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70 Lighthouse Road Unit 2885, Hilton Head Island
$2,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512178 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 20, ideally positioned in the late 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.

70 Lighthouse Road Unit 2885, Hilton Head Island

Listing courtesy of Lighthouse Realty.

40 Folly Field Road Unit A232, Hilton Head Island
$299,900
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-512176 MLS
Beautifully updated and ideally located just steps from the beach, oceanfront pool, and all the resort amenities, this fully furnished villa is truly move-in ready. Enjoy stylishly renovated bathrooms, a bright and welcoming interior, and the convenience of being located near the front of the community for easy access. Wake up to beautiful Lowcountry sunrises and spend your days enjoying the exceptional amenities, including a beachfront pool, lighted tennis and pickleball courts, on-site restaurant, fitness center, bike rentals, and 24-hour gated security. Whether you're looking for a personal beach retreat, vacation home, or investment property, this villa checks every box. Currently participating in a successful rental program, this turnkey property offers immediate enjoyment and excellent income potential. Just bring your suitcase and start living the coastal lifestyle you've been dreaming of.

40 Folly Field Road Unit A232, Hilton Head Island

Listing courtesy of Charter One Realty.

6 Village North Drive Unit 107, Hilton Head Island
$749,000
3 Beds ⋅ 2 Baths ⋅ 1,393 SqFt. ⋅ HILTONHEAD-512006 MLS
Updated three-bedroom Village North villa in Hilton Head Plantation. Perfectly positioned to capture unforgettable Lowcountry sunsets, this move-in-ready residence offers a rare combination of waterfront living, thoughtful upgrades, and exceptional value. Enhancements throughout include custom window treatments throughout including the Carolina Room, custom-designed closet systems with integrated soft lighting in all three bedrooms and the utility room, a beautifully renovated guest bathroom, and an extensively updated primary vanity and dressing area with refined finishes and fixtures.The enclosed waterfront porch extends the living space year-round, creating the perfect place to unwind while enjoying the ever-changing scenery along the Intracoastal Waterway. Cable and water are included in the low monthly regime fee. In addition to the exterior storage closet just outside the front door, this villa also conveys an oversized storage unit near the community pool-a valuable feature rarely available within Village North.Residents of Hilton Head Plantation enjoy four championship golf courses, miles of leisure trails, tennis, restaurants, multiple marinas with direct Intracoastal Waterway access, including two conveniently located adjacent to Village North on Skull Creek, and the newly renovated Dolphin Head Recreation Area overlooking Port Royal Sound. Combining panoramic Intracoastal views, exceptional sunset exposure, thoughtful updates throughout, and the highly desirable three-bedroom floor plan, this is a rare opportunity to own one of Village North's most sought-after waterfront villas.

6 Village North Drive Unit 107, Hilton Head Island

Listing courtesy of Engel & Volkers.

17 Tucker Ridge Court, Hilton Head Island
$879,000
4 Beds ⋅ 5 Baths ⋅ 2,932 SqFt. ⋅ HILTONHEAD-511354 MLS
Expеriencе ѕpасіouѕ іsland living in this bеautіfully updated home, ideally situated within a sought-after gated golf community. Overlooking the tranquil 12th green of the Arthur Hills course, the backyard offers a peaceful setting to relax, entertain, or simply enjoy the view. Inside, soaring two-story ceilings and an inviting fireplace create a warm yet dramatic first impression, while the open-concept floor plan provides effortless flow for everyday living and gatherings. The highly desirable layout features the primary suite on the main level, an additional bedroom on the first floor which has versatile use, and two other bedrooms upstairs, all generously sized, all with ensuite. With recent exterior paint, a newer roof, HVAC, and other significant updates, this home is move-in ready and designed for years of worry-free enjoyment. Offering one of the largest sq ft four-bedrooms currently available on the island under $1 million, this is a rare opportunity to own exceptional space, value, and lifestyle in one remarkable property.

