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68 Plantation Drive Unit 195, Hilton Head Island
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 1,624 SqFt. ⋅ HILTONHEAD-513056 MLS
195 Twin Oаks offerѕ а rarе οрpοrtunіty to own a 3-bedroοm, 3-bаth villa with one of the best views in Sea Pines. Long lagoon-to-golf views stretch across the 10th and 16th fairways of Harbour Town Golf Links, with distant views of the Calibogue Sound creating an exceptional Lowcountry setting. Ideally located just steps from the Harbour Town Clubhouse and close to all the shops, dining, marina, and amenities of Harbour Town, this villa still feels tucked away and private. The floor plan includes one bedroom and full bath on the main level, with two additional bedrooms upstairs. Offered as an estate sale, the villa is being sold unfurnished and is ready for its next owner to make it their own. While updates are needed, the property is priced accordingly and presents an incredible opportunity to customize a villa in one of Sea Pines' most desirable locations. With its combination of privacy, proximity to Harbour Town, and phenomenal lagoon, golf, and distant water views, 195 Twin Oaks is a truly special Sea Pines opportunity.

68 Plantation Drive Unit 195, Hilton Head Island

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

53 Lawton Road, Hilton Head Island
$1,175,000
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. Selling Office: RE/MAX Island Realty.

3 Braddock Bluff Drive Unit 1730, Hilton Head Island
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 1,329 SqFt. ⋅ HILTONHEAD-505492 MLS
Best 3BR Bluff villa to ever hit the market! This villa has been through an amazing renovation to include new open kitchen, engineered wood flooring, crown molding, all new interior doors, plantation shutters, beautiful baths, quartz countertops, and all new custom soft close cabinetry/built-ins by Peacock Cabinetry. This villa is in a perfect location with stunning water/marsh views, beach access across the street, and close proximity to the South Beach Marina shops and restaurants. Great investment or second home. Just move in and start enjoying life at the beach!

3 Braddock Bluff Drive Unit 1730, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

177 Club Course Drive, Hilton Head Island
$1,159,000
3 Beds ⋅ 2 Baths ⋅ 2,032 SqFt. ⋅ HILTONHEAD-506902 MLS
Experience the quiet beauty of Sea Pines in this updated three-bedroom, two-bathroom residence. Positioned directly along the Newhall Nature Preserve, the property offers a rare sense of privacy and a scenic, wooded backdrop that creates a peaceful retreat. The interior features a thoughtful layout designed for both comfort and functionality. One of the standout features of the home is the expansive all-season Carolina room. This versatile space is filled with natural light and provides a seamless connection to the surrounding landscape, making it an ideal spot for relaxation or hosting guests throughout the year. The kitchen and bathrooms have been modernized with contemporary finishes, ensuring the home is move-in ready. The primary suite includes a private greenhouse room accessible directly from the master bathroom, offering a bright and tranquil space for plants or quiet reflection. With its proximity to the preserve and the various amenities of Sea Pines, this property combines a prime location with updated living spaces. Whether you are looking for a permanent residence or a vacation getaway, this home delivers a clean, classic Lowcountry aesthetic in one of the island's most sought-after communities. Contact us today to schedule a private viewing.

177 Club Course Drive, Hilton Head Island

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

43 Wagon Road, Hilton Head Island
$1,138,655
2 Beds ⋅ 2 Baths ⋅ 1,715 SqFt. ⋅ HILTONHEAD-509909 MLS
Rare opportunity to own a charming one-level home in the heart of Sea Pines. Ideally situated on a peaceful lagoon setting and just a short bike ride to the beach, this beautifully maintained 2-bedroom, 2-bath residence offers effortless Lowcountry living. Features include Saturnia flooring, a double-sided gas fireplace, spacious living areas, an open, inviting floor plan and a 2 carport. Recent improvements include a new roof (2021), new HVAC (2025), and thoughtful renovations throughout. Offered furnished, making it an ideal primary residence, vacation retreat, or investment property. The generous homesite provides ample room to add a private pool, creating the perfect outdoor oasis. Enjoy all that Sea Pines has to offer, including beaches, golf, dining, shopping, and miles of leisure trails.

