Hilton Head Island, SC Homes With Pool

Hilton Head Island, SC Homes With Pool for Sale

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Homes With Pool for sale in Hilton Head Island, SC

$1,399,000
5 Beds 5 Baths 4,069 SqFt. HILTONHEAD-512082 MLS
Welcome to 23 Long Brow Road, a distinguished Lowcountry residence with 5 bedrooms and 4 and a half baths, nestled within the exclusive, gated community of Long Cove Club on Hilton Head Island. This elegant home showcases a thoughtfully designed floor plan with spacious living areas, refined finishes, and seamless indoor-outdoor living ideal for both everyday enjoyment and sophisticated entertaining. Recent 2026 enhancements include brand-new luxury plank viny flooring on the first level, adding a fresh, modern aesthetic, along with a new HVAC system ensuring exceptional comfort and efficiency, a brand new refrigerator and fresh paint inside this beautiful home. The residence features inviting gathering spaces with a warm stone fireplace anchoring the family room, a large well-appointed kitchen, a private first-floor primary suite with fireplace, expansive outdoor area with a private pool overlooking a serene lagoon, and a 3-car garage with ample storage. Long Cove is one of the most coveted private communities where residents enjoy unparalleled championship golf, deep water marina, tennis, pickleball, bocce ball, among other social events and gatherings all in or near their gorgeous clubhouse, and 24-hour gated security. Come see this exceptional property and experience the beauty, and lifestyle that 23 Long Brow Road has to offer.

23 Long Brow Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,349,000
5 Beds 4 Baths 3,424 SqFt. HILTONHEAD-512304 MLS
One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart of Sea Pines. Built in 2008, this beautifully maintained 5-bedroom home has been cherished as a second home and has never been on the rental market. Beautiful hardwood floors flow throughout the main living areas and were refinished in 2023, complemented by tray and coffered ceilings, crown molding, designer lighting, updated hardware, and coordinated finishes throughout. The spacious kitchen was thoughtfully remodeled in 2023 and features custom heart pine cabinetry, new appliances, a large center island with a quartz countertop, abundant storage, and plenty of room for gathering and entertaining. The living area is anchored by a gas fireplace, while the sun-filled Carolina room provides an inviting additional living space and takes full advantage of the home's peaceful and private setting. Step outside to an oversized back deck overlooking a private wooded vista with plenty of room for a pool. Surrounded by mature Lowcountry landscaping, the setting feels tucked away and immersed in nature while still offering the convenience and lifestyle of Sea Pines. The first floor includes a primary suite providing convenient main-level living plus two guest bedrooms, and two additional bedrooms upstairs joined by a separate living area, offering excellent space for family and guests. Additional features include a side-entry two-car garage and numerous upgrades throughout. Centrally located in Sea Pines, Greenwood Forest residents enjoy a recently updated private community pool, tennis courts, and playground, along with access to all that Sea Pines has to offer, including miles of beaches and leisure trails, world-class golf and tennis, Harbour Town, South Beach Marina Village, dining, shopping, and more. An attractively updated and exceptionally cared-for home in one of Sea Pines' most desirable residential neighborhoods.

19 Wisteria Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,500,000
5 Beds 5 Baths 3,600 SqFt. HILTONHEAD-512412 MLS
A rare opportunity to own a waterfront home in the exclusive Leamington beach community of Palmetto Dunes, complete with a private dock on the 11-mile lagoon system. Privately situated on a quiet cul-de-sac, this exceptional 5-bedroom residence offers expansive views, privacy, and plenty of room to create a private pool retreat. Designed for both relaxed everyday living and effortless entertaining, the home features spacious living areas, beautiful hardwood flooring throughout the main living spaces, abundant natural light, 2 fireplaces, wet bar, screened porch, and a versatile floor plan ready to accommodate a variety of lifestyles. Whether enjoyed in its current condition or transformed into a custom waterfront sanctuary, this property offers extraordinary potential in one of Hilton Head Island's most coveted communities. Kayak, fish, observe abundant wildlife, or simply unwind as the sun sets over the water. Leamington residents enjoy private beach access and an oceanfront Beach Club with golf cart parking, along with championship golf, world-class tennis and pickleball, miles of leisure trails, and the exceptional amenities of Palmetto Dunes Oceanfront Resort. With no short-term rentals permitted, Leamington preserves the privacy, tranquility, and exclusive residential character that make this community so special.

17 Arthur Hills Court, Hilton Head Island

Listing courtesy of Premium Properties of Hilton Head.

