Refine Search
Map
Sort by
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 2,484 SqFt. ⋅ HILTONHEAD-512850 MLS
Beautifully renovated and fully updated 4 bed/3 bath home just minutes from the beach! 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.

$619,900
3 Beds ⋅ 2 Baths ⋅ 1,636 SqFt. ⋅ HILTONHEAD-512809 MLS
Nestled in the sought after Club Course neighborhood of Sea Pines, 21 Acorn Lane offers an exciting opportunity to create your ideal Lowcountry retreat. This 3 bedroom, 2 bath home features a cathedral ceiling that adds to its open and spacious feel, while the expansive deck provides the perfect setting for outdoor entertaining or peaceful mornings surrounded by mature Lowcountry landscaping. Ready for renovation and a new vision, the home offers a great foundation for a buyer looking to update and make it their own. Ideally located with convenient access to the Sea Pines leisure trails, restaurants, shopping, golf, beaches, Harbour Town, South Beach Marina, and all of the world class amenities Sea Pines has to offer. An incredible opportunity to bring your vision to life in one of Hilton Head Island's most desirable communities.

21 Acorn Lane, Hilton Head Island

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

$1,325,000
3 Beds ⋅ 4 Baths ⋅ 2,343 SqFt. ⋅ HILTONHEAD-512807 MLS
Exceptional Harbour Town location in the heart of Sea Pines! 18 Spinnaker Court is a spacious 3-bedroom, 3.5-bath townhome offering more than 2,300 square feet, multiple outdoor living areas, and distant views of the 18th fairway of Harbour Town Golf Links and Calibogue Sound. A paver driveway leads to the 1-car garage, while inside, the floor plan offers generous living and dining spaces with high ceilings, hardwood floors, granite countertops, a wet bar, and a fireplace. The galley-style kitchen is efficient and functional, and the primary suite is located upstairs along with additional guest accommodations. Sold furnished, this property is especially appealing as a turnkey rental opportunity, second home, or full-time residence. Multiple decks provide additional space to relax, entertain, and take in the surrounding Harbour Town setting. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, Harbour Town Marina, South Beach Marina, world-class golf, tennis and pickleball, dining, shopping, and easy access to the Harbour Town Golf Links, home of the PGA TOUR's RBC Heritage Presented by Boeing. With its size, furnished offering, garage, outdoor living spaces, and prime Harbour Town setting, 18 Spinnaker Court presents an outstanding opportunity to own in one of Hilton Head Island's most iconic communities.

18 Spinnaker Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$950,000
4 Beds ⋅ 3 Baths ⋅ 2,201 SqFt. ⋅ HILTONHEAD-512744 MLS
Don't miss this rare 4-bedroom home in the quiet Club Course section 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.

$849,000
3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-512728 MLS
Fantastic opportunity to own a spacious, single-level 3-bedroom, 2-bath home in a peaceful Club Course setting! Offering just under 1,600 square feet, this home features a move-in-ready foundation with plenty of opportunity to add your own personal touches.The inviting living room features a tray ceiling, fireplace, and built-in cabinetry, creating a comfortable space for relaxing or entertaining. Step outside to the oversized rear deck-ideal for outdoor dining, entertaining family and friends, or simply unwinding at the end of the day. Enjoy the convenience of being able to leave the car at home and walk or bike to nearby restaurants, shopping, the movie theater, and grocery stores. The combination of a quiet residential setting and easy access to everyday conveniences makes this location especially appealing.With one-level living, three bedrooms, two full baths, generous outdoor space, and approximately 1,600 square feet, this home is a great alternative to villa living. Whether you're looking for a primary residence, second home, or Hilton Head Island getaway, this property offers tremendous potential and value. Bring your finishing touches and make it your own! Inspections welcome but home sold AS-IS.

5 Possum Lane, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

$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.

$1,450,000
4 Beds ⋅ 3 Baths ⋅ 2,002 SqFt. ⋅ HILTONHEAD-512678 MLS
Sparkling fresh and move-in-ready! This four-bedroom, three-bath home is ideally located in Greenwood Forest. Just minutes from the beach and walking distance to the shopping, dining and amenities of Sea Pines Center, this inviting property offers the perfect combination of comfort, convenience and potential. Designed for easy island living, with lots of light pouring in from windows and skylights, this home provides tons of space for family and guests. Rare four bedrooms with garage would perfectly serve as a primary residence, second home or income-producing vacation property. 2 large bedroom suites have their own bath, one with private entrance, and two living spaces are ideal for multi-generation living and vacations. Wet bar and wood burning fireplace are perfect for entertaining with access to outdoor dining on the large deck accessible from the primary bedroom as well. There is a large dining area indoors as well as an oversized kitchen island with stools and kitchen sitting area. The garage space has ample storage and access. Enjoy the added appeal of neighborhood amenities, including a community pool, tennis and basketball-perfect for relaxing, staying active and making the most of the Sea Pines lifestyle .With an excellent rental history and strong rental projections, 19 Dewberry Lane presents an outstanding opportunity for buyers seeking both a personal island retreat and an incredible investment. Whether you're looking for a easy getaway close to the beach, a full-time Hilton Head home or a property with attractive rental income potential, this home checks all the boxes. Come experience the convenience, amenities and coastal charm that make this area one of Hilton Head Island's most desirable destinations and this home is a must see.

