
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
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Popular amenities for Hilton Head Island rentals with a pool
House rentals with a pool

Governor’s Quarters: Stately Sea Pines Stay on HHI

Starfish Beach House with Pool and Bikes

Lovely 3BR in Palmetto Dunes w/ new pool & spa

400 steps to Beach+Shops | Pool,Sauna,Spa, Games

Modern Home ~ Golf Course Views ~ .8 Mile to Beach

Resort-Style Pool, Cute House 88 Steps to Sand

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

Heated Pool/Fenced Yard, Golf Cart rental - 79
Condo rentals with a pool

BEACHFRONT KING BED VILLA, PVT BALCONY, SELF CKIN

Renovated - Walk to Beach - 3 Pools - King Bed!

Remodeled KING BED 1BR Oceanview Top Floor Villa

1BR/2BA condo w/private beach access in Shipyard

THE SANDPIPER’s NEST Luxury direct Oceanfront

Beautiful Oceanfront Villa with Amazing Sunrises

KING Bed~Sleeps 7~JULY Open dates~CLEAN ~Big Pool

MyStay at 307 Forest Beach Villas - Prime Coligny!
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.7K properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
130K reviews
Family-friendly rentals
4.7K properties are a good fit for families
Pet-friendly rentals
860 properties allow pets
Rentals with dedicated workspaces
3K properties have a dedicated workspace
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Palmetto Dunes Oceanfront Resort
- Harbour Town Golf Links
- Shipyard Beach Access
- The Westin Savannah Harbor Golf Resort & Spa
- Tybee Beach Pier and Pavilion
- Mid Beach
- St. Catherines Beach
- Wormsloe Historic Site
- Bradley Beach
- Dolphin Head Golf Club
- Harbor Island Beach
- Hilton Head Island Beach
- Secession Golf Club
- Congaree Golf Club
- Tybee Beach point
- Driftwood Beach
- Bull Point Beach
- The Beach Club
- Islanders Beach Park
- Bonaventure Cemetery
- Things to do Hilton Head Island
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