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$250,000
HILTONHEAD-508186 MLS
Introducing 7 Silver Oak -an exceptional homesite located within the exclusive gated community of Silver Oak. Perfectly positioned along the marsh front, this premier lot showcases breathtaking panoramic views of Jarvis Creek stretching out to the Interacoastal Waterway. Immerse yourself in the natural beauty of the Lowcountry, where vibrant sunsets & tranquil surroundings create an idyllic backdrop for your future home. With the flexibility to choose your own builder & no required timeline to begin construction, you have the freedom to design & build at your own pace. Residents of Silver Oak enjoy a thought fully design array of amenities, including a secure gate entrance, a spacious community pool, and a private day dock-perfect for kayaking, fishing, birdwatching, or simply soaking in unforgettable sunsets over Caliboque Sound,

7 Silver Oak Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$260,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507887 MLS
Discover the perfect blend of comfort and convenience in this stunning mid-island gem. This beautiful 2-bedroom, 2.5-bath home offers serene lagoon views and a cozy fireplace, creating the ideal atmosphere for relaxing after a long day. Enjoy a lifestyle of ease with premium amenities just steps away, including a sparkling pool and a fully-equipped fitness center. Perfectly positioned within near distance to the new Aldi, Food Lion, and various shopping and dining destinations. Whether you are looking for a primary residence, a savvy investment property, or the ultimate second home, this property checks every box. Don't miss your chance to own a piece of island living that combines tranquility with unmatched accessibility. Schedule your private tour today!

96 Mathews Drive Unit 19, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508179 MLS
Coastal Retreat! This is your opportunity to own a deeded 2-bedroom, 2-bath quartershare at Brigantine Quarters in Shipyard with 13 rotating weeks yearly. Unit 292 offers serene lagoon from the back porch. This mini-resort includes tennis, pickleball, pools, playground, and private beach gate for BQ owners and guests. Maintenance charge covers appliances, furniture, maintenance upkeep, taxes, Shipyard HOA, and more, ensuring a stress-free experience, ideal for personal use, trade, or rentals.

55 Barcelona N Road Unit 292B, Hilton Head Island

Listing courtesy of The Homesfinder Realty Group.

$224,000
HILTONHEAD-508125 MLS
Experience the perfect blend of privacy and convenience on this meticulously maintained, oversized lot. Featuring immaculate stamped concrete pad and extensive & mature landscaping, this site easily accommodates a 45-foot motorcoach. Sold fully furnished with extensive furniture collection, umbrellas, grill, and shed-this is truly a "bring your coach and stay" opportunity. Located just steps from the premier amenities of the #1 resort in America you are perfectly positioned to enjoy the pool, pickleball, clubhouse and the best of the island's south end on foot or bike.

133 Arrow Road Unit 263, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$3,295,000
4 Beds ⋅ 6 Baths ⋅ HILTONHEAD-508097 MLS
Set on nearly 0.70 acres in the heart of Wexford, this estate-sized golf course home is defined by its architectural character, impressive scale, and private setting. A sweeping horseshoe driveway framed by mature landscaping leads to a tucked courtyard that shares the front entry. Filled with unique design elements, the home showcases a dramatic barrel ceiling with a skylight in the foyer, antique doors throughout the main level, and rich reclaimed wood flooring that adds warmth and authenticity. The expansive great room is truly a centerpiece, offering the flexibility for multiple seating areas, formal and casual dining, and even space for a baby grand piano, all anchored by a massive stone fireplace and seamless access to outdoor living areas. Directly off the great room, the chef's kitchen features a breakfast area, a walk-in pantry, and direct access to the covered outdoor dining space. The primary suite is well-positioned for comfort and convenience, featuring a sitting area framed by floor-to-ceiling windows, a unique cross-vaulted ceiling, direct access to the pool and spa, an oversized walk-in closet, a secondary walk-in closet, private laundry, and a well-appointed bath with soaking tub and separate water closet. Add'l living spaces continue throughout the home, including a distinctive lower-level bar or collector's room with vaulted ceilings, exposed beams, built-in bar, intricate fireplace, access to the front courtyard, and a full bath. Over the garage, a large fitness room or den is complemented by two ensuite bedrooms - one featuring a private deck. The fourth guest ensuite offers generous closet space and French doors opening to the courtyard. Outdoors, the backyard is set on a golf course lot while still offering a quiet, private setting. A secluded pool and hot tub, covered lounging/dining area, and an add'l deck are surrounded by mature landscaping, creating a peaceful, highly private environment. Additional highlights include an oversized three-car garage, workshop, wine storage, and dual laundry areas for added convenience. In addition, Wexford has just celebrated the grand opening of the new construction Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open spring/summer 2026, further enhancing the exceptional amenities within this private community. A rare opportunity to own a distinctive, estate-sized property in one of Hilton Head's most sought-after private club communities.

