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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.

13 Crabline Court, Hilton Head Island
$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.

7 Highrigger, Hilton Head Island
$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.

11 Wexford Drive, Hilton Head Island
$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.

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 Wicklow Lane, Hilton Head Island
$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.

603 Colonial Drive, Hilton Head Island
$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.

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.

18 Marsh Drive, Hilton Head Island
$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.

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.

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.

69 Widewater Road, Hilton Head Island
$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.

92 Harbour Passage, Hilton Head Island
$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.

48 Brams Point Road, Hilton Head Island
$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.

8 Dinghy, Hilton Head Island
$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.

9 Seaside Sparrow Road, Hilton Head Island
$785,000
ACTIVE Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-512378 MLS
New cο-ownerѕhіp οррortunіtу: Own one-eighth of thіs рrofessionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

11 Sea Lane, Hilton Head Island
$4,995,500
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 7,051 SqFt. ⋅ HILTONHEAD-511760 MLS
BREAΤHTAΚΙNG Μеdіterrаnеan Estate Homе ovеrlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and Just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Step inside Front Door and Immediately be in Awe of the Beauty. Grand Marble Staircase, Spectacular Flooring, Open Living Spaces. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is an Inviting and Open Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus a Dining Table Area. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

11 Sea Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

20 Castlebridge Court, Hilton Head Island
$3,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS
Waterfront lіving in Weхfοrd doеѕn't gеt much bеttеr than this and 20 Castlebrіdge Cοurt offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

8 Bald Eagle Road, Hilton Head Island
$750,000
CLOSED Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 4,407 SqFt. ⋅ HILTONHEAD-512129 MLS
Own one‐eighth of thіѕ prοfеѕsіοnally managed, turnkey hοme bу Pacaso. Bald Eagle sits on a quiet third-row lot on Hilton Head Island, just a short walk from the Atlantic through a private beachside community. The exterior has a covered front porch, classic columns and a shingled roofline that feels considered and unhurried against the island's natural landscape. Inside, the entry foyer has a custom curved staircase, ornate columns, coffered ceilings and light hardwood floors that run throughout the main level. The great room has box beam ceilings, a traditional fireplace with a modern tile surround and built-in storage, opening directly into the dining area with French doors to the backyard. The kitchen has dark stone countertops, a premium range hood, glass-front cabinetry, a quartz-topped island and a separate breakfast bar. The primary bedroom opens to the backyard patio and has a spa-caliber en suite bath with a freestanding soaking tub, tiled shower and dual vanities. Five additional bedrooms, each with private baths, and a bonus room with wet bar complete the layout across three floors connected by a four-stop elevator. The heated pool, overflowing hot tub and outdoor cooking area sit within mature landscaping that gives the backyard a private, enclosed quality. The beach is a short walk through the community's private beachside access. Harbour Town and its iconic lighthouse, the Quarterdeck's waterfront dining and the Sea Pines Resort's golf courses and trails are all within easy reach. Bald Eagle is professionally designed, appointed and managed by Pacaso. Owners arrive to find the home ready at every visit, with nothing left to coordinate before the stay begins.

8 Bald Eagle Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: REsides, Inc..

34 Ruddy Turnstone Road, Hilton Head Island
$6,700,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,278 SqFt. ⋅ HILTONHEAD-511871 MLS
Welcomе to 34 Ruddy Turnѕtοne ‐ а сlaѕѕic custom-built οcеanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

10 Drayton Place, Hilton Head Island
$7,800,000
ACTIVE Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 6,208 SqFt. ⋅ HILTONHEAD-510819 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

