Refine Search
Map
Sort by
$299,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512308 MLS
Wake up to Lowcountry Beach living at its most effortless in this beautifully updated two bedroom, two bath villa at The Spa at Port Royal Sound, one of Hilton Head's most amenity rich resort communities. Step inside to an open living and dining layout anchored by warm and inviting LVP flooring that flows throughout the main living space. The dining area sits open to a fully renovated kitchen finished with crisp white cabinetry, granite countertops, subway tile backsplash, and a full suite of stainless steel appliances including refrigerator, range, and dishwasher. It's a kitchen built for both everyday living and easy entertaining.The primary suite offers a private retreat with an en suite bath featuring a sleek frameless glass shower enclosure and clean, modern finishes. The second bedroom and full bath provide comfortable flexibility for guests, family, or a home office setup, with the guest bath finished in a soothing sage green palette, a tub and shower combo, and elegant sconce lighting. A washer and dryer inside the unit add everyday convenience that's hard to find at this price point in a resort community. Just off the living area, a screened porch extends your living space outdoors, the perfect spot for morning coffee or an evening breeze, overlooking lush landscaping with tennis court views just beyond the tree line. Beyond the walls of this villa, The Spa at Port Royal Sound delivers a well appointed resort lifestyle: two outdoor pools, an indoor pool, hot tub, dry sauna, tennis and pickleball courts, hammocks, and community grilling areas, all just steps from your front door. Whether you're looking for a full time coastal residence, a second home, or a turnkey investment property, this villa offers the space, updates, and lifestyle amenities that make Hilton Head living so desirable. Don't miss this opportunity to own a move in ready two bedroom villa in one of the island's best priced resort communities.

239 Beach City Road Unit 3123, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$2,250,000
6 Beds ⋅ 7 Baths ⋅ 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 ⋅ HILTONHEAD-511760 MLS
BREATHTAKING Mediterranean Estate Home overlooking the 16th Fairway of the Robert Trent Jones Ocean Golf Course in Palmetto Dunes just a Short Walk to the Beach. 7,051 Square Feet with Outstanding Craftsmanship showcases Chef's Kitchen with Spacious Island & Butler's Pantry and Small Laundry Room, 5 Bedroom Suites, Custom Wood Paneled Parlor with Full Bar and Travertine Floored Foyer to a Two-Story Entry with a Grand Marble Staircase. Spacious Second Floor Laundry Room. BEAUTIFUL Raised Invisible Edge Pool and Spa. 5 Covered Porches, Fireplace and Built-In Grill. 6-Car Drive Through 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.

$875,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512261 MLS
Beautifully RENOVATED and fully FURNISHED, this END UNIT villa at 27 Water Oak is ideally situated directly on the first fairway of the Robert Trent Jones Golf Course in the heart of Palmetto Dunes. Gorgeous NEW flooring throughout, HIGH END furnishings give the villa an elevated coastal feel that is fresh, sophisticated and inviting. The unique floor plan offers no steps to the front door, a first-floor primary suite, a powder room, and two spacious bedrooms, each with a private ensuite bath and deck. A generous LOFT provides flexible space for additional sleeping, a home office or extra living space. Enjoy expansive fairway VIEWS and sensational SUNSETS from the WRAPAROUND deck. The community pool is just across the street and the BEACH is a short walk away. Palmetto Dunes offers three championship golf courses, an 11-mile lagoon, world class tennis and pickleball, restaurants, a general store and the complimentary Dunes Buggy. Whether a place to call home, a weekend retreat or an investment opportunity, this exceptional villa is ready to be enjoyed from day one.

21 Haul Away Unit 27, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,150,000
4 Beds ⋅ 3 Baths ⋅ 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.

$4,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512244 MLS
Shipyard 1st week full of June! maintence fee is less than 1200.00, so no more guessing, booking, and hoping it's a perfect spot to vacation. This can be your traditional week for life!

