351 listings, but only 250 max can be displayed.
Sort by
$3,299,999
5 Beds 6 Baths 6,340 SqFt. HILTONHEAD-503924 MLS
39 Seabrook Landing is a slice of heaven on earth with stunningly, spectacular, views across the ICW and Port Royal Sound to the Broad River Bridge. Imagine daily living with the magic and inspiration of soaring eagles, playful dolphins, migratory birds, sailing vessels and breathtaking sunsets over Pinckney Island. 6300 SF of casual elegance exudes with classic, timeless upgrades in 2025. Featuring 5 bedrooms, 4 Full BA, 2 HB, large library, office, home theater w/sitting room, formal LR and DR with coffered ceilings featuring low country inspired wall mural. Gourmet kitchen with huge Italian marble island and countertops, gas cooktop, pot filler, wine cave, eat-in kitchen, walk in pantry and butler's pantry, impressive foyer entry with sweeping curved staircase, picture moldings, built-ins, designer light fixtures, 3 fireplaces, heart of pine floors, family room, 3 screen porches! Large 1st floor primary w/fireplace, sitting area, full & half bath, two walk in closets and private screen porch. This home oasis is situated on almost one acre which affords a great deal of privacy with salt water pool, spa, and covered gazebo. Bulkheaded on a tidal creek for fantastic fishing and kayak launching. Long tabby drive way and 3 car garage. Seabrook Landing has a private day dock for Seabrook residents.

39 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$2,770,000
6 Beds 6 Baths 3,956 SqFt. HILTONHEAD-504619 MLS
Welcome to your coastal retreat just steps from the Atlantic Ocean! Investors dream with over $115,000 in rentals for 2026 with a projection of $215,000! Nestled in the sought-after South Forest Beach area, this stunning 6BD, 5.5BA home offers nearly 4,000 square feet of beautifully appointed living space and just 4 rows from the beautiful sandy beaches of Hilton Head. With a Charleston-style front porch and a bright two-story foyer, the home exudes Southern charm and modern comfort. Prime location with easy access to the beach, Coligny Plaza, Celebration Park and a short bike ride to the Sea Pines Beach Club (via beach access). This updated home includes front and back porch space, a private pool and spa and plenty of extra room in the underground garage area equipped with a ping pong table and a tiki bar! Sleeps up to 16 guests comfortably which makes this a rental machine! Fully furnished and move-in or rental ready. Whether you're looking for a family getaway, a high-performing rental property, or a serene beachside haven, 3 Laurel Lane delivers the ultimate Hilton Head lifestyle!

3 Laurel Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,999,000
5 Beds 6 Baths 6,330 SqFt. HILTONHEAD-504359 MLS
Claim The Water at 47 River Club Drive, a residence that does not merely sit on the water-it belongs to it. Located within the private, gated community of The River Club on Hilton Head Island, this exceptional deep-water estate represents a rare convergence of architecture, craftsmanship, and setting, where Broad Creek becomes both your view and your playground. Arrival is marked by quiet confidence: a stone-paver driveway and arched wood entry door with copper-foil glass, set the tone. Inside, soaring ceilings, six-panel solid wood doors, crown moldings, and inlaid Chocolate Saturnia limestone establish a sense of timeless elegance. The first-floor primary suite is a true retreat, positioned to capture breathtaking water views and finished with hardwood floors. The expansive ensuite features a soaking tub, separate glass-enclosed shower, and generous custom closets. The primary suite is so substantial, it can even accommodate an in-home gym. At the heart of the home, the gourmet kitchen is designed without compromise. Custom Cuisine Laurier cabinetry, Viking and Sub-Zero appliances, dual dishwashers, Insta-Hot water, prep sink, walk-in and butler's pantries, and a dedicated wine area with Marvel cooler and Scotsman icemaker make entertaining effortless. Living spaces unfold with purpose: a formal living room anchored by a gas fireplace with limestone surround and Enkeboll carvings, a theatre room, game room with wet bar, dedicated office, craft room, and upstairs bedroom suites with custom shelving and window seats. Then there is the waterfront-unmistakable and breathtaking. Majestic live oaks frame panoramic Broad Creek views, while a custom saltwater pool and spa appear to float at river level. A covered outdoor sanctuary with a Savannah brick gas fireplace invites year-round enjoyment. For boating enthusiasts, the property stands apart. A private deep-water dock and dock house-with electricity, water, fish-cleaning station, ceiling fans, and additional floating dock-offers immediate access to the creek and beyond. The perfect spot to watch the Summertime fireworks. A new 150-foot seawall secures the shoreline. Additional highlights include a three-car garage with epoxy floors, workshop and storage, central vacuum systems, reverse-osmosis water filtration, multiple HVAC systems, and museum-quality lighting. Optional membership to the Jack Nicklaus Signature Golf Club at Indigo Run completes the lifestyle.47 River Club Drive is a legacy property.

