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$995,000
2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511759 MLS
Tucked away in a quiet corner of Greenwood Garden Villas, this updated 3 BD, 2 BA end-unit looks out over the 4th hole of Heron Point. A freshly updated front courtyard with new landscaping creates a welcoming entrance before stepping inside. All on one level with no steps, the villa features a spacious Carolina Room overlooking expansive lagoon and golf views. Extra windows along the side, a feature only found in the end units, bring in plenty of natural light and make the villa feel bright and open. Recent updates include fresh interior paint, mostly new furnishings, updated appliances, and new light fixtures. Greenwood Garden is known for its quiet setting, many full-time owners, and one of the lowest-density villa communities in Sea Pines. Centrally located, you're just steps from the community pool and an easy bike ride to Sea Pines Beach Club, Harbour Town, and South Beach.

212 Greenwood Drive Unit 315, Hilton Head Island

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

$975,000
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.

$825,000
3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-511445 MLS
Located just across the street from Sea Pines Country Club, on a quiet street, this 3-bedroom, 2-bath home offers something increasingly rare in Sea Pines: real opportunity under $1MM. The floorplan flows effortlessly with high ceilings in the family and primary bedroom. Outside, a fenced yard, private patio, and screened porch create the kind of everyday outdoor living buyers dream about. A two-car garage adds convenience rarely found at this price point in Sea Pines. Well loved and full of potential, this home is ready for your vision - bring your style and make it your own, in a location that speaks for itself. Minutes to Harbour Town, the beach, and miles of biking trails, all within the privacy and security Sea Pines is known for.

5 Wood Duck Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$7,950,000
HILTONHEAD-511653 MLS
An extraordinary opportunity to create a legacy oceanfront estate in one of Sea Pines most coveted locations. Offering an exceptional 100 feet of direct Atlantic Ocean frontage, this remarkable homesite is the first oceanfront lot to become available in this area in a long time. A rare opportunity. Tucked just off South Beach Lane, this premier property offers the chance to design and build a custom coastal retreat perfectly tailored to your vision. Wake to panoramic sunrises over the Atlantic, step directly onto the beach, and enjoy the privacy, prestige, and unmatched lifestyle that only true oceanfront ownership in Sea Pines can provide. Opportunities like this are extraordinarily scarce. If you've been waiting for the right oceanfront homesite to build your dream home, this is the moment.

15 Green Wing Teal Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,875,000
3 Beds ⋅ 4 Baths ⋅ 2,721 SqFt. ⋅ HILTONHEAD-511600 MLS
Nestled on prestigious Plantation Drive, in amenity-rich Sea Pines Community, this quintessential Tom Parker-designed Sea Pines home enjoys an exceptional location, beneath magnificent live oaks, perfectly situated within near distance to Harbour Town & the SP Beach Club. Set on just under a half-acre overlooking the 8th fairway of Heron Pointe Golf Course, this beautifully updated home offers more than 2,700 square feet of light-filled living space w/timeless charm, elevated first-floor construction, classic brick accents & serene golf course views.Step inside to a welcoming slate-floored entry that opens to hardwood flooring throughout the main living areas & bedrooms.The open-concept kitchen, family room, & living area create an ideal setting for everyday living & entertaining, anchored by a stunning floor-to-ceiling quartz gas fireplace. The beautifully renovated kitchen features custom cabinetry, GE Café & Bosch appliances, a gas range, gorgeous countertops w/hand-made back splash & updated lighting.The thoughtfully designed floor plan includes the primary suite & a guest suite on the main level, w/a spacious third en-suite bedroom above the garage that serves perfectly as a second primary suite or a private guest retreat. All bedrooms feature en-suite baths, & an additional half-bath is conveniently located for guests. The fabulous 550+ square-foot 2025 primary suite addition, offers breathtaking golf course views, a generous walk-in closet, & a luxurious spa-inspired bath featuring a double-sink vanity w/marble countertops & a custom-tiled walk-in shower. Add'l improvements include a comprehensive 2020 renovation with 3 new hurricane-impact sliding glass doors, a beautifully updated kitchen, & new lighting throughout. A GE wash/dryer & a new water heater were installed in 2021, while 2025 upgrades include a new furnace, ductwork, & hurricane-impact garage doors.Outdoor living is equally impressive w/a newly added (2025) covered screened porch measuring approximately 19' x 14', offering stunning golf course views & an adjacent elevated patio-perfect for relaxing or entertaining family & friends.Enjoy the best of Sea Pines with an easy walk or bike ride to Harbour Town or SP Beach Club. Owners enjoy access to miles of pristine beaches, a pvt residents' beach, world-class golf, tennis, marinas, a nature preserve, equestrian stables & countless other amenities. Experience the Sea Pines Lifestyle at its finest, you deserve to love where you live!

