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$625,000
3 Beds 2 Baths 1,932 SqFt. HILTONHEAD-509547 MLS
Exceptional opportunity in the heart of Hilton Head Plantation! Located on a quiet street in a highly desirable setting, 11 Virginia Rail overlooks the 9th fairway of Oyster Reef Golf Club and offers incredible potential to make it your own. This home is ready for updates and a little TLC, making it the perfect canvas for buyers seeking value in an unbeatable location. Enjoy a short bike ride to the Port Royal Sound, Dolphin Head Recreation Area, and all the exceptional amenities Hilton Head Plantation has to offer, including golf, tennis, leisure trails, waterfront areas, dining, and more. Whether you are searching for a primary residence, second home, or investment opportunity, this is your chance to create something special in one of Hilton Head Island's most sought after communities.

11 Virginia Rail Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$515,000
2 Beds 2 Baths 1,246 SqFt. HILTONHEAD-509537 MLS
Rarely available end unit first-floor, single-level Courtside Villa in building closest to the beach desirable South Forest Beach on Hilton Head Island. This fully furnished, turnkey 2-bedroom, 2-bath villa offers an ideal blend of comfort, style, and convenience just minutes from the beach. Perfect as a primary residence, vacation home, or short-term rental investment, this beautifully updated poolside villa in building closest to the beach!Filled with natural light and enhanced by tile flooring in kitchen and living area, updated furnishings, and modern finishes throughout. The updated kitchen includes solid surface counters, ample cabinet space, creating a functional and inviting space for entertaining. Located within near distance to the beach, Coligny Plaza, restaurants, shopping, biking trails, and Lowcountry Celebration Park, this move-in-ready villa offers exceptional access to the best of Hilton Head Island living.

15 Deallyon Avenue Unit 97, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$1,138,655
2 Beds 2 Baths 1,715 SqFt. HILTONHEAD-509909 MLS
Rare opportunity to own a charming one-level home in the heart of Sea Pines. Ideally situated on a peaceful lagoon setting and just a short bike ride to the beach, this beautifully maintained 2-bedroom, 2-bath residence offers effortless Lowcountry living. Features include Saturnia flooring, a double-sided gas fireplace, spacious living areas, an open, inviting floor plan and a 2 carport. Recent improvements include a new roof (2021), new HVAC (2025), and thoughtful renovations throughout. Offered furnished, making it an ideal primary residence, vacation retreat, or investment property. The generous homesite provides ample room to add a private pool, creating the perfect outdoor oasis. Enjoy all that Sea Pines has to offer, including beaches, golf, dining, shopping, and miles of leisure trails.

43 Wagon Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$1,499,000
3 Beds 2 Baths 1,500 SqFt. HILTONHEAD-509883 MLS
2ND ROW SOUND IN WORLD RENOWNED HARBOURTOWN...Just a short stroll to the water's edge for coffee in the morning or entertaining in the evening....many fabulous shops and restaurants surround the Harbour ... home to many yachtsmen and deepwater views beyond. This Villa features 3 Bedrooms, a private garage, elevator and access to a private community pool. All just steps from the stunning Harbour Town Clubhouse open to owners and guests alike. Relax on your private screened porch taking in the views of the 18th of the Harbour Town Golf Links and the Calibogue Sound beyond. Walk to your neighborhood park down the path right in front of your home and enjoy FABULOUS SUNSETS on the Calibogue Sound just beyond the 18th hole. This park is yours to enjoy 24 hours a day! Perfect private residence, vacation haven or investment property.

20 Lighthouse Lane Unit 1102, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$389,000
2 Beds 2 Baths 1,000 SqFt. HILTONHEAD-509795 MLS
Beautifully maintained 2-bedroom, 2-bath condo offering spacious second-floor living in a prime Hilton Head Island location. This open-concept floorplan features soaring ceilings, abundant natural light, and tranquil lagoon and landscape views throughout. Both oversized bedrooms include ensuite bathrooms, providing comfort and privacy for owners and guests alike.Enjoy relaxing on the large screened porch overlooking peaceful natural surroundings. The spacious kitchen and living areas flow seamlessly together, creating an ideal setting for everyday living or entertaining. An oversized laundry room with additional pantry storage offers exceptional functionality and convenience.Additional highlights include stainless steel appliances, ample storage throughout and a detached oversized one-car garage. Offering incredible value, a desirable layout, and convenient access to all that Hilton Head Island has to offer, this property is perfect as a primary residence, second home, or investment opportunity.