43 Wagon Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

19 Water Oak Drive, Hilton Head Island
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 2,234 SqFt. ⋅ HILTONHEAD-511097 MLS
Nestled in the quiet Club Course area of Sea Pines, this charming 3-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and convenience. Set on a peaceful lagoon with a wooded backdrop, this single-level home features a spacious and inviting floor plan designed for easy living. The living room is centered around a cozy fireplace with custom built-ins, while the separate dining room and breakfast area off the kitchen provide ideal spaces for everyday living and entertaining. The kitchen is appointed with granite countertops and offers ample storage. The spacious primary suite features an updated bath with a double vanity and a large glass walk-in shower. Step outside to the private rear deck and enjoy tranquil lagoon and wooded views in a serene setting. Ideally located just minutes from Sea Pines' beaches, championship golf, tennis, dining, shopping, and miles of leisure trails, this home is a wonderful opportunity to enjoy the best of Lowcountry living.

19 Water Oak Drive, Hilton Head Island

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

107 Lighthouse Road Unit 2308, Hilton Head Island
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 2,200 SqFt. ⋅ HILTONHEAD-510192 MLS
Expеriencе thе verу bеѕt of Ηіlton Head Island frοm thiѕ 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. Selling Office: Charter One Realty.

40 Planters Wood Drive Unit 2518, Hilton Head Island
$1,060,000
3 Beds ⋅ 3 Baths ⋅ 2,205 SqFt. ⋅ HILTONHEAD-511154 MLS
Beautifully remodeled Sea Pines villa offering the perfect blend of Lowcountry charm and modern updates. Three-bedroom villas in Fairway Oaks rarely become available - don't miss this incredible opportunity! This spacious 3-bedroom, 2.5-bath residence features a rare 2-car garage and stunning cathedral ceilings that create an open, airy living space filled with natural light. The updated kitchen showcases stainless steel appliances, a stylish backsplash, and beautiful finishes throughout. Thoughtful design details include grasscloth wallpaper in the foyer, a wet bar perfect for entertaining, and seamless indoor/outdoor living. The spacious primary suite offers a private retreat complete with a glass walk-in shower and freestanding soaking tub. Enjoy your morning coffee on the screened porch or unwind on the expansive back deck overlooking the peaceful lagoon setting. Ideally located in the heart of Sea Pines just minutes from Harbour Town, this villa is a fantastic opportunity as a full-time residence or second home. Owners enjoy world-class Sea Pines amenities including miles of leisure trails, beach access, the Sea Pines Beach Club, Harbour Town Marina, championship golf courses, tennis and pickleball, Lawton Stables, dining, shopping, and endless Lowcountry recreation. A rare Fairway Oaks offering you won't want to miss!

40 Planters Wood Drive Unit 2518, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

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.

226 S Sea Pines Drive Unit 1605, Hilton Head Island
$1,039,000
2 Beds ⋅ 2 Baths ⋅ 1,033 SqFt. ⋅ HILTONHEAD-506033 MLS
Port Villas occupies the southernmost tip of Sea Pines Plantation, nestled beneath a canopy of live oaks and pines at South Beach - the most coveted corner of Hilton Head Island. Braddock Cove stretches out in front, calm tidal water framed by marsh grass and open sky, alive with herons, dolphins, and the quiet rhythms of coastal life.The view from the deck is the kind that photographs well and feels even better in person. A charter boat idles through the cove with rods up. Pelicans bank low over the shallows. Dolphins surface in the mornings. The wildlife is not occasional. It is the view.Below the deck, the community dock is right on Braddock Cove - shared among eleven owners, available year-round. A boat to 22 feet, tied up and ready. No marina contract, no wait list, no trailering. Cast a net for shrimp off the pilings. Drop a trap for crabs. Untie and be running the creeks for redfish in five minutes. No other villa community in Sea Pines has this dock, this cove, this direct connection to the water and everything living in it.

226 S Sea Pines Drive Unit 1605, Hilton Head Island

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

8 Braddock Bluff Drive Unit 1810, Hilton Head Island
$1,020,000
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. Selling Office: Keller Williams Realty.

55 Wood Duck Road, Hilton Head Island
$975,000
3 Beds ⋅ 3 Baths ⋅ 1,833 SqFt. ⋅ HILTONHEAD-506878 MLS
Welcome to 55 Wood Duck Road, a beautifully updated single-level home nestled within the prestigious Sea Pines Resort. Located in the desirable Club Course neighborhood, this 3-bedroom, 3-bath residence offers the perfect blend of comfort, privacy, and Lowcountry charm. Thoughtfully designed for easy living, the home features a spacious open layout with abundant natural light, creating a seamless flow between living, dining, and entertaining spaces. The well-appointed kitchen opens to the main living area, ideal for gatherings with family and guests. Each bedroom offers its own private bath, providing comfort and convenience for owners and visitors alike. Step outside to enjoy tranquil views of the surrounding natural landscape and golf course, where mature trees and lush greenery create a peaceful setting unique to Sea Pines. The single-level design makes this home ideal for all stages of life, whether as a primary residence, second home, or investment property. Situated just minutes from Sea Pines amenities including world-class golf, beaches, biking trails, Harbour Town, and South Beach Marina, 55 Wood Duck Road offers an exceptional opportunity to own a slice of Hilton Head Island's most iconic community. Over $40K booked in last 9 months of being on short term rental market.

