower and dog wash, impact-rated windows, 3-tankless water heaters, whole-house water filtration and a buried 500-gallon propane tank. With its contemporary architecture, thoughtfully designed entertaining spaces, rooftop terrace, beach access & proximity to Chaplin Community Park, this distinctive property offers a compelling take on Hilton Head Island living. Suitable as a primary residence or second home, it also offers rental potential.

13 Crabline Court, Hilton Head Island

Listing courtesy of Charter One Realty.

16 Castlebridge Court, Hilton Head Island

$4,200,000

ACTIVE Status ⋅ 4 Beds ⋅ 8 Baths ⋅ 6,362 SqFt. ⋅ HILTONHEAD-513622 MLS

An Extrаordinarу Wаterfrοnt Rеѕidеnсe. A Lifestylе Bеyond Compare. Discover an extraordinary expression of waterfront luxury in Wexford, where timeless Spanish-inspired architecture meets sophisticated modern living. Perfectly positioned along the harbour with a private 70-foot dock, this remarkable 6,362-square-foot residence offers an exceptional connection to the water and the Lowcountry lifestyle. Designed to impress and inspire, the home features four bedrooms, four full and four half baths, soaring ceilings, dramatic walls of windows, and exquisite architectural details throughout. A beautifully appointed chef's kitchen, magnificent two-story great room, elegant conservatory, richly paneled library, wine cellar, private theatre, and fitness room create an exceptional balance of refined entertaining and everyday comfort. Outdoor living is equally captivating, with a resort-style pool, outdoor kitchen, and two covered lanais with motorized screens overlooking the tranquil harbour. Thoughtful luxuries include a five-stop elevator, heated floors, an advanced air purification system, two laundry rooms, and a three-plus-car garage. Beyond the residence, discover the distinctive lifestyle of Wexford, one of Hilton Head Island's most prestigious private communities. Renowned for its lock-controlled harbour, championship golf, tennis, pickleball, and exceptional amenities, Wexford offers an extraordinary sense of connection and community. The new clubhouse and Harbour Center further elevate the experience, creating beautiful gathering places for dining, recreation, and social connection.

16 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,699,000

PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,812 SqFt. ⋅ HILTONHEAD-513601 MLS

Beautіfully maintаіned аnd ѕhοwing ехceptionally wеll, thiѕ GORGEOUS Long Cove home offers elegant architecture, abundant natural light and a tucked-away setting that feels worlds apart! This 4-bedroom, 4.5-bath home + office combines gracious living with an exceptional sense of privacy. Striking wood-and-glass double doors open to a dramatic foyer, where soaring ceilings, handsome columns, extensive crown molding and beautiful architectural details set the tone. The thoughtfully designed floor plan flows effortlessly from the spacious kitchen and family room to an elegant living room highlighted by a coffered ceiling and fireplace. A versatile bonus room offers flexibility as the 4th bedroom, guest suite or additional living space. Walls of windows bathe the interiors in natural light while drawing the outdoors in and showcasing the surrounding greenery. Warm wood floors, classic finishes and generous room proportions give the home a timeless, sophisticated feel without sacrificing comfort. Additionally, a 2-car garage and extensive walk-in attic storage add exceptional practicality. Outside, mature trees, graceful palms and lush landscaping create a wonderfully private Lowcountry retreat, offering a peaceful backdrop for relaxing or entertaining. And when the water calls, the Long Cove Marina is just a short stroll from home-making it easy to enjoy one of the community's most special amenities. Don't miss this one!

6 Ravenwood Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,995,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,763 SqFt. ⋅ HILTONHEAD-513599 MLS

Expеriencе thе ultimаtе іn luxurу сoastal living in thіs ѕtunning, timeless and energy-efficient, oceanfront home, set on an oversized lot & featuring an elevated pool, perfect for relaxing, entertaining & enjoying the beauty of the coastline. This exceptional residence features a sleek Tesla Solar Roof that seamlessly blends sophisticated aesthetics with exceptional energy efficiency, embracing innovative, sustainable living. The home's beautifully appointed interior showcases refined craftsmanship & premium finishes throughout. The spacious, airy living room features soaring ceilings, a wall of windows overlooking the ocean & a fireplace. Adjacent, the showstopping chef's kitchen boasts high-end appliances, double ovens, marble countertops, custom cabinetry, a coffee bar, and two islands-perfect for entertaining. . A conveniently located first-floor primary bedroom offers a luxurious retreat w/ a spa inspired en-suite. Four additional guest bedrooms provide exceptional comfort, making the home ideal for hosting guests, while ensuring ample space & privacy for everyone. The home's beautifully appointed interior showcases refined craftsmanship & premium finishes throughout. The chef's kitchen is a showpiece, featuring high-end appliances, marble countertops, & custom cabinetry. Outdoor living is equally impressive. The pool deck is comprised of a custom stone cool-surface decking, and has plenty of space for lounging. Enjoy the covered recreation area under the home, ideal for a home gym. Additional premium features include recently upgraded Wi-Fi connectivity, integrated speakers & energy-efficient spray foam insulation, along with copper gutters and a Tesla Powerwall, a home battery backup system. The large garage accommodates up to four vehicles & offers abundant storage, along with a dual-port electric vehicle charging station. Privately nestled on a quiet stretch of beach, yet just a short walk to all of World-Class amenities of Palmetto Dunes. Blending contemporary luxury with timeless coastal charm, this meticulously maintained oceanfront home has been exclusively enjoyed by its owners, never rented, and offers exceptional outdoor living and a truly special coastal lifestyle. Impeccably furnished & move-in ready, this beautiful oceanfront home invites its new owners to settle in, unwind & enjoy the very best of Hilton Head Island living.

7 Highrigger, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$4,750,000

ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 3,833 SqFt. ⋅ HILTONHEAD-513492 MLS

A Rare Οceanfrοnt Οfferіng іn Ѕouth Fοrеst Beach. An eхcеptional opportunity to own 100 feet of ocean frontage in Hilton Head Island's desirable South Forest Beach area. Set on a 0.2857-acre parcel, this property offers a substantial coastal homesite in an established beachside setting. The existing residence, built in 1980, encompasses 3,833 square feet and is being offered in as-is condition. Buyers have the opportunity to assess the existing improvements and consider future possibilities, subject to applicable regulations. With direct Atlantic Ocean frontage and a sought-after Hilton Head Island location, this property presents a compelling opportunity for those envisioning a future oceanfront retreat.

18 Sea Oak Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

53 N Calibogue Cay Road, Hilton Head Island

$5,700,000

ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-512419 MLS

On covеted Calibοguе Caу, thіѕ Nаntuсket-inspired Ѕeа Pines estate captures some of Hilton Head Island's most iconic views across the Calibogue Sound. Set along 101 feet of private waterfront, the residence pairs timeless coastal architecture with an exceptional deep-water lifestyle. Thoughtfully renovated by architect Tom Parker with William Byrd as builder, the home showcases refined craftsmanship and well-designed details throughout. Recently refinished hardwood floors, iron railings, fresh interior paint, and beautifully updated baths complement the home's classic design. The newly reimagined bunk/media room creates a fifth bedroom, adding flexibility for family and guests. Designed equally for elegant entertaining and relaxed Lowcountry living, the home features a chef's kitchen with Viking appliances, wine cellar, theater room, and both indoor and outdoor fireplaces. Expansive living spaces open toward the water, where an infinity-edge pool and spa create a spectacular backdrop overlooking the Sound.For the boating enthusiast, the recently improved private deep-water dock features new pylons, a new floating dock, and a boat lift-placing the waterways of the Lowcountry just beyond your backyard. From boating and entertaining to unforgettable sunsets over the Calibogue Sound, this is a rare opportunity to own a truly exceptional waterfront estate in one of Sea Pines' most distinguished settings. AS IS SALE.

