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$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.

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

225 S Sea Pines Drive Unit 1401, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,550,000
4 Beds ⋅ 5 Baths ⋅ 3,738 SqFt. ⋅ HILTONHEAD-511417 MLS
Newer construction (built in 2025) offering timeless Lowcountry architecture, luxury finishes, and exceptional outdoor living in the heart of Shipyard. This custom-designed 4-bedroom, 4.5-bath home sits on a private, wooded homesite and combines modern conveniences with generous living spaces throughout. A welcoming Lowcountry-style front porch leads into an open floor plan featuring a cathedral-ceiling great room, gourmet chef's kitchen with custom white oak cabinetry, luxury appliances, an oversized island, and a large walk-in pantry for exceptional storage. Additional features include a wet bar, built-in office nook, and beautifully designed living spaces ideal for everyday living and entertaining. The first-floor primary suite is complemented by spacious guest accommodations, while a large bonus room with a full bath above the oversized three-car garage offers endless flexibility as a guest suite, media room, or home office. Outdoor living is truly unmatched with a huge screened porch featuring a tabby fireplace and built-in outdoor kitchen, overlooking a stunning heated swimming pool, spa, and private wooded backyard-creating the perfect setting for relaxing or entertaining year-round. Additional highlights include an oversized three-car garage, an electric vehicle charger, a whole-home generator for added peace of mind, abundant storage, and thoughtful custom details throughout. Located within the gated community of Shipyard Plantation, owners enjoy private beach access, miles of leisure trails, championship golf, tennis and pickleball, a first-class beach club, and convenient access to Hilton Head's restaurants, shopping, and entertainment. Newer construction in Shipyard is an exceptionally rare opportunity. Combined with luxury finishes, an incredible floor plan, resort-style outdoor living, and the convenience of a whole-home generator, this home truly stands apart.

30 Kingston Road, Hilton Head Island

Listing courtesy of Charter One Realty.

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

53 Lawton Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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

21 Barnacle Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

$825,000
3 Beds ⋅ 2 Baths ⋅ 2,050 SqFt. ⋅ HILTONHEAD-511362 MLS
Enjoy spectacular long golf course views across multiple fairways and greens from this beautifully maintained 3-bedroom patio home in the heart of Hilton Head Plantation. Ideally located just a couple of fairways from Dolphin Head Beach Park and Pine Island, you'll also love spending peaceful mornings along the Port Royal Sound bluff, watching the sunrise over the Atlantic or the shrimp boats make their way along the Sound. low-maintenance living, this inviting home allows you to spend less time on yard work and more time enjoying the exceptional amenities of Hilton Head Plantation. The spacious floor plan features soaring smooth ceilings, tile & wood floors, an updated open kitchen, formal living and dining rooms, a bright winterized porch/sunroom, and a two-car garage. Outside, a beautifully expanded paver patio is shaded by stately live oaks, creating the perfect setting for relaxing or entertaining while taking in the expansive golf views. Major updates provide peace of mind, including a newer HVAC system (2023) and a roof replaced in late 2025.With an exceptional location, easy maintenance, an inviting floor plan, and breathtaking views, 5 Deerfield Court offers an outstanding opportunity in Hilton Head Plantation-priced in the low $800s.'

5 Deerfield Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$875,000
3 Beds ⋅ 4 Baths ⋅ 2,369 SqFt. ⋅ HILTONHEAD-511532 MLS
Experience coastal living at its best in this rare end-unit townhouse featuring 3 bedrooms, 3.5 baths, and a spacious 2-car garage. Lightly used and beautifully maintained by the Owners. Features include beautiful hardwood floors, custom kitchen cabinetry, granite countertops, and stainless steel appliances. Elevator shaft in place. Elevator installation quote available upon request. Tradewinds is a private, gated community in Shelter Cove and just a short stroll to shopping, dining, and boating at Shelter Cove Harbour. Owners also enjoy full access to all the amenities of Palmetto Dunes, including world-class golf, tennis, pickleball, and kayaking or canoeing through the scenic 11-mile lagoon system.

