Hilton Head Island rentals with pool

We found 8,452 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, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a holiday rental with a pool in Hilton Head Island, SC (HHH)?
It doesn’t get better than a holiday rental with a pool, and it doesn’t have to be costly with Vrbo. While many factors will influence how much you’ll pay for your getaway in Hilton Head Island, SC (HHH), our filters will help you find an amazing deal. Set your budget and use our “Discounts” filter to look for properties that offer savings if you stay longer. With an inviting pool waiting for you, you’ll probably want to visit as long as you can.
When is the best time to book a holiday rental with a pool in Hilton Head Island, SC (HHH)?
First, consider if you prefer the energy of high season or the quieter vibe of the off-season. Also think about factors like the weather conditions and what you’d like to do in Hilton Head Island, SC (HHH). Whenever you visit, we’ll help you find a holiday rental with a pool where you can kick-start your day with a refreshing dip.
What holiday rentals with a pool in Hilton Head Island, SC (HHH) have nice views?
Vrbo makes it simple to find a stay with stunning views and access to poolside relaxation. You can use the “Location” filter to narrow down the type of area you prefer to be in, and the scenery you want to stare out at, while searching for holiday rentals with a pool in Hilton Head Island, SC (HHH).
Are there holiday rentals with a private pool in Hilton Head Island, SC (HHH)?
Although there aren’t any holiday rentals with a private pool in Hilton Head Island, SC (HHH), you will find options that have everything you need to be nice and comfortable. Picking a Vrbo property means you’ll have more privacy, space and home comforts compared to a hotel. And with our filter tool, you can narrow your search by the exact amenities you’re after, whether that’s a fireplace or backyard.
What are the top things to do in Hilton Head Island, SC (HHH)?
Hilton Head Island, SC (HHH) has plenty of attractions and activities to keep you busy, so reach for a guidebook or download a travel app and start planning. Love the outdoors? Or are you more of a wellness enthusiast, art lover or foodie? However you spend your time, you can end your day kicking back by the water when you stay in one of our holiday home rentals with a pool.
Why should I book my holiday rental with a pool with Vrbo?
No sharing your space, no dealing with people you don’t know. When you select a Vrbo holiday rental with a pool, you’ll get the entire place to yourself to splash around. Plus, thanks to our One Key™ rewards programme, you can collect OneKeyCash™* to spend on all eligible bookings on Vrbo. Need to cancel or amend your itinerary? Our flexible cancellation policies let you book your rental house with total peace of mind. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.

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