364 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$1,395,000
5 Beds ⋅ 3 Baths ⋅ 3,420 SqFt. ⋅ HILTONHEAD-511733 MLS
Experience Lowcountry living at its finest in this beautifully updated home within one of Hilton Head Island's most private gated waterfront communities. Perfectly positioned to capture peaceful Intracoastal Waterway and pond views, this home offers exceptional privacy with no homes behind and only one neighboring home visible from the expansive porches and rooftop deck. Designed for both everyday living and entertaining, recent improvements include new pine flooring in the kitchen and living rooms, refinished hardwood floors, luxury carpet, fresh interior paint, HVAC, water heater, resurfaced rooftop deck, updated landscaping, new stucco, French drains, and an oversized two-car garage with workshop space, plus two large storage rooms. A three-stop elevator provides effortless access to every level, while the upstairs bonus room offers flexibility as a fifth bedroom, office, or media room. Enjoy coffee overlooking the water as coastal breezes, abundant wildlife, wading birds, and even the occasional bald eagle create an unforgettable setting. Spend evenings watching boats cruise the Intracoastal or take the short stroll down tropical walking trail to the community's newly renovated private dock, where dolphins are frequent visitors, fishing is just steps away, and spectacular sunsets never disappoint. Marina slips are available for only $125 per month, along with a convenient day dock. Residents enjoy low HOA fees of just $1,800 annually, a community pool within walking distance, scenic waterfront trails, and quick access to some of Hilton Head's favorite waterfront restaurants including Benny's Coastal Kitchen, Hudson's Seafood House on the Docks, Dockside, and Skull Creek Boathouse. With multiple routes to Beach, the bridge, and Bluffton, this home offers the perfect blend of luxury waterfront tranquility, convenience, and island living.

42 Bermuda Pointe Circle, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,150,000
3 Beds ⋅ 5 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-511807 MLS
Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,200,000
3 Beds ⋅ 3 Baths ⋅ 2,205 SqFt. ⋅ HILTONHEAD-511804 MLS
Experience the very best of Sea Pines from this beautifully updated Fairway Oaks villa. Privately situated at the end of a quiet cul-de-sac, this 2,200-square-foot home offers a rare combination of privacy, natural beauty, and convenience-with an attached two-car garage, an uncommon and highly sought-after feature in Sea Pines villas. The home features 3 bedrooms and 2 full and 1 half bath including a spacious first-floor primary suite featuring soaring ceilings, an oversized custom walk-in closet, a luxurious steam shower, heated towel rack, and spa-inspired finishes. Upstairs, two generously sized guest bedrooms and a full bath create an inviting retreat for family and friends.The beautifully renovated kitchen showcases granite and quartz countertops, custom floor-to-ceiling cabinetry, new appliances, and a beverage center with wine cooler and kegerator. Walls of windows fill the living areas with natural light and frame peaceful lagoon views. Step onto the expansive rear decks, where a charming water feature creates a serene setting beneath the towering evergreens..Fairway Oaks is one of Sea Pines' most desirable villa communities, uniquely surrounded by tranquil lagoons and the scenic fairways of Heron Point Golf Course. Residents enjoy a private swimming pool, tennis and pickleball courts, and the peace of mind that comes with no short-term rentals allowed. Just a short walk or bike ride from Harbour Town's iconic lighthouse, marina, waterfront dining, boutique shopping, and miles of scenic trails, this exceptional villa offers the very best of the Lowcountry lifestyle. Whether you are searching for a full-time residence or an elegant coastal getaway, this is more than a home--- It is the lifestyle you have been waiting for.

40 Planters Wood Drive Unit 2516, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511798 MLS
Owner is also selling Week 18 (Unit 2875) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 17, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. 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 refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 18 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$585,000
HILTONHEAD-511707 MLS
One of the final opportunities to build your custom home within the exclusive Golf Club at Indigo Run. This exceptional homesite spans nearly half an acre and enjoys a premier location overlooking the picturesque par-5 12th fairway. Offering an ideal blend of golf course views and natural privacy, the property captures peaceful vistas of the manicured fairway with protected woodlands beyond, creating a serene Lowcountry backdrop. Whether you're envisioning a full-time residence or a luxurious retreat, this is a rare chance to secure one of the last remaining homesites in one of Hilton Head Island's most prestigious private golf communities.

