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$1,600,000
4 Beds 5 Baths 3,505 SqFt. HILTONHEAD-512875 MLS
Welcome home to 21 Ribaut Dr. on Hilton Head Plantations prestigious Ribaut Island in a private gate with 63 homesites. Take advantage and enjoy the private amenities of a community pool, dock and tennis/pickleball courts. Sitting on just under a half an acre lot, this wonderful, updated floor plan has 4 bedrooms, & 4.5 bathrooms. The office is just off the primary suite. Enjoy the open updated kitchen/family room and cooking on your propane stove and oven while entertaining friends and family. The Primary bath has been renovated with large soaking tub. There are wood floors in the living areas and carpet in the bedrooms. The home is equipped with an extended 2 car garage with workshop space and a large storage closet. Storage galore with many closets and a walk-in floored attic. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

21 Ribaut Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,795,000
4 Beds 5 Baths 4,386 SqFt. HILTONHEAD-512195 MLS
Oceanfront Living, Elevated. Set directly along the Atlantic Ocean within Leamington, Palmetto Dunes, 136 South Shore Drive offers an exceptional combination of oceanfront living, privacy, and refined coastal comfort. Tasteful interiors and a spacious floor plan create an inviting setting for both everyday living and entertaining. Just beyond the residence, owners can enjoy the beach, pool, and the natural beauty of Hilton Head Island's coastline. South Shore's intimate setting provides a distinctive advantage. With no short-term rentals, the community maintains a quieter, more private residential atmosphere while remaining conveniently close to the golf, tennis, pickleball, dining, biking, and recreational amenities of Palmetto Dunes.136 South Shore Drive is a rare opportunity to enjoy a beautiful oceanfront residence in one of Hilton Head Island's most desirable and private coastal settings.

136 S Shore Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,550,000
4 Beds 5 Baths 3,710 SqFt. HILTONHEAD-512736 MLS
Experience the best of Hilton Head Island waterfront living at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a beautiful kitchen, dining room, family room, and den (or office or extra BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The first floor in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. The elevator services the first, second and top floor. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The upper floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,795,000
7 Beds 6 Baths 4,000 SqFt. HILTONHEAD-512572 MLS
Where Palmetto Dunes meets the sea, you get the sunrise before 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.

8 Dinghy, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$2,595,000
5 Beds 5 Baths 3,597 SqFt. HILTONHEAD-511153 MLS
Loved by its original owners since built new in 2006, this spectacular North Forest Beach property greets you with charm from the moment you arrive. Just five rows from the ocean, it's a home that's been cared for and enjoyed for two decades. Inside, designer furnishings, coffered ceilings, white-washed wainscoting, and a cozy fireplace bring a polished beach-chic feel to every room. The heart of the home is a gourmet kitchen built for gathering, anchored by a large island with seating for nine and a sun-filled breakfast nook framed by a bay window. Outside, a private heated pool with a cascading waterfall creates a true resort-style retreat, while the spacious deck and patio areas make indoor-outdoor living effortless. Four bedrooms occupy the top floor, nearly all ensuite, alongside a main-floor primary bedroom with ensuite, plus a convenient half bath, giving every group its own space. An elevator runs from the garage all the way to the third floor, and the oversized 4-car garage includes multiple lockable storage rooms for beach gear, bikes, toys & owner closet usage. The home has been extensively refreshed and is truly move-in ready. Sold fully furnished for a turnkey rental experience, and with an established, well-reviewed short-term rental history. You simply cannot beat this location. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 1 Curlew offers an extraordinary opportunity to own a beautifully updated retreat in one of North Forest Beach's most walkable, sought-after locations. Vacation in your investment.

1 Curlew Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,195,000
4 Beds 5 Baths 4,199 SqFt. HILTONHEAD-512563 MLS
Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$1,395,000
4 Beds 5 Baths 4,200 SqFt. HILTONHEAD-512634 MLS
Fabulous Opportunity in Moss Creek Awaits! This custom built, one-owner, 4 bedroom/4.5 bath home with office boasts never ending panoramic marsh and sunset views situated on a .5 acre lot surrounded by moss draped oaks: A nature lovers delight! Inside you'll find a tremendously designed floor plan, perfect for entertaining! Spacious eat-in kitchen with butler's pantry, large family room, double-sided fireplace, 2nd living area, separate dining room, spacious first floor primary suite, great bedroom separation, all volume ceilings throughout, walls of windows and doors all leading out to a 60' deck with bench seating and a huge covered porch with views as far as you can see, climate controlled storage, and the list goes on. Moss Creek's fabulous amenities include 2 private golf courses, waterfront clubhouse/dining, marina, fitness center, kayak storage, playground, tennis/pickleball, bocce ball, dog park, fishing piers, and more!

