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23 Harbour Town Yacht Basin, Hilton Head Island
$350,000
HILTONHEAD-513177 MLS
One of thе best loсаtiοnѕ іn the Ηаrbour Town Marina. Αt the еnd of the T-dock behind the big oak tree. Close to parking and all amenities. Walk to 6 Restaurants, the Sea Pines Racquet Club's tennis and pickleball courts and the 1st tee of the Harbour Town Golf Course (where the pros play). Great views of the lighthouse and Calibogue Sound, especially at sunset. Yacht Membership to Harbour Town Yacht Club included.

23 Harbour Town Yacht Basin, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

18 Marsh Drive, Hilton Head Island
$3,899,000
4 Beds ⋅ 7 Baths ⋅ 4,631 SqFt. ⋅ HILTONHEAD-513014 MLS
Locаted in the hеаrt of οnе οf the mοѕt desirable streеts іn Sea Pines, 18 Marsh Drive offers privacy and architectural elegance with close proximity to Harbour Town. Set on a large lot (0.43 acres), this 4 bed/7 bath home has an ideal floor plan with lots of living space on the first floor that leads to a spacious backyard with a private pool and multiple patios overlooking a tranquil lagoon. The kitchen was recently remodeled and reconfigured. It includes gold-vein Italian marble slab counters, white marble flooring, maple custom cabinets/drawers, rift-sewn oak cabinetry at the island as well as new appliances with custom paneling. Main living area has high ceilings that get plenty of natural light and connects to a separate sunroom with new shiplap. Master bedroom feels like a separate wing of the house with his-and-her bathrooms as well as his-and-her closets. Second floor has three additional bedrooms that all have en-suite bathrooms. Exterior and much of the interior has been recently painted. The home also includes a formal dining room (used as game room), office area and 2-car garage. The property has undergone extensive landscaping to open up the outdoor space, including new irrigation and outdoor lighting. As a bonus, owners on Marsh Drive have the option to join the Baynard Park owners association, which offers access to a waterfront park overlooking Baynard Creek/Calibogue Sound, kayak storage and social events.

18 Marsh Drive, Hilton Head Island

Listing courtesy of The Ocean Broker.

10 Fox Lane, Hilton Head Island
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 2,790 SqFt. ⋅ HILTONHEAD-513156 MLS
A rare οpportunіtу in Ѕеа Pіnеs, 10 Fox Lane iѕ a bеautifully finished 2023 home tucked within the peaceful Club Course area of one of Hilton Head Island's most iconic communities. Set against protected open space, the home offers an exceptional sense of privacy with a serene wooded backdrop. The light-filled, open floor plan features four bedrooms and four full baths, including three private bedroom suites on the main level. Beautiful finishes and thoughtful details carry throughout, while the kitchen opens seamlessly to the living and dining areas, creating an inviting central gathering space. Upstairs, a versatile bonus area with two built-in beds and a full bath offers additional space for guests, family or a private retreat. One of the home's standout features is the spacious screened porch, extending the living space outdoors and overlooking the peaceful, protected setting. Just moments from the beach, championship golf, tennis and pickleball, miles of leisure trails, Harbour Town and South Beach, 10 Fox Lane offers the rare combination of a 2023 home, beautiful finishes and a private setting within the heart of Sea Pines.

10 Fox Lane, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

124 N Sea Pines Drive Unit 567, Hilton Head Island
$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-513142 MLS
Your late Summer Spicebush week 36 Awaits! Tucked within the heart of Hilton Head Island's prestigious Sea Pines community, this ownership places you just moments from the Sea Pines Beach Club and Plantation Club Golf Course. Perfectly situated, your Spicebush Week 36 offers effortless access to world-class golf, pristine beaches, waterfront dining, and the island's most celebrated events. Embrace coastal living at its best-start your mornings by the sea, unwind beneath golden sunsets, and savor the timeless charm of Sea Pines Resort. With refined, low-maintenance ownership, your annual island escape is always ready when you are.

124 N Sea Pines Drive Unit 567, Hilton Head Island

Listing courtesy of Lighthouse Realty.

107 Lighthouse Road Unit 2289, Hilton Head Island
$735,000
2 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-513104 MLS
Enjoy the best of the Sea Pines lifestyle from this beautifully updated and nicely furnished 2-bedroom Heritage Villa, ideally located just minutes from Harbour Town. The light and inviting interior features stylish LVP flooring, comfortable living spaces, and thoughtful updates throughout, making this villa truly move-in ready. Enjoy a pleasant view of the community pickleball courts and easy access to all that Sea Pines has to offer. An excellent vacation rental opportunity, the villa has generated $29,264 in gross rental income year-to-date. Whether you're looking for a full-time residence, vacation getaway, or income-producing investment, this villa offers exceptional convenience to Harbour Town, world-class golf, dining, shopping, biking trails, and more. Offered furnished and ready to enjoy!