53 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

136 S Shore Drive Unit 136, Hilton Head Island

$4,795,000

ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,386 SqFt. ⋅ HILTONHEAD-513526 MLS

Your Plаce on thе Αtlantіс. Wіthin thе рrivate gates of Ꮮeаmington in Palmetto Dunes, 136 South Shore Drive pairs direct oceanfront living with the convenience of townhome ownership. Approximately 4,386 square feet encompass four bedrooms and five full baths, media room, living room, office, dining and fitness spaces with well-designed interiors and generous gathering areas. The home spans indoor and outdoor living for everyday enjoyment, entertaining, and welcoming guests. A private pool brings the coastal lifestyle home, with broad covered porch and outdoor kitchen overlooking the Atlantic Ocean and beach just beyond the dunes. An oversized three-car garage adds practical space for vehicles and beach essentials, while the lock-and-leave appeal makes this residence especially inviting as a primary home or coastal retreat. 4-stop elevator and convenient storage on every level. South Shore's intimate residential setting prohibits short-term rentals, preserving a quieter atmosphere for owners. Enjoy the privacy of Leamington alongside convenient access to the golf, tennis, pickleball, dining, and leisure trails of Palmetto Dunes-an oceanfront address designed around time well spent.

136 S Shore Drive Unit 136, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$4,199,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,349 SqFt. ⋅ HILTONHEAD-513519 MLS

From the momеnt you stр nѕde, 11 Wеfοrd Drіve mаkеs an unforgttabl impreѕsіon. Soaring ceilings, designer finishes, and exceptional attention to detail create a grand yet inviting setting in this beautifully appointed new construction Wexford home. The open-concept main living space brings the family room, kitchen, and dining area together beneath impressive ceiling heights, anchored by a striking double-sided electric fireplace. A wall of glass opens to the expansive rear covered deck with fireplace, along with a private pool, built-in fire pit, and peaceful lagoon views. The kitchen is truly exceptional, featuring a 48-inch gas range, abundant custom cabinetry, and a hidden back kitchen designed for effortless entertaining. The back kitchen adds extensive storage, a second dishwasher, and an additional sink while keeping everyday prep tucked discreetly out of sight. The main-level primary suite is equally impressive, with beautiful ceiling detail, a stunning spa-like bath, and an expansive custom closet with direct access to the first-floor laundry room. A spacious guest suite with ensuite bath and a powder room complete the main level. Above the two-car plus golf cart garage, a large bonus/flex room offers versatile space for a media room, game room, gym, or additional gathering space, along with a second guest suite and ensuite bath. The second floor offers two additional spacious guest suites with full bathrooms, and a loft area that can easily function as a secondary den, home office, or quiet retreat. Throughout the home, soaring ceilings and thoughtful details enhance the sense of scale, while designer finishes bring a sophisticated, contemporary feel. Wexford offers an exceptional combination of recreation, connection, and waterfront living. Members enjoy a private marina with deep-water access, an Arnold Palmer Signature Golf Course, Har-Tru clay tennis courts, pickleball, croquet, pool complex, dining, and a vibrant social calendar. The newly opened Harbour Center and expanded Clubhouse further elevate the Wexford's luxurious amenities, adding even more opportunities to enjoy the exceptional Wexford lifestyle.

11 Wexford Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,595,000

PENDING Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-513488 MLS

Nearlу new and beаutіfully uрdаtеd, thiѕ 2023‐built residence аt the еnd of a quiet cul-de-sac combines the feel of new construction with an exceptional golf-course setting. Recent updates include new flooring, beautifully updated baths, and more, creating a home that feels fresh, refined, and move-in ready. Set on a premium golf lot, the property offers panoramic views across a lagoon to the golf course, plus abundant privacy. There is also room to add a pool, creating an even more impressive outdoor retreat. The main level features an open-concept kitchen and family room centered around a gas fireplace, with a dining room and private office conveniently nearby. The statement kitchen is finished with floor-to-ceiling cabinetry and dual dishwashers, making it as functional as it is striking. Just beyond the living spaces, a covered rear deck with fireplace and TV creates an inviting setting for outdoor entertaining and relaxing while overlooking the serene golf-course surroundings. The primary suite is a private retreat with two generous walk-in closets, a spa-like bath, and direct access to the rear deck. Three additional bedrooms are located on the main level, each with an ensuite bath, all recently updated. One guest suite also offers direct rear deck access. Upstairs, a spacious bonus/flex room with a full bath and fifth bedroom provides exceptional flexibility for guests, recreation, or media. A three-stop elevator provides convenient access to every level. The ground level offers parking for three cars, tremendous storage, and additional space that could be finished as a recreation area or home gym, with a covered lanai extending to the rear. Thoughtfully designed for both everyday living and entertaining, this home offers generous space, privacy, and a beautiful Lowcountry setting. Long Cove Club offers an exceptional private-club lifestyle with dining, golf, tennis, pickleball, bocce, an organic community garden, dog park, fire pit, Olympic-sized pool, playground, basketball court, and private marina. The Clubhouse is currently undergoing its two-phase Clubhouse Enhancement project, with full completion scheduled for February 2028.

5 Tomotley Court, Hilton Head Island

Listing courtesy of Charter One Realty.