47 River Club Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,000,000
6 Beds 6 Baths 2,424 SqFt. HILTONHEAD-504473 MLS
An exceptional opportunity to own an oceanside retreat just steps from one of the widest and most private beaches in Sea Pines. Ideally situated along a beach walkway, this spacious and private 6-bedroom, 6-bath residence is perfect as a family home or coastal getaway. The home features a heated pool, is offered fully furnished, and is truly move-in ready. Light, bright, and airy interiors are enhanced by tray ceilings and hardwood floors throughout. With outstanding rental potential, this property can also serve as an incredible income producer. Enjoy all that Sea Pines has to offer, including world-class golf, tennis, Harbour Town, dining, and premier resort amenities.

2 Canvasback Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

$7,650,000
5 Beds 7 Baths 5,617 SqFt. HILTONHEAD-504571 MLS
Classic oceanfront Sea Pines home at 35 Ruddy Turnstone, built by renowned Johnson Delaney Builders and thoughtfully designed by Peter Brower architect, this timeless home reflects the charm and craftsmanship of two Sea Pines legends. Note the high quality building features throughout this home such as wide stairways, high ceilings, pocket doors and all solid core doors. Full of the charm and character Sea Pines is known for, this home offers easy, comfortable coastal living with a screen porch, generous outdoor space with a pool, spa and large decking overlooking the ocean. Primary Suite with His and Her baths, Office, Eat-in-Kitchen, Living Room and Screen porch located on Second Floor allowing for awesome elevated views of pool, dunes and ocean. First floor with large welcoming foyer leading to family room with fireplace, built in book shelves, built in beverage cooler and bar sink. Three guest rooms are conveniently located on first floor, one of which opens out to the pool and ocean. You will find a fourth guest room, laundry room and an elevator stop on the mid level along with two large walk in storage closets. An elevator serves all three levels, making the home easy to enjoy for everyone. Lovingly designed and built as custom home for original owners and used only as a second home for the first 34 years. Introduced to rental market in 2025. As new oceanfront homes continue to sell in double digits, this property stands out as a chance to own and enjoy a classic Sea Pines ocean front home - full of character and ready for your vision over time.

35 Ruddy Turnstone Road, Hilton Head Island

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

$5,350,000
6 Beds 7 Baths 5,516 SqFt. HILTONHEAD-504267 MLS
A 2020 custom-built luxury home just seven rows from the beach, offering exceptional privacy and golf views overlooking the 14th green of the Atlantic Dunes course in Sea Pines. Located on a quiet cul-de-sac street and centrally positioned near the Beach Club, South Beach, and Harbour Town, this home is thoughtfully designed with custom millwork, coffered ceilings, and impeccable attention to detail throughout. The residence welcomes you with a brick-arched foyer and refined main living spaces, including a living room with custom built-ins and a gas fireplace. The chef's kitchen features an oversized island ideal for entertaining, premium appliances, and a fully equipped scullery. The first-floor primary suite offers a spa-like bath with soaking tub, oversized walk-in shower, dual vanities, and a custom walk-in closet. A main-level office with a full bath and closet offers flexible use for guests or additional living space. Upstairs includes four en-suite bedrooms, one of which functions as a second primary suite, along with a spacious loft with wet-bar that doubles as a media room, and a flex space ideal for a gym or additional office. Outdoor living is a standout, with a covered porch featuring automatic screens, a gas fireplace, and a built-in grilling station. Expansive decks surround a heated and cooled saltwater infinity-edge pool with travertine decking, complemented by a fire pit and outdoor shower-all set against a private golf course backdrop. Enhanced by extensive smart-home technology, including whole-home audio, lighting and shade control, security, multi-zone HVAC, and automated pool systems. A three-car garage completes this private luxury offering, conveniently located near the beach, golf, and Sea Pines amenities.

