Hilton Head Island Homes with Pool Amenities

Hilton Head Island Homes with Pool Amenities

Welcome to Hilton Head Island, a stunning gem nestled in Beaufort County, South Carolina. Renowned for its breathtaking beaches, lush landscapes, and vibrant community, Hilton Head offers a unique blend of relaxation and adventure. With its world-class golf courses, scenic bike trails, and rich cultural heritage, this island paradise is the perfect place to call home.

Imagine waking up each day in a beautiful residence that features a private pool, where you can soak up the sun or enjoy a refreshing swim anytime you desire. Homes with pool amenities in Hilton Head Island are not just a luxury; they’re an invitation to indulge in the island’s laid-back lifestyle. Whether you're hosting a summer barbecue, enjoying a quiet evening under the stars, or simply taking a leisurely dip, a pool adds an extra touch of tranquility to your home.

The real estate market on Hilton Head Island boasts a diverse selection of properties, from charming beach cottages to luxurious waterfront estates. Many of these homes come equipped with stunning outdoor spaces, perfect for entertaining or unwinding after a long day. With the island’s beautiful weather, having a private pool is an invaluable asset, allowing you to enjoy the outdoors year-round.

Living in Hilton Head Island means embracing a lifestyle filled with outdoor activities, exquisite dining, and a strong sense of community. Whether you’re a family looking for a new home or a retiree seeking a peaceful retreat, this island offers something for everyone. Discover your dream home with pool amenities today and start making unforgettable memories in this coastal paradise!

Newest Hilton Head Island Homes with Pool Amenities

$515,000
2 Beds 2 Baths 980 SqFt. HILTONHEAD-512748 MLS
FULLY FURNISHED and tucked into the Tanglewood Villas building closest to the beach path, this beautifully updated 2-bedroom townhouse captures the easygoing Forest Beach lifestyle from the moment you arrive ... Step inside to a bright, relaxed coastal interior where an OPEN KITCHEN DESIGN creates a natural gathering space, complemented by elegant MARBLE surfaces, rich HARDWOOD FLOORS, crisp SHIPLAP walls, and SMOOTH CEILINGS that give the home a clean, finished feel ... Just beyond the living space, the private deck overlooks the community pool, framed by mature live oaks and lush Lowcountry landscaping - the perfect setting for morning coffee, an afternoon break after the beach, or a quiet evening under the trees ... Thoughtful updates continue throughout with a Trane HVAC system, Rheem water heater, full-size washer and dryer, generous floored attic storage, and custom storage tucked beneath the stairs ... Outside, Tanglewood Villas offers a gated community pool, grilling areas, towering live oaks, palmettos, and tropical landscaping that gives the entire setting a true island feel ... Best of all, you can leave the car behind and stroll to the BEACH, Coligny Plaza, Lowcountry Celebration Park, the Tiki Hut, Pool Bar Jim's, restaurants, shops, walking paths, playgrounds, entertainment, and some of the most loved spots in South Forest Beach ... Offered in pristine, TURNKEY condition, this is the kind of Hilton Head property that works equally well as a SECOND HOME, VACATION RETREAT, or SHORT-TERM RENTAL - a comfortable coastal escape where the beach, pool, dining, and entertainment are all right outside your door.

1 Tanglewood Drive Unit 504, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$599,000
2 Beds 2 Baths 1,203 SqFt. HILTONHEAD-512893 MLS
Welcome to Sarah's Cottage at Bryant Park Cottages, a beautifully maintained detached home nestled in the heart of Mid-Island Hilton Head. Inspired by the renowned Ross Chapin neighborhood design, this charming community embraces "front porch" living, creating a warm and welcoming sense of connection. From the inviting front porch, enjoy tranquil views across the expansive community courtyard toward the community pool. Garden trails wind throughout the neighborhood, adding to the peaceful, walkable setting and inviting residents to slow down and enjoy the outdoors.Inside, thoughtful design and recent updates make this cottage truly move-in ready. The primary suite is conveniently located on the main level, while vaulted cathedral ceilings and skylights fill the living spaces with natural light. A gas fireplace creates a cozy focal point, complemented by built-in shelving that adds both character and functionality. The updated kitchen features all-new stainless steel appliances, while LVP flooring extends throughout the home. The entire interior has also been recently painted, offering a fresh, cohesive feel.The private detached garage provides secure parking and valuable additional storage, with convenient pull-down attic stairs leading to the attic space. A new HVAC system adds to the home's comfort and peace of mind.Bryant Park Cottages offers a unique blend of neighborhood charm, community amenities, and low-maintenance island living. With its inviting architecture, generous courtyard, pool, garden trails, and welcoming front-porch lifestyle, this is a special place to call home. Conveniently located near the Cross Island Parkway, Sarah's Cottage provides easy access to both sides of Hilton Head Island, making trips to the beaches, shopping, dining, golf, and other island amenities a breeze. Come experience the charm of cottage living in one of Mid-Island's most distinctive communities.