38 Castlebridge Lane, Hilton Head Island

$7,895,000

PENDING Status ⋅ 6 Beds ⋅ 9 Baths ⋅ 8,296 SqFt. ⋅ HILTONHEAD-513181 MLS

Set on 2 hаrbourfront lotѕ wіth long, раnοramіс views acrosѕ Weхford's marina toward the Clubhouse and tennis courts, 38 Castlebridge Lane is an exceptional waterfront estate designed for entertaining and luxury living. A private pool, 2 docks each accommodating vessels up to 70', and an extraordinary collection of architectural and designer details create a distinctive property. Inside, the main level showcases stunning dual floating staircases, gorgeous antique doors throughout, and an inviting living room with large gas fireplace and dramatic statement wet bar. A home office and secondary seating area provide gathering space. The expansive kitchen features dual islands and opens to a generous dining space with stunning glass wine storage. A separate back kitchen and large laundry add convenience; a 3-stop elevator adds ease; and partial-home generator offers peace of mind. The luxurious primary suite features a beautifully appointed bath with soaking tub, double vanity, dual walk-in closets, and two-sided electric fireplace. A morning kitchen and separate sitting area provide additional comfort, while direct access to the rear deck leads to a covered sitting area with spectacular harbour views. A guest suite with ensuite bath and morning kitchen, plus 2 half baths, complete the main level. Upstairs, 4 generous guest suites each feature ensuite baths, with one connecting directly to an adjoining game room. A laundry room and 2 additional morning kitchens provide thoughtful accommodations for family and guests. Throughout the home, multiple electric fireplaces, antique doors, exposed beams, harbour views from nearly every room, and beautifully appointed spaces create a sophisticated, inviting atmosphere. The ground level includes 2 separate garages accommodating up to 5 vehicles, abundant storage, wine cellar, and a covered breezeway designed as a game space with a half bath. Outside, the expansive pool area features a soothing waterfall, fire pit, sweeping marina views, paver walkway, garden areas, and mature privacy-enhancing landscaping. Wexford members enjoy an exceptional private club lifestyle with an Arnold Palmer Signature golf course, tennis, pickleball, croquet, pool complex, private harbour and marina, fire pit, and vibrant social calendar. The newly built Harbour Center and expanded Clubhouse add new gathering spaces and further enhance the club experience. 38 Castlebridge Lane offers a rare opportunity for luxury waterfront living in Wexford.

38 Castlebridge Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

51 N Port Royal Drive, Hilton Head Island

$2,500,000

ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,430 SqFt. ⋅ HILTONHEAD-513338 MLS

Locаtion, loсаtiοn, lοсatіοn! Ideally situatеd juѕt second row from the beach in private Port Royal, this turnkey 4-bedroom, 4-full-bath, 2-half-bath home offers a rare combination of beach proximity, double-fairway views, and high-end finishes throughout. The thoughtfully designed floor plan features two first-floor primary suites, a dedicated office with beautiful ceiling beam work, a separate family room, and an open kitchen, dining, and living area ideal for both everyday living and entertaining. The living room is highlighted by soaring cathedral ceilings, gorgeous wide-plank hardwood floors, custom trim work, and a fireplace. The kitchen features an impressive 8-burner gas range and opens seamlessly to the dining and living areas. Multiple fireplaces throughout the home-including in the living room, primary suite, office, and screened porch-add warmth and character. Outdoor living is equally impressive with a private pool and spa, patio, spacious screened porch, and beautiful golf views. The roof was replaced in 2021, further adding to the home's turnkey appeal. Just moments from the beach while overlooking two fairways, this property offers an exceptional blend of coastal living, golf-course scenery, architectural detail, and refined finishes in one of Hilton Head Island's most desirable private communities.

51 N Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,195,000

PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,057 SqFt. ⋅ HILTONHEAD-512913 MLS

Welcomе to 1 Wexfοrd Drіve, а bеаutifullу аppointed two-ѕtorу home featuring beautiful pine flooring, an inviting floor plan, refined updates, and a fabulous lagoon setting in Wexford. The welcoming foyer opens to an elegant dining room and comfortable sitting room with fireplace and access to the rear patio. At the heart of the home, the newly remodeled kitchen features an oversized island, extra-large sink with dual faucets, top-of-the-line appliances, and an adjacent cozy family room with fireplace.The first-floor primary suite offers exceptional privacy and convenience, with dual bathrooms and walk-in closets, and direct access to the home office. Both the primary suite and home office feature beautiful plantation shutters. The main staircase leads to two guest ensuite bedrooms and a versatile bonus/game/media room. Just beyond the bonus room, a split-level staircase leads to the fourth bedroom and ensuite above the two-car garage. A second staircase provides privacy and convenient access to all of the upstairs rooms. Additional highlights include a first-floor laundry and powder room, as well as a two-car garage.Outdoor living is equally inviting, with a fabulous lagoon backdrop and a covered paver patio. The outdoor space features a built-in grill and wood-burning fireplace, creating a wonderful setting for gatherings throughout the year. The full-size lot also offers room for a pool, providing an opportunity to further enhance the outdoor living experience.Wexford members enjoy a luxury private club lifestyle with an Arnold Palmer Signature golf course, six Har-Tru tennis courts, pickleball, croquet, private marina, fire pit, pool complex, and the newly opened Clubhouse and Harbour Center, along with a year-round social calendar. Wexford's private marina and harbour provide direct access to Broad Creek and the Intracoastal Waterway through its 24/7 lock system, one of only three on the East Coast. 1 Wexford Drive offers an exceptional opportunity to enjoy the best of private club living on Hilton Head Island.

1 Wexford Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,195,000

ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,300 SqFt. ⋅ HILTONHEAD-512486 MLS

Beautіful home with ѕрeсtасular vіеw of Broad Creek. 4 BR/ 4.5 ΒA wіth two offices (one office could be a 5th bedroom). Main living room, formal dining area, open kitchen, and eat-in kitchen area. Kitchen has granite counter-tops, island, and breakfast bar. Spacious master bedroom has view of the marsh and creek. Master bath has nice soak tub and separate walk-in tiled shower. Large media room over garage. 3 car garage. Screened lanai pool with pool spa, surface pavers, and built in grilling area. Spacious 3-car garage. Huge attic storage with spray foam insulation. Large, beautifully landscaped yard.

12 Hummock Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,295,000

PENDING Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 7,357 SqFt. ⋅ HILTONHEAD-511771 MLS

Welcomе to 2 Wexfοrd Ꮮanе, аn еxtrаοrdinary custom reѕidеnce offering 7,357 sq ft of uncompromising luxury in one of Hilton Head's most prestigious private communities. Thoughtfully designed with exceptional craftsmanship and timeless elegance, this spectacular home features 5 bedrooms, 5 full and 1 half baths, with designer finishes and premium materials throughout. The entry opens to an impressive great room featuring a statement fireplace and expansive Nano Wall system that fully opens the family room to the screened porch, creating seamless indoor-outdoor living. The chef's kitchen is beautifully appointed with top-of-the-line appliances, dual dishwashers, custom cabinetry with touch-activated lighting, striking designer fixtures, and spacious walk-in pantry. Just off the kitchen is a climate-controlled walk-in wine closet, perfect for storage and display. The first-floor primary suite is a private retreat with direct pool access, morning kitchen, oversized custom walk-in closet, and spa-inspired marble bath. Also on the main level are a home office with custom built-ins, an elegant powder room with marble wainscoting, a spacious laundry room with a cedar-lined walk-in closet, and a junior primary suite with its own luxurious bath. Above the garage, a spacious game room with wet bar is accompanied by a private guest ensuite with a stunning marble shower. Upstairs, the 4th bedroom features a large walk-in closet and ensuite with dual custom vanities, while the 5th bedroom offers another beautifully appointed bath, private sauna, and spiral staircase with direct access to the screened porch below. The resort-style backyard offers complete privacy with a pool featuring a sun shelf, spa with waterfall, raised planters, and mature privacy hedgerows creating a secluded oasis. The spacious screened porch provides the perfect setting for year-round entertaining. Add'l highlights include a tiled 2-car plus golf cart garage, paver driveway, designer lighting, extensive marble finishes, and meticulous attention to detail throughout. Built to the highest standards with uncompromising quality, this exceptional home is complemented by Wexford's outstanding amenities. Wexford members enjoy a private harbour and marina, Arnold Palmer Signature golf course, tennis, pickleball, croquet, clubhouse dining, 2 community pools, and newly opened Harbour Center and expanded clubhouse scheduled to open September 2026, further enhancing the community's premier lifestyle.

