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42 Wax Myrtle Court, Hilton Head Island
$709,000
4 Beds ⋅ 3 Baths ⋅ 2,065 SqFt. ⋅ HILTONHEAD-512779 MLS
PRICE ΙMPROVΕD! Ѕellеrѕ аre rеаdy to move and invitе offеrs. This unique, upgraded and super comfortable home with a serene lagoon and landscape views in the amenity rich, superbly managed community of Moss Creek is a fabulous buy at this price! This spacious and wonderfully upgraded home with such a clever use of space will have you STUNNED! Boasting 4 bedrooms OR 3 with study/office, a delightful kitchen with a hidden walk-in butler's pantry, super laundry and drop zone, spacious bedrooms with updated bathrooms, (including a half!), large, light and open living areas leading to a screened in porch and large back deck and a 2-car spacious garage provides it all! AFFORDABLE POA fees for the outstanding 2 golf courses, driving range, fitness and pool complex with 3 pools including a heated, salt water lap pool, tennis, pickle ball, boat dock, dog park, stables and the newly renovated beautiful Club house and restaurant. EXCELLENT VALUE!

42 Wax Myrtle Court, Hilton Head Island

Listing courtesy of Renew Realty, LLC.

5 Gumtree Road Unit M-20, Hilton Head Island
$375,000
2 Beds ⋅ 2 Baths ⋅ 1,080 SqFt. ⋅ HILTONHEAD-512488 MLS
Welcomе to 5 Gum Treе Rοad, Unіt Μ20, а deѕіrable 2-bedroom, 2-bаth end‐unit villa in Marshside on Hilton Head Island. Enjoy peaceful lagoon views and the added privacy and natural light that come with an end-unit location. The well-designed layout offers comfortable living spaces, two generously sized bedrooms, and a relaxing Lowcountry setting that makes this villa ideal as a primary residence, second home, or island retreat. Marshside Villas offers a convenient Hilton Head location with easy access to the island's beaches, dining, shopping, golf, and miles of leisure trails. Whether you're enjoying your morning coffee overlooking the lagoon, heading out for a day at the beach, or exploring everything Hilton Head has to offer, M20 provides an opportunity to enjoy the island lifestyle in a quiet, established community. End unit, lagoon views, two bedrooms, two full baths, and a Hilton Head Island address-come see what makes this villa special.

5 Gumtree Road Unit M-20, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

42 S Forest Beach Drive Unit 3216, Hilton Head Island
$529,000
2 Beds ⋅ 2 Baths ⋅ 1,100 SqFt. ⋅ HILTONHEAD-512523 MLS
Welcome to this lovely, updated condo at Seascape, where beachside living is just a short walk away! This move-in-ready condo features a private back deck and access to two refreshing saltwater pools. Enjoy scenic biking paths, with golf and tennis conveniently close by. Seascape's private oceanfront cabana makes beach days effortless, offering the convenience of outdoor showers and restrooms. Short-term rentals are allowed, making this an excellent opportunity for a personal coastal retreat, vacation getaway, or investment property.

42 S Forest Beach Drive Unit 3216, Hilton Head Island

Listing courtesy of Dunes Real Estate.

6 Camden Lane, Hilton Head Island
$985,000
3 Beds ⋅ 3 Baths ⋅ 3,453 SqFt. ⋅ HILTONHEAD-509032 MLS
Locаted on a сul‐de‐ѕаc іn thе prestigious Gοlden Βear section of Indigo Run, this single-level residence offers exceptional value and one of the island's most beautiful natural settings. Overlooking a serene lagoon and protected landscape filled with storks, roseate spoonbills, and coastal wildlife, the home combines privacy with classic Lowcountry charm. The thoughtfully designed floor plan features three Bedrooms, two-and-a-half Baths, and the open Great Room/Kitchen layout today's buyers are seeking. The Primary Suite is privately situated on one side of the home, while two Guest Bedrooms occupy the opposite wing. A spacious Carolina Room stretches across the rear of the property, creating a seamless connection to the tranquil outdoor views. Additional highlights include a Formal Dining Room, an Office with custom built-in bookcases and an oversized 2-car Garage. Priced to allow the new owner the freedom to personalize, upgrade and elevate the home to their own vision. This is an outstanding opportunity in one of Hilton Head Island's most successful private communities-just minutes from shopping, dining, golf, and only ten minutes to the Island's pristine beaches.

