Refine Search
Map
Sort by
$450,000
HILTONHEAD-509824 MLS
Nestled within the prestigious community of Long Cove Club, this exceptional .48-acre corner homesite offers the perfect opportunity to build your dream home in a serene and private setting. Surrounded by beautiful lagoon and landscape views, this peaceful property provides a tranquil backdrop with plenty of space to create your ideal coastal retreat. Residents of this gated community enjoy world-class amenities including a Pete Dye Designed 18 hole golf course, Deep Water Marina, Clubhouse with Restaurants, Tennis courts, Pickleball courts, Firepit, Jr. Olympic Size Pool , Community Gardens, Playground, Basketball Court, and 24-hour security guard gated access. Experience the unmatched lifestyle and natural beauty that make Hilton Head Island one of the most sought-after destinations for luxury living.

2 Fife Lane, Hilton Head Island

Courtesy of Family Tides Real Estate LLC
$949,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509820 MLS
Oceanfront beautifully updated and furnished 2-bedroom, 2-bath condo located in the desirable Shorewood Villas just steps to the beach, overlooking the large pool and a short walk to Coligny Plaza. Enjoy ocean breezes and views of the newly enlarged zero-entry heated pool, kiddie pool and hot tub and ocean from the spacious private balcony, perfect for relaxing. Completely renovated with granite countertops and stainless appliances, new wood flooring, new dishwasher, fridge, microwave, washer and dryer. Additional upgrades include smooth ceilings and all new Andersen StormWatch impact-rated windows and sliders, new HW heater, master furniture (see documents for complete list of upgrades) Convenient parking available underneath the building. Established rental property with $56,000 in rentals in 2025. An exceptional opportunity for a beach getaway, second home, or investment property!

21 S Forest Beach Drive Unit 231, Hilton Head Island

Courtesy of Howard Hanna Allen Tate Lowcountry
$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509812 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after 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 a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Courtesy of Lighthouse Realty
$1,650,000
6 Beds ⋅ 4 Baths ⋅ HILTONHEAD-509596 MLS
Folly Field rental machine built in 2020! Popular Wilmington floorplan. Sandcastles by the Sea is an ocean-oriented gated community approximately 780 yards to the beach! This 6-bedroom, 4 Full bath home has an open floor plan and is perfect for large groups on vacation! The elevator serves the garage and all three floors above. Ride from the private heated in-ground pool to the top floor that has a 3D Projection Movie Theater with 120 inch screen! All theater electronics included. Luxury Vinyl Plank (LVP) throughout, epoxy garage floor, 220 Volt Level 2 EV car charger, and a large paver patio with hot tub! Kids bunk room complete with 4 arcade machines. Sold fully furnished. Sleeps 22. Great opportunity for a primary home, secondary home or investment property! Currently on the Short Term Rental Market.

83 Sandcastle Court, Hilton Head Island

Courtesy of RE/MAX Island Realty
$734,000
3 Beds ⋅ 4 Baths ⋅ HILTONHEAD-509592 MLS
Unique 3BR 2.5 BA Spindle Lane Villa in Windmill Harbour. Numerous Custom Features and Closets/Built-ins. End Unit with East/West Orientation for excellent light! Cathedral Ceiling in Living Room with Oversized Loft w/Custom Bookcases and Desk Area. Spray Foamed attic area with additional storage. Short walk to the South Carolina Yacht Club (separate membership required) and Community Dock for Sunsets! Community Pool, Walking Paths, Marina and Locked Harbour.

56 Spindle Lane Unit 56, Hilton Head Island

Courtesy of Windmill Harbour Real Estate
$449,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509589 MLS
Welcome to **Hilton Head Beach Club Villas**-where coastal convenience meets ultimate privacy. As one of the island's most desirable low-density complexes, it places you less than a 5-minute walk from the sand and just steps away from premier shopping, dining, and entertainment. This pet-friendly community features a relaxing on-site pool, while the property itself boasts a fenced-in courtyard and rear patio for your own private oasis. Whether you are looking for a lucrative short-term rental investment or your dream beachside second home, this property delivers it all!

