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

4 Beds ⋅ 5 Baths ⋅ 4,616 SqFt. ⋅ HILTONHEAD-511638 MLS

A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,699,000

5 Beds ⋅ 4 Baths ⋅ 3,920 SqFt. ⋅ HILTONHEAD-511679 MLS

Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$5,900,000

7 Beds ⋅ 8 Baths ⋅ 5,203 SqFt. ⋅ HILTONHEAD-511606 MLS

Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,695,000

5 Beds ⋅ 6 Baths ⋅ 4,165 SqFt. ⋅ HILTONHEAD-511552 MLS

Welcome to 90 Sandcastle Court, a spacious, beautifully appointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $110,000 in gross rental revenue already booked for 2026, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$2,550,000

4 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-511417 MLS

Newer construction (built in 2025) offering timeless Lowcountry architecture, luxury finishes, and exceptional outdoor living in the heart of Shipyard. This custom-designed 4-bedroom, 4.5-bath home sits on a private, wooded homesite and combines modern conveniences with generous living spaces throughout. A welcoming Lowcountry-style front porch leads into an open floor plan featuring a cathedral-ceiling great room, gourmet chef's kitchen with custom white oak cabinetry, luxury appliances, an oversized island, and a large walk-in pantry for exceptional storage. Additional features include a wet bar, built-in office nook, and beautifully designed living spaces ideal for everyday living and entertaining. The first-floor primary suite is complemented by spacious guest accommodations, while a large bonus room with a full bath above the oversized three-car garage offers endless flexibility as a guest suite, media room, or home office. Outdoor living is truly unmatched with a huge screened porch featuring a tabby fireplace and built-in outdoor kitchen, overlooking a stunning heated swimming pool, spa, and private wooded backyard-creating the perfect setting for relaxing or entertaining year-round. Additional highlights include an oversized three-car garage, an electric vehicle charger, a whole-home generator for added peace of mind, abundant storage, and thoughtful custom details throughout. Located within the gated community of Shipyard Plantation, owners enjoy private beach access, miles of leisure trails, championship golf, tennis and pickleball, a first-class beach club, and convenient access to Hilton Head's restaurants, shopping, and entertainment. Newer construction in Shipyard is an exceptionally rare opportunity. Combined with luxury finishes, an incredible floor plan, resort-style outdoor living, and the convenience of a whole-home generator, this home truly stands apart.

30 Kingston Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,500,000

4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS

Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$3,499,995

5 Beds ⋅ 6 Baths ⋅ 3,680 SqFt. ⋅ HILTONHEAD-511517 MLS

Welcome to 164 Mooring Buoy-where timeless coastal elegance meets one of Palmetto Dunes' most coveted beachside locations. Perfectly positioned on the second row with direct access to the beach walkway, this exceptional five-bedroom, five-and-a-half-bath residence offers an effortless connection to more than three miles of Hilton Head Island's pristine Atlantic shoreline. Thoughtfully designed for sophisticated coastal living, this remarkable home blends timeless architecture, generous living spaces, and exceptional indoor-outdoor entertaining. A majestic canopy of centuries-old live oaks and a gracious circular drive create a memorable arrival, while the two-car garage and abundant parking provide convenience for family and guests alike. Impeccably maintained and thoughtfully updated, every detail reflects the pride of ownership and quality craftsmanship that define this extraordinary property. At the heart of the home, the beautifully appointed kitchen flows seamlessly into the expansive great room, where walls of glass invite natural light and open to an impressive outdoor living space. Step onto the spacious rear deck overlooking a sparkling heated pool and spa-your own private sanctuary for afternoon relaxation, evening gatherings, or peaceful mornings surrounded by the beauty of the Lowcountry. The luxurious main-level primary suite offers comfort and privacy, while four additional ensuite guest bedrooms provide elegant accommodations for family and friends. Multiple living and gathering spaces ensure everyone has room to relax, entertain, or create lasting memories after a day on the beach, golf course, or tennis courts. Whether hosting unforgettable celebrations, enjoying quiet moments beneath the oaks, or embracing the endless recreational opportunities of Palmetto Dunes, this home embodies the very essence of refined island living. Equally suited as a distinguished primary residence, an exceptional coastal retreat, or a premier investment with outstanding rental potential, 164 Mooring Buoy presents a rare opportunity to own an extraordinary beachside home within one of Hilton Head Island's most prestigious resort communities.

