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$1,850,000
4 Beds 3 Baths 3,000 SqFt. HILTONHEAD-512889 MLS
Beautifully positioned along a picturesque lagoon, this inviting home combines an exceptional setting with spacious interiors, thoughtful updates, and wonderful indoor-outdoor living. Soaring ceilings, expansive windows, designer lighting, and serene water views create a light-filled atmosphere from the moment you enter. Open kitchen features quartz counters, soft-close cabinetry, eat-in island and stainless appliances, flowing to the living, dining and family rooms. First-floor owner suite enjoys serene water views and a beautifully updated bath. Two additional spacious guest suites offer generous closets and share a beautifully finished bath. Flexible 4th BR offers room to add a bath. One of the home's most special features is its incredible connection to the water. Just off the kitchen, there is a screened porch features and an open deck that's ideal for grilling, relaxing, and watching the abundant Lowcountry wildlife. For those who love to fish, it doesn't get much better than stepping into your own backyard to reel in redfish, black drum, and flounder. Whether your perfect day includes a morning bike ride, a round of golf, an afternoon on the beach, boating from Harbour Town, or simply relaxing at home, this location puts the best of Sea Pines within easy reach. From the expansive water views and beautifully updated interiors to the exceptional screened porch, and welcoming neighborhood atmosphere, this home offers a wonderful opportunity to enjoy the relaxed Lowcountry lifestyle.

50 Hearthwood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,425,000
5 Beds 3 Baths 3,235 SqFt. HILTONHEAD-512885 MLS
Experience the ultimate Lowcountry lifestyle in this impeccably maintained home located in the sought-after Hilton Head Plantation. This stunning residence offers tranquil golf and lagoon views, providing a peaceful backdrop for both everyday living and entertaining. The gourmet kitchen features quartz countertops, a large center island, a spacious pantry, and premium stainless steel appliances, all flowing seamlessly into the formal dining room and a grand living area defined by soaring cathedral ceilings and a cozy gas fireplace. A bright, airy Carolina room extends the living space, leading out to a private paver patio and a heated saltwater pool. The main-level primary suite is a true retreat, boasting a spa-like ensuite bath, two oversized walk-in closets, and direct access to a private screened porch. There are also two additional spacious bedrooms on the first floor. Upstairs, a versatile loft serves as an ideal home office or media area, accompanied by two spacious guest bedrooms that share a full bath and ample storage. Additional highlights include professional landscaping, a generous driveway, and an unbeatable location just a three-minute stroll from the Port Royal Sound or a five-minute bike ride to Dolphin Head Beach. Residents of Hilton Head Plantation enjoy world-class gated amenities, including private beach access, a marina, tennis and pickleball courts, leisure trails, bocce courts and a resort-style community pool with a lazy river. This home perfectly balances comfort, privacy, and the quintessential Hilton Head Island experience.

24 Angel Wing Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$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.

$1,199,000
4 Beds 3 Baths 3,031 SqFt. HILTONHEAD-512399 MLS
Beautifully updated and completely turnkey, 5 Honey Hill Court offers exceptional one-level living in Long Cove Club with 4 bedrooms, 3 baths, generous gathering spaces, and a peaceful lagoon setting surrounded by mature Lowcountry landscaping. Thoughtfully designed by architect Neil Gordon and Kurt Hermann, the home combines timeless Lowcountry character with a fresh, functional approach to everyday living. From the moment you step inside, the home feels bright, open, and thoughtfully updated. Wide-plank engineered hardwood flooring flows throughout the main living areas, complemented by fresh neutral finishes, detailed trim, and an easy floor plan designed for both everyday living and entertaining. The beautifully remodeled kitchen is a standout, featuring soft blue cabinetry, light stone countertops, stainless steel appliances, double wall ovens, an island with cooktop, abundant storage, and an open pass-through with bar seating connecting directly to the family room. The adjoining family room is anchored by a classic brick fireplace with custom millwork and built-in cabinetry, creating an inviting central gathering space. Just beyond, the dramatic Carolina room is one of the home's most memorable features, with a soaring wood-paneled vaulted ceiling, skylights, an oversized arched window, and walls of glass framing tranquil lagoon views. An additional living area with direct access to the back deck provides even more room to relax, entertain, or enjoy the peaceful setting. The spacious primary suite is a private retreat with a beautifully remodeled bath featuring an expansive double vanity, quartz-style countertops, dual mirrors, a large glass-enclosed walk-in shower, marble-look flooring, and a generous walk-in closet. Three additional bedrooms provide excellent separation for family and guests. A large back deck overlooks the lagoon and mature landscaping, offering the perfect setting for enjoying the quiet Lowcountry surroundings. The attractive one-level exterior features a welcoming brick entry, mature landscaping, and a side-entry 2-car garage. Ownership in Long Cove Club provides access to an exceptional collection of amenities, including the nationally recognized Pete Dye golf course, deep-water marina with access to Broad Creek, tennis and pickleball courts, bocce, heated junior Olympic-sized pool, clubhouse and member dining, dog park, community garden, playground, basketball court, and 24-hour gated security.