6 Camden Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

8 Cougar Run, Hilton Head Island
$819,000
3 Beds ⋅ 3 Baths ⋅ 2,588 SqFt. ⋅ HILTONHEAD-512467 MLS
Situatеd on a quiеt сul-dе‐ѕaс wіth a peninsula-lіke ѕetting and beautiful long lagoon views, this custom home offers an exceptional opportunity to create something truly special. With three bedrooms, two and a half baths, an office, a family room open to the kitchen, and a separate living room featuring a dramatic wall of glass overlooking the spectacular view, the home offers a wonderful floor plan and an abundance of potential. Ahead of its time in both design and layout, the home features a very large two-car garage with generous perimeter space-ideal for a workshop, storage, or additional workspace. The home is ready for someone to bring their own vision, personalize the finishes, and elevate it to the level of the beautiful homes surrounding it. The location is equally impressive. Enjoy a short walk to Spring Lake, the community's activity center featuring tennis, pickleball, a new pool, multiple gathering areas, and the Plantation House. Just a two-minute drive away is the newly enhanced Dolphin Head Park and beach, with beautifully updated amenities and one of the many outstanding recreational areas within this amenity-rich community. With low POA fees and an unmatched combination of amenities, natural beauty, and location, Hilton Head Plantation remains one of Hilton Head Island's most desirable gated residential communities. The property is approximately 15 minutes from Hilton Head Island Airport, seven minutes from shopping, and 15 minutes from the Atlantic Ocean beaches. Historic Savannah and Savannah/Hilton Head International Airport are approximately an hour away. A special setting, custom design, spectacular views, and tremendous potential make this an opportunity not to be missed. Grass has been enhanced in some photos.

8 Cougar Run, Hilton Head Island

Listing courtesy of Charter One Realty.

85 Folly Field Road Unit 119, Hilton Head Island
$379,000
1 Beds ⋅ 2 Baths ⋅ 786 SqFt. ⋅ HILTONHEAD-512351 MLS
Don't miss this fantastic opportunity to own a first-floor, 1-bedroom, 1.5-bath villa with peaceful lagoon views in one of Hilton Head Island's most amenity-rich oceanfront communities. The open floor plan offers an easy flow throughout, with the kitchen opening to the dining area and spacious living room. Ideally located just a short walk from the beach, this villa is perfectly suited as a weekend getaway, second home, or investment property. Island Club is known for its exceptional resort-style amenities, including private beach access, multiple pools, a kiddie pool, hot tub, tennis and pickleball courts, fitness center, basketball court, playground, grilling and picnic areas, and a 13-acre stocked lagoon for catch-and-release fishing. The community also offers 24-hour security and an on-site short-term rental company, making ownership and rental management convenient and easy. Conveniently located on Hilton Head's north end near the Westin Resort, with easy access to shopping, dining, golf, and everything Hilton Head Island has to offer. Priced to sell, this is a fantastic opportunity to own your own piece of Hilton Head Island!

85 Folly Field Road Unit 119, Hilton Head Island

Listing courtesy of Charter One Realty.

9 Shadewood Lane, Hilton Head Island
$1,110,000
3 Beds ⋅ 3 Baths ⋅ 2,832 SqFt. ⋅ HILTONHEAD-512235 MLS
Beat the rate hike and seize this HUGE opportunity to own a renovated home in the prestigious Hilton Head Plantation. This beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout, including show-stopping engineered hardwood flooring throughout the entire house. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. Unique newly added private office with its own private entrance adds 170 sf, giving you approx 3008 sf! Expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage with its private access to the fully FENCED yard only adds to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include SpringLake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views; miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