19 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$240,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508086 MLS
Experience the ultimate island lifestyle in this nicely updated 2-bedroom, 2-bathroom villa located in The Spa at Hilton Head. Freshly painted with new LVP flooring throughout. This third-floor gem is situated in one of the most tranquil buildings within the complex, offering peaceful landscape & tennis court views with refreshing coastal breezes from your private balcony. The complex offers 2 outdoor pools, an indoor pool, a hot tub, a dry sauna, multiple tennis courts, a walking track & fitness center. Pickleball courts are coming soon and are currently under construction. The beach and the lookout pier are a short walk from the condo. HVAC and water heater are newer for peace of mind. This is a wonderful short-term rental or second-home opportunity for an investor seeking a beach-oriented condo under $250k on Hilton Head Island. RENTAL PROJECTIONS of $35,000.00 Plus. MOTIVATED SELLERS, bring all offers!

239 Beach City Road Unit 3336, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$288,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508085 MLS
Located in the absolutely most preferred #1 Building, closest to the beach access! Completely upgraded 2 Bedroom, 2 Full Bath first floor unit. New kitchen counters in 2026. Current owner only used as a 2nd home, but would make an awesome rental property!

663 William Hilton Parkway Unit 1122, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,195,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-507876 MLS
Experience elevated harbor front living in one of Hilton Head Island's most exclusive gated waterfront communities. Perfectly positioned in Windmill Harbour, 58 Sparwheel Lane offers sweeping marina views, timeless architecture, and an extensively renovated home designed for effortless coastal living. Reimagined in 2017, this exceptional residence showcases custom craftsmanship, refined interior design, and high-end finishes throughout, blending classic elegance with modern comfort. (Architectural Plans showing before and after floor plans and elevation changes and scope of work are in the MLS Docs folder). Expansive lanais overlook a picturesque backdrop of sailboats and yachts, creating an ever-changing waterfront setting for morning coffee, sunset cocktails, or entertaining family and friends. The luxurious primary suite features a private lanai and fireplace, while four ensuite guest bedrooms provide exceptional comfort and privacy. A chef's kitchen, inviting living room with fireplace, lower-level family room, two laundry areas, and a 2-car garage offer the functionality today's buyers desire. Furniture is negotiable. The Seller owns and will sell Dock I-36, a 48' slip visible from the Townhouse. Boating enthusiasts will appreciate Windmill Harbour's renowned lock-controlled marina, one of only three private lock systems on the East Coast, providing protected deep-water access to the Intracoastal Waterway regardless of the tides. Residents also enjoy a community pool, and optional membership to the South Carolina Yacht Club with dining, tennis, pickleball, fitness, and social amenities. Whether you're searching for a luxury primary residence or an exceptional second home, this is a rare opportunity to own one of Windmill Harbour's premier marina front properties.

58 Sparwheel Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$749,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507555 MLS
Beautiful and bright 3BR 3BA. End unit. Spacious & inviting living & dining areas with a vaulted ceiling & open to a kitchen with stainless appliances & all the essentials for cooking & entertaining. A large Carolina room can provide cozy space or become your work from home office while enjoying a lovely long lagoon view. Large master suite with generous master bath & large walk in closet. Each guest bedroom has its own private bath. Beautifully appointed with very tasteful furniture, light fixtures & accessories including smooth ceilings. Community pool, tennis and pickleball court. Perfect as primary home or as an investment property.

