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
4.85 out of 5 average rating, 101 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
Jan. 30 – Feb. 6
Home in Hilton Head Island
4.97 out of 5 average rating, 107 reviewsLovely 3BR in Palmetto Dunes w/ new pool & spa
Jan. 24 – 31
Home in Hilton Head Island
4.94 out of 5 average rating, 129 reviewsSpa/Fully Screened Heated Pool/Elevator/Fenced-79
Nov. 8 – 15
Home in Hilton Head Island
4.96 out of 5 average rating, 122 reviewsPeaceful Harbour Town Treehouse with Marsh Views
Sep. 12 – 19
Home in Hilton Head Island
4.85 out of 5 average rating, 204 reviewsCoastal Town Gallery House - live like a local!
Aug. 25 – Sep. 1
Home in Hilton Head Island
4.92 out of 5 average rating, 106 reviewsLuxe & Fun Family Gem ~ Walk to Beach ~ Pool ~ BBQ
Nov. 3 – 10
Home in Hilton Head Island
4.86 out of 5 average rating, 345 reviewsW2Beach*4TVsRokuAppleTV*Pets *WiFi*3King ßds*grill
Oct. 27 – Nov. 3
Home in Hilton Head Island
5.0 out of 5 average rating, 53 reviews180º Ocean Views, Treehouse "Siren's Lookout"
Jan. 9 – 16
Condo rentals with a pool
Condo in Hilton Head Island
4.97 out of 5 average rating, 224 reviewsOceanfront Designer! KING BED 65"TV Bar Tennis GYM
Aug. 2 – 9
Condo in Hilton Head Island
4.88 out of 5 average rating, 195 reviewsOur Villa by the Sea
Sep. 24 – Oct. 1
Condo in Hilton Head Island
4.94 out of 5 average rating, 422 reviews(5) Location! Walk to Coligny Beach Shops Dining!
Oct. 31 – Nov. 7
Condo in Hilton Head Island
4.9 out of 5 average rating, 127 reviewsCoastal Comfort! Condo in beachfront resort.
Feb. 19 – 26
Condo in Hilton Head Island
4.87 out of 5 average rating, 133 reviewsCozy upgraded Villa ! 10 min walk to the Beach
Oct. 16 – 23
Condo in Hilton Head Island
4.89 out of 5 average rating, 151 reviewsBeachfront property with ocean/sunrise view!
Mar. 3 – 10
Condo in Tybee Island
4.93 out of 5 average rating, 523 reviewsAdorable Beachfront Condo
Dec. 1 – 8
Condo in Hilton Head Island
4.92 out of 5 average rating, 102 reviewsSecluded 1st Floor Beach Getaway
Oct. 16 – 23
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
$14 CAD before taxes and fees
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- Rentals with pools United States
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