20 Tradewinds Trace Unit 4, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$999,000
3 Beds ⋅ 3 Baths ⋅ 2,329 SqFt. ⋅ HILTONHEAD-511432 MLS
Move-In Ready Hickory Forest Home. Welcome to this highly sought-after Hickory Forest home, ideally situated on a corner lot with fresh new landscaping and just a short walk to Hickory Forest's private beach access. This one-level home offers 3 bedrooms and 2 1/2 baths, providing a comfortable and convenient layout. Bright Living Spaces - As you enter, floor-to-ceiling windows frame views of the deck and beautiful lagoon, filling the home with natural light. The kitchen features an eat-in area, Bosch stainless steel appliances, granite countertops, and solid cherry cabinets. The primary bath includes a walk-in shower with dual shower heads. The exterior has been freshly painted, adding to the home's inviting curb appeal. Virtually Staged.

2 Ivory Gull Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$599,900
2 Beds ⋅ 2 Baths ⋅ 1,257 SqFt. ⋅ HILTONHEAD-511510 MLS
Experience the best of Hilton Head waterfront living at Harbourside II in Shelter Cove Harbour & Marina! This 3rd-floor, single-level villa offers incredible panoramic marina views with no interior stairs, combining easy living with an unbeatable location. Whether you're searching for a primary residence, second home, or investment property, this villa offers the flexibility of both short-term and long-term rentals. Pet-friendly and featuring elevator access, secure gated parking, and a private owners' storage area, you'll enjoy comfort and convenience from the moment you arrive. Step outside to waterfront dining, boutique shopping, live entertainment, seasonal events, and Hilton Head's famous summer fireworks, all just outside your door. Owners and guests also enjoy access to Palmetto Dunes Resort amenities, including private beach access, championship golf, tennis, pickleball, miles of leisure trails, and seasonal shuttle service. Marina views, single-level living, resort amenities, rental flexibility, and one of Hilton Head Island's most desirable waterfront locations make this an exceptional opportunity. Start enjoying the Shelter Cove lifestyle before the next fireworks show!

13 Harbourside Lane Unit 7155, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$1,850,000
4 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511500 MLS
Experience the best of Hilton Head living in this beautifully designed home within the highly sought-after Port Royal Community. Perfectly positioned directly across from the residents' beach path, the Atlantic Ocean is less than 0.3 miles away, making beach days part of everyday life.Thoughtfully designed with exceptional bedroom separation, this predominantly single-story home offers 4 bedrooms and 4 baths, including a guest suite above the garage that can be closed off from the main home offering comfortable space for extended family or homeowners. The welcoming floor plan features a gracious foyer, formal dining room, spacious living room with a fireplace, and an inviting kitchen with counter seating, a sun-filled breakfast nook, and an adjoining great room with a second fireplace. The screened porch and expansive deck overlook the 11th fairway of the Barony Course, creating a peaceful backdrop for relaxing or entertaining.The spacious primary suite offers a calm and restful setting with a walk-in closet, dual vanities, a soaking tub, a separate shower, and a water closet. Two additional ensuite guest rooms are privately situated in their own wing.Set on a generous 0.636-acre homesite with room for a pool, this 3,218-square-foot home is part of one of Hilton Head Island's premier residential communities, where short-term rentals are prohibited. Residents enjoy private beach access, an oceanfront beach house, leisure trails, tennis, pickleball, gardens, 24-hour security, and optional membership to the Port Royal Golf Club.

108 S Port Royal Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$850,000
2 Beds ⋅ 2 Baths ⋅ 1,200 SqFt. ⋅ HILTONHEAD-511429 MLS
Wake up to one of the most iconic views on Hilton Head Island. This third-floor end-unit Cutter Court villa overlooks Harbour Town, the Calibogue Sound, and the legendary Harbour Town Lighthouse. Featuring two bedrooms and two full baths, the villa offers a bright, open living area where the living room slider and kitchen windows perfectly frame the marina and famous lighthouse. Just moments from your door are Harbour Town's boutique shopping, waterfront dining, world-class golf, and full-service marina. Relax on your private balcony as sailboats and yachts glide across the Sound. Whether you're here for a weekend getaway or an extended stay, everything you need is within easy reach. Miles of leisure trails connect you to the Sea Pines Beach Club, South Beach Marina, Lawton Stables, beautiful beaches, and countless opportunities to explore.