50 Plantation Drive, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$929,500
4 Beds ⋅ 3 Baths ⋅ 1,820 SqFt. ⋅ HILTONHEAD-511490 MLS
Discover the perfect Sea Pines getaway in this upgraded, fully furnished 4-bedroom, 3-bath townhome offering 1,820 sq ft of comfort and style. This beautifully updated villa overlooks a serene lagoon, creating the ideal Lowcountry backdrop for morning coffee or evening unwinding. With room to sleep 8 (possibly more) and short-term rental eligibility, it's an exceptional investment and a turnkey vacation retreat. Enjoy easy access to the community pool, tennis and pickleball courts, plus all the world-class amenities Sea Pines Resort is known for. A rare opportunity to own a spacious, move-in-ready home with views, convenience, and rental potential all in one!

7 Lake Forest Drive Unit APT 3366, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$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.

$850,000
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.

$825,000
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.

$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.

$825,000
3 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-510993 MLS
Turnkey Sea Pines Retreat with Proven Rental Income. Welcome to this beautifully updated single-level 3-bedroom, 2-bath townhouse nestled in one of Sea Pines' most peaceful and desirable communities. Offering the ease of one-level living, this furnished, move-in-ready home is the perfect primary residence, vacation retreat, or investment property, combining comfort, convenience, and outstanding income potential. The thoughtfully updated interior features luxury vinyl plank flooring, fully renovated bathrooms, vaulted ceilings in both the living room and primary bedroom, and an open, light-filled layout designed for relaxed coastal living. Recent improvements include a new water heater (2023), new HVAC system (2024), and freshly repainted exterior (2024), providing peace of mind for years to come. Enjoy your morning coffee on the private east-facing deck overlooking a tranquil lagoon, where herons, turtles, and other lowcountry wildlife create a peaceful natural setting. Multiple parking spaces are conveniently located directly outside the front door. Outdoor enthusiasts will appreciate being just a short walk from the Sea Pines Forest Preserve, offering miles of scenic walking trails and fishing lakes, as well as nearby Lawton Stables with horseback riding and a popular petting zoo. The Beach Club is just a 15-20 minute bike ride away, while the nearby Greenwood Gate provides quick and convenient access in and out of Sea Pines. The community features a large swimming pool with gazebo and grills, tennis courts, pickleball courts, well-maintained landscaping, and a low HOA. As a Sea Pines property owner, you'll enjoy access to world-class amenities including championship golf, tennis, the Sea Pines Beach Club, the private owner-only Tower Beach, Harbour Town, South Beach Marina, miles of leisure trails, dining, shopping, and everything that makes Sea Pines one of Hilton Head Island's premier resort communities. Being sold fully furnished, this turnkey property has generated $57,000 annually in documented annual short-term rental income while still allowing 15 weeks of owner use, a rare combination of strong investment performance and generous personal enjoyment. An elevation certificate is available, with the finished floor elevation measured at 7.3 feet, providing valuable information for insurance planning.

125 Greenwood Drive Unit 3423, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$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.

$850,000
3 Beds ⋅ 3 Baths ⋅ 1,970 SqFt. ⋅ HILTONHEAD-510798 MLS
Lightly lived in 3 bedroom, 2 full bath home on a Club Course cul-de-sac backing up to Newhall Nature Preserve.

12 Club Course Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$749,000
2 Beds ⋅ 3 Baths ⋅ 1,238 SqFt. ⋅ HILTONHEAD-510644 MLS
Here is the "DOLLHOUSE" you've always dreamed about! Located in the exquisite Carolina Place community in the heart of the Low Country you can live out your dream! This FEE SIMPLE 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! 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 bathroom. 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.

$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.