$1,187,500
3 Beds 3 Baths 2,832 SqFt. HILTONHEAD-512235 MLS
Over $60K Price improvement! Nestled within 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. 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. All just minutes from Hilton Head's world-class beaches, golf, and amenities, your island retreat awaits. A private office located off the main house within the garage adds 170 sf, giving you approx 3008 sf! Engineered hardwoods accent the living areas, expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage and office space with its private access to the fenced yard only add to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include Spring Lake 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.

$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.

$879,000
3 Beds 2 Baths 1,882 SqFt. HILTONHEAD-512297 MLS
Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home is light, bright, and move-in ready, offering the perfect combination of comfort, location, and island lifestyle. Thoughtful updates include new LVP flooring, fresh paint, updated primary bathroom, Trex decking, and a 2025 Trane HVAC system. The spacious back deck is ideal for outdoor dining, entertaining, or relaxing, while the large backyard offers space for a pool and for creating a private oasis. Located near the main gate of Sea Pines, this home provides quick and convenient access to everything Hilton Head Island has to offer while still enjoying the privacy and amenities of one of the island's most iconic communities. Sea Pines is home to three renowned public golf courses, miles of pristine beaches, numerous restaurants, Harbour Town, private owner and guest beach access at Tower Beach, and the exciting redevelopment of South Beach. From biking beneath moss-draped live oaks to golf, boating, dining, and days spent on the beach, the Sea Pines lifestyle is truly hard to beat. Hilton Head Island has also been recognized as the #1 Island in the U.S. for nine consecutive years, further reinforcing why so many people choose to call this special place home. Whether you're searching for a primary residence in Sea Pines, a Hilton Head Island second home, or a short-term rental investment / coastal getaway, this turnkey property is ready for its next owner. Move in, unpack, and start enjoying the Hilton Head Island lifestyle from day one. Schedule your in-person or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$649,900
3 Beds 2 Baths 1,822 SqFt. HILTONHEAD-511287 MLS
Moss Creek Lifestyle. Move-In Ready. Easy to Love. A rare opportunity to enjoy the Moss Creek lifestyle in a beautifully updated, move-in-ready home that is comfortable, manageable, and easy to love. Located in desirable Royal Pointe, this charming 3-bedroom, 2-bath home offers 1,822 sq. ft. with an open, inviting floor plan and numerous thoughtful improvements throughout. The remodeled kitchen features updated cabinetry, countertops, appliances and finishes and flows effortlessly into the dining and living areas-perfect for everyday living or entertaining. Updated flooring and fresh interior paint give the home a clean, current feel, while the spacious great room, vaulted ceiling and fireplace add warmth and character.The generous primary suite offers excellent closet space and an updated bath, while two additional bedrooms provide flexibility for guests, a home office or hobbies. Outside, enjoy a beautifully refreshed backyard, mature Lowcountry landscaping and private outdoor living space ideal for relaxing or entertaining. A spacious two-car garage provides additional storage and everyday convenience.For buyers looking to downsize, establish a Lowcountry second home or simply enjoy one of the area's most established private communities without taking on an oversized property, this one is especially compelling. Moss Creek offers two golf courses, clubhouse dining, marina and boating amenities, tennis and pickleball, fitness and swimming facilities, nature preserves and miles of leisure trails-all in an incredibly convenient location just before the Hilton Head Island bridge. Updated, well maintained and ready to enjoy from day one, 3 Royal Pointe Drive offers an exceptional combination of lifestyle, location and value.

3 Royal Pointe Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,045,000
3 Beds 3 Baths 2,731 SqFt. HILTONHEAD-512209 MLS
Welcome to 2 Sea Otter Court, a custom one-owner home that has been lovingly maintained & enjoyed for more than 30 years. Located in Hilton Head Plantation about midway between the Spring Lake Pool/Tennis Complex and the Dolphin Head Recreation Area, Playground, and the Pine Island Beach. The bike path is directly across the street, making it easy to navigate the Plantation. This inviting 3-bedroom, 2 1/2 bath home offers timeless craftsmanship & thoughtful updates. Solid oak floors and high smooth ceilings create a warm & spacious feel from the moment you enter. The heart of a home is always the Kitchen; 2 Sea Otter has an updated eat-in kitchen that opens seamlessly to the family room-perfect for everyday living and entertaining. Home chefs will appreciate the top-of-the-line SS appliances, double wall ovens, and Thermador five-burner cooktop, while guests will enjoy gathering around this welcoming space. Step outside to the expansive deck, ideal for grilling, relaxing, or entertaining family & friends. The paver driveway enhances the home's curb appeal & leads to the convenient side-entry garage. The roof was replaced in 2016, and the HVAC system was replaced in 2022. After more than 30 years of enjoyment, the current owners are ready to pass this special home on to its next chapter. Come discover why 2 Sea Otter is ready to welcome you home.

2 Sea Otter Court, Hilton Head Island

Listing courtesy of Charter One Realty.

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