15 Peninsula Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$1,399,000
4 Beds 4 Baths 3,568 SqFt. HILTONHEAD-512499 MLS
Just a short walk to Port Royal sound, 17 Stonegate is a custom-built residence originally designed as the builder's own personal home. 4 bedrooms and 3.5 baths are arranged across an open floor plan anchored by a wall of windows and tall ceilings. The light filled great room with a gas fireplace is the perfect setting to relax. The chef-like kitchen features high end wood cabinetry, stainless steel appliances, a gas range, and quartz countertops. You will love the hardwood flooring throughout your home. First floor primary suite includes a spa-like bathroom and a large walk-in closet with custom shelving. Upstairs, three additional bedrooms offer great separation, along with two full baths and a bonus sitting area. Outside, a spacious patio overlooks lush, tropical foliage. The 2023 roof, newer HVAC, and spray foam insulation provides extra peace of mind. Enjoy all that Hilton Head Plantation has to offer, with numerous community amenities just moments away.

17 Stonegate Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,399,000
5 Beds 5 Baths 4,069 SqFt. HILTONHEAD-512082 MLS
Welcome to 23 Long Brow Road, a distinguished Lowcountry residence with 5 bedrooms and 4 and a half baths, nestled within the exclusive, gated community of Long Cove Club on Hilton Head Island. This elegant home showcases a thoughtfully designed floor plan with spacious living areas, refined finishes, and seamless indoor-outdoor living ideal for both everyday enjoyment and sophisticated entertaining. Recent 2026 enhancements include brand-new luxury plank viny flooring on the first level, adding a fresh, modern aesthetic, along with a new HVAC system ensuring exceptional comfort and efficiency, a brand new refrigerator and fresh paint inside this beautiful home. The residence features inviting gathering spaces with a warm stone fireplace anchoring the family room, a large well-appointed kitchen, a private first-floor primary suite with fireplace, expansive outdoor area with a private pool overlooking a serene lagoon, and a 3-car garage with ample storage. Long Cove is one of the most coveted private communities where residents enjoy unparalleled championship golf, deep water marina, tennis, pickleball, bocce ball, among other social events and gatherings all in or near their gorgeous clubhouse, and 24-hour gated security. Come see this exceptional property and experience the beauty, and lifestyle that 23 Long Brow Road has to offer.

23 Long Brow Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,500,000
5 Beds 5 Baths 3,600 SqFt. HILTONHEAD-512412 MLS
A rare opportunity to own a waterfront home in the exclusive Leamington beach community of Palmetto Dunes, complete with a private dock on the 11-mile lagoon system. Privately situated on a quiet cul-de-sac, this exceptional 5-bedroom residence offers expansive views, privacy, and plenty of room to create a private pool retreat. Designed for both relaxed everyday living and effortless entertaining, the home features spacious living areas, beautiful hardwood flooring throughout the main living spaces, abundant natural light, 2 fireplaces, wet bar, screened porch, and a versatile floor plan ready to accommodate a variety of lifestyles. Whether enjoyed in its current condition or transformed into a custom waterfront sanctuary, this property offers extraordinary potential in one of Hilton Head Island's most coveted communities. Kayak, fish, observe abundant wildlife, or simply unwind as the sun sets over the water. Leamington residents enjoy private beach access and an oceanfront Beach Club with golf cart parking, along with championship golf, world-class tennis and pickleball, miles of leisure trails, and the exceptional amenities of Palmetto Dunes Oceanfront Resort. With no short-term rentals permitted, Leamington preserves the privacy, tranquility, and exclusive residential character that make this community so special.

17 Arthur Hills Court, Hilton Head Island

Listing courtesy of Premium Properties of Hilton Head.

$785,000
6 Beds 8 Baths 4,622 SqFt. HILTONHEAD-512378 MLS
New co-ownership opportunity: Own one-eighth of this professionally 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.