55 Wood Duck Road, Hilton Head Island

Listing courtesy of DOT REAL ESTATE. Selling Office: Keller Williams Realty.

226 S Sea Pines Drive Unit 1590, Hilton Head Island
$975,000
2 Beds ⋅ 2 Baths ⋅ 1,086 SqFt. ⋅ HILTONHEAD-505098 MLS
Premier turnkey investment in Sea Pines Resort's South Beach Marina Village and less than 1/4 mile to the beach. This completely remodeled 1-floor 2BR/2BA Lagoon Villa currently generating huge rental revenues, with strong upside potential through enhanced marketing, optimized rate management, or strategic owner use. Highly desirable location near the beach, South Beach Marina, dining, and entertainment-consistently driving high occupancy and repeat guests. Features include vaulted ceilings, an updated kitchen, a spacious living area, and a private lagoon-view patio. Sea Pines remains Hilton Head Island's most established short-term rental market, making this an exceptional opportunity for immediate income, appreciation potential, and personal enjoyment. (Virtual enhancement has been used in some photographs)

226 S Sea Pines Drive Unit 1590, Hilton Head Island

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

22 Lighthouse Road Unit 497, Hilton Head Island
$969,000
3 Beds ⋅ 4 Baths ⋅ 1,710 SqFt. ⋅ HILTONHEAD-504455 MLS
Rarely available 3-bedroom Plantation Club villa offering an ideal combination of space, location, and Lowcountry lifestyle. The first floor features comfortable, open living areas with an eat-in kitchen and dining area, along with a powder room and laundry room for everyday convenience.The main living level opens to an enclosed porch and rear patio overlooking the fairway and putting green of the Heron Course, creating a peaceful golf-view setting ideal for relaxing or entertaining. Upstairs, all three bedrooms are en-suite, providing privacy and flexibility for owners and guests. Ideally positioned just across from the Sea Pines Beach Club and Plantation Clubhouse, and centrally located near South Beach Village, Harbour Town, Lawton Stables, and miles of paved bike and walking paths. Enjoy the best of Sea Pines living - golf, beaches, dining, and nature preserves - all from one of the community's most desirable locations. Ideal as a short-term rental, second-home retreat, or easy full-time residence.

22 Lighthouse Road Unit 497, Hilton Head Island

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

19 Stoney Creek Road Unit 278, Hilton Head Island
$950,000
3 Beds ⋅ 3 Baths ⋅ 1,750 SqFt. ⋅ HILTONHEAD-512403 MLS
This turnkеy 3BR/3BΑ еnd-unіt vіllа in Ѕtοney Creek offers thе eаsy Sea Pines lifestyle so many buyers are looking for, with a first-floor primary suite and a location just moments from Harbour Town. Smooth, cathedral ceilings give the main living area a bright, open feel, while the updated kitchen features granite countertops and stainless-steel appliances. All three baths have been updated, and plenty of storage makes the villa just as practical for an extended stay as it is for everyday living. But it's the setting that really makes this one special. Multiple outdoor living areas give you plenty of ways to enjoy the view, morning coffee, an afternoon with a book, or a quiet evening watching the Lowcountry landscape change with the tide. Offered partially furnished and used strictly as a second home. Stoney Creek has a community pool, and with Harbour Town just a short distance away, restaurants, shops, the marina, golf, and some of Sea Pines' most loved destinations are practically in your backyard. Come for the location, stay for the marsh views, easy layout, and the feeling that you've finally found your place on Hilton Head.