9 Shadewood Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

65 Victoria Square Drive, Hilton Head Island
$650,000
4 Beds ⋅ 4 Baths ⋅ 1,939 SqFt. ⋅ HILTONHEAD-512286 MLS
Welcome to this charming Charleston-style 4-bedroom, 3.5-bath home overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

65 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

315 Ceasar Place, Hilton Head Island
$489,000
4 Beds ⋅ 4 Baths ⋅ 2,022 SqFt. ⋅ HILTONHEAD-512139 MLS
Offering a level of space and flexibility rarely found in townhome living, this four-bedroom, 3.5-bath Allenwood residence pairs a versatile multi-level floor plan with peaceful lagoon views and multiple outdoor living spaces. Front and rear balconies extend from the main living level, creating natural places to enjoy the Lowcountry setting.A defining feature of the home is the private fourth-bedroom suite located off the garage, complete with a full bath, walk-in closet, and its own waterfront porch. Separated from the primary living areas, this space creates exceptional flexibility for guests, extended family, a home office, or additional living space.Inside, generous living areas accommodate both everyday life and entertaining, while the oversized one-car garage provides valuable parking and storage. Offered partially furnished and move-in ready, the home is well suited for a primary residence, second home, or investment property.Allenwood is a gated Hilton Head Island community offering a neighborhood pool and a convenient location near beaches, dining, shopping, recreation, leisure trails, and the Hilton Head Island school campus. With four bedrooms, abundant outdoor living, water views, and a floor plan that offers genuine versatility, this residence brings together space, privacy, and the ease of island living. Some images have been virtually enhanced with conceptual furnishings.

315 Ceasar Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

108 Lighthouse Road Unit 2330, Hilton Head Island
$499,000
1 Beds ⋅ 1 Baths ⋅ 761 SqFt. ⋅ HILTONHEAD-512273 MLS
Enjoу the best οf Ѕeа Ρіneѕ frοm this inviting 1BR cοndo іn Racquet Club Villas, ideally located near Harbour Town and overlooking a peaceful lagoon. The second-floor villa features an open living area with a private balcony, fully equipped kitchen, king-size primary bedroom, and queen sleeper sofa. Additional conveniences include an in-unit washer and dryer, Smart TV, and Wi-Fi. Owners and guests also enjoy access to the community pool and clay tennis courts, with the Harbour Town marina, shops, restaurants, and iconic lighthouse just a short stroll away. The Sea Pines Beach Club is only minutes away by car or seasonal trolley, making this a great opportunity for a vacation home or rental investment in one of Hilton Head Island's most sought-after communities.

108 Lighthouse Road Unit 2330, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

111 Sutherland Way Unit 111, Hilton Head Island
$299,900
2 Beds ⋅ 3 Baths ⋅ 1,389 SqFt. ⋅ HILTONHEAD-512130 MLS
Hilton Head living without the Hilton Head price tag! This inviting 2-bedroom, 2.5-bath villa in The Gatherings offers a rare opportunity to own on Hilton Head Island at an approachable price point, with the added benefit of a low-maintenance lifestyle. Ideally positioned near the foot of the Hilton Head bridge, this location provides quick access to everything the Island offers while keeping Bluffton, Bluffton Parkway, shopping, dining, and everyday conveniences just minutes away. Inside, an updated kitchen opens to a generous dining and living area, creating a comfortable, spacious feel for everyday living or entertaining. Step outside to the wooden deck overlooking a peaceful lagoon setting-an ideal spot for morning coffee, relaxing at the end of the day, or simply enjoying the Lowcountry surroundings. What truly sets The Gatherings apart is its unique ownership structure. Although legally classified as a condominium, the community includes a variety of home styles, and the regime handles many major exterior responsibilities, simplifying ownership. Regime services include building maintenance, landscaping, insurance components, common water and sewer, pest control, refuse, pool maintenance, and more. The community also offers a pool, assigned parking, and a convenient residential setting. Whether you're looking for a primary residence, lock-and-leave second home, downsizing opportunity, or an affordable way to establish your Hilton Head Island address, this property delivers an appealing combination of location, lifestyle, and value.

