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$35,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511529 MLS ⋅ Ocean Palms Villa Sh SubDv.
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open most days.

14 Wimbledon Court Unit 204-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$999,000
ACTIVE UNDER CONTRACT Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,329 SqFt. ⋅ HILTONHEAD-511432 MLS ⋅ Hickory Forest SubDv.
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
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,257 SqFt. ⋅ HILTONHEAD-511510 MLS ⋅ Harbourside Ii Villas SubDv.
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
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511500 MLS ⋅ Sec 14/15s SubDv.
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
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,200 SqFt. ⋅ HILTONHEAD-511429 MLS ⋅ Cutter Court Villas SubDv.
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.

$1,075,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,329 SqFt. ⋅ HILTONHEAD-511145 MLS ⋅ Bluff Villas SubDv.
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
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 928 SqFt. ⋅ HILTONHEAD-511473 MLS ⋅ Night Heron SubDv.
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
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 1,186 SqFt. ⋅ HILTONHEAD-511307 MLS ⋅ Hh Resort/Four Seasons SubDv.
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.

$825,000
ACTIVE Status ⋅ 3 Beds ⋅ 2 Baths ⋅ 2,157 SqFt. ⋅ HILTONHEAD-511477 MLS ⋅ Indian Springs Villas SubDv.
Rare Waterfront Villa in Indian Springs. This end-unit villa occupies one of the most coveted positions in Indian Springs - unobstructed, panoramic marsh and water views that turn every sunset into an event. Step onto your private wraparound porch and take in the tidal breezes, the shifting light on the marsh, and the quiet that makes Lowcountry living worth it. The community dock and pool are just steps from your door. Inside, the villa has been freshly updated throughout: new luxury vinyl plank flooring, smooth ceilings, new trim, fresh paint, refreshed kitchen cabinetry, updated light fixtures, and a new refrigerator. As an end unit, light pours in from multiple exposures, filling the open living space and framing those water views from nearly every room. The wraparound porch extends your entertaining space outdoors, ideal for morning coffee or evening cocktails with a view. The location is as convenient as it is beautiful. You're moments from Hilton Head Plantation's back gate, with the Country Club of Hilton Head directly across the street and Skull Creek Marina's waterfront dining just a short drive away. Hilton Head Plantation ranks among the island's premier private communities, offering four championship golf courses, private tennis and pickleball, miles of biking and walking trails, a private beach park, community gardens, and 24-hour security - all wrapped in genuine neighborhood connection. Move-in ready and rarely available, this Indian Springs villa is equally suited as a primary residence, second home, or investment property. Waterfront opportunities like this don't last - schedule your private showing today.

71 Skull Creek Drive Unit 103B, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,750,000
ACTIVE UNDER CONTRACT Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 4,600 SqFt. ⋅ HILTONHEAD-511476 MLS ⋅ Oyster Reef SubDv.
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
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 1,481 SqFt. ⋅ HILTONHEAD-511467 MLS ⋅ Ashton Cove SubDv.
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.

$7,400,000
ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS ⋅ Bradley Beach SubDv.
Cross your private bridge into one of Hilton Head Island's most discreet and protected oceanfront enclaves. Stella del Mare is one of only three beachfront communities on Hilton Head Island where short-term rentals are not permitted, ensuring year-round privacy, security, and a consistently quiet residential environment. This 4-bedroom, 5.5-bath Mediterranean estate offers a rare alternative to the island's oceanfront rentals. Positioned along the coveted Bradley Beach shoreline, this gated enclave of three Oceanfront homes and two 2nd row parcel provides expansive Atlantic views without the weekly rental influx common elsewhere. Originally featured nationally for its design and architectural significance, Stella del Mare set a new benchmark for luxury construction. Built by skilled European craftsmen using imported and timeless materials, the residence showcases hand-laid walnut flooring, carved travertine, silk wall coverings, Venetian glass, and custom wrought-iron detailing. Many architectural elements were sourced internationally to achieve authenticity and permanence rarely replicated today. Constructed using the Hebel Block system for superior durability, strength, and insulation, this home was designed to endure for generations. Every detail reflects substance over trend. Outdoor living includes a private courtyard, freshly renovated pool and spa, elevator access, and multiple oceanfront balconies designed for quiet sunrise mornings and uninterrupted coastal views - without the transient traffic associated with short-term rental communities. Recent enhancements include complete exterior stucco refinishing in 2024; replacement of numerous exterior windows, new geothermal HVAC system, and complete pool renovation demonstrating continued investment and meticulous care. This property presents the perfect offering for the discerning buyer seeking a legacy beachfront residence in a gated, owner-focused community - where privacy, architectural integrity, and long-term enjoyment take precedence.