164 Mooring Buoy, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,750,000

4 Beds ⋅ 4 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-511476 MLS

Experience panoramic lake to golf views (Oyster Reef Golf Club's Signature 16th) from this stunning, remodeled, pristinely maintained lifestyle residence by award winning builder with lanai pool/spa and outdoor kitchen on quiet cul de sac street in very desirable Oyster Reef area of HHP! Features & upgrades include smooth volume/tray ceilings, wide plank oak flooring, Chef's dream island kitchen (high end custom cabinetry, leathered quartz counters, tile backsplashes, top-of-the-line appliances incl Sub Zero & Wolf), designer fixtures/hardware/lighting/window treatments, quartz/granite bar & vanity tops, millwork & built-ins by master craftsmen, 2 gas fireplaces, new/newer mechanicals (3 HVAC systems, 2 water heaters, garage door & Wi-Fi openers), Culligan reverse osmosis water supply system, travertine pool decking, 2023 pool heater + pool automation system, outdoor shower, 2 cedar closets, impressive storage space, etc. Very livable floor plan offers kitchen open to casual dining, laundry room, family room, pool view 4 season Carolina room, dining room, wet bar w/ice maker, great room, den/media room, 2 well-appointed main level BR suites including private, water view primary suite, 2 guest BR's & bath + expansive bonus/storage room, walk-in attic & oversize 2 car garage w/epoxy floor, built-ins & 2 x 220 outlets. Exterior boasts stately curb appeal with brick accented, aggregate shell circular drive, extensive landscape & carriage lighting, mature planting & lawn, specimen trees, irrigation system, Green Bug pest control system, secret pebble garden & maximum privacy. All centrally located close to all this preferred community has to offer (Spring Lake Community Pools, PR Sound Front Dolphin Head Recreational Area, recently renourished Pine Island Beach Park & 4 Golf Courses) + shopping, dining, entertainment just outside both gates!

13 Wild Laurel Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,400,000

4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS

Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,100,000

4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS

Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$2,100,000

4 Beds ⋅ 5 Baths ⋅ 4,175 SqFt. ⋅ HILTONHEAD-511369 MLS

Welcome to Lakeside Luxury at 5 Stonewall Circle on Hilton Head Island. A custom two-toned paver U-shaped driveway sets the stage for this meticulously maintained and updated home, where elegant finishes meet a relaxed lakeside setting overlooking the 18th hole of the Cupp Course in Palmetto Hall. Offering 4 bedrooms, 4.5 bathrooms, an office, and a versatile loft that can serve as a fifth bedroom, this home provides exceptional flexibility. Multiple primary suites with professionally designed custom closets deliver comfort, privacy, and abundant storage.The beautifully updated kitchen anchors the home with solid cherry wood cabinetry, quartz countertops, stainless-steel sink, satin nickel faucet, and designer pendant lighting. Elegant white swirled ceramic tile flows throughout the main level, while premium COREtec flooring enhances the upper level.Thoughtfully renovated for style and peace of mind, the home features a new roof (2024), two newer HVAC systems (2025), 19 Andersen windows, new gutters, solar attic fans, all-new LED lighting and ceiling fans, automatic exterior landscape lighting and professionally painted interior and three-car garage.Outdoor living is designed for entertaining with a one-of-a-kind pool cabana featuring leathered black granite countertops, abundant cabinetry, a refrigerator, wet bar, and exterior speakers. The resort-style pool includes new tile, built-in benches and steps, a new chlorine generator, and gas heater. A spacious hot tub, outdoor shower, and paver conversation area overlooking the lake, create the perfect private retreat.Located in the highly desirable, gated Palmetto Hall community, residents enjoy two championship golf courses, a clubhouse, playground, tennis and pickleball courts, a community pool, on site restaurant and a vibrant lifestyle just minutes from Hilton Head Island's beaches, dining, shopping, and entertainment. Meticulously maintained and move-in ready, this exceptional home offers luxury Lowcountry living at its finest. SCREB owned.

5 Stonewall Circle, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$1,250,000

5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS

Private Golf Course Estate with Guest House, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property offers a rare combination of privacy, flexibility, and space. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a peaceful setting while remaining close to all the amenities Hilton Head Island has to offer. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature of the property is the private guest residence with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Whether used for extended family, visiting guests, a home office, or private retreat, the space offers exceptional versatility. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides additional flexible living space perfect for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a property that offers the flexibility of multiple living spaces, the privacy of an oversized setting, and the lifestyle advantages of one of Hilton Head Island's premier gated communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,995,000

4 Beds ⋅ 5 Baths ⋅ 4,431 SqFt. ⋅ HILTONHEAD-511278 MLS

Nestled on one of the most coveted homesites within the exclusive Hickory Forest neighborhood of Hilton Head Plantation, this exceptional waterfront residence captures breathtaking panoramic marsh-to-Port Royal Sound views from nearly every principal room. This residence features an open floor plan, beautifully renovated interiors, renovated 2019 baths, updated kitchen with granite, gas cooktop & double ovens, reclaimed wood architectural accents, wood flooring throughout, crown molding, designer lighting, office, 3 guest ensuites, and luxurious first level owner's suite. Outdoor living includes an expansive deck, heated pool/spa, 2017 roof, 2022 HVAC systems, conditioned flex space over garage, epoxy garage, and exclusive Hilton Head Plantation amenities including private Hickory Forest beach access, golf, marina, tennis, pickleball, Dolphin Head recreation area, leisure trails, and more. This is an extraordinary opportunity to own one of Hilton Head Plantation's premier waterfront residences where timeless craftsmanship, thoughtful updates, and unforgettable views come together in perfect harmony. This is Lowcountry living at its finest!

12 Pelican Watch Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,450,000

5 Beds ⋅ 5 Baths ⋅ 4,240 SqFt. ⋅ HILTONHEAD-511130 MLS

Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

24 Rum Row, Hilton Head Island

Listing courtesy of Collins Group Realty.

$6,295,000

6 Beds ⋅ 8 Baths ⋅ 4,247 SqFt. ⋅ HILTONHEAD-510633 MLS

Experience the pinnacle of oceanfront luxury with endless, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences.

