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$925,000
2 Beds ⋅ 3 Baths ⋅ 2,032 SqFt. ⋅ HILTONHEAD-511564 MLS
Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$675,000
1 Beds ⋅ 1 Baths ⋅ 724 SqFt. ⋅ HILTONHEAD-511602 MLS
Experience the best of island living from this completely remodeled waterfront villa in the desirable Ketch Court Villas in Sea Pines. Perfectly positioned to capture breathtaking views of the Intracoastal Waterway, Harbour Town, and the iconic Harbour Town Lighthouse, this exceptional residence offers an unmatched coastal lifestyle.Thoughtfully renovated with elegant finishes and timeless design, the villa is filled with natural light and showcases panoramic waterfront vistas from the moment you step inside. Relax with your morning coffee as boats glide along the Intracoastal, then end each day with magnificent sunsets painting the sky over Harbour Town.Ideally located in the heart of Sea Pines, you will enjoy convenient access to world-class golf, beautiful beaches, fine dining, shopping, the marina, and miles of scenic leisure trails. Whether you are searching for a luxury vacation retreat, investment property, or full-time residence, this stunning villa offers an extraordinary opportunity to own one of Hilton Head's most captivating waterfront settings. Owner is an SC realtor.

2 Lighthouse Lane Unit 858, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,650,000
4 Beds ⋅ 3 Baths ⋅ 2,015 SqFt. ⋅ 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.

$1,300,000
3 Beds ⋅ 3 Baths ⋅ 1,657 SqFt. ⋅ HILTONHEAD-511539 MLS
Welcome to this calming, nature oriented, three bedroom, three bath home with multiple primary suites. Its a great vacation, second, or primary home within a mile of the beach located in beautiful Sea Pines. Renovations in 2022 include new primary bedroom closet and bath featuring shower, tub, and heated tile floor and towel rack. After a great day at the beach, relax in the salt water hot tub (2026) or use the outdoor shower to cool off. Updates include plumbing, windows, duct work, and mosquito system for the yard. Detached storage building is convenient for bikes and other items.

53 Lawton Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$825,000
2 Beds ⋅ 2 Baths ⋅ 1,200 SqFt. ⋅ HILTONHEAD-511429 MLS
Wake up to one of the most iconic views on Hilton Head Island. This third-floor end-unit Cutter Court villa overlooks Harbour Town, the Calibogue Sound, and the legendary Harbour Town Lighthouse. Featuring two bedrooms and two full baths, the villa offers a bright, open living area where the living room slider and kitchen windows perfectly frame the marina and famous lighthouse. Just moments from your door are Harbour Town's boutique shopping, waterfront dining, world-class golf, and full-service marina. Relax on your private balcony as sailboats and yachts glide across the Sound. Whether you're here for a weekend getaway or an extended stay, everything you need is within easy reach. Miles of leisure trails connect you to the Sea Pines Beach Club, South Beach Marina, Lawton Stables, beautiful beaches, and countless opportunities to explore.

6 Lighthouse Lane Unit 946, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,075,000
3 Beds ⋅ 2 Baths ⋅ 1,329 SqFt. ⋅ HILTONHEAD-511145 MLS
Enjoy beautiful views of Braddock Cove from this 3-bedroom, 2-bath Bluff Villas residence in the heart of Sea Pines. Located on the third floor, this villa features an open great room with abundant natural light and peaceful water views. The primary suite offers a private bath, while two guest bedrooms share a hallway bath, providing plenty of space for owners and guests alike. Perfectly positioned across the street from the beach and adjacent to South Beach Marina Village, this property offers easy walking access to restaurants, shopping, watersports, tennis, bike trails, and the Salty Dog Café. With its desirable three-bedroom floor plan, water views, and premier South Beach location, this villa offers excellent potential as a primary residence, vacation home, or income-producing rental property. Enjoy everything Sea Pines has to offer from one of Hilton Head Island's most sought-after communities.

8 Braddock Bluff Drive Unit 1810, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$815,000
3 Beds ⋅ 2 Baths ⋅ 928 SqFt. ⋅ HILTONHEAD-511473 MLS
Experience the charm of coastal living at 45 Night Heron, a beautifully positioned Sea Pines beach cottage just a five-minute stroll to Hilton Head Island's renowned beaches. This light-filled 3-bedroom, 2-bath retreat offers an open floor plan with soaring vaulted ceilings, creating an inviting space for gathering and relaxing. Ample enclosed storage beneath the home provides room for beach gear, bicycles, and more. Night Heron has its own private community pool. Harbour Town, South Beach, Sea Pines Beach Club, & the Plantation Golf Club are just moments away by way of 17 miles of picturesque leisure trails. Located near the Ocean Gate for easy island access and only minutes from the shopping, dining, and entertainment of Coligny Plaza, this property is perfectly suited as a primary residence, vacation home, or high-performing rental investment.