11 Tanglewood Drive Unit 7, Hilton Head Island

Courtesy of Hilton Head Area Properties, LLC
$2,790,000
5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-509576 MLS
Experience the pinnacle of coastal luxury in this private, stunning Bradley Beach residence. Unmatched value this close to this beach. Elevator for each floor, new game room addition. Newly painted interior and new premium carpet in bedrooms. Offering 5 oversized bedrooms, 5 full baths, and 2 half baths just steps from the ocean. The heart of the home is an exceptional, newly renovated chef's kitchen: Featuring double islands, premium stainless-steel appliances, a striking counter-height centerpiece, and elegant white quartzite countertops, all complemented by custom cabinetry and abundant workspace, reverse osmosis alkaline filtered water to sink and refrigerator. The open-concept living area flows seamlessly to the outdoor oasis, creating the perfect indoor-outdoor lifestyle. Step outside to your private retreat-a beautifully enclosed lanai with a fully equipped outdoor kitchen, including a Viking professional vent hood and AOG gas grill. The new saltwater pool and spa area have been meticulously upgraded with new tile and plaster, along with a completely resurfaced pool deck. Enjoy a screened-in patio, outdoor bar, and multiple gathering spaces ideal for relaxing or entertaining. Take in the ocean breeze from 5 separate balconies. Additional highlights include a dedicated dining area, game room with foosball, ping-pong, basketball, and video games, as well as thoughtful upgrades throughout. Recent enhancements include poly-aspartic-coated garage and porch floors, square panel LED lighting, dimmable switches, automatic stairwell and pantry lighting, a full alarm system, central vacuum, two garage bays provide ample storage and convenience. Home has approximately 1000 sq feet of locked owner storage and workshop areas, not included in sq footage. Whether you're seeking a primary residence, vacation retreat, or high performing rental investment, this exceptional property delivers unmatched coastal living in one of Hilton Head's most desirable locations. 3-sided privacy.

7 Abalone Lane, Hilton Head Island

Courtesy of Woodforest Realty LLC
$499,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509575 MLS
Just steps to the beach from one of the closest second-row villas to the ocean, this beautifully renovated property has been lovingly maintained by a long-time owner and enjoyed as a private second home. Recent updates include a fully remodeled kitchen with new cabinets, countertops, and appliances, luxury vinyl plank flooring throughout, stylish new furnishings, and a new HVAC system. Enjoy all the amenities of the desirable South End, including nearby restaurants, tennis, shopping, and Celebration Park. Spend your days relaxing by the pool or on the beach just moments away. Ideal as a personal getaway, this villa also offers excellent potential as an income-producing rental property if desired.

42 S Forest Beach Drive Unit 3014, Hilton Head Island

Courtesy of Charter One Realty
$185,000
HILTONHEAD-509554 MLS
Welcome to Lot #40! If you are searching for a quiet place to enjoy Hilton Head Island and the amenities of the Hilton Head Island Motorcoach Resort, look no further than this LARGE RV LOT in the QUIET LOOP #1 of the island's premier gated luxury motorcoach community. Designed to accommodate a 40-foot RV plus two vehicles, Lot #40 offers a peaceful setting combined with thoughtful upgrades that enhance both comfort and functionality. The unique combination of pavers and polyurea-coated concrete was specifically designed to provide enhanced traction, improved durability, and low-maintenance ownership. Outdoor living takes center stage with multiple gathering areas designed to enjoy the Lowcountry lifestyle. Relax beneath one of the umbrellas, unwind beside the fire table with family and friends, or enjoy the ambiance created by the hardscape wall featuring built-in lighting that transforms the outdoor space in the evening hours. The property also includes an upgraded electrical pedestal and full irrigation system, adding additional long-term value and convenience. With ample space and room for future expansion, Lot #40 offers the flexibility to further customize your own slice of Paradise while maintaining a comfortable and open layout. Whether you are seeking a private coastal retreat, seasonal getaway, or a home-base in Hilton Head Island for future travels, this lot offers an excellent opportunity to enjoy resort-style ownership in the heart of the Lowcountry. Hilton Head Island Motorcoach Resort is an amenity-rich community designed exclusively for Class A, Class C and Super C motorcoaches, offering a heated pool and hot tub, pickleball and tennis courts, fitness center, clubhouse, and dog park, along with cable, Wi-Fi, water, sewer, and trash pickup. Located just minutes from Coligny Beach, Atlantic Ocean access, miles of bike paths, over 250 restaurants, golf courses, and island shopping, this property offers the ideal blend of resort-style living and the Lowcountry lifestyle. Recognized by Condé Nast Traveler readers as the Best U.S. Island for nine consecutive years, Hilton Head Island continues to attract discerning buyers seeking resort-style ownership in a premier coastal destination.