$2,900,000
4 Beds 4 Baths 3,895 SqFt. HILTONHEAD-511549 MLS
Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and an open, flowing floor plan. The spacious chef's kitchen seamlessly connects to the living room, dining area, family room, and breakfast nook, creating inviting spaces for gathering with family and friends. Offering four bedrooms and three-and-a-half baths, the home provides generous accommodations for both everyday living and hosting guests. Outside, enjoy a private fenced backyard complete with a sparkling pool, covered outdoor living area, and beautifully designed hardscape and mature landscaping-perfect for relaxing, grilling, and entertaining. Ideally located just moments from the iconic Harbour Town Golf Links, home of the annual RBC Heritage, this home places you in the heart of everything Sea Pines has to offer. Enjoy miles of leisure trails, pristine beaches, the Sea Pines Beach Club, Harbour Town Marina, South Beach Marina, Lawton Stables, world-class dining and shopping, and three championship golf courses. This is a rare opportunity to enjoy one of Hilton Head Island's most sought-after lifestyles.

75 Baynard Cove Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$5,500,000
5 Beds 7 Baths 7,051 SqFt. HILTONHEAD-511760 MLS
BREATHTAKING Mediterranean Estate Home overlooking 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.

$1,825,000
4 Beds 5 Baths 3,642 SqFt. HILTONHEAD-512172 MLS
Experience luxury golf-course living on the prestigious Primrose Lane in Indigo Run, a beautifully updated four-bedroom plus an office, 4.5-bath home with sweeping views of the 13th fairway. Designed with exceptional bedroom separation, each bedroom features its own private en-suite bath, offering comfort and privacy for family and guests. Hardwood floors flow throughout the home, while the spacious great room showcases a coffered ceiling, decorative tumble-stone fireplace, and custom bookshelves. The beautifully updated kitchen features quartz countertops, a gas cooktop, detailed backsplash, and updated appliances, creating a sophisticated and inviting space for everyday living and entertaining. The resort-style outdoor living space is equally impressive, featuring a newer pool with spa, waterfall, and bubbler overlooking the golf course, along with a custom outdoor kitchen. With elegant finishes, thoughtful updates throughout, beautiful golf views, and exceptional indoor-outdoor living, 20 Primrose is a move-in-ready luxury retreat in one of Indigo Run's most desirable settings.

20 Primrose Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,995,000
5 Beds 7 Baths 4,566 SqFt. HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court 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.

$799,000
6 Beds 8 Baths 4,407 SqFt. HILTONHEAD-512129 MLS
Own one-eighth of this professionally managed, turnkey home by 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.

$7,050,000
5 Beds 6 Baths 5,278 SqFt. HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront 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.

$1,275,000
4 Beds 4 Baths 4,138 SqFt. HILTONHEAD-512009 MLS
Beautifully designed and filled with natural light, this spacious 4-bedroom, 4-bath residence offers an exceptional floor plan in the prestigious Long Cove community. Thoughtfully designed for both comfortable everyday living and effortless entertaining, the home features expansive living spaces, quality craftsmanship, and peaceful lagoon views from two sides of the property. The open-concept kitchen flows seamlessly into the great room while remaining connected to the formal dining and living rooms, creating the perfect layout for entertaining family and friends. Soaring smooth ceilings, abundant windows, custom built-ins, and two fireplaces add warmth, character, and timeless appeal throughout the home. The first-floor primary suite provides a private retreat complete with a spacious en-suite bath featuring dual vanities, a large walk-in shower, separate soaking tub, and two generous walk-in closets. The fourth bedroom is currently configured as a home office, while two additional guest suites are located on the second floor, providing privacy and comfort for family and visitors. Designed with comfort and efficiency in mind, the home features three HVAC systems, two water heaters, and spray foam insulation. A side-entry two-car garage provides ample storage, while the beautifully landscaped lot offers exceptional privacy. Step outside to enjoy the expansive rear patio and second-floor balcony overlooking tranquil lagoon views, creating the perfect setting for morning coffee or evening relaxation. Surrounded by lagoons on two sides, the property offers a rare sense of privacy and a picturesque natural setting. Ideally located on one of Long Cove's most desirable streets, this home combines a fantastic location with timeless design and an outstanding floor plan. Residents of Long Cove Club enjoy an exceptional lifestyle with a championship Pete Dye golf course, deep-water marina, tennis and pickleball, a fitness center, clubhouse, and all of the world-class amenities that make Long Cove one of Hilton Head Island's premier private communities.

10 Strawberry Hill Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,800,000
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.

$4,800,000
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.

$2,500,000
4 Beds 5 Baths 3,508 SqFt. HILTONHEAD-511633 MLS
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,995,000
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.

