Hilton Head vacation rentals with pools

We found 627 vacation rentals waiting for you.

Find your ultimate splash pad

From plunge pools for a quick dip to infinity pools with a view, here are the Hilton Head vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Hilton Head rentals with pools

Our guests have spoken. Explore their favorite and top-rated homes in Hilton Head with refreshing pools, sun-splashed decks, and poolside seating.

Beach Arbor #15
2 Bed | 2.5 Bath | Sleeps 4

Beach Arbor #15 - Hilton Head, SC

From $166
(excludes fees and taxes)
Forest Beach Villas 409
1 Bed | 1 Bath | Sleeps 4

Forest Beach Villas 409 - Hilton Head, SC

From $123
(excludes fees and taxes)
4.29 (7)
HH Beach & Tennis 101AR
1 Bed | 1 Bath | Sleeps 6

HH Beach & Tennis 101AR - Hilton Head, SC

From $138
(excludes fees and taxes)
3.17 (6)
Breakers 225
1 Bed | 1 Bath | Sleeps 4

Breakers 225 - Hilton Head, SC

From $140
(excludes fees and taxes)
3.73 (15)

Explore All Vacation Rentals With Pools

Recent guest reviews

Our stay was wonderful! The property was absolutely beautiful—exactly as pictured—and located in a very quiet, peaceful area. We appreciated the clear and excellent instructions provided before and during our stay, which made check-in and navigating the space a breeze. Everything was clean, well-kept, and thoughtfully prepared. Highly recommend for a relaxing getaway!
Aiesha W. | Jul 2025
Perfect place for a comfortable stay in Shipyard. Super close to the beach. We loved the condo & had everything we needed!
Jodey L. | Jul 2025
Super clean condo. Pool was amazing and just a super short walk to the beach. Close to tons of restaurants and activities. Very happy, we will be back!!!
Jennifer Y. | Jul 2025
The unit was perfectly located, clean and had everything we needed. We’ve stayed at Shorewood for many years. Love this unit. We’ll be back.
wendy h. | Jul 2025
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FAQ

Our vacation rentals offer both private and shared pools. Each property’s listing description will specify whether the pool offered is private or shared.

Every home is stocked with plenty of towels. However, the availability of pool towels varies by property.

Some pools are heated, and there may be an additional fee for this service. You can find more information about heating fees in the property description.

Yes, pool maintenance is included during your stay. We ensure that pools and hot tubs are regularly cleaned and maintained to provide an optimal experience. If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately.

Many of our properties include lounge chairs, umbrellas, or shaded areas by the pool, but this can vary. Check the property details and listing photos for specific details.

Generally, food and drinks are allowed by—but not in—the pool. However, to be safe, it’s best not to use glass or china in the pool area.

Pool toys, floaties, or inflatables are typically not provided. You may want to bring your own, if needed.

Some properties include a poolside grill or outdoor kitchen area, but this is not standard across all rentals. Check the property listing for details.

We have a good neighbor policy that includes quiet hours from 10 p.m. to 8 a.m. In addition, certain communities have noise policies in place. Unauthorized parties are not allowed, and excessive noise can lead to intervention and removal from a property.

If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately. Your local Vacasa team will work to resolve the problem as quickly as possible.

Not all pools are open all year round. Some pools—depending on the destination—are seasonal only. Read the listing description for specific operating times for the pool.

More ways to stay in Hilton Head

Dog-friendly
Hot tub
Internet
Electric vehicle charger
Lake view
Lakefront
Ocean view
Oceanfront

Nearby destinations

Sea Pines - Hilton Head
Folly Field - Hilton Head
Forest Beach
South Forest Beach - Hilton Head
Palmetto Dunes - Hilton Head Island, SC
Shipyard - Hilton Head
Island Club - Hilton Head
Fiddler's Cove - Hilton Head, SC
USA > South Carolina > Hilton Head > Pool