12 Jessamine Place, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Howard Hanna Allen Tate Lowcountry.

$2,200,000
6 Beds 6 Baths 4,028 SqFt. HILTONHEAD-503741 MLS
Just steps to the #1 beach in the U.S., this fully furnished, turn-key 6BD/5.5BA coastal home offers exceptional flexibility as a high-performing rental, second home, or primary residence. Offering over 4,000 sq ft of heated/cooled space plus 2,000+ sq ft of outdoor living, the home comfortably accommodates up to 16 guests. Features include two main-level bedroom suites, hardwood floors throughout, custom cabinetry, elevator to all floors, and a refinished kitchen. Recent updates include fresh interior and exterior paint, updated ductwork, and brand-new roof, decking, and elevator. Outdoor living is designed for entertaining with a private pool and spa, fenced turf yard, BBQ station, and covered gathering area. The oversized garage offers multiple storage closets, parking for multiple vehicles, and a game room with ping pong, foosball, and darts-ideal for rental appeal. Located next to Chaplin Park, Hilton Head Island's largest public park, with access to tennis courts, basketball, trails, dog park, and beach access. Walk to Marriott's Surf Watch and the Sea Salts poolside bar and grill. Built in 2007 and thoughtfully maintained, this property is positioned to compete at the top of Hilton Head's vacation rental market while offering an outstanding island lifestyle.

4 Surf Watch Way, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$5,000,000
8 Beds 8 Baths 4,510 SqFt. HILTONHEAD-504438 MLS
Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

7 Guscio Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,100,000
4 Beds 6 Baths 5,696 SqFt. HILTONHEAD-504458 MLS
Rare peninsula waterfront estate on privately gated Ribaut Island. Experience unparalleled coastal living in one of the most unique waterfront settings on Hilton Head Island. Situated at the end of a quiet cul-de-sac, the home features 4 ensuite bedrooms and 2 half baths, breathtaking direct views of the Port Royal Sound, the Intracoastal Waterway, and Pine Island. Expansive glass sliders span the back of the home, flooding the interior with natural light and creating a seamless connection to the water beyond. The main level offers an open-concept kitchen and living area with soaring cathedral cantilevered ceiling, exposed beams, a gas fireplace, pass-through wet bar, and an open loft overlooking the space. A dedicated den/office with custom built-ins provides a serene workspace with stunning water views. The main-level primary suite offers a spacious bath, walk-in closet and views of the sound. The second level includes three additional bedrooms, each with its own ensuite bath, including a secondary primary suite with a cozy fireplace, heated bathroom floors and soaking tub. Additional highlights include a walk-in cedar closet, tankless "heat-on-demand" water heater, alarm system and 2-car garage with epoxy flooring. A true boater's paradise, this property is one of only 11 homes on the island with a private dock and dedicated boat-lift space with pilings and electrical outlets already installed. After a day on the water, unwind on the expansive back deck or enjoy the outdoor hot tub/spa while watching the tides change and local wildlife pass by. Located within the prestigious Hilton Head Plantation, Ribaut Island residents enjoy exclusive access to a community pool, tennis and pickleball courts, and additional dock facilities. Whether kayaking from your private dock to Pine Island or fishing in the sound, this exceptional home offers the ultimate Lowcountry waterfront lifestyle.

53 Ribaut Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: The Cobb Group brokered by eXp Realty.

$2,650,000
5 Beds 6 Baths 4,276 SqFt. HILTONHEAD-504040 MLS
Better Than New - Built in 2023 and Sold Fully FurnishedThis stunning 2023 custom home offers five bedrooms and five-and-a-half baths, perfectly positioned on a spacious corner lot in Long Cove. Thoughtfully designed with a back-entry three-car garage, excellent bedroom separation, and a primary suite on the main level, the layout blends comfort with modern sophistication.The open kitchen anchors the home with BluStar appliances, a Miele built-in coffee maker, and Calacatta Miraggio quartz surfaces. Wide 8-inch oak floors, coffered ceilings, a striking copper ceiling detail, and a gas fireplace elevate the living spaces with timeless character.A bonus room over the garage with a full bath offers flexible use as a media room, fitness space, or additional bedroom. Designer touches include Serena & Lily silk wallpaper, Hunter Douglas blinds throughout, and advanced home technology at every turn.The spa-inspired bathrooms earned the 2023 Lighthouse Award for Best Bathroom on Hilton Head Island. A professionally installed audio-visual system features in-wall theater speakers with subwoofer, Sonos soundbar, whole-home sound, exterior hardwired cameras, and dual door chimes servicing both the living area and primary suite.Outdoor upgrades are equally impressive with extensive landscaping, expanded sod in the backyard, new palms, lemon and fig trees, hardscaping, crushed shell walkways, and path lighting throughout the front, side, and rear yard.A rare opportunity to own a fully furnished, award-winning home that truly lives like new-inside and out.