19 Stoney Creek Road Unit 278, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

15 Calibogue Cay Road Unit 394, Hilton Head Island
$940,000
2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512196 MLS
Move‐in-reаdу, Brіаrwοod Vіllаs 394 offers the featurеs еxperienced Sea Pines buyers value: an end-unit, private entrance, single-level living, and one of Briarwood's best golf views-looking directly up the 9th hole of Pete Dye's Heron Point.The two-bedroom, two-bath floor plan includes a flexible office/den and light-filled atrium. Clerestory windows accent the dramatic double-height living-room ceiling, adding architectural interest and abundant natural light. The remodeled kitchen opens to the living area, while built-ins enhance the family room. Painted in 2024, the villa features new LVP flooring in both bedrooms and flex area; new ceiling fans; updated window treatments; and a smooth family-room ceiling. The renewed courtyard/solarium offers overhead screening, leveled new pavers, catch basin drainage, repaired woodwork, and a comfort fan. Pavers also replaced the rear wood deck and service-area stones. With no short-term rentals, a community pool, and a sought-after central Sea Pines address, this is an exceptional right-size opportunity in enduringly desirable Briarwood.

15 Calibogue Cay Road Unit 394, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Sea Pines Real Estate South Beach.

21 Calibogue Cay Road Unit 378, Hilton Head Island
$939,000
2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511365 MLS
Great 2 bedroom, 2 bath, Briarwood Villa

21 Calibogue Cay Road Unit 378, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Keller Williams Realty.

18 Lighthouse Lane Unit 1030, Hilton Head Island
$935,000
2 Beds ⋅ 2 Baths ⋅ 1,219 SqFt. ⋅ HILTONHEAD-511290 MLS
Defining lifestyle and luxury - this is the Caravel. Unrivaled views with this villa providing a corner villa feel with extra side windows in the bedrooms and looking down not just an angle, but the full length of the marina over Harbourtown to the iconic lighthouse. The water views enchant from every room you enter, whether relaxing in the living room, greeting the morning in the primary suite, or having friends and family after staying the night in the guest room asking if they too can move in! Move in ready with not a detail overlooked. The inside boasts a designer's elegance with a crafted kitchen for entertaining, continuity of flooring, tile showers, crown molding throughout, every detail has been fit perfectly to enhance this lifestyle of luxury in Harbourtown. Just steps out your door welcome in the day with a stroll around the marina taking in the natural beauty or enjoying a treat whether dining or shopping. During the evening watch the sunset directly from your balcony, or at the Quarterdeck, or walk out to the 18th, the opportunities are all right at your fingertips. Welcome to the heart of Harbourtown!

18 Lighthouse Lane Unit 1030, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: Sea Pines Real Estate - Beach Club.

7 Lake Forest Drive Unit APT 3366, Hilton Head Island
$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. Selling Office: Keller Williams Realty.

150 Otter Road, Hilton Head Island
$925,000
4 Beds ⋅ 3 Baths ⋅ 2,201 SqFt. ⋅ HILTONHEAD-512744 MLS
Don't misѕ this rarе 4‐bedrοοm hοme іn thе quiet Club Course seсtiοn of Sea Pines, ideally positioned along the par-5 2nd hole of the Sea Pines Country Club golf course. Renovated in 2021, this turnkey property offers an updated, easy-living floor plan with beautiful finishes throughout.The kitchen was fully remodeled with updated cabinetry, countertops, and appliances, while the bathrooms were also refreshed and the hardwood flooring refinished throughout. The open floor plan connects the living area to the dining space and Carolina room, with a classic brick fireplace anchoring the main living room.Step outside to a spacious back deck overlooking the golf course, creating a peaceful setting for relaxing or entertaining. Additional updates include a newer HVAC system replaced in 2021.Whether you're looking for a fantastic rental property, second home, or low-maintenance full-time residence, this 4-bedroom Sea Pines home offers a rare combination of space, location, and thoughtful updates. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, world-class golf, tennis and pickleball, Harbour Town, South Beach Marina, dining, shopping, and endless opportunities to enjoy the Lowcountry lifestyle.

150 Otter Road, Hilton Head Island

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

101 Lighthouse Road Unit 2204, Hilton Head Island
$915,000
4 Beds ⋅ 4 Baths ⋅ 2,200 SqFt. ⋅ HILTONHEAD-502679 MLS
Tucked just beyond the community pool, 2204 Heritage Villa offers exceptional privacy rarely found within the complex. This spacious four-bedroom, three-and-a-half-bath villa provides comfortable accommodations for everyone, whether you're seeking a strong rental opportunity or a personal getaway. The open kitchen and living areas create a welcoming flow, complemented by excellent bedroom separation for added comfort. Set back from pool activity, the villa enjoys tranquil oak and landscape views. Its prime location allows for easy walks to Harbour Town's entertainment, restaurants, shops, tennis facilities, and marina, with world-class golf, Sea Pines Center, Beach Club, Plantation Club, and South Beach Marina all just a short bike ride away.