585 Colonial Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$555,000
2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-511793 MLS
Experience coastal luxury in this stunning, fully furnished 2-bedroom, 2-bath villa inspired by the sophisticated design and spa-like ambiance of Miami's iconic 1 Hotel. Located in the highly sought-after Admiral's Row section of Hilton Head Beach & Tennis Resort, this turnkey ocean-view retreat is being offered fully furnished and is just steps from one of the East Coast's most breathtaking beaches. The villa has an excellent established rental history. .From the moment you enter, you'll be captivated by panoramic ocean views and an abundance of natural light. The open-concept living space blends modern elegance with comfort, featuring a spacious living area ideal for relaxing or entertaining. The dining area comfortably seats six, while the beautifully updated kitchen is designed for both style and functionality.Step outside to your private ocean-view balcony, complete with a hanging swing, daybed, and bar-height seating-the perfect place to enjoy your morning coffee or unwind while listening to the waves.The primary suite features a king bed and a beautifully renovated ensuite bath. The guest bedroom is ideal for families and guests, offering a queen storage bed, twin bed, and ample storage. Convenient elevator and stair access are located just steps from the villa.Owners and guests enjoy access to Hilton Head Beach & Tennis Resort's exceptional amenities, including the island's largest oceanfront pool and kiddie pool, a second pool located just outside the building, 10 tennis courts, fitness center, playground, grilling and picnic areas, conference facilities, and two on-site restaurants.Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey, fully furnished villa offers the ultimate Hilton Head lifestyle in one of the island's most desirable beachfront communities. With its premier ocean-oriented location, luxury renovation, resort-style amenities, and strong appeal to vacation renters, this property presents an exceptional opportunity to generate rental income while enjoying your own private coastal getaway.

40 Folly Field Road Unit 215, Hilton Head Island

Listing courtesy of Beach House Boutique.

$829,000
2 Beds ⋅ 2 Baths ⋅ 1,473 SqFt. ⋅ HILTONHEAD-511551 MLS
Move right into this beautifully furnished townhome featuring soaring ceilings, expansive windows, and picturesque golf course views. The spacious floor plan offers two bedrooms, two bathrooms, and a versatile loft that's perfect for a home office, media room, or additional guest accommodations. Located within the highly sought-after Palmetto Dunes Oceanfront Resort, you'll enjoy convenient access to the community pool, Fazio Golf Course Clubhouse, beach, tennis and pickleball facilities, kayak and bike rentals, restaurants, and the General Store. Whether you're searching for a primary residence, vacation retreat, or investment property, this turnkey villa offers outstanding short-term rental potential in one of Hilton Head Island's premier resort communities, making it an excellent opportunity to generate rental income while enjoying the Lowcountry lifestyle.

59 Carnoustie Road Unit 273, Hilton Head Island

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

$699,000
2 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-511765 MLS
Discover this diamond in the rough! A 2-bedroom, 2-bath townhouse in the heart of Sea Pines Resort. This light filled villa offers approximately 1,400 square feet of single-level living with vaulted ceilings, an open floor plan, and peaceful lagoon views from the living room, primary suite, and spacious rear deck. Enjoy added privacy along with a welcoming front porch and excellent bedroom separation.Perfect as a primary residence, vacation home, or investment property with short-term rental potential, this villa also offers access to a community pool and tennis courts.Ideally located near the Sea Pines Forest Preserve, Harbour Town and pristine beaches, championship golf, bike trails, marinas, shopping, and dining, this is an outstanding opportunity to enjoy the very best of Hilton Head Island living. Brand new front and rear decks!

35 Lake Forest Drive Unit APT 3304, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$995,000
2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511759 MLS
Tucked away in a quiet corner of Greenwood Garden Villas, this updated 3 BD, 2 BA end-unit looks out over the 4th hole of Heron Point. A freshly updated front courtyard with new landscaping creates a welcoming entrance before stepping inside. All on one level with no steps, the villa features a spacious Carolina Room overlooking expansive lagoon and golf views. Extra windows along the side, a feature only found in the end units, bring in plenty of natural light and make the villa feel bright and open. Recent updates include fresh interior paint, mostly new furnishings, updated appliances, and new light fixtures. Greenwood Garden is known for its quiet setting, many full-time owners, and one of the lowest-density villa communities in Sea Pines. Centrally located, you're just steps from the community pool and an easy bike ride to Sea Pines Beach Club, Harbour Town, and South Beach.