2 Foot Point Road, Hilton Head Island

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

$1,795,000
5 Beds 6 Baths 4,913 SqFt. HILTONHEAD-504157 MLS
Tucked within the private oceanfront community of Port Royal, this architecturally striking home is a rare blend of drama, warmth, and effortless livability. From the moment you arrive, mahogany double front doors set the tone, opening to a light-filled interior anchored by a floating staircase, skylights, and a stunning two-way fireplace connecting the main living spaces. Rich cherry flooring, smooth ceilings, crown molding, and custom cabinetry create a refined yet welcoming backdrop throughout.Designed for both everyday comfort and memorable entertaining, the open kitchen features stainless appliances, generous prep space, and seamless flow to the living and dining areas, complemented by a wet bar for easy gatherings. The main level offers two private suites and a large office, while the primary suite upstairs is a true retreat-cathedral ceilings, a dressing room, spacious closets, and a private balcony with stairs leading directly to the pool below. An additional guest suite and loft complete the second floor.A separate private guest residence offers exceptional flexibility, featuring its own living space, game room, bedroom, and bath-ideal for extended stays, visiting family, or multi-generational living. The oversized three-car garage includes heated and cooled storage, adding another layer of thoughtful design. Outside, the setting is just as special: a screened porch, fire pit, and a heated 65-foot pool invite year-round enjoyment on a beautifully sized .7-acre lot. 5BR / 5.5BA | 4,905 sq ft. A truly distinctive Port Royal offering-designed to impress, built to be lived in, and set in one of Hilton Head Island's most coveted oceanfront communities.

30 Outpost Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,750,000
5 Beds 7 Baths 4,729 SqFt. HILTONHEAD-504039 MLS
Located in the exclusive waterfront community of Gull Point, this exceptional home offers stunning marsh views, a private boat slip at the community marina, and close proximity to the Atlantic Ocean. Built with enduring quality and refined Lowcountry character, the home features hardiplank siding, heart of pine flooring, soaring ceilings, 4 fireplaces extensive trim work, 2019 roof, elevator, and 900kw generator.The kitchen is a true "standout" with a pine island, copper hood, and premium appliances opening into a cozy family room and dining area. A grilling deck is just off the kitchen in addition to a screened porch to enjoy the Lowcountry breezes. The first level owner suite offers a brick fireplace, two walk in closets, screened porch overlooking the pool and marsh & spa-like bath. Additional accommodations include an office or guest ensuite with private bath on the main level and 3 guest ensuites, many with private balconies and marsh views.The backyard is highlighted by a beautiful swimming pool, covered porch, and lush lawn-creating a private coastal oasis. Residents of Gull Point enjoy access to a secure community marina with assigned boat slips, tennis courts, playground, kayak/paddleboard storage, and welcoming neighborhood gatherings-offering a true sense of community within one of Hilton Head Island's most desirable waterfront enclaves.

28 Gull Point Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Dunes Real Estate.

$6,800,000
8 Beds 8 Baths 5,752 SqFt. HILTONHEAD-503643 MLS
Exquisite oceanfront residence located in North Forest Beach, offering breathtaking Atlantic Ocean views and effortless coastal living. This meticulously maintained three-level home features covered balconies on each level, allowing for seamless indoor-outdoor enjoyment. The open floor plan is ideal for entertaining and is complemented by a bonus room with a second kitchen, elevator access, and ample covered parking beneath the home. Outdoor living is exceptional with a private pool and spa, newly paved pool area, and a new beach boardwalk providing direct access to the beach. The owners have taken meticulous care of the property with extensive improvements including a new roof, new HVAC systems, all new exterior siding, updated windows, and refreshed landscaping, among many other upgrades. Whether enjoyed as a primary residence, second home, or investment property, the home offers outstanding flexibility with over $360,000 in rental bookings already in place for 2026, though it is equally well-suited for personal use. Ideally located within a short walk or golf cart ride to Coligny Plaza, Celebration Park, shopping, dining, and entertainment, this property represents the best of oceanfront living on Hilton Head Island.