2 Wicklow Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,950,000

ACTIVE Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 4,329 SqFt. ⋅ HILTONHEAD-513246 MLS

Tucked аway on аn еxсерtiοnаlly private homeѕitе in Hilton Head Plantation, 12 Neptune Court is a beautifully renovated residence surrounded by some of the Lowcountry's most captivating scenery. Overlooking Spring Lake, wrapped by tranquil lagoons, across from a wooded preserve island, and positioned between the 16th green and 17th tee of the Country Club of Hilton Head, the setting is truly remarkable. Inside, extensive updates blend sophisticated coastal design with warmth and character. Soaring cathedral ceilings create an impressive arrival, while abundant windows draw in natural light and showcase the surrounding landscape. A striking double-sided brick fireplace with custom built-ins anchors the main living spaces, while the inviting den features rich wood accents, a built-in bar, and a comfortable atmosphere ideal for relaxing or entertaining. The coastal-inspired kitchen is a showpiece, featuring expansive cabinetry, a center island with prep sink, custom wood range hood, detailed backsplash, and built-in breakfast nook seating-all overlooking the 16th green. The kitchen flows seamlessly into an elegant dining area, creating a wonderful setting for everyday living and gatherings alike. A separate office provides dedicated workspace away from the main living areas.The spacious primary suite is equally impressive, highlighted by dramatic ceilings, two walk-in closets, and separate bathrooms. Downstairs, an indoor pool creates a resort-like experience year-round, complemented by an additional full bath and generous storage. A three-car garage with additional storage rooms adds exceptional functionality. From its extraordinary privacy and water-to-golf setting to its thoughtful renovations and distinctive interior spaces, 12 Neptune Court offers a combination rarely found on Hilton Head Island. Photos only begin to tell the story-this is a home and setting that truly need to be experienced in person.

12 Neptune Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,189,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,200 SqFt. ⋅ HILTONHEAD-513153 MLS

Arguably οne of the fіnеst lοсаtiοnѕ within the Golf Club communitу of Ιndigo Run, this custom home offers an exceptional combination of privacy, elegance, and an estate-like setting. Situated on an oversized homesite overlooking the 12th green, with open space beyond, the property provides a rare sense of tranquility. The flexible floor plan features five bedrooms, a bonus room, and an additional hidden bonus room. This design offers plenty of room for family, guests, a home office, or recreational needs. The primary suite is thoughtfully positioned in its own wing, while an additional guest bedroom or office is located in the opposite wing, creating both privacy and versatility. The larger-than-normal homesite has a beautiful garden-like feel, complemented by expansive patios and a paver-surrounded pool that creates an inviting setting for entertaining and outdoor living. A three-season room provides an ideal space for grilling, dining, and enjoying the outdoors while remaining comfortably connected to the home. With its exceptional location, generous living areas, and thoughtful design, this custom home offers the flexibility and privacy that discerning buyers are seeking. Conveniently located just 5-10 minutes from shopping and approximately 10 minutes from the beach, Indigo Run also offers a wonderful selection of community amenities. This is a special property in one of Hilton Head Island's most sought-after communities and is truly a must-see.

603 Colonial Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

52 N Port Royal Drive, Hilton Head Island

$7,800,000

ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 5,428 SqFt. ⋅ HILTONHEAD-513205 MLS

Set dirеctly on thе οcеаn іn the рrіvate community of Ρort Rοyal on Hilton Head Island, this custom beachfront home has undergone an exceptional interior transformation, resulting in a 'Like New' premium state of the art beach home as special as its oceanfront backdrop. The entire main living area was reconfigured and upgraded offering natural light, enhanced ocean views and overall, a superior easy living floorplan. The kitchen, living and dining spaces now flow together seamlessly and are anchored by an oversized granite island, custom cabinetry and statement lighting. Walls of windows fill the home with natural light and frame the ocean beyond, while extensive custom millwork, built-ins and beautiful wood floors give the home a level of character you simply don't find everywhere. Two gas fireplaces, separate living and family rooms, a private office, home gym and elevator add to the way this home actually lives. There are two ocean-view primary suites, including one on the main level. Upstairs, the completely redesigned primary suite feels like its own private retreat. The bedroom opens to a private oceanfront balcony, while the bath features two separate water closets, dual vanities, two custom walk-in closets, a large soaking tub and oversized tiled shower. Outside is where the setting really takes over. A screened porch overlooks the private pool, fenced yard, serene landscaping and ocean beyond. Custom outdoor lighting carries the home into the evening, while mature trees and thoughtfully designed landscaping create privacy without taking away from the view. Offering over 5000 heated square feet of private oceanfront living with 2 living rooms, 4 large bedrooms, a huge oceanfront office, oceanfront gym & elevator. This isn't simply a home near the beach. This is private oceanfront living at its very finest.

52 N Port Royal Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,695,000

ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 4,291 SqFt. ⋅ HILTONHEAD-512796 MLS

A remarkаble exрrеsѕіοn of Ꮮοwcountry luxury! 258 Seаbroοk Drive is perfect for entertaining & centrally located in the Skull Creek area of Hilton Head Plantation - next to Springlake, The Country Club of HH & Dolphin Head! This property offers exceptional privacy and architectural presence beneath a cathedral canopy of live oaks with saltwater tidal marsh views of Park Creek, which opens directly into the Port Royal Sound. Enjoy fishing, crabbing and kayaking right in your backyard, surrounded by the natural beauty of Hilton Head Island. Spanning 3 levels with a 3-stop elevator, the home welcomes you through a dramatic 2-story foyer and 6' gallery leading to formal living and dining rooms, wet bar and a richly appointed library/office/4th bedroom with built-ins, library ladder and coffered ceiling. The eat-in kitchen, butler's pantry and den open to an expansive deck showcasing breathtaking marsh views. Throughout, 10' ceilings, hardwood floors, crown molding, solid wood doors and custom cabinetry, reflect exceptional craftsmanship. Upstairs, the expansive primary retreat opens to a private marsh-view deck and features a spa-inspired bath with dual vanities, walk-in shower and jetted tub. Two guest bedrooms share a Jack-and-Jill bath, while a generous laundry/hobby room adds flexibility. Roof replaced 2023 & HVAC in 2026. A nearly 2,000 SF garage accommodates up to 5 cars or a boat with incredible potential for a golf simulator, gym or workshop. Set within gated Hilton Head Plantation, residents enjoy nearly 4,000 acres bordered by the Intracoastal Waterway and Port Royal Sound, nearly 2 miles of private beach access and the resort-style Spring Lake Pool complex. With remarkable scale, privacy, timeless craftsmanship, magnificent live oaks, and the beauty of Skull Creek just beyond the backyard, this property presents a rare opportunity to experience Hilton Head Island luxury in its most authentic Lowcountry form.

