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$999,000
3 Beds ⋅ 3 Baths ⋅ 2,410 SqFt. ⋅ HILTONHEAD-510685 MLS
Beautifully updated and thoughtfully designed, this 3BR/2.5BA home in Hilton Head Plantation offers the kind of light-filled living that never goes out of style. Soaring ceilings, skylights, and expansive windows create an open, airy feel, while mature landscaping and golf course views provide a peaceful backdrop from nearly every room. The updated eat-in kitchen is the heart of the home, featuring plenty of storage, a large island, and an easy flow into the family room, living room, and Carolina Room. The spacious primary suite offers a private retreat with generous closet space and an updated bath complete with dual vanities, a soaking tub, and a large walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the expansive patio and beautifully landscaped yard overlooking the golf course, where privacy, nature, and outdoor living come together effortlessly. Complete with a two-car garage and located in amenity-rich Hilton Head Plantation, this is a home that feels as good as it looks.

11 Annabella Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP 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.

$290,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511062 MLS
Beautifully REMODELED FIRST-FLOOR villa in the desirable A Building at Hilton Head Beach & Tennis Resort... this light-filled beach condo has been thoughtfully redesigned with a clean coastal feel, smart use of space, and a warm, inviting layout that feels comfortable from the moment you walk in... the kitchen is a true standout with CUSTOM CABINETS extended to the ceiling for a finished designer look, additional CUSTOM CABINETRY surrounding the refrigerator, full-sized stainless steel appliances, TILE BACKSPLASH, beautiful GRANITE countertops, and a large island with stool seating, extra storage, and generous prep space... the island serves as both a dining area and functional gathering space, creating a more open and comfortable floor plan... the layout also features KIDS BUNKS, POCKET DOORS for efficient use of space, SMOOTH CEILINGS, updated lighting, and LVP FLOORING throughout... the updated bathroom offers quality finishes, attractive coastal touches, and excellent craftsmanship... tucked along the quieter wing of the building, this villa enjoys a more private setting with less hallway traffic, refreshing breezes through the bedroom window, and peaceful views toward the Magnolia courtyard... offered FULLY FURNISHED and RENTAL READY, this villa is ideal as a primary residence, vacation home, or investment property... located just steps from the beach, owners and guests enjoy outstanding resort amenities including an oceanfront pool, beach bar and restaurant, tennis courts, pickleball courts, fitness center, playground, bike rentals, on-site laundry, 24-hour gated security, and easy access to one of Hilton Head Island's widest stretches of beachfront.

40 Folly Field Road Unit A145, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$620,000
3 Beds ⋅ 2 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-511050 MLS
Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,850
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511051 MLS
Enjoy the peaceful elegance of Hilton Head Island during deeded Week 45, perfectly timed for the crisp beauty of late autumn and, in many years, the Thanksgiving holiday. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most coveted settings. 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 the island's rich coastal arts and culture scene.Imagine beginning your mornings with cool ocean breezes and uncrowded beaches, biking beneath majestic live oaks draped in Spanish moss, or spending leisurely afternoons on award-winning fairways before gathering with family and friends for memorable holiday meals or spectacular waterfront sunsets. Whether you're seeking a relaxing seasonal escape, an active golf retreat, or a warm-weather destination for Thanksgiving celebrations, Week 45 offers the perfect blend of tranquility, natural beauty, and island charm; all with the flexibility and convenience of deeded ownership.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$256,900
HILTONHEAD-511022 MLS
Top-tier opportunity for an oversized RV lot with exceptional rental potential! Located on one of the quietest loops in the resort, this beautifully maintained property features a newer stamped concrete pad, upgraded marine-grade power pedestal, and accommodates a 45' coach plus two vehicles. The outdoor living area is designed for entertaining, complete with an outdoor kitchen, built-in granite bar, stainless steel fixtures, irrigation system, landscape lighting, and storage shed. Optional furnishings include two cushioned swivel chairs with fire table, canopy swing, four bar stools, dining table with four chairs, cantilever umbrellas, and a rear café table with chairs, making this a truly turnkey retreat. Lot 131 has been meticulously maintained and easily has one of the resort's best rental potentials, offering both complete enjoyment and income. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, Wi-Fi, cable TV, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainment, this exceptional property offers the perfect combination of luxury, convenience, and investment potential