212 Greenwood Drive Unit 315, Hilton Head Island

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

$1,275,000
4 Beds ⋅ 4 Baths ⋅ 3,132 SqFt. ⋅ HILTONHEAD-511593 MLS
This beautiful 4 bedroom, 3.5 bath home offers the perfect blend of comfort, style, and convenience. Located on one of the most desirable streets in HHP with golf and lagoon views within easy walking distance to the Country Club of Hilton Head. Impressive 12ft ceilings, 8ft doors, arched hallway passages, crown molding, travertine stone and hardwood floors create an ideal balance of modern living and timeless appeal. The home has been extensively updated, featuring a recently remodeled kitchen and renovated bathrooms, along with fresh paint throughout. Two new heat pumps including air ducts provide added comfort and efficiency. The versatile bonus room can be used as a home office, media room, exercise area, guest space, or whatever best suits your lifestyle. The impressive three-car garage adds exceptional convenience and storage, complete with new garage doors and durable urethane floor.

52 Old Fort Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$659,000
5 Beds ⋅ 3 Baths ⋅ 2,363 SqFt. ⋅ HILTONHEAD-511641 MLS
Don't miss this spacious 5-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Ideally located on the island's desirable north end, you'll enjoy easy access to shopping, Skull Creek waterfront restaurants, Cross Island Parkway, Bluffton, the south end of Hilton Head, and can walk to the school complex and Hilton Head Island Recreation Center. The flexible floor plan features a first-floor bedroom, four additional bedrooms upstairs, plus a dedicated office. Welcoming foyer, formal dining room, expansive great room, eat-in kitchen (newer appliances), abundant storage, luxury vinyl plank flooring throughout, and an attached 2-car garage. Relax or entertain on the large deck overlooking the peaceful backyard complete with a Tiki hut and fire pit. New HVAC (2022). A rare combination of space, location, privacy, and freedom without HOA restrictions.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$1,890,000
3 Beds ⋅ 3 Baths ⋅ 1,520 SqFt. ⋅ HILTONHEAD-511734 MLS
Experience the best of Hilton Head Island at 113 Barrington Court, a beautifully appointed first-floor, oceanfront 3-bedroom, 3-bath villa in the sought-after Palmetto Dunes community. With breathtaking ocean views from every bedroom, the living room, kitchen, and expansive wraparound balcony, this villa is the perfect setting for a relaxing beach getaway.The spacious, open-concept living area is designed to maximize the stunning views. The fully equipped U-shaped kitchen features stainless steel appliances, attractive cabinetry, wood-look plank tile flooring, and a breakfast bar with seating for three. The dining area seats six, while the inviting living room offers coastal-inspired décor, comfortable seating including a sleeper sofa, a decorative fireplace, and a 48" Smart TV. Sliding glass doors lead to the large partially covered balcony with outdoor dining, lounge chairs, and additional seating overlooking the Atlantic Ocean.The oceanfront primary suite features a king bed, sitting area, 40" TV with DVD player, private balcony access, and an en-suite bath with granite vanity and walk-in shower. The first guest bedroom offers two twin beds, balcony access, and convenient access to a full bath with a tub/shower combination. The second guest bedroom features a king bed, desk, 32" Smart TV, spectacular ocean views, and a private bath with a walk-in shower. A stacked washer and dryer add extra convenience.Barrington Court amenities include an oceanfront pool, hot tub, grilling area, restrooms, showers, elevator, and covered parking garage. Guests also enjoy access to everything Palmetto Dunes has to offer, including three miles of pristine beach, three championship golf courses, world-renowned tennis and pickleball, an 11-mile lagoon system for kayaking, canoeing, and fishing, and miles of scenic walking and biking trails. Nearby Shelter Cove Marina offers waterfront dining, shopping, and seasonal live entertainment.Whether you're planning a family vacation or a getaway with friends, 113 Barrington Court combines spectacular oceanfront views, resort-style amenities, and an unbeatable location for the perfect Hilton Head Island escape.