133 Arrow Road Unit 40, Hilton Head Island

Courtesy of RE/MAX Island Realty
$105,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509533 MLS
Looking for a piece of island paradise without all of the upkeep & expense? This is the one for you. Enjoy 13-weeks a year on a rotating basis in Shelter Cove. Nicely updated & well-appointed, bring nothing but your suitcase. Enjoy both marina & deep-water views from this 5th floor, penthouse unit. Fireplaced living, walk-in shower and covered porch are just a few highlights. Walk out your door to restaurants, shops, boating & entertainment. As part of Palmetto Dunes, you get to enjoy 3-miles of sandy beach, miles of leisure trails, 3 golf courses, tennis & pickleball, a navigable lagoon system & so much more. What are you waiting for?

9 Harbourside Lane Unit 7338D, Hilton Head Island

Courtesy of Dunes Real Estate
$920,000
3 Beds ⋅ 2 Baths ⋅ 196511 MLS
Welcome to your slice of Hilton Head Island Low Country paradise. This villa is nestled within the serene Hilton Head Plantation on Skull Creek on the north end of Hilton Head Island at Mariner's Point. It offers an exceptional opportunity to own a beautifully situated 3 bedroom 2 bath 1800 sq ft villa just steps away from the water's edge and nightly breathtaking sunset views. This immaculately kept villa boasts a recent remodel offering an open floor concept with a beautiful kitchen and living area with custom built-in features throughout. The designer inspired kitchen features a large island, quartz countertops, subway tile backsplash with a stove pot filler, custom vent hood with floating wood shelves, as well as a custom wine tree built over the coffee bar area with a wine coole beneath. New wood flooring throughout brings warmth throughout the space and ease of care. Generously sized bedrooms offer peaceful retreats, with the large primary suite opening to stunning waterfront views. The primary suite closet has also been upgraded to offer generous space and storage. This highly sought-after location is a first-floor end unit featuring beautiful plantation shutters throughout which gives way to million-dollar waterfront views of Skull Creek and the intercoastal waterway. The villa is located just steps away from Skull Creek Marina, Freedom Boat Club, and directly across the street from Country Club of Hilton Head and just a short bike ride to your favorite restaurants on Skull Creek(Hudson's, Boathouse, Dockside, Benny's Coastal Kitchen). Mariner's Point has its own private pool(pictured in photos} and tennis court. Explore the top amenities available to all residents of Hilton Head Plantation including multiple golf courses, Dolphin Head Recreation Center and the NEW Pine Island Beach, Spring Lake tennis center and community pool with a lazy river, and miles of leisure biking and walking trails. Discover what makes Hilton Head Island and this villa one of the most desirable places to live.

73 Skull Creek Drive Unit 118, Hilton Head Island

Courtesy of I Save Realty, from Lowcountry Regional MLS.
$649,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509398 MLS
Experience the ultimate beach lifestyle in this recently renovated 2-bedroom, 2-bathroom villa. Located in the highly desirable South Forest Beach area, this bright and inviting retreat is situated in a premier oceanfront building. The sand, surf, and community pool are truly just steps from your front door. Inside, the villa blends modern coastal elegance with everyday comfort, perfect for relaxing after a day in the sun. Step out onto your private balcony to feel the ocean breeze, or take advantage of Ocean Dunes' exceptional community amenities, including private beach access, elevator convenience, and direct connection to Hilton Head's extensive bike paths. Best of all, you are perfectly positioned for convenience. Walk or bike to Coligny Plaza and Celebration Park to explore an abundance of shopping, dining, and seasonal entertainment, or enjoy a quick trip to nearby Sea Pines and surrounding golf courses. This turnkey villa places the very best of Hilton Head's beach lifestyle and community amenities right at your doorstep.

