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59 N Calibogue Cay Road, Hilton Head Island
$7,800,000
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. Selling Office: Keller Williams Realty.

50 N Calibogue Cay Road, Hilton Head Island
$3,300,000
4 Beds ⋅ 4 Baths ⋅ 5,034 SqFt. ⋅ HILTONHEAD-505597 MLS
Rare opportunity to own a spectacular Lowcountry marshfront deepwater estate on nearly an acre along one of Sea Pines' most coveted streets. This fully reimagined 5,034-square-foot residence blends luxury, privacy, and breathtaking coastal scenery. The home features a first-floor primary suite, three guest retreats, den, elevator, and a chef's kitchen appointed with GE Monogram appliances. An expansive enclosed heated pool and recreation area, outdoor grilling space, and private dock with direct access to the Atlantic Ocean create an exceptional waterfront lifestyle. Rebuilt from the studs, the residence offers all new electrical, plumbing, HVAC, and spray-foam insulation, along with bamboo flooring, designer lighting, and walls of glass that fill the home with natural light. Open living spaces flow seamlessly to the pool enclosure and waterfront dock-perfectly designed for effortless entertaining and unforgettable Lowcountry living. Your coastal life begins here!

50 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: RE/MAX Island Realty.

16 Indigo Lane, Hilton Head Island
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-448645 MLS
Brand-new construction in the heart of Sea Pines! Perfectly positioned in the highly sought-after Lawton Woods neighborhood, this exceptional home is just a short walk or bike ride to the beach and the outstanding amenities that make Sea Pines so special. Designed with both comfort and style in mind, the main level features a bright, open-concept floor plan that seamlessly connects the living room, dining area, and kitchen - creating an inviting space ideal for everyday living and effortless entertaining. Large windows fill the home with natural light, enhancing the airy, coastal feel throughout. Just off the living and dining areas, a screened-in porch extends your living space outdoors, offering the perfect setting for year-round relaxation while overlooking the tranquil lagoon. Whether enjoying a quiet morning coffee or hosting friends in the evening, this peaceful backdrop adds to the home's charm. Upstairs, the spacious primary suite provides a private retreat, complete with its own outdoor deck - an ideal spot to unwind and take in beautiful sunset views at the end of the day. Construction is almost complete, offering the exciting opportunity to enjoy a beautifully finished new home in the very near future!

16 Indigo Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Howard Hanna Allen Tate Lowcountry.

19 Wisteria Lane, Hilton Head Island
$2,325,000
5 Beds ⋅ 4 Baths ⋅ 3,424 SqFt. ⋅ HILTONHEAD-512304 MLS
One of thе finest hοmеs іn Grееnwoοd Fοrest, 19 Wisteria Ꮮanе offers a rare combination of newer construction, exceptional updates, and generous living space in the heart of Sea Pines. Built in 2008, this beautifully maintained 5-bedroom home has been cherished as a second home and has never been on the rental market. Beautiful hardwood floors flow throughout the main living areas and were refinished in 2023, complemented by tray and coffered ceilings, crown molding, designer lighting, updated hardware, and coordinated finishes throughout. The spacious kitchen was thoughtfully remodeled in 2023 and features custom heart pine cabinetry, new appliances, a large center island with a quartz countertop, abundant storage, and plenty of room for gathering and entertaining. The living area is anchored by a gas fireplace, while the sun-filled Carolina room provides an inviting additional living space and takes full advantage of the home's peaceful and private setting. Step outside to an oversized back deck overlooking a private wooded vista with plenty of room for a pool. Surrounded by mature Lowcountry landscaping, the setting feels tucked away and immersed in nature while still offering the convenience and lifestyle of Sea Pines. The first floor includes a primary suite providing convenient main-level living plus two guest bedrooms, and two additional bedrooms upstairs joined by a separate living area, offering excellent space for family and guests. Additional features include a side-entry two-car garage and numerous upgrades throughout. Centrally located in Sea Pines, Greenwood Forest residents enjoy a recently updated private community pool, tennis courts, and playground, along with access to all that Sea Pines has to offer, including miles of beaches and leisure trails, world-class golf and tennis, Harbour Town, South Beach Marina Village, dining, shopping, and more. An attractively updated and exceptionally cared-for home in one of Sea Pines' most desirable residential neighborhoods.

