Hilton Head Island Homes with Pool Amenities

Hilton Head Island Homes with Pool Amenities

Welcome to Hilton Head Island, South Carolina – a stunning coastal paradise known for its breathtaking beaches, lush landscapes, and vibrant community. Nestled in Beaufort County, Hilton Head Island is a haven for those seeking a blend of relaxation and adventure. With its rich history and commitment to preserving the natural environment, this charming island offers an idyllic lifestyle for families, retirees, and everyone in between.

One of the standout features of Hilton Head Island is its exceptional real estate market, particularly homes with pool amenities. Imagine coming home to your own private oasis, where you can unwind in the sun-drenched warmth of the Lowcountry. Whether you're looking for a cozy retreat or a spacious family residence, many properties here boast inviting pools that serve as the perfect backdrop for entertaining guests or enjoying tranquil evenings under the stars.

The island is renowned for its outdoor recreational activities, including world-class golf courses, pristine beaches, and scenic bike trails. After a day of adventure, there's nothing quite like taking a refreshing dip in your pool or hosting a barbecue in your backyard. Homes with pool amenities not only enhance your living experience but also provide a valuable investment in a sought-after location.

With its unique blend of natural beauty, vibrant culture, and luxurious living, Hilton Head Island is more than just a place to call home; it's a lifestyle. Explore the possibilities and discover your dream home with pool amenities in this enchanting coastal community today!

Newest Hilton Head Island Homes with Pool Amenities

$395,000
3 Beds ⋅ 2 Baths ⋅ 1,186 SqFt. ⋅ HILTONHEAD-512148 MLS
Desirable and spacious 3-bedroom, 2-bath top-floor corner villa in the highly sought-after, beach-oriented Hilton Head Resort! With no neighbors above, this light-filled villa offers added privacy and beautiful lagoon, marsh, golf course, and tennis court views from the private balcony. The updated kitchen features white cabinetry, stainless steel appliances, granite countertops, and a convenient bar area with sink. Smooth ceilings and LVP flooring throughout create a clean, modern feel. Additional updates include a brand-new in-unit washer and dryer and new HVAC system. Hilton Head Resort offers an exceptional array of amenities, including two outdoor pools, an indoor pool, spa, sauna, jacuzzi, fitness room, and multiple tennis and pickleball courts. Enjoy seasonal dining at the main pool, plus convenient beach access via the private boardwalk with seasonal shuttle service, beach bar, and grill. Strong rental history makes this an excellent opportunity as a vacation getaway, investment property, or both!

663 William Hilton Parkway Unit 4420, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$760,000
3 Beds ⋅ 3 Baths ⋅ 1,650 SqFt. ⋅ HILTONHEAD-512291 MLS
Turnkey single-level 3-bedroom, 3-bath home blending Lowcountry charm and refined design on over 1/3 acre with peaceful views of Hilton Head Plantation's venerable Dolphin Head Golf Course. Reimagined from the studs in 2019, the light-filled layout features exposed wood beams, tray ceilings, tongue-and-groove accents, custom trim and premium fixtures throughout. The bright eat-in kitchen features Fantasy Brown dolomitic marble, Walker Zanger tile, soft-close cabinetry, high-end Bosch and GE Profile appliances including induction cooktop. Both the primary suite and sunken living room open to the tabby shell back patio with hot tub and grilling area. Inside, the woodburning fireplace and vaulted living room ceiling add warmth and character. Major systems replaced in 2019 include: new roof, energy-efficient windows, HVAC, ductwork, water heater, plumbing, wiring, new LVP, tile flooring and a refreshed garage with epoxy floors, craftsman-inspired lighting and carriage-style door. A short walk or ride to the clubhouse, Dolphin Cafe and Hilton Head Plantation's resort amenities. A beautifully upgraded retreat ready to welcome you home.

27 Pineland Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$199,000
HILTONHEAD-512270 MLS
Solitude on this remote street, yet a short path to amenities makes this the perfect blend of privacy and convenience on this meticulously maintained, oversized lot. Featuring immaculate stamped concrete pad and extensive landscaping, this site easily accommodates a 45-foot motorcoach. Priced unfurnished. Just steps from the pool, racquet sports, clubhouse, playground and laundry facilities. Beyond the front gates, enjoy convenient access to shopping, dining, the beach, bike paths and the town trolley. Experience the #1 Motorcoach Resort on the #1 island destination in America - an exceptional blend of lifestyle and investment.