35 Egret Point Way Unit 4317, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$847,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512236 MLS
Imagine waking up on Hilton Head Island, grabbing your coffee, and taking a short stroll to one of the most beautiful beaches in America. This is the island lifestyle people dream about-and now it can be yours. Located in the desirable Beckingham section of Port Royal Village, this beautifully renovated 3-bedroom, 2.5-bath Hilton Head Island condo offers nearly 2,000 square feet of spacious coastal living just moments from Hilton Head Island's world-famous, award-winning beaches. Thoughtfully renovated and beautifully finished, this home combines the easygoing charm of the Lowcountry with the comfort and space of a full-time residence. The highly desirable first-floor primary bedroom makes everyday living effortless, while two additional bedrooms provide plenty of room for family, friends, or a home office. Outside, the large private patio creates your own peaceful retreat-perfect for morning coffee, evening cocktails, grilling after a day at the beach, or simply slowing down and enjoying the coastal air. Dedicated parking adds another layer of everyday convenience. Hilton Head Island was once again named America's Best Island by Condé Nast Traveler readers for the ninth consecutive year, and it doesn't take long to understand why. The island offers 250+ restaurants, more than 70 miles of leisure pathways, 19 public golf courses, incredible parks, boating, fishing, pickleball, tennis, shopping, and exceptional healthcare. Whether your perfect day means biking beneath moss-draped live oaks, playing a morning round of golf, spending the afternoon with your toes in the sand, or finishing the evening over fresh seafood and cocktails, Hilton Head Island makes everyday life feel a little more like vacation. With its generous size, renovated interior, first-floor primary suite, private outdoor living space, dedicated parking, and outstanding proximity to the beach, this Port Royal Village condo offers tremendous versatility. Make it your low-maintenance primary residence on Hilton Head Island, your family's second home at the beach, or take advantage of its great potential as a Hilton Head Island short-term vacation rental investment property. Some properties are simply a place to live. Others represent a completely different way of living. Schedule your private showing or video walkthrough today!

2 Wimbledon Court Unit 114, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,995,000
5 Beds ⋅ 7 Baths ⋅ 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.

$295,000
2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-512198 MLS
One of the nicest Marshsides to hit the market! Welcome to this light & bright, 2br. and 2bath end-unit villa in popular Marshside Villas. Offered fully furnished and featuring peaceful, double lagoon views, this inviting one-story home has been thoughtfully updated and is ready to enjoy! Completely turnkey, the refreshed kitchen features newer, stainless appliances (all just a few years old), new sink, breakfast bar with additional storage and seating, new lighting and ample cabinet space. The great room with cathedral ceiling and wood-burning fireplace features: smooth ceilings, built-ins, new ceiling fan and added cabinets and shelves. Wood-like laminate flooring throughout, the home features two remodeled baths with custom showers. The end-unit location offers additional privacy and natural light, while the lagoon setting creates a relaxing low country backdrop. Owner occupied with love and care since 2021, a great deal lot of thought has been put into storage and outdoor living space. Furniture, fixtures, TV's, etc all convey as a convenience to the purchaser and seller. Marshside has an excellent reputation for a well-run regime and great location near schools and hospitals.

5 Gumtree Road Unit F-5, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$799,000
6 Beds ⋅ 8 Baths ⋅ 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.

$7,399,500
5 Beds ⋅ 6 Baths ⋅ 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.

$545,000
2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-511941 MLS
Charming 2-bedroom, 1-bath villa in the desirable Queens Grant community of Palmetto Dunes. This well-maintained condo features a private rear courtyard and a strong history of short-term rental income, making it an excellent investment or vacation getaway. Enjoy world-class resort amenities, including three championship golf courses, tennis and pickleball, bike rentals, an 11-mile lagoon, beach access, and a variety of restaurants. A fantastic opportunity to own in one of Hilton Head Island's premier resort communities.

45 Queens Folly Road Unit 605, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,995,000
4 Beds ⋅ 6 Baths ⋅ 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.

$1,500,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510354 MLS
Built in 2017 and expertly maintained, this 5-bed, 4.5-bath, lagoon-front home in gated Sandcastles by the Sea is one of Folly Field's most compelling turnkey investment opportunities. Offered fully furnished, with future bookings transferring at closing, this home is ready to perform from day one. Four levels of well-appointed living space accommodate up to 14 guests, anchored by two king primary suites, an open-concept main level, a loft lounge, and a top-floor suite designed for maximum occupancy. Every level opens to covered deck space with serene lagoon views, a consistent driver of repeat bookings. The private heated pool and gated community setting complete a package that guests and owners alike return to season after season. Folly Field Beach is just steps away, accessible by foot, bike, or golf cart in minutes. This level of beach access continues to drive strong guest demand and supports premium rental rates year after year. As a newer home with a well-documented history of expert care, this property offers something increasingly rare in the short-term rental market: true confidence in condition. Minimal maintenance and years of reliable operation ahead mean a buyer can close and focus on the return, not the upkeep.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,295,000
5 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511733 MLS
Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within near distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,250,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511553 MLS
42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$1,650,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511511 MLS
Location is everything! This ocean-oriented, four-bedroom, three-and-one-half-bath condominium is just steps from the Atlantic Ocean and the shops, dining and entertainment of South Beach Marina Village in Sea Pines.Ideally positioned beside the new community pool, the residence offers a private rear deck as well as an upstairs deck off the primary suite. Enjoy convenient access to the beach, leisure trails, pickleball, restaurants, shopping and endless opportunities for recreation.Whether you are seeking a primary residence, vacation retreat or investment property, this is a wonderful opportunity to begin making lasting Hilton Head Island memories.