9 Guscio Way, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$5,099,000
5 Beds 6 Baths 3,625 SqFt. HILTONHEAD-503980 MLS
Experience the pinnacle of oceanfront living on Hilton Head Island in this fully turnkey beach home with unobstructed Atlantic Ocean views. Located on one of the island's most desirable beaches, this oceanfront property for sale offers stunning eastern exposure with unforgettable sunrises, expansive shoreline views, and the calming sound of waves crashing on the shore. Meticulously maintained and never rented, the home features a new chef's kitchen, five bedrooms with ensuite bathrooms, including multiple oceanfront primary suites with private balconies overlooking the water. Enjoy a private oceanfront pool with an elevated deck designed to maximize beach and ocean views, plus a new private boardwalk that's a hop, skip, and jump to toes-in-the-sand. Use as a primary residence, second home, or high-end Hilton Head vacation rental, either way, the memories you'll make inside, outside, on the beach, and anywhere else on America's #1 Island are priceless, while the potential for high rental income production and future appreciation makes this a smart investment. Oceanfront homes on Hilton Head Island priced this low are a rarity, making this luxury oceanfront residence a truly exceptional opportunity. If you're going to buy oceanfront, do it like this! Now is the time to make your dreams a reality!

16 Whelk Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,960,000
5 Beds 7 Baths 5,475 SqFt. HILTONHEAD-503898 MLS
A Lowcountry Masterpiece by renowned local architect in private, amenity rich Moss Creek. Today's most discerning buyers will appreciate the design, finishes and location of this updated and expanded residence sited on tidal creek with private dock & long marsh to Deepwater views. Features include soaring beamed ceilings, stone fireplace, built-ins, shiplap & millwork by master craftsmen, granite counters, wood flooring, top of the line Chef's kitchen, walls of windows to view, Bahamian shutters and heated, recently resurfaced courtyard pool. Very desirable floor plan offers island kitchen (w/breakfast bar) open to dining, huge great rm & Carolina rm with floor to ceiling windows. Excellent BR separation, private primary suite w/ dual baths & custom walk-in closets, stylish den/office, laundry rm, powder rm, 2 expansive guest suites, 2 loft areas, 2BR/2BA guest cottage and ample walk-in storage. All with stunning curb appeal, maximum privacy, panoramic 200+ degree views, majestic live oaks & mature plantings. A rare opportunity to call one of Moss Creek's signature properties... Home...

98 Toppin Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

$1,510,000
6 Beds 7 Baths 3,730 SqFt. HILTONHEAD-503645 MLS
The Best Buy on Hilton Head Island in 2026! This exceptional custom 6-bedroom, 7-bath home is priced to sell and comes fully furnished with rentals already on the books-a unique turnkey opportunity. GOLF CART COMMUNITY! Located mid-island in the sought-after beachside community of Singleton Beach, this pristine home is perfect for an investor, second home, or primary residence. .Designed with both elegance and functionality in mind, the home features stone and hardwood floors, crown molding, tray ceilings, and an elevator servicing all levels. The open-concept main living area includes a gas fireplace and flows seamlessly into the kitchen, dining, and family room-ideal for entertaining. The kitchen is outfitted with stainless steel appliances, granite countertops, a wine cooler, and abundant storage. Upstairs, enjoy a wet bar/beverage station, a separate laundry room, and generous closet space throughout. All six bedrooms are ensuite, including a spacious bunk room for kids, plus an additional full bath near bunk room, AND an additional full bath conveniently located by the pool! Outdoor living shines with a fenced yard, private pool, and a rooftop deck offering ocean peeks and cooling coastal breezes. Walk to the beach or take the seasonal Island Buggy for effortless beach access. Additional highlights include a paver driveway, metal roof, newer HVAC systems, newer hot water heater-all contributing to the home's immaculate, move-in-ready condition. A rare combination of location, condition, income potential, and value-this is coastal living at its finest. This home is priced to SELL!