133 Arrow Road Unit 81, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$295,000
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-512265 MLS
Brand new HVAC and HW Heater! Welcome to this amazing unit in building 4, sold fully furnished and fully equipped with everything you need to start vacationing or renting. 2BD/2BA condo, ideally located just steps away from the beaches of Hilton Head. Top-floor unit complete with LVP floors and a spacious open-concept, making it an ideal residence or rental opportunity. Great rental history with a perfect set up for family vacations. Enjoy an array of incredible amenities, including indoor and outdoor pools, convenient beach access, tennis/pickleball courts, and a tropical beach bar. Additionally, numerous restaurants and shops are conveniently located nearby, ensuring the convenience and entertainment of island life. Don't miss the chance to see this exceptional condo today.

663 William Hilton Parkway Unit 4427, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$875,000
2 Beds ⋅ 3 Baths ⋅ 1,289 SqFt. ⋅ HILTONHEAD-512261 MLS
Beautifully RENOVATED and fully FURNISHED, this END UNIT villa at 27 Water Oak is ideally situated directly on the first fairway of the Robert Trent Jones Golf Course in the heart of Palmetto Dunes. Gorgeous NEW flooring throughout, HIGH END furnishings give the villa an elevated coastal feel that is fresh, sophisticated and inviting. The unique floor plan offers no steps to the front door, a first-floor primary suite, a powder room, and two spacious bedrooms, each with a private ensuite bath and deck. A generous LOFT provides flexible space for additional sleeping, a home office or extra living space. Enjoy expansive fairway VIEWS and sensational SUNSETS from the WRAPAROUND deck. The community pool is just across the street and the BEACH is a short walk away. Palmetto Dunes offers three championship golf courses, an 11-mile lagoon, world class tennis and pickleball, restaurants, a general store and the complimentary Dunes Buggy. Whether a place to call home, a weekend retreat or an investment opportunity, this exceptional villa is ready to be enjoyed from day one.

21 Haul Away Unit 27, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,150,000
4 Beds ⋅ 3 Baths ⋅ 3,357 SqFt. ⋅ HILTONHEAD-511846 MLS
Rare Dolphin Head opportunity in Hilton Head Plantation. This 4BR/3BTH, 3357 SF home on a 0.42-acre homesite w/stunning lagoon views stretching to the 18th fairway of the Dolphin Head Golf Club-wide unobstructed views, gorgeous sunsets over the water, 50 year roof installed in 2014 and bright light/windows galore. This home was loved and lived in for 25 years. $10,000 seller credit toward updating. Buyers can move in with confidence. Clean stucco report and home inspection completed 7/7/2026. This is a true lagoon-fairway retreat minutes from groceries, Hospital Medical Pavilion, Schools, Spring Lake pool and tennis/pickle-ball and island beaches. HHP is voted over & over as "best community to live in" on the north end of Hilton Head Island.

11 China Cockle Way, Hilton Head Island

Listing courtesy of Charter One Realty.

$569,000
2 Beds ⋅ 2 Baths ⋅ 1,177 SqFt. ⋅ HILTONHEAD-511988 MLS
Welcome to the highly-desired St. Andrews Common community in world-renowned Palmetto Dunes Resort! This beautifully updated 2BD / 2BA villa offers a light, inviting retreat in one of Hilton Head Island's most ideal locations. The spacious layout provides plenty of room for both everyday living and entertaining, making this a perfect primary residence, second home, or turnkey investment opportunity. Offered fully furnished and ready to rent - having achieved nearly $45K in gross rentals just last year! Enjoy the peaceful surroundings of St. Andrews Common, complete with a community pool and picturesque lagoon and landscape views throughout the neighborhood. You'll have easy access to miles of pristine beaches, championship golf, tennis and pickleball, dining, shopping, biking, kayaking and everything that makes the Hilton Head lifestyle so special.

