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 Bluffton
4.89 out of 5 average rating, 130 reviews~Beautiful Home Nestled in The PERfECT Town~
Home in Hilton Head Island
4.93 out of 5 average rating, 102 reviewsCozy Coastal Chic - Beach, Pickleball, Golf, Pets
Home in Savannah
4.99 out of 5 average rating, 111 reviewsSavannah Tybee Bachelorette | Private Heated Pool
Home in Savannah
4.92 out of 5 average rating, 315 reviewsLagoona Matata (private pool + dock)
Home in Hilton Head Island
4.86 out of 5 average rating, 357 reviewsW2Beach*4TVs*Roku*PetsWC *WiFi*4King ßds*grill*gms
Home in Savannah
4.95 out of 5 average rating, 107 reviewsJungle Paradise! Perfect Location w/ Private Pool!
Home in Hilton Head Island
4.93 out of 5 average rating, 187 reviewsScreened Heated Pool/Spa/Elevator/Fenced Yard-51
Home in Hilton Head Island
4.86 out of 5 average rating, 111 reviewsBlue Sky Villa: Beach/pets/golf/tennis/pickleball
Condo rentals with a pool
Condo in Hilton Head Island
4.93 out of 5 average rating, 108 reviewsRemodeled Hilton Head Island Beach Villa
Condo in Hilton Head Island
4.93 out of 5 average rating, 127 reviewsFall Savings! 2 Q Beds/Pools/Pickball/Beach
Condo in Hilton Head Island
4.69 out of 5 average rating, 210 reviewsCondo on Beachfront Resort
Condo in Hilton Head Island
4.91 out of 5 average rating, 128 reviewsHip Nautic Couples Beach Condo, Pickleball/Hot Tub
Condo in Tybee Island
4.84 out of 5 average rating, 282 reviewsTybee’s North Beach Oasis
Condo in Hilton Head Island
4.75 out of 5 average rating, 156 reviewsWalk to Beach - 3 Pools - Central location!
Condo in Hilton Head Island
4.79 out of 5 average rating, 224 reviewsPool side condo just steps from beach boardwalk!
Condo in Hilton Head Island
4.92 out of 5 average rating, 108 reviewsNEWLY RENOVATED CONDO IN PALMETTO DUNES!
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5K properties
Nightly prices starting at
$27 CAD before taxes and fees
Total number of reviews
110K reviews
Family-friendly rentals
4.1K properties are a good fit for families
Pet-friendly rentals
700 properties allow pets
Rentals with dedicated workspaces
2.5K properties have a dedicated workspace
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- Rentals with pools United States
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