1 Gloucester Road Unit J-2, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,995,000
5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508033 MLS
Experience elevated Lowcountry living in this exceptional new construction home, perfectly positioned to capture sweeping marsh-to-Intracoastal Waterway views. Thoughtfully designed with both luxury and functionality in mind, this 4,199 heated square foot residence offers four spacious bedrooms, each with its own private ensuite, along with five full baths to comfortably accommodate family and guests.From the moment you arrive, the raised construction provides abundant covered parking and generous storage space beneath the home-ideal for coastal living. Inside, high-end appointments are showcased throughout, blending refined finishes with timeless design. The open-concept living area features a gas fireplace, creating a warm focal point while framing stunning natural vistas just beyond.An array of outdoor living spaces invites you to fully embrace the serene surroundings. Multiple rear porches and a screened porch offer uninterrupted views of the marshes stretching to the Intracoastal Waterway, perfect for morning coffee or evening sunsets. The private elevator ensures effortless access to all levels, enhancing convenience and accessibility.The home also includes a dedicated office, ideal for remote work or quiet study, as well as a versatile bonus room that opens to a rooftop deck-an extraordinary vantage point for long, panoramic marsh-to-ICW views. Every detail has been carefully considered to maximize both comfort and the beauty of the coastal environment.Located within the highly sought-after Windmill Harbour community, residents enjoy access to a 15.5-acre lock-controlled marina, home to the South Carolina Yacht Club, along with tennis facilities and an Olympic-size community pool. Additionally, the Indian Hill community pool is conveniently located just across the street.With completion estimated for Spring 2027, this home presents a rare opportunity to own a brand-new coastal retreat in one of the area's most prestigious waterfront communities.

18 Indian Hill Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$389,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508012 MLS
Unit 2305 offers a view that needs to be seen soon. From the 3rd floor balcony, overlooking the lagoon and ocean boardwalk through a coastal marsh, the unit boasts one of the best views in the community. Enjoy the early morning sunrises of Singleton Beach in the distance. To the left, you can view the 10th hole of the Ocean Course design by Robert Trent Jones, located in Palmetto Dunes. The unit sleeps 6 with 2 Bedrooms, 2 baths, and a pullout couch. The community includes 3 pools, 2 outside and 1 heated inside, Pickleball, Tennis, Fitness Center, Sun Deck, and an on-site small plates restaurant. Access to the pristine Singleton Beach is located just to the left of the unit and takes you directly to Coco's restaurant on the beach. Enjoy the short walk to the beach over a beautiful lowcountry marsh setting. Centrally located mid-island Hilton Head Resort is a primary location for investors and owners alike, allowing short-term and long-term rental opportunities.

663 William Hilton Parkway Unit 2305, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$2,250
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-508006 MLS
TWO DEEDED WEEKS AT SPICEBUSH IN SEA PINES (WEEK 32 & 33)! Nestled in the heart of Hilton Head's iconic Sea Pines community, this is a rare opportunity to own two consecutive mid-August weeks in the same end unit; perfect for extended stays or flexible vacation planning. Just steps from the Sea Pines Beach Club and the Plantation Club Golf Course, you'll be right in the center of everything that makes the island special. Your Spicebush Weeks 32 & 33 place you here during one of the most vibrant times of the summer: when the island is alive with warm coastal breezes, long sun-filled days, and unforgettable evenings. Enjoy championship golf, sugar-soft beaches, waterfront dining, and all the seasonal energy Hilton Head is known for. Wake up to the sound of the ocean, spend your days exploring or unwinding, and linger over golden sunsets that stretch late into the evening. With effortless, low-maintenance ownership and the added value of two back-to-back weeks, your island retreat is always within reach-offering the perfect blend of relaxation, adventure, and lasting memories.

124 N Sea Pines Drive Unit 583, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$269,000
HILTONHEAD-507994 MLS
Widely regarded by owners as the premier layout in the park, Lot 300 offers an unparalleled outdoor experience. Featuring contemporary pavers and a custom border wall, this site defines one of the resort's most expansive private living spaces. Designed for the serious traveler, it provides dedicated parking for a 40' coach plus two additional vehicles. With extensive professional lighting, integrated irrigation, and additional utilities, this lot is as effortless to maintain as it is to enjoy. While cherished exclusively by the current owner for years, its "Paradise" setting and sprawling footprint would make it a high-demand opportunity for the rental market. Steps from the pool, clubhouse, racquet sports, and laundry. Beyond the front gates, enjoy convenient access to shopping, dining, the beach, bike paths, and the town trolley. Experience the #1 Motorcoach Resort on the #1 island destination in America - an exceptional blend of lifestyle and investment.

