Vacation rentals with a pool in Hilton Head
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hilton Head
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 rentals with a pool
House rentals with a pool
Home in Hilton Head Island
4.96 out of 5 average rating, 125 reviewsPeaceful Harbour Town Treehouse with Marsh Views
Home in Hilton Head Island
4.97 out of 5 average rating, 108 reviewsLovely 3BR in Palmetto Dunes w/ new pool & spa
Home in Hilton Head Island
4.85 out of 5 average rating, 206 reviewsCoastal Town Gallery House - live like a local!
Home in Hilton Head Island
4.86 out of 5 average rating, 104 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
Home in Bluffton
4.86 out of 5 average rating, 176 reviewsBluffton/Hilton Head Island/Savannah Vacation Home
Home in Hilton Head Island
4.84 out of 5 average rating, 134 reviewsFREE Heated Pool, Walk to Beach, Elevator, Theater
Home in Hilton Head Island
4.87 out of 5 average rating, 104 reviewsBlue Sky Villa: Beach/pets/golf/tennis/pickleball
Home in Hilton Head Island
4.9 out of 5 average rating, 10 reviewsStylishly Updated Beach Cottage Yards from Ocean!
Condo rentals with a pool
Condo in Hilton Head Island
4.99 out of 5 average rating, 152 reviewsReno’d 1st floor walk to beach, pools pickleball
Condo in Hilton Head Island
4.97 out of 5 average rating, 230 reviewsOceanfront Designer! KING BED 65"TV Bar Gym+Tennis
Condo in Hilton Head Island
4.88 out of 5 average rating, 163 reviewsHilton Head Hidden Gem
Condo in Tybee Island
4.93 out of 5 average rating, 527 reviewsAdorable Beachfront Condo
Condo in Hilton Head Island
4.96 out of 5 average rating, 117 reviewsBeach&Tennis, Stylish, Modern, Folly Field Beach!
Condo in Hilton Head Island
4.95 out of 5 average rating, 205 reviewsCozy Renovated Unit Great Location
Condo in Hilton Head Island
4.83 out of 5 average rating, 126 reviews1 Bedroom Condo, 5 Minute Walk to the Beach
Condo in Hilton Head Island
4.98 out of 5 average rating, 184 reviewsLost Tiki Lounge TOP Floor Oceanfront 322 Breakers
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