111 Sutherland Way Unit 111, Hilton Head Island

Listing courtesy of EXP Realty LLC.

70 Lighthouse Road Unit 2875, Hilton Head Island
$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512325 MLS
Own Your Late Winter Escape! Make Hilton Head your tranquil tradition! Enjoy the islands serene off-season with deeded ownership of Week 8 at Swallowtail, nestled in the heart of Hilton Heads prestigious Sea Pines community. Perfectly positioned between the iconic Harbour Town Lighthouse and the Beach Club, this property places you steps from world-class golf, uncrowded beaches, waterfront dining, and early-spring cultural events. Experience coastal living at its most peaceful stroll mild, sunny beaches, sail into crisp sunset evenings, and savor the charm of Harbour Town without the crowds. With luxurious, low-maintenance ownership, your late-winter retreat is forever waiting.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

19 Lemoyne Avenue Unit 36, Hilton Head Island
$650,000
3 Beds ⋅ 3 Baths ⋅ 1,489 SqFt. ⋅ HILTONHEAD-512322 MLS
Location. Lifestyle. Condition. Value. 36 Ocean Breeze has it all! Discover an outstanding villa in a fantastic Forest Beach location, just a short stroll from Hilton Head Island's sugar-white sandy beach and the many shops, restaurants, and activities at Coligny Plaza. Add to that the year-round events at Lowcountry Celebration Park, including outdoor concerts by the Hilton Head Symphony Orchestra and a variety of festivals, and you have a location that makes enjoying the best of the island easy.36 Ocean Breeze is a totally updated three-bedroom, three-full-bath villa that truly feels like home. Updated from top to bottom, the villa features new flooring, new kitchen countertops and appliances, beautifully updated bathrooms, a new HVAC system, and much more. The floor plan is both comfortable and versatile, with a first-floor bedroom featuring bunk beds and two spacious bedrooms on the second floor. Step outside onto the back deck and enjoy a peaceful view overlooking a lagoon with a fountain-the perfect setting for morning coffee, an afternoon break, or an evening beverage after a day at the beach. Whether you're looking for a rental or a permanent home, or a second home at the beach, 36 Ocean Breeze offers an exceptional opportunity to own a beautifully updated villa in one of Hilton Head's most desirable locations. Great Location. Great Floor Plan. First-Class Condition. Outstanding Value. 36 Ocean Breeze has it all. Isn't it time for you to start making lasting beach​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ memories?

19 Lemoyne Avenue Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

9 Tanglewood Drive Unit 1005, Hilton Head Island
$525,000
2 Beds ⋅ 3 Baths ⋅ 980 SqFt. ⋅ HILTONHEAD-512321 MLS
Opportunity to own a first-class villa in the heart of Forest Beach! Welcome to 1005 Tanglewood Villa, a beautifully updated 2-bedroom, 2-bath villa ideally located just a short distance from Hilton Head Island's sandy beaches, Coligny Plaza, Lowcountry Celebration Park, and the many attractions that make Forest Beach such a special place to own... As a second-floor villa, 1005 Tanglewood offers something truly special from its private balcony-a wonderful view overlooking the tranquil lagoon and fountain below. It is the perfect setting for morning coffee, an afternoon break, or relaxing after a day at the beach. Inside, this villa has been totally updated with quality finishes throughout. The flooring, kitchen countertops, appliances, and bathrooms have all been updated, creating a fresh and inviting coastal feel. The villa is offered with very nice furnishings, making it easy to envision as a turnkey second home or vacation rental. The complex also features a relaxing community pool, providing another place to unwind and enjoy the Hilton Head lifestyle. Whether you're looking for a successful short-term rental opportunity, a second home, or your own place at the beach where family and friends can gather and create lasting memories, 1005 Tanglewood Villa is an opportunity worth seeing. Come see why 1005 Tanglewood could be the perfect place to own your own piece of Hilton Head Island.

9 Tanglewood Drive Unit 1005, Hilton Head Island

Listing courtesy of Charter One Realty.

