Hilton Head House Rentals With Private Pools
Stay in style with a private pool on Hilton Head Island. Our Hilton Head oceanfront rentals with pool offer the perfect blend of comfort, convenience, and breathtaking ocean views, ensuring your stay is nothing short of spectacular.
While vacationing on Hilton Head, there’s nothing more relaxing than enjoying with your friends and family. Hilton Head is a family-friendly destination, and our rentals are perfect for family vacations. With plenty of space for everyone and close proximity to local attractions, your family will create memories that last a lifetime.
Our Hilton Head vacation rentals with private pools give you a place to dive into a refreshing afternoon. Located in Hilton Head’s best neighborhoods, with great access to beaches, golf courses, and family entertainment, these special vacation homes are perfect for families and groups.
Browse all available Hilton Head House rentals with pool, we are sure you will find the perfect vacation rental for your next vacation!
183 properties available
Walk to the Atlantic Ocean and Coligny Plaza for dining and shopping... what more do you need!?? Three (3) bedrooms and two (2) full bathrooms offer sleeping arrangements for up to seven. Updated furnishings complete the look of this home, providing a "shore to please" vacation. Complete with a backyard oasis, including a private pool and screened-
West Garrison is located in a quiet neighborhood within Sea Pines Resort. The main level of the house has a large living and dining area to accommodate all family gatherings. A second living area on the main level is perfect for watching TV. Both living areas have a queen sleeper sofa. The main level showcases a master bedroom with an en-suite bath
Your very own private retreat in the heart of Sea Pines! This 3-bed, 3-bath single-level home offers an open concept with multiple living spaces for the entire family. The Tommy Bahama décor throughout and Brazilian cherry wood floors are highlighted by the numerous skylights which allow an abundance of natural light in. Upon entering, you will fin
128 Dune is just steps away from the glimmering Atlantic Ocean! This 3 bedroom, 3.5 bath home with a private *heated pool has a prime location in North Forest Beach. Beautiful hardwood flooring in the living room, quartz countertops in the kitchen, and coastal chic furniture are just a few of the upgrades. The bathrooms have been completely redesig
Looking for a backyard you will never want to leave? Then look no further than 14 Sea Lane. This 3-bedroom renovated home in Palmetto Dunes is near the ocean and provides lots of privacy, perfect for the entire group! When entering this ranch-style home, you will walk up just a few steps to the front door and immediately be greeted by a large famil
This bright and spacious home with beautiful beach decor is only steps away from the ocean. The first floor offers an open living room and kitchen with large windows and high ceilings. A separate dining room, bar seating, and a card/breakfast table exist. A king bedroom and 2 full baths are also on this floor. The upper floor hosts two guest bedroo
Welcome to this beautiful ranch-style beach house, perfect for your next getaway! Complete with a backyard oasis, including a private pool and screened-in porch... it\'s ideal for your island escape. There are three (3) bedrooms and two (2) full bathrooms, offering sleeping arrangements for eight. The furnishings complete the look of this home, pro
Overlooking the 10th tee of Harbour Town Golf Links, this beautifully decorated home features three bedrooms and 3.5 bathrooms. Take a short stroll to the Sea Pines Racquet Club, the Harbour Town Clubhouse, and the Harbour Town Yacht Basin. Stay in and enjoy the poolside views of the golf course from the living room, private den, and two of the mas
This 3-bed, 3-bath traditional Sea Pines beach home with a private pool is just 3rd row from the ocean!
This ranch-style home has a large open kitchen and Corian countertops. The kitchen area encompasses a nice dining area and a glassed-in Carolina room. Nearby to the Carolina room is a spacious living room that looks over the pool. Sliding doo
Experience coastal living at its finest in this exquisite home at 22 Windjammer, located in the prestigious Sea Pines community. This beautifully designed property features spacious interiors, elegant furnishings, and an abundance of natural light, creating a warm and inviting atmosphere. The open-concept layout includes a modern kitchen equipped w
This charming 3-bed, 3-bath dog-friendly vacation home is in the South Beach area of Sea Pines. *Heated private pool, spa, and just a short walk to the beach; this house is perfect for families or small groups. Also close by are all the activities offered by the South Beach Marina, including charter fishing, water sports, shopping, entertainment, a
This 2nd row, a low country-style beach house in Palmetto Dunes Plantation, is built to make vacation dreams come true. This home had a full kitchen renovation completed in January 2023. Wide wrap-around porches and an updated Carolina room provide a comfortable place to enjoy ocean breezes morning, noon, and night! Whether on the deck peering out
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