133 Arrow Rd., #300, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,095,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507877 MLS
Searching for a truly private Sea Pines retreat with unmatched views just steps from Harbour Town? 2065 Deer Island Road offers a rare end-of-the-road setting in the coveted Sea Pines Resort, delivering breathtaking views of the marsh and out to the Calibogue Sound. Tucked away at the end of a quiet road, this unique home is surrounded by nature, where walls of windows flood the home with natural light and frame stunning water and wildlife views from every angle. Thoughtfully updated with luxurious finishes, the home features high-end appliances including a Sub-Zero refrigerator, JennAir range, and Bosch dishwasher and microwave, along with quartz countertops and an open-concept living space designed for relaxed coastal living. Heart pine floors upstairs and bamboo flooring on the lower level add warmth and character, while multiple decks provide the perfect setting to take in unforgettable sunsets over the water. The upstairs level of all Deer Island properties are similar and can be re-configured to accommodate various bedroom and bathroom layouts. This flexible layout lives beautifully as a second home or income-producing rental, offering a peaceful, private escape just a short walk or bike ride to the Harbour Town Lighthouse, the Quarterdeck Restaurant, and the shops, dining, and amenities of Harbour Town. A rare opportunity to own one of the most scenic and private homes in Sea Pines.

2065 Deer Island Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$254,500
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507549 MLS
Enjoy breathtaking oceanfront views just steps from the beach in this beautifully maintained, never-rented villa. Offered in move-in ready condition, this clean and well-cared-for property provides the perfect coastal retreat or investment opportunity. Residents and guests will appreciate the exceptional on-site amenities, including tennis courts, a fully equipped fitness center, oceanfront pool, on-site restaurant, 24-hour security, and convenient bike rentals-everything you need for a relaxing and active beach lifestyle. This villa comfortably sleeps four and offers outstanding value for true oceanfront living. Whether you're looking for a personal getaway or a strong income-producing property, this is an excellent opportunity you don't want to miss. Insurance, WiFi, and cable included in the regime fee.

40 Folly Field Road Unit B253, Hilton Head Island

Listing courtesy of Charter One Realty.

$639,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507963 MLS
Excellent opportunity for both personal enjoyment and rental income in this 2-bedroom, 2.5-bath townhouse villa located in the desirable Beachwalk community of Shipyard Plantation. Just a short distance to the beach.The floor plan is well-suited for owners and guests alike, featuring a spacious main living and dining area, along with two bedrooms upstairs-each with its own private full bath for comfort and privacy. A first-floor half bath adds convenience for entertaining. Enjoy a private back deck, perfect for relaxing after a day at the beach or unwinding in a quiet, natural setting. Beachwalk's location within Shipyard provides easy access to bike paths, golf, and tennis, making it a favorite for vacationers and second homeowners.

125 Shipyard Drive Unit 194, Hilton Head Island

Listing courtesy of Century 21 Integra.

$949,000
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-506995 MLS
Newly rebuilt down to the studs in the gated oceanfront community of Port Royal on Hilton Head Island - set on a spacious half-acre lot, this ranch style home is located in a high elevation area of Hilton Head Island. Walk or ride to the beach. Completely renovated down to the studs, featuring all new electrical, plumbing, spray foam insulation, roof, hardieplank siding, expanded square footage and more. The light-filled floor plan is anchored by a large brick fireplace and luxury vinyl plank flooring throughout. The beautifully redesigned kitchen showcases an oversized center island, quartz countertops, and stainless steel appliances, making it ideal for both everyday living and entertaining. Offering 3 bedrooms and 2 bathrooms, this cozy property is perfectly suited as a primary residence or a vacation retreat. Convenient Beach Path provides quick access to the beach club and oceanfront pool.

6 Audubon Place, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$309,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507911 MLS
Fresh, coastal, and income-ready, this turn-key villa features all "brand new" furniture and is ready to enjoy or rent from day one! Ideally located mid-island in a beachfront complex, offering easy access to Hilton Head Island's beaches, dining, biking, and shopping. This resort setting provides both convenience and a relaxed island lifestyle. This 2 bedroom/2 bath villa is positioned near the front of the complex with access to the many amenities, with a private back balcony overlooking a peaceful lagoon. This unit is currently owner-managed as a successful short-term rental generating over $41,000 in 2025 with two weeks of owner usage!

