304 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$275,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-510822 MLS
This TURN-KEY, top-floor 2-bedroom, 2-bath villa at Hilton Head Resort offers one of the best ocean-side values on Hilton Head ... thoughtfully renovated with new LVP FLOORING, SMOOTH CEILINGS, an UPGRADED KITCHEN, quality furnishings, a NEW HVAC in 2020, and a brand-new tiled kitchen backsplash ... the baths feature floor-to-ceiling tile, giving the villa a clean, updated feel throughout ... enjoy a convenient building location with tennis and pickleball courts just below the front porch, BBQ grills and picnic space just out back, and an outdoor pool just down the hall at ground level ... bring your furniture, decorations, or rental setup and start enjoying an easy beach getaway from day one ... Hilton Head Resort is a gated community known for direct beach access by scenic marsh boardwalk with seasonal shuttle, two outdoor pools, one indoor pool, running track, tennis courts, sauna, jacuzzi, fitness room, atrium, beach bar, restaurant, and volleyball ... just steps to the ocean and a short bike ride to Shelter Cove Marina & Towne Centre.

663 William Hilton Parkway Unit 4432, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$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.

$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.

$785,000
3 Beds ⋅ 3 Baths ⋅ 2,204 SqFt. ⋅ HILTONHEAD-510698 MLS
Value priced, superbly maintained residence with charming curb appeal and Honey Locust Pond views in popular HHP. Features include soaring vaulted/tray smooth ceilings, LVP flooring, granite counters, custom built-ins, walk-in closets, bath updates, gas fireplace, ceiling fans, recessed lighting, walls of windows/sliding glass doors to view, impressive closet/storage space, expansive brick paver patio & walkways, oversize 2 car garage w/built-in storage, mature plantings and specimen trees. Much desired floor plan offers kitchen (with breakfast bar) open to family room, great room, dining room, powder room, laundry room + excellent BR separation with expansive, well-appointed primary suite, 2 ample guest BR's and bath. All sited on very private corner lot in much desired Hickory Forest, just a short stroll to the boardwalk and Port Royal Sound beach/leisure path.

20 Honey Locust Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,550,000
HILTONHEAD-510684 MLS
Here's your opportunity to own a 5th row steps away from world famous HIlton Head Island beaches and a short walk to everything Coligny Plaza has to offer. Build your dream home for private or investment use! This area is highly sought after for its walkability to everything you'd want to do and the laidback atmophere that Forest Beach offers.

12 Flamingo Street, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$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.

$1,199,500
4 Beds ⋅ 4 Baths ⋅ 3,228 SqFt. ⋅ HILTONHEAD-509532 MLS
Nestled on a quiet cul-de-sac just steps from Port Royal Sound, this 4-bedroom, 3.5-bath home for sale on Hilton Head Island sits within the desirable Hickory Forest community inside the gates of Hilton Head Plantation. And the big-ticket items? Already handled with a 2025 roof and two new 2026's HVACs. Enter the large great room anchored by a gas fireplace and tall ceilings. Beautiful flooring flows throughout the living areas. The spacious kitchen features granite countertops and custom cherry cabinetry. Formal dining room and eat-in kitchen provides options for dining. The first-floor primary suite offers a luxurious renovated bath with a large walk-in shower and custom closet. A Carolina room, and a fabulous screened porch with a new hot tub provide plenty of options for outdoor living. Above the oversized two-car garage, a private guest suite with living area, bedroom, full bath, and private balcony is perfect for multigenerational living. Enjoy all that Hilton Head Plantation has to offer - golf, tennis, pickleball, pools, a private beach on Port Royal Sound, and miles of walking and biking trails - all within a gated community on Hilton Head Island, South Carolina.

2 Hermit Crab Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International 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.

$29,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510502 MLS
Beautiful view overlooking the lagoon and the 9th fairway of the Barony Course. Kitchens remodeled, Bathrooms Remodeled new furniture by the end of the summer. Ownership includes golf for 4 players daily for cart fee only, Free tennis or pickle ball plus all the amenities of the Westin Resort

14 Wimbledon Court Unit 403-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$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.