10 Collier Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$8,100,000

7 Beds ⋅ 8 Baths ⋅ 5,800 SqFt. ⋅ HILTONHEAD-511151 MLS

Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Man O War presents a rare opportunity to own an exceptional beachfront home. Built by Cambridge Building Inc. with interiors by Mike Ruegamer of Group III, this thoughtfully designed residence blends timeless coastal elegance with outstanding craftsmanship. Cherished by its original owners and never offered as a rental, the home features 7 bedrooms, 6 full & 2 half bathrooms, and an upside-down floor plan that maximizes breathtaking Atlantic Ocean views. Wake up to spectacular sunrises and unwind with stunning sunsets from the private deck off the primary suite. Distinctive custom details include a hand-crafted stair railing built onsite by Savannah artisans, doorless walk-in showers, hand-applied knockdown finishes with rounded corners, and a custom-engineered driveway designed for effortless access. A secluded beach path leads directly to the shoreline, while the oceanfront pool, an amenity that could not be built in the same location under today's regulations, makes this property even more extraordinary. Combining an irreplaceable oceanfront setting, exceptional design, and meticulous care, 9 Man O War offers a rare opportunity to own one of Hilton Head Island's truly distinctive beachfront homes.

9 Man O War, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,290,000

5 Beds ⋅ 5 Baths ⋅ 3,594 SqFt. ⋅ HILTONHEAD-510858 MLS

Located in the sought-after Paddocks community on Hilton Head Island, this beautifully designed five-bedroom, five-bath residence offers refined coastal living with a light-filled, modern aesthetic. Wide-plank hardwood floors flow throughout the home, complemented by an open floor plan and thoughtfully curated finishes. The chef's kitchen features quartz countertops, premium appliances, abundant cabinetry, and a spacious scullery for effortless entertaining. A private elevator provides convenient access to every level, while a dedicated office offers an ideal work-from-home space. Beneath the home, an expansive enclosed area offers endless possibilities for a workshop, home gym, abundant storage, or hobby space. Residents enjoy the privacy of this gated community with exceptional amenities, including a pavilion, pool, community day dock, and a scenic private island with leisure trails. Ideally positioned near world-class golf, Hilton Head's renowned beaches, the dining and shopping of both the island's north and south ends, and with convenient access to Bluffton, this home offers the very best of Lowcountry living.

21 Paddocks Boulevard, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$4,500,000

5 Beds ⋅ 5 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-511088 MLS

Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer finishes throughout, this stunning 5-bedroom, 4 full and 1 half bath home offers sophisticated Lowcountry living with breathtaking harbour views. A dramatic contemporary entry opens to an expansive great room featuring soaring ceilings, designer lighting, a stunning statement electric fireplace, walls of glass, and oversized sliding doors that seamlessly blend indoor and outdoor living. The open-concept design flows effortlessly into the gourmet kitchen, formal dining room, and casual dining area, all perfectly positioned to capture the picturesque waterfront setting. The luxurious first-floor primary suite is a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized shower, dual walk-in closets, and a private laundry room. A spacious home office and powder room complete the main level. Upstairs, four generously sized guest suites provide exceptional accommodations. Two bedrooms share a beautifully appointed bath, while the remaining two enjoy private ensuite baths. All feature generous closets and designer finishes, with two guest suites opening onto private decks overlooking the harbour. An open loft overlooks the great room below while showcasing stunning waterfront views. The lower level offers incredible flexibility, with space for three cars and a golf cart, and currently serves as an impressive home gym and bonus recreation room. A convenient three-stop elevator provides effortless access to every level. Designed for both entertaining and relaxation, the outdoor living spaces are equally impressive with private waterfront decks, a private pool, private dock, and spectacular harbour views. Wexford is one of Hilton Head Island's premier private club communities, offering a world-class lock-controlled harbour, an Arnold Palmer Signature golf course, tennis, pickleball, croquet, fine dining, and exceptional new amenities, including the recently opened Harbour Center and the beautifully expanded clubhouse, reopening this summer.

14 Castlebridge Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,950,000

7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS

One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$1,750,000

4 Beds ⋅ 5 Baths ⋅ 4,100 SqFt. ⋅ HILTONHEAD-510708 MLS

Perfectly positioned on a quiet cul-de-sac overlooking the 18th tee of Oyster Reef Golf Club, this extraordinary 4-bedroom, 4 1/2-bath residence offers 4,100 square feet of impeccably designed luxury in the heart of Hilton Head Plantation. Thoughtfully reimagined with exceptional craftsmanship, every detail reflects timeless elegance and modern sophistication. Soaring tongue and groove ceilings, premium finishes, and expansive living spaces create an inviting atmosphere for everyday living and entertaining. The chef's kitchen is a showpiece, featuring Thermador appliances, a stunning 12-foot leathered granite waterfall island, built-in wine refrigeration, and custom cabinetry. The adjoining family room is anchored by a dramatic 72-inch linear gas fireplace and walls of glass that open to an expansive screened porch with a tongue and groove ceiling, seamlessly blending indoor and outdoor living while showcasing sweeping golf views. Luxurious owner's and guest suites, exceptional quality, and state-of-the-art systems complete this remarkable Lowcountry retreat.