5 Honey Hill Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,249,000
4 Beds 5 Baths 3,048 SqFt. HILTONHEAD-512841 MLS
Set right along the 18th fairway of the Country Club of Hilton Head, 55 Santa Maria Drive delivers the double fairway view that makes a golf course home worth having. The Raintree floor plan gives each of its four bedrooms real separation, with en-suite baths throughout.Inside, tall vaulted ceilings and walls of windows pull the fairway view into the living room, where a fireplace anchors the space without competing with the light. A separate family room, with a fireplace of its own, opens to the kitchen and breakfast nook, distinct from the formal living area. The fourth bedroom sits over the garage, set apart enough to work well as a guest suite, and the garage below leaves room for a dedicated work area alongside the vehicles.Outside, a fenced pool sits behind a nicely grassed backyard, screened by privacy vegetation from everything but the fairway. The outdoor grill and patio make the space livable, not just decorative.The Country Club of Hilton Head is a short stroll away. Whether that means a quick nine or lunch at the clubhouse, the walk is part of what makes this address work.

55 Santa Maria Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$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.

$2,195,000
4 Beds 5 Baths 2,930 SqFt. HILTONHEAD-512616 MLS
Just 100 yards from the Atlantic Ocean, this 4-bedroom, 4.5-bath Singleton Beach home offers an exceptional combination of beach proximity, beautiful marsh views, and relaxed coastal living. With 2,930 sq. ft., the home features a private pool, elevator, two-car garage, and multiple balconies designed to take advantage of the surrounding island scenery and coastal breezes. Each bedroom offers its own en-suite bath, while the primary suite enjoys a private balcony overlooking the marsh. The versatile layout is ideal as a primary residence, second home, or vacation rental investment. Enjoy an easy walk to the beach along with convenient access to Chaplin Park, bike paths, pickleball, shopping, dining, and Coco's on the Beach. Ideally positioned in the heart of Hilton Head Island, this Singleton Beach property delivers the sought-after combination of ocean access, marsh views, private outdoor living, and strong rental potential. Rental projection available.

91 Singleton Beach Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$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.

$1,375,000
4 Beds 4 Baths 3,022 SqFt. HILTONHEAD-512280 MLS
Welcome to 26 Angel Wing Drive, a beautifully updated 4-bedroom, 3.5-bathroom single-family home situated directly on the 18th fairway of the Dolphin Head Golf Course in the prestigious Hilton Head Plantation. Enjoy sweeping, double fairway views of the 18th and 10th holes from your private backyard paver patio, sunlit Carolina Room, or soaring Great Room. Desirable first-floor Primary Bedroom w/renovated ensuite bath, 3 generous guest bedrooms upstairs. Light-filled open floor plan featuring a renovated kitchen, soaring vaulted ceilings in the Great Room. Fully re-piped plumbing, newer roof & mechanicals, and rebuilt chimney all combine for low-maintenance, worry-free island living. Located in the highly desirable low-fee gated community of Hilton Head Plantation, this home is a short walk to the Port Royal Sound, Dolphin Head Park, Pavilion, Pine Island Beach and the Bluff Trail. HHP community amenities include access to 4 championship 18-hole golf courses. The Spring Lake Recreation Area & Community Pool, as well as miles of biking/walking trails and community gardens. Experience the perfect blend of location, turnkey condition, and golf course lifestyle on Hilton Head Island!