19 Wisteria Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

32 Spartina Court, Hilton Head Island
$2,150,000
3 Beds ⋅ 4 Baths ⋅ 2,700 SqFt. ⋅ HILTONHEAD-503679 MLS
Completely and painstakingly renovated and impeccably styled, this Sea Pines residence offers a rare blend of refined design, thoughtful functionality, and enduring quality. Reimagined from top to bottom with a discerning eye, the open-concept interior is filled with natural light and features new high-quality LVP flooring, fully redesigned (and frankly fabulous) kitchen and baths, Viking appliances throughout, newly constructed decking, and a striking new front entry. Designed for both gracious everyday living and relaxed coastal entertaining, this home includes a custom-added laundry room with LG WashTower and Smart Steam Closet. The primary suite is a private retreat, highlighted by a beautifully illuminated, custom-style closet and a spa-inspired bath. Two well-appointed guest suites, each with a private en-suite bath, offer comfort and privacy for family and guests. Offered fully furnished in a sophisticated yet uber-comfortable style, the home reflects a cohesive, timeless aesthetic. Enjoy quiet evenings by the gas fireplace indoors, gather around the outdoor fire table, and embrace effortless Lowcountry living in a setting that feels both polished and welcoming. (Visit at dusk to see the bespoke landscape light scape highlighting the gorgeous oak cluster at the front of the home.) Ideally situated within Sea Pines, the home at 32 Spartina Court offers owners and their guests access to world-class beaches, championship golf, miles of leisure bike paths, and the shops and dining of Harbour Town, South Beach, and Sea Pines Center. Calibogue Club neighborhood features an oversized swimming pool and tennis/pickleball courts onsite. Equally suited as a primary residence or refined coastal retreat, this home delivers the ease, quality, and understated luxury that Sea Pines buyers expect- and appreciate.

32 Spartina Court, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral. Selling Office: Sea Pines Real Estate - Beach Club.

11 Forest Drive, Hilton Head Island
$1,875,000
4 Beds ⋅ 4 Baths ⋅ 2,632 SqFt. ⋅ HILTONHEAD-511374 MLS
You must see this recently updated home in Greenwood Forest, built in 1996 and only ever owner occupied. It has 4 bedrooms, 4 baths and a den. Additionally, there is an oversized 2 car garage (24' by 35') with workshop, covered side porch, and large rear deck. Privacy abounds as permanent open space is on one side and across the street, while the rear deck offers a wooded view. Adjoining a sunny Carolina room is a completely renovated kitchen with white, Shaker style, soft-close cabinetry, spacious quartz countertops (peninsula & island), extra-large pantry cabinets, and newer stainless steel appliances - Bosch dishwasher, GE Profile oven/microwave combo, GE Profile refrigerator and GE 36" glass cooktop. Bathrooms have been strikingly renovated with new porcelain tile showers, vanities, lights and fixtures. The home has smooth, 10' ceilings with crown moulding while a soaring cathedral ceiling brings an elegance to the great room and dining room area. The great room shows off with a realistic electric fireplace and mantle where you can conveniently place a large, flat screen television. The entire house has been recently professionally painted and new cellular shades, window blinds, ceiling fans and designer LVP flooring have been upgraded throughout. Within the Greenwood Forest neighborhood there is a community pool, playground, tennis/pickleball court, and basketball court. This home is centrally located to the Atlantic beaches, Harbor Town, championship golf courses, Lawton Stables, and the South Beach Marina. Everything that makes Sea Pines great! This is an excellent opportunity for a relaxing permanent home, a carefree second home, or a very attractive vacation rental property.