59 Summerfield Court Unit 524, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$350,000
2 Beds 2 Baths 888 SqFt. HILTONHEAD-508835 MLS
Nicely maintained 2-bedroom, 2-bath Tennis Villa located on the desirable 3rd floor at Hilton Head Beach & Tennis Resort. Top-floor location means no one above you, a feature both owners and guests appreciate for added privacy and quieter enjoyment. This villa has been a strong rental performer with a high number of repeat guests, making it an excellent opportunity for investment, second home, or personal getaway. Conveniently located near the beach, pools, tennis, pickleball, dining, and resort amenities, Hilton Head Beach & Tennis remains one of the island's most popular ocean-oriented communities. Enjoy easy island living in a resort setting close to shopping, dining, golf, and bike paths.

40 Folly Field Road Unit E24, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$241,500
2 Beds 2 Baths 864 SqFt. HILTONHEAD-509846 MLS
One of the best 2-bedroom values in South Forest Beach with over $20,000+ in annual gross rentals! This turn-key, fully furnished 2-bedroom / 1-full bath + 1-half bath top-floor villa is in an incredible walk-to-everything location-just minutes to Coligny Beach, Coligny Beach Park, and Coligny Plaza with 60+ dining and shopping options plus seasonal live music. The villa shows light, bright, and crisp with coastal furnishings, smooth ceilings, and thoughtful updates throughout. The layout is especially functional, featuring a convenient half bath with direct pass-through access to the shower area-ideal for efficient guest use and maximizing privacy. Recent improvements include LVP flooring, updated bathrooms, shiplap detailing, and stainless steel appliances, creating a clean, modern look that's easy to maintain and easy to market. Whether you're looking for a low-maintenance second home close to the Island's most popular beach corridor or a proven short-term rental with strong demand drivers, this Cordillo villa offers location, condition, and value in one package.

104 Cordillo Parkway Unit L9, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty. Selling Office: RE/MAX Island Realty.

$435,000
2 Beds 2 Baths 1,050 SqFt. HILTONHEAD-509531 MLS
Located right in the heart of Forest Beach, this 2 bed/2 bath villa is beautifully maintained, light and bright with pleasing coastal decor. Highlights include an open floor plan, wood-look porcelain tile throughout, generously sized bedrooms and baths, good storage, and a private balcony with pool views. The Xanadu Villas offer terrific lifestyle amenities - including a community pool, tennis and pickleball courts, and a picnic area. All this just steps to the beach, the shops and dining of Coligny, and Celebration Park. This unit has not been rented, but has strong rental potential, making it a great choice for a 2nd home vacation rental or investment property. A terrific value for a highly desirable community and top location.

34 S Forest Beach Drive Unit C7, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$519,000
3 Beds 2 Baths 1,786 SqFt. HILTONHEAD-509835 MLS
Welcome Home to Chinaberry, Hilton Head Island. One of the Island's most established and sought after communities, where towering trees line quiet streets and a true sense of neighborhood is alive and well. Lovingly cared for by a young family, 56 Monticello Drive is ready to welcome its next chapter. The single-level floor plan offers three bedrooms and two full baths and updated flooring, providing comfortable, easy living. A generous bonus room above the two-car garage adds invaluable flexibility - the perfect space for a home office, playroom, media room, golf simulator room or occasional guest retreat. The sellers have taken every step to ensure a seamless transition for the new owners. A brand new roof was recently installed, delivering the peace of mind that every buyer deserves from day one. The home has been meticulously prepared for its next owners, reflecting the pride of ownership evident throughout. Step outside and you'll see the natural landscape buffer along the rear and right side of the lot creates a sense of seclusion that is hard to come by - your own private retreat tucked within the neighborhood. The backyard itself is a blank canvas, open and versatile, just as the current family has enjoyed it: evenings around the fire pit, weekends at the grill, camping with the kids. Whatever your outdoor vision, this yard is ready for it. Chinaberry's lush canopy, neighborhood playground, and welcoming atmosphere make it a wonderful place to put down roots. And for those who crave the best of the island, you're just a short bike ride from the Rowing Center, Hudson's Seafood on the Docks, The Boathouse, and Dockside - a lineup of Lowcountry waterfront dining and recreation that residents simply never take for granted.