625 Spanish Wells Road Unit Unit 6, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$259,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-512890 MLS
BEST VALUE FOR A 1BR OCEANFRONT VILLA AT HILTON HEAD BEACH & TENNIS!**- SELLER MOTIVATED!** Ready to own your own piece of Hilton Head Island? This turnkey, oceanfront 1BR/1BA villa at Hilton Head Beach & Tennis Resort is priced with a quick sale in mind, and all reasonable offers will be considered! The seller has simply reached a point where they are no longer enjoying their beach trips, creating an opportunity for the next owner to make this renovated villa their own Hilton Head getaway, second home, or short-term rental investment. Located on the first floor with peak a boo ocean views, this fully furnished villa is ready to enjoy or rent. The updated kitchen, renovated in 2022-2023, features stainless steel appliances, while luxury vinyl plank flooring and thoughtful updates create a comfortable coastal feel. Built-in bunk beds with mounted TVs are a fantastic bonus for families and guests, allowing the villa to comfortably sleep up to six. Step outside to your private balcony and take in the ocean views-or head downstairs and enjoy one of Hilton Head's most amenity-rich beachfront resorts. Resort amenities include direct beach access, one of the largest oceanfront pools on Hilton Head Island, two outdoor pools, tiki bar, on-site restaurant and sports bar, tennis courts, pickleball courts, fitness center, bike rentals, outdoor grilling areas, playground, 24/7 gated security, and cable and internet included. The villa also features a brand-new HVAC system installed June 2025, adding peace of mind for both owners and guests. Whether you're looking for a beachfront second home, a turnkey vacation rental, or an affordable way to own on Hilton Head Island, this is an opportunity worth seeing. **Seller is motivated, priced for a quick sale, and will consider all offers. Bring your offer and make this oceanfront Hilton Head retreat yours!**

40 Folly Field Road Unit A134, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$1,850,000
4 Beds 3 Baths 3,000 SqFt. HILTONHEAD-512889 MLS
Beautifully positioned along a picturesque lagoon, this inviting home combines an exceptional setting with spacious interiors, thoughtful updates, and wonderful indoor-outdoor living. Soaring ceilings, expansive windows, designer lighting, and serene water views create a light-filled atmosphere from the moment you enter. Open kitchen features quartz counters, soft-close cabinetry, eat-in island and stainless appliances, flowing to the living, dining and family rooms. First-floor owner suite enjoys serene water views and a beautifully updated bath. Two additional spacious guest suites offer generous closets and share a beautifully finished bath. Flexible 4th BR offers room to add a bath. One of the home's most special features is its incredible connection to the water. Just off the kitchen, there is a screened porch features and an open deck that's ideal for grilling, relaxing, and watching the abundant Lowcountry wildlife. For those who love to fish, it doesn't get much better than stepping into your own backyard to reel in redfish, black drum, and flounder. Whether your perfect day includes a morning bike ride, a round of golf, an afternoon on the beach, boating from Harbour Town, or simply relaxing at home, this location puts the best of Sea Pines within easy reach. From the expansive water views and beautifully updated interiors to the exceptional screened porch, and welcoming neighborhood atmosphere, this home offers a wonderful opportunity to enjoy the relaxed Lowcountry lifestyle.

50 Hearthwood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,425,000
5 Beds 3 Baths 3,235 SqFt. HILTONHEAD-512885 MLS
Experience the ultimate Lowcountry lifestyle in this impeccably maintained home located in the sought-after Hilton Head Plantation. This stunning residence offers tranquil golf and lagoon views, providing a peaceful backdrop for both everyday living and entertaining. The gourmet kitchen features quartz countertops, a large center island, a spacious pantry, and premium stainless steel appliances, all flowing seamlessly into the formal dining room and a grand living area defined by soaring cathedral ceilings and a cozy gas fireplace. A bright, airy Carolina room extends the living space, leading out to a private paver patio and a heated saltwater pool. The main-level primary suite is a true retreat, boasting a spa-like ensuite bath, two oversized walk-in closets, and direct access to a private screened porch. There are also two additional spacious bedrooms on the first floor. Upstairs, a versatile loft serves as an ideal home office or media area, accompanied by two spacious guest bedrooms that share a full bath and ample storage. Additional highlights include professional landscaping, a generous driveway, and an unbeatable location just a three-minute stroll from the Port Royal Sound or a five-minute bike ride to Dolphin Head Beach. Residents of Hilton Head Plantation enjoy world-class gated amenities, including private beach access, a marina, tennis and pickleball courts, leisure trails, bocce courts and a resort-style community pool with a lazy river. This home perfectly balances comfort, privacy, and the quintessential Hilton Head Island experience.

24 Angel Wing Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$675,000
3 Beds 3 Baths 1,941 SqFt. HILTONHEAD-512886 MLS
Welcome to 137 Cordillo Parkway, Suite 6002, a beautifully furnished 3-bedroom, 2.5-bath Hilton Head Island retreat offered at $675,000.Whether you are searching for your own beach getaway or an investment opportunity, this property offers the perfect combination of comfort, convenience, and island lifestyle. The spacious floor plan comfortably sleeps up to eight guests and comes fully furnished, making it easy to begin enjoying the property from day one.One of the highlights of the home is the relaxing back patio and porch area-the perfect place to unwind after a day at the beach. Community amenities include three swimming pools, convenient elevator access, and a private walkway providing direct access toward the beach.Enjoy an approximately eight-minute scenic walk along the shaded pathway to the sand, with convenient access to a wonderful beachfront restaurant along the way. Whether spending the day by the pool, relaxing on the beach, enjoying nearby dining, or simply taking in the laid-back Hilton Head atmosphere, this property offers an exceptional coastal experience.Ideal for an owner-occupant, second-home buyer, or investor seeking rental potential. Forecasted rental projections are available upon request.Schedule your private showing today and come experience everything this Hilton Head Island property has to offer.

137 Cordillo Parkway Unit 6002, Hilton Head Island

Listing courtesy of Douglas Lane Real Estate Group.

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