77 Ocean Lane Unit 113, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$975,000
2 Beds ⋅ 3 Baths ⋅ 2,032 SqFt. ⋅ HILTONHEAD-511564 MLS
Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$229,900
HILTONHEAD-511742 MLS
Rare perimeter lot opportunity with kitchen, priced for a quick sale. Backing up to the Wexford golf course is the most private area of the park, with a walking path to many of your neighbors behind the lot. This beautifully maintained property features a stamped concrete pad with new Industrial Polyaspartic Epoxy surface accommodating a 45' coach plus two vehicles. The outdoor living area is designed for entertaining, complete with an outdoor kitchen including a Saber grill and extra favorizing grids. The stainless sink has instant hot water as well as a garage. The lot also features an irrigation system and landscape lighting. The newer furnishings are a bonus and are also included. 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, heated and cooled swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, dedicated Wi-Fi with personal modem, 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 # 102, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$825,000
3 Beds ⋅ 2 Baths ⋅ 1,590 SqFt. ⋅ HILTONHEAD-511445 MLS
Located just across the street from Sea Pines Country Club, on a quiet street, this 3-bedroom, 2-bath home offers something increasingly rare in Sea Pines: real opportunity under $1MM. The floorplan flows effortlessly with high ceilings in the family and primary bedroom. Outside, a fenced yard, private patio, and screened porch create the kind of everyday outdoor living buyers dream about. A two-car garage adds convenience rarely found at this price point in Sea Pines. Well loved and full of potential, this home is ready for your vision - bring your style and make it your own, in a location that speaks for itself. Minutes to Harbour Town, the beach, and miles of biking trails, all within the privacy and security Sea Pines is known for.

5 Wood Duck Court, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,695,000
4 Beds ⋅ 4 Baths ⋅ 3,374 SqFt. ⋅ HILTONHEAD-511697 MLS
Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.

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

15 Green Wing Teal Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$665,000
2 Beds ⋅ 2 Baths ⋅ 1,279 SqFt. ⋅ HILTONHEAD-511624 MLS
RARE OPPORTUNITY! Upgrades Upgrades Upgrades This villa is the perfect luxurious second home from penthouse perch across the street from the beach and Tiki Hut with Celebration Park literally next door! Forest Beach Villa first class amenities include pool, tennis, pickleball, turtle filled lagoons and garage parking. Monthly fee is $541 and includes water, cable, pest, trash and maintenance. Annual exterior insurance is $2184. Take advantage of voluntary POA fee of $125 annually! This property is known for it's lower fees and great location to the beach This is a RARE and Best low risk rental winner! Ask agent for income details. Proforma at $53,000. Low regime fees, close to the beach. It doesn't get any better in this price range! This is a home run investment! Motivated Sellers! Don't miss out and Don't Feed the Alligators!

10 S Forest Beach Drive Unit 412, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$675,000
3 Beds ⋅ 4 Baths ⋅ 1,983 SqFt. ⋅ HILTONHEAD-511291 MLS
Outstanding curb appeal and a quiet cul-de-sac location make this 3-bedroom, 3.5-bath home a rare opportunity in highly sought-after Hilton Head Plantation. Fresh interior paint creates a bright, inviting atmosphere, while the spacious floor plan is designed for comfortable everyday living and effortless entertaining. Enjoy a private, wooded homesite that offers peace, privacy, and beautiful natural surroundings. The home features generous living spaces, a butler's pantry, a dedicated laundry room, and an attached one-car garage. With its functional layout and timeless appeal, this home provides the perfect opportunity to make it your own. Hilton Head Plantation offers an exceptional coastal lifestyle with championship golf, tennis and pickleball, a deep-water marina, Dolphin Head Recreation Area, Spring Lake, miles of leisure trails, waterfront parks, and 24-hour gated security. Just minutes from beaches, shopping, dining, and all that Hilton Head Island has to offer. Private wooded views, outstanding curb appeal, and an unbeatable location combine to make this a home you won't want to miss.

34 Sweet Bay Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$515,000
1 Beds ⋅ 1 Baths ⋅ 878 SqFt. ⋅ HILTONHEAD-511613 MLS
Opportunities like this don't come around often. Time is now for a top shelf renovated Hilton Head Beach Property Under $515K. Enjoy the white sandy beaches every day of your life! Become a turtle tracker or a slacker. Add community pool, tennis, pickleball, elevators, and garage parking for your quality lifestyle. One of only a few complexes where owners can have pets. Superb and popular Forest Beach Villas offers low fees, secure capital reserves, no assessments for maintenance, an onsite superintendent, making this location a lifestyle choice for its members! Complete remodel in 2019 makes this villa a perfect lock-and-leave vacation home, second residence, or income-producing property in one of the Southeast's most sought-after beach destinations. This eye candy villa checks all the boxes. Stop back to check out the interior photos coming soon. Monthly fee of $456 which includes unit water/sewer, trash, parking, pest control, bldg maintenance. Exterior bldg insurance for this unit in 2026 was $1803.