56 Monticello Drive, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Lighthouse Realty.

$258,900
2 Beds 2 Baths 831 SqFt. HILTONHEAD-509246 MLS
This unit located in the oceanfront complex of Hilton Head Resort was remodeled by Hilton Head Builders and is well-established on the short-term rental market. A 2-bedroom, 2-bath condo offering the perfect blend of comfort and investment potential. Features include a full size kitchen with island, spacious bedrooms, updated furnishings, and a tankless water heater, all contribute to a clean, comfortable, and turnkey experience. Hilton Head Resort is a gated oceanfront community offering direct beach access and an impressive lineup of resort-style amenities, including an oceanfront tiki bar, fitness center, three pools (two outdoor and one indoor), tennis courts, bike rentals, and more. Its unique combination of indoor and outdoor amenities, paired with easy beach access, makes Hilton Head Resort one of Hilton Head Island's most appealing year-round short-term rental destinations.

663 William Hilton Parkway Unit 3317, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$949,900
2 Beds 2 Baths 1,200 SqFt. HILTONHEAD-509820 MLS
Oceanfront beautifully updated and furnished 2-bedroom, 2-bath condo located in the desirable Shorewood Villas just steps to the beach, overlooking the large pool and a short walk to Coligny Plaza. Enjoy ocean breezes and views of the newly enlarged zero-entry heated pool, kiddie pool and hot tub and ocean from the spacious private balcony, perfect for relaxing. Completely renovated with granite countertops and stainless appliances, new wood flooring, new dishwasher, fridge, microwave, washer and dryer. Additional upgrades include smooth ceilings and all new Andersen StormWatch impact-rated windows and sliders, new HW heater, master furniture (see documents for complete list of upgrades) Convenient parking available underneath the building. Established rental property with $56,000 in rentals in 2025. An exceptional opportunity for a beach getaway, second home, or investment property!

21 S Forest Beach Drive Unit 231, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,500
2 Beds 2 Baths HILTONHEAD-509812 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 28, ideally positioned in mid-to-late July when summer on the island is in full swing. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with warm ocean breezes and long summer days, biking beneath towering live oaks along miles of shaded pathways, or spending afternoons on award-winning fairways before unwinding with waterfront sunsets and lively seasonal events across the island. Whether you prefer relaxing by the beach, exploring the island's natural beauty, or soaking in the easygoing energy of peak summer season, everything you need is right at your doorstep - your perfect midsummer getaway with flexibility built in.

70 Lighthouse Road Unit 2905, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$595,000
2 Beds 2 Baths 1,270 SqFt. HILTONHEAD-509811 MLS
Steps away from Hilton Head Island's renowned white sandy beaches! This turnkey coastal retreat has been thoughtfully reimagined throughout with no surface left untouched, featuring a redesigned kitchen with quartz countertops and beautifully renovated bathrooms with custom tile showers and modern coastal finishes. The bright open-concept layout flows seamlessly to two private balconies, creating inviting indoor and outdoor living spaces. In addition to the villa's extensive renovation, the community has also undergone significant exterior and property-wide improvements over the past several years. Ocean Walk Villas amenities include indoor and outdoor pools, tennis and pickleball courts, a jacuzzi, and elevator access. Enjoy the best of island living with Coligny Beach, Celebration Park, plus the shopping, dining, and live music at Coligny Plaza all within easy walking and biking distance. An exceptional opportunity as a primary residence, vacation property, or investment property with strong rental appeal!

10 Lemoyne Avenue Unit 414, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Keller Williams Realty.

$440,000
3 Beds 2 Baths 974 SqFt. HILTONHEAD-509605 MLS
Tucked away on quiet Cobblestone Court, this 3BR/2BA home with a private garage, offers the perfect opportunity for a motivated island buyer! It's a definitive BEST BUY on Hilton Head Island. Located mid-island in the charming, family-friendly Yacht Cove community, and centrally located on Hilton Head, this property is just a short stroll to the restaurants, cafes, shops and water sports at world-famous Shelter Cove Harbour & Marina. 2026 improvements include new carpeting in all bedrooms, fresh interior paint, newly painted exterior porches and decks, updated insulation and refreshed landscaping, creating a move-in ready setting with picture-perfect curb appeal. With a community swimming pool and stellar location, 15 Cobblestone Court provides a rare opportunity to own a primary residence or vacation retreat on Hilton Head Island at an affordable price! Seller is related to listing agent.