$3,295,000
5 Beds ⋅ 5 Baths ⋅ 5,019 SqFt. ⋅ HILTONHEAD-510120 MLS
Welcome to 9 Promontory Court. This remarkable 5-bedroom, 5-bath residence enjoys a coveted location overlooking multiple holes of the George Fazio Golf Course, complemented by panoramic views of Palmetto Dunes' iconic 11-mile lagoon system. With remarkable craftsmanship and design, the home offers thoughtful entertaining spaces balanced by intimate guest retreats, creating an ideal blend of elegance and comfort. The open-concept kitchen serves as the heart of the home and multiple living spaces allow for optimal entertaining for both small and large gatherings. Beautifully crafted, high-end details elevate every room, including soaring ceilings, custom millwork, and floor-to-ceiling windows that bathe the home in natural light and showcase the stunning golf and lagoon landscape beyond. An elevator provides effortless access throughout the residence. Step outside to experience true Lowcountry living. Relax in the heated pool and spa, entertain effortlessly across expansive covered and uncovered outdoor living spaces, and gather around the newly installed outdoor fireplace for cozy evenings under the stars. Launch a kayak or boat from your private dock to explore the tranquil lagoon and fish for redfish, tarpon, and stripers. Offering exceptional privacy, peaceful water views, and beach access just minutes away, this remarkable property embodies the very best of Hilton Head luxury living.

9 Promontory Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,625,000
5 Beds ⋅ 5 Baths ⋅ 3,872 SqFt. ⋅ HILTONHEAD-510379 MLS
Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$795,000
3 Beds ⋅ 3 Baths ⋅ 1,405 SqFt. ⋅ HILTONHEAD-510370 MLS
Peaceful Sea Pines retreat with proven rental performance and a prime front-gate location! Projected to gross over $70K annually in gross rental revenue, 3416 Carolina Place is a 3-bedroom / 3-bathroom end-unit townhome in a tranquil, highly rated community just beyond the front gate of Sea Pines Resort-ideal for quick in-and-out access while remaining bikeable to Harbour Town, the beach, and the Sea Pines Forest Preserve. Tucked toward the back of the complex, the setting is serene with lagoon frontage and Forest Preserve views beyond, enjoyed from both the private back deck and a screened-in porch. Bright and open with high vaulted ceilings, this Lowcountry cottage is turn-key and offers a functional layout suited for personal use and guest stays. Major updates provide real buyer confidence, including a new roof, skylight, dishwasher, and HVAC system (2022), plus new memory-foam mattresses, updated light fixtures/ceiling fans, and a newly rescreened porch (2024). Carolina Place offers a large private community pool with a spacious deck and sauna area, along with well-maintained tennis and pickleball courts-then step out and live the Sea Pines lifestyle: afternoons at the Sea Pines Beach Club with oceanfront dining and amenities, sunset walks through Harbour Town Marina by the iconic lighthouse, world-class golf and tennis, and easy access to shopping and dining at The Shops at Sea Pines Center, plus South Beach Marina Village, Lawton Stables, miles of leisure trails, and the Forest Preserve-all just minutes away. This is the kind of Sea Pines retreat that makes you want to stay longer-and keeps guests coming back.

125 Greenwood Drive Unit APT 3416, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp 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.

$2,195,000
4 Beds ⋅ 5 Baths ⋅ 2,572 SqFt. ⋅ HILTONHEAD-510279 MLS
Welcome to your coastal dream home just steps from the beach! Completed in 2024 and offered fully-furnished, this stunning 4-bedroom, 4.5-bath Lowcountry retreat is perfectly located in Hilton Head Island's sought-after Folly Field beachside neighborhood. Designed for effortless island living, the bright and open floor plan showcases relaxed coastal charm, spacious gathering areas, and designer finishes throughout. The first-floor primary suite offers privacy and convenience, while three generously sized guest suites (each with their own full bath) upstairs provide plenty of room for family and friends. Step outside to your own private backyard oasis featuring a sparkling pool and spa, screened-in outdoor bar and spacious lounge area - perfect for entertaining, relaxing, or unwinding after a day on the beach. Folly Field does have a private beach entrance for owners. Whether you're searching for a luxury second home, a turnkey vacation rental, or the perfect blend of both, this exceptional property offers modern construction, resort-style amenities, and outstanding rental potential in one of Hilton Head Island's most desirable beachside communities.