10 S Forest Beach Drive Unit 104, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$675,000
1 Beds ⋅ 1 Baths ⋅ 724 SqFt. ⋅ HILTONHEAD-511602 MLS
Experience the best of island living from this completely remodeled waterfront villa in the desirable Ketch Court Villas in Sea Pines. Perfectly positioned to capture breathtaking views of the Intracoastal Waterway, Harbour Town, and the iconic Harbour Town Lighthouse, this exceptional residence offers an unmatched coastal lifestyle.Thoughtfully renovated with elegant finishes and timeless design, the villa is filled with natural light and showcases panoramic waterfront vistas from the moment you step inside. Relax with your morning coffee as boats glide along the Intracoastal, then end each day with magnificent sunsets painting the sky over Harbour Town.Ideally located in the heart of Sea Pines, you will enjoy convenient access to world-class golf, beautiful beaches, fine dining, shopping, the marina, and miles of scenic leisure trails. Whether you are searching for a luxury vacation retreat, investment property, or full-time residence, this stunning villa offers an extraordinary opportunity to own one of Hilton Head's most captivating waterfront settings. Owner is an SC realtor.

2 Lighthouse Lane Unit 858, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,875,000
3 Beds ⋅ 4 Baths ⋅ 2,721 SqFt. ⋅ HILTONHEAD-511600 MLS
Nestled on prestigious Plantation Drive, in amenity-rich Sea Pines Community, this quintessential Tom Parker-designed Sea Pines home enjoys an exceptional location, beneath magnificent live oaks, perfectly situated within near distance to Harbour Town & the SP Beach Club. Set on just under a half-acre overlooking the 8th fairway of Heron Pointe Golf Course, this beautifully updated home offers more than 2,700 square feet of light-filled living space w/timeless charm, elevated first-floor construction, classic brick accents & serene golf course views.Step inside to a welcoming slate-floored entry that opens to hardwood flooring throughout the main living areas & bedrooms.The open-concept kitchen, family room, & living area create an ideal setting for everyday living & entertaining, anchored by a stunning floor-to-ceiling quartz gas fireplace. The beautifully renovated kitchen features custom cabinetry, GE Café & Bosch appliances, a gas range, gorgeous countertops w/hand-made back splash & updated lighting.The thoughtfully designed floor plan includes the primary suite & a guest suite on the main level, w/a spacious third en-suite bedroom above the garage that serves perfectly as a second primary suite or a private guest retreat. All bedrooms feature en-suite baths, & an additional half-bath is conveniently located for guests. The fabulous 550+ square-foot 2025 primary suite addition, offers breathtaking golf course views, a generous walk-in closet, & a luxurious spa-inspired bath featuring a double-sink vanity w/marble countertops & a custom-tiled walk-in shower. Add'l improvements include a comprehensive 2020 renovation with 3 new hurricane-impact sliding glass doors, a beautifully updated kitchen, & new lighting throughout. A GE wash/dryer & a new water heater were installed in 2021, while 2025 upgrades include a new furnace, ductwork, & hurricane-impact garage doors.Outdoor living is equally impressive w/a newly added (2025) covered screened porch measuring approximately 19' x 14', offering stunning golf course views & an adjacent elevated patio-perfect for relaxing or entertaining family & friends.Enjoy the best of Sea Pines with an easy walk or bike ride to Harbour Town or SP Beach Club. Owners enjoy access to miles of pristine beaches, a pvt residents' beach, world-class golf, tennis, marinas, a nature preserve, equestrian stables & countless other amenities. Experience the Sea Pines Lifestyle at its finest, you deserve to love where you live!