26 Angel Wing Drive, Hilton Head Island

Listing courtesy of Charter One 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.

$1,449,000
4 Beds 4 Baths 2,980 SqFt. HILTONHEAD-512495 MLS
Located on one of the most desirable streets in Hilton Head Plantation, this inviting 4 bedroom, 3.5 bath home is filled with natural light. The spacious great room features cathedral ceilings and a wall of windows overlooking your private heated pool and a beautiful pond, with the golf course beyond, while a shiplap-accented wall is anchored by a the gas fireplace. The updated kitchen invites you to cook in style, complete with a gas range, stainless steel appliances, and quartz countertops. The large primary suite offers soothing views and a spa-like bathroom with double vanities, a soaking tub, and a separate shower. Unwind on the screened porch while taking in your private oasis, and enjoy the peace of mind that comes with a newer roof and updated HVAC systems. This is one of the larger Hilton Head Island communities, offering resort-style amenities at a remarkably low annual fee. The pristine sands of Dolphin Head Beach offer a quiet coastal escape, while pickleball and tennis courts, numerous golf courses, playgrounds, and community activities cover every lifestyle.

26 Flagship Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,349,000
5 Beds 4 Baths 3,424 SqFt. HILTONHEAD-512304 MLS
One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart of Sea Pines. Built in 2008, this beautifully maintained 5-bedroom home has been cherished as a second home and has never been on the rental market. Beautiful hardwood floors flow throughout the main living areas and were refinished in 2023, complemented by tray and coffered ceilings, crown molding, designer lighting, updated hardware, and coordinated finishes throughout. The spacious kitchen was thoughtfully remodeled in 2023 and features custom heart pine cabinetry, new appliances, a large center island with a quartz countertop, abundant storage, and plenty of room for gathering and entertaining. The living area is anchored by a gas fireplace, while the sun-filled Carolina room provides an inviting additional living space and takes full advantage of the home's peaceful and private setting. Step outside to an oversized back deck overlooking a private wooded vista with plenty of room for a pool. Surrounded by mature Lowcountry landscaping, the setting feels tucked away and immersed in nature while still offering the convenience and lifestyle of Sea Pines. The first floor includes a primary suite providing convenient main-level living plus two guest bedrooms, and two additional bedrooms upstairs joined by a separate living area, offering excellent space for family and guests. Additional features include a side-entry two-car garage and numerous upgrades throughout. Centrally located in Sea Pines, Greenwood Forest residents enjoy a recently updated private community pool, tennis courts, and playground, along with access to all that Sea Pines has to offer, including miles of beaches and leisure trails, world-class golf and tennis, Harbour Town, South Beach Marina Village, dining, shopping, and more. An attractively updated and exceptionally cared-for home in one of Sea Pines' most desirable residential neighborhoods.

19 Wisteria Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,250,000
4 Beds 4 Baths 3,063 SqFt. HILTONHEAD-511975 MLS
Welcome to one of Hilton Head Island's most exclusive addresses. Nestled on private Ribaut Island, where Skull Creek meets the Port Royal Sound, this gracious Southern residence offers the rare opportunity to experience Lowcountry living in an intimate enclave of only 63 estate homes. A grand foyer welcomes you into beautifully appointed living spaces featuring rich Australian Cypress flooring, handcrafted Mexican tile, granite countertops, and tumbled travertine backsplashes that blend timeless elegance with coastal warmth. Designed for both entertaining and comfortable everyday living, this home offers an expansive family room, formal living room with a fireplace, elegant dining room, sunny breakfast area, and an inviting eat-in kitchen. The first-floor owner's suite provides privacy and comfort along with a nicely appointed bath with dual vanities, a soaking tub, separate walk-in shower, and generous closet space. Upstairs, guests enjoy exceptional accommodations with: Two bedrooms connected by a Jack-and-Jill bath and a fourth bedroom featuring its own private ensuite bath that could serve as an upstairs primary. relax on the front porch or the 2nd floor Balcony and enjoy the peaceful "peek-a-boo" views toward the sparkling waters of Port Royal Sound while enjoying the coastal breezes and sunsets that make Ribaut Island so special. Outside, discover a lifestyle unlike anywhere else on Hilton Head .Residents enjoy exclusive access to a private community dock with intracoastal waterway access, Community recreation area with a pavilion, swimming pool, tennis and pickleball courts, all within one of Hilton Head Plantation's most prestigious neighborhoods. Hilton Head Plantation itself spans nearly 4,000 acres with four championship golf courses, miles of walking trails, and private beach access at Dolphin Head. This is more than a home...It's an invitation to live the Lowcountry lifestyle at its finest.