133 Arrow Road Unit 131, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$699,999
2 Beds ⋅ 3 Baths ⋅ 1,575 SqFt. ⋅ HILTONHEAD-510759 MLS
Experience ultimate Lowcountry luxury in this fully renovated single-story home inside the private club community of Moss Creek. Completely updated inside and out in 2026, this no steps layout is designed for seamless accessibility and modern living. The open floor plan features two primary suites, a versatile flex room, an expanded laundry room, and an elegant powder bath. Every detail reflects high-end craftsmanship and pristine finishes. Located just minutes from Hilton Head Island, this gated community offers premier resort-style amenities. Enjoy exclusive access to two -18 hole championship Fazio courses, a vibrant tennis and pickleball center, a private deep-water marina, and miles of scenic walking trails. The waterfront clubhouse features recently refreshed dining and social spaces. Whether you're searching for a turn-key golf property, single-level living, or a coastal retreat. This renovated move-in-ready home offers the perfect opportunity.

5 Stable Gate Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$825,000
3 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-510993 MLS
Turnkey Sea Pines Retreat with Proven Rental Income. Welcome to this beautifully updated single-level 3-bedroom, 2-bath townhouse nestled in one of Sea Pines' most peaceful and desirable communities. Offering the ease of one-level living, this furnished, move-in-ready home is the perfect primary residence, vacation retreat, or investment property, combining comfort, convenience, and outstanding income potential. The thoughtfully updated interior features luxury vinyl plank flooring, fully renovated bathrooms, vaulted ceilings in both the living room and primary bedroom, and an open, light-filled layout designed for relaxed coastal living. Recent improvements include a new water heater (2023), new HVAC system (2024), and freshly repainted exterior (2024), providing peace of mind for years to come. Enjoy your morning coffee on the private east-facing deck overlooking a tranquil lagoon, where herons, turtles, and other lowcountry wildlife create a peaceful natural setting. Multiple parking spaces are conveniently located directly outside the front door. Outdoor enthusiasts will appreciate being just a short walk from the Sea Pines Forest Preserve, offering miles of scenic walking trails and fishing lakes, as well as nearby Lawton Stables with horseback riding and a popular petting zoo. The Beach Club is just a 15-20 minute bike ride away, while the nearby Greenwood Gate provides quick and convenient access in and out of Sea Pines. The community features a large swimming pool with gazebo and grills, tennis courts, pickleball courts, well-maintained landscaping, and a low HOA. As a Sea Pines property owner, you'll enjoy access to world-class amenities including championship golf, tennis, the Sea Pines Beach Club, the private owner-only Tower Beach, Harbour Town, South Beach Marina, miles of leisure trails, dining, shopping, and everything that makes Sea Pines one of Hilton Head Island's premier resort communities. Being sold fully furnished, this turnkey property has generated $57,000 annually in documented annual short-term rental income while still allowing 15 weeks of owner use, a rare combination of strong investment performance and generous personal enjoyment. An elevation certificate is available, with the finished floor elevation measured at 7.3 feet, providing valuable information for insurance planning.

125 Greenwood Drive Unit 3423, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$1,175,000
3 Beds ⋅ 4 Baths ⋅ 2,842 SqFt. ⋅ HILTONHEAD-510376 MLS
A rare opportunity to create your own Hilton Head Island retreat inside Port Royal Plantation, one of the island's most established private coastal communities. Set on a generous .65-acre homesite, 10 Robbers Row offers 2,842 heated square feet, a spacious setting, and the kind of location, lifestyle, and long-term potential that is increasingly hard to find. Designed by noted Hilton Head architect Kurt Herrman, the home offers architectural character, light-filled living spaces, soaring 10-foot ceilings, and true hard-coat stucco construction. For the buyer with vision, this is more than a renovation opportunity - it is a chance to preserve, refresh, and reimagine a home with island pedigree in a sought-after Port Royal setting. Here is your chance to create something special in Port Royal Plantation - a custom Lowcountry retreat that can be personalized around the way you want to live on Hilton Head Island. Offered as-is and ready for its next chapter, 10 Robbers Row provides thefoundation, setting, and opportunity to bring that vision to life.