11 Forest Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

72 Lawton Road, Hilton Head Island
$1,850,000
5 Beds ⋅ 4 Baths ⋅ 2,700 SqFt. ⋅ HILTONHEAD-505477 MLS
Pristine finishes and meticulous craftsmanship define this newly renovated Sea Pines home. Thoughtfully redesigned with a second-floor addition, the now five-bedroom, four-bath residence offers refined coastal living with beautifully curated interiors and exceptional outdoor spaces. A resort-style pool and expansive decking with sleek cable railings create a retreat surrounded by a tranquil Lowcountry landscape. Inside, abundant new windows fill the open-concept living spaces with natural light, highlighting the oak flooring and clean architectural lines. The kitchen features quartz countertops, custom soft-close cabinetry, and a full suite of KitchenAid appliances centered around a generous island. The adjoining living and dining areas flow effortlessly to the outdoor living spaces. Each of the four bathrooms has been thoughtfully finished with designer tile, modern fixtures, and spa-inspired details, while the spacious bedrooms provide comfort and flexibility for both family and guests. The primary suite has a beautifully appointed ensuite bath and generous storage. Located within the gates of Sea Pines Resort, this home places you moments from the best of Hilton Head Island living. Miles of shaded bike trails, world-class golf including Harbour Town Golf Links and Atlantic Dunes, the Sea Pines Racquet Club, and the renowned Sea Pines Beach Club are all within easy reach. This property also presents a compelling short-term rental opportunity in one of the island's most sought-after vacation destinations

72 Lawton Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams Realty.

25 Spartina Crescent, Hilton Head Island
$1,850,000
3 Beds ⋅ 4 Baths ⋅ 3,754 SqFt. ⋅ HILTONHEAD-453788 MLS
Lowcountry living at its finest! This beautifully maintained Sea Pines home offers breathtaking marsh-to-Calibogue Sound views and is nestled on a quiet street in one of Hilton Head’s most desirable communities. The open, light-filled floor plan is designed for both comfort and entertaining, featuring a stunning chef’s kitchen, spacious living areas, elevator, and 2 luxurious primary suites. Thoughtful updates, including stylish bathrooms and high-quality finishes throughout, showcase the care invested in this home. Unwind while watching spectacular sunsets from the back deck. Enjoy access to the Calibogue Club pool, tennis, and pickleball!

25 Spartina Crescent, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - Beach Club.

67 Forest Drive, Hilton Head Island
$1,745,000
4 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-504130 MLS
Set on a nearly 1/3-acre private lot, this updated 4BR/4BA Greenwood Forest home offers exceptional outdoor living in the heart of Sea Pines-just a short bike ride to the beach. Enjoy a fenced backyard with a heated and cooled swimming pool, plus a two-car garage and flexible bonus room addition. Inside, the open floor plan has been refreshed with major recent improvements, including a full gut kitchen renovation with all-new soft-close cabinetry and upgraded appliances, new family room doors, fresh interior paint, and upgrades to two bathrooms. Outdoor enhancements include a new slate patio in the backyard and just off the kitchen, perfect for entertaining. Currently a rental property with forward bookings, this turnkey property also lives beautifully as a full-time residence, second home, or investment opportunity in one of Sea Pines' most desirable locations. Sold furnished.

67 Forest Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: RE/MAX Island Realty.

2 Red Maple Rd, Hilton Head Island
$1,550,000
3 Beds ⋅ 4 Baths ⋅ 3,285 SqFt. ⋅ HILTONHEAD-452520 MLS
Set on a lush 3/4-acre lot overlooking the 17th tee of Heron Point, this 3,285 SqFt Sea Pines home blends thoughtful updates with untapped potential. Enjoy a newer roof, HVAC, PEX plumbing, all new ductwork, and a refreshed kitchen. The heated saltwater pool and new circular drive add to the home's charm and curb appeal. Bathrooms and the primary suite offer a chance to add your personal touch. With space, privacy, and a strong framework, this home is perfect for a buyer with vision looking to create something special in one of Hilton Head's most desirable communities. Great proximity to Harbour Town and the Beach Club! Short-term rentals allowed. Seller offering a $20k buyer credit with an acceptable offer, providing flexibility for updates, aesthetic enhancements, or closing costs. A rare opportunity to tailor a Sea Pines property to your individual vision.

