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$259,990
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-511405 MLS
Recently refreshed with fresh paint and stylish new furnishings, this ocean-oriented 2-bedroom villa is truly turnkey and ready to enjoy. Whether you're searching for a personal vacation getaway, an income-producing investment, or the perfect combination of both, 4104 Hilton Head Resort presents an exceptional opportunity. With existing reservations already in place, this villa offers immediate rental income potential while giving future owners the flexibility to enjoy everything Hilton Head Island has to offer. Located within the gated Hilton Head Resort community, owners and guests enjoy an impressive collection of resort-style amenities, including indoor and outdoor pools, tennis courts, a fitness center, game room, private beach access, and Coco's on the Beach. Conveniently situated near championship golf courses, shopping, dining, and miles of pristine beaches, this low-maintenance villa makes island living effortless. Whether you're expanding your investment portfolio, purchasing your own coastal retreat, or seeking a property that offers the best of both worlds, this beautifully updated villa delivers outstanding value in one of Hilton Head Island's most amenity-rich beach communities.

663 William Hilton Parkway Unit 4104, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$649,000
4 Beds ⋅ 3 Baths ⋅ 2,363 SqFt. ⋅ HILTONHEAD-511641 MLS
Don't miss this flexible 4-bedroom Hilton Head Island home with NO HOA fees and a private wooded backyard oasis. Designed to evolve with the way you live, the versatile floor plan offers options for two offices, a TV den, guest space, or a 5th bedroom. There's even room to add a shower to the downstairs bath, creating the potential for an additional full bath. Inside, enjoy a welcoming foyer, formal dining room, expansive great room, eat-in kitchen, abundant storage, LVP flooring, and attached 2-car garage. Out back is where the fun begins-a large deck, Tiki hut, fire pit, and peaceful wooded setting create serious vacation vibes. Ideally located on Hilton Head's north end near schools, the Rec Center, bike paths, shopping, Skull Creek, Islanders Beach, Cross Island access, and Bluffton. New HVAC (2022). An investor's dream with exciting potential for long-term or short-term rental use, subject to applicable regulations-or make it your own full-time island home. So many options, so much flexibility, and a location that's hard to beat. BEST OF THE BEST!

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
Located in the heart of Hilton Head Island, inside Palmetto Dunes Resort and across from the Shelter Cove Area. Experience the best of Hilton Head Island at 113 Barrington Court, a beautifully appointed first-floor, oceanfront 3-bedroom, 3-bath condo 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 all the incredible amenities Palmetto Dunes offers, 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.

$299,999
2 Beds ⋅ 3 Baths ⋅ 1,025 SqFt. ⋅ HILTONHEAD-511726 MLS
Welcome to this beautifully renovated 2-bedroom, 2.5-bath villa in Woodlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

96 Mathews Drive Unit 142, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$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.

$415,000
2 Beds ⋅ 2 Baths ⋅ 1,022 SqFt. ⋅ HILTONHEAD-511716 MLS
This rarely available and family owned, never rented Stones Throw villa is tucked beneath a canopy of gorgeous live oak trees. The property has been well maintained and features tile flooring on the main level, an updated kitchen including granite countertops and smooth ceilings. Upstairs offers 2 spacious bedrooms and a recently updated bathroom with walk -in shower. Owners and guests can relax under the shade of the trees at the community pool or take a quick 5 minute walk to Folly Field Beach. This move in ready coastal retreat, sold fully furnished, makes everyday feel like a vacation!

43 Folly Field Road Unit 42, Hilton Head Island

Listing courtesy of Meybohm Real Estate.

$238,000
2 Beds ⋅ 2 Baths ⋅ 1,000 SqFt. ⋅ HILTONHEAD-511501 MLS
Locals know - The Point Comfort Area is one of the best "South End" areas to call home! New to market, just painted, new water heater (2026), all new windows (2026), and TOP FLOOR (no footsteps above). The Broad Creek Landing area offers impressive amenities, is pet-friendly, and is convenient to nearly everything Hilton Head has to offer! This villa is fresh and ready for immediate occupancy. No rentals to honor. Immediate gratification. All spiffed up and ready to be your new island headquarters! Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

38 Forest Cove Unit 38, Hilton Head Island

Listing courtesy of Collins Group Realty.