663 William Hilton Parkway Unit 3103, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,399,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-506789 MLS
Welcome to the largest 3-bedroom floor plan in Windsor II, a rare, top-tier offering showcasing unparalleled luxury. This coveted corner villa boasts a flowing, open design, bathed in natural light while providing maximum privacy. Featuring a chef-inspired kitchen, sophisticated flooring, and panoramic ocean vistas from nearly every room, this is coastal living at its finest. Enjoy effortless indoor-outdoor living on your expansive balcony, or take a few steps to the white sand beach. With over 2,000 sqft, this residence offers the space of a single-family home with the turnkey convenience of a premier oceanfront villa. Resort amenities of Palmetto Dunes all at your fingertips. Perfect as a primary retreat or a high-demand rental with a strong guest book already this year. This is the essence of carefree Hilton Head Island living!

63 Ocean Lane Unit 2117, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$469,900
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507432 MLS
Now is your chance to own a multi-use condominium on beautiful Hilton Head Island in Shipyard. Enjoy easy access to Pope Avenue and Coligny Plaza or the Shops of Wexford, both just minutes away from this centrally located property. Fantastic for a second home, amazing rental or residence due to its separation of living vs dining area and second floor bedrooms. Harbour Master Villas are tucked away and enjoy the quiet, laid-back nature of Hilton Head Island, while still granting ease of access to dining, shopping, golf, tennis, and leisure trails. Last, but certainly not least, is the short drive to the beaches.

90 Gloucester Road Unit 1102, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$960,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-507421 MLS
Lovely 4-bedroom, 2.5 bath home in world renowned Sea Pines Resort beautifully situated on the par 5 #2 hole of the Sea Pines Country Club Course. Fully renovated in 2021, the kitchen has updated cabinets, countertops, appliances, and shiplap galore. The bathrooms feature frameless shower doors and updated vanities. The wood flooring has been refinished throughout the home; new tiling in the baths and LVP added to bedrooms. New HVAC in 2021. This home features a large open living area, sunny Carolina room with lovely golf course views and decks for enjoying outdoor living. Strong rental history. Room for a pool.

150 Otter Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$414,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507802 MLS
Experience coastal living at its finest in 2-bedroom, 2-bathroom villa offering breathtaking sound views and tranquil lagoon views. Whether you're seeking a primary residence, a second home, or a rental investment, this property delivers the perfect blend of comfort and resort level amenities. Step inside to find a bright, open layout enhanced by white cabinetry, granite countertops, tile flooring and engineered wood flooring. The kitchen flows seamlessly into the main living area, creating an inviting space for relaxing or entertaining. The amazing standout feature of this villa is the enclosed all year-round balcony, offering additional living space with stunning water views. Enjoy morning coffee overlooking the lagoon, unwind with evening sunsets looking at the sound, or simply relax in your private balcony no matter what the season. Both bedrooms are nicely sized, making the villa comfortable for owners and guests alike. The layout provides privacy while still maintaining an easy flow throughout space. This community is packed with amenities designed to elevate your lifestyle. Residents and guests can enjoy access to two outdoor pools, an indoor pool, tennis courts, a basketball court, playground, fitness room, hot tub, sauna, and multiple grilling areas perfect for gatherings with friends and family. Whether you prefer active recreation or peaceful relaxation, there's something here for everyone. With its unbeatable combination of water views and resort style amenities, this villa stands out as a rare opportunity on Hilton Head Island. Its flexibility makes it ideal for full time living, a vacation getaway, or a rental property. Don't miss your chance to own a piece of island paradise, this one checks all the boxes.

239 Beach City Road Unit 1215, Hilton Head Island

Listing courtesy of Hilton Head Isl Realty.