17 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

239 Beach City Road Unit 3331, Hilton Head Island
$305,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512112 MLS
Updated 2ΒR/2BA villа аt Thе Ѕрa οn Ρort Royal Sound offеring сlose proximity to one of Hilton Head Island's most distinctive natural beaches, an extensive amenity package, and the flexibility to serve as a second home, full-time residence, or short-term rental investment. Inside, the open living space is anchored by a renovated kitchen with a center island, stainless steel appliances, wine fridge, and glass tile backsplash. A wall-mounted fireplace creates a polished focal point in the living area, while modern finishes continue throughout the villa. Both bathrooms have been updated with tiled shower surrounds, contemporary fixtures, and LED mirrors, and the screened porch provides an additional place to relax after a day on the island. The Spa is a gated waterfront community on Port Royal Sound with two outdoor pools, a heated indoor pool and hot tub, fitness center, tennis courts, basketball court, grilling and picnic areas, playground, landscaped lagoons, and direct access to Hilton Head's bike trail system. The community's location beside Fish Haul Beach Park and Historic Mitchelville Freedom Park adds even more outdoor recreation and Lowcountry character. With great short-term rental potential, updated interior, beach access, and extensive amenities, Unit 3331 offers a compelling combination for both personal-use buyers and investors.

239 Beach City Road Unit 3331, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

43 Jenkins Island Road Unit 154, Hilton Head Island
$127,900
HILTONHEAD-512103 MLS
Welcome to effortless island living! Lot 154 is located in the popular Hilton Head Harbor RV Resort. Enjoy expansive outdoor living space perfect for coastal evenings and entertaining. The resort features 2 pools, a hot tub, tennis courts, playground, and a stunning waterfront Point Pool overlooking the intercoastal Waterway, where dolphins are often seen swimming by. Top it off with an excellent 5-star restaurant on site. The community is pet friendly and golf cart accessible. This lot has been renovated with pavers, firepit, seating, outdoor furniture, landscaping and lighting. Stay cool under the beautiful shade trees. You have everything you need for a relaxed Lowcountry living get away. It also provides rental income when you are not using it. The onsite property management company will take care of everything for you.

43 Jenkins Island Road Unit 154, Hilton Head Island

Listing courtesy of Real Broker, LLC.

663 William Hilton Parkway Unit 3417, Hilton Head Island
$245,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-512100 MLS
Welcome to this light and bright 2-bedroom, 2-bath villa in Hilton Head Resort Villas, one of Hilton Head Island's most sought-after direct beach access communities. Perfectly positioned in the heart of the island, this turn-key villa offers an ideal blend of lifestyle, convenience, and strong short-term rental potential. Enjoy direct beach access via a private boardwalk, making beach days effortless for owners and guests alike. Inside, the villa features an updated kitchen with stainless steel appliances, modern finishes, and updated lighting throughout, creating a fresh, coastal feel that's both inviting and functional. The open layout maximizes natural light, making this villa feel comfortable and welcoming from the moment you step inside. Hilton Head Resort Villas is renowned for its resort-style amenities, including indoor pools and a Jacuzzi, two outdoor pools with a poolside bar, tennis courts, a sauna, fitness center, game room, and 24-hour security gate. Whether you're relaxing poolside, heading to the beach, or enjoying the on-site amenities, everything you need is right at your doorstep. This villa also shines as an investment property, with recent gross rental income of approximately $40,000, making it an excellent option for buyers seeking a proven short-term rental on Hilton Head Island. Equally appealing as a second home, the location offers quick access to shopping, dining, golf courses, and all the island has to offer. Offered fully turn-key, this is a rare opportunity to own a Hilton Head Island beach villa that delivers on lifestyle, income, and long-term value.

663 William Hilton Parkway Unit 3417, Hilton Head Island

Listing courtesy of EXIT Hilton Head Realty.