20 Queens Folly Road Unit 1659, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$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.

$4,000
2 Beds ⋅ 2 Baths ⋅ 1,179 SqFt. ⋅ HILTONHEAD-512244 MLS
Shipyard 1st week full 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!

35 Egret Point Way Unit 4317, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$1,349,000
3 Beds ⋅ 4 Baths ⋅ 1,511 SqFt. ⋅ HILTONHEAD-512177 MLS
Coastal luxury meets Lowcountry charm in this beautifully remodeled Huntington villa! Boasting 3 bedrooms and 3.5 bathrooms, this immaculate, never-rented property sits right across the street from the beach in the highly coveted Palmetto Dunes Resort. Inside, an open eat-in kitchen concept impresses with quartz countertops and stainless appliances, anchored by warm wood floors and elegant coastal décor. Unwind on the screened porch while gazing out at expansive water views. Living here unlocks a world-class lifestyle featuring three golf courses, premier tennis and pickleball facilities, miles of leisure trails, restaurants, shopping, a marina, and 3 miles of pristine beach. Offered entirely turn-key, this exceptional level of luxury adapts effortlessly to your lifestyle-whether as a primary residence, a seasonal retreat, or a lucrative addition to your investment portfolio.

80 Ocean Lane Unit 7619, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$845,000
2 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-512238 MLS
Located in a great spot in Sea Pines, this 2 BD, 2 BA Lighthouse Road Villa is an end unit, providing extra privacy and a more open feel. One of the highlights is the large Carolina Room overlooking the peaceful landscape setting, giving you plenty of additional living space to enjoy year round. Inside, you'll find wood floors, a spacious great room with fireplace, and a kitchen with mostly new stainless steel appliances. Recent improvements also include a new washer and dryer, and HVAC system. Just a short walk or bike ride to Sea Pines Beach Club, Harbour Town, and Fraser's Tavern, the villa is being sold turn-key with a strong rental history.

11 Lighthouse Road Unit 24, Hilton Head Island

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

$847,000
3 Beds ⋅ 3 Baths ⋅ 1,955 SqFt. ⋅ HILTONHEAD-512236 MLS
Imagine waking up on Hilton Head Island, grabbing your coffee, and taking a short stroll to one of the most beautiful beaches in America. This is the island lifestyle people dream about-and now it can be yours. Located in the desirable Beckingham section of Port Royal Village, this beautifully renovated 3-bedroom, 2.5-bath Hilton Head Island condo offers nearly 2,000 square feet of spacious coastal living just moments from Hilton Head Island's world-famous, award-winning beaches. Thoughtfully renovated and beautifully finished, this home combines the easygoing charm of the Lowcountry with the comfort and space of a full-time residence. The highly desirable first-floor primary bedroom makes everyday living effortless, while two additional bedrooms provide plenty of room for family, friends, or a home office. Outside, the large private patio creates your own peaceful retreat-perfect for morning coffee, evening cocktails, grilling after a day at the beach, or simply slowing down and enjoying the coastal air. Dedicated parking adds another layer of everyday convenience. Hilton Head Island was once again named America's Best Island by Condé Nast Traveler readers for the ninth consecutive year, and it doesn't take long to understand why. The island offers 250+ restaurants, more than 70 miles of leisure pathways, 19 public golf courses, incredible parks, boating, fishing, pickleball, tennis, shopping, and exceptional healthcare. Whether your perfect day means biking beneath moss-draped live oaks, playing a morning round of golf, spending the afternoon with your toes in the sand, or finishing the evening over fresh seafood and cocktails, Hilton Head Island makes everyday life feel a little more like vacation. With its generous size, renovated interior, first-floor primary suite, private outdoor living space, dedicated parking, and outstanding proximity to the beach, this Port Royal Village condo offers tremendous versatility. Make it your low-maintenance primary residence on Hilton Head Island, your family's second home at the beach, or take advantage of its great potential as a Hilton Head Island short-term vacation rental investment property. Some properties are simply a place to live. Others represent a completely different way of living. Schedule your private showing or video walkthrough today!

2 Wimbledon Court Unit 114, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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