43 S Forest Beach Drive Unit 201, Hilton Head Island

Courtesy of Southern Lifestyle Properties of SC LLC
$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509454 MLS
Fabulous Lagoon view with fountain. New furniture coming this summer. 10 weeks per year in 5 two week increments. Includes golf for four daily for cart fee only. Free tennis and or pickle ball. Shuttle service to the beach, Westin, Golf and tennis center and Shelter Cove

14 Wimbledon Court Unit 708-3, Hilton Head Island

Courtesy of Hilton Head Properties
$385,000
1 Beds ⋅ 2 Baths ⋅ 196484 MLS
One of the rarest Moss Creek homes is now available. One of only six End Unit Golf Cottages in all of Moss Creek. You'll love all the extra natural light this home provides. The location is fantastic with an easy walk to the golf clubhouse, driving range, tennis/pickleball, nature preserve, and the main clubhouse for lunch, dinner, or an evening cocktail. Don't let the name fool you. You don't have to be a golfer to enjoy living here as it's hard to find loft style homes with such high ceilings and the wall space to express yourself artistically. It's also been completely remodeled and features an updated/expanded kitchen with quartz countertops, two updated full baths, recessed lighting throughout, smooth ceilings, electric fireplace, & indoor/outdoor storage. The back patio is very private and provides a golf to marsh view. There's plenty of room to get creative with extra sleeping arrangements, and it will make either a great primary home, second home, long term rental investment, or even a monthly rental (30 day minimum in MC). The low monthly regime allow you to stress less, and free you up to enjoy everything the Lowcountry lifestyle has to offer.

5 Devils Elbow Lane Unit 5, Hilton Head Island

Courtesy of Dunes Real Estate, Ltd, from Lowcountry Regional MLS.
$343,900
1 Beds ⋅ 1 Baths ⋅ 26014874 MLS
Step into resort living at Hilton Head Beach & Tennis Resort with this beautifully maintained and fully furnished 1BR/1BA villa in the desirable C-Building--just moments from the shoreline. Located on the second floor, this villa features a covered deck offering an ocean view, allowing you to enjoy coastal breezes and the relaxing sound of the waves. Lovingly cared for and never rented, the property reflects exceptional pride of ownership while still offering strong rental potential for those seeking an income-producing opportunity. Within the gated community, residents and guests enjoy access to one of Hilton Head Island's largest oceanfront pools, on-site dining and beach bar, tennis and pickleball courts, fitness center, playground, and 24-hour security.Turn-key and ready for immediate enjoyment, this villa provides effortless resort living with direct beach access and convenient proximity to dining, recreation, and entertainment--all within the community.

40 Folly Field Road Unit #Apt C253, Hilton Head Island

Listing courtesy of Listing Agent: Victoria Culpepper from Listing Office: Culpepper Realty LLC.

$349,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508843 MLS
Preferred first floor Tennis villas currently on the market, this rare END UNIT offering is ideal for those who prefer easy, elevator-free access. Tennis Villas do not offer elevators. Recently updated, the villa features fresh paint and stylish new furnishings in a calming coastal chic palette of blue and gray. The open, functional layout is perfect for both owners and guests to relax and enjoy. PREFERRED END UNIT. Step only to your private rear balcony to take in view of the tennis courts or stroll just a few steps to tranquil fishing ponds. Best of all, the renowned beaches of Hilton Head Island are just a few hundred yards away making this location truly unbeatable. Located in an amenity rich community with a strong short-term rental history, this villa offers incredible convenience and income potential. Whether you're looking for a vacation getaway, investment property, or full-time residence, this is a prime opportunity to own in the heart of Hilton Head Island.