225 S Sea Pines Drive Unit 1401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$7,400,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511454 MLS
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511325 MLS
Luxury Hilton Head ownership made easy. Enjoy 27 deeded days each year in this fully furnished 3BR/3BA home located in the prestigious Owners Club at Indigo Run - starting with this Labor Day week! Offering approximately 2,000 square feet, this turnkey residence features spacious living areas, dual primary suites, a fully equipped kitchen, and porch-perfect for relaxing after a day on the golf course or at the beach.Ownership is truly carefree with a low annual fee covering property taxes, insurance, utilities, housekeeping, landscaping, and all interior and exterior maintenance. Resort-style amenities include a clubhouse, fitness center, pool, hot tubs, tennis, and unlimited golf at Indigo Run's Golden Bear Golf Club and seven additional area courses (cart fees only). Owners also enjoy vacation exchange privileges through RCI and Interval International. A rare opportunity to own a luxury Hilton Head Island retreat with all the benefits of second-home ownership and none of the hassle.

51 Aberdeen Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$819,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511236 MLS
Opportunity is Calling!!! Beach Oriented Large (1,988 sq/ft) 3 bedroom 2 1/2 bath Villa located in Palmetto Dunes. This Exceptional Condo has solid existing rental revenue 2025 - $76k and 2024 $68k rented via AirBnB. Ideal for investors seeking a high performing vacation rental on Hilton Head Island. This condo features a beautifully renovated kitchen with stainless steel appliances, granite countertops, new LVP in Primary bedroom ad coastal paint colors throughout, which adds to the tranquil vibe. Step out onto the back deck and enjoy cooking on a gas grille ad dining on a large outdoor patio table, with community pool just steps away! Queens Grant is located within Palmetto Dunes, which gives your guest access to three championship golf courses, tennis/pickleball courts, and BEACH is just a short bike ride. Other benefits Palmetto Dunes offers are shopping stores, dinning, scenic bike trails and 11 miles lagoon system for Kayaking.

45 Queens Folly Road Unit 640, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511193 MLS
Experience luxury ownership in Indigo Run's exclusive Owners Club. This deeded equity share home offers 27 days of annual use in a beautifully furnished 3BR/3BA residence of approximately 2,000 square feet. Designed for effortless "lock-and-leave" living, the home features dual primary suites, an open floor plan, a fully equipped kitchen, and a relaxing porch for enjoying the Lowcountry lifestyle.The all-inclusive annual ownership fee of $4,900 covers property taxes, insurance, utilities, housekeeping, and all interior and exterior maintenance. Owners enjoy exceptional amenities including a clubhouse, fitness center, resort-style pool, hot tubs, tennis, and unlimited golf at Indigo Run's Golden Bear Golf Club plus seven additional courses (cart fees apply). Exchange opportunities through RCI and Interval International provide access to vacation destinations worldwide. Enjoy luxury Hilton Head Island ownership without the responsibilities of full-time homeownership.

32 Aberdeen Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,149,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511192 MLS
Rare four-bedroom waterfront residence at The Charles, offering the space and privacy of a gracious Lowcountry home with the ease of luxury, lock-and-leave living. Set directly along Skull Creek, this approximately 2,665 square-foot, single-level residence captures wide water views, waterfront breezes, and memorable western sunsets toward Pinckney Island and the protected wildlife refuge beyond. Two screened porches-together providing approximately 280 square feet of outdoor living create inviting places to enjoy morning coffee, sunset cocktails, or the changing scenery along Skull Creek. The thoughtful floor plan offers four ensuite bedrooms, a rarity in a waterfront condominium setting, making this an exceptional choice for owners who value room for family and guests without the maintenance demands of a standalone waterfront home. Expansive living and entertaining areas, an elegant fireplace, an eat-in kitchen with pantry, and a dedicated wine cellar support both relaxed everyday living and effortless hosting.The first-floor location provides particularly convenient access to the waterfront pool, fire pit, grilling area, porte-cochère, assigned parking, and private storage. At The Charles, owners enjoy a secure, gated setting with 24 hour guard service and the peace of mind that comes with professionally maintained building exteriors and grounds.This is waterfront living at its most convenient: four ensuite bedrooms, direct Skull Creek views, exceptional outdoor space, and the freedom to arrive, relax, and leave whenever you choose-without a yard, exterior maintenance, or the responsibilities of a waterfront house.