31 Oyster Bay Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$3,995,000

6 Beds ⋅ 8 Baths ⋅ 5,513 SqFt. ⋅ HILTONHEAD-510828 MLS

Welcome to 10 Wexford Drive, an extraordinary custom-built home completed in 2023, showcasing the very best of luxury living in Wexford. Thoughtfully designed with impeccable attention to detail, this one-of-a-kind residence offers designer finishes, exceptional craftsmanship, and resort-style amenities. Opportunities to own a newly constructed custom masterpiece of this caliber are exceedingly rare. Grand ceilings with custom beams, designer lighting, and stunning architectural elements set the tone for the remarkable spaces that follow. The open-concept floor plan is anchored by a spectacular chef's kitchen featuring 2 oversized islands, top-of-the-line appliances, hidden coffee bar, and tucked wet bar or pantry. The formal living room is warm and inviting, highlighted by a beautiful gas fireplace and access to the outdoor living spaces. The adjoining dining room is anchored by a dramatic wine display wall that is both sophisticated and stunning. The family room with its own statement fireplace opens to an exceptional outdoor retreat, complete with a covered lanai, outdoor kitchen and grill, fireplace, multiple gathering areas, and a spectacular 2-tier pool design featuring an upper pool and spa cascading into a lower pool . Lush landscaping provides privacy, while an outdoor shower completes the resort-inspired setting. The luxurious primary suite features a striking fireplace, direct access to the pool deck, custom walk-in closet, dual water closets, double vanities, oversized shower, and soaking tub. 3 add'l guest suites with generous closets and beautifully appointed private baths are located on the main level, along with a half bath and laundry room. Above the 3-car garage, a dedicated home gym with a half bath and a guest room (currently used as an office) with an ensuite bath offer exceptional flexibility. The 6th bedroom suite is privately positioned on the 2nd floor, creating the perfect retreat for guests. Offering 6 bedrooms with ensuite baths, 2 half baths, private pool, and every luxury imaginable, this remarkable residence delivers an unparalleled lifestyle. Wexford members enjoy a private harbour and marina, Arnold Palmer Signature golf course, tennis, pickleball, croquet, clubhouse dining, fire pit gathering areas, and exciting new enhancements, including the recently opened Harbour Center and newly expanded clubhouse debuting this summer.10 Wexford Drive is more than a home-it's a statement of luxury, lifestyle, and timeless design.

10 Wexford Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,550,000

5 Beds ⋅ 5 Baths ⋅ 3,600 SqFt. ⋅ HILTONHEAD-509916 MLS

Private dock on Leamington's 11-Mile Lagoon. A rare opportunity to own a waterfront property in Leamington, Hilton Head Island's premier private oceanfront community. Tucked away on a quiet cul-de-sac, this 5-bedroom or 4-bedroom-plus-office residence offers expansive lagoon views, exceptional privacy, and room for a pool.Designed for both everyday living and entertainment, the home features generous living spaces, hardwood flooring in the main living areas, abundant natural light, a fireplace, a wet bar, a screened porch, and a flexible floor plan. The kitchen offers ample counter space, an island with bar seating, and views of the surrounding landscape. Whether enjoyed as-is or transformed into a custom waterfront retreat, the possibilities are endless.Enjoy kayaking, fishing, wildlife watching, and peaceful evenings from your private dock overlooking the renowned 11-Mile Lagoon. Leamington residents enjoy private beach access, an oceanfront Beach Club, championship golf, world-class tennis and pickleball, miles of leisure trails, and all the amenities of Palmetto Dunes Oceanfront Resort. Unlike many Hilton Head communities, Leamington does not permit short-term rentals, preserving its exclusive residential character and tranquility.Private Dock. 11-Mile Lagoon Views. Private Beach Access. No Short-Term Rentals. OSCREA

17 Arthur Hills Court, Hilton Head Island

Listing courtesy of Engel & Volkers.

$3,300,000

4 Beds ⋅ 5 Baths ⋅ 3,771 SqFt. ⋅ HILTONHEAD-509821 MLS

Deep water views of the Port Royal Sound at 10 Herring Gull in Hilton Head Plantation! Completely updated and offered in turnkey condition, this stunning one-level home showcases high-quality finishes and upgrades throughout. Enjoy breathtaking water views from nearly every room, a private pool and courtyard, and a thoughtfully designed floor plan perfect for everyday living or a lock-and-leave lifestyle. Featuring a gorgeous chef's kitchen, stylishly renovated bathrooms, and exceptional attention to detail throughout, this is a rare opportunity to own a beautifully updated home in one of Hilton Head Island's most sought-after communities. More photos and details coming soon!

10 Herring Gull Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,195,000

5 Beds ⋅ 5 Baths ⋅ 4,447 SqFt. ⋅ HILTONHEAD-510707 MLS

Custom home with completion in August. Beautiful view across the lagoon to the 1st fairway of the Long Cove Golf Club.

