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$1,099,000
3 Beds ⋅ 3 Baths ⋅ 2,301 SqFt. ⋅ HILTONHEAD-511422 MLS
Searching for a move-in ready home with golf views in one of Hilton Head Plantation's most desirable locations? Perfectly positioned at the end of a quiet cul-de-sac, this beautifully maintained residence offers exceptional curb appeal with a two-car garage, mature landscaping, and a private setting overlooking the Country Club of Hilton Head golf course. Thoughtfully updated and meticulously maintained, the home features fresh interior paint throughout, including the garage, new carpet, a Carrier heat pump system, brand-new GE Profile washer and dryer, new electric cooktop, updated garage door opener, and a new remote and receiver for the gas fireplace, creating a truly turnkey opportunity. Inside, soaring vaulted ceilings and dramatic floor-to-ceiling windows flood the home with natural light while framing picturesque golf course views. The open-concept floor plan seamlessly connects the kitchen, breakfast area, and spacious living room. The primary suite features tray ceilings, separate his-and-hers walk-in closets, a spacious walk-in shower, and soaking tub. Outside, enjoy the oversized rear deck with beautiful golf course views, complemented by recent landscaping enhancements and a limestone pathway with metal edging. Conveniently located near Hilton Head Plantation's back gate, Country Club of Hilton Head, Dolphin Head Recreation Area, Spring Lake Recreation Area, marina, golf, tennis, pickleball, leisure trails, and more, this home offers the perfect blend of location, lifestyle, and peace of mind.

40 Ellenita Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$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.

$929,500
4 Beds ⋅ 3 Baths ⋅ 1,820 SqFt. ⋅ HILTONHEAD-511490 MLS
Discover the perfect Sea Pines getaway in this upgraded, fully furnished 4-bedroom, 3-bath townhome offering 1,820 sq ft of comfort and style. This beautifully updated villa overlooks a serene lagoon, creating the ideal Lowcountry backdrop for morning coffee or evening unwinding. With room to sleep 8 (possibly more) and short-term rental eligibility, it's an exceptional investment and a turnkey vacation retreat. Enjoy easy access to the community pool, tennis and pickleball courts, plus all the world-class amenities Sea Pines Resort is known for. A rare opportunity to own a spacious, move-in-ready home with views, convenience, and rental potential all in one!

7 Lake Forest Drive Unit APT 3366, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$299,900
3 Beds ⋅ 3 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-511388 MLS
Perfectly situated for easy access to Hilton Head Island or Bluffton! This well maintained 3 bed, 3 bath stand alone condo offers spacious living with a large outdoor deck and onsite amenities! Approximately 1,250 square feet, this property presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. This light and bright home features an eat-in kitchen that opens up to the large living room, enjoy wood floors, stainless steel appliances, granite countertops and plantation shutters throughout! The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous closet space, as well as storage -perfect as a primary retreat or private guest suite. The Gatherings is an established neighborhood with a welcoming atmosphere and longtime residents. Close to shopping and restaurants, this home is a must see!

38 Wee Drive Unit 38, Hilton Head Island

Listing courtesy of Engel & Volkers.

$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.