35 Egret Point Way Unit 4317, Hilton Head Island
$4,000
2 Beds ⋅ 2 Baths ⋅ 1,179 SqFt. ⋅ HILTONHEAD-512244 MLS
Shipyard 1st full week of June! maintence fee is less than 1200.00, so no more guessing, booking, and hoping it's a perfect spot to vacation. This can be your traditional week for life! Deeded legacy week tucked into shipyard with everything you need; bikes, tennis, golf, pool cookouts, and a sweet Rec room to play in on rainy day.

35 Egret Point Way Unit 4317, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

40 Folly Field Road Unit D9, Hilton Head Island
$359,000
2 Beds ⋅ 2 Baths ⋅ 888 SqFt. ⋅ HILTONHEAD-512183 MLS
Incredible opportunity to own a perfect 2 BR villa at the beach! This second floor updated villa has not been rented. This end unit has extra windows for more light. There are tile floors that look like wood in main living areas, Fresh coastal decor & comfortable furnishings make this an easy place to relax. The kitchen is updated with newer cabinets, under counter lighting, pretty quartz countertops and glass back splash & Stainless appliances too. Bath vanities and lighting are newer & bedrooms are nicely furnished. TV's in all rooms. The ocean front resort has the largest ocean front pool on HHI, a second pool, pickleball, tennis, bike rentals, restaurants, volleyball, 24 hour security, convention center and so much more. You are going to love it here!

40 Folly Field Road Unit D9, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

20 Toppin Drive, Hilton Head Island
$580,000
2 Beds ⋅ 2 Baths ⋅ 2,030 SqFt. ⋅ HILTONHEAD-511687 MLS
This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day long! Updated kitchen appliances and counters. Tile and wood floors throughout, no carpet! Primary suite on first floor with cathedral ceiling, fireplace and large walk-in closet. Ensuite second bedroom and loft/sitting room/office on second floor. Rarely offered in these patio homes is a 2-car garage! Perfect for year-round living in beautiful Moss Creek! Enjoy all MC has to offer; amenities include 2 championship golf courses. beautifully remodeled clubhouse, 4 pickleball courts, Racket Center with 7 Har Tur Courts, Equestrian Center, 5 Fishing/crabbing docks, marina, 2 nature preserves, Bocce Courts, Dog Park, firepits and miles of leisure trails. Don't miss this special opportunity!

20 Toppin Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

226 S Sea Pines Drive Unit 1588, Hilton Head Island
$950,000
2 Beds ⋅ 2 Baths ⋅ 1,086 SqFt. ⋅ HILTONHEAD-512086 MLS
Rare oрportunitу іn Sеа Ρinеѕ Resort! This beаutifullу located 2-bedroom, 2-bath, single-level Lagoon Villa at 226 S Sea Pines Dr #1588 puts you less than 1/4 mile from the beach and just steps from the popular South Beach Marina Village on Hilton Head Island. Enjoy an unbeatable location near South Beach Marina, Harbour Town, dining, shopping, entertainment, bike trails, and the Atlantic Ocean-all within the world-renowned Sea Pines Resort.The villa features brand-new impact-rated windows and doors, vaulted ceilings, an open and spacious living area, and a private patio overlooking the tranquil lagoon. The one-floor layout makes this property especially appealing as a Hilton Head vacation home, second home, or investment property.While this villa has never been rented, other villas in this regime have demonstrated strong rental performance, making this an exciting opportunity for an owner looking to enter the highly sought-after Sea Pines vacation rental market. Use it as your own island retreat, generate rental income, or enjoy the flexibility of both. Location is everything on Hilton Head Island-and this one delivers: beach access, South Beach Marina Village, dining, recreation, and the amenities of Sea Pines are all exceptionally close. A rare combination of location, updates, lagoon views, and investment potential in one of Hilton Head Island's most desirable resort communities.Virtual enhancement has been used in some photographs.

226 S Sea Pines Drive Unit 1588, Hilton Head Island

Listing courtesy of Charter One Realty.