10 Robbers Row, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$850,000
3 Beds ⋅ 3 Baths ⋅ 1,970 SqFt. ⋅ HILTONHEAD-510798 MLS
Lightly lived in 3 bedroom, 2 full bath home on a Club Course cul-de-sac backing up to Newhall Nature Preserve.

12 Club Course Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$749,000
2 Beds ⋅ 3 Baths ⋅ 1,238 SqFt. ⋅ HILTONHEAD-510644 MLS
Here is the "DOLLHOUSE" you've always dreamed about! Located in the exquisite Carolina Place community in the heart of the Low Country you can live out your dream! This FEE SIMPLE 2 bedroom 2 and 1/2 bath townhome has the ideal layout, location and VIEW! 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 bathroom. 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.

$138,000
HILTONHEAD-510779 MLS
Expansive Perimeter Lot 328 feels more like a private homesite than an RV lot, with open lawn areas surrounding the property and a spacious perimeter location that offers a secluded, park-like setting. The attractive paver surface accommodates up to a 42' coach plus two vehicles. Designed for outdoor living and entertaining, the lot includes a comfortable sectional sofa, fire pit table, and dining area for six. A massive cantilever umbrella provides welcome shade during the summer months, while a cozy outdoor heater extends your enjoyment through the cooler winter season. The rear lawn area serves as a dedicated barbecue retreat and includes both a grill and smoker, making it the perfect spot for gatherings with family and friends. This private setting is within the prestigious Hilton Head Island Motorcoach Resort, a luxury Class A, Class C, and Super C motorcoach community spanning 50 acres of beautifully landscaped woodlands. Located just minutes from the beach, Atlantic Ocean access, miles of leisure pathways, championship golf courses, shopping, and 280 restaurants, this property provides the perfect blend of resort-style ownership and the Hilton Head lifestyle. Consistently recognized among America's premier beach destinations, Hilton Head Island continues to attract discerning buyers seeking a coastal retreat with exceptional amenities and natural beauty. This amenity-rich resort offers a heated and cooled swimming pool, hot tub, pickleball and tennis courts, shuffleboard, fitness center, clubhouse, laundry facilities, basketball court, playground, dog park, cable TV, Wi-Fi, daily trash pickup, lawn maintenance, and water and sewer service.

133 Arrow Road Unit 328, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$45,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510746 MLS
Located in the closest building to the beach, The Westin, and Golf. Ocean Palms @ The Westin Resort & Spa | 2BR/2BA Fractional Ownership. This 1st floor designer-furnished 2 bedroom, 2 bath Sanibel townhouse located in building 1, rarely available, offers 1,328 sqft, w/private porch and screened in porch overlooking a wildlife filled lagoon, the Barony Golf Course, & lush Spanish Moss draped trees. Ocean Palms is a 1/5th deeded fractional ownership community, giving each owner 10 weeks of use per year - structured as 5 rotations of 2 consecutive weeks - on a simple calendar system that's fair, predictable, & flexible.Ownership comes fully loaded. Access to the full Westin Oceanfront Resort & Spa: oceanfront pools, gym, beach access, resort shuttle, free golf/tennis/pickleball daily. The Westin's professional management team handles everything - you just show up.Walking distance to the beach. Model open Monday-Saturday, noon to 5pm. Sundays by appointment.It won't last. New furnishings being installed this year.

14 Wimbledon Court Unit 101-1, Hilton Head Island

Listing courtesy of NorthGroup Real Estate LLC.

$4,995,000
6 Beds ⋅ 7 Baths ⋅ 3,702 SqFt. ⋅ HILTONHEAD-510711 MLS
LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, 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.