2 Red Maple Rd, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Sea Pines Real Estate - Beach Club.

8 Pine Court, Hilton Head Island
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-510645 MLS
Expеriencе thе eаѕе of thе Ѕea Pines lifеstуle 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. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

20 Woodbine Place, Hilton Head Island
$1,385,000
3 Beds ⋅ 3 Baths ⋅ 2,968 SqFt. ⋅ HILTONHEAD-500435 MLS
CLOSE PROXIMITY to the BEACH and the SEA PINES BEACH CLUB. Tucked away on a quiet cul-de-sac street sits this 3-bedroom + den/office and 3-bathroom home offering nearly 3,000sqft of space, privacy, and charm in the heart of Sea Pines. The great room features cathedral ceilings that bring in tons of natural light and seamless flow into the kitchen, ideal for everyday living and entertaining. Enjoy the Lowcountry lifestyle with lagoon views in the front and incredible golf views of the 13th fairway of Atlantic Dunes Golf Course from your screened in porch and private patio. A 2-car garage with additional storage completes the package. This central location gives you easy access to the Sea Pines Beach Club, South Beach, Salty Dog, Harbor Town and all of the world class amenities Sea Pines offers.

20 Woodbine Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

7 Wildwood Court, Hilton Head Island
$1,370,000
3 Beds ⋅ 2 Baths ⋅ 1,736 SqFt. ⋅ HILTONHEAD-508432 MLS
Discover the effortless ease of the Sea Pines lifestyle in this beautifully updated coastal retreat, where thoughtful renovations, seamless indoor-outdoor living, and world-class amenities come together in one of Hilton Head Island's most coveted communities. This light-filled 3-bedroom, 2-bath home strikes the perfect balance of comfort and sophistication, showcasing smooth ceilings, rich travertine flooring, a cozy wood-burning fireplace in the main living area, and a fully updated kitchen built for everyday living and elevated entertaining. New windows in both the kitchen and sunroom flood the home with natural light and frame the lush surroundings, while the open, flowing layout extends into a stunning sunroom addition - a year-round haven equally suited to quiet morning coffee, sunset cocktails, or unwinding after a day at the pool or beach. At the heart of the home, the remodeled kitchen impresses with premium finishes, generous prep space, and an open connection to the living and dining areas that reinforces the home's relaxed coastal sensibility. Generously sized bedrooms offer comfort and flexibility for owners and guests alike, with the primary suite opening directly to the pool area for a true resort-style retreat. Step outside to your own private oasis, where a sparkling pool with attached spa anchors an expansive paver deck framed by a lush, wooded backdrop - the perfect setting for entertaining or quiet relaxation. A convenient storage area just off the pool deck adds everyday functionality, while the lot's serene positioning backing to community open space ensures lasting privacy and a peaceful natural buffer. Beyond your gate, enjoy easy access to community pools, championship golf, tennis, scenic bike trails, fine dining, Harbour Town, and world-class beaches just about a mile away. Whether you're seeking a primary residence, a second home, or a high-performing short-term rental investment, this property delivers rare versatility, tasteful updates, and the timeless coastal charm today's buyers are after on Hilton Head Island.

7 Wildwood Court, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Charter One Realty.

91 Lawton Road, Hilton Head Island
$1,340,000
3 Beds ⋅ 2 Baths ⋅ 1,740 SqFt. ⋅ HILTONHEAD-506870 MLS
Beautifully renovated Sea Pines pool home in Lawton Woods, offering the combination buyers continue to seek: one-level living, private heated pool, outdoor entertaining space, and convenient beach-path access. This 3-bedroom, 2-bath ranch is set on a quiet cul-de-sac in the heart of Sea Pines and works beautifully as a primary residence, second home, or income-producing vacation rental. The home features an open flow between the kitchen, dining, and great room, with soaring cathedral ceilings, abundant natural light, and an elegant floor-to-ceiling electric fireplace creating a warm central gathering space. The kitchen offers stainless appliances, granite countertops, and crisp white cabinetry, while both bathrooms feature stylish updates with custom tile and granite counters. Step outside to a private pool setting with over 1,000 sq ft of sun-soaked decking designed for relaxing, entertaining, and enjoying the Lowcountry lifestyle. Major enhancements include an all-new irrigation system, refreshed landscaping, updated outdoor living areas, pool equipment improvements, and thoughtful interior touches throughout. Bike or stroll to nearby beaches, Harbour Town, Sea Pines amenities, leisure trails, dining, golf, tennis, pickleball, and the Sea Pines Forest Preserve. A turnkey Hilton Head Island beach house with private pool, strong lifestyle appeal, and vacation-rental potential.

91 Lawton Road, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head. Selling Office: Howard Hanna Allen Tate Lowcountry.