14 Kings Tree Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,995,000

6 Beds ⋅ 7 Baths ⋅ 3,702 SqFt. ⋅ HILTONHEAD-510711 MLS

LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$4,495,000

4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS

Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$950,000

3 Beds ⋅ 2 Baths ⋅ 3,558 SqFt. ⋅ HILTONHEAD-510564 MLS

Great home in the amenity-rich community of Hilton Head Plantation

32 Knollwood Drive, Hilton Head Island

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

$3,295,000

5 Beds ⋅ 5 Baths ⋅ 5,019 SqFt. ⋅ HILTONHEAD-510120 MLS

Welcome to 9 Promontory Court. This remarkable 5-bedroom, 5-bath residence enjoys a coveted location overlooking multiple holes of the George Fazio Golf Course, complemented by panoramic views of Palmetto Dunes' iconic 11-mile lagoon system. With remarkable craftsmanship and design, the home offers thoughtful entertaining spaces balanced by intimate guest retreats, creating an ideal blend of elegance and comfort. The open-concept kitchen serves as the heart of the home and multiple living spaces allow for optimal entertaining for both small and large gatherings. Beautifully crafted, high-end details elevate every room, including soaring ceilings, custom millwork, and floor-to-ceiling windows that bathe the home in natural light and showcase the stunning golf and lagoon landscape beyond. An elevator provides effortless access throughout the residence. Step outside to experience true Lowcountry living. Relax in the heated pool and spa, entertain effortlessly across expansive covered and uncovered outdoor living spaces, and gather around the newly installed outdoor fireplace for cozy evenings under the stars. Launch a kayak or boat from your private dock to explore the tranquil lagoon and fish for redfish, tarpon, and stripers. Offering exceptional privacy, peaceful water views, and beach access just minutes away, this remarkable property embodies the very best of Hilton Head luxury living.

9 Promontory Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,625,000

5 Beds ⋅ 5 Baths ⋅ 3,872 SqFt. ⋅ HILTONHEAD-510379 MLS

Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,295,000

4 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-510274 MLS

LOCATED in Port Royal the oceanfront private community on Hilton Head. ON A 1.3 ACRE LOT with massive live Oaks and TIDAL VIEWS FOR MILES toward PORT ROYAL SOUND. Natural landscape changes constantly with the tides, showing changing colors of the Spartina grass. This home offers unmatched quietness and privacy to allow you to unwind and escape the daily rush. See a wide variety of birds, marine life and other animals like being in a private nature sanctuary. Outdoor kitchen pool, and gazebo for the firepit overlooking tidal marsh out to Port Royal Sound. Large porch overlooking the pool and Pool power room. The main house has a Master & Three bedrooms.. A large quest suite over the three-car garage. The garage has GREAT storage and workspace. The updated kitchen opens to a large dining area. This area is connected to two large sitting areas overlooking the tidal marsh. The 3-car garage has all built-in storage and epoxy floors. A total of 4 bedrooms with 4 full baths and 2 half baths ( one is by the pool) If you ever wanted to enjoy nature, this is the perfect location.

4 Hartford Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,100,000

5 Beds ⋅ 6 Baths ⋅ 4,494 SqFt. ⋅ HILTONHEAD-510221 MLS

A great Indigo Run opportunity located on one of the best streets on the 16th green of the private course. This large 5 BR, 5.5 BA, fully updated home has the popular main floor layout buyers desire. An oversized primary with brand new beautiful bath, a large ensuite guest bedroom, a dedicated office, 2 great rooms, a large eat-in kitchen with many new appliances including large farmhouse sink, and all new Taj Mahal quartzite counters, a dry bar with 2 pull out drawer fridges, newly remodeled powder room, a dining room and laundry room with extra fridge all on the main floor. All new wide plank hardwood floors throughout common areas along with all new lighting and ceiling fans. Upstairs features 3 more oversized bedrooms all with completely new bathrooms. The exterior was just totally repainted as was most of the interior. Enjoy your outdoor newly expanded covered back porch and huge freeform pool inside a rare, totally enclosed, bug free screened-in lanai. This tropical paradise features a waterfall, all new tropical landscaping and brand new resurfaced pool and spa. A must see!

27 Cotesworth Place, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$6,995,000

5 Beds ⋅ 7 Baths ⋅ 4,655 SqFt. ⋅ HILTONHEAD-510012 MLS

Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,350,000

3 Beds ⋅ 4 Baths ⋅ 4,228 SqFt. ⋅ HILTONHEAD-510185 MLS

Rarely do you find this much space and privacy in a gated Hilton Head community. Situated on an exceptional 0.8-acre homesite in The River Club neighborhood of Indigo Run, this property was one of the premier lots selected during the community's early development. It enjoys a long, private lagoon view and an outstanding setting within this exclusive waterfront enclave. This 4,228-square-foot home complements such a great setting with a quality built high end home, featuring a dramatic two-story great room, formal dining room, living room, and a private office that could easily serve as a fourth bedroom. The spacious primary suite includes three walk-in closets and a private exercise room. Two spacious guest suites, each with its own bath, are located upstairs and take full advantage of the beautiful lagoon views. The Carolina room, located just off the kitchen, provides the perfect place to relax and enjoy the tranquil surroundings year-round. Additional highlights include a three-car garage and a large walk-in air-conditioned storage area on the second floor, adding convenience and functionality to what is truly one of Hilton Head's most unique offerings. Membership to The Golf Club at Indigo Run and its amenities is available but optional. The River Club residents also enjoy access to their own pickleball courts and swimming pool. Conveniently located just 10 minutes from the beach, 10 minutes from the island's main access points, and approximately 7 minutes from grocery shopping, this home offers an exceptional combination of privacy, location, lifestyle, and value. Some photos are virtually staged.