$750,000
3 Beds ⋅ 3 Baths ⋅ 2,172 SqFt. ⋅ HILTONHEAD-510865 MLS
3BR/2.5BA home in Bay Pines with no HOA! Features great Chef's Kitchen, updated flooring, spacious living areas, and added privacy with no rear neighbors, established fruit trees, and plenty for space for gardening, creating a wonderful space for anyone with a green thumb. Roof replaced in 2023 and HVAC in 2024. Convenient south-end location close to shopping, dining, beaches, and marinas.

7 Bay Pines Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$489,000
3 Beds ⋅ 2 Baths ⋅ 1,524 SqFt. ⋅ HILTONHEAD-511701 MLS
Welcome to 17 Monticello Drive, a charming, move-in ready home nestled in the highly desirable Chinaberry Ridge community on Hilton Head Island. This inviting residence offers a spacious, open floor plan with vaulted ceilings, abundant natural light, and beautifully maintained living spaces perfect for everyday living or entertaining. The home features comfortable bedrooms, updated flooring, a bright kitchen and dining area, and a large two-car garage. Outside, you'll enjoy a private backyard surrounded by mature landscaping, creating a peaceful setting for relaxing or entertaining. Conveniently located near top-rated schools, parks, shopping, restaurants, beaches, and the Intracoastal Waterway, this home offers an exceptional opportunity for first-time buyers, retirees, or investors seeking the perfect blend of comfort, location, and value.

17 Monticello Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,616 SqFt. ⋅ HILTONHEAD-511638 MLS
A remarkable expression of Lowcountry luxury, this exceptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$125,000
1 Baths ⋅ 260 SqFt. ⋅ HILTONHEAD-511686 MLS
This south end studio is in the woodhaven complex that has a great pool, and very easy to bike or walk to the beach. Woodhaven complex is installing brand new metal siding and roofs confirm with office manager.

101 Woodhaven Drive Unit 33, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,599,000
6 Beds ⋅ 4 Baths ⋅ 3,920 SqFt. ⋅ HILTONHEAD-511679 MLS
Sandcastles by the Sea is a gated community gem centrally located mid-island and a 5-min walk (by direct bike path) to one of Hilton Head Island's most desired public beaches. This 6BR|4BA versatile luxury property has an array of opportunities including primary or secondary residence, multigenerational utilization, short/long term rental revenue or corporate investment for perks & prospects. Enjoy year-round swimming in the heated private pool or throw your cares to the southern breeze from a large balcony overlooking a wildlife haven in the neighborhood lagoon. An elevator provides seamless access to all three levels, offering everyday convenience while enhancing the home's comfort and refined design. Nestled within a gated, golf cart and low-speed vehicle-friendly community with nightly security patrols, this exceptional property offers the perfect blend of privacy, convenience, and coastal elegance. Just moments from the beach, the spacious residence is designed for effortless indoor-outdoor living, making it a rare opportunity to own a premier luxury retreat in one of Hilton Head Island's most desirable beachfront communities. Excellent rental history available upon request. House will be sold FULLY FURNISHED.

124 Sandcastle Court, Hilton Head Island

Listing courtesy of Beach House Boutique.

$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.

$299,900
1 Beds ⋅ 1 Baths ⋅ 592 SqFt. ⋅ HILTONHEAD-511619 MLS
Perfect Location and Condo. Views of Broad Creek, Palmetto Bay Marina, and the Shops and Restaurants at Palmetto Bay. Beautifully remodeled and Immaculate condo. Brand new everything inside. Kitchen has solid wood cabinets, granite, and all new appliances. New Bathroom with a Tile shower. New Ceiling Fans, floors and paint. Laundry room and pantry. Custom master closet. An end unit with a wraparound porch with fantastic views and an entrance from the living room or master. New Hot Water heater and lots of storage space. Walk to the Hilton Head Yacht Club and the public boat launch. Covered designated parking and a separate deeded storage building. Complex has a pool, grill area and gym. Low monthly HOA's. Perfect South End location but not buried in Coligny traffic. You won't be disappointed with this one.

