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
Home in Hilton Head Island
4.97 out of 5 average rating, 107 reviewsLovely 3BR in Palmetto Dunes w/ new pool & spa
Home in Hilton Head Island
4.96 out of 5 average rating, 123 reviewsPeaceful Harbour Town Treehouse with Marsh Views
Home in Hilton Head Island
4.94 out of 5 average rating, 129 reviewsSpa/Fully Screened Heated Pool/Elevator/Fenced-79
Home in Hilton Head Island
4.85 out of 5 average rating, 103 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
Home in Hilton Head Island
4.85 out of 5 average rating, 205 reviewsCoastal Town Gallery House - live like a local!
Home in Hilton Head Island
4.92 out of 5 average rating, 108 reviewsLuxe & Fun Family Gem ~ Walk to Beach ~ Pool ~ BBQ
Home in Hilton Head Island
4.86 out of 5 average rating, 103 reviewsBlue Sky Villa: Beach/pets/golf/tennis/pickleball
Home in Bluffton
4.86 out of 5 average rating, 176 reviewsBluffton/Hilton Head Island/Savannah Vacation Home
Condo rentals with a pool
Condo in Hilton Head Island
4.89 out of 5 average rating, 168 reviewsHilton Head Island - Beach Retreat !!
Condo in Hilton Head Island
4.96 out of 5 average rating, 226 reviewsOceanfront Designer! KING BED 65"TV Bar Gym Tennis
Condo in Hilton Head Island
4.98 out of 5 average rating, 119 reviewsSalty Tides ~ 2 BR/2 Bath ~ Short Walk to Beach!
Condo in Hilton Head Island
4.91 out of 5 average rating, 138 reviewsHigh End Condo! CLEAN! Ocean View~2 Bikes! #109
Condo in Hilton Head Island
4.94 out of 5 average rating, 426 reviews(5) Location! Walk to Coligny Beach Shops Dining!
Condo in Hilton Head Island
4.97 out of 5 average rating, 224 reviewsClean/Updated King on the Beach Walk to Everything
Condo in Hilton Head Island
4.98 out of 5 average rating, 132 reviews"Beach Time" - a cozy HHI Condo, steps from beach
Condo in Hilton Head Island
4.85 out of 5 average rating, 158 reviewsBoardwalk to Beach, Hot Tub, 3 Pools and Tennis!
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
4.8K properties
Rentals with dedicated workspaces
2.4K properties have a dedicated workspace
Pet-friendly rentals
670 properties allow pets
Family-friendly rentals
3.9K properties are a good fit for families
Total number of reviews
102K reviews
Nightly prices starting at
$10 before taxes and fees
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- Rentals with pools United States
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