8 Moonshell Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$107,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-510139 MLS
Claim your piece of island paradise without all of the cost & upkeep. Enjoy 13-weeks per year on a rotating basis. Experience all four seasons and everything Shelter Cove & Palmetto Dunes has to offer. Fabulous marina views & the LARGEST outdoor space/porch in the building. Updated and wonderfully appointed, fully equipped, master bath with walk-in shower. Just bring your suitcase. Bike to the beach or walk out your door to shops, restaurants, excursions and live entertainment. Palmetto Dunes offers 3-miles of sandy beach, 3 world class golf courses, tennis & pickleball, leisure trails & an 11-mile navigable lagoon system for kayaking & fishing. Hurry so you can start enjoying!

9 Harbourside Lane Unit 7306C, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$279,999
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-510133 MLS
Just a short walk from the beach, this turnkey top-floor 2BR/2BA villa offers a bright coastal interior, a rare private screened-in rear balcony, and a proven short-term rental history exceeding $30,000 annually. Backed by a 4.97-star Airbnb rating, Guest Favorite designation, and Superhost status, this property delivers privacy, enjoyment and return-making it the ideal Hilton Head getaway or investment opportunity.Fully furnished and vacation-ready, the bright coastal-inspired interior is highlighted by LVP flooring, smooth ceilings, recessed lighting, and an open-concept layout that flows seamlessly from kitchen to living area. The kitchen features quartz countertops, modern fixtures, and a functional design suited for both everyday use and high-volume vacation rental stays.The screened-in rear balcony offers a quieter, more private outdoor space than typical units in the community, enhancing guest experience and overall rental desirability.A comfortable primary suite includes a private en-suite bath, while the guest bedroom is thoughtfully configured with a bunk bed and full-size bed to maximize flexibility for families and rental use.Stroll down the scenic marsh boardwalk leading directly from the resort to the Atlantic shoreline and the iconic Coco's Beach Bar. Located in Hilton Head Resort, a gated oceanfront community on Hilton Head Island, residents and guests enjoy resort-style amenities including three pools (two outdoor and one indoor), six lighted tennis courts, a fitness center, indoor running track, and on-site dining options. An exceptional opportunity to own a proven income-producing vacation rental and private beach getaway!

663 William Hilton Parkway Unit 4431, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$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.

$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.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509911 MLS
Model Open Daily from noon until 4. Best view in all of Ocean Palms overlooking the wide part of the lagoon all the way up the 8th fairway of the Barony golf course. Spectacular view!!! Ownership includes, golf for 4 players daily for cart fee only, free tennis or pickle ball, shuttle service to the beach, the Westin, to the golf and tennis center and Shelter Cove. Brand new furniture coming before the end of August.

14 Wimbledon Court Unit 502-2, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$775,000
2 Beds ⋅ 3 Baths ⋅ 1,251 SqFt. ⋅ HILTONHEAD-508767 MLS
Welcome to coastal living at its finest in Palmetto Dunes! This beautifully remodeled top-floor end-unit villa in The Moorings is perfectly positioned second row to the ocean, offering privacy, style, and easy beach access. Step inside to a stunning shiplap entry foyer with luxury vinyl plank flooring throughout, along with an updated kitchen and bathrooms featuring fresh white and light coastal finishes. This spacious villa offers 2 bedrooms, 3 full baths, two private balcony decks with sliders, and covered parking underneath the building. The community pool is located just steps away, with the Atlantic Ocean moments from your door. Owners and guests will also enjoy easy access to the Dunes House for beachfront dining, food, and libations in one of Hilton Head's most loved oceanfront settings.

10 Dune House Lane Unit 21, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$67,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509881 MLS
Perfect vacation retreat overlooking a beautiful pool, walking distance to the beach or shuttle to beach, Westin, Golf and Tennis Center or Shelter Cove. 3 Large bedrooms. Two master suites. Beds can be converted from twins to kings. Bring the whole family down and enjoy the pool, beach and all the services of the Westin Resort and Spa for 10 weeks per year in 5 two week increments.

14 Wimbledon Court Unit 124-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$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.

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.