Hilton Head Rentals with Private Pool
Relaxing by the pool is a special part of visiting Hilton Head Island. Enjoy everything Hilton Head has to offer with our Hilton Head rentals with a private pool. Afternoons are hot, and when the sun is high in the sky, jumping into a refreshing pool feels like entering paradise. During your Hilton Head vacation, there’s no better place to hang out than your own private pool. Below you’ll find Hilton Head rentals with private pools. Our vacation rentals with private, heated pools place you in Hilton Head’s best communities. Hilton Head vacation homes with pools are perfect for families and groups. Plunge into an amazing vacation on Hilton Head Island with Vacation Homes of Hilton Head.
56 properties available
133 Dune Lane, Hilton Head Island is a 4-bedroom, 4-bath oceanfront home epitomizes casual beach living at its finest. Wake up to breathtaking views of the ocean from every room, including the kitchen, living room, dining room, and all four bedrooms. The spacious and comfortable bathrooms ensure a relaxing stay. Recent renovations have revitalized
This luxurious 7-bedroom, 7.5-bathroom oceanfront home is truly a paradise for families or groups seeking an unforgettable retreat. Boasting stunning views of the ocean, its open concept floor plan seamlessly blends indoor and outdoor living, creating an inviting atmosphere for relaxation and entertainment. Each room is adorned with top-of-the-line
4 Brigantine, Hilton Head Island is your perfect family vacation at this second-row home! With 6 bedrooms, each with a full bath, and ocean views from the second-floor living area, this home offers comfort and relaxation. Enjoy convenience with an elevator, oversized pool, and beach access just across the street. The large pool area boasts a table
Prepare to indulge in the ultimate luxury living experience at 7 Abalone Lane in premier Bradley Beach. This exquisite home offers everything you could ever desire for a truly unforgettable getaway. Outside, you'll be greeted by the serene sight of swaying palms surrounding your private pool and jacuzzi. Whether you're taking a refreshing s
14 Collier Beach, Hilton Head Island is a stunning oceanfront estate that offers a state-of-the-art chef's kitchen, an open-concept living and dining area leading to an oceanfront pool, deck, and grill. The home features a luxurious master suite with breathtaking views of the Atlantic Ocean, a marble bathroom, and a free-form tub. With a privat
47 Off Shore Dr is an incredible opportunity for a relaxing getaway! This 3-bedroom, 2.5-bath home is located in Palmetto Dunes and offers a perfect blend of privacy and convenience. Being nestled in a quiet area yet still close to Shelter Cove Towne Center & Harbour for various activities such as dining, shopping, and boating provides a great
2 Collier Beach, Hilton Head Island. Experience luxury living at its finest in this magnificent oceanfront 5-bedroom, 5.5-bathroom home boasting an oceanfront pool. Each bedroom comes with its own private bath, ensuring maximum comfort and convenience for all guests. The beautiful kitchen is perfect for culinary delights, while numerous balconies o
46 Folly Field is newly renovated house in the sought-after Folly Field area is a perfect blend of comfort and convenience for a Hilton Head vacation. With 4 bedrooms and 3 full bathrooms, it offers ample space for families or groups. The proximity to the open ocean, just a few rows away from Folly Field Beach, allows for easy access to the beautif
44 Bradley Beach is a 6 Bedroom, 4.5 Bathroom family vacation home that sleeps 13 and has a large 16' x 32' pool, and features an outdoor fire pit perfect for a night hosting around the pool or a cool day in the fall! There is plenty of seating and the home is conveniently located at the very end of Bradley Road with a fenced in patio givin
18 Sand Dollar, Hilton Head Island. Your search for the perfect vacation rental ends here! With 7 bedrooms, 7 bathrooms, and an open-concept floor plan, this property is sure to impress. The oversized chef’s kitchen is perfect for cooking up delicious meals for the whole group. Upstairs, enjoy family fun with the pool table, ping pong, and Fo
4 Sandy Beach Trail, Hilton Head Island is a Burke's Beach luxurious third-row vacation home offers an unparalleled retreat for guests seeking relaxation and comfort. Boasting six bedrooms and six-and-a-half bathrooms, this pet-friendly abode provides ample space for families and friends to gather and unwind. Step inside to discover a meticulou
20 Horvath, Hilton Head Island is a renovated oceanfront retreat, nestled in the desirable Burkes Beach Area, offers breathtaking views from every floor. With 6 bedrooms and 5 bathrooms, including five king bedrooms and a custom-built bunk area for the kids, it's perfect for families. The open-concept kitchen adds to the seamless flow of the ho
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