$1,050,000
4 Beds ⋅ 4 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-510654 MLS
Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$359,900
2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-509907 MLS
*PREMIER PROPERTY ALERT!* LOWEST PRICED 2BD/2BA IN ADMIRALS ROW AT TIME OF LISTING! Closest 2BD condo to the beach currently on the market! Ocean views from the oversized balcony and only a few units back from the beach. FIXER UPPER offering a BIG OPPORTUNITY to get this close to the ocean on HHI. TONS of amenities onsite: tennis courts, swimming pools, play areas, beachfront bar and MORE! Do not miss this chance to own for under $400k! Property sold AS-IS with NO REPAIRS made by seller, home inspections welcome!

40 Folly Field Road Unit 118, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC.

$265,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-510535 MLS
Coastal Design and completely updated condo conveniently located on the first floor, just steps away from the pool and beach. Fully equipped kitchen with full sized appliances. This villa was totally redone in 2022, including new LVP floors throughout, smooth ceilings, custom kitchen cabinets with glass backsplash and granite counters. The bathroom features a tiled walk-in shower and new vanity and lights. Owners replaced all interior doors, doorframes, baseboards and crown molding. A king-size bed in the primary bedroom, 2 built in bunk beds and a queen-size sleeper sofa sleeps 6.Owners and guests enjoy a full suite of resort style amenities without having to leave. On-site 24-hoursecurity, an oceanfront Olympic-sized pool, tennis courts, on-site bike rentals, a fitness center, oceanfront beach bar, a sports bar and much more. Enjoy your morning coffee on the private balcony. If you are looking for a getaway, and income producing property, or both, this villa checks all the boxes.

40 Folly Field Road Unit B119, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,995,000
3 Beds ⋅ 3 Baths ⋅ 2,301 SqFt. ⋅ HILTONHEAD-510509 MLS
Welcome to 151 Mooring Buoy, a classic Palmetto Dunes beach home offering the ideal blend of coastal charm, rental potential, and unbeatable proximity to the Atlantic Ocean! Located just four rows from the ocean, this 3-bedroom, 3-bath property sits on a serene lagoon and features its own private heated pool, creating the perfect setting for relaxation, entertaining, or short-term rental income. Inside, the home offers a bright, open layout with soaring ceilings, abundant natural light, and comfortable gathering spaces. The kitchen and living areas flow seamlessly to the outdoor deck and pool, making indoor-outdoor living effortless. Each bedroom is generously sized, including an inviting primary suite with peaceful lagoon views. The lagoon-front setting provides a tranquil backdrop for morning coffee, kayaking, or simply enjoying the wildlife that makes Palmetto Dunes so special. With strong rentals on the books already, a premier location, and room to update or expand, this property is an exceptional opportunity and value for both personal enjoyment and long-term investment.

151 Mooring Buoy, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$925,000
3 Beds ⋅ 3 Baths ⋅ 1,965 SqFt. ⋅ HILTONHEAD-510477 MLS
Nestled on a quiet cul-de-sac in Hilton Head Plantation, this beautifully updated three bedroom, two and a half bath home offers private wooded and golf course views. Reimagined in 2022, the home features an open floor plan filled with abundant natural light, new flooring, fresh interior paint, and a new HVAC system. The spa-inspired bathrooms create a luxurious retreat, while the seamless living spaces are ideal for everyday living and entertaining. Conveniently located near shopping, dining, and healthcare, residents enjoy access to championship golf, tennis, pickleball, a marina, Dolphin Head Beach, leisure trails, and the exceptional amenities that make Hilton Head Plantation one of the island's most desirable communities.

22 King Rail Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$699,900
3 Beds ⋅ 2 Baths ⋅ 2,200 SqFt. ⋅ HILTONHEAD-509806 MLS
Tucked beneath a canopy of moss-draped oaks in the prestigious Moss Creek community, this exceptional retreat captures serene lagoon views of Night Heron Pond through dramatic walls of glass that flood the home with natural light. Seven Anderson sliding glass doors, all in excellent condition, enhance the seamless connection to the outdoors. Designed for Lowcountry living, the residence features built-in bookshelves and cabinets in two rooms, along with two stunning atrium porches that create private outdoor sanctuaries for morning coffee or evening cocktails. A rare combination of tranquility, architecture, and natural beauty, this home offers an inviting coastal lifestyle surrounded by nature and timeless charm.