15 Cobblestone Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Charter One Realty.

$499,900
2 Beds 2 Baths 1,100 SqFt. HILTONHEAD-509575 MLS
Just steps to the beach from one of the closest second-row villas to the ocean, this beautifully renovated property has been lovingly maintained by a long-time owner and enjoyed as a private second home. Recent updates include a fully remodeled kitchen with new cabinets, countertops, and appliances, luxury vinyl plank flooring throughout, stylish new furnishings, and a new HVAC system. Enjoy all the amenities of the desirable South End, including nearby restaurants, tennis, shopping, and Celebration Park. Spend your days relaxing by the pool or on the beach just moments away. Ideal as a personal getaway, this villa also offers excellent potential as an income-producing rental property if desired.

42 S Forest Beach Drive Unit 3014, Hilton Head Island

Listing courtesy of Charter One Realty.

$649,500
2 Beds 2 Baths 800 SqFt. HILTONHEAD-509398 MLS
Experience the ultimate beach lifestyle in this recently renovated 2-bedroom, 2-bathroom villa. Located in the highly desirable South Forest Beach area, this bright and inviting retreat is situated in a premier oceanfront building. The sand, surf, and community pool are truly just steps from your front door. Inside, the villa blends modern coastal elegance with everyday comfort, perfect for relaxing after a day in the sun. Step out onto your private balcony to feel the ocean breeze, or take advantage of Ocean Dunes' exceptional community amenities, including private beach access, elevator convenience, and direct connection to Hilton Head's extensive bike paths. Best of all, you are perfectly positioned for convenience. Walk or bike to Coligny Plaza and Celebration Park to explore an abundance of shopping, dining, and seasonal entertainment, or enjoy a quick trip to nearby Sea Pines and surrounding golf courses. This turnkey villa places the very best of Hilton Head's beach lifestyle and community amenities right at your doorstep.

43 S Forest Beach Drive Unit 201, Hilton Head Island

Listing courtesy of Southern Lifestyle Properties of SC LLC.

$385,000
1 Beds 2 Baths 1,217 SqFt. HILTONHEAD-509345 MLS
One of the rarest Moss Creek homes is now available. One of only six End Unit Golf Cottages in all of Moss Creek. You'll love all the extra natural light this home provides. The location is fantastic with an easy walk to the golf clubhouse, driving range, tennis/pickleball, nature preserve, and the main clubhouse for lunch, dinner, or an evening cocktail. Don't let the name fool you. You don't have to be a golfer to enjoy living here. It's extremely hard to find loft style homes with such high ceilings and the wall space to express yourself artistically. It's also been completely remodeled and features an updated/expanded kitchen with quartz countertops, two updated full baths, recessed lighting throughout, smooth ceilings, electric fireplace, & indoor/outdoor storage. The back patio is very private and provides a golf to marsh view. There's plenty of room to get creative with extra sleeping arrangements, and it will make either a great primary home, second home, long term rental investment, or even a monthly rental (30 day minimum in MC). The low monthly regime allows you to stress less, and enjoy everything the Lowcountry lifestyle has to offer.

5 Devils Elbow Lane Unit 5, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$415,000
2 Beds 2 Baths 1,281 SqFt. HILTONHEAD-509270 MLS
Enjoy the comfort and convenience of Hilton Head Island living in this inviting 2BR, 2BA villa at The Preserve at Indigo Run! This desirable 2nd-floor, flat Hawthorne model features 1,281 sq. ft., smooth ceilings, wood flooring, spacious living & dining areas, a private balcony & an attached garage. Nicely maintained and move-in ready, the villa offers comfortable coastal living with timeless appeal. Residents enjoy a gated community with pool, fitness center, tennis courts & clubhouse, while the absence of short-term rentals creates a peaceful residential atmosphere. Located on the quieter north end of Hilton Head Island, The Preserve is ideal as a primary residence or second home, with convenient access to shopping, dining, golf, entertainment & beaches.

4 Indigo Run Drive Unit 3611, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: RE/MAX Island Realty.

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