17 Corrine Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Real Broker, LLC.

$3,800,000
4 Beds 6 Baths 5,912 SqFt. HILTONHEAD-503338 MLS
Currently under construction, this modern custom townhome offers marsh front views and scenic vistas of the Wexford golf course, just a short distance from the clubhouse and community pool. Thoughtfully designed for elevated Lowcountry living, the home features a chef's kitchen with custom cabinetry, premium appliances, and a dedicated scullery, opening to a spacious family room with fireplace. The primary suite is located on the first floor and includes a spa-inspired bath with custom vanity, a generous walk-in closet with direct access to the laundry room. Also on the main level are a private office and elevator access to all floors. The second floor offers an additional living room with gas fireplace and kitchenette, a second laundry room, and three ensuite guest bedrooms. A dedicated spa room provides space for a sauna and/or workout area and opens to a rooftop garden. The third floor features a versatile bonus space ideal for a media room, game room, or lounge, complete with built-ins, wet bar, fireplace, art room, and additional storage. Step outside to a private balcony with hot tub and a real wood-burning fireplace with gas starter. Additional highlights include a six-car garage with extensive walk-in storage and dedicated golf cart parking for up to three carts, spray foam insulation, tankless water heater, and modern construction throughout. Enjoy the Wexford lifestyle with a private marina on Broad Creek with a lock system, championship golf, tennis and pickleball, clubhouse dining, community pool, and a gated setting just minutes from Hilton Head Island beaches, dining, and shopping.

55 Wexford On The Green, Hilton Head Island

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

$5,295,000
5 Beds 6 Baths 4,965 SqFt. HILTONHEAD-503477 MLS
A rare opportunity, nestled on over 2 acres in popular Sea Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$3,875,000
5 Beds 6 Baths 3,950 SqFt. HILTONHEAD-503419 MLS
This distinctive custom-built residence nestled among the draping moss of the live oak trees and situated on the ever-changing marsh, embraces the finest Lowcountry living. The understated entrance leads your gaze through the home, past the expansive retractable sliding doors, over the elevated gunite pool/spa and out to the marsh grasses and Audubon forest. Both interior and exterior living spaces appear to extend into a continuously evolving landscape. Features include casual open living areas, a luxurious kitchen with quartzite countertops, state-of-the-art Thermador appliances, floor-to-ceiling cabinets, a scullery with an additional dishwasher, sink and refrigerator, a study with custom built-ins, multi-level outdoor porches, a primary suite with floor-to-ceiling windows and expansive views, a covered breezeway connecting the main house to the detached guest cottage situated over a 2-car garage and an elevator in the main house leading to all floors. Guests will appreciate the additional bedrooms with en-suite bathrooms, a bunk-room suite and a separate guest house with a living room, bedroom suite and coffee bar equipped with a full size refrigerator and microwave. Designer finishes include shiplap detailing, wall-to-wall windows, tongue-and-groove ceilings, white oak wood floors, cove crown molding, standing seam metal roof, tabby and brick walkway. This timeless home mixes warm wood tones and organic textures with modern features to create a sanctuary of comfort. The property overlooks Deer Island, a private estuary, ideal for viewing snowy egrets and blue herons. Conveniently located near Harbour Town Golf Links, the iconic Lighthouse, restaurants and shops.

59 Stoney Creek Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: William Raveis - Carolina LLC.

$6,800,000
5 Beds 6 Baths 4,622 SqFt. HILTONHEAD-503236 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This impeccably crafted 5-bedroom, 5.5-bath residence offers breathtaking panoramic Atlantic views and sophisticated coastal living at its finest. Built in 2010 and meticulously maintained, this home blends timeless architecture with modern elegance and exceptional construction quality. A grand foyer and soaring ceilings welcome you into open, light-filled living spaces designed to capture the beauty of the shoreline from nearly every room. Walls of glass frame sweeping ocean vistas, while refined interior finishes include custom millwork, stone and wood flooring, and luxurious designer details throughout. The chef's kitchen features premium appliances, a generous island, and seamless flow into multiple dining and gathering areas-ideal for both intimate living and entertaining. The primary suite is a serene retreat with stunning views, a spa-inspired bathroom, and ample closet space. Each guest suite offers privacy and comfort, with ensuite baths and refined appointments. Step outside to your private beachfront oasis, complete with an oceanside pool and spa, expansive terraces, outdoor living areas, and direct access to Hilton Head's pristine shoreline. Enjoy sunsets, sea breezes, and the tranquil sound of waves from beautifully designed outdoor spaces. This home has been thoughtfully updated and enhanced with a new 30-year roof installed in 2023, two tankless water heaters, HomeTeam in-wall pest control system, DogWatch invisible fencing, a home security system, multiple new HVAC systems, upgraded lighting, custom living room cabinetry, extended oceanside patio, refinished exterior surfaces, new mini-split in the finished garage room, new appliances, and numerous additional improvements completed between 2018-2025. Additional features include an elevator, multiple living and media spaces, an oversized 4-car garage, impact-rated windows, and exceptional storage throughout. Located on one of Port Royal's most sought-after oceanfront streets, this residence offers the rare combination of luxury, privacy, and direct beach access within a secure, gated oceanfront community. A true coastal masterpiece-crafted for those seeking exceptional oceanfront living on Hilton Head Island.