12 Charlesfort Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$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.

$1,187,500
3 Beds 3 Baths 2,832 SqFt. HILTONHEAD-512235 MLS
Over $60K Price improvement! Nestled within the prestigious Hilton Head Plantation, this beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. All just minutes from Hilton Head's world-class beaches, golf, and amenities, your island retreat awaits. A private office located off the main house within the garage adds 170 sf, giving you approx 3008 sf! Engineered hardwoods accent the living areas, expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage and office space with its private access to the fenced yard only add to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include Spring Lake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views, Miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

9 Shadewood Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,699,000
5 Beds 3 Baths 2,752 SqFt. HILTONHEAD-511834 MLS
Enjoy sweeping golf course views overlooking the 7th green of the renowned Robert Trent Jones Course from this beautifully furnished 5-bedroom, 3-bath home in the heart of Palmetto Dunes. Perfectly positioned just a short walk or bike ride to the community's award-winning 3-mile beach, this spacious property offers the ideal blend of coastal living and investment opportunity. The thoughtfully designed floor plan features an updated kitchen that opens to the dining area, multiple living spaces including a family room, and a desirable first-floor primary suite. Above the two-car garage, a versatile bonus room provides additional space for guests, recreation, or a home office. Outdoors, enjoy a private pool and expansive golf course views in one of Hilton Head Island's most sought-after resort communities. Currently operating as a successful short-term vacation rental, this property offers exceptional income potential as a primary residence, second home, or investment property. Furnishings are negotiable.

64 Full Sweep, Hilton Head Island

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

$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.

$1,295,000
4 Beds 4 Baths 3,126 SqFt. HILTONHEAD-512185 MLS
Lake views, abundant natural light, and a spacious corner setting define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on a corner home site, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout with coffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, the screened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. A private elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "Little Big Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. The three-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lake views, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

32 Hackney Pony Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,700,000
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.

$1,995,000
6 Beds 7 Baths 2,786 SqFt. HILTONHEAD-512306 MLS
Steps away from the famed 18th green lies a unique opportunity in the heart of Sea Pines' iconic Harbour Town. This turnkey furnished home boasts 6 en-suite bedrooms, perfect for family gatherings and countless vacation memories. Rows of sliders lead guests from the newly renovated kitchen and double-story living area to the freshly resurfaced swimming pool and spa. This unique home features a rooftop deck with views to Calibogue Sound and is walking distance to the famous lighthouse, Liberty Oak, and family friendly dining and retail. The Sea Pines trolley is a short stroll away with transportation to the Sea Pines Beach Club, Sea Pines Center and South Beach amenities. With an established rental history, premier location and sleeping space for 20 this home is truly an investor's dream.

7 Genoa Court, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$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.

$1,150,000
4 Beds 3 Baths 3,357 SqFt. HILTONHEAD-511846 MLS
Rare Dolphin Head opportunity in Hilton Head Plantation. This 4BR/3BTH, 3357 SF home on a 0.42-acre homesite w/stunning lagoon views stretching to the 18th fairway of the Dolphin Head Golf Club-wide unobstructed views, gorgeous sunsets over the water, 50 year roof installed in 2014 and bright light/windows galore. This home was loved and lived in for 25 years. $10,000 seller credit toward updating. Buyers can move in with confidence. Clean stucco report and home inspection completed 7/7/2026. This is a true lagoon-fairway retreat minutes from groceries, Hospital Medical Pavilion, Schools, Spring Lake pool and tennis/pickle-ball and island beaches. HHP is voted over & over as "best community to live in" on the north end of Hilton Head Island.

11 China Cockle Way, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

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