92 Shell Ring Road, Hilton Head Island
$1,295,000
3 Beds ⋅ 4 Baths ⋅ 1,981 SqFt. ⋅ HILTONHEAD-503834 MLS
Step into coastal elegance in this fully remodeled Shell Ring stunner, tucked inside the gates of Sea Pines. Every inch of this home has been reimagined with a fresh, modern aesthetic - from the light-filled living spaces to the designer finishes throughout. The seamless open floorplan flows into the inviting kitchen featuring an oversized island with seating for four. The second floor adds incredible versatility, featuring a spacious loft, flex room, and dedicated play area perfect for work, guests, or recreation. Coastal-chic design elements, soft tones, and abundant natural light create a serene retreat just minutes from the beach, Harbour Town, and the best of Sea Pines living. Located in the Carolina Place neighborhood which offers its own community pool and tennis courts making this an ideal primary, secondary or income producing rental property.

92 Shell Ring Road, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate. Selling Office: Greenplate Group Brokered by eXp Realty.

37 Lawton Road, Hilton Head Island
$1,210,000
3 Beds ⋅ 2 Baths ⋅ 1,882 SqFt. ⋅ HILTONHEAD-500219 MLS
This beautifully maintained home offers the epitome of coastal living in one of Sea Pines most coveted locations just moments from the ocean. Whether you are seeking a full-time residence, a second home, or a smart rental investment, this property checks every box. Recently updated with a newly remodeled kitchen and fresh exterior paint in 2025, the home features an open great room concept perfect for relaxed living and entertaining. Enjoy peace of mind with a 2016 roof, 2023 HVAC compressor, and 2019 hot water heater. Additional highlights include recently painted interior, LVP floors, smooth ceilings, a gas fireplace, spacious bedrooms, a screened porch, deck, and a 1.5-car garage. Situated on a generous lot, there is potential to add a pool, enhancing both enjoyment and value. As a Sea Pines resident, you will have access to world-class golf, tennis, pickleball, boating, miles of leisure trails, and exclusive beach clubs. Do not miss the opportunity to live your best ocean life in Sea Pines.

37 Lawton Road, Hilton Head Island

Listing courtesy of ERA Evergreen Real Estate Company. Selling Office: Sea Pines Real Estate - Beach Club.

2 Sweet Gum Lane, Hilton Head Island
$1,040,000
3 Beds ⋅ 3 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-505701 MLS
Fabulous opportunity to own in Sea Pines just a short bike ride to the beach or HarbourTown. Desirable Greenwood Forest has private community pool, tennis and playground. Walk to the heritage golf tournament in minutes. This very special home has been loved dearly. There have been many gatherings over the years in this open floorplan. Added sq. footage includes: master bath added in the rear and side deck redesigned as a Carolina room. Garage addition, too. Vaulted ceiling, fireplace & wet bar in LR. Lots of light. Open space behind the home affords much privacy. Kitchen counters updated and one car garage added. Corner lot is convenient to the community pool which is a short walk down the street. Don't miss this one. Make your memories here.

2 Sweet Gum Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Southern Lifestyle Properties of SC LLC.

25 Wildwood Road, Hilton Head Island
$1,010,000
3 Beds ⋅ 2 Baths ⋅ 1,598 SqFt. ⋅ HILTONHEAD-453366 MLS
Sea Pines beauty! Do not miss this exquisite fully furnished home in Greenwood Forest - move right in, just bring your suitcase! Beautifully decorated with high end furnishings. Complete remodel in 2018. Freshly painted exterior. HVAC 2022, water heater 2023, refrigerator & washer/dryer 2024. Centrally located between the beach, the Salty Dog, South Beach & Harbour Town. Cul-de-sac street. Walk to dining and shopping at Sea Pines Center. Greenwood Forest offers a community pool & playground. Perfect location for a primary or secondary residence or vacation rental. Open floorplan with large rear deck for indoor or outdoor entertaining.

25 Wildwood Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Real Life Brokered By EXP Realty LLC.

2 Woodbine Place Unit 57, Hilton Head Island
$905,000
3 Beds ⋅ 3 Baths ⋅ 1,275 SqFt. ⋅ HILTONHEAD-454120 MLS
RARE OFFERING IN SEA PINES! This ultra-charming 3BR villa is just a short, scenic stroll to the Beach Club and the Plantation Club! A remarkable setting with compelling golf and water views. Coastal and nautical touches blend seamlessly with recent interior updates. Featuring renovated baths, a stylish kitchen, updated appliances, smooth ceilings, and a custom floating staircase with cable rails. The most recent updates took place between 2020 and 2025! The sun-kissed Carolina Room is a wonderful contribution, making this villa ultra spacious. 1st floor primary suite and a rare laundry room shower for all kinds of creative uses! Pet-friendly.