40 Folly Field Road Unit G1, Hilton Head Island

Courtesy of Sea Pines Real Estate - Beach Club
$349,500
2 Beds ⋅ 2 Baths ⋅ 196339 MLS
Preferred first floor Tennis villas currently on the market, this rare END UNIT offering is ideal for those who prefer easy, elevator-free access. Tennis Villas do not offer elevators. Recently updated, the villa features fresh paint and stylish new furnishings in a calming coastal chic palette of blue and gray. The open, functional layout is perfect for both owners and guests to relax and enjoy. PREFERRED END UNIT. Step only to your private rear balcony to take in view of the tennis courts or stroll just a few steps to tranquil fishing ponds. Best of all, the renowned beaches of Hilton Head Island are just a few hundred yards away making this location truly unbeatable.

40 Folly Field Road Unit G1, Hilton Head Island

Courtesy of Sea Pines RE At The Beach Club, from Lowcountry Regional MLS.
$920,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509387 MLS
Welcome to your slice of Hilton Head Island Low Country paradise. This villa is nestled within the serene Hilton Head Plantation on Skull Creek on the north end of Hilton Head Island at Mariner's Point. It offers an exceptional opportunity to own a beautifully situated 3 bedroom 2 bath 1800 sq ft villa just steps away from the water's edge and nightly breathtaking sunset views. This immaculately kept villa boasts a recent remodel offering an open floor concept with a beautiful kitchen and living area with custom built-in features throughout. The designer inspired kitchen features a large island, quartz countertops, subway tile backsplash with a stove pot filler, custom vent hood with floating wood shelves, as well as a custom wine tree built over the coffee bar area with a wine cooler beneath. New wood flooring throughout brings warmth throughout the space and ease of care. Generously sized bedrooms offer peaceful retreats, with the large primary suite opening to stunning waterfront views. The primary suite closet has also been upgraded to offer generous space and storage. This highly sought-after location is a first-floor end unit featuring beautiful plantation shutters throughout which gives way to million-dollar waterfront views of Skull Creek and the intercoastal waterway. The villa is located just steps away from Skull Creek Marina, Freedom Boat Club, and directly across the street from Country Club of Hilton Head and just a short bike ride to your favorite restaurants on Skull Creek(Hudson's, Boathouse, Dockside, Benny's Coastal Kitchen). Mariner's Point has its own private pool(pictured in photos) and tennis court. Explore the top amenities available to all residents of Hilton Head Plantation including multiple golf courses, Dolphin Head Recreation Center and the NEW Pine Island Beach, Spring Lake tennis center and community pool with a lazy river, and miles of leisure biking and walking trails. Discover what makes Hilton Head Island and this villa one of the most desirable places to live.

73 Skull Creek Drive Unit 118, Hilton Head Island

Courtesy of I Save Realty
$470,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509386 MLS
Tucked away on the desirable south end of the island, 11 Anchorage Point offers the perfect blend of convenience, comfort, and natural beauty. Just minutes from the restaurants and waterfront charm of Palmetto Bay Marina, and with quick access to the Cross Island Expressway, this impeccably maintained villa provides easy access to everything the island has to offer. Beautifully updated kitchen and bathrooms create a fresh and inviting coastal retreat. The open-concept layout is ideal for everyday living and entertaining. The kitchen flows seamlessly into the dining area and living room, along with a convenient half bath on the main level. Upstairs, both spacious bedrooms feature private ensuite baths for added comfort and privacy. Surrounded by lush greenery and serene marsh views, this peaceful setting is filled with the sounds of coastal birds and stunning sunsets from spring through early fall. At high tide, the water glistens across the marsh grasses, adding to the natural beauty and tranquility. Located in a quiet, dog-friendly community with mostly full-time residents, this is island living at its most relaxing and authentic.