70 Helmsman Way Unit 1405, Hilton Head Island

Listing courtesy of I Save Realty.

$244,900
1 Beds ⋅ 1 Baths ⋅ 600 SqFt. ⋅ HILTONHEAD-511617 MLS
Essentially new following a major studs-out renovation, this one-bedroom villa enjoys a grassy front lawn, majestic shade tree, and tranquil lagoon views from the sunny rear deck. Formerly a studio, the redesigned layout now offers a private bedroom retreat while retaining the lower studio-level HOA assessment. Updates include reinforced 12-inch-on-center floor joists, new subflooring and insulation, PEX plumbing, smooth volume ceilings, luxury plank flooring, lighting, doors, trim, and slider glass. The all-new kitchen features white quartz counters, expanded cabinetry, subway tile, and new appliances. The remodeled bath offers designer wave tile, a soaking tub, new fixtures, and updated lighting. Enjoy a wood-burning fireplace, abundant storage, a storm door with roll-down screen, and new rear gutter system. Exterior painted July 2026 new water heater relocated outside. Low POA fees, with all 2026 exterior and insurance assessments paid.

5 Gumtree Road Unit H-17, Hilton Head Island

Listing courtesy of Collins Group 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.

$850,000
3 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511037 MLS
BRAND NEW DUCT WORK AND HVAC (main system) - fully transferable. 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.

$1,695,000
5 Beds ⋅ 6 Baths ⋅ 4,165 SqFt. ⋅ HILTONHEAD-511552 MLS
Welcome to 90 Sandcastle Court, a spacious, beautifully appointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $112,000 in gross rental revenue already booked for 2026, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International 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.

$1,250,000
4 Beds ⋅ 4 Baths ⋅ 2,400 SqFt. ⋅ HILTONHEAD-511553 MLS
42 Ashton Cove Drive is a rare South Island opportunity! Beautifully updated throughout, this home features an open-concept floor plan, chef's kitchen, high-end finishes, and three spacious bedrooms with resort-style baths. The lower level offers a private one-bedroom apartment with a full kitchen, full bath, laundry, and flexible living space-ideal for guests, in-laws, a home office, or rental potential (where permitted). Enjoy expansive covered porches with breathtaking marsh views, an outdoor kitchen with beverage refrigerator, a large back yard, fire pit, and multiple entertaining areas. The oversized lower level also includes a 3+ car garage, workshop, and abundant storage. Community amenities include a pool and racquet courts. Offered furnished (excluding personal items). No short-term rentals.

42 Ashton Cove Drive, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$1,650,000
4 Beds ⋅ 3 Baths ⋅ 2,015 SqFt. ⋅ HILTONHEAD-511511 MLS
Location is everything! This ocean-oriented, four-bedroom, three-and-one-half-bath condominium is just steps from the Atlantic Ocean and the shops, dining and entertainment of South Beach Marina Village in Sea Pines.Ideally positioned beside the new community pool, the residence offers a private rear deck as well as an upstairs deck off the primary suite. Enjoy convenient access to the beach, leisure trails, pickleball, restaurants, shopping and endless opportunities for recreation.Whether you are seeking a primary residence, vacation retreat or investment property, this is a wonderful opportunity to begin making lasting Hilton Head Island memories.

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.