$2,625,000
5 Beds ⋅ 5 Baths ⋅ 3,872 SqFt. ⋅ HILTONHEAD-510379 MLS
Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$795,000
3 Beds ⋅ 3 Baths ⋅ 1,405 SqFt. ⋅ HILTONHEAD-510370 MLS
Peaceful Sea Pines retreat with proven rental performance and a prime front-gate location! Projected to gross over $70K annually in gross rental revenue, 3416 Carolina Place is a 3-bedroom / 3-bathroom end-unit townhome in a tranquil, highly rated community just beyond the front gate of Sea Pines Resort-ideal for quick in-and-out access while remaining bikeable to Harbour Town, the beach, and the Sea Pines Forest Preserve. Tucked toward the back of the complex, the setting is serene with lagoon frontage and Forest Preserve views beyond, enjoyed from both the private back deck and a screened-in porch. Bright and open with high vaulted ceilings, this Lowcountry cottage is turn-key and offers a functional layout suited for personal use and guest stays. Major updates provide real buyer confidence, including a new roof, skylight, dishwasher, and HVAC system (2022), plus new memory-foam mattresses, updated light fixtures/ceiling fans, and a newly rescreened porch (2024). Carolina Place offers a large private community pool with a spacious deck and sauna area, along with well-maintained tennis and pickleball courts-then step out and live the Sea Pines lifestyle: afternoons at the Sea Pines Beach Club with oceanfront dining and amenities, sunset walks through Harbour Town Marina by the iconic lighthouse, world-class golf and tennis, and easy access to shopping and dining at The Shops at Sea Pines Center, plus South Beach Marina Village, Lawton Stables, miles of leisure trails, and the Forest Preserve-all just minutes away. This is the kind of Sea Pines retreat that makes you want to stay longer-and keeps guests coming back.

125 Greenwood Drive Unit APT 3416, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$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.

$9,375,000
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.

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 2,806 SqFt. ⋅ HILTONHEAD-509938 MLS
Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

64 Lawton Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$920,000
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.

$2,250,000
5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,225,000! 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.

$679,900
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.

$2,275,000
4 Beds ⋅ 5 Baths ⋅ 4,302 SqFt. ⋅ HILTONHEAD-507990 MLS
This beautifully maintained Lowcountry style home is located in the exclusive Long Marsh community, offering just 20 residences and access to a pool, tennis, and pickleball. This home offers seamless indoor-outdoor living with stunning marsh views, abundant natural light, 2 owner suites, and an incredible back deck perfect for relaxing or entertaining. Significant updates include a 2014 reconfiguration creating a first -floor owner suite with walk-in closet, modernized 3 baths, all new kitchen, flooring, paint, along with an added upstairs ensuite bedroom. In 2018, hurricane impact Jeld-Wen windows and doors were installed on the rear of the home, and in 2019 the garage was connected adding approximately 100 heated square feet, along with an expanded laundry room. Interior features include exquisite trim work, engineered hand scraped hardwood flooring in the main living areas/owner suite, plantation shutters, designer lighting, two gas fireplaces, multiple living/dining spaces, newer kitchen with premium stainless GE Monogram appliances, 2 owner suites, and 2 guest ensuites. An exceptional offering in Sea Pines, this impeccably maintained residence presents a rare opportunity to own in the highly sought-after Long Marsh community. With its stunning marsh views, serene setting, and thoughtful updates throughout, this home provides an ideal backdrop for creating lasting memories for years to come.

21 Long Marsh Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$975,000
4 Beds ⋅ 3 Baths ⋅ 2,361 SqFt. ⋅ HILTONHEAD-507421 MLS
Lovely 4 bedroom, 2.5 bath home in world renowned Sea Pines Resort. Fully renovated in 2021, the kitchen has updated cabinets, countertops, appliances, and shiplap galore. The bathrooms feature frameless shower doors and updated vanities. The wood flooring has been refinished throughout the home; new tiling in the baths and LVP added to bedrooms. NEW HVAC in 2021. This home features a large open living area, sunny Carolina room with lovely golf course views and decks for enjoying outdoor living. Strong rental history. Room for a pool.

150 Otter Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$7,400,000
4 Beds ⋅ 4 Baths ⋅ 5,194 SqFt. ⋅ HILTONHEAD-506820 MLS
Rare oceanfront land. Exceptional privacy. Substantial construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on approximately half an acre near South Beach in Sea Pines, this one-owner oceanfront residence offers more than 5,100 square feet of thoughtfully designed living space, direct beach access and a private heated pool. The flexible floor plan includes four bedrooms, with two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or private sitting room. Additional spaces include three-and-one-half baths, a dedicated office, media room, craft room, two fireplaces and an expansive primary suite with a private ocean-facing terrace.High ceilings, generous room proportions and abundant natural light provide an impressive foundation for creating a sophisticated coastal retreat. Enjoy the home today while personalizing it over time to reflect your own vision and lifestyle.Privately positioned along one of Hilton Head Island's most desirable stretches of coastline, this is a rare opportunity to secure a substantial oceanfront estate where location, land and possibility come together.

21 Belted Kingfisher, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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