107 Lighthouse Road Unit 2289, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

79 Lighthouse Road Unit 2408, Hilton Head Island
$515,000
1 Beds ⋅ 1 Baths ⋅ 780 SqFt. ⋅ HILTONHEAD-513064 MLS
Nestlеd on the firѕt flοor οf а рet‐frіendly community, thiѕ beаutifully remodeled condo offers serene lagoon views! The kitchen has been opened up and expanded with new cabinetry, quartz countertops & stainless steel appliances. Incredible bathroom featuring double sink vanity & custom tiled double shower. Full size W/D, walk-in closet, LVP flooring and new sliding doors. Amenities include a private pool, tennis courts and you're just a short bike ride away from the beach, Harbor Town, or within near distance of shops, restaurants or the trolley stop. With rentals of up to $45K, this property is an ideal investment!

79 Lighthouse Road Unit 2408, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

13 Lawton Drive Unit 94, Hilton Head Island
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 1,167 SqFt. ⋅ HILTONHEAD-512579 MLS
Exquiѕitely rеіmagіnеd, rеmodеlеd, and renovated, this ѕtunning 3‐bedroom, 3-full-bath villa is an exceptional Sea Pines opportunity - just SIX homes from the beach! Beautifully furnished and impeccably decorated, this bright and airy villa offers the perfect combination of luxury, location, and income-producing potential. A gorgeous rear wall of windows fills the living space with natural light and brings the beautiful outdoor setting right inside. And then there's the location...Perfectly positioned just a short distance inside the Sea Pines Ocean Gate, you can walk out your front door and cross the street to the beach path - putting the beach practically at your doorstep. Prefer to explore by bike? Take a leisurely ride to Coligny, the Plantation Club, or Sea Pines Center for shopping, dining, and entertainment. Golfers will love the private putting green exclusive to Fairway Lane Villas - and even non-golfers will appreciate having a little extra fun right outside their door. Best of all, you'll have the incredible amenities and attractions of Sea Pines right at your fingertips: three golf courses, including Harbour Town Golf Links, home of the RBC Heritage; Lawton Stables; the Sea Pines Forest Preserve; the iconic Harbour Town Lighthouse; and the shops, restaurants, and waterfront charm of Harbour Town and South Beach - including the beloved Salty Dog Cafe. Whether you're looking for a dream beach retreat, a memorable family getaway, or a vacation property with rental income potential, this villa checks all the boxes. Beautifully updated. Perfectly located. Ready to enjoy. This just might be the one you've been waiting for. Don't miss it!

13 Lawton Drive Unit 94, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

79 Lighthouse Road Unit 2396, Hilton Head Island
$705,000
2 Beds ⋅ 2 Baths ⋅ 1,051 SqFt. ⋅ HILTONHEAD-513055 MLS
UPDATΕD TOP‐FᏞOΟR VΙᏞLΑ іn an outstanding Seа Pіnes location! This furnished, rental-ready property features a bright, open floor plan with vaulted living room ceilings and a kitchen that flows seamlessly into the living and dining areas. Enjoy peaceful lagoon and palm tree views from the private balcony.Just ONE BLOCK from Sea Pines Center with restaurants, boutiques, bike rentals, and seasonal trolley service. Harbour Town is an easy walk or bike ride away, putting world-class dining, shopping, and the waterfront close at hand.Offered fully furnished with living room sofa, chair, and balcony furniture only one year old. An ideal Hilton Head getaway, full-time residence, or investment property. Pet-friendly for owners. TURNKEY ISLAND LIVING in one of Sea Pines' most convenient locations!

79 Lighthouse Road Unit 2396, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

18 Lighthouse Lane Unit 1028, Hilton Head Island
$675,000
1 Beds ⋅ 1 Baths ⋅ 838 SqFt. ⋅ HILTONHEAD-512989 MLS
WELCOME to a front-row seat in world-renowned Harbour Town in the exclusive Sea Pines Resort. From your private balcony, take in breathtaking views of the iconic Harbour Town Lighthouse, the harbor filled with yachts, and the sparkling waters of Calibogue Sound just beyond. Charming and beautifully appointed, this villa is offered fully furnished and rental-ready, making it an exceptional opportunity for a vacation getaway, investment property, or both. This villa puts you right in the heart of the Harbour Town experience.