$1,180,000
4 Beds 5 Baths 4,135 SqFt. HILTONHEAD-511954 MLS
Offered for the first time by its original owners, 342 Long Cove Drive is a rare opportunity to own one of Long Cove Club's distinctive custom residences. Thoughtfully designed and impeccably maintained since its construction, including a new roof in 2025, this timeless brick home blends enduring craftsmanship with exceptional architectural character. Privately sited on a beautifully landscaped homesite, the residence enjoys sweeping golf-to-lagoon views while offering remarkable privacy. Soaring ceilings, expansive windows, and light-filled living spaces create an open, airy atmosphere throughout, while the home's unique design offers warmth, flexibility, and timeless appeal. Designed for comfortable everyday living and gracious entertaining, the floor plan features two spacious primary suites, one on each level, elevator access to all levels, a dedicated office, generous gathering spaces, and a detached two-car garage. The private front brick courtyard surrounds a sparkling swimming pool, creating a secluded outdoor retreat unlike any other. Lovingly cared for over the years, the home presents an outstanding opportunity for its next owner to personalize the interiors while preserving the quality and architectural integrity that make it so special. Combining classic design, exceptional maintenance, and one of Long Cove's most desirable settings, this is a truly rare offering in one of Hilton Head Island's premier private communities. Long Cove Club is a community that features world-class amenities, including a top ranked Pete Dye designed golf course, deep water marina facilities, Jr. Olympic size pool, tennis, pickleball, bocce ball, basketball court, dog park, playground and community garden.

342 Long Cove Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: The Hilton Head Agency.

$2,995,000
4 Beds 6 Baths 6,366 SqFt. HILTONHEAD-511890 MLS
Rare opportunity to own one of Wexford's most distinctive residences, perfectly situated on an oversized corner double lot with picturesque harbor and Broad Creek water views and a 65 foot boat slip. This exceptional townhome combines the ease of low-maintenance living with the privacy, space, and amenities typically found in a single-family home.Designed for effortless living, the home features a private elevator providing convenient access to every level. The spacious, open-concept floor plan centers around a beautifully appointed kitchen that flows seamlessly into the dining room and living areas, making it ideal for entertaining but with the primary bedroom, laundry room and outdoor kitchen on the same level, this is perfect for easy living. Dedicated Library and office space, wine room and open third floor living space offer endless opportunity and something for everyone. Expansive windows fill the home with natural light while framing the tranquil waterfront setting and stunning multi level fountain.Outdoor living is equally impressive, with inviting spaces to relax, dine, and enjoy coastal breezes while overlooking the Broad Creek and harbor in both directions. A rare 6-8-car garage offers exceptional flexibility for automobile collectors, golf carts, recreational equipment, workshop space, and abundant storage.Recent improvements include a new roof, providing added value and peace of mind. Residents will also appreciate being just moments from Wexford's newly completed Harbour Center, featuring enhanced marina amenities, waterfront gathering spaces, and a vibrant social atmosphere.Located within the prestigious, gated Wexford community, residents enjoy world-class amenities including a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active lifestyle in one of Hilton Head Island's most sought-after private communities.Experience luxury waterfront living where exceptional views, outstanding amenities, and an unbeatable location come together at 2 Wexford on the Green.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$999,000
4 Beds 4 Baths 3,567 SqFt. HILTONHEAD-511502 MLS
This wonderful family home offers an abundance of space tailored to meet every modern need. Featuring 4 bedrooms, 3.5 baths, a private office, a sun-drenched Carolina room, and a versatile loft, this property is designed for both comfort and functionality. As you enter, you are greeted by a beautiful grand staircase and an open concept with vaulted and tray ceilings throughout the main living areas. Other features include a large eat-in kitchen with stainless appliances, solid surface flooring, wainscoting panels, gas fireplace, 2-car garage and golf-cart bay, covered front porch, back deck, firepit, and views of the 11th hole of the Hills course. This property provides the perfect framework for a vibrant family lifestyle, combining an exceptional design with highly functional living spaces. Residents of Palmetto Hall enjoy 2 championship golf courses, tennis/pickleball courts, a swimming pool, and a beautiful southern styled clubhouse offering dining and social events. Seller is offering a $15,000 painting credit at closing. Seller is a SC licensed Real Estate Agent.

6 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$4,495,000
4 Beds 5 Baths 4,616 SqFt. HILTONHEAD-511638 MLS
A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,599,000
6 Beds 4 Baths 3,920 SqFt. HILTONHEAD-511679 MLS
Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$5,900,000
7 Beds 8 Baths 5,203 SqFt. HILTONHEAD-511606 MLS
Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,645,000
5 Beds 6 Baths 4,165 SqFt. HILTONHEAD-511552 MLS
Welcome to 90 Sandcastle Court, a spacious, beautifully appointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $112,000 in gross rental revenue already booked for 2026, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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