$250,000
HILTONHEAD-507349 MLS
Interior homesite for sale in Hilton Head Island, SC within the gated community of The Paddocks. This desirable lot offers a quiet, private setting and an excellent opportunity to design and build a custom Lowcountry residence. Ideally located just minutes from Hilton Head beaches, golf courses, dining, and shopping, the property combines convenience with coastal living. The Paddocks features resort-style amenities including a community pool, community garden, and day dock for easy water access. A buildable lot with room for outdoor living spaces and a pool, this is a rare opportunity to own land in a well-established gated community on Hilton Head Island near the beach.

47 Percheron Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$350,000
HILTONHEAD-507348 MLS
Rare marsh front lot for sale in Hilton Head Island, SC in the gated community of The Paddocks. One of the last remaining marsh front homesites, offering expansive tidal marsh views and stunning sunsets-an ideal setting to build your custom Lowcountry home. Located just minutes to Hilton Head beaches, golf, dining, and shopping. Community amenities include a pool, community garden, and day dock. This buildable lot offers space for a custom home with outdoor living and potential pool. A rare opportunity to own marsh front property in a private, amenity-rich neighborhood near the beach.

21 Percheron Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,400
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507780 MLS
2026 Dues are paid - possible Fall usage available in exchange in 2026. Owner is also selling Week 9, unit 2895, and is open to providing a discounted price if both weeks are purchased together! Experience the charm of Hilton Head Island during deeded Week 8, the first week of March, when coastal beauty begins to bloom and spring is just around the corner. Swallowtail at Sea Pines offers a luxurious, carefree vacation lifestyle at its finest. Ideally nestled between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you just steps from world-class golf, pristine beaches, waterfront dining, and a vibrant arts scene. Whether you envision peaceful oceanfront mornings with crisp spring air, scenic bike rides beneath moss-draped oaks, or afternoons spent on championship fairways in perfect weather, everything you love is just moments away. Your Spring Escape, Your Way, with flexibility included!

70 Lighthouse Road Unit 2880, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,550
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507779 MLS
2026 Dues are paid - possible Fall usage available in exchange in 2026. Owner is also selling Week 8, unit 2880, and is open to providing a discounted price if both weeks are purchased together! Discover the charm of Hilton Head Island during deeded Week 9, the second week of March, when spring is in full swing and the island is at its most inviting. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation lifestyle in an unbeatable location, perfectly situated between Harbour Town's iconic lighthouse and the sun-filled Beach Club. From here, you're just moments away from championship golf, pristine beaches, waterfront dining, and a thriving arts scene. This desirable corner unit offers added privacy, tranquil lagoon views, and the convenience of being located right next to the community pool, perfect for relaxing or entertaining. Picture peaceful mornings by the water in the fresh spring air, leisurely bike rides beneath moss-draped oaks, and afternoons spent on world-class fairways in ideal weather. Everything you love about Hilton Head is right at your fingertips. Your Spring Getaway, Your Way - with flexibility included!

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$3,295,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-507766 MLS
This exceptional NEW CONSTRUCTION end-unit semi-detached residence offers an unparalleled blend of luxury, space, and breathtaking panoramic marina views stretching out to the Intracoastal Waterway. Boasting 5 bedrooms, 5.5 baths, and over 5,200 heated square feet, this home is thoughtfully designed for both refined living and effortless entertaining. Inside, the main living areas are anchored by stunning 7-inch white oak flooring, creating a warm and sophisticated backdrop. A beautifully appointed interior fireplace enhances the inviting atmosphere, while expansive windows frame serene waterfront vistas. The chef's kitchen is a true showpiece, featuring custom inset cabinetry with fully integrated paneled appliances, sleek stainless appliances, and meticulous craftsmanship throughout. Adjacent, a well-equipped wet bar and scullery with a striking wine tower provide both functionality and elegance for hosting. A dedicated office offers a quiet retreat for work or study, while the home's four-stop elevator ensures seamless access to every level. The primary suite is a private sanctuary, highlighted by a spa-inspired bathroom featuring a luxurious wet room clad in floor-to-ceiling Italian marble. Every bathroom in the home showcases Italian marble flooring, reinforcing the property's elevated design. The expansive bonus room is ideal for entertaining, complete with its own wet bar and beverage center, making it perfect for gatherings or relaxed evenings at home. Outdoor living is equally impressive, with three spacious marble-floored patios that overlook the marina and provide sweeping views out to the ICW-perfect for enjoying coastal breezes and unforgettable sunsets. An additional exterior fireplace creates a cozy ambiance for year-round enjoyment. Located within the prestigious Windmill Harbor community, residents enjoy access to a 15.5-acre lock-controlled marina with immediate Intracoastal Waterway access. Amenities include an Olympic-size pool, tennis courts, a fitness center, and proximity to the South Carolina Yacht Club, offering a truly elevated coastal lifestyle. This remarkable property seamlessly combines timeless design, modern luxury, and an unbeatable waterfront setting.