101 Lighthouse Road Unit 2204, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

2549 Gleneagle Lane Unit 2549, Hilton Head Island
$914,900
2 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-506036 MLS
Spacious. Renovated. Simply beautiful. This stunning 2-bedroom, 2.5-bath townhouse-style villa enjoys a front-row seat to the 2nd green and 3rd tee box of the renowned Harbour Town Golf Links. Thoughtfully designed with coastal-inspired touches throughout, the open-concept main level flows seamlessly from a beautifully updated, fully equipped kitchen-featuring new cabinetry and quartz countertops-into the dining area with a shiplap accent wall and inviting living space, all leading to a private deck overlooking breathtaking golf views. Upstairs, a charming loft with a twin trundle bed offers added flexibility, while the spacious primary suite features a vaulted ceiling, dedicated office nook, and sweeping golf course vistas. A second king suite provides comfort and privacy for guests. Ideally situated within this private enclave, it's just a short stroll to The Shops at Sea Pines Center and approximately one mile from both the iconic Harbour Town Lighthouse and the Sea Pines Beach Club-offering the perfect blend of tranquility, convenience, and Lowcountry lifestyle.

2549 Gleneagle Lane Unit 2549, Hilton Head Island

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

57 Night Heron Lane, Hilton Head Island
$910,000
3 Beds ⋅ 2 Baths ⋅ 1,157 SqFt. ⋅ HILTONHEAD-503625 MLS
Enjoy the star of the show in this beautifully updated Night Heron. Thoughtfully improved over the years, the home features major upgrades already completed, including a new roof, HVAC system, windows, driveway, furnishings, appliances and a whole-house dehumidifier-big-ticket items that make everyday living simple and predictable. Inside, the open layout is filled with natural light and calming lagoon views. The main level offers a comfortable primary suite and guest bedroom, plus a full bath-ideal for family living or visiting grandparents. A spacious sleeping loft adds flexibility for kids, guests, or a home office. Outdoor living shines here. Largest (3) bedroom lot size in Night Heron, makes it feel like it is your very own island! Enjoy morning coffee on the lagoon-front deck, rinse off after beach days in the outdoor shower, and store bikes, beach gear, and toys with ease. The community pool sits directly across the way, and the beach is an easy walk about five minutes door to sand. This is Sea Pines living made easy.

57 Night Heron Lane, Hilton Head Island

Listing courtesy of Hilton Head Properties. 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.

10 Lighthouse Road Unit 455, Hilton Head Island
$900,000
3 Beds ⋅ 4 Baths ⋅ 1,690 SqFt. ⋅ HILTONHEAD-509401 MLS
Tucked beneath the moss-draped oaks and towering pines of Sea Pines, this thoughtfully furnished 3-bedroom, 3.5-bath villa in Plantation Club Villas captures the essence of relaxed Lowcountry living. Perfectly positioned between the iconic Harbour Town and the pristine shoreline at the Sea Pines Beach Club, this exceptional property offers an unmatched combination of tranquility, convenience, and coastal lifestyle. Step inside to discover a light-filled interior designed for comfort and effortless entertaining, with spacious living areas, inviting bedrooms, and furnishings that create an atmosphere of warmth and coastal charm. Sold fully furnished, the villa is ready to enjoy immediately - whether as a luxurious vacation getaway, a sought-after rental investment, or a full-time island residence. Surrounded by world-renowned golf courses, scenic leisure trails, lush natural beauty, and some of Hilton Head Island's finest dining and recreation, this villa places the very best of Sea Pines right outside your door. Whether you are sipping morning coffee on the patio, biking to the beach, or enjoying sunsets in Harbour Town, this is the kind of property where lasting family memories are made.

10 Lighthouse Road Unit 455, Hilton Head Island

Listing courtesy of Lighthouse Realty. Selling Office: Charter One Realty.

226 S Sea Pines Drive Unit 1592, Hilton Head Island
$900,000
2 Beds ⋅ 2 Baths ⋅ 1,086 SqFt. ⋅ HILTONHEAD-503952 MLS
An amazing opportunity to own an updated South Beach Lagoon Villa. This rare 1086 SF 2-bedroom, 2-bath villa features an updated kitchen and bathrooms. The spacious living area has a shiplap vaulted ceiling, and large patio doors that open to a very generous deck, providing tranquil water views. Just a short walk/bike ride to South Beach, South Beach Marina and the iconic Salty Dog make this the perfect getaway for relaxation and fun. Smooth ceilings throughout added insulation in the crawl space and roof area. The condo comes fully furnished and includes 2 designated parking spaces, a large storage closed and outdoor shower. This spacious and bright villa is perfect as a second home or rental investment property.