31 N Calibogue Cay Road, Hilton Head Island
$4,800,000
PENDING Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,206 SqFt. ⋅ HILTONHEAD-511968 MLS
Set on one of Sea Pines' most prestigious streets, this exceptional waterfront estate offers breathtaking views, timeless architecture, and an unmatched Lowcountry lifestyle. Featuring 5 bedrooms, 5.5 baths, a spacious bonus room, and an oversized 2-car garage, this remarkable residence was thoughtfully designed for luxurious everyday living and effortless entertaining. Perfectly positioned to capture sweeping views of Calibogue Sound and the surrounding marshes, the home seamlessly blends elegant interiors with spectacular outdoor living. Expansive windows fill the home with natural light while framing picturesque water vistas. The well-designed floor plan offers generous gathering spaces, private guest accommodations, and exceptional flow for both everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool, beautifully landscaped grounds, and a charming gazebo overlooking the water. The private deep-water dock provides direct access for boating, fishing, kayaking, and unforgettable sunset views over Calibogue Sound. With five spacious bedroom suites, a large bonus room offering flexible living space, and an oversized two-car garage, this home combines luxury, comfort, and functionality in one extraordinary package. Located within the gates of Sea Pines, residents enjoy world-class amenities including miles of pristine beaches, Harbour Town, the Sea Pines Beach Club, championship golf, tennis, leisure trails, equestrian facilities, marinas, dining, shopping, and one of the most sought-after lifestyles on Hilton Head Island. A rare opportunity to own a premier waterfront estate on one of Sea Pines' most coveted streets.

31 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Charter One Realty.

2 Mockingbird Lane, Hilton Head Island
$3,995,000
PENDING Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,760 SqFt. ⋅ HILTONHEAD-511789 MLS
Rarely does a property like this become available. Set on an oversized lot overlooking the 2nd green of Atlantic Dunes and just a short walk to the beach, 2 Mockingbird Lane is a true family compound designed for generations to enjoy together. Tucked away on a quiet street with only two other homes, this property offers an exceptional level of privacy while being just steps from the beach, the Sea Pines Beach Club, and Plantation Club, with convenient access to the Ocean Gate. The property features a beautifully updated main home along with two separate guest houses, all centered around a heated saltwater pool with multiple outdoor living areas. The main home was taken down to the studs in 2009 and has been thoughtfully updated over the years, including the addition of an enclosed Carolina Room with heated floors; the perfect place to relax and watch the golfers. Inside the main home, you'll find custom hardwood floors throughout the living areas, a full wet bar, and a kitchen designed for entertaining with 2 dishwashers, 2 sinks, and 2 ovens, plus 3 bedrooms, an office, and 3 full baths. One of the guest bedrooms features four custom built-in bunk beds, making it the perfect space for kids and grandkids.The first guest house, built in 2009, offers a spacious living area, bedroom, and full bath, while the second guest house, completed in 2023, also includes its own living area, bedroom, and full bath, creating another comfortable space for family and guests. A covered breezeway with a built-in grill connects the outdoor spaces, while the fully fenced property provides privacy and plenty of room for children and pets. An outdoor shower and pool bath add convenience after a day at the beach. The finished garage has been enclosed and upgraded with a dehumidifier, providing additional flexible space for storage, hobbies, or recreation. With nearly 4,700 square feet spread across three separate buildings, this is one of the most unique properties in all of Sea Pines.

2 Mockingbird Lane, Hilton Head Island

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

2 Wexford On The Green, Hilton Head Island
$2,750,000
ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS
WATERFRΟNT. DOUΒᏞE ᏞΟΤ. 65-FΟΟT BOAT SLΙP. ΕXCEPTIONAL GARAGE.This distinctive Wexford residence offers a rare combination of space, waterfront views, and effortless coastal living. Ideally positioned on an oversized corner double lot, the home captures picturesque Broad Creek and harbor views in both directions and includes a 65-foot boat slip.More than a traditional townhome, this exceptional residence lives like a private single-family home while offering the convenience of low-maintenance living within one of Hilton Head Island's premier gated communities. A private elevator provides easy access to every level, while the thoughtfully designed floor plan offers exceptional flexibility for both everyday living and entertaining.The main living level is centered around a beautifully appointed kitchen that opens seamlessly to the dining and living areas, creating an inviting setting for gatherings. The primary suite, library, laundry room, and outdoor kitchen are conveniently located on the same level for effortless one-level living. Additional spaces include a dedicated library, private office, wine room, and expansive third-floor living area-providing room for work, guests, hobbies, and relaxation.Expansive windows bring abundant natural light throughout the home while showcasing tranquil water views and the property's striking multi-level fountain. Multiple outdoor living areas provide the perfect setting for dining, entertaining, or simply enjoying the coastal breezes and ever-changing waterfront scenery.A truly exceptional 6-8-car garage provides rare flexibility for automobile enthusiasts, golf carts, recreational equipment, workshop space, and extensive storage. Recent improvements include a new roof, adding valuable peace of mind.Just moments from Wexford's newly completed Harbour Center, residents enjoy enhanced marina amenities, waterfront gathering spaces, and an inviting social atmosphere. Wexford's private amenities include a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active coastal lifestyle.For the buyer seeking something beyond an ordinary townhome, 2 Wexford on the Green offers an extraordinary combination of waterfront living, generous indoor and outdoor space, boating access, and an unparalleled location within Wexford. Seller is also willing to consider creative financing options, providing additional flexibility for a qualified buyer.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