45 Night Heron Lane, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,800,000
3 Beds ⋅ 3 Baths ⋅ 2,467 SqFt. ⋅ HILTONHEAD-511327 MLS
Imagine beginning each day with a short walk to one of Hilton Head Island's most beautiful beaches - just 200 steps from your door to the sand. Set in a coveted third-row location directly on the beach path, beneath a canopy of mature live oaks and palms, 8 Marsh Wren Road offers effortless access to Sea Pines' five miles of pristine Atlantic coastline, where morning walks, sunrise swims, and salt air become part of everyday life. The generous 106' x 120' lot is the true value here - a rare, buildable homesite in one of the Island's most sought-after beach communities, offering room for a pool, expansive outdoor living, and a residence designed exactly to your vision. For the ambitious buyer, the existing home presents an opportunity to undertake a transformative renovation and bring fresh life to this beachside setting. Whether you're drawn to the sunrises and salt air, the ease of beach access with the path just off the property, or the ability to bring your own luxury coastal vision to life in Sea Pines, 8 Marsh Wren Road presents a rare opportunity. Whether the goal is an ambitious renovation or a new coastal residence, 8 Marsh Wren Road presents a compelling opportunity to invest in the location, lot, and lifestyle that make Sea Pines beach-life so desirable.

8 Marsh Wren Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ 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 ⋅ 3,531 SqFt. ⋅ 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.

$1,675,000
3 Beds ⋅ 4 Baths ⋅ 2,414 SqFt. ⋅ HILTONHEAD-511146 MLS
Nestled on a quiet street just moments from the beach, this traditional Sea Pines home offers picturesque lagoon views, 3 bedrooms, and 3.5 baths. A warm and inviting foyer opens to a spacious living room with soaring ceilings and a wall of French doors that flood the home with natural light while framing the tranquil water views. Designed for both everyday living and entertaining, the open kitchen features a large center island with seating and a bright dining area surrounded by windows. The first-floor primary suite provides a peaceful retreat, while a dedicated office offers an ideal work-from-home space. Upstairs, two generously sized guest bedrooms, each with an en-suite bath, ensure comfort and privacy for family and friends. With its timeless architecture, inviting floor plan, and desirable location near the beach, this Sea Pines home offers the perfect blend of Lowcountry charm and relaxed coastal living.

9 Cannon Row, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$525,000
1 Beds ⋅ 1 Baths ⋅ 756 SqFt. ⋅ HILTONHEAD-511232 MLS
South Beach has always been one of Sea Pines' most beloved retreat destinations! This gorgeously updated Bluff Villa is just steps from the sandy shoreline and adjacent to the newly energized South Beach Marina Village. The spacious single-bedroom suite design is a true strength-perfectly sized, easy to own, and low-maintenance without feeling small. Inside, tasteful coastal décor, smooth ceilings, luxury plank-style flooring, current color selections, and a nautical/beachy feel create an inviting island escape that instantly feels relaxing. The updated kitchen features stainless appliances, a glass-tile backsplash, and fresh finishes, while the beautifully updated bathroom adds to the move-in-ready appeal. The large owner's suite opens to a private back terrace with a hanging porch swing and peaceful landscape views. With exciting upgrades underway at South Beach Marina and the BEACH just moments away, this is a compelling opportunity to enhance your coastal real estate portfolio!

6 Braddock Bluff Drive Unit 1659, Hilton Head Island

Listing courtesy of Collins Group Realty.

$7,950,000
7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ 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.

$2,229,000
4 Beds ⋅ 5 Baths ⋅ 3,184 SqFt. ⋅ HILTONHEAD-510880 MLS
JUST A SHORT BIKE RIDE TO THE BEACH! Drive down your long private drive to this spacious home all on one level offering an open floor plan featuring 4 BR/ 4 1/2 BA with a private courtyard pool. This home is located on over a half an acre lot in the coveted Sea Pines Resort - one of Hilton Head Island's most desirable neighborhoods. Fabulous views looking out over a lush lawn, tranquil lagoon and Egret Island. Whether you're seeking a private family retreat, a savvy investment or an idyllic island getaway, this home delivers. Indulge in Sea Pines' world class amenities... from the Beach Club and golf to tennis, pickleball and miles of pristine beaches ... plus the charm of the iconic Harbour Town, deepwater views, shops and restaurants. Opportunity to join the Baynard Park Club for access to the sound-front pavilion & dock.