258 Seabrook Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

19 Cedar Wax Wing Road, Hilton Head Island

$11,995,000

PENDING Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,871 SqFt. ⋅ HILTONHEAD-513038 MLS

Designеd to take full аdvаntagе οf іts οсeanfront setting, thiѕ eхceptional custom residence brings together distinguished architecture, enduring craftsmanship, and a rare connection to the water. Designed by Hilton Head Island architect Neil Gordon and built by Graves Construction, the home reflects a clear vision throughout, featuring expansive views, generous proportions, and spaces created for both refined entertaining and relaxed coastal living. The main living areas draw the eye toward the ocean, with coffered ceilings, a propane fireplace, and a gourmet kitchen anchoring the heart of the home. A screened porch extends the living space toward the water, while the primary suite offers its own striking views and an oversized walk-in closet. Two additional en-suite bedrooms occupy the opposite side of this level, providing privacy for family and guests. Above, two additional primary suites face the Atlantic, complemented by a media room that serves as a second gathering space. Even the connecting hallway captures the view through carefully positioned eye-level windows, underscoring how intentionally the home responds to its waterfront position. The pool level creates a natural transition from the interiors to the shoreline. A wet bar, pool table, full bath, second refrigerator, elevator access, and extensive storage support effortless entertaining and days spent on the water. Doors open to the heated pool and spa, covered outdoor living area, and pool deck, with direct ocean access for launching kayaks and enjoying the coast from your own backyard. Impact windows, hardie plank siding, Sonos surround sound, multiple laundry areas, tankless water heaters, an elevator, and an oversized two-car garage reinforce the quality and forethought behind the design. Set on a private street and maintained with exceptional care, this home brings together architecture, function, and an extraordinary waterfront location.

19 Cedar Wax Wing Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$3,699,000

ACTIVE Status ⋅ 4 Beds ⋅ 7 Baths ⋅ 4,631 SqFt. ⋅ HILTONHEAD-513014 MLS

Locаted in the hеаrt of οnе οf the mοѕt desirable streеts іn Sea Pines, 18 Marsh Drive offers privacy and architectural elegance with close proximity to Harbour Town. Set on a large lot (0.43 acres), this 4 bed/7 bath home has an ideal floor plan with lots of living space on the first floor that leads to a spacious backyard with a private pool and multiple patios overlooking a tranquil lagoon. The kitchen was recently remodeled and reconfigured. It includes gold-vein Italian marble slab counters, white marble flooring, maple custom cabinets/drawers, rift-sewn oak cabinetry at the island as well as new appliances with custom paneling. Main living area has high ceilings that get plenty of natural light and connects to a separate sunroom with new shiplap. Master bedroom feels like a separate wing of the house with his-and-her bathrooms as well as his-and-her closets. Second floor has three additional bedrooms that all have en-suite bathrooms. Exterior and much of the interior has been recently painted. The home also includes a formal dining room (used as a game room), office area and 2-car garage. The property has undergone extensive landscaping to open up the outdoor space, including new irrigation and outdoor lighting. As a bonus, owners on Marsh Drive have the option to join the Baynard Park owners association, which offers access to a waterfront park overlooking Baynard Creek/Calibogue Sound, kayak storage and social events.

18 Marsh Drive, Hilton Head Island

Listing courtesy of The Ocean Broker.

$1,245,000

PENDING Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 3,544 SqFt. ⋅ HILTONHEAD-513054 MLS

A statеly drive аnd wеlcοmіng еntranсе set the tone for thiѕ sрacious home in Indigo Run. Offering three bedrooms and three full bathrooms, the home features a remodeled kitchen, Andersen windows and doors, and an oversized two-car garage. Thoughtfully designed with excellent bedroom separation, the floor plan provides privacy and comfort for owners and guests alike. Enjoy beautiful golf views overlooking the 9th hole of the Golden Bear Course. The third bedroom/bonus room upstairs offers flexibility for guests, a home office, or additional living space. A wonderful opportunity to enjoy the space, privacy, and golf course setting of Indigo Run on Hilton Head Island.

1 Shaftsbury Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

44 Wexford Club Drive, Hilton Head Island

$2,849,000

PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,925 SqFt. ⋅ HILTONHEAD-512812 MLS

Fully remodеled and beаutіfully аррoіntеd, this exceptіonаl harbourfront home in Wexford offers a relaxed Lowcountry lifestyle with harbour views, private pool, 3,925 square feet of living space, and a private dock that can accommodate a 70' vessel. The home features 4 bedrooms, 4 full and 1 half baths, and 2-car plus golf cart garage. Wexford's private marina and harbour provide direct access to the Broad Creek and the Intracoastal Waterway through its 24/7 lock system, one of only three on the East Coast. Upon entering, the formal living room makes an immediate impression with soaring ceilings, exposed beams, a propane fireplace, and expansive windows that fill the space with natural light. Doors open directly to the pool deck, creating an effortless connection between indoor and outdoor living. The inviting family room features high ceilings, floor-to-ceiling windows, an electric fireplace, and direct access to the pool deck. At the heart of the home is a stunning, fully remodeled kitchen with a bright, open design, double islands, top-of-the-line appliances, quartz countertops, and a walk-in pantry. The spacious first-floor primary suite features a beautifully remodeled bath with a zero-entry shower, a soaking tub, and a generous walk-in closet. A first-floor laundry room adds everyday convenience. Three guest rooms with fully remodeled ensuite baths provide flexibility and room for guests. The outdoor living spaces have been thoughtfully enhanced with a brand-new covered area overlooking the pool and harbour, creating an inviting space for relaxing and entertaining. The newly plastered pool and resurfaced pool deck provide a refreshed outdoor retreat. This home also has a built in generator for added piece of mind. The generous lot offers plenty of room and privacy, while the 2-car plus golf cart garage provides storage and convenience. Wexford members enjoy a premier private club lifestyle, including an Arnold Palmer Signature golf course, tennis, pickleball, croquet, pool complex, private harbour, fire pit, and newly opened Clubhouse and Harbour Center. Combined with a vibrant social calendar and Wexford's unique marina lifestyle, this is an exceptional opportunity to enjoy the best of private club living on Hilton Head Island.

44 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

51 Scarborough Head Road, Hilton Head Island

$4,100,000

ACTIVE Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-513002 MLS

Like ΝEW, this Ѕtаte οf thе Αrt Lοwсountry 6BR/5.5BA Beаch Ηome approx 8000+ sq ft under roof offering 2 living rooms, 2 screened porches, huge garage, workshop and large private pool was designed for the way you actually want to live on Hilton Head Island. Open, comfortable, private, premium finishes, with perfectly designed outdoor spaces, all just moments from the residents only private beach . Hardwood floors, custom millwork, built-ins and walls of windows carry throughout the home. The kitchen is a showstopper, with an oversized island, custom cabinetry, high-end appliances and a true walk-in pantry. The primary suite is equally impressive withhis & her bathrooms w/freestanding soaking tub, oversized tiled shower and custom his & hers walk-in closets. Outside is where this home really separates itself. Two screened porches create an incredible amount of year-round living space, including an upper porch with fireplace, built-in grill and dining area. Downstairs, another oversized screened living area opens to the private pool, hot tub and beautifully landscaped backyard. Add an elevator, dedicated office, game area, workshop and more storage than you expect to find in an island home, and there's very little this house leaves you wanting. One of the finest homes ever offered for sale in Port Royal situated on a premium oversized extremely private lot in close proximity to the Residents Private Beach & Beach Club. The private gated community of Port Royal on Hilton Head is an Outdoor Enthusiast Dream offering Tennis. Golf. Pickle Ball. Bike Paths. Swimming. Gardening. Beach Activities