68 River Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,300,000

4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS

Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,590,000

4 Beds ⋅ 5 Baths ⋅ 3,506 SqFt. ⋅ HILTONHEAD-508466 MLS

Three years young! One owner! Lovely Windmill Harbour home close to the marina on quiet (cul de sac) Sparwheel Lane. First floor features a chef's kitchen with quartz counters and center island facing family area with an electric fireplace - great for entertaining. Extra wide double sliders walk out to patio and gardens facing private wooded common land with easy walk to the marina for outdoor living. Rear kitchen/pantry/laundry provides ample storage and prep area. The home has a first floor primary with ensuite bath and walk-in closets for one floor living. Plenty of room for guests. The second floor features three bedrooms each with a bathroom and walk in closets as well as bonus room/office with bath and walk in closet. The house also has a full two car garage and walk in attic. Windmill Harbour is located on the Intercoastal Waterway at mile marker 558 and has 24 hour gated security. It is one of the only "locked" deep water marinas on the East Coast of the US maintaining a constant 8 ft depth and can accommodate yachts up to 70' LOA and 19 ft beam. It has fuel, 50 Amp electric and pump out service. It is home to the South Carolina Yacht Club (available with separate membership).

50 Sparwheel Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$6,850,000

4 Beds ⋅ 5 Baths ⋅ 5,017 SqFt. ⋅ HILTONHEAD-510196 MLS

Welcome to 5 Marsh Drive - a private coastal sanctuary where craftsmanship meets sweeping Calibogue Sound views. Set on an oversized lot with 275 feet of breathtaking water frontage, this 4BR/4.5BA custom home overlooks the 17th green and down the 18th tee and fairway of Harbour Town Golf Links. Guests are welcomed by glowing gas lanterns and a gracious entry that opens to nearly 18-foot living room ceilings, extra-wide hallways, and exquisite crown moldings throughout. Designed for elegance, ease and comfort, the home features a 3-stop elevator, 3-car garage, and a handicap-accessible guest suite above the garage. The primary suite is a true retreat, highlighted by a dream-worthy, movie-set caliber closet - thoughtfully designed, beautifully finished, and as functional as it is stunning. Outdoor living is nothing short of spectacular - a heated saltwater infinity pool, fire pit, and a fully equipped outdoor kitchen with a remote-controlled screen enclosure for year-round enjoyment. To the side, a large private garden unfolds with winding pebble pathways beneath majestic live oaks and natural Lowcountry vegetation - your own secluded oasis. This home was built with love. With panoramic views, timeless architecture, and unmatched privacy, this is a rare offering that truly does not come along often.

5 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Greenplate Group Brokered by eXp Realty.

$2,200,000

3 Beds ⋅ 5 Baths ⋅ 3,633 SqFt. ⋅ HILTONHEAD-509083 MLS

Absolutely stunning contemporary waterfront home located in the gated Bermuda Pointe community, offering luxury coastal living with breathtaking direct water views. Completely rebuilt in 2011, this exceptional residence features 3 bedrooms, 5 bathrooms, and a spacious 3-car garage. Thoughtfully designed with high-end finishes throughout, the home showcases solid wood 8-foot doors, three fireplaces, and sophisticated architectural details that elevate every space. Designed for both entertaining and everyday living, the home features a true chef's kitchen with premium appliances and finishes, a spacious butler's pantry, and expansive living areas filled with natural light. The luxurious primary suite offers a private sitting area with fireplace, access to an all-glass sunroom overlooking the water, separate his-and-hers baths, oversized walk-in closets, and an impressive 6' x 7' steam shower creating a true spa-like retreat. Additional highlights include a dedicated office, private four-stop elevator, and seamless indoor-outdoor living spaces throughout. The rooftop entertainment area is truly exceptional, featuring a full outdoor kitchen, built-in grill and bar area, full bath off fourth floor deck, covered wood-burning fireplace, and TV lounge space - all perfectly positioned for unforgettable sunsets and star-filled evenings. Complete with a private pool and access to a community dock, this extraordinary waterfront property offers a rare opportunity to enjoy upscale Lowcountry waterfront living in a private gated setting on Hilton Head Island.

54 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,560,000

5 Beds ⋅ 5 Baths ⋅ 3,800 SqFt. ⋅ HILTONHEAD-509591 MLS

Sweeping 180-degree golf and lagoon views overlooking the 12th hole in Long Cove Club set the stage for this extraordinary Wayne Wyndham architectural masterpiece. This 5 bedroom (or 4 Bedroom plus office w/bath) and 4.5 Bath home has dramatic angled lines, soaring vaulted cypress ceilings, and walls of glass create a striking blend of warmth, light, and modern elegance. Designed for effortless luxury living and grand-scale entertaining, the chef's kitchen features dual 8-foot islands, premium Thermador appliances, an indoor gas grill, and a built-in bar that seamlessly connects to the expansive living spaces.The thoughtfully designed first-floor living plan includes a stunning owner's suite with spa-inspired bath and private outdoor shower, spacious great room, elegant dining room with coffered ceiling, and a media room/office outfitted with four TVs. A screened porch with fireplace overlooks the award-winning infinity-edge pool, hot tub, golf course, and lagoon beyond - creating a true private resort experience. Additional highlights include an oversized lot, sunny laundry room with butler's pantry, 1,300-bottle wine cellar, and an exceptional multi car (up to 8!) garage rarely found in luxury golf properties. A remarkable offering that blends architectural significance, breathtaking views, and unparalleled lifestyle in one of the Lowcountry's premier private communities.