239 Beach City Road Unit 2115, Hilton Head Island
$220,000
1 Beds ⋅ 1 Baths ⋅ 588 SqFt. ⋅ HILTONHEAD-511986 MLS
FIRST-FLOOR and FULLY FURNISHED, this updated 1-bedroom condo in The Spa on Port Royal Sound offers an easy, TURN KEYoption for a beach getaway, second home, or income-producing property...located in Building 2, the condo overlooks the pool and features BRAND-NEW LVP FLOORING, fresh interior paint, a comfortable living area, a defined kitchen space, and a practical layout designed to be simple to enjoy, maintain, and rent...newer HVAC and water heater systems add peace of mind, while the furnished setup makes it easier to begin using or preparing the property for the short-term rental market...the beach and lookout pier are only a short walk away, with access to a peaceful stretch of shoreline known for shell collecting and exploring at low tide...community amenities include two outdoor pool areas, including a heated/solar community pool, plus an indoor pool, hot tub, dry sauna, fitness center, walking track and paths, tennis courts, basketball, playground, picnic and grilling areas, swings overlooking Port Royal Sound, a security gate, on-site management, and continual security, with pickleball courts currently under construction...the monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance...conveniently located near Hilton Head beaches, shopping, dining, and island attractions, Unit 2115 combines FIRST-FLOOR CONVENIENCE, modern updates, pool views, and flexible ownership potential in a gated beachfront community.

239 Beach City Road Unit 2115, Hilton Head Island

Listing courtesy of Real Broker, LLC.

30 Paddle Boat Lane Unit 405, Hilton Head Island
$465,000
2 Beds ⋅ 3 Baths ⋅ 1,290 SqFt. ⋅ HILTONHEAD-511964 MLS
Welcome to Brighton Bay Villas Unit 405, where comfort, convenience, and natural light come together in one of Hilton Head Island's most desirable locations. This freshly painted 2-bedroom, 2.5-bath villa offers a bright, inviting interior with beautiful red oak hardwood flooring throughout the main living level. The updated kitchen features granite countertops, all-new stainless-steel appliances, and the fully furnished open layout is perfect for everyday living or entertaining. The updated half bath adds a modern touch to the main floor, while both spacious bedrooms offer private en-suite bathrooms, creating ideal comfort and privacy. A thoughtfully integrated Murphy bed can provide a studio feel in the downstairs living area which can provide additional sleeping accommodations for family and guests without sacrificing valuable living space. Enjoy peace of mind with two HVAC systems, including one brand-new unit for added efficiency and comfort. The oversized two-car garage offers ample room for vehicles, beach gear, bikes, and additional storage. Brighton Bay Villas offers outstanding community amenities, including a swimming pool, fitness center, and car wash station. Located adjacent to Palmetto Bay Marina, you'll enjoy easy access to waterfront restaurants, boutique shopping, boating, and entertainment. Conveniently situated on the south end of Hilton Head Island, the community also provides quick access to the Cross Island Parkway and is just minutes from additional shopping, dining, golf, beaches, and all the island has to offer. Whether you're searching for a primary residence, second home, or island retreat, this move-in-ready villa offers the perfect blend of updated finishes, flexible living space, generous storage, and an unbeatable Hilton Head Island location.

30 Paddle Boat Lane Unit 405, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

40 Folly Field Road Unit A234, Hilton Head Island
$275,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-512004 MLS
Beautifully updated 1-bedroom villa in desirable Building A at Hilton Head Beach & Tennis Resort! This second-floor villa offers a glimpse of the ocean from the private balcony and is a very short stroll from one of Hilton Head Island's most beautiful beaches. Thoughtfully updated with shaker-style cabinetry, granite countertops, a tile backsplash, and luxury vinyl plank flooring, this turnkey villa is offered tastefully furnished and rental-ready! The efficient floorplan features a private queen bedroom, built-in hallway bunk beds for additional guests, plus a sleeper sofa to comfortably accommodate even more guests. The bright, open living area that flows seamlessly to the private balcony. Hilton Head Beach & Tennis Resort features direct beach access, one of the island's largest oceanfront pools, tennis and pickleball courts, on-site dining, a playground, a fitness center, bike rentals, and 24-hour gated security. Whether you are looking for a vacation retreat, investment property, or both, this coastal retreat checks all the boxes.