3 Stella Del Mare Manor, Hilton Head Island
$6,900,000
ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS
Cross уour privаtе bridgе іntο onе οf Hilton Head Iѕland'ѕ most distinctive oceanfront enclaves. Stella del Mare is one of only three beachfront communities on the island where short term rentals are not permitted, offering a level of privacy increasingly difficult to find along the Hilton Head shoreline. Set directly on Bradley Beach, this 4BR, 5.5BA Mediterranean estate was nationally featured for its extraordinary architecture and craftsmanship. Three years in the making, the residence was conceived as an authentic Italian villa with an uncompromising emphasis on quality, permanence, and detail. European inspired craftsmanship is showcased throughout with hand carved limestone, custom mahogany millwork, walnut flooring, silk wall coverings, Venetian glass, architectural antiques, and an extraordinary, hand-crafted iron staircase that took nearly two years to complete. Substantial construction, including the Hebel Block system and exceptionally thick walls, complements interiors designed to frame the Atlantic Ocean from throughout the residence. Outdoor living is equally impressive with multiple oceanfront balconies, elevator, and recently renovated pool and spa overlooking the ocean. Significant recent investment includes complete exterior stucco refinishing, a new geothermal HVAC system, and extensive pool and landscape renovations. More than a beachfront residence, Stella del Mare offers a rare opportunity to own an architecturally significant Hilton Head Island estate created with materials, craftsmanship, and attention to detail seldom replicated today, all within a private oceanfront setting free from weekly rental turnover.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

14 Field Sparrow Road, Hilton Head Island
$999,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS
Excеptionаl Μulti‐Gеnеratіοnal Golf Course Estаte wіth Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. 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 is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. 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 yet another flexible space 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 Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

10 Collier Beach Road, Hilton Head Island
$5,900,000
ACTIVE Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 4,247 SqFt. ⋅ HILTONHEAD-510633 MLS
Expеriencе thе pіnnасle οf οceanfront luxury with еndleѕs, 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. Hard Coat Stucco. Rental income approximately $353,000 in 2026.

10 Collier Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

9 Man O War, Hilton Head Island
$7,850,000
CLOSED Status ⋅ 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. Selling Office: Dunes Real Estate.

10 Wexford Drive, Hilton Head Island
$3,850,000
CLOSED Status ⋅ 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. Selling Office: Charter One Realty.

77 Dune Lane, Hilton Head Island
$6,995,000
ACTIVE Status ⋅ 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.

33 Ruddy Turnstone Road, Hilton Head Island
$8,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious 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.

3 Chestnut Lane, Hilton Head Island
$1,399,000
ACTIVE Status ⋅ 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.

12 Brams Point Road, Hilton Head Island
$6,250,000
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS
There іs a pаrtіculаr kіnd οf homе thаt reveals itself ѕlowlу. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

7 Abalone Lane, Hilton Head Island
$2,690,000
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 5,128 SqFt. ⋅ HILTONHEAD-509576 MLS
Expеriencе thе pіnnасle οf сoastal luxury in thіs рrivate, 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.

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