19 Dewberry Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

$797,000
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.

$3,125,000
4 Beds ⋅ 4 Baths ⋅ 2,522 SqFt. ⋅ HILTONHEAD-512045 MLS
Third-row Ocean home on one of the most desirable homesites in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of space, privacy, and opportunity just steps from the Atlantic. A private path from the backyard and pool leads directly to the beach walkway, making beach days effortless.Inside, the four-bedroom, three-and-a-half-bath home features an open floor plan with spacious living areas, a granite and stainless kitchen, a wet bar with wine refrigerator, and a bright sunroom designed for easy coastal living. Outside, the private pool and expansive patio provide the perfect setting for entertaining or relaxing after a day at the beach. Two car garage, driveway and unique additional parking area invite friends and family to park with ease.With its oversized lot, exceptional beach access, and prime Sea Pines location near Harbour Town, South Beach Marina, golf, tennis, dining, and miles of leisure trails, 16 Sandhill Crane presents a rare opportunity to own one of the area's most coveted third-row properties.

16 Sandhill Crane Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,349,000
5 Beds ⋅ 4 Baths ⋅ 3,424 SqFt. ⋅ HILTONHEAD-512304 MLS
One of the finest homes in Greenwood Forest, 19 Wisteria Lane 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.

$785,000
6 Beds ⋅ 8 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-512378 MLS
New co-ownership opportunity: Own one-eighth of this professionally 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.

$2,900,000
4 Beds ⋅ 4 Baths ⋅ 3,895 SqFt. ⋅ HILTONHEAD-511549 MLS
Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and an open, flowing floor plan. The spacious chef's kitchen seamlessly connects to the living room, dining area, family room, and breakfast nook, creating inviting spaces for gathering with family and friends. Offering four bedrooms and three-and-a-half baths, the home provides generous accommodations for both everyday living and hosting guests. Outside, enjoy a private fenced backyard complete with a sparkling pool, covered outdoor living area, and beautifully designed hardscape and mature landscaping-perfect for relaxing, grilling, and entertaining. Ideally located just moments from the iconic Harbour Town Golf Links, home of the annual RBC Heritage, this home places you in the heart of everything Sea Pines has to offer. Enjoy miles of leisure trails, pristine beaches, the Sea Pines Beach Club, Harbour Town Marina, South Beach Marina, Lawton Stables, world-class dining and shopping, and three championship golf courses. This is a rare opportunity to enjoy one of Hilton Head Island's most sought-after lifestyles.

75 Baynard Cove Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$879,000
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.

$799,000
6 Beds ⋅ 8 Baths ⋅ 4,407 SqFt. ⋅ HILTONHEAD-512129 MLS
Own one-eighth of this professionally managed, turnkey home by Pacaso. Bald Eagle sits on a quiet third-row lot on Hilton Head Island, just a short walk from the Atlantic through a private beachside community. The exterior has a covered front porch, classic columns and a shingled roofline that feels considered and unhurried against the island's natural landscape. Inside, the entry foyer has a custom curved staircase, ornate columns, coffered ceilings and light hardwood floors that run throughout the main level. The great room has box beam ceilings, a traditional fireplace with a modern tile surround and built-in storage, opening directly into the dining area with French doors to the backyard. The kitchen has dark stone countertops, a premium range hood, glass-front cabinetry, a quartz-topped island and a separate breakfast bar. The primary bedroom opens to the backyard patio and has a spa-caliber en suite bath with a freestanding soaking tub, tiled shower and dual vanities. Five additional bedrooms, each with private baths, and a bonus room with wet bar complete the layout across three floors connected by a four-stop elevator. The heated pool, overflowing hot tub and outdoor cooking area sit within mature landscaping that gives the backyard a private, enclosed quality. The beach is a short walk through the community's private beachside access. Harbour Town and its iconic lighthouse, the Quarterdeck's waterfront dining and the Sea Pines Resort's golf courses and trails are all within easy reach. Bald Eagle is professionally designed, appointed and managed by Pacaso. Owners arrive to find the home ready at every visit, with nothing left to coordinate before the stay begins.

