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$1,625,000
3 Beds 3 Baths 2,431 SqFt. HILTONHEAD-512571 MLS
Located within the coveted Heritage Woods neighborhood of Sea Pines Resort, this classic three bedroom, three bath home represents a dynamic real estate opportunity. This single floor property boasts dual living areas, large bedrooms and peaceful reading and relaxation nooks. A flexible room on the home's opposite side offers a rare fourth sleeping space or quiet office - complete with a full bath. The home's private swimming pool is framed by Brazilian hardwood decking and wrap-around rear fencing ensures upmost privacy for family and guests. The spacious floor plan offers modern functionality while enduring touches such as the brick fireplace and built in bookshelves lend a timeless charm. Hilton Head Island's award wining beaches are within walking distance via Sea Pines' convenient beach paths while the leisurely pursuits of Harbour Town and South Beach are within a short biking distance. This fully furnished home is currently on the short term rental market and represents a turnkey opportunity for a buyer seeking an immediate investment or a ready canvas to create their own island escape.

8 Old Military Road, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$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.

$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.

$949,900
3 Beds 3 Baths 1,750 SqFt. HILTONHEAD-512403 MLS
This turnkey 3BR/3BA end-unit villa in Stoney Creek offers the easy 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.

$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.

$1,995,000
6 Beds 7 Baths 2,786 SqFt. HILTONHEAD-512306 MLS
Steps away from the famed 18th green lies a unique opportunity in the heart of Sea Pines' iconic Harbour Town. This turnkey furnished home boasts 6 en-suite bedrooms, perfect for family gatherings and countless vacation memories. Rows of sliders lead guests from the newly renovated kitchen and double-story living area to the freshly resurfaced swimming pool and spa. This unique home features a rooftop deck with views to Calibogue Sound and is walking distance to the famous lighthouse, Liberty Oak, and family friendly dining and retail. The Sea Pines trolley is a short stroll away with transportation to the Sea Pines Beach Club, Sea Pines Center and South Beach amenities. With an established rental history, premier location and sleeping space for 20 this home is truly an investor's dream.

7 Genoa Court, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$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.

$950,000
2 Beds 2 Baths 1,086 SqFt. HILTONHEAD-512086 MLS
Premier investment in Sea Pines Resort's South Beach Marina Village and less than 1/4 mile to the beach. This 1-floor 2BR/2BA Lagoon Villa features brand new impact rated windows and doors. While this unit has never been rented other rentals in this regime rent VERY well. Highly desirable location near the beach, South Beach Marina, dining, and entertainment. Features include vaulted ceilings, 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 1588, 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.

$900
2 Beds 2 Baths HILTONHEAD-511802 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 13! Seize the opportunity to own deeded Week 13 in the heart of Hilton Head Island's premier Sea Pines community. This stunning Swallowtail property, situated along the 12th fairway of the Heron Point Golf Course, offers the perfect blend of golf course tranquility and coastal adventure. Positioned between Harbour Town's iconic lighthouse and the Beach Club's sun-kissed shores, Swallowtail offers easy access to championship golf, pristine beaches, waterfront dining, and luxury boutiques. Whether you're spending your mornings on the green, afternoons lounging on the beach, or evenings exploring the charming Harbour Town, Swallowtail offers the low-maintenance luxury lifestyle you've been dreaming of. Don't miss the chance to make this slice of paradise yours - secure your Week 13 getaway today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse 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.

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

15 Green Wing Teal Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$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.

$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.

$729,000
2 Beds 3 Baths 1,238 SqFt. HILTONHEAD-510644 MLS
Come see this totally RENOVATED FEE SIMPLE home Located in the exquisite Carolina Place community in the heart of the Low Country where you can live out your dreams of enjoying the island! This 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! Complete privacy and serene view with wonderful wild life including deer, various Southern birds and so much more! Having been recently updated it is a turn-key opportunity to have a permanent primary, secondary or investment home in Sea Pines Plantation. The first floor is spacious and open with a HUGE screened-in back porch that runs the entire width of the townhome and is fully enclosed. It adds a welcome dimension to the living space and adds a variety of space for hosting friends and family. The view is peaceful and tranquil with the lagoon and the protected forest preserve backdrop behind it with only the natural wildlife as your neighbors. You can sit on your covered fully enclosed back porch and enjoy all the beauty that the Low Country has to offer! Both bedrooms are located upstairs and each have their own private updated bathrooms. This home is easy in and located in close proximity to the ample amenities that Carolina Place has to offer! It has a large swimming pool with on sight spa with tennis and pickle ball courts too! Sea Pines Plantation has so much to offer with biking trails that run throughout the area taking you throughout Sea Pines including Harbour Town, South Beach Marina or the Beach Club....there's also a private access beach for owners of Sea Pines Properties.....not to mention the 4 different golf courses, tennis, pickle ball, boating, shopping and all the water sports imaginable!! There's a reason this particular area has so many happy owners.....come see for yourself and become a Sea Pines Residential owner TODAY!!