11 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$729,000
2 Beds ⋅ 3 Baths ⋅ 1,238 SqFt. ⋅ HILTONHEAD-510644 MLS
Come see this totally RENOVATED FEE SIMPLE home Located in the exquisite Carolina Place community in the heart of the Low Country where you can live out your dreams of enjoying the island! This 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! Complete privacy and serene view with wonderful wild life including deer, various Southern birds and so much more! Having been recently updated it is a turn-key opportunity to have a permanent primary, secondary or investment home in Sea Pines Plantation. The first floor is spacious and open with a HUGE screened-in back porch that runs the entire width of the townhome and is fully enclosed. It adds a welcome dimension to the living space and adds a variety of space for hosting friends and family. The view is peaceful and tranquil with the lagoon and the protected forest preserve backdrop behind it with only the natural wildlife as your neighbors. You can sit on your covered fully enclosed back porch and enjoy all the beauty that the Low Country has to offer! Both bedrooms are located upstairs and each have their own private updated bathrooms. This home is easy in and located in close proximity to the ample amenities that Carolina Place has to offer! It has a large swimming pool with on sight spa with tennis and pickle ball courts too! Sea Pines Plantation has so much to offer with biking trails that run throughout the area taking you throughout Sea Pines including Harbour Town, South Beach Marina or the Beach Club....there's also a private access beach for owners of Sea Pines Properties.....not to mention the 4 different golf courses, tennis, pickle ball, boating, shopping and all the water sports imaginable!! There's a reason this particular area has so many happy owners.....come see for yourself and become a Sea Pines Residential owner TODAY!!

125 Greenwood Drive Unit APT 3407, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$685,000
2 Beds ⋅ 2 Baths ⋅ 1,051 SqFt. ⋅ HILTONHEAD-510737 MLS
High-performing rental opportunity in the heart of Sea Pines Resort with strong demand. This fully furnished 2BR/2BA villa is turnkey and rental-ready, featuring an open layout, vaulted ceilings, updated flooring, and a private balcony. Ideally located near the Shops at Sea Pines Center, with a short bike ride to Harbour Town and the Sea Pines Beach Club. The property offers excellent income potential while maintaining flexibility for personal use. A low-maintenance investment positioned in one of Hilton Head Island's most established and consistently rented resort communities.

85 Lighthouse Road Unit 2389, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$1,449,000
4 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-510645 MLS
Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,275,000
4 Beds ⋅ 4 Baths ⋅ 2,200 SqFt. ⋅ HILTONHEAD-510192 MLS
Experience the very best of Hilton Head Island from this exceptional villa in the heart of Sea Pines, one of the most prestigious and sought-after resort communities on the East Coast. Whether you're searching for a primary residence, vacation retreat, or investment property, this rare opportunity places you at the center of everything that has made Sea Pines a world-renowned destination for generations. Perfectly positioned just a few blocks from the iconic Harbour Town, this rare spacious 4-bedroom, 3-bath villa offers the ultimate blend of location, lifestyle, and convenience. Step outside your door and be at the legendary Harbour Town Golf Links in 2 minutes, home of the annual RBC Heritage, one of the most celebrated tournaments on the PGA Tour. From moss draped oaks, every day feels like a vacation. Sea Pines offers miles of leisure trails, pristine beaches, championship golf, world-class tennis and pickleball, water sports, fishing, boating, and endless opportunities to explore the natural beauty of Hilton Head Island. Hop on a fishing charter, para sailing vessel, or kayak just a minute from your front door. Dining and entertainment are just moments away, with the vibrant Harbour Town marina featuring waterfront restaurants, boutique shopping, live music, and the iconic red-and-white lighthouse that has become synonymous with Hilton Head Island. Families will appreciate the safe, welcoming atmosphere and endless activities for children, while those seeking relaxation will find it easy to unwind amidst the resort's tranquil coastal setting. Adding to the appeal, opportunities within this highly desirable complex are exceptionally rare. With no competing units currently available, this villa represents a unique chance to own in one of the most coveted locations in Sea Pines, offering approximately 2,200 square feet of living space, an unbeatable stroll-to-everything location, and access to one of the East Coast's premier resort destinations, 107 Lighthouse Road #2308 embodies the Hilton Head lifestyle at its finest. This is more than a property-it's an opportunity to own a piece of one of America's most beloved coastal communities. On site pool, recent luxury vinyl floors, new AC, freshly painted and all bathrooms totally redone. Kitchen has NEW SS appliances and quartz counters. Don't miss it! Bike everywhere! Trolley stop across the street!

