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
4.86 out of 5 average rating, 207 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, 177 reviewsBluffton/Hilton Head Island/Savannah Vacation Home
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
5.0 out of 5 average rating, 16 reviews~Couples Paradise~Villa W/ Pool~Beachfront Resort
Home in Hilton Head Island
4.9 out of 5 average rating, 10 reviews17 Night Heron · Elegant, Stylish Beach Cottage in
Condo rentals with a pool
Condo in Hilton Head Island
4.95 out of 5 average rating, 205 reviewsCozy Renovated Unit Great Location
Condo in Hilton Head Island
4.85 out of 5 average rating, 235 reviewsCharming Sea Pines Villa with View on Hilton Head
Condo in Hilton Head Island
4.98 out of 5 average rating, 231 reviewsOcean View Luxe! KING BED 65"TV Bar Pickleball Gym
Condo in Hilton Head Island
4.96 out of 5 average rating, 118 reviewsBeach&Tennis, Stylish, Modern, Folly Field Beach!
Condo in Hilton Head Island
4.99 out of 5 average rating, 155 reviewsReno’d 1st floor walk to beach, pools pickleball
Condo in Hilton Head Island
4.83 out of 5 average rating, 128 reviews1 Bedroom Condo, 5 Minute Walk to the Beach
Condo in Hilton Head Island
4.86 out of 5 average rating, 101 reviewsUpdated Beach Villa Resort
Condo in Hilton Head Island
4.94 out of 5 average rating, 431 reviews(5) Location! Walk to Coligny Beach Shops Dining!
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