16 Planters Row, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Hilton Head Properties.

$2,900,000
4 Beds 6 Baths 5,010 SqFt. HILTONHEAD-503146 MLS
Welcome to a masterpiece of modern Lowcountry living. Newly completed in the prestigious, gated community of Long Cove on Hilton Head Island Custom-built by the renowned Jeffcoat Builders and impeccably curated by Kelly Caron Designs, this 4-bedroom plus study luxury residence blends timeless Lowcountry elegance with sophisticated contemporary style. From the moment you enter, you'll appreciate the thoughtful design and layout perfect for comfort and effortless entertaining. Sun-filled living spaces flow seamlessly to expansive outdoor areas that showcase the home's serene, private setting. At the heart of the home is a chef-inspired kitchen that defines upscale coastal living. Outfitted with state-of-the-art appliances, custom cabinetry, and refined finishes, this kitchen is as functional as it is stunning. A generous scullery provides additional prep space and storage-ideal for hosting and keeping the main kitchen pristine. The adjacent signature beverage bar completes the home's entertaining potential, making gatherings effortless and memorable. Step outside to your own private oasis: a beautifully landscaped backyard featuring a custom pool and spa by Year Round Pools, creating a resort-style atmosphere ideal for relaxation and enjoyment year-round. This is more than a home-it's a lifestyle of comfort, craftsmanship, and coastal sophistication. Experience unmatched quality and design in the heart of Long Cove.

7 Lavington Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: William Raveis - Carolina LLC.

$4,350,000
5 Beds 6 Baths 4,100 SqFt. HILTONHEAD-503345 MLS
Located in the highly sought-after North Forest Beach neighborhood of Hilton Head Island, 3 Driftwood Lane is a rare coastal luxury home situated on a private street of just nine residences that share exclusive private beach access reserved solely for the street. This spacious five-bedroom home with four full and two half bathrooms offers approximately 4,100 square feet of living space, combining privacy, close proximity to the beach, and refined Lowcountry design. Designed for elevated coastal living, the property features a resort-style outdoor living area with an elevated pool and spa, an outdoor kitchen, and a private outdoor shower and bathroom, making it ideal for seamless indoor-outdoor entertaining. Interior living spaces are generously sized and provide flexible accommodations for family and guests, while the oversized garage offers abundant storage, a valuable feature for beach gear and everyday convenience.Just steps from the Atlantic Ocean and minutes from Hilton Head Island's premier shopping, dining, and entertainment, this North Forest Beach home offers an exceptional blend of seclusion and accessibility. Whether used as a primary residence, a luxury second home, or a high-end vacation rental investment, 3 Driftwood Lane represents a rare opportunity to own a private beach access home in one of Hilton Head's most desirable locations.

3 Driftwood Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,495,000
7 Beds 8 Baths 6,593 SqFt. HILTONHEAD-503299 MLS
A rare opportunity to own the only townhome on the market with panoramic Broad Creek views, this extraordinary 7BR, 7.5BA residence offers nearly 6,500 sq ft of impeccably crafted living space. Built by renowned Cambridge Construction and owned by only one family, the home showcases exceptional detail throughout-custom millwork, wood flooring, fireplace, and an elevator servicing all floors. Designed for grand living and effortless entertaining, the main level features an open great room/kitchen/dining concept with breathtaking water views. The dream kitchen includes premium appliances, extensive cabinetry, generous workspace, and a wet bar. Multiple verandas invite you to unwind while taking in the stunning creek vistas and coastal breezes. The first-floor owner suite provides convenience and privacy, while additional living spaces include an office, media room, a 2nd level owner's suite, and a top-level retreat perfect for kids or grandkids, complete with separate boys' and girls' bunk rooms and their own gathering area. The lower level offers a spa/hot tub overlooking Broad Creek, providing an unparalleled backdrop for relaxation. A spacious garage accommodates multiple vehicles, ideal for full-time or multigenerational living. Located near distance of everything Wexford offers, this residence enjoys access to world-class amenities: a private harbour and marina, championship Arnold Palmer Signature golf course, tennis and pickleball courts, croquet lawn, resort-style pool complex, clubhouse dining, and a vibrant year-round social calendar. Ongoing enhancements-including a 4,800 sq ft clubhouse addition, 7,300 sq ft Harbour Center, and new standalone golf shop - are scheduled for completion by April 2026. This is truly a once-in-a-lifetime offering - a stunning waterfront townhome with unmatched space, craftsmanship, and views, designed for gathering, celebrating, and creating unforgettable family memories. Purchaser to assume balance of special assessment ($9,800) over seven years.