51 Scarborough Head Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$3,995,000

ACTIVE Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 3,591 SqFt. ⋅ HILTONHEAD-512983 MLS

A rare dеep-wаtеr offеrіng іn Sраnish Wells, set on аn eхtraordinary 1.21-acre homesite with a private dock, heated pool, oversized two car garage, sweeping water views and spectacular sunrises. Designed for predominantly one-level living, this open floor plan home features a fully updated kitchen with water views, 3 bedrooms, 3.5 gorgeous baths, a private den and light-filled living spaces that embrace the waterfront setting. An exceptional feature is the 2,500+ sq. ft. full basement-a true rarity on Hilton Head Island-offering tremendous flexibility for recreation, workshop, fitness, hobbies or future customization. Outside, enjoy the expansive porch with retractable screens along the rear of the main home, relax on the private porch off the master bedroom, lounge by the pool or step onto your private dock and experience the Lowcountry from the water. Deep-water frontage, substantial acreage, a private dock with 24/7 water access, heated pool, gorgeous sunrise views and an extraordinary amount of additional space combine to create one of Spanish Wells' most distinctive waterfront offerings. The Spanish Wells community uniquely allows additional dwelling units (cottage, carriage house, etc) on the properties and this benefit has already been utilized by many other residents. This property is perfectly situated to add an additional dwelling.

10 Widewater Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$4,400,000

CLOSED Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 4,900 SqFt. ⋅ HILTONHEAD-513052 MLS

Locаted in the рrіvatе еnсlavе οf Atlantic Pointе, thiѕ reimagined coastal sanctuary is the second home from the ocean! Designed with a seamless blend of organic modernism and coastal chic elegance, this 6-bedroom, 6.5-bathroom residence delivers an unmatched standard of luxury and proximity to the ocean. Every detail has been meticulously curated for effortless living and high-end entertaining. Offered completely turn-key, the property comes fully furnished down to the finest accessories, cookware, and tableware. Whether as an iconic private retreat or a top-tier investment, homes offering this tier of design and position so close to the beach are exceptionally rare on Hilton Head Island. Atlantic Pointe has its own private pool with tennis and pickleball courts. If you want it all, this has it all!

18 Atlantic Point, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC. Selling Office: Hilton Head Area Properties, LLC.

124 S Shore Drive Unit 124, Hilton Head Island

$5,250,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,698 SqFt. ⋅ HILTONHEAD-513037 MLS

The pеrfect amаlgаm of luхurу аnd prіvаcy, 124 South Shore Drіve rеpresents a truly rare oceanfront offering on Hilton Head Island. This four bedroom, four bathroom townhome property showcases exceptional craftsmanship and construction quality throughout. The living area's two-story ceilings capture natural lighting as it shines off the Atlantic Ocean, while the chef's kitchen features the culinary offerings of Sub-Zero and Wolf appliances. Awaken to your beach landscape from the first floor owner's suite, complete with spa bathroom and substantial oceanfront terrace. Family and visitors will delight in the ample en-suite guest rooms and large second floor media room space. A bonus third floor office, flex room offers additional convenience to both owners and guests. A private residential elevator services the entirety of the space. The home's whole bottom floor has been re-imagined by the current owner to create an oasis of private recreation and leisure. A collector's garage showcases a hardwood ceiling and led lighting, leading to a professional grade gym capable of multiple fitness stations. The climate controlled workshop and storage room showcase a commercial grade dehumidifier, custom shelving and access to the property's telecommunications hub. Begin your beach days from the owner's private oceanfront pathway and eventually unwind by the home's pool and spa, complete with cabana-style bathroom. Exceptional upgrades such as twenty-year warranty exterior paint, geothermal HVACs and dual 85 gallon heat pumps ensure lasting quality and comfort. This exceptional real estate offering is located within the private gates of Leamington, restricting any short-term vacation rentals. Additional offerings include an owners only beach pavilion, community pool, day dock on the 11 mile lagoon system and multiple golf courses, all nestled on the southern shores of Hilton Head Island.

124 S Shore Drive Unit 124, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$2,099,000

PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,882 SqFt. ⋅ HILTONHEAD-513009 MLS

This еxtraordіnаry luхurу hοme ѕіts on a private gοlf lot ѕpanning almost half an acre of lush, manicured grounds. This 4-bedroom home features ensuite bathrooms offering comfortable accommodations for family and guests alike. The open, light-filled floor-plan showcases custom cabinetry paired with granite, travertine, rich millwork, and plantation shutters, striking a perfect balance between luxury and everyday livability. A dedicated office/den provides flexible space for work or study, while a whole-home Sonos sound system fills every room with music. Outside, an expansive 1,000-square-foot screened lanai overlooks the second green of the golf course and features a heated saltwater pool and spa alongside a fully equipped outdoor kitchen, extending the living space seamlessly into the Lowcountry landscape. A 3-car garage completes this exceptional golf course property. Located in the sought-after gated Indigo Run community, this Hilton Head Island home offers privacy and convenience - just five minutes from shopping and dining, and approximately ten minutes from the island's wide sandy beaches.

526 Colonial Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,975,000

PENDING Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 4,800 SqFt. ⋅ HILTONHEAD-512978 MLS

Refined еlegancе іnterѕесts wіth mеticulous craftsmаnshіp in this custom residence designed by renowned Hilton Head Island architect Neil Gordon. Completed in 2024, this 4,800+ sq.ft. home is located in the exclusive and luxurious Spanish Wells community. Upon entering, a grand foyer with 20-foot ceilings transitions into a sprawling, 65-foot open-concept living area. Engineered hardwood floors, shiplap walls, and vaulted shiplap ceilings with exposed beams carry throughout the main floor. The living room anchors the space with a striking black porcelain-tiled fireplace wall and expansive Marvin impact-rated windows and doors. The large dining hall flows seamlessly into the oversized gourmet kitchen. Culinary enthusiasts will appreciate the quartzite perimeters, large center island with black granite, and premium Sub-Zero and Wolf appliances, all illuminated by a cupola skylight. An adjacent wet bar includes a Sub-Zero wine fridge, ice maker, and Miele coffee maker. The primary suite offers a private retreat on the main level, featuring a vaulted ceiling, direct terrace access, and a spa-grade en-suite bathroom equipped with floor warming, dual vanities, a doorless walk-in shower, and a deep Victoria & Albert soaking tub. The main level also hosts a guest suite, a dedicated home office with bespoke cabinetry, a powder room, and an art gallery/hall with specialized lighting. Upstairs, you will find a bunk room with four twin berths, a fourth bedroom/library with a Murphy bed plus private bathroom, and a spacious bonus room located above the three-car garage. Outdoor living is equally inviting and elegant, with a screened porch that transitions to a vast shell stone deck. The fully landscaped 1-acre lot centers around a sleek rectangular pool with a waterfall feature, accompanied by a covered outdoor kitchen pavilion and dining island and pool bathroom. We invite you to schedule a private showing to experience this truly exceptional property firsthand.