$3,499,995
5 Beds ⋅ 6 Baths ⋅ 3,680 SqFt. ⋅ HILTONHEAD-511517 MLS
Welcome to 164 Mooring Buoy-where timeless coastal elegance meets one of Palmetto Dunes' most coveted beachside locations. Perfectly positioned on the second row with direct access to the beach walkway, this exceptional five-bedroom, five-and-a-half-bath residence offers an effortless connection to more than three miles of Hilton Head Island's pristine Atlantic shoreline. Thoughtfully designed for sophisticated coastal living, this remarkable home blends timeless architecture, generous living spaces, and exceptional indoor-outdoor entertaining. A majestic canopy of centuries-old live oaks and a gracious circular drive create a memorable arrival, while the two-car garage and abundant parking provide convenience for family and guests alike. Impeccably maintained and thoughtfully updated, every detail reflects the pride of ownership and quality craftsmanship that define this extraordinary property. At the heart of the home, the beautifully appointed kitchen flows seamlessly into the expansive great room, where walls of glass invite natural light and open to an impressive outdoor living space. Step onto the spacious rear deck overlooking a sparkling heated pool and spa-your own private sanctuary for afternoon relaxation, evening gatherings, or peaceful mornings surrounded by the beauty of the Lowcountry. The luxurious main-level primary suite offers comfort and privacy, while four additional ensuite guest bedrooms provide elegant accommodations for family and friends. Multiple living and gathering spaces ensure everyone has room to relax, entertain, or create lasting memories after a day on the beach, golf course, or tennis courts. Whether hosting unforgettable celebrations, enjoying quiet moments beneath the oaks, or embracing the endless recreational opportunities of Palmetto Dunes, this home embodies the very essence of refined island living. Equally suited as a distinguished primary residence, an exceptional coastal retreat, or a premier investment with outstanding rental potential, 164 Mooring Buoy presents a rare opportunity to own an extraordinary beachside home within one of Hilton Head Island's most prestigious resort communities.

164 Mooring Buoy, Hilton Head Island

Listing courtesy of Charter One Realty.

$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.

$35,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511529 MLS
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
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.

$1,395,000
4 Beds ⋅ 4 Baths ⋅ 3,023 SqFt. ⋅ HILTONHEAD-511399 MLS
With so few new homes available island-wide, 68 Wedgefield presents a rare opportunity--especially with two of any home's most significant improvements already complete. This spring, the owners completely rebuilt the backyard pool structure and replaced nearly every window with new hurricane-impact glass, with the exception of the two areas in the vaulted ceiling. Designed for the way people live today, this spacious home offers four bedrooms (or three bedrooms plus a bonus room), three and a half baths, a private office, and a dramatic great room with soaring ceilings that flows seamlessly into the kitchen and family room. Extensively updated throughout, the home also features spray foam insulation in the attic, luxury vinyl plank flooring, a beautifully renovated primary bathroom, and numerous additional improvements that add both comfort and value. Positioned on the outside of a dogleg, the property enjoys an exceptional sense of privacy, enhanced by a natural buffer and sweeping panoramic views of the 13th and 14th holes of the Golden Bear Course in Indigo Run. Just seven minutes from shopping and ten minutes from the beach, 68 Wedgefield offers an ideal combination of thoughtful updates, a highly desirable floor plan, exceptional privacy, and a premier location within one of the Island's most sought-after communities. Grass has been enhanced in photos.

68 Wedgefield Drive, Hilton Head Island

Listing courtesy of Charter One 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
Rarely available 3-bedroom Bluff Villa in the heart of South Beach Marina-just steps from the beach, boating, waterfront dining, shopping, and the iconic Sea Pines lifestyle. From the moment you arrive, you'll appreciate the unmatched walkability that makes South Beach so special. Step outside your door to enjoy waterfront dining, boutique shopping, the famous Salty Dog Café, the marina, tennis and pickleball facilities, miles of scenic leisure trails, and easy beach access, all just moments away. Whether your perfect day includes boating, biking beneath majestic live oaks, relaxing on the beach, or watching unforgettable Lowcountry sunsets, this home places it all within reach.

8 Braddock Bluff Drive Unit 1810, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$650,000
3 Beds ⋅ 3 Baths ⋅ 2,101 SqFt. ⋅ HILTONHEAD-511481 MLS
Comfort Meets Casual Luxury - Carolina Isles, Hilton Head Island. 3 Bed | 2.5 Bath | ~2,100 SF | ~0.10 Acre Lot | 2023 HVAC | Plantation Shutters | Gated Community | POA $1,350/yr Every detail in this home has been thoughtfully considered, from neutral hardwood floors to an airy open-concept layout that maximizes flow and natural light. Plantation shutters throughout, excluding the front door sidelights and transom windows up, add a polished, cohesive finish.The kitchen is the heart of the home - sleek and modern, with crisp quartz countertops and updated cabinetry. The dining room is currently staged as a golf simulator room, and will be converted back prior to closing. Outdoor living is where this property stands out: a professional-grade brick paver patio extends the living space, ideal for weekend barbecues or evenings by a fire pit. Upstairs offers a private primary suite with dual vanities, water closet, soaking tub and shower, plus two guest bedrooms, convenient & stylish upstairs laundry and a bonus office/flex space between the primary suite and staircase. A 2023 HVAC installation means major mechanicals are already handled - move-in ready comfort with none of the near-term replacement costs buyers usually budget for. Located on the north end of Hilton Head Island at Gumtree Road and Carolina Drive, Carolina Isles is a small gated community with a low annual POA of $1,350 covering the gate and security - no bundled amenities to pay for that you won't use. The location does the work instead: mid-island beaches roughly 5 minutes away, the Cross Island Parkway about a mile out, and easy access to the Island Recreation Center, Skull Creek Boathouse, and nearby shopping and dining.