40 Folly Field Road Unit A234, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

5 Newport Drive Unit 7102, Hilton Head Island
$749,000
2 Beds ⋅ 3 Baths ⋅ 1,445 SqFt. ⋅ HILTONHEAD-511929 MLS
Waterfront Ꮮuxury Lіvіng in Ρаlmеtto Dunеѕ! Set within the exсlusіve waterfront enclave of Newport Villas, this fully renovated first-floor residence offers a rare blend of refined coastal luxury and effortless island living in the heart of Palmetto Dunes. With serene lagoon and live oak views just beyond your doorstep, this 2-bedroom, 2.5-bath villa delivers the ultimate Lowcountry lifestyle - where elegance meets the water's edge. An open-concept layout showcases expert design, high quality finishes , and a welcoming fireplace, all enhanced by abundant natural light through new sliding glass doors. The designer kitchen flows seamlessly into the living and dining areas, creating an elegant setting for entertaining or relaxed island living. The expansive primary suite serves as a private retreat, featuring a sitting area, generous closet space, and tranquil views of the lagoon and mature live oak canopy. Thoughtfully updated throughout, the villa is truly turnkey. Approximately 1,445 square feet, the residence includes two bedrooms, two full baths, one half bath, and convenient parking just steps from the entry. Set within the heart of Palmetto Dunes, residents enjoy access to three miles of pristine Atlantic beaches, championship golf, world-class tennis and pickleball, miles of leisure trails, Shelter Cove Marina, waterfront dining, boutique shopping, and year-round entertainment. Newport Villas further enhances the lifestyle with arguably the best community pool on the island, tennis and pickleball courts, and beautifully maintained grounds overlooking the marsh and lagoon. An exceptional opportunity for a luxury island retreat that is a custom home disguised as a villa offering the best Hilton Head Island has to offer.

5 Newport Drive Unit 7102, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

70 Lighthouse Road Unit 2871, Hilton Head Island
$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511928 MLS
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2871, Hilton Head Island

Listing courtesy of Lighthouse Realty.

133 Arrow Road Unit 67, Hilton Head Island
$249,000
HILTONHEAD-511920 MLS
Awesome opportunity and prime address in sought-after location with highest rental potential. Ideally located at the clubhouse, pool, amenities and resort entrance, this beautifully maintained motorcoach lot offers the perfect combination of convenience, comfort, and outstanding income potential. Designed to accommodate a 45-foot motorcoach plus two vehicles, the property features a newer paver pad and the resort's largest allowable storage shed. The inviting outdoor living space is perfect for entertaining, complete with an outdoor kitchen, granite bar, stainless steel fixtures, plus all top-quality furnishings as seen are included. Lot 67 is recognized as one of the resort's premier rental properties, offering exceptional income potential while providing an outstanding personal retreat in one of the resort's most desirable family locations. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, dedicated modem for wi-fi, cable tv, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainme

133 Arrow Road Unit 67, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

2 Wexford On The Green, Hilton Head Island
$2,950,000
4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS
WATERFRΟNT. DOUΒᏞE ᏞΟΤ. 65-FΟΟT BOAT SLΙP. ΕXCEPTIONAL GARAGE.This distinctive Wexford residence offers a rare combination of space, waterfront views, and effortless coastal living. Ideally positioned on an oversized corner double lot, the home captures picturesque Broad Creek and harbor views in both directions and includes a 65-foot boat slip.More than a traditional townhome, this exceptional residence lives like a private single-family home while offering the convenience of low-maintenance living within one of Hilton Head Island's premier gated communities. A private elevator provides easy access to every level, while the thoughtfully designed floor plan offers exceptional flexibility for both everyday living and entertaining.The main living level is centered around a beautifully appointed kitchen that opens seamlessly to the dining and living areas, creating an inviting setting for gatherings. The primary suite, library, laundry room, and outdoor kitchen are conveniently located on the same level for effortless one-level living. Additional spaces include a dedicated library, private office, wine room, and expansive third-floor living area-providing room for work, guests, hobbies, and relaxation.Expansive windows bring abundant natural light throughout the home while showcasing tranquil water views and the property's striking multi-level fountain. Multiple outdoor living areas provide the perfect setting for dining, entertaining, or simply enjoying the coastal breezes and ever-changing waterfront scenery.A truly exceptional 6-8-car garage provides rare flexibility for automobile enthusiasts, golf carts, recreational equipment, workshop space, and extensive storage. Recent improvements include a new roof, adding valuable peace of mind.Just moments from Wexford's newly completed Harbour Center, residents enjoy enhanced marina amenities, waterfront gathering spaces, and an inviting social atmosphere. Wexford's private amenities include a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active coastal lifestyle.For the buyer seeking something beyond an ordinary townhome, 2 Wexford on the Green offers an extraordinary combination of waterfront living, generous indoor and outdoor space, boating access, and an unparalleled location within Wexford. Seller is also willing to consider creative financing options, providing additional flexibility for a qualified buyer.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

283 Moss Creek Drive, Hilton Head Island
$749,000
3 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-511026 MLS
Wake up to the natural beauty of Henri's Pond in this exceptionally well-maintained 3 BR, 3 BA Moss Creek home. Water, wildlife and peaceful Lowcountry scenery create an ever-changing backdrop, best enjoyed from the large screened porch overlooking the pond-an ideal setting for morning coffee, outdoor dining or relaxing with friends. Inside, the home is fresh, comfortable and move-in ready with July 2026 improvements including new LVP flooring throughout much of the first floor and primary bedroom, fresh interior paint and smooth ceilings. Equally important, major components including the roof, HVAC and ductwork, and PEX plumbing have been updated, reflecting years of thoughtful ownership and maintenance. A spacious detached 1-car garage with attached carport provides valuable parking and storage, complemented by a paver driveway, walkway and outdoor living area facing Henri's Pond. Enjoy the complete Moss Creek lifestyle with two private 18-hole golf courses, tennis and pickleball, nature trails, dog park, and nearby Bostwick Park offering two pools, fitness center and deep-water marina. With 3 bedrooms, 3 full baths, an upstairs flex space with office, and full bath and approximately 2,000 sq. ft., 283 Moss Creek Drive combines a manageable floor plan, exceptional condition and one of the home's greatest luxuries-a beautiful waterfront setting that can't be recreated. Come experience Henri's Pond from the screened porch.

283 Moss Creek Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

3 Twisted Cay Lane, Hilton Head Island
$1,095,000
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.

70 Lighthouse Road Unit 2874, Hilton Head Island
$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.

40 Folly Field Road Unit 215, Hilton Head Island
$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.

663 William Hilton Parkway Unit 4104, Hilton Head Island
$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.

133 Arrow Road Unit # 102, Hilton Head Island
$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.

70 Helmsman Way Unit 1405, Hilton Head Island
$292,000
1 Beds ⋅ 1 Baths ⋅ 592 SqFt. ⋅ HILTONHEAD-511619 MLS
Perfeсt Locаtіon аnd Cοndο. Viеwѕ of Broad Creek, Pаlmettο 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.

107 Saw Timber Drive, Hilton Head Island
$800,000
3 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511037 MLS
BRAND ΝEW DUCT WORΚ ΑND ΗVΑC ❨maіn ѕystem) - fully tranѕferаble. 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 William Raveis - Carolina LLC.