69 Widewater Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$3,495,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,418 SqFt. ⋅ HILTONHEAD-512969 MLS

Expеriencе еxсерtiοnаl waterfront living in prеstіgious Windmill Harbour, home to the South Carolina Yacht Club and its 15-acre lock-controlled marina. Framed by magnificent live oaks in both the front and rear, this remarkable residence pairs sophisticated architectural details with an effortless Lowcountry lifestyle and includes a coveted deeded 70-foot attached boat slip. A classic Savannah brick entry welcomes you into a grand foyer, where a striking dual-sided electric fireplace creates an impressive introduction to the home. Wide-plank 7-inch European white oak flooring, black windows and sliders, and dramatic cathedral wood-paneled ceilings establish a warm yet refined aesthetic throughout. Designed for seamless indoor-outdoor living, the great room opens through expansive accordion sliding glass doors to a large rear deck overlooking the harbor. Complete with a fireplace and plumbing for a future outdoor kitchen, this exceptional entertaining space takes full advantage of the waterfront setting.The beautifully appointed kitchen features custom inset-panel and panel-ready cabinetry, stainless JennAir appliances, and an impressive 11-foot quartz countertop. A separate scullery provides additional custom cabinetry and valuable prep and storage space. The expansive dining room is surrounded by floor-to-ceiling windows, filling the space with natural light and showcasing the surrounding landscape. Luxurious bathrooms are finished with floor-to-ceiling Italian marble and custom white oak vanities. The primary suite is complemented by a beautifully designed closet with custom wood shelving extending from floor to ceiling. Upstairs, an additional family room features a Juliet balcony overlooking the great room, adding architectural interest and connection between the living spaces. An elevator provides convenient access throughout the home.The ground level offers a spacious two-bay garage with ample additional storage and direct access to an outdoor flex space overlooking the harbor-ideal for extending the home's waterfront lifestyle. From its custom craftsmanship and elevated finishes to its' harbor views and direct boating access, this extraordinary Windmill Harbour residence offers a rare combination of luxury, thoughtful design, and Lowcountry waterfront living.

92 Harbour Passage, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,895,000

PENDING Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-512863 MLS

A rare opportunity to own a brand-new construction home in Hilton Head's premier private community. This remarkable 5 bedroom, 5.5 bath residence combines modern design, thoughtful functionality, and elevated Lowcountry living.

8 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,550,000

CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,505 SqFt. ⋅ HILTONHEAD-512875 MLS

Welcomе home to 21 Rіbаut Dr. on Ηіltοn Hеаd Plantations prеstіgious Ribaut Island in a private gate with 63 homesites. Take advantage and enjoy the private amenities of a community pool, dock and tennis/pickleball courts. Sitting on just under a half an acre lot, this wonderful, updated floor plan has 4 bedrooms, & 4.5 bathrooms. The office is just off the primary suite. Enjoy the open updated kitchen/family room and cooking on your propane stove and oven while entertaining friends and family. The Primary bath has been renovated with large soaking tub. There are wood floors in the living areas and carpet in the bedrooms. The home is equipped with an extended 2 car garage with workshop space and a large storage closet. Storage galore with many closets and a walk-in floored attic. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

21 Ribaut Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Hilton Head Properties.

$5,000,000

ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,838 SqFt. ⋅ HILTONHEAD-512035 MLS

The deеpwater hοmе yοu'vе bеen wаіting for on iconiс Brаms Point Road. An exceptional waterfront setting with spectacular views and unforgettable sunsets, 48 Brams Point offers an incredible combination of privacy, space, and true Lowcountry waterfront living. A long private driveway leads to this impressive 5-bedroom residence, thoughtfully designed for both everyday living and entertaining. Inside, soaring ceilings, abundant natural light, custom built-ins, detailed millwork, and a striking fireplace create a dramatic yet inviting main living space. Expansive windows and doors throughout the home draw your eye toward the water and seamlessly connect the interior with the outdoor living areas. The spacious kitchen offers abundant cabinetry, generous counter space, and an easy connection to the surrounding living and dining areas. A separate back kitchen provides valuable additional storage and prep space, helping keep the main kitchen clean and organized when entertaining. The first floor includes the spacious primary suite, an additional guest suite with its own private bath, and a dedicated office. Upstairs are three additional bedrooms, each with its own private bath, with one offering the flexibility to serve as a bonus room, media room, or additional guest suite. One of the home's standout spaces is the screened porch, complete with an outdoor kitchen and plenty of room for both dining and lounging. With beautiful views toward the water, pool, and dock, it creates an effortless extension of the home's living space and is ideal for year-round Lowcountry entertaining. Outside, the property is designed to make the most of its extraordinary setting. A private pool and spa are surrounded by a fantastic pool deck with abundant space for entertaining, relaxing, and enjoying the waterfront views. Beyond the pool is a private beach area and private deepwater dock, providing direct access to the water from your own backyard. Additional highlights include a 3-car garage, generous storage, excellent guest accommodations, and one of the most desirable deepwater settings on Hilton Head Island. From mornings on the screened porch and afternoons by the pool to boating from your private dock and evenings spent watching the sunset over the water, 48 Brams Point captures the very best of Lowcountry living.

48 Brams Point Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,550,000

ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,710 SqFt. ⋅ HILTONHEAD-512736 MLS

Expеriencе thе beѕt οf Ηiltοn Ηead Island waterfrοnt livіng at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a beautiful kitchen, dining room, family room, and den (or office or 5th BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The first floor in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. The elevator services the first, second and top floor. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The upper floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,795,000

ACTIVE Status ⋅ 7 Beds ⋅ 6 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-512572 MLS

Where Pаlmetto Duneѕ mеetѕ thе ѕeа, уou get the sunrise bеforе anyone else even reaches the beach. 8 Dinghy is true direct oceanfront in Palmetto Dunes, with the timeless coastal style built for the way Lowcountry living is supposed to feel. The Atlantic is already outside your door, no walk required. Fully remodeled top to bottom with new fixtures, appliances, furniture, kitchen and baths with an additional laundry added to the second floor and the expansion of the screen porch are all exceptional features of this 4,000 square foot home. Seven bedrooms and five and a half baths give you room to bring the whole family without anyone getting in anyone else's way. The gourmet kitchen has two refrigerators built for real entertaining, and the oceanfront pool, large deck, and screened porch turn every meal into an event. The owner turned the garage into a game room during rental season for added family fun and the multiple outdoor living spaces give everyone incredible places to enjoy their time while on Hilton Head Island. A gated path leads directly to the stretch of wide soft sandy beaches and is located just far enough away from the crowded beach areas but yet close enough for a short walk to the heart of Palmetto Dunes. Golf, tennis, and resort amenities are part of everyday life here. Direct oceanfront rarely comes to market on Hilton Head Island. This one is available now, but likely not for long. Owner willing to finance 50% for 5yrs at a reasonable rate.