63 Skull Creek Drive Unit 104, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$7,950,000
7 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510860 MLS
One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$308,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510571 MLS
Tucked among mature landscaping in the highly desirable gated community of Fiddler's Cove Beach & Racquet Club, this beautifully updated and fully furnished second-floor villa offers the perfect blend of comfort, privacy, and coastal charm. With 2 bedrooms, 2 baths, and a strong rental history, this turnkey property is ideal as a vacation getaway, investment opportunity, or full-time island retreat. Natural light fills the open living space where tile flooring and tasteful furnishings create a warm and inviting atmosphere. Step onto the private balcony and enjoy peaceful views of lush landscaping, offering a sense of serenity and seclusion rarely found in resort communities. The kitchen features white cabinetry, beautifully-toned quartz countertops, and an efficient L-shaped design with plenty of workspace, storage, and a sink facing the dining area-a rare feature. A full-size washer and dryer add everyday convenience. The spacious primary bedroom provides a relaxing retreat, while the guest bedroom, furnished with two twin beds, offers privacy and comfort for family and friends. A sleeper sofa allows additional accommodations for guests. Freshly painted and meticulously maintained, this villa is truly move-in ready. Whether you're spending the day at the beach, enjoying the resort amenities, or relaxing on your private balcony, you'll immediately feel at home. Fiddler's Cove offers exceptional amenities, including 24-hour gated security, heated and chilled pools, a hot tub, 10 Har-Tru tennis courts, pickleball courts, two indoor racquetball courts, playgrounds, and gathering areas with both charcoal and gas grills. Just a short walk or bike ride from the beach, this villa captures the relaxed Hilton Head lifestyle so many dream of-where mornings begin with ocean breezes and evenings end surrounded by the beauty and tranquility of the Lowcountry.

45 Folly Field Road Unit 3G, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510566 MLS
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,995,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-510509 MLS
Welcome to 151 Mooring Buoy, a classic Palmetto Dunes beach home offering the ideal blend of coastal charm, rental potential, and unbeatable proximity to the Atlantic Ocean! Located just four rows from the ocean, this 3-bedroom, 3-bath property sits on a serene lagoon and features its own private heated pool, creating the perfect setting for relaxation, entertaining, or short-term rental income. Inside, the home offers a bright, open layout with soaring ceilings, abundant natural light, and comfortable gathering spaces. The kitchen and living areas flow seamlessly to the outdoor deck and pool, making indoor-outdoor living effortless. Each bedroom is generously sized, including an inviting primary suite with peaceful lagoon views. The lagoon-front setting provides a tranquil backdrop for morning coffee, kayaking, or simply enjoying the wildlife that makes Palmetto Dunes so special. With strong rentals on the books already, a premier location, and room to update or expand, this property is an exceptional opportunity and value for both personal enjoyment and long-term investment.

151 Mooring Buoy, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,295,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-510120 MLS
Welcome to 9 Promontory Court. This remarkable 5-bedroom, 5-bath residence enjoys a coveted location overlooking multiple holes of the George Fazio Golf Course, complemented by panoramic views of Palmetto Dunes' iconic 11-mile lagoon system. With remarkable craftsmanship and design, the home offers thoughtful entertaining spaces balanced by intimate guest retreats, creating an ideal blend of elegance and comfort. The open-concept kitchen serves as the heart of the home and multiple living spaces allow for optimal entertaining for both small and large gatherings. Beautifully crafted, high-end details elevate every room, including soaring ceilings, custom millwork, and floor-to-ceiling windows that bathe the home in natural light and showcase the stunning golf and lagoon landscape beyond. An elevator provides effortless access throughout the residence. Step outside to experience true Lowcountry living. Relax in the heated pool and spa, entertain effortlessly across expansive covered and uncovered outdoor living spaces, and gather around the newly installed outdoor fireplace for cozy evenings under the stars. Launch a kayak or boat from your private dock to explore the tranquil lagoon and fish for redfish, tarpon, and stripers. Offering exceptional privacy, peaceful water views, and beach access just minutes away, this remarkable property embodies the very best of Hilton Head luxury living.

9 Promontory Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$6,995,000
5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-510012 MLS
Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

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.

© 2026 Georgia MLS. All rights reserved. Information Deemed Reliable But Not Guaranteed.