11 Anchorage Point Unit 11, Hilton Head Island

Courtesy of Sea Pines Real Estate - The Cottage Group, LLC
$1,775,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-509335 MLS
Experience Lowcountry luxury in this stunning new construction transitional farmhouse located on a quiet cul-de-sac in the highly sought-after Palmetto Hall community. Perfectly positioned on a beautiful .38-acre golf course homesite, this thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 3,200 heated square feet with exceptional bedroom separation and an open-concept floor plan ideal for both everyday living and entertaining.Inside, vaulted ceilings and abundant natural light create a bright, airy atmosphere throughout the main living spaces. The chef's kitchen features a large center island, premium finishes, and seamless flow into the dining and great room areas anchored by a cozy indoor fireplace. There is also a walk in pantry and scullery for additional functionality. A spacious mud room and attached 2-car garage provide added convenience and functionality.Outdoor living takes center stage with a welcoming covered front porch, screened porch, expansive entertaining spaces, outdoor fireplace, and fully equipped outdoor kitchen overlooking the golf course. Whether hosting guests or enjoying a quiet evening at home, this property was designed to embrace the best of indoor-outdoor Lowcountry living.Residents of enjoy access to two championship 18-hole golf courses, community pool, tennis amenities, and a premier gated lifestyle just minutes from Hilton Head Island's beaches, dining, and shopping. There is also a community side gate to take your private golf cart to the beach.

4 Gordonia Tree Court, Hilton Head Island

Courtesy of COAST PROFESSIONALS Brokered by EXP Realty
$589,999
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-509111 MLS
Tucked away on a quiet cul-de-sac within the charming Squiresgate community on Hilton Head Island, this beautifully renovated 3-bedroom, 2-bathroom coastal bungalow offers the perfect blend of comfort, style, and convenience. Set on a generous .34-acre corner lot, the home welcomes you with a bright, open living space filled with natural light, flowing effortlessly into a warm and inviting family room overlooking a private, fenced backyard framed by lush, mature tropical landscaping. Thoughtfully updated throughout, recent improvements include a fully renovated kitchen and bathrooms, new flooring, interior paint, custom built-ins, doors, lighting, and fixtures-creating a fresh, modern feel with a relaxed boho-inspired aesthetic.Designed for both everyday living and entertaining, the main living areas transition seamlessly to an expansive patio, offering an ideal outdoor retreat with ample space for dining, lounging, or future enhancements such as a screened porch, outdoor kitchen and pool. Additional highlights include a 2-car garage, expanded parking pad with room for a boat or small trailer, and extra storage for recreational vehicles. Located in a golf cart-friendly neighborhood with low POA fees and minimal restrictions, Squiresgate is one of the island's hidden gems-just moments from waterfront dining along Skull Creek, local restaurants, public schools, and easy access on and off the island. Residents also have the option to join the nearby Country Club of Hilton Head, offering premier golf, tennis, pool, fitness, and spa amenities. This inviting home delivers a rare opportunity to enjoy relaxed coastal living in a peaceful, well-connected setting.

20 Kings Court, Hilton Head Island

Courtesy of Schembra Real Estate Group
$240,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-509330 MLS
2-BEDROOM, 2.5-BATH CONDO in Woodlake with a LAGOON AND FOUNTAIN VIEW...this well-located condo sits conveniently near the gated entry and close to the community amenities, making everyday living easy and practical...the layout offers comfortable living space, two bedrooms, two full bathrooms, and a half bath, giving the property flexibility for a primary residence, second home, or long-term rental investment...Woodlake offers a SECURITY GATE, COMMUNITY POOL, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, DOG PARK, and on-site management...the location is one of the biggest advantages, with easy access to shopping, restaurants, entertainment, churches, schools, the hospital, Hilton Head bike paths, and the beach just about a mile away...close to Aldi, Food Lion, and other mid-island conveniences, this property combines a peaceful lagoon setting with strong everyday accessibility.