6 Lighthouse Lane Unit 946, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,100,000
3 Beds ⋅ 2 Baths ⋅ 1,329 SqFt. ⋅ HILTONHEAD-511145 MLS
Enjoy beautiful views of Braddock Cove from this 3-bedroom, 2-bath Bluff Villas residence in the heart of Sea Pines. Located on the third floor, this villa features an open great room with abundant natural light and peaceful water views. The primary suite offers a private bath, while two guest bedrooms share a hallway bath, providing plenty of space for owners and guests alike. Perfectly positioned across the street from the beach and adjacent to South Beach Marina Village, this property offers easy walking access to restaurants, shopping, watersports, tennis, bike trails, and the Salty Dog Café. With its desirable three-bedroom floor plan, water views, and premier South Beach location, this villa offers excellent potential as a primary residence, vacation home, or income-producing rental property. Enjoy everything Sea Pines has to offer from one of Hilton Head Island's most sought-after communities.

8 Braddock Bluff Drive Unit 1810, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$825,000
3 Beds ⋅ 2 Baths ⋅ 928 SqFt. ⋅ HILTONHEAD-511473 MLS
Experience the charm of coastal living at 45 Night Heron, a beautifully positioned Sea Pines beach cottage just a five-minute stroll to Hilton Head Island's renowned beaches. This light-filled 3-bedroom, 2-bath retreat offers an open floor plan with soaring vaulted ceilings, creating an inviting space for gathering and relaxing. Ample enclosed storage beneath the home provides room for beach gear, bicycles, and more. Night Heron has its own private community pool. Harbour Town, South Beach, Sea Pines Beach Club, & the Plantation Golf Club are just moments away by way of 17 miles of picturesque leisure trails. Located near the Ocean Gate for easy island access and only minutes from the shopping, dining, and entertainment of Coligny Plaza, this property is perfectly suited as a primary residence, vacation home, or high-performing rental investment.

45 Night Heron Lane, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$399,500
3 Beds ⋅ 2 Baths ⋅ 1,186 SqFt. ⋅ HILTONHEAD-511307 MLS
Lowest-Priced 3-Bedroom Condo on Hilton Head Island. 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.

$1,750,000
4 Beds ⋅ 4 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-511476 MLS
Experience panoramic lake to golf views (Oyster Reef Golf Club's Signature 16th) from this stunning, remodeled, pristinely maintained lifestyle residence by award winning builder with lanai pool/spa and outdoor kitchen on quiet cul de sac street in very desirable Oyster Reef area of HHP! Features & upgrades include smooth volume/tray ceilings, wide plank oak flooring, Chef's dream island kitchen (high end custom cabinetry, leathered quartz counters, tile backsplashes, top-of-the-line appliances incl Sub Zero & Wolf), designer fixtures/hardware/lighting/window treatments, quartz/granite bar & vanity tops, millwork & built-ins by master craftsmen, 2 gas fireplaces, new/newer mechanicals (3 HVAC systems, 2 water heaters, garage door & Wi-Fi openers), Culligan reverse osmosis water supply system, travertine pool decking, 2023 pool heater + pool automation system, outdoor shower, 2 cedar closets, impressive storage space, etc. Very livable floor plan offers kitchen open to casual dining, laundry room, family room, pool view 4 season Carolina room, dining room, wet bar w/ice maker, great room, den/media room, 2 well-appointed main level BR suites including private, water view primary suite, 2 guest BR's & bath + expansive bonus/storage room, walk-in attic & oversize 2 car garage w/epoxy floor, built-ins & 2 x 220 outlets. Exterior boasts stately curb appeal with brick accented, aggregate shell circular drive, extensive landscape & carriage lighting, mature planting & lawn, specimen trees, irrigation system, Green Bug pest control system, secret pebble garden & maximum privacy. All centrally located close to all this preferred community has to offer (Spring Lake Community Pools, PR Sound Front Dolphin Head Recreational Area, recently renourished Pine Island Beach Park & 4 Golf Courses) + shopping, dining, entertainment just outside both gates!