226 S Sea Pines Drive Unit 1592, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: The Hilton Head Agency.

21 Calibogue Cay Road Unit 363, Hilton Head Island
$885,000
2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-504848 MLS
Rare opportunity to own a beautifully positioned 2-bedroom, 2-bath Briarwood villa in Sea Pines, as these villas rarely come on the market. This private end unit offers stunning lagoon and fairway views and is surrounded by lagoon, marsh, and open green space. The light-filled, single-level layout features a completely updated kitchen with stainless steel appliances, open living areas, and high ceilings. Both bathrooms are updated, and the bright Carolina room adds additional living space. Private interior courtyard for outdoor dining or relaxing. Located minutes from Harbour Town, golf, beaches, and Sea Pines leisure trails. Currently furnished but being sold unfurnished.

21 Calibogue Cay Road Unit 363, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Hodde Real Estate.

125 Greenwood Drive Unit APT 3426, Hilton Head Island
$879,000
3 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-506945 MLS
Completely renovated and ideally positioned as a desirable end unit, this beautifully updated villa in Sea Pines offers effortless coastal living with serene lagoon views. Thoughtfully redesigned from top to bottom, the home features a stunning kitchen with quartz countertops, top-of-the-line appliances including a Sub-Zero refrigerator, and an open, light-filled layout perfect for everyday living and entertaining. Brand new bathrooms reflect a clean, modern aesthetic, while all-new furnishings create a turnkey experience. Step outside to a spacious rear deck overlooking the water, ideal for relaxing or gathering with guests. Additional highlights include durable composite siding and a prime location within one of Hilton Head Island's most sought-after communities. Enjoy access to Sea Pines' renowned amenities, all set in a balance of privacy, convenience, and natural beauty.

125 Greenwood Drive Unit APT 3426, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Collins Group Realty.

18 Lighthouse Lane Unit 1033, Hilton Head Island
$878,000
3 Beds ⋅ 3 Baths ⋅ 1,532 SqFt. ⋅ HILTONHEAD-501140 MLS
Elevate your Heritage experience this year in one of Hilton Head Island's most iconic waterfront settings! This 3-bedroom, 3-bathroom Harbour Town villa offers 1,532 square feet of furnished, turnkey living with unforgettable Harbour Town and lighthouse views. A rare opportunity for immediate enjoyment or a blank canvas for your own design vision within a newly updated building, this quiet and serene villa combines comfort with unmatched access to Hilton Head's most celebrated attractions. Relax on your private balcony overlooking the harbour, or explore the waterfront dining at the Quarterdeck, boutique shopping, leisure trails through the Sea Pines Forest Preserve, championship golf at Harbour Town Golf Links, and the Sea Pines Beach Club - all just moments away. A premier opportunity in one of the island's most desirable destinations.

18 Lighthouse Lane Unit 1033, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Collins Group Realty.

101 Lighthouse Road Unit 2245, Hilton Head Island
$875,000
3 Beds ⋅ 3 Baths ⋅ 1,750 SqFt. ⋅ HILTONHEAD-502186 MLS
You'll love this terrific 2 story townhouse villa offering best 3 bedroom floor plan in Sea Pines. As an end unit, this villa affords supreme privacy to primary suite while the extra windows on the first and second floors creates light filled rooms. The floor plan provides great bedroom separation with one bedroom and one full bathroom downstairs and 2 bedrooms with 2 full bathrooms upstairs. The upstairs bedrooms are separated by a loft seating area that's perfect for reading or desk space. The living room has a tall vaulted ceiling with windows soaring to the top that enhances the open airiness of this villa. Stone floors are found throughout the living room, kitchen and dining area. Upgrade kitchen cabinets, stainless steel appliances. Smooth ceilings throughout. HVAC new in 2023 and both sliding glass doors replaced in 2021. Wonderful outdoor living space situated on a large and private patio that's surround by lush vegetation. You'll find the grill, table and chairs ready for entertaining and dining alfresco. Loads of storage space for your beach gear and personal items. Close to the swimming pool and only a short stroll to all of the world class amenities at Harbour Town. Presently on the Sea Pines Resort rental program with lots of owner usage.

101 Lighthouse Road Unit 2245, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Keller Williams Realty.

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