14 Mckays Point Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Howard Hanna Allen Tate Lowcountry.

$9,375,000

5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS

Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,825,000

4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS

Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,550,000

4 Beds ⋅ 4 Baths ⋅ 3,865 SqFt. ⋅ HILTONHEAD-509910 MLS

Step into this stunning 4 bedroom home featuring a great room with soaring 12-foot ceilings, a light-filled atmosphere, and a 4 Car Garage. You will love the wall of windows showcasing the expansive water-to-golf course views. The spacious kitchen is a chef's dream, appointed with an induction stovetop and double ovens, while beautiful floors flow throughout. The primary suite is features a spa-like bathroom, a custom walk-in closet and the rare convenience of a Magic Lift. A seldom-found second complete living area provides incredible flexibility for guests or multigenerational living. Built for those who appreciate quality this home offers an impressive list of upgrades including newer HVACs, a 2023 roof, and a spray-foamed attic for exceptional energy efficiency. A Magic Lift staircase adds easy attic access for storage, while the professionally landscaped grounds enhance the home's wonderful curb appeal. All of this is nestled within the prestigious gated community of Hilton Head Plantation, ideally situated close to top schools, beaches, and shopping.

30 Knollwood Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$1,475,000

5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS

Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$6,500,000

5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS

An "architectural exhale." That's how 12 Brams Point has been described, and we couldn't agree more. Rarer than you might think, this is one of Hilton Head Island's true deep-water residential parcels, sitting in direct relationship with the Calibogue Sound and the Intracoastal Waterway - one of the island's most coveted boating corridors. Equal parts understated and elegant, this exquisite home blends traditional and mid-century modern elements with abundant light and gallery walls, creating a stunning harmony of ease, comfort, and flow. Set deep within 1.5 acres and surrounded by an abundant and well-established landscape design, the sense of privacy is immediate and complete, all within the quietly exclusive enclave of Spanish Wells. Originally designed under the exacting eye of a world-renowned transplant surgeon, every detail is purposeful: the movement is open, flowing, connected yet comfortably private, with no important element overlooked. Each of the five gracious bedroom suites offers its own lush, utterly private views of either sparkling water or verdant gardens (and one of which would be especially well-suited to becoming the perfect studio or wellness space). Then there's the outdoor living... something else entirely. A fully screened outdoor great room and dining space with fireplace, full kitchen, full bath, and bar counter creates the perfect year-round entertaining area. The pool is a showstopper: clear blue water shimmers across a Havana deck before spilling over an infinity edge into a dedicated lap pool below. A heated spa, outdoor shower (one of two), and pollinator-friendly greenery complete the picture, all set against the expansive backdrop of the ICW. A dock permit is already in hand should you want one. If you prefer the unobstructed view as the previous owners did, our nearby marinas offer excellent options. Geothermal HVAC (all-new 2023), a layout fit for an art collector, world-renowned deep water, and a coveted sunset exposure... 12 Brams truly has it all.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$2,790,000

5 Beds ⋅ 7 Baths ⋅ 5,128 SqFt. ⋅ HILTONHEAD-509576 MLS

Experience the pinnacle of coastal luxury in this private, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Listing courtesy of Woodforest Realty LLC.

$3,100,000

6 Beds ⋅ 6 Baths ⋅ 4,385 SqFt. ⋅ HILTONHEAD-509564 MLS

Beautifully updated Sea Pines home overlooking Harbour Town Golf Links with panoramic views of the 15th green and fairway. Recent improvements include a new roof, new flooring, updated bathrooms, and a Trex deck, blending timeless character with thoughtful modern updates. Interior features soaring ceilings, a spacious living room with fireplace and built in bar, and a beautifully designed kitchen with two islands, granite countertops, and stainless appliances opening to a vaulted dining area and Carolina room. First floor primary suite offers two walk in closets along with an additional first floor guest suite. Large deck, pool, and spa create the perfect outdoor entertaining space. Located near Harbour Town, you are just moments from the marina, shops, restaurants, golf, and beach access, making this the perfect primary residence, second home, or investment property in Sea Pines.

79 Plantation Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Sea Pines Real Estate - Beach Club.

$1,299,000

4 Beds ⋅ 5 Baths ⋅ 4,530 SqFt. ⋅ HILTONHEAD-509428 MLS

Nestled within the prestigious Long Cove Club, this spacious 4-bedroom, 5-bath home offers stunning lagoon-to-golf views overlooking the 5th green. Thoughtfully designed with excellent bedroom separation, the private primary suite and dedicated office occupy their own wing, while three additional en-suite bedrooms provide comfort and privacy for family and guests. The home features inviting living spaces, including a spacious living room and an open kitchen/family room combination ideal for entertaining. Beautiful curb appeal, ample decking, and serene outdoor living areas showcase the spectacular views and Lowcountry lifestyle.