663 William Hilton Parkway Unit 3321, Hilton Head Island
$389,000
3 Beds ⋅ 2 Baths ⋅ 1,186 SqFt. ⋅ HILTONHEAD-511307 MLS
Loweѕt-Priсеd 3-Βеdrοom Cοndο on Hilton Head Ιslаnd. Turnkey Short-Term Rental Steps from the Beach. Discover the most affordable 3-bedroom villa on Hilton Head Island, a rare opportunity for investors and vacation home buyers alike. This spacious 3-bedroom, 2-bathroom condo sits just steps from the beach and Coco's oceanfront restaurant and bar. Completely transformed with stylish laminate flooring, smooth ceilings, and updated tile showers, it offers a fresh, modern feel throughout. Sold fully furnished with in-unit laundry, the villa is entirely move-in ready, whether for guests or your own getaway, and comes with a proven short-term rental history that helps generate income to offset ownership costs. Residents also enjoy a gated, resort-style community with 24/7 security, a fitness center, indoor track, indoor pool and spa, game room, pickleball, an on-site restaurant, six tennis courts, and two outdoor pools. With unbeatable amenities and a price point unmatched on the island, this villa won't last. Schedule your showing today.

663 William Hilton Parkway Unit 3321, Hilton Head Island

Listing courtesy of Keller Williams Realty.

37 Woodbine Place, Hilton Head Island
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
One Lеvel Wonderful. Ꮮοcаtеd сloѕе to the beach in Sеa Ρines, this 4 bedroom home is a fantastic vacation home, short term rental(over $100k already in first year) or permanent residence. Bright and beautiful with big living spaces and fun outdoor spaces including gazebo, private pool and large yard. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. The charming gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

14 Field Sparrow Road, Hilton Head Island
$999,000
5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS
Excеptionаl Μulti‐Gеnеratіοnal Golf Course Estаte wіth Private In-Law Residence, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property is uniquely designed for multi-generational living, offering multiple private living spaces while keeping family close. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a rare combination of privacy, flexibility, and space-all within one of Hilton Head Island's premier gated communities. The main residence features generous living areas, abundant natural light, and beautiful golf course views. Designed for comfortable everyday living and entertaining alike, the home offers spacious gathering areas and seamless access to outdoor living spaces. A standout feature is the private mother-in-law residence, offering true independent living with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Ideal for parents, adult children, extended family, long-term guests, or a live-in caregiver, this separate residence provides privacy and independence while remaining conveniently connected to the property. Car enthusiasts, hobbyists, and makers will appreciate the detached three-car garage, including a climate-controlled bay ideal for a workshop, collector vehicle, fitness area, golf simulator, or year-round projects. Above the garage, a finished bonus suite complete with a full bathroom and closet provides yet another flexible space for guests, recreation, work-from-home needs, or a private studio. Outdoor living is equally impressive. A spacious paver patio overlooks the mature landscape and golf course setting, creating an inviting space for entertaining, dining, and relaxing throughout the year. A full-yard irrigation system helps keep the grounds looking their best with minimal effort. Significant improvements provide added peace of mind, including a roof replacement in 2016 and three HVAC systems replaced within the last five years. This is a rare opportunity to own a Hilton Head Plantation property offering true multi-generational living, multiple private living spaces, an oversized setting, and exceptional flexibility-all within one of Hilton Head Island's most desirable communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

70 Lighthouse Road Unit 2896, Hilton Head Island
$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511359 MLS
Owner is also selling Week 17 (Unit 2900) and is open to offering a discounted price if both weeks are purchased together - an excellent opportunity to enjoy two consecutive weeks in paradise! Experience the relaxed sophistication of Hilton Head Island during deeded Week 16, ideally positioned in the last week of April, when spring is in full bloom and the island is at its most beautiful. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of Hilton Head's most sought-after communities. This desirable end-unit villa, located next to the pool, offers added privacy, extra natural light, and exceptional convenience. Overlooking the lush fairways of the golf course, it provides 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 the vibrant coastal arts and culture that make Sea Pines so special. Imagine beginning your mornings with refreshing ocean breezes and serene golf course views before 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. Late April offers warm, comfortable temperatures, colorful spring blooms, and ideal conditions for beach walks, outdoor dining, dolphin cruises, tennis, and all that Sea Pines has to offer-before the peak summer crowds arrive. 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 17 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 2896, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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