Browse our collection of Hilton Head homes with private pools. Relaxing by the pool is a special part of vacationing on Hilton Head Island. The afternoons in South Carolina can be hot and humid during the summer so jumping into a refreshing pool feels like paradise. What makes it even better is the pool is private. Many of our Hilton Head Vacation rentals offer a private pool. Any of our 4-to-7-bedroom private homes offer ample space for families or large groups. You’ll find that our beach houses with private pools are located in some of the best Hilton Head Communities like Palmetto Dunes and Sea Pines Plantation and are the perfect place for your next Hilton Head Island Getaway.