125 Greenwood Drive Unit APT 3407, Hilton Head Island

Listing courtesy of Keller Williams Realty.

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

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$695,000
2 Beds 2 Baths 1,210 SqFt. HILTONHEAD-510242 MLS
Welcome to one of the most desirable locations in Plantation Club! This beautifully maintained 2BR/2BA ground-floor corner villa enjoys expansive views of Atlantic Dunes Golf Course and is located in the closest Plantation Club building to the Sea Pines Beach Club-only 700 yards away.Designed for easy coastal living, the villa features smooth ceilings, luxury vinyl plank flooring, and a comfortable floor plan that seamlessly connects the living and dining areas to an oversized private patio. Perfect for morning coffee, outdoor dining, or relaxing after a day at the beach, the spacious patio offers exceptional golf course views and a peaceful Lowcountry setting.Offered fully furnished, this move-in-ready villa presents an outstanding opportunity as a primary residence, vacation retreat, or income-producing rental property. Its prime Sea Pines location provides convenient access to the beach, pools, Harbour Town, South Beach Marina, Sea Pines Center, and miles of scenic leisure trails. The seasonal Sea Pines Trolley stop is located nearby, making it easy to enjoy all of Sea Pines' world-class amenities.Whether you're seeking a personal getaway or an investment opportunity, this exceptional Plantation Club villa combines ground-floor convenience, outstanding golf views, and one of the community's most walkable locations to the beach.

10 Lighthouse Road Unit 426, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$775,000
2 Beds 3 Baths 1,610 SqFt. HILTONHEAD-509566 MLS
Tucked within the world-renowned community of Sea Pines, this beautifully updated 2-bedroom, 2.5-bath villa offers the perfect blend of Lowcountry charm, investment opportunity, and resort lifestyle. Enjoy tranquil lagoon views from a spacious floor plan featuring a fully renovated lower level designed with today's coastal buyer in mind. Partially furnished with bedroom furnishings included, this turnkey retreat is ideal as a second home, vacation getaway, or income-producing short-term rental. Owners and guests enjoy access to pristine beaches, miles of leisure trails, and three championship golf courses including legendary Harbour Town Golf Links, home of the annual RBC Heritage. Just moments from Harbour Town's iconic marina, dining, shopping, and entertainment, this is an exceptional opportunity to own in one of Hilton Head's most sought-after destinations.

17 Lake Forest Drive Unit APT 3347, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$890,000
3 Beds 4 Baths 1,780 SqFt. HILTONHEAD-509012 MLS
Luxury Updated 3 BR Stoney Creek Condo with great pool views. Only minutes to world famous Harbourtown Golf Links, Lighthouse, Shops and Restaurants this updated luxury condo can sleep 8 people. What a wonderful location to come and enjoy world class amenities for a family beach or golf vacation. Sea Pines has miles of bike paths, beach access and a trolley to run you around the Sea Pines Resort. Kitchen has granite counter tops, updated appliances, washer, dryer and fully stocked so you can prepare an afternoon snack or a full meal for the family or golfers. Living has large flat screen TV and half bath is just off the living room. Walk right out from the living room to enjoy a nice back patio with pool views. Pool is only steps from the back deck so you can take a dip and cool off after a long day on the beach or golf course. Master Bedroom has a king size bed with updated en suite bathroom. New vanity, new tile floors and tile shower with inlaid accents. Guest bedroom has new vanity, new tile, new shower and king size bed. Feels like a double master suite with all the updates and king size beds. The guest room has two double beds for kids or golfers. The luxury condo can sleep a total of eight people with plenty of room to spread out. Wonderful large townhome with private bedrooms and spectacular location near all the amenities in Sea Pines Resort

19 Stoney Creek Road Unit 286, Hilton Head Island

Listing courtesy of Hilton Head Luxury Homes, Inc.

$2,100,000
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.

$659,900
2 Beds 2 Baths 1,279 SqFt. HILTONHEAD-508598 MLS
Easy walk to the Beach and Plantation Club from this second floor, furnished, golf view villa with 2 bedrooms and 2 bathrooms. The Plantation Club has two, private swimming pools. The Sea Pines Plantation Clubhouse has golf and a restaurant. The Sea Pines Beach Club has a bar and restaurants. The villa is a short ride from the Sea Pines Center with restaurants and shops. The villa is a short ride to Harbourtown. The villa has many upgrades: 2016, new HVAC. 2020, new microwave and 1st bedroom mattress/boxsprings. 2021, new dishwasher and bedroom television. 2022, new guest bedroom matresses. 2023, new patio furniture. 2024, new living room tables, primary bathroom tiled shower, new tile floors, all new interior paint, new living room television, new living room curtains, new window blinds, all new door casings and baseboards. 2025, new refrigerator, clothes washer and dryer, hot water tank. All linens are included with the sale.

18 Lighthouse Road Unit 471, Hilton Head Island

Listing courtesy of Go Gated Realty Inc.

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