8 Bald Eagle Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$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.

$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2,590 SqFt. ⋅ HILTONHEAD-511308 MLS
Don't miss this beautifully maintained, newer-style 3-bedroom, 3-bath home in a highly desirable Sea Pines location. Tucked away on a quiet cul-de-sac and private street just minutes from Harbour Town, this home offers the perfect combination of comfort, updates, and Lowcountry charm. Step inside to find beautiful new hardwood floors, smooth painted ceilings, and a spacious great room with soaring ceilings, a fireplace, and peaceful lagoon views. The updated kitchen features stainless steel appliances, granite countertops, a stylish backsplash, and opens seamlessly to the main living spaces. Additional features include a separate dining room and a wine bar, making this home ideal for entertaining. The first-floor primary suite offers a relaxing retreat with a spacious walk-in closet, double vanity, and walk-in shower. With two HVAC systems, a two-car garage, and abundant extra storage, this home is as functional as it is beautiful. Located in the heart of Sea Pines, enjoy convenient access to Harbour Town, beaches, leisure trails, golf, tennis, pickleball, dining, shopping, and all the incredible amenities Sea Pines has to offer.

58 Planters Wood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

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

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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

45 Night Heron Lane, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$7,950,000
7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS
One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

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

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$1,993,000
5 Beds ⋅ 6 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-506920 MLS
This is it....just what you have been dreaming of...brand NEW CONSTRUCTON in Sea Pines and move-in ready. You simply won't find this level of quality, craftmanship, size, and top of the line finishes in a new home anywhere in Sea Pines at this price. 5 bedrooms all with gorgeous ensuite baths. Bright, open floor plan with sweeping golf views down the par 5, 2nd hole of Sea Pines Country Club from nearly every room. From the moment you step through the custom iron front door to the soaring 2 story entry you know you have found your special spot! Walk through the entry to the Great Room with 50" linear fireplace, 10' ceiling, and double sliding doors that open to a covered porch with outdoor fireplace. Chef's kitchen with Tuscany Quartz countertops, Kohler farmhouse sink, oversized Quartz Island with extra thick mitered edge, custom cabinetry, walk-in pantry, and Thor SS appliances. Main-level primary suite with frosted glass double pocket doors leading to spa bath with double vanity Kohler sinks, walk in shower and walk in closet with convenient built ins. Front guest bedroom on main level with en-suite bath. Upstairs offers three en-suite bedrooms and flexible bonus space. Relax and unwind with the outdoor living spaces including grilling area, fire pit area, and room for a pool. Two car garage with 14' ceiling allowing for additional vertical storage! You can't beat this prime Club Course location with easy access to the Sea Pines main gate, dining, grocery and shopping. Hard to replicate. Even harder to find NEW CONSTRUCTION at this price in Sea Pines. Rare opportunity to own a true newly built home in Sea Pines-without the wait of design, ARB approval and construction time. Attractive rental projections available.

148 Otter Road, Hilton Head Island

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

$3,295,000
5 Beds ⋅ 6 Baths ⋅ 4,334 SqFt. ⋅ HILTONHEAD-505653 MLS
Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,100,000
4 Beds ⋅ 5 Baths ⋅ 2,967 SqFt. ⋅ HILTONHEAD-505896 MLS
With four en-suite bedrooms and a tranquil lagoon backdrop, this home truly balances space and serenity. Brazilian oak hardwoods (2024) gleam throughout. The 2025 kitchen renovation and expansion create the perfect setting for both cooking and entertaining. New patio doors (2024) lead you out the expanded deck (2022) where you can relax and take in the beautiful views Sea Pines is so famous for providing. Truly, no stone was left unturned in maintaining and upgrading this home. A full list of upgrades/renovations as well as a pool rendering can be found in the home at your viewing or be made available upon request. Residents of Sea Pines enjoy natural beaches, championship golf courses, miles of bike paths, two marinas, an upscale beach club, shops and restaurants all in a gated community with 24/7 security. This is not an opportunity to miss! Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$844,900
3 Beds ⋅ 3 Baths ⋅ 1,585 SqFt. ⋅ HILTONHEAD-505288 MLS
Welcome to this charming 3-bedroom, 3-bath home in the highly sought-after Carolina Place neighborhood of Sea Pines. Offered fully furnished, this inviting home features a bright open floor plan and plenty of natural light! This home offer plenty of storage for bikes and chairs under the expansive deck, and offers a dedicated dining room, great for entertaining! Carolina Place residents enjoy access to one of the best community pools in Sea Pines, along with tennis and pickleball courts and a playground, making it an ideal setting for both active lifestyles and peaceful coastal living. Short term rentals allowed.

76 Shell Ring Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$4,190,000
5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-504388 MLS
Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

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

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.