2 Woodbine Place Unit 57, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Sea Pines Real Estate - Beach Club.

212 Greenwood Drive Unit 315, Hilton Head Island
$900,000
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. Selling Office: Charter One Realty.

75 Lawton Road, Hilton Head Island
$856,000
3 Beds ⋅ 2 Baths ⋅ 1,652 SqFt. ⋅ HILTONHEAD-510682 MLS
Here's your chance to own a slice of paradise in the world-famous Sea Pines Resort on Hilton Head Island, recently voted the #1 Island in the U.S. by Condé Nast Traveler readers. This 3BR/2BA coastal retreat offers the perfect blend of lifestyle, location, and short-term rental potential in one of Hilton Head's most sought-after resort communities. Tucked inside Sea Pines, this home features a comfortable floor plan, inviting living spaces, and a wonderful screened-in porch where you can relax after a day at the beach, on the golf course, or exploring the island by bike. You'll love being within near distance to Hilton Head's beautiful white-sand beaches and the Sea Pines Forest Preserve, with Harbour Town, South Beach Marina Village, The Salty Dog Cafe, dining, shopping, tennis, golf, bike trails, and world-class resort amenities just a short bike ride away. For buyers looking for rental income potential, this is an exciting opportunity. Be sure to review the conceptual pool plan-similar-sized updated homes in this area with pools are grossing $95K+ annually on the short-term rental market. Whether you're searching for a vacation home, investment property, or your own Lowcountry island getaway, this Sea Pines home offers the chance to create something truly special. Take the first step toward your Hilton Head Island lifestyle. Schedule your in-person or live video walkthrough today.

75 Lawton Road, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

2 Woodbine Place Unit 56, Hilton Head Island
$855,000
2 Beds ⋅ 2 Baths ⋅ 1,088 SqFt. ⋅ HILTONHEAD-507385 MLS
Rare opportunity to own a beautifully upgraded end unit in the desirable Woodbine Villas within Sea Pines Resort. Meticulously maintained and in pristine condition, this villa offers a bright, open floor plan with excellent bedroom separation, ideal for both personal enjoyment and guests. Enjoy serene lagoon and phenomenal golf course views overlooking Heron Point by Pete Dye from the spacious indoor-outdoor patio and Carolina Room. Perfectly positioned just a short stroll to Sea Pines Beach Club, Fraser's Tavern, and miles of leisure trails beneath iconic Live Oaks. This villa is not only a peaceful retreat but also a strong investment opportunity, this is a rare chance to own a standout property in one of Hilton Head's most sought-after communities.

2 Woodbine Place Unit 56, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Greenplate Group Brokered by eXp Realty.

2 Woodbine Place Unit 47, Hilton Head Island
$850,000
2 Beds ⋅ 2 Baths ⋅ 1,088 SqFt. ⋅ HILTONHEAD-507799 MLS
Beautifully remodeled with modern coastal finishes, this 2BR/2BA Woodbine Villa combines an unbeatable walk-to-the-beach location with serene golf views! Both Sea Pines Beach Club and Plantation Golf Club are just a quick stroll down the bike path, while #47 Woodbine still provides a peaceful, private, cul de sac location in Sea Pines. Flanked by ancient live oaks and giant magnolia trees, this corner unit overlooking the 12th green on Atlantic Dunes golf course and has been completely refreshed with wide plank engineered wood floors, white quartz kitchen counters, stainless appliances, smooth ceilings with recessed lighting and subway tile accents in the kitchen and baths. Nothing was left untouched! Unwind on the brick paver back patio watching golf, or relax in a stunning, light-filled sunroom wrapped in walls of windows. A light bright, single level, pet-friendly community in Sea Pines. Absolutely perfect as your 2nd home beach retreat, vacation rental investment or primary bungalow. This property is a WOW and won't last!

2 Woodbine Place Unit 47, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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