22 Wexford On The Green, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,100,000
4 Beds 6 Baths 4,100 SqFt. HILTONHEAD-503154 MLS
Another Incredible build from Lowcountry Signature Homes! This Exceptional new construction home, located on a quiet, private street, is ideally located close to the beautifully renovated clubhouse and 2 award winning golf courses! In Prestigious Palmetto Hall, overlooking the 17th fairway of the Cupp Course, you will find this coastal stunner with serene views as far as the eye can see. Inside you will find an amazing chef's kitchen, 4 bedrooms, 4.5 baths, a flex space , private office, and a luxurious primary suite and bath. Nothing but the best with Marvin windows that illuminate this home with cascades of light, noting high end trim, rounded corners and wonderful high ceilings! Do not miss the covered porch and outdoor kitchen that are a gateway to incredible outdoor living with private pool with spa! You will even find a dedicated pool bathroom for convenience. Enjoy this golf cart friendly community, where you can take your golf cart to friends, the club and even to Fish Haul Beach. Close to shopping, top restaurants, hospital and schools which you will find right outside this gated community on Hilton Head Island! Don't miss your chance to take a look before it is swept up by a very lucky homeowner!

14 Lenox Lane, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Keller Williams Realty.

$1,895,000
4 Beds 6 Baths 4,350 SqFt. HILTONHEAD-502489 MLS
The PERFECT location inside the private community of Leamington located in Palmetto Dunes. Golf cart to the ocean and community beach house! This home sits on a deep lot with spectacular views of Palmetto Dunes 11-mile lagoon system. Private dock for your electric boat, kayak, or canoe. Extra-large private pool is surrounded by rolling lawns, lush tropical foliage and ancient live oaks. Stunning entry looks right through to the water. Take advantage of the wide-open floor plan, two-story great room, lots of built-ins and closets, retro sunken wet bar, Carolina room, glass railing around upstairs gallery, 2nd floor patio with water and pool views. 1st floor primary bedroom with recently renovated spa bath. 3 additional bedrooms each with ensuite bath. 2 half baths, one of which is poolside. No wet feet in the house! 2 car garage + golf cart bay. Great opportunity to update with all your own selections. Leamington is tucked away and quiet with no vacation rentals allowed.

8 Leamington Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Keller Williams Realty.

$2,795,000
5 Beds 6 Baths 3,143 SqFt. HILTONHEAD-502761 MLS
Welcome to 1 Firethorn, an extraordinary 5th row ocean home in South Forest Beach, fully reimagined in a spectacular 2025 remodel. This 5 bedroom, 5.5 bathroom coastal retreat is a high-producing luxury investment property, with Summer 2026 already fully booked. Step into a bright, elevated interior with a gourmet chef's kitchen featuring an 8-burner gas range, stainless steel appliances, expansive dining spaces, and a stylish wet bar perfect for entertaining. The living areas blend seamlessly with the outdoors, offering multiple gathering zones, indoor and outdoor fireplaces, and porches overlooking a private, resort-style backyard. Each bedroom is ensuite, including a main level primary suite and convenient laundry. Outside, discover vibrant tropical landscaping, a large pool and spa, relaxing firepit with Solo Stove, and a pagoda TV lounge for game days. Generous parking, a spacious circular drive, and easy golf-cart access to Coligny make this the ideal primary residence, second home, or vacation rental. A true island gem steps from Hilton Head's world-famous beaches.

1 Firethorn Lane, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.