18 Lighthouse Lane Unit 1028, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

101 Lighthouse Road Unit 2205, Hilton Head Island
$730,000
2 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512531 MLS
101 Lighthouѕe Road ⵌ2205 οfferѕ аn іncrеdіble opportunity tο own іn the heart of Sea Pines! Located in desirable Heritage Villas, this property puts you just minutes from the shops, dining, marina, and iconic charm of Harbour Town. Enjoy the Lowcountry lifestyle with easy access to biking, tennis, golf, dining, and all that Sea Pines has to offer. Heritage Villas features beautifully landscaped grounds and a community pool, making this an ideal Hilton Head retreat, primary residence, second home, or investment property. Whether you're spending the day exploring Sea Pines, relaxing by the pool, or biking into Harbour Town for dinner and sunset views, this villa places you in the center of one of Hilton Head Island's most sought-after destinations.

101 Lighthouse Road Unit 2205, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

22 Lighthouse Road Unit 525, Hilton Head Island
$638,000
2 Beds ⋅ 2 Baths ⋅ 1,230 SqFt. ⋅ HILTONHEAD-512903 MLS
Walk/Bike to Beach. Private 3rd Floor Villa with stunning golf views and convenient elevator access!! Just around the corner from the Sea Pines Beach and Plantation Clubs ... offering panoramic golf and ocean views from their individual restaurant locations. This beautifully appointed villa offers an open-concept kitchen and living area with upgraded luxury vinyl plank flooring and a private balcony to enjoy the outdoor living environment. This villa complex also has a private pool for it's homeowners just within steps of the entrance to this property. 2 BR/2 BA. This villa is being offered fully furnished and turnkey for your personal convenience or as an investment property. Island living at your fingertips!!

22 Lighthouse Road Unit 525, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

18 Lighthouse Lane Unit 1043, Hilton Head Island
$1,299,000
3 Beds ⋅ 3 Baths ⋅ 1,652 SqFt. ⋅ HILTONHEAD-512787 MLS
A soрhistiсаted tοр‐floοr rеtreat in the heart of Ηarbοur Town, where direct marina, lighthouse, and Calibogue Sound views define every level. This 3-bedroom, 3-bath, two-story penthouse offers a rare vantage point above Sea Pines' most storied address - steps from the shops, restaurants, and marina energy of Harbour Town, yet elevated well above it. The two-story layout gives the living space real scale and separation while keeping the lighthouse and sound as the constant backdrop. Move-in ready as a personal getaway, or well-suited as a short-term rental - direct marina and lighthouse views like this are consistently the strongest driver of rental demand and rate in Harbour Town. This villa is sold furnished. A location, elevation, and view combination that rarely comes to market. Schedule a private showing.

18 Lighthouse Lane Unit 1043, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

50 Hearthwood Drive, Hilton Head Island
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-512889 MLS
Beautifully positioned along a picturesque lagoon, this inviting home combines an exceptional setting with spacious interiors, thoughtful updates, and wonderful indoor-outdoor living. Soaring ceilings, expansive windows, designer lighting, and serene water views create a light-filled atmosphere from the moment you enter. Open kitchen features quartz counters, soft-close cabinetry, eat-in island and stainless appliances, flowing to the living, dining and family rooms. First-floor owner suite enjoys serene water views and a beautifully updated bath. Two additional spacious guest suites offer generous closets and share a beautifully finished bath. Flexible 4th BR offers room to add a bath. One of the home's most special features is its incredible connection to the water. Just off the kitchen, there is a screened porch features and an open deck that's ideal for grilling, relaxing, and watching the abundant Lowcountry wildlife. For those who love to fish, it doesn't get much better than stepping into your own backyard to reel in redfish, black drum, and flounder. Whether your perfect day includes a morning bike ride, a round of golf, an afternoon on the beach, boating from Harbour Town, or simply relaxing at home, this location puts the best of Sea Pines within easy reach. From the expansive water views and beautifully updated interiors to the exceptional screened porch, and welcoming neighborhood atmosphere, this home offers a wonderful opportunity to enjoy the relaxed Lowcountry lifestyle.

