Photo by Bill Van Cleave

Hilton Head Island Beaches rentals with pool

We found 8,770 rentals with pool — enter your dates for availability

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Hilton Head Island Beaches?
If you love the idea of going for a swim whenever you like, select one of our 8,770 holiday rentals with a pool in Hilton Head Island Beaches. With top attractions like Singleton Beach, Folly Field Beach Park and Port Royal Golf Club within easy reach, this is a sought-after neighbourhood to stay in.
How much does it cost to stay in a holiday rental with a pool in Hilton Head Island Beaches?
If you're looking to save on your holiday rental with a pool, our filters are here to help. After finishing your initial search, fine-tune your results according to your preferences, including location, total price and features and amenities. We've got properties in Hilton Head Island Beaches for all sorts of budgets, so make the most of our filters to find the perfect stay.
When is the best time to book a holiday rental with a pool in Hilton Head Island Beaches?
The best time depends on individual preferences. March is the most popular time of year to stay in a Hilton Head Island Beaches holiday rental with a pool, but if you'd like to get away from the crowds, consider travelling outside of peak season.
What holiday rentals with a pool in Hilton Head Island Beaches have nice views?
Stayz makes it simple to find a stay with striking views and access to poolside relaxation. Just use our "Location" filter to narrow down the type of area you prefer to be in, and the scenery you want to wake up to, while browsing for holiday rentals with a pool in Hilton Head Island Beaches.
Are there holiday rentals with a private pool in Hilton Head Island Beaches?
Pick a holiday rental with a private pool in Hilton Head Island Beaches and go for a refreshing morning swim or midnight dip — or whenever the mood strikes! You can keep your kids entertained, and you'll never have to worry about sharing with other guests. Use our "Private pool" filter to find your ideal stay.
What are the top things to do in Hilton Head Island Beaches?
Singleton Beach, Folly Field Beach Park and Port Royal Golf Club are some of the best things to do with the whole crew around Hilton Head Island Beaches. After an awesome day of exploring the sights, let the family good times continue in your holiday home rental's pool.
Why should I book my holiday rental with a pool with Stayz?
Booking your holiday rental with a pool with Stayz means you'll have the whole property to yourselves — your own private retreat to have a splashing good time without any interruptions or distractions from anybody else. Plus, our flexible payment and cancellation policies give you the freedom to amend your plans if you need to.