6 Dewees Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$199,000
1 Beds ⋅ 1 Baths ⋅ 832 SqFt. ⋅ HILTONHEAD-511274 MLS
Discover island living with this charming 1-bedroom, 1-bath villa located at 16 Three Mast Lane in the highly desirable Broad Creek Landing community. This multi-level retreat features a bright, functional layout that flows effortlessly out to a private screened porch-the perfect spot for enjoying the gentle coastal breeze. Your front door in only steps away from the refreshing community pool, tennis courts, and neighborhood grilling areas. While the villa is fully functional and ready to enjoy today, it offers a fantastic canvas for your personal touches and creative updates. A major bonus: the lower level offers an exceptionally easy layout to add a convenient half-bath, instantly boosting your equity and comfort. Whether you are searching for an affordable Hilton Head getaway, a savvy investment, or a cozy primary residence, this property holds incredible potential. Schedule your showing today!

16 Three Mast Lane Unit 16, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,599,000
HILTONHEAD-511386 MLS
A Rare Opportunity to Build in Sea Pines. Design your dream home on this exceptional nearly half-acre fifth-row homesite in the heart of Sea Pines. Overlooking one of the largest lagoons in Sea Pines with beautiful views of the 17th and 18th holes of Atlantic Dunes, this property offers a rare combination of water, golf, and natural beauty - all just an 8-minute walk to the beach. Water, sewer, and electric connections are already in place, while winding paths through magnificent oaks and specimen magnolia showcase the property's character. Enjoy easy access to the Sea Pines Beach Club, Plantation Golf Club, Atlantic Dunes and Heron Point. 100x188x100x183

129 N Sea Pines Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$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.

$2,800,000
3 Beds ⋅ 3 Baths ⋅ 2,467 SqFt. ⋅ HILTONHEAD-511327 MLS
Imagine beginning each day with a short walk to one of Hilton Head Island's most beautiful beaches - just 200 steps from your door to the sand. Set in a coveted third-row location directly on the beach path, beneath a canopy of mature live oaks and palms, 8 Marsh Wren Road offers effortless access to Sea Pines' five miles of pristine Atlantic coastline, where morning walks, sunrise swims, and salt air become part of everyday life. The generous 106' x 120' lot is the true value here - a rare, buildable homesite in one of the Island's most sought-after beach communities, offering room for a pool, expansive outdoor living, and a residence designed exactly to your vision. For the ambitious buyer, the existing home presents an opportunity to undertake a transformative renovation and bring fresh life to this beachside setting. Whether you're drawn to the sunrises and salt air, the ease of beach access with the path just off the property, or the ability to bring your own luxury coastal vision to life in Sea Pines, 8 Marsh Wren Road presents a rare opportunity. Whether the goal is an ambitious renovation or a new coastal residence, 8 Marsh Wren Road presents a compelling opportunity to invest in the location, lot, and lifestyle that make Sea Pines beach-life so desirable.

8 Marsh Wren Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$825,000
3 Beds ⋅ 2 Baths ⋅ 2,157 SqFt. ⋅ HILTONHEAD-511477 MLS
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
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.

$7,400,000
4 Beds ⋅ 6 Baths ⋅ 5,831 SqFt. ⋅ HILTONHEAD-511454 MLS
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
227 SqFt. ⋅ HILTONHEAD-511451 MLS
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.

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