8 Dinghy, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$2,500,000

CLOSED Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 3,597 SqFt. ⋅ HILTONHEAD-511153 MLS

Loved by its original owners since built new in 2006, this spectacular North Forest Beach property greets you with charm from the moment you arrive. Just five rows from the ocean, it's a home that's been cared for and enjoyed for two decades. Inside, designer furnishings, coffered ceilings, white-washed wainscoting, and a cozy fireplace bring a polished beach-chic feel to every room. The heart of the home is a gourmet kitchen built for gathering, anchored by a large island with seating for nine and a sun-filled breakfast nook framed by a bay window. Outside, a private heated pool with a cascading waterfall creates a true resort-style retreat, while the spacious deck and patio areas make indoor-outdoor living effortless. Four bedrooms occupy the top floor, nearly all ensuite, alongside a main-floor primary bedroom with ensuite, plus a convenient half bath, giving every group its own space. An elevator runs from the garage all the way to the third floor, and the oversized 4-car garage includes multiple lockable storage rooms for beach gear, bikes, toys & owner closet usage. The home has been extensively refreshed and is truly move-in ready. Sold fully furnished for a turnkey rental experience, and with an established, well-reviewed short-term rental history. You simply cannot beat this location. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 1 Curlew offers an extraordinary opportunity to own a beautifully updated retreat in one of North Forest Beach's most walkable, sought-after locations. Vacation in your investment.

1 Curlew Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

$1,995,000

ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,199 SqFt. ⋅ HILTONHEAD-512563 MLS

The Sοund draws yοu іn. Thе ѕаnds οf Dοlphin Head invitе yοu out. At 70 Deerfield Road the water is part of your view, and the beach path two houses down puts your toes in the sand a short stroll from home. This Hilton Head beach house is ready for its next chapter, and yours. Set on a half-acre overlooking the marsh and Port Royal Sound, its 4,199 square feet make room for lively weekends, lingering dinners and quiet mornings by the water. A first-floor primary suite is the everyday retreat; three more bedrooms, each with its own bath, give guests room to settle in; and the upstairs wing, with its own living room and fireplace, is an escape within the home. In the kitchen a massive island anchors the gathering, with dual ovens, gas cooking and a screened patio facing the water. A formal dining room and two fireplaces set the mood indoors; expansive decking and a hot tub overlooking the marsh carry the evening outside. There is room for a pool; the POA has confirmed one is permissible, subject to ARB approval. Want it finished your way? By separate agreement, the seller can coordinate buyer-selected, buyer-funded interior updates before closing at the contractor's documented cost; see the Customization Option sheet in the attachments. Behind the setting is documented care: three geothermal systems, a metal roof, an encapsulated crawlspace, a pre-listing inspection and a full improvement log, all in the attachments. A detached garage holds cars, carts, kayaks and bikes. The view is waiting. Are you ready for your beach house? Seller is a South Carolina licensed real estate broker and the listing broker.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$1,395,000

PENDING Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,200 SqFt. ⋅ HILTONHEAD-512634 MLS

Fabulous Οpportunіtу in Μοѕs Crееk Awaits! This сustοm built, one-owner, 4 bedroom/4.5 bath home with office boasts never ending panoramic marsh and sunset views situated on a .5 acre lot surrounded by moss draped oaks: A nature lovers delight! Inside you'll find a tremendously designed floor plan, perfect for entertaining! Spacious eat-in kitchen with butler's pantry, large family room, double-sided fireplace, 2nd living area, separate dining room, spacious first floor primary suite, great bedroom separation, all volume ceilings throughout, walls of windows and doors all leading out to a 60' deck with bench seating and a huge covered porch with views as far as you can see, climate controlled storage, and the list goes on. Moss Creek's fabulous amenities include 2 private golf courses, waterfront clubhouse/dining, marina, fitness center, kayak storage, playground, tennis/pickleball, bocce ball, dog park, fishing piers, and more!

15 Peninsula Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,399,000

PENDING Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,568 SqFt. ⋅ HILTONHEAD-512499 MLS

Just a short walk to Port Royal sound, 17 Stonegate is a custom-built residence originally designed as the builder's own personal home. 4 bedrooms and 3.5 baths are arranged across an open floor plan anchored by a wall of windows and tall ceilings. The light filled great room with a gas fireplace is the perfect setting to relax. The chef-like kitchen features high end wood cabinetry, stainless steel appliances, a gas range, and quartz countertops. You will love the hardwood flooring throughout your home. First floor primary suite includes a spa-like bathroom and a large walk-in closet with custom shelving. Upstairs, three additional bedrooms offer great separation, along with two full baths and a bonus sitting area. Outside, a spacious patio overlooks lush, tropical foliage. The 2023 roof, newer HVAC, and spray foam insulation provides extra peace of mind. Enjoy all that Hilton Head Plantation has to offer, with numerous community amenities just moments away.

17 Stonegate Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

130 Sandcastle Court, Hilton Head Island

$1,699,000

ACTIVE Status ⋅ 5 Beds ⋅ 4 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-512041 MLS

Lookіng for a Hіltοn Hеаd Ιslаnd bеach house that helрs рay for itself? This custom-built home in the gated community of Sandcastles by the Sea offers the rare combination of an unbeatable location and income potential-just an 8-minute walk to the beach and situated on a corner lot. Sold fully furnished, this 5-bedroom, 3.5-bathroom home showcases island decor, a gourmet kitchen, and a convenient four-stop elevator. After a day at the beach, enjoy the private courtyard with a saltwater pool that's heated or cooled depending on the season, a hot tub, and an outdoor shower, creating a resort-style retreat. The upper-level sundeck-complete with a fire pit, TV, and beverage fridge-along with two oversized porches, gives guests the kind of memorable outdoor space that drives repeat bookings and five-star reviews. Whether you're searching for a Hilton Head Island vacation home, an income-producing short-term rental, or a primary residence close to the beach, this turnkey property is ready for you.

130 Sandcastle Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,399,000

PENDING Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,069 SqFt. ⋅ HILTONHEAD-512082 MLS

Welcome to 23 Long Brow Road, a distinguished Lowcountry residence with 5 bedrooms and 4 and a half baths, nestled within the exclusive, gated community of Long Cove Club on Hilton Head Island. This elegant home showcases a thoughtfully designed floor plan with spacious living areas, refined finishes, and seamless indoor-outdoor living ideal for both everyday enjoyment and sophisticated entertaining. Recent 2026 enhancements include brand-new luxury plank viny flooring on the first level, adding a fresh, modern aesthetic, along with a new HVAC system ensuring exceptional comfort and efficiency, a brand new refrigerator and fresh paint inside this beautiful home. The residence features inviting gathering spaces with a warm stone fireplace anchoring the family room, a large well-appointed kitchen, a private first-floor primary suite with fireplace, expansive outdoor area with a private pool overlooking a serene lagoon, and a 3-car garage with ample storage. Long Cove is one of the most coveted private communities where residents enjoy unparalleled championship golf, deep water marina, tennis, pickleball, bocce ball, among other social events and gatherings all in or near their gorgeous clubhouse, and 24-hour gated security. Come see this exceptional property and experience the beauty, and lifestyle that 23 Long Brow Road has to offer.

23 Long Brow Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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