96 Mathews Drive Unit 106, Hilton Head Island

Courtesy of Real Broker, LLC
$240,000
2 Beds ⋅ 3 Baths ⋅ 196477 MLS
2-BEDROOM, 2.5-BATH CONDO in Woodlake with a LAGOON AND FOUNTAIN VIEW...this well-located condo sits conveniently near the gated entry and close to the community amenities, making everyday living easy and practical...the layout offers comfortable living space, two bedrooms, two full bathrooms, and a half bath, giving the property flexibility for a primary residence, second home, or long-term rental investment...Woodlake offers a SECURITY GATE, COMMUNITY POOL, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, DOG PARK, and on-site management...the location is one of the biggest advantages, with easy access to shopping, restaurants, entertainment, churches, schools, the hospital, Hilton Head bike paths, and the beach just about a mile away...close to Aldi, Food Lion, and other mid-island convenienc

96 Mathews Drive Unit 106, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.
$2,300,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-509024 MLS
Welcome to 1 Sutherland Court, an exceptional ocean-oriented retreat on a prime corner lot in the Inverness Section of Palmetto Dunes. Framed by ancient live oaks, swaying palms, and lush mature landscaping, this thoughtfully updated home delivers coastal elegance and generous living spaces just a short stroll from the beach.Soaring cathedral ceilings and a dramatic wall of windows and French doors flood the great room with natural light, while the floor-to-ceiling stone fireplace anchors the space with warmth and character. The gourmet kitchen impresses with light maple cabinetry, quartzite and granite countertops, a large island with seating for four, glass tile backsplash with under-cabinet lighting, stainless double wall ovens, French-door refrigerator, separate cooktop, and a dedicated pantry. The adjacent formal dining room seats ten or more with garden views on three sides.Four bedrooms are spread across two floors to accommodate family and guests with ease. The primary suite features a spa-inspired bath with double vanity, marble soaking tub, frameless glass shower, and separate water closet. A second main-floor bedroom offers ideal flexibility as a guest suite with its own private bath. Upstairs, two large vaulted bedrooms with wide-plank flooring and signature peaked gable windows share a well-appointed en-suite bath - one room currently configured with a king bed and bunk beds, perfect for families.Outside, a freeform heated pool and spacious paver patio create a private retreat shaded by mature trees. An oversized two-car garage, dedicated laundry room, walk-in attic with expansion potential, new roof (2021), and new HVAC (2020) round out this turnkey, move-in and rental-ready gem.

1 Sutherland Court, Hilton Head Island

Courtesy of Keller Williams Realty
$2,295,000
7 Beds ⋅ 5 Baths ⋅ HILTONHEAD-509321 MLS
Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

37 Oleander Street, Hilton Head Island

Courtesy of RE/MAX Island Realty
$99,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508264 MLS
ESTATE SALE - BEST BUY. Senior Independent Living Condo community just 0.8 miles from Coligny Beach. This two-bedroom, two-bath split-bedroom design features an updated kitchen and bathrooms, HVAC new in 2018, and a tiled balcony. The Seabrook offers secure, maintenance-free living so residents can spend more time enjoying professionally prepared meals, daily social activities, wellness opportunities, an exercise center, and a wide variety of daily programs. The community also offers covered walkways to all areas, on-site skilled nursing if ever needed, and a rehabilitation department. No short-term rentals permitted. Membership fee required: $29,000 for one person or $35,000 for two. Sold as-is; buyer has 14-day due diligence period. Medical and financial application required. Listing agent lives at Seabrook to discuss how you can save more than $50k by purchasing an Equity Unit over four years of living in a Declining Balance apartment

300 Woodhaven Drive Unit 4301, Hilton Head Island

Courtesy of Charter One Realty
$699,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-508115 MLS
Built in 2021, this thoughtfully designed home in The Estuary offers modern construction and an exceptional location just a short walk to Fish Haul Beach. The open-concept floor plan is designed for both everyday living and effortless entertaining, featuring a spacious kitchen with a large center island that flows seamlessly into the main living areas. A screened lanai extends the living space outdoors, creating the perfect setting for morning coffee or evening gatherings. The first-floor primary suite offers comfort and convenience, while upstairs an expansive great room serves as a versatile second living area, along with two guest bedrooms and a full bath. Located on the north end of Hilton Head Island, The Estuary offers easy access to beaches, parks, shopping, dining, and all the best of island living. **Back on the market, no fault of the seller. House is in excellent condition.**