$285,000
3 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-511388 MLS
Perfectly situated for easy access to Hilton Head Island or Bluffton! This well maintained 3 bed, 3 bath stand alone condo offers spacious living with a large outdoor deck and onsite amenities! Approximately 1,250 square feet, this property presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. This light and bright home features an eat-in kitchen that opens up to the large living room, enjoy wood floors, stainless steel appliances, granite countertops and plantation shutters throughout! The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous closet space, as well as storage -perfect as a primary retreat or private guest suite. The Gatherings is an established neighborhood with a welcoming atmosphere and longtime residents. Close to shopping and restaurants, this home is a must see!

38 Wee Drive Unit 38, Hilton Head Island

Listing courtesy of Engel & Volkers.

$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.

$500,000
2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-511533 MLS
Unlike any Admiral's Row villa you've seen before, this extraordinary 2 bedroom, 2 bath end-unit ocean view villa has been reimagined from the studs out into a stunning, open-concept coastal retreat. Brand new to the market, every detail has been thoughtfully redesigned to create a spacious, modern floor plan that offers exceptional functionality, comfort, and style.No expense was spared in this top-to-bottom renovation, including all new electrical wiring, plumbing, ductwork, HVAC system, water heater, flooring, drywall, cabinetry, quartz countertops, appliances, lighting, fixtures, and finishes. Both bathrooms feature beautiful walk-in tiled showers with integrated heaters, and dehumidification systems to provide year-round comfort in Hilton Head's coastal climate. Both sliding glass doors have been upgraded with impact-rated hurricane sliders, providing peace of mind and energy efficiency.Designed for everyday living as much as vacation enjoyment, this villa offers abundant storage rarely found in beach properties, making it an ideal primary residence, second home, or high-performing investment property. Wide hallways and oversized doorways provide easy accessibility for wheelchairs and walkers, offering convenience without sacrificing style.As a desirable 4th floor end unit, not far from the elevator, you'll enjoy added privacy, extra natural light, and fabulous ocean views, all just steps from the sandy beaches of the Atlantic Ocean. The extensive improvements continue beyond the villa itself, with the building featuring a brand-new fire sprinkler system and the $40,000 special assessment already paid in full by the seller, offering tremendous value for the next owner.Located in the heart of Hilton Head Island's popular Folly Field beach area, Admiral's Row offers an exceptional resort lifestyle with direct beach access, an oceanfront Olympic-size swimming pool, beach bar and café, sports bar, tennis courts, pickleball courts, fitness center, and beautifully maintained grounds. Explore more than 60 miles of Hilton Head Island's renowned leisure pathways, with shopping, dining, golf, entertainment, and everyday conveniences just minutes away.Whether you're looking for your forever beach home, a luxurious island getaway, or a proven income-producing vacation rental, this one-of-a-kind ocean view villa offers a rare opportunity to own one of the most extensively renovated residences in Admiral's Row.

40 Folly Field Road Unit 434, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$329,900
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-511507 MLS
Beautifully updated, fully furnished 2-bedroom, 2-bath end-unit villa located in the highly sought-after Hilton Head Beach & Tennis Resort. Whether you're looking for a turnkey vacation home, a full-time residence, or an established investment property, this villa offers the perfect combination of comfort, convenience, and coastal living. The bright, open floor plan features luxury vinyl plank flooring, an updated kitchen with newer appliances, tasteful coastal décor, and a private balcony overlooking the pickleball courts. Being offered fully furnished, this villa is truly move-in or rental ready. Located just a short walk from the beach, owners and guests enjoy access to an impressive array of resort amenities, including one of Hilton Head's largest oceanfront pools, three on-site restaurants, a beach bar, pickleball and tennis courts, a fitness center, bike rentals, playground, 24-hour gated security, and beautifully maintained grounds. Ideally situated near Coligny Plaza, Shelter Cove, Harbour Town, championship golf courses, shopping, dining, and miles of scenic bike paths, this property offers everything buyers love about Hilton Head Island. With a strong rental history and exceptional resort amenities, this is a rare opportunity to own a beautifully maintained coastal retreat with outstanding investment potential.

40 Folly Field Road Unit APT E17, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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