6 Davant Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,000,000

4 Beds ⋅ 5 Baths ⋅ 4,051 SqFt. ⋅ HILTONHEAD-506194 MLS

Experience exceptional luxury living in Indigo Run, one of Hilton Head Island's most prestigious golf communities. Perfectly positioned on a private .53-acre homesite overlooking the 16th fairway of The Golf Club at Indigo Run, this extraordinary new construction residence offers more than 4,000 square feet of meticulously crafted living space, blending timeless elegance with modern sophistication. Designed to embrace the beauty of Lowcountry living, the expansive screened lanai features soaring ceilings and breathtaking golf course views. Double sliding glass doors open to the lanai, creating a seamless connection between indoor and outdoor living while framing picturesque fairway views and inviting abundant natural light throughout the home. Inside, every detail has been thoughtfully curated. The open concept design showcases engineered hardwood flooring throughout, four spacious bedroom suites with private baths, and a dedicated office ideal for working from home or quiet retreat. At the heart of the residence, the designer kitchen is a masterpiece of form and function, featuring luxury appliances, custom cabinetry, premium finishes, and an oversized gathering island designed for effortless entertaining. The dramatic great room is anchored by a striking floor-to-ceiling stone fireplace and highlighted by a handcrafted architectural wood ceiling that creates warmth, character, and distinction. The lavish primary suite offers a private sanctuary inspired by the world's finest luxury resorts. Its spectacular spa bath features an exquisite wet room designed for ultimate relaxation and rejuvenation. Additional highlights include an oversized garage with a dedicated golf cart bay, providing easy access to the exceptional amenities and championship golf that define the Indigo Run lifestyle. A rare opportunity to own a newly constructed luxury golf course home on Hilton Head Island, this remarkable residence exemplifies superior craftsmanship, sophisticated design, and the very best of Lowcountry luxury living.

740 Colonial Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,675,000

4 Beds ⋅ 4 Baths ⋅ 4,560 SqFt. ⋅ HILTONHEAD-509255 MLS

Lakefront Luxury on a (0.83ac) DOUBLE LOT, with expansive views across Bear Lake, and a private swimming pool! Thoughtfully designed on a single level, this custom residence offers an effortless flow with expansive living spaces, soaring ceilings, and seamless indoor-outdoor connectivity. Featuring wide-plank hardwood flooring, stunning millwork, exposed ceiling beams, and timeless architectural details, offering a warm and sophisticated atmosphere. At the center of the home is a true chef's kitchen featuring a professional-grade Viking gas range, Sub-Zero refrigeration, dual dishwashers, a built-in coffee system, and an oversized center island with abundant prep and storage spaces. The owner's suite is a private retreat unto itself, with a beautifully updated spa-style bath designed for relaxation. The heated saltwater swimming pool - a substantial investment of approximately $120,000, transforming the backyard into a private waterfront oasis. Offering an oversized triple-car garage with additional flex space that functions as a workshop, hobby area, and/or exercise/recreational space! Properties of this caliber are RARE!

67 Bear Creek Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,779,000

6 Beds ⋅ 6 Baths ⋅ 3,694 SqFt. ⋅ HILTONHEAD-509089 MLS

Deep Water Views! Welcome to this stunning coastal retreat in the highly sought-after, gated community of Hammock Breeze. Just a short stroll to Fish Haul Beach, enjoy the new private community beach access. This better than new home, built in 2021, offers 6BD | 5.5BA with over 3,600 sq ft. Two expansive covered porches with southern style swings and outdoor dining, allow you to enjoy Port Royal Sound water views while relaxing! Privately tucked away at the end of the street on a premium lot, this home offers a peaceful setting under the shade of beautiful live oaks. The open-concept layout, features a gourmet kitchen with expansive quartz countertops, stainless steel appliances, large pantry and stools at the island! The kitchen easily flows into spacious living and dining areas. Find multiple gathering spaces on every floor, while a private elevator offers added convenience throughout the home. Enjoy your own private backyard retreat with a heated and chilled pool, waterslide, separate hot tub, fireside lounge area, and outdoor living space. Ideal as a primary residence, HHI luxury vacation retreat, or exceptional investment opportunity with strong rental performance.

6 Talon Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$2,675,000

4 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-507551 MLS

A custom-built Sea Pines residence by renowned builder, Hagood Homes of the Lowcountry. This home skillfully combines contemporary amenities with generous living spaces, featuring 4 bedrooms and 4.5 bathrooms, as well as ample indoor and outdoor areas. Key architectural elements include: a chef's kitchen featuring custom-built cabinetry, premium appliances, an expansive walk-in pantry for optimal organization, a scullery- perfect for hosting gatherings and a wet bar with glass shelving. The great room features a cathedral, tongue-and-groove ceiling with an adjacent Carolina room with shiplap walls and abundant natural light. Additional features include a study/library nook, low-rise stairs leading to a media room finished in shiplap with a mini-bar, and an additional versatile flex room that can serve as an office, gym, or studio. Outdoor living is elevated by a screened porch complete with a tongue-and-groove cathedral ceiling and a built-in grilling station. The salt water pool features a sun shelf and spa overlooking the tranquil wooded backyard. A two-car side garage is equipped with an electric vehicle charger and an elevator leading to the first floor. Countless additional features await your discovery, all just a quick bike ride away from world-class amenities and the stunning beaches of Hilton Head Island.

24 Governors Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Howard Hanna Allen Tate Lowcountry.

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