107 Lighthouse Road Unit 2308, Hilton Head Island

Listing courtesy of SERHANT.

$695,000
2 Beds ⋅ 2 Baths ⋅ 1,210 SqFt. ⋅ HILTONHEAD-510242 MLS
Welcome to one of the most desirable locations in Plantation Club! This beautifully maintained 2BR/2BA ground-floor corner villa enjoys expansive views of Atlantic Dunes Golf Course and is located in the closest Plantation Club building to the Sea Pines Beach Club-only 700 yards away.Designed for easy coastal living, the villa features smooth ceilings, luxury vinyl plank flooring, and a comfortable floor plan that seamlessly connects the living and dining areas to an oversized private patio. Perfect for morning coffee, outdoor dining, or relaxing after a day at the beach, the spacious patio offers exceptional golf course views and a peaceful Lowcountry setting.Offered fully furnished, this move-in-ready villa presents an outstanding opportunity as a primary residence, vacation retreat, or income-producing rental property. Its prime Sea Pines location provides convenient access to the beach, pools, Harbour Town, South Beach Marina, Sea Pines Center, and miles of scenic leisure trails. The seasonal Sea Pines Trolley stop is located nearby, making it easy to enjoy all of Sea Pines' world-class amenities.Whether you're seeking a personal getaway or an investment opportunity, this exceptional Plantation Club villa combines ground-floor convenience, outstanding golf views, and one of the community's most walkable locations to the beach.

10 Lighthouse Road Unit 426, Hilton Head Island

Listing courtesy of Charter One Realty.

$729,000
2 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-510126 MLS
Experience coastal luxury in this beautifully renovated villa with sweeping views of #9 of the Atlantic Dunes golf course and the Plantation Golf Club clubhouse. Completely transformed from top to bottom, the villa features a brand-new kitchen, beautifully updated baths, lifted ceiling, new flooring, fresh interior paint, stylish new furnishings and appliances throughout. Every detail has been carefully curated to deliver a sophisticated, move-in-ready coastal retreat. Step outside to what feels like your own back yard to enjoy refreshing ocean breezes and picturesque golf views or spend the day relaxing at the community pool. Just a short bike ride away, the renowned Sea Pines Beach Club offers miles of pristine white-sand beaches. Enjoy easy access to Harbour Town via bike path or trolley, where world-class dining, shopping, water activities, and the iconic lighthouse await. An established rental income makes this property the perfect investment property and also can serve well as a primary residence, or vacation retreat as this exceptional villa offers the best of the Sea Pines lifestyle.

18 Lighthouse Road Unit 462, Hilton Head Island

Listing courtesy of Charter One Realty.

$8,995,000
5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$775,000
2 Beds ⋅ 3 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-509566 MLS
Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$890,000
3 Beds ⋅ 4 Baths ⋅ 1,780 SqFt. ⋅ HILTONHEAD-509012 MLS
Luxury Updated 3 BR Stoney Creek Condo with great pool views. Only minutes to world famous Harbourtown Golf Links, Lighthouse, Shops and Restaurants this updated luxury condo can sleep 8 people. What a wonderful location to come and enjoy world class amenities for a family beach or golf vacation. Sea Pines has miles of bike paths, beach access and a trolley to run you around the Sea Pines Resort. Kitchen has granite counter tops, updated appliances, washer, dryer and fully stocked so you can prepare an afternoon snack or a full meal for the family or golfers. Living has large flat screen TV and half bath is just off the living room. Walk right out from the living room to enjoy a nice back patio with pool views. Pool is only steps from the back deck so you can take a dip and cool off after a long day on the beach or golf course. Master Bedroom has a king size bed with updated en suite bathroom. New vanity, new tile floors and tile shower with inlaid accents. Guest bedroom has new vanity, new tile, new shower and king size bed. Feels like a double master suite with all the updates and king size beds. The guest room has two double beds for kids or golfers. The luxury condo can sleep a total of eight people with plenty of room to spread out. Wonderful large townhome with private bedrooms and spectacular location near all the amenities in Sea Pines Resort

19 Stoney Creek Road Unit 286, Hilton Head Island

Listing courtesy of Hilton Head Luxury Homes, Inc.