42 S Forest Beach Drive Unit 3031, Hilton Head Island
$575,000
3 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512034 MLS
Ready for the beach? This beautifully updated 3-bedroom, 2-bath Seascape Villa offers the space, location, and easy coastal lifestyle that make South Forest Beach such a favorite. The bright main level features an open living and dining area with updated flooring and beadboard ceilings, a renovated kitchen with crisp quartz counters, coastal cabinetry and backsplash as well as SS appliances. A private deck with personal grill makes for perfect outdoor dining or relaxing. Upstairs, three bedrooms provide plenty of room for family and guests, including a spacious primary bedroom with sliding doors opening to its own covered balcony overlooking the palms. Both baths have been nicely updated, and the villa is offered fully furnished with attractive coastal furnishings and décor. Recent improvements make ownership even easier, including a new HVAC (2025), hot water heater and refrigerator (2024), plus a brand-new dishwasher, washing machine, dryer, and grill. Best of all, Hilton Head's beautiful beaches are just across the street, with Seascape's cabana making beach days especially easy. The community also offers two swimming pools tucked among the trees, plus Celebration Park just a short walk/ bike rise away as well as Coligny's restaurants, shopping, entertainment, and miles of leisure paths nearby. 3031 Seascape is ready to enjoy from day one-whether as a Hilton Head getaway, second home, or vacation rental investment.

42 S Forest Beach Drive Unit 3031, Hilton Head Island

Listing courtesy of Keller Williams Realty.

36 Deallyon Avenue Unit 100, Hilton Head Island
$469,900
2 Beds ⋅ 2 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-512051 MLS
Just minutes from the beach! This nicely renovated 2-bedroom, 2-bath first-floor flat in Springwood Villas offers 1,250 square feet of comfortable, easygoing living space. The open floor plan features luxury vinyl plank flooring, granite countertops and tasteful updates throughout, while the patio provides a peaceful setting overlooking the lagoon. Both bedrooms are generously sized, making the villa well suited for an island getaway or rental property. Springwood Villas offers a community pool and a convenient south-end location close to the beach, Coligny Plaza, Lowcountry Celebration Park, dining, shopping and entertainment. With an established rental history, this inviting villa presents a wonderful opportunity to enjoy the Hilton Head Island lifestyle while also offering income-producing potential.

36 Deallyon Avenue Unit 100, Hilton Head Island

Listing courtesy of Charter One Realty.

14 Salt Spray Lane, Hilton Head Island
$2,350,000
4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

70 Lighthouse Road Unit 2875, Hilton Head Island
$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511868 MLS
Owner is also selling Week 17 (Unit 2874) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 18, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. 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 refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 17 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

283 Moss Creek Drive, Hilton Head Island
$749,000
3 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-511026 MLS
Wake up to the natural beauty of Henri's Pond in this exceptionally well-maintained 3 BR, 3 BA Moss Creek home. Water, wildlife and peaceful Lowcountry scenery create an ever-changing backdrop, best enjoyed from the large screened porch overlooking the pond-an ideal setting for morning coffee, outdoor dining or relaxing with friends. Inside, the home is fresh, comfortable and move-in ready with July 2026 improvements including new LVP flooring throughout much of the first floor and primary bedroom, fresh interior paint and smooth ceilings. Equally important, major components including the roof, HVAC and ductwork, and PEX plumbing have been updated, reflecting years of thoughtful ownership and maintenance. A spacious detached 1-car garage with attached carport provides valuable parking and storage, complemented by a paver driveway, walkway and outdoor living area facing Henri's Pond. Enjoy the complete Moss Creek lifestyle with two private 18-hole golf courses, tennis and pickleball, nature trails, dog park, and nearby Bostwick Park offering two pools, fitness center and deep-water marina. With 3 bedrooms, 3 full baths, an upstairs flex space with office, and full bath and approximately 2,000 sq. ft., 283 Moss Creek Drive combines a manageable floor plan, exceptional condition and one of the home's greatest luxuries-a beautiful waterfront setting that can't be recreated. Come experience Henri's Pond from the screened porch.