3 Stella Del Mare Manor, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$35,000
ACTIVE Status ⋅ 227 SqFt. ⋅ HILTONHEAD-511451 MLS ⋅ Summer House SubDv.
Located close to the entrance to Summer House, this garage has enough room for a vehicle and shelving. Currently it is accessible by remote control and by appointment with the Listing Agent. Only available to current owners in Summer House.

380 Marshland Road Unit G126, Hilton Head Island

Listing courtesy of Distinctive Properties of HH.

$1,400,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,442 SqFt. ⋅ HILTONHEAD-511444 MLS ⋅ Windsor Ct S Villas SubDv.
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
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-511442 MLS ⋅ Windward Village SubDv.
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.

$317,500
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-511441 MLS ⋅ Hhbt Tennis Villas SubDv.
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. Freshly painted and cleaned. Vacant go and show

40 Folly Field Road Unit E1, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,150,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,486 SqFt. ⋅ HILTONHEAD-511190 MLS ⋅ Shipmaster Villas SubDv.
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
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 1,932 SqFt. ⋅ HILTONHEAD-511178 MLS ⋅ Tb/P3/Ba SubDv.
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
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS ⋅ Woodbine Place SubDv.
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
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,214 SqFt. ⋅ HILTONHEAD-511424 MLS ⋅ Island Club Villas SubDv.
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.

$35,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511423 MLS ⋅ Ocean Palms Villa Sh SubDv.
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 2nd floor Sanibel floor plan has 1350 htd sq ft, a screened porch & balcony, and overlooks the front pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 202-1, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$549,900
ACTIVE Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 1,576 SqFt. ⋅ HILTONHEAD-511261 MLS ⋅ Springwood Villas SubDv.
Experience the ultimate Hilton Head Island lifestyle from this well appointed townhome, perfectly positioned just a short 10-minute stroll to the beach. Whether you're seeking a relaxing coastal getaway, a full-time residence, or a vacation rental with excellent income potential, this spacious three-bedroom, three-and-a-half-bath home offers the ideal combination of comfort and convenience. Designed with charming Southern coastal décor, the open-concept main level welcomes family and friends with a fully equipped kitchen that flows into the dining and living areas. Unwind after a day at the beach in the inviting great room or step onto the private patio overlooking the sparkling community pool and lush tropical landscaping. The first-floor primary suite offers a king-sized bed, TV, and private bath, while an additional powder room and laundry room add everyday convenience. Upstairs, two generously sized guest suites each feature private baths, creating an ideal layout for hosting family, friends, or vacation guests. One bedroom offers a queen bed, while the other includes two twin beds, comfortably accommodating multiple visitors. Beyond the front door, enjoy everything that makes Hilton Head Island one of the East Coast's premier destinations. Spend your days on miles of pristine beaches, bike the island's extensive leisure trails, tee off on world-renowned golf courses, or explore the shops, restaurants, entertainment, and live music at nearby Coligny Plaza.