13 Wild Laurel Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$650,000
3 Beds ⋅ 3 Baths ⋅ 1,481 SqFt. ⋅ HILTONHEAD-511467 MLS
Opportunity awaits on Hilton Head's highly desirable South End! Priced to sell, this is currently the least expensive single-family home available on the South End, making it an exceptional value and the perfect opportunity to update and personalize to your own style. Situated on a large corner lot with peaceful lagoon views, this charming 3-bedroom, 2.5-bath home offers a wonderful floor plan with the primary suite conveniently located on the first floor. The primary bedroom features a walk-in closet and an en-suite bath with a double vanity, soaking tub, and separate walk-in shower. Upstairs, two guest bedrooms share a Jack-and-Jill bath, and a large walk-in attic provides abundant storage. The kitchen features granite countertops, counter-height bar seating, and a dining area. The home offers an abundance of windows that fill the living spaces with natural light, creating a warm and inviting atmosphere. Enjoy outdoor living from the welcoming covered front porch or the back deck overlooking the fenced backyard and tranquil lagoon views. An oversized garage provides plenty of room for vehicles, golf carts, and additional storage. The roof is approximately 9 years old, the HVAC approximately 7 years old, and the water heater approximately 7 years old. With cosmetic updates needed, this is a wonderful opportunity to bring your vision to life and create a home that reflects your personal style. Located in a gated community with outstanding amenities including a community pool, tennis and pickleball courts, basketball court, and playground. Just minutes from the beach, Cross Island Parkway, the Bristol Sports Arena, public boat landing, restaurants, shopping, and Hilton Head's extensive leisure trails, you'll enjoy the very best of Lowcountry living in one of Hilton Head's most desirable locations.

65 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,400,000
2 Beds ⋅ 2 Baths ⋅ 1,442 SqFt. ⋅ HILTONHEAD-511444 MLS
AN ABSOLUTE WINNER! This beautifully furnished oceanfront villa in Palmetto Dunes offers an exceptional combination of location, comfort, and rental performance, grossing over $80,000 last year. Enjoy gorgeous ocean views across the pool area to the beach from the private balcony, complete with new sliding glass doors and windows. The spacious open-concept living, dining, and kitchen areas feature relaxing coastal colors, designer fixtures, stainless steel appliances, and stylish updates throughout. The kitchen and both bathrooms have been beautifully updated, and the villa is fully equipped for effortless enjoyment. Recent improvements include windows, painting, and a new roof in 2018, with no current or upcoming special assessments! Elevator access, covered parking, beautiful grounds, direct beach access, and outstanding resort amenities complete the package. The Vacation Company website is filled exclusively with 5-star reviews-a proven vacation rental and an inviting coastal retreat!

57 Ocean Lane Unit 3305, Hilton Head Island

Listing courtesy of Collins Group Realty.

$639,000
2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-511442 MLS
Located in the desirable Windward Village enclave within the prestigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$310,000
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-511441 MLS
1st floor action packed Hilton Head Beach and Tennis resort; bike, tennis, swim, and of course pickle ball! Really clean 1st floor corner unit great views of the lagoon and courts.

40 Folly Field Road Unit E1, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,150,000
4 Beds ⋅ 4 Baths ⋅ 2,486 SqFt. ⋅ HILTONHEAD-511190 MLS
A rare 4-bedroom villa in Shipyard that lives more like a home than a condo! Not used as a rental, this spacious residence offers an ideal primary-home feel with generous living areas, a gated front courtyard, fireplace, plantation shutters, smooth ceilings, solid-core doors, cherry wood flooring, and high-end finishes throughout. The impressive kitchen will please any chef, and three sets of updated French doors bring in natural light and provide access to an oversized rear patio. Set within an approximately 23-acre regime with a lighted paver walkway to the pool, this property benefits from a strong regime with reserves, no special assessments, and fees that include insurance, cable, internet, and water. Buildings were recently painted in 2026. A special opportunity in Shipyard with rare size, quality, and flexibility - the seller would like to sell in 2026 and welcomes all offers.

63 Shipyard Drive Unit 1806, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,499,000
4 Beds ⋅ 3 Baths ⋅ 1,932 SqFt. ⋅ HILTONHEAD-511178 MLS
Experience the best of Palmetto Dunes living at 44 Off Shore, where modern coastal elegance meets the relaxed charm of Hilton Head Island. Overlooking the Robert Trent Jones Golf Course and just a short bike ride to the beach, this beautifully renovated single level home blends timeless island charm with thoughtful updates and outstanding investment potential. Designed for effortless coastal living, the open floor plan is filled with natural light and showcases soaring vaulted ceilings, a dramatic floor to ceiling stone fireplace, and expansive windows that frame picturesque golf course views. The renovated kitchen features quartz countertops, stainless steel appliances, a tile backsplash, and an open design that flows seamlessly into the living and dining areas, creating the perfect space for entertaining. Offering four spacious bedrooms and three beautifully updated bathrooms, including a newly added third bath, the home comfortably accommodates family and guests. The private primary suite is a peaceful retreat with dual vanities, a soaking tub, and a spacious walk-in shower. Outside, your private backyard oasis awaits with a new pool, expansive deck, mature landscaping, and tranquil golf course views, creating the perfect setting for relaxing or entertaining year round. With a strong rental history and access to Palmetto Dunes' three championship golf courses, world class tennis and pickleball, restaurants, and miles of scenic bike and leisure trails, 44 Off Shore is an exceptional opportunity as a primary residence, second home, or income producing investment.