54 Sparwheel Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$299,900
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-507716 MLS
Ocean View Third Floor close to the elevator at Hilton Head Beach & Tennis with great rental income. $32,700 for past 12 months and $21,870 booked and funded so far for 2026. Wake up to the sound of the ocean and enjoy coastal living at its finest in this beautifully positioned 1-bedroom, 1-bath villa in Hilton Head Beach & Tennis Resort. Desirable ocean view that brings the beach right to your doorstep-without the oceanfront price. This well-maintained villa features a bright, open layout designed for easy living and strong rental appeal. All new SS appliances and white shaker cabinets to the ceiling, quartz countertops. Private bedroom with French doors, walk-in tiled shower. The private balcony is the perfect spot for morning coffee or unwinding after a day in the sun, with refreshing ocean breezes and relaxing views. Hilton Head Beach & Tennis is known for its outstanding amenities, including direct beach access, one of the largest oceanfront pools on the island, tennis courts, on-site dining, and 24-hour security. Whether you're looking for a personal getaway, an income-producing rental, or both, this property checks all the boxes.

40 Folly Field Road Unit B356, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$269,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507693 MLS
Welcome to Hilton Head Resort-where coastal living meets everyday ease, and this top-floor villa offers one of the best views in the community.This 2-bedroom, 2-bath villa is ideally located in Building 2, known for its quieter setting and convenient access to pickleball, sun deck, and garden areas. From the moment you walk in, your eye is drawn straight through to the screened balcony overlooking the Robert Trent Jones golf course-a peaceful, open view that truly sets this unit apart.Located on the 4th floor, you'll enjoy the added benefit of no one above you, creating a quieter and more relaxed experience.Inside, the villa features LVP flooring throughout and a clean, comfortable feel, with a layout that sleeps up to six. Offered furnished, partially furnished, or unfurnished, this property provides flexibility for a personal getaway, second home, or occasional rental.Hilton Head Resort is known for its exceptional beach access-take a scenic stroll along the private boardwalk, where marsh views, coastal wildlife, and ocean breezes lead you straight to the sand. Owners and guests enjoy multiple pools, tennis and pickleball courts, fitness center, on-site dining, and 24-hour security.Whether you're looking for a weekend escape or a place to make lasting beach memories, this villa offers a rare combination of top-floor privacy, golf course views, and coastal convenience.

663 William Hilton Parkway Unit 2416, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$899,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-507616 MLS
You're invited to my Open House at my Sea Pines listing in Greenwood Forrest Sunday and Friday from 1-330. I look forward to seeing you there! This charming two-bedroom, two-bathroom home is nestled in the desirable Greenwood Forest community, right in the heart of Sea Pines. Surrounded by mature landscaping, the property offers a private backyard retreat-perfect for enjoying a quiet, relaxed Lowcountry setting. Whether as a primary residence, second home, or investment opportunity, this home presents a wonderful chance to own in one of Hilton Head Island's most sought-after communities. Sweet jasmine and azaleas bloom on the property during the Heritage Golf Tournament each spring, adding to the Lowcountry charm of this special setting. Just steps from the shared Greenwood Forest amenities, a wooded trail leads directly behind The Shops at Sea Pines Center. Grab a morning coffee, pick up a pizza, enjoy breakfast at Lowcountry Produce, or settle in for a fine-dining dinner at Truffles-all just about a three-minute walk from the property. The beach is approximately 0.8 miles away, with Harbour Town approximately 1.5 miles from the property. Not all locations inside the gates of Sea Pines are the same, and this is truly one of its best central locations. Sit on your back patio beneath the Lowcountry's umbrella of protected live oaks and hear the distant sound of the ocean through the trees. Experience the lifestyle that makes Sea Pines so special-and make your move today!

10 Hollyberry Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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