283 Moss Creek Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

36 Deallyon Avenue Unit 52, Hilton Head Island
$470,000
2 Beds ⋅ 2 Baths ⋅ 1,250 SqFt. ⋅ HILTONHEAD-511844 MLS
Enjoy comfortable island living in this charming first-floor villa featuring a private courtyard and relaxing views of the lagoon and commmunity pool. Ideally located just minutes from Coligny Plaza, the beach, shopping, dining, and a variety of community activities. Whether you're lookinf for a vacation getaway, investment property, or full-time residence, this villa offers excellent potential as a short-term or long-term rental. Ideal for investors, second-home buyers, or those seeking a vacation retreat with income-producing opportunities. New kitchen and floors renovation in 2023. Don't miss this fantastic opportunity to own a piece of paradise.

36 Deallyon Avenue Unit 52, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

64 Sandcastle Court, Hilton Head Island
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS
Welcomе to 64 Sandсаstlе Cοurt. Βuilt іn 2017, thіs is the newest hοme οn Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

3 Twisted Cay Lane, Hilton Head Island
$1,095,000
3 Beds ⋅ 5 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-511807 MLS
Excellent value on updated, superbly maintained lifestyle home with private pool/spa and panoramic lagoon views on quiet cul de sac street in popular Hilton Head Plantation. Features include soaring, smooth vaulted & tray ceilings, wood & tile flooring, granite & composite counters, high end appliances (Forno 8 burner gas range & double Ovens, etc.), custom cabinetry/vanities/built-ins, plantation shutters, skylights, recessed lighting, ceiling fans, walls of windows to pool & lagoon views, 17 SEER high efficiency HVAC system, newer roof (2022) & mechanicals, etc. Very livable floor plan offers Chef's dream kitchen (large island, coffee/wet bar, butlers pantry, max cabinet & counter space), open to casual and formal dining, expansive great room, bonus/media room, much desired screened porch, 3 BR suites including well-appointed primary suite w/private courtyard, 2 ample guest BR's with updated baths (glass & tile surround showers, new vanities, counters, lighting), secluded den/study, 2 powder rooms, 2nd floor loft, walk-in attic space, 2 car garage and ample closet/storage space. All with charming curb appeal, circular drive, specimen live oaks, palms, azaleas, etc. and proximity to Crooked Pond Pool/Tennis, front gate & shopping/dining/entertainment + HHP's Spring Lake Pool Complex, Dolphin Head Recreational Area and newly refurbished Pine Island Beach Park!

3 Twisted Cay Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

70 Lighthouse Road Unit 2874, Hilton Head Island
$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511798 MLS
Owner is also selling Week 18 (Unit 2875) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 17, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. 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 refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 18 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2874, Hilton Head Island

Listing courtesy of Lighthouse Realty.

96 Mathews Drive Unit 142, Hilton Head Island
$289,999
2 Beds ⋅ 3 Baths ⋅ 1,025 SqFt. ⋅ HILTONHEAD-511726 MLS
Welcomе to this bеаutifullу rеnοvatеd 2‐bedroom, 2.5-bath villa іn Woοdlake on Hilton Head Island. Peacefully tucked away with a serene lagoon view, this move-in-ready condo has been completely updated with a fresh, modern feel and thoughtful finishes throughout. The renovated kitchen and bathrooms complement the bright and inviting living spaces, creating a comfortable setting to relax or entertain. Both bedrooms offer comfortable private retreats, making this villa a great fit for a full-time residence, second home, or investment property. Enjoy the peaceful setting while still being just minutes from Hilton Head's beaches, restaurants, shopping, and everything the island has to offer. With its peaceful setting, extensive renovations, and convenient island location, this Woodlake villa is one you won't want to miss.

96 Mathews Drive Unit 142, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

45 Night Heron Lane, Hilton Head Island
$796,000
3 Beds ⋅ 2 Baths ⋅ 928 SqFt. ⋅ HILTONHEAD-511473 MLS
Expеriencе thе chаrm οf сoаѕtal living at 45 Night Hеron, а 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.

148 Windward Village Drive, Hilton Head Island
$609,000
2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-511442 MLS
Locаted in the dеѕirаblе Wіndward Vіllаge enclave within thе prеstigious 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.

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