44 Off Shore, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. 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. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside 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.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$619,000
2 Beds ⋅ 2 Baths ⋅ 1,214 SqFt. ⋅ HILTONHEAD-511424 MLS
Enjoy the ease of single-level living in this beautifully updated first-floor villa located in the sought-after oceanfront community of Island Club. This all-on-one-floor, two-bedroom, two-bath residence features an open-concept floor plan with a beautifully renovated kitchen, spacious living and dining areas, and a private covered balcony overlooking a tranquil lagoon. The convenient first-floor location offers easy access and a comfortable layout ideal for a primary residence, vacation getaway, or investment property. Island Club is known for its exceptional resort-style amenities, including direct beach access, multiple swimming pools, a hot tub, tennis and pickleball courts, a fitness center, saunas, a children's playground, basketball courts, catch-and-release fishing lagoons, picnic and grilling areas, bike rentals, and beautifully maintained grounds. Whether you're relaxing on your private balcony, spending the day at the beach, or enjoying the community's outstanding amenities, this turnkey villa offers the best of Hilton Head Island's oceanfront lifestyle.

85 Folly Field Road Unit 6106, Hilton Head Island

Listing courtesy of Charter One Realty.

$60,000
HILTONHEAD-511414 MLS
Windmill Harbour Boat Slip #C-61, located within the gated and guarded community of Windmill Harbour. This 30 foot slip comfortably accommodates vessels up to approximately 25 feet. Features include dockside electric and water, with restrooms conveniently located nearby. The slip also offers ample parking just a short one minute walk away, making access easy and efficient. Situated in a lock-controlled marina, this is a highly desirable, secure and convenient docking option for the next owner. Optional Membership into SC Yacht Club.

C61 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$825,000
3 Beds ⋅ 3 Baths ⋅ 2,446 SqFt. ⋅ HILTONHEAD-511207 MLS
Located in the desirable Skull Creek area of Hilton Head Plantation, this great 3BR, 2.5BA home with a two car garage is awaiting its next owner. The hardcoat stucco, lagoon and golf course views, cul-de-sac street and easy access from both gates add to the appeal. The current owners have enjoyed the property as a second home and have done numerous updates over the years. Priced to allow the new owner to put their personal touch, the home is being sold "as is" however inspections are welcomed.

12 Golden Hind Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,700,000
3 Beds ⋅ 3 Baths ⋅ 2,023 SqFt. ⋅ HILTONHEAD-511213 MLS
Exceptionally rare opportunity to own one of the few 3-bedroom, 3-bath Main Sail Villas in Shelter Cove! This thoughtfully remodeled villa showcases a luxuriously renovated kitchen, two primary suites, new flooring, tray ceilings, high end light fixtures, and premium upgrades throughout. The expansive screened porch offers incredible marina views and the perfect setting for relaxing or entertaining. Combining a highly sought-after floor plan with upscale updates and a gorgeous view, this turnkey villa is truly a rare offering!

9 Shelter Cove Lane Unit 305, Hilton Head Island

Listing courtesy of The Homesfinder Realty Group.

$1,250,000
5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS
Private Golf Course Estate with Guest House, Bonus Suite & Climate-Controlled Workshop - Nestled within the highly sought-after community of Hilton Head Plantation, this exceptional golf course property offers a rare combination of privacy, flexibility, and space. Surrounded by mature trees and enhanced by an adjacent non-buildable lot, the property provides a peaceful setting while remaining close to all the amenities Hilton Head Island has to offer. 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 of the property is the private guest residence with its own entrance, full kitchen, laundry, living area, one bedroom, and one-and-a-half baths. Whether used for extended family, visiting guests, a home office, or private retreat, the space offers exceptional versatility. 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 additional flexible living space perfect 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 property that offers the flexibility of multiple living spaces, the privacy of an oversized setting, and the lifestyle advantages of one of Hilton Head Island's premier gated communities.

14 Field Sparrow Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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