36 Deallyon Avenue Unit 74, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$359,000
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,117 SqFt. ⋅ HILTONHEAD-511416 MLS ⋅ Wyndemere Villas SubDv.
Welcome to Wyndemere Villa #324 in the desirable Yacht Cove community, one of Hilton Head Island's best-kept secrets. Perfectly situated in the heart of the island, this peaceful neighborhood is just moments from Shelter Cove Harbour & Marina, across the street from Palmetto Dunes, and conveniently close to shopping, dining, golf, beaches, and entertainment.This spacious 2-bedroom, 2.5-bath townhouse-style villa is located on the third floor and offers a private deck overlooking tranquil wooded views, creating the perfect spot to relax and unwind. The building was completely rebuilt in 2014, providing added peace of mind.Inside, you'll find a thoughtfully updated interior featuring fresh paint, smooth ceilings throughout, low-maintenance luxury vinyl plank flooring on the main level, and new durable Berber carpet on the stairs and upper level. The kitchen is equipped with granite countertops, stainless steel appliances, a breakfast bar, and a cozy dining area, making it ideal for both everyday living and entertaining. The HVAC system has been professionally maintained with a biannual service contract.Wyndemere Villas are reserved exclusively for primary and second homeowners, with no short-term rentals permitted, offering a quiet residential atmosphere. Yacht Cove residents enjoy a community pool, assigned parking, and a prime mid-island location with easy access to everything Hilton Head Island has to offer.Whether you're searching for a full-time residence or the perfect island retreat, Wyndemere Villa #324 offers comfort, convenience, and carefree coastal living in an exceptional location.

50 Yacht Cove Drive Unit 324, Hilton Head Island

Listing courtesy of Family Tides Real Estate LLC.

$60,000
ACTIVE Status ⋅ HILTONHEAD-511414 MLS ⋅ Boatslip Wh SubDv.
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.

C-61 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$359,900
ACTIVE Status ⋅ 2 Beds ⋅ 1 Baths ⋅ 885 SqFt. ⋅ HILTONHEAD-511334 MLS ⋅ Forest Gardens Villas SubDv.
Enjoy Island Living at 48 Forest Gardens Villas! Nestled beneath a stunning canopy of majestic oaks in Hilton Head's popular South Forest Beach area, this 2 bedroom 1 bath villa offers a serene Lowcountry setting paired with an active island lifestyle. Enjoy peaceful poolside views right from your private balcony. The Forest Gardens community features excellent amenities, including a large outdoor swimming pool and beautifully landscaped grounds, just steps from your door. The location is unbeatable. Leave your car behind-you are within an easy walking or biking distance to pristine Atlantic beaches, the new Lowcountry Celebration Park, and the vibrant dining, shopping, and entertainment at Coligny Plaza. Whether you're looking for a savvy investment property, a turnkey vacation escape, or a permanent beachside residence, this villa delivers the best of Hilton Head. Schedule your private showing today!

125 Cordillo Parkway Unit 48, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,100,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS ⋅ Ht Patio Sites SubDv.
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.

$270,000
ACTIVE Status ⋅ 2 Beds ⋅ 1 Baths ⋅ 950 SqFt. ⋅ HILTONHEAD-511412 MLS ⋅ Palmetto Bay Villas SubDv.
Exceptional opportunity to own in Palmetto Bay Villas on the sought-after south end of Hilton Head Island. This second-floor 2-bedroom, 1-bath villa features hurricane-impact windows, a private balcony with exterior storage, quartz countertops, white cabinetry, stainless steel appliances, luxury vinyl plank flooring, and a light, coastal-inspired interior. The community offers a swimming pool and is conveniently located near Palmetto Bay Marina, restaurants, shopping, and just over 2 miles from Coligny Beach. An excellent choice for a primary residence, second home, or long-term investment in a community where short-term rentals are not permitted.

53 Delander Court Unit 24, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$25,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511398 MLS ⋅ Ocean Palms Villa Sh SubDv.
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Captiva floor plan has 1300 htd sq ft, a spacious back deck, and overlooks the back pool area. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 135-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,700,000
ACTIVE UNDER CONTRACT Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,023 SqFt. ⋅ HILTONHEAD-511213 MLS ⋅ Main Sail Villas SubDv.
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
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,083 SqFt. ⋅ HILTONHEAD-511235 MLS ⋅ Pineland/Field Sparrow SubDv.
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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