50 Plantation Drive, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$850,000
3 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511037 MLS
Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$1,195,000
3 Beds ⋅ 4 Baths ⋅ 2,772 SqFt. ⋅ HILTONHEAD-511567 MLS
Welcome to Windmill Harbour, one of Hilton Head Island's premier gated waterfront communities. This beautifully maintained 3-bedroom, 3.5-bath home offers the perfect blend of Lowcountry charm, comfort, and functionality. The thoughtfully designed floor plan features spacious living areas filled with natural light, creating an inviting atmosphere for both everyday living and entertaining. Enjoy multiple outdoor living spaces, including front and rear balconies and a private deck, all perfectly positioned to take in breathtaking Intracoastal Waterway and serene marsh views. Whether you're enjoying your morning coffee or unwinding at sunset, the picturesque Lowcountry scenery provides an ever-changing backdrop. Each bedroom offers privacy and comfort, making the home ideal for family and guests alike. Residents of Windmill Harbour enjoy access to the world-renowned lock-controlled marina, the South Carolina Yacht Club, scenic walking paths, and beautifully landscaped grounds. Conveniently located just minutes from Hilton Head's beaches, championship golf, dining, and shopping, this exceptional property offers the perfect combination of waterfront beauty, luxury, and the unmatched Lowcountry lifestyle.

135 Harbour Passage, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,700,000
4 Beds ⋅ 3 Baths ⋅ 2,015 SqFt. ⋅ HILTONHEAD-511511 MLS
Location is everything! This ocean-oriented, four-bedroom, 3.5-bath condominium is just steps from the Atlantic Ocean and all the amenities of South Beach Marina Village in Sea Pines. Ideally located beside the new community pool, the residence features a private rear deck and an upstairs deck off the primary bedroom. Enjoy easy access to the beach, bike paths, pickleball, shops, restaurants, and entertainment. Start making your Hilton Head memories today!

225 S Sea Pines Drive Unit 1401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$929,500
4 Beds ⋅ 3 Baths ⋅ 1,820 SqFt. ⋅ HILTONHEAD-511490 MLS
Discover the perfect Sea Pines getaway in this upgraded, fully furnished 4-bedroom, 3-bath townhome offering 1,820 sq ft of comfort and style. This beautifully updated villa overlooks a serene lagoon, creating the ideal Lowcountry backdrop for morning coffee or evening unwinding. With room to sleep 8 (possibly more) and short-term rental eligibility, it's an exceptional investment and a turnkey vacation retreat. Enjoy easy access to the community pool, tennis and pickleball courts, plus all the world-class amenities Sea Pines Resort is known for. A rare opportunity to own a spacious, move-in-ready home with views, convenience, and rental potential all in one!

7 Lake Forest Drive Unit APT 3366, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,300,000
3 Beds ⋅ 3 Baths ⋅ 1,657 SqFt. ⋅ HILTONHEAD-511539 MLS
Welcome to this calming, nature oriented, three bedroom, three bath home with multiple primary suites. Its a great vacation, second, or primary home within a mile of the beach located in beautiful Sea Pines. Renovations in 2022 include new primary bedroom closet and bath featuring shower, tub, and heated tile floor and towel rack. After a great day at the beach, relax in the salt water hot tub (2026) or use the outdoor shower to cool off. Updates include plumbing, windows, duct work, and mosquito system for the yard. Detached storage building is convenient for bikes and other items.

53 Lawton Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$5,500,000
4 Beds ⋅ 5 Baths ⋅ 3,590 SqFt. ⋅ HILTONHEAD-511537 MLS
Oceanfront Luxury in a Private Gated Community on Hilton Head Island. Experience the ultimate in coastal living with this exceptional oceanfront residence, perfectly positioned within one of Hilton Head Island's most private gated communities. Offering breathtaking Atlantic Ocean views, direct beach access, and thoughtfully designed living spaces, this remarkable home is the perfect blend of elegance, comfort, and Lowcountry charm. Designed for both everyday living and effortless entertaining, the home features four spacious bedrooms, including two luxurious primary suites, five full bathrooms, and two separate living areas, providing exceptional flexibility for family and guests. The light-filled main living area showcases soaring vaulted ceilings, expansive windows, a fireplace, and walls of glass that frame spectacular ocean views. Enjoy relaxing on the upstairs deck allowing you to enjoy the sights and sounds of the Atlantic from nearly every angle. The generous primary suites offer private retreats complete with spa-inspired baths and tranquil coastal vistas. The first floor living area also offers a fireplace. Stroll outside to a private pool, expansive patio, lush tropical landscaping, and a private walk leading directly to one of Hilton Head Island's most pristine beaches create an unparalleled outdoor experience. Towering live oaks provide timeless Lowcountry character while preserving privacy and natural beauty. Whether you're seeking a luxurious primary residence, a second home, or an extraordinary oceanfront retreat, this exceptional property delivers the rare combination of privacy, sophistication, and direct beachfront living in one of Hilton Head Island's most coveted locations.

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

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.