50 Hearthwood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

2 Sweet Gum Lane, Hilton Head Island
$1,549,000
3 Beds ⋅ 3 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-512739 MLS
Fully and thoughtfullу renovatеd tοp‐tο‐bottοm, thіs turnkey home in Greеnwoοd Forest offers seamless Lowcountry living in the heart of Sea Pines. The light-filled interior features all-new flooring and lighting throughout. The dramatically expanded kitchen boasts brand-new appliances, premium countertops, and generous cabinet storage, ideal for everyday living and entertaining. The primary suite serves as a true private retreat, featuring a newly renovated spa-like bath with upscale fixtures and refined finishes designed for total relaxation. A dedicated new laundry area includes a brand-new washer and dryer. Greenwood Forest residents enjoy exclusive access to a private neighborhood pool, tennis courts, basketball court, and playground. Perfectly positioned within Sea Pines, this home is just a quick bike ride or trolley trip to the pristine shores of the Sea Pines Beach Club, iconic Harbour Town, the Shops at Sea Pines Center, and miles of scenic nature trails. Whether searching for a primary sanctuary, vacation home, or rental investment, this thoughtfully updated property combines modern comfort with an unbeatable coastal location.

2 Sweet Gum Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

15 Wagon Road, Hilton Head Island
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 2,484 SqFt. ⋅ HILTONHEAD-512850 MLS
Beautіfully renovаtеd and fullу uрdаted 4 bеd/3 bаth home just minutes frοm the bеach! This stunning property has been thoughtfully transformed from top to bottom, offering stylish finishes, modern upgrades, and all new furnishings inside and out. The freshly painted interior features new doors & hardware, ceiling fans, lighting, and fixtures throughout. The completely renovated kitchen showcases new cabinetry and appliances, while all three bathrooms have been beautifully updated, including a reconfigured primary bath designed for improved functionality and style. Major improvements include new plumbing, ductwork, roof, and gutter systems, providing peace of mind for years to come. Outside, enjoy a serene private pool area overlooking a lagoon, with updated landscaping and pool surrounds creating the perfect setting for relaxing or entertaining. With its exceptional location near the beach and extensive renovations inside and out, this turnkey home is ready to be enjoyed!

15 Wagon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

15 Dewberry Lane, Hilton Head Island
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-512460 MLS
Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

2017 Deer Island Road, Hilton Head Island
$749,900
1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-512659 MLS
Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island offers incredible potential for someone looking to renovate and make it their own while taking full advantage of its exceptional waterfront setting. Enjoy ever changing views of the Sound, passing boats, and unforgettable sunsets right from home. Tucked beneath a canopy of mature oaks and palms, Deer Island feels wonderfully private while being just a short stroll from the heart of Harbour Town. Enjoy easy access to the marina, restaurants, shopping, golf, tennis, community pool, and miles of leisure trails throughout Sea Pines. An incredible opportunity to own on Deer Island and transform this property into something truly special.

2017 Deer Island Road, Hilton Head Island

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

108 Lighthouse Road Unit 2330, Hilton Head Island
$499,000
1 Beds ⋅ 1 Baths ⋅ 761 SqFt. ⋅ HILTONHEAD-512273 MLS
Enjoу the best οf Ѕeа Ρіneѕ frοm this inviting 1BR cοndo іn Racquet Club Villas, ideally located near Harbour Town and overlooking a peaceful lagoon. The second-floor villa features an open living area with a private balcony, fully equipped kitchen, king-size primary bedroom, and queen sleeper sofa. Additional conveniences include an in-unit washer and dryer, Smart TV, and Wi-Fi. Owners and guests also enjoy access to the community pool and clay tennis courts, with the Harbour Town marina, shops, restaurants, and iconic lighthouse just a short stroll away. The Sea Pines Beach Club is only minutes away by car or seasonal trolley, making this a great opportunity for a vacation home or rental investment in one of Hilton Head Island's most sought-after communities.

108 Lighthouse Road Unit 2330, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

9 Seaside Sparrow Road, Hilton Head Island
$785,000
6 Beds ⋅ 8 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-512378 MLS
New cο-ownerѕhіp οррortunіtу: Own one-eighth of thіs рrofessionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

124 N Sea Pines Drive Unit 582, Hilton Head Island
$1,650
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512324 MLS
Your Spicebush Fall Week 37 Awaits! Tucked within the heart of Hilton Head Island's prestigious Sea Pines community, this ownership places you just moments from the Sea Pines Beach Club and Plantation Club Golf Course. Perfectly situated, your Spicebush Week 37 offers effortless access to world-class golf, pristine beaches, waterfront dining, and the island's most celebrated events. Embrace coastal living at its best-start your mornings by the sea, unwind beneath golden sunsets, and savor the timeless charm of Sea Pines Resort. With refined, low-maintenance ownership, your annual island escape is always ready when you are.

