
Vacation rentals with a pool in Hilton Head Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hilton Head Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hilton Head Island rentals with a pool
House rentals with a pool

Luxurious Sea Pines home with saltwater pool

Sea Pines - S. Beach Charmer - Private Pool/Spa

Private pool/spa : pool heat available : Kg master

Jungle Paradise! Perfect Location w/ Private Pool!

FREE Pool Heat - Luxury Home - Pet Friendly

54 Folly Field Rd - Amazing Beach Home with Pool

Heated Pool/Fenced Yard, Golf Cart rental-51

Townhouse with Southern charm
Condo rentals with a pool

Condo 2 Qbeds/indoor pool/picklebal/3 blocks beach

Beach Ocean Front -Heated Pool

Condo on Beachfront Resort

Relaxing 2Br/2ba condo on HHI, minutes from beach

Upgraded peaceful villa ! 7 min walk to the beach

Beachside Condo: 2 bedrooms, 2 bathrooms

Walk to Beach - 3 Pools - Central Location!

Pool side condo just steps from beach boardwalk!
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.5K properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
120K reviews
Family-friendly rentals
4.4K properties are a good fit for families
Pet-friendly rentals
830 properties allow pets
Rentals with dedicated workspaces
2.8K properties have a dedicated workspace
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- Palmetto Dunes Oceanfront Resort
- St. Catherines Beach
- Hilton Head Island Beach
- Dolphin Head Golf Club
- Mid Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- Bonaventure Cemetery
- Bradley Beach
- Private Beach Access Port Royal
- Congaree Golf Club
- Harbor Island Beach
- Edingsville Beach
- The Beach Club
- Wassaw Island, North Beach
- Wormsloe Historic Site
- Tybee Beach Pier and Pavilion
- Surf Song Bed & Breakfast
- The Westin Savannah Harbor Golf Resort & Spa
- Tybee Beach point
- Bloody Point Beach
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