$2,100,000
5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,100,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$2,795,000
3 Beds ⋅ 3 Baths ⋅ 2,184 SqFt. ⋅ HILTONHEAD-508697 MLS
A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$659,900
2 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-508598 MLS
Easy walk to the Beach and Plantation Club from this second floor, furnished, golf view villa with 2 bedrooms and 2 bathrooms. The Plantation Club has two, private swimming pools. The Sea Pines Plantation Clubhouse has golf and a restaurant. The Sea Pines Beach Club has a bar and restaurants. The villa is a short ride from the Sea Pines Center with restaurants and shops. The villa is a short ride to Harbourtown. The villa has many upgrades: 2016, new HVAC. 2020, new microwave and 1st bedroom mattress/boxsprings. 2021, new dishwasher and bedroom television. 2022, new guest bedroom matresses. 2023, new patio furniture. 2024, new living room tables, primary bathroom tiled shower, new tile floors, all new interior paint, new living room television, new living room curtains, new window blinds, all new door casings and baseboards. 2025, new refrigerator, clothes washer and dryer, hot water tank. All linens are included with the sale.

18 Lighthouse Road Unit 471, Hilton Head Island

Listing courtesy of Go Gated Realty Inc.

$825,000
3 Beds ⋅ 3 Baths ⋅ 1,504 SqFt. ⋅ HILTONHEAD-508219 MLS
Discover this turn-key, updated 3BR/3BA home in the highly sought-after Carolina Place community within Sea Pines. With rental projections exceeding $75,000 annually, this property offers the ideal blend of lifestyle and income potential. Enjoy a short stroll to the private community pool, tennis courts, and pickleball courts-exclusively available to owners and guests. Carolina Place features single-family detached homes with the convenience of low-maintenance living. The HOA ($370/month) includes weekly landscaping, trash service, monthly interior and exterior pest control, as well as pool maintenance and insurance. Inside, the home is light and bright with soaring cathedral ceilings, new luxury vinyl plank flooring, and stainless steel appliances. The updated kitchen showcases quartz countertops and Thomasville cabinetry, while all bathrooms have been tastefully renovated with tile flooring and modern vanities. Relax and unwind with serene "forever" views of open green space backing up to the Sea Pines Forest Preserve footprint, offering both privacy and natural beauty. Whether you're seeking a high-performing investment property or the perfect second home getaway, this is a standout opportunity to own in one of Hilton Head Island's premier gated communities.

78 Shell Ring Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$605,000
1 Beds ⋅ 1 Baths ⋅ 756 SqFt. ⋅ HILTONHEAD-508317 MLS
This beautiful villa is not only just steps from the beach, but also offers stunning views of Braddock Cove and the charming South Beach Marina. Imagine beginning and ending your day with the sliders open, enjoying a warm sea breeze as boats glide into the marina and egrets and herons wander along the marsh. Located on the top floor, this villa was completely renovated in 2019 with no detail overlooked. The redesigned kitchen features stainless steel appliances, quartz countertops, and custom cabinetry. Additional upgrades include smooth ceilings with crown molding and baseboards, luxury vinyl flooring, updated lighting and ceiling fans, and all-new plumbing fixtures. Major systems have also been replaced, including the HVAC, water heater, and washer and dryer. The home is further enhanced by impact-resistant patio doors, new interior doors, and updated furnishings and décor throughout. Enjoy all the amenities South Beach has to offer right outside your door, including shopping, dining, tennis, pickleball, and a variety of water activities. Never rented and only lightly used by the owners, this villa has been lovingly maintained as their perfect beach getaway.

8 Braddock Bluff Drive Unit 1813, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$8,700,000
5 Beds ⋅ 6 Baths ⋅ 5,580 SqFt. ⋅ HILTONHEAD-508090 MLS
Quite simply, one of the finest homes to come on the market in Sea Pines in many years. This luxury custom home, completed in 2022 by Esposito Builders and masterfully designed by architect Terry Rosser, is set along the highly coveted Calibogue Cay, an address reserved for a select few. Sweeping marsh vistas and extraordinary sunsets create a setting that is both serene and unforgettable. Dramatic 20+ ft ceilings span the living room, kitchen, and breakfast nook, filling the space with natural light and drawing your eye straight to the marsh beyond. The kitchen is beautifully executed and opens to a refined entertaining space with a wet bar, glass-front cabinetry, and a well-appointed butler's pantry. Just off the main living area, the screened porch with fireplace offers a comfortable, private retreat you will enjoy year round. The outdoor setting is equally impressive. A generous saltwater pool, private dock, and boat lift are perfectly positioned to capture long marsh views and remarkable sunsets. The primary suite is a true retreat, with expansive his-and-her walk-in closets, separate vanities, and a convenient Primary Laundry Room. Five bedrooms, along with a private executive office overlooking the marsh and sound, provide both scale and flexibility. Additional features include a 3-stop elevator, whole-house generator, and an oversized 2+ car garage with climate-controlled storage. Opportunities like this are few and far between. This is Calibogue Cay at its absolute best.

59 N Calibogue Cay Road, Hilton Head Island

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

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