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 Savannah
4.88 out of 5 average rating, 58 reviewsRenovated Pool Paradise - Private Oasis Sleeps 14
Home in Bluffton
4.89 out of 5 average rating, 133 reviews~Beautiful Home Nestled in The PERfECT Town~
Home in Hilton Head Island
4.93 out of 5 average rating, 107 reviewsCozy Coastal Chic - Beach, Pickleball, Golf, Pets
Home in Hilton Head Island
4.96 out of 5 average rating, 46 reviews3rd row Palmetto Dunes spacious home, private pool
Home in Hilton Head Island
4.88 out of 5 average rating, 58 reviewsPrivate [Heated] Pool on Golf Course Mins to Ocean
Home in Hilton Head Island
4.86 out of 5 average rating, 361 reviewsW2Beach*4TVs*Roku*PetsWC *WiFi*4King ßds*grill*gms
Home in Savannah
4.94 out of 5 average rating, 117 reviewsJungle Paradise! Perfect Location w/ Private Pool!
Home in Hilton Head Island
4.93 out of 5 average rating, 192 reviewsScreened Heated Pool/Spa/Elevator/Fenced Yard-51
Condo rentals with a pool
Condo in Hilton Head Island
4.93 out of 5 average rating, 109 reviewsRemodeled Hilton Head Island Beach Villa
Condo in Hilton Head Island
4.93 out of 5 average rating, 131 reviewsSpecial Rates This Weekend 1BR/1BA 2 Qbeds
Condo in Hilton Head Island
4.91 out of 5 average rating, 132 reviewsHip Nautic Couples Beach Condo, Pickleball/Hot Tub
Condo in Hilton Head Island
4.91 out of 5 average rating, 110 reviewsExclusive Oceanfront Decorator Decor Spacious Bdrm
Condo in Tybee Island
4.85 out of 5 average rating, 290 reviewsTybee’s North Beach Oasis
Condo in Hilton Head Island
4.75 out of 5 average rating, 158 reviewsWalk to Beach - Indoor Pool - Central Location !
Condo in Hilton Head Island
4.8 out of 5 average rating, 227 reviewsPool side condo just steps from beach boardwalk!
Condo in Hilton Head Island
4.83 out of 5 average rating, 109 reviewsOceanside Resort. Heated Indoor Pool, Hot tub.
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.2K properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
119K reviews
Family-friendly rentals
4.2K properties are a good fit for families
Pet-friendly rentals
750 properties allow pets
Rentals with dedicated workspaces
2.5K properties have a dedicated workspace
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