33 Victoria Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$249,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-509998 MLS
Opportunity knocks for a great oceanfront value! Located on the wing with lovely views and a nice and private location, with a little TLC this can be your oceanfront vacation residence. Enjoy an oceanfront pool, tennis and pickleball, fitness, restaurant, security, bike rentals and much more. Lowest priced oceanfront villa on HHI! Outstanding opportunity!

40 Folly Field Road Unit B252, Hilton Head Island

Listing courtesy of Charter One Realty.

$9,375,000
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.

$1,750,000
4 Beds ⋅ 3 Baths ⋅ 2,806 SqFt. ⋅ HILTONHEAD-509938 MLS
Enjoy the best of Sea Pines living from this beautifully designed water view furnished 4 Bedroom home. Nestled along a tranquil lake, the residence offers a bright, open floor plan with soaring ceilings, expansive living spaces, and an abundance of natural light throughout. The spacious great room flows seamlessly to a screened porch overlooking the water, creating the perfect setting for relaxing or entertaining while enjoying the peaceful Lowcountry scenery. The well-appointed kitchen boasts stainless steel appliances, granite countertops, and a generous bar area that naturally becomes the gathering place for family and friends. An oversized three-car garage provides exceptional storage for vehicles, bikes, beach gear and large owner's closet. Offering a desirable combination of newly added Pool, fully furnished, and less than a mile to the beach, this exceptional Sea Pines home is ideal as a primary residence, vacation getaway, or investment rental property.

64 Lawton Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$137,499
HILTONHEAD-509932 MLS
One of the more desired RV lots! Enjoy resort-style amenities including pools, hot tub, tennis courts, picnic and playground areas, clubhouse, and an on-site marina with water access for kayaking, fishing, or simply taking in the coastal scenery, a playground for family fun, and the popular Sunset Grille conveniently located on site for waterfront dining, cocktails, and unforgettable sunsets. Whether you are looking for a vacation retreat or your own slice of paradise on Hilton Head Island, this RV lot delivers the perfect blend of relaxation, recreation, and coastal lifestyle living. The Coachmen Encore RV is also available for purchase separately. Inquire for additional details and pricing! This is truly a stand-out property! City Water hookup, electric

43 Jenkins Island Road Unit 24, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$269,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-509586 MLS
Beachfront Bargain - vacation in your investment! Most beachfront condos promise the dream. This one delivers. With over $30,000 of short term rental income, this renovated first floor gem at Hilton Head Beach & Tennis Resort is producing income from day one - no setup, no guesswork, no waiting. Just close and collect. Designed for effortless coastal living, this turnkey retreat features a fully stocked kitchen outfitted with full-size stainless steel appliances - everything your guests need from the moment they arrive. Sleek porcelain plank tile floors run throughout, offering a fresh, modern look that's as easy to maintain as it is stylish. First floor convenience and newer HVAC. As part of the gated beachfront community, owners and guests enjoy a full suite of resort amenities - without ever leaving the property: an oceanfront Olympic-size pool, tennis courts, on-site bike rentals, a fitness center, an oceanfront beach bar, a sports bar, and more. Own your slice of Hilton Head paradise - and let it pay for itself.

40 Folly Field Road Unit B102, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,475,000
5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$350,000
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-508835 MLS
Nicely maintained 2-bedroom, 2-bath Tennis Villa located on the desirable 3rd floor at Hilton Head Beach & Tennis Resort. Top-floor location means no one above you, a feature both owners and guests appreciate for added privacy and quieter enjoyment. This villa has been a strong rental performer with a high number of repeat guests, making it an excellent opportunity for investment, second home, or personal getaway. Conveniently located near the beach, pools, tennis, pickleball, dining, and resort amenities, Hilton Head Beach & Tennis remains one of the island's most popular ocean-oriented communities. Enjoy easy island living in a resort setting close to shopping, dining, golf, and bike paths.

40 Folly Field Road Unit E24, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,250,000
5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,225,000! 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.

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