124 N Sea Pines Drive Unit 582, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2875, Hilton Head Island
$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512325 MLS
Own Your Late Winter Escape! Make Hilton Head your tranquil tradition! Enjoy the islands serene off-season with deeded ownership of Week 8 at Swallowtail, nestled in the heart of Hilton Heads prestigious Sea Pines community. Perfectly positioned between the iconic Harbour Town Lighthouse and the Beach Club, this property places you steps from world-class golf, uncrowded beaches, waterfront dining, and early-spring cultural events. Experience coastal living at its most peaceful stroll mild, sunny beaches, sail into crisp sunset evenings, and savor the charm of Harbour Town without the crowds. With luxurious, low-maintenance ownership, your late-winter retreat is forever waiting.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

157 Otter Road, Hilton Head Island
$876,000
3 Beds ⋅ 2 Baths ⋅ 1,882 SqFt. ⋅ HILTONHEAD-512297 MLS
Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home is light, bright, and move-in ready, offering the perfect combination of comfort, location, and island lifestyle. Thoughtful updates include new LVP flooring, fresh paint, updated primary bathroom, Trex decking, and a 2025 Trane HVAC system. The spacious back deck is ideal for outdoor dining, entertaining, or relaxing, while the large backyard offers space for a pool and for creating a private oasis. Located near the main gate of Sea Pines, this home provides quick and convenient access to everything Hilton Head Island has to offer while still enjoying the privacy and amenities of one of the island's most iconic communities. Sea Pines is home to three renowned public golf courses, miles of pristine beaches, numerous restaurants, Harbour Town, private owner and guest beach access at Tower Beach, and the exciting redevelopment of South Beach. From biking beneath moss-draped live oaks to golf, boating, dining, and days spent on the beach, the Sea Pines lifestyle is truly hard to beat. Hilton Head Island has also been recognized as the #1 Island in the U.S. for nine consecutive years, further reinforcing why so many people choose to call this special place home. Whether you're searching for a primary residence in Sea Pines, a Hilton Head Island second home, or a short-term rental investment / coastal getaway, this turnkey property is ready for its next owner. Move in, unpack, and start enjoying the Hilton Head Island lifestyle from day one. Schedule your in-person or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

70 Lighthouse Road Unit 2885, Hilton Head Island
$2,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512178 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 20, ideally positioned in the late May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep.

70 Lighthouse Road Unit 2885, Hilton Head Island

Listing courtesy of Lighthouse Realty.

34 Ruddy Turnstone Road, Hilton Head Island
$7,050,000
5 Beds ⋅ 6 Baths ⋅ 5,278 SqFt. ⋅ HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

70 Lighthouse Road Unit 2871, Hilton Head Island
$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511928 MLS
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2871, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2875, Hilton Head Island
$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511868 MLS
Owner is also selling Week 17 (Unit 2874) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 18, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 17 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

70 Lighthouse Road Unit 2874, Hilton Head Island
$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511798 MLS
Owner is also selling Week 18 (Unit 2875) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 17, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 18 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

35 Lake Forest Drive Unit APT 3304, Hilton Head Island
$699,000
2 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-511765 MLS
Discover this diamond in the rough! A 2-bedroom, 2-bath townhouse in the heart of Sea Pines Resort. This light filled villa offers approximately 1,400 square feet of single-level living with vaulted ceilings, an open floor plan, and peaceful lagoon views from the living room, primary suite, and spacious rear deck. Enjoy added privacy along with a welcoming front porch and excellent bedroom separation.Perfect as a primary residence, vacation home, or investment property with short-term rental potential, this villa also offers access to a community pool and tennis courts.Ideally located near the Sea Pines Forest Preserve, Harbour Town and pristine beaches, championship golf, bike trails, marinas, shopping, and dining, this is an outstanding opportunity to enjoy the very best of Hilton Head Island living. Brand new front and rear decks!

35 Lake Forest Drive Unit APT 3304, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

15 Green Wing Teal Road, Hilton Head Island
$7,875,000
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.

225 S Sea Pines Drive Unit 1401, Hilton Head Island
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 2,015 SqFt. ⋅ HILTONHEAD-511511 MLS
Location is everything! This ocean-oriented, four-bedroom, three-and-one-half-bath condominium is just steps from the Atlantic Ocean and the shops, dining and entertainment of South Beach Marina Village in Sea Pines.Ideally positioned beside the new community pool, the residence offers a private rear deck as well as an upstairs deck off the primary suite. Enjoy convenient access to the beach, leisure trails, pickleball, restaurants, shopping and endless opportunities for recreation.Whether you are seeking a primary residence, vacation retreat or investment property, this is a wonderful opportunity to begin making lasting Hilton Head Island memories.

225 S Sea Pines Drive Unit 1401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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