15 Mangrove Street, Hilton Head Island

Courtesy of Keller Williams Realty
$309,000
1 Beds ⋅ 1 Baths ⋅ 196383 MLS
Completely remodeled, this FIRST-FLOOR condo in an OCEANFRONT RESORT offers a turnkey beach retreat with a more open, functional layout, custom cabinetry, custom doors, improved storage, updated flooring, stainless steel appliances, backsplash detail, and a peninsula with wainscoting accents...the flexible opened-up area adds usable space while still allowing privacy with a closing door. Automatic lighting, barn-style doors, a pocket door, custom sliding doors, and added closet/storage space give the condo a polished feel throughout...the tiled balcony/patio captures beautiful views, and the condo is located less than a minute from the boardwalk and beach access with NO STAIRS REQUIRED. Personally owned and lightly used, not rental-heavy.

40 Folly Field Road Unit 131a, Hilton Head Island

Courtesy of Real Broker LLC, from Lowcountry Regional MLS.
$309,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-508831 MLS
Completely remodeled from the studs, this FIRST-FLOOR oceanfront resort condo offers the kind of turnkey beach retreat buyers hope to find but rarely do... thoughtfully redone with a more open, functional layout, custom cabinetry, custom doors, improved storage, updated flooring, stainless steel appliances, a kitchen backsplash, and a peninsula finished with wainscoting detail. The flexible opened-up area adds usable space while still allowing privacy with a closing door, making the layout especially comfortable for an owner-user, second-home buyer, couple, or anyone wanting a beach place without taking on a renovation project. Automatic lighting, barn-style doors, a pocket door, custom sliding doors, and added closet/storage space give the condo a polished, intentional feel throughout, while the main bedroom is set up with a king-size bed and the former bunk area was redesigned to create more practical storage. The mechanical area was also improved, with double doors added around the HVAC and hot water heater for easier access and future service, adding a practical ownership benefit that many remodeled condos overlook. The sliding door to the back porch was redone, painted, updated with improved tracks, and functions well, opening to a tiled balcony/patio that gives the outdoor space a more finished feel and captures beautiful views. Located near the front of the resort and less than a minute from the boardwalk and beach access, this condo makes beach days easy... no stairs, no long walks with chairs or coolers, and quick trips back for food, drinks, supplies, or a bathroom break. Personally owned, lightly used, and not used as a rental property, this move-in ready / rental-ready condo combines beach proximity, custom finishes, improved storage, easy first-floor access, and a fully remodeled interior for buyers who want comfort, convenience, and a low-maintenance coastal retreat.

40 Folly Field Road Unit A131, Hilton Head Island

Courtesy of Real Broker, LLC
$358,000
3 Beds ⋅ 3 Baths ⋅ 196432 MLS
Beautiful lagoon living! Work on Hilton Head Island without sitting in hours of commuter traffic. This three-bedroom, three-full-bath home can suit a family, a rental, or a roommate. The newly restored deck overlooks a lagoon that delights you with daily spontaneous wildlife sightings. Each bedroom has its own fully renovated bath. The upstairs suite has ample room, especially suitable for a couple, as it runs the length of the house. Wake up to observe Hilton Head's exotic birds in the trees from your window. Completely renovated, it includes generously sized bedrooms and two more full baths on the lower floor. The living room and blended eating area have plenty of entertaining space. Updated kitchen. Lots of storage and closets! This is a ''must-see'' to experience its charm. HOA includes insurance, roof, security, trash collection, and exterior maintenance for Pool, basketball, playground & tennis courts. A drainage system underneath was recently installed with a lifetime transferable warranty to new owner. This is an important addition in these settings. No exterior maintenance required...just enjoyment of grounds!

41 Wee Road, Hilton Head Island

Courtesy of I Save Realty, from Lowcountry Regional MLS.
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.

board logo

This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.