Holiday 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.
Holiday 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
14–21 Feb
Home in Hilton Head Island
4.97 out of 5 average rating, 107 reviewsLovely 3BR in Palmetto Dunes w/ new pool & spa
24–31 Jan
Home in Hilton Head Island
4.92 out of 5 average rating, 170 reviewsSpa/Fully Screened Heated Pool/Elevator/Fenced-51
6–13 Sep
Home in Hilton Head Island
4.96 out of 5 average rating, 122 reviewsPeaceful Harbour Town Treehouse with Marsh Views
23–30 Aug
Home in Hilton Head Island
4.84 out of 5 average rating, 126 reviewsFREE Heated Pool, Walk to Beach, Elevator, Theater
4–11 Dec
Home in Hilton Head Island
4.85 out of 5 average rating, 204 reviewsCoastal Town Gallery House - live like a local!
1–8 Jan
Home in Hilton Head Island
4.86 out of 5 average rating, 345 reviewsW2Beach*4TVsRokuAppleTV*Pets *WiFi*3King ßds*grill
19–26 Dec
Home in Bluffton
4.86 out of 5 average rating, 174 reviewsBluffton/Hilton Head Island/Savannah Vacation Home
25 Feb – 4 Mar
Apartment rentals with a pool
Apartment in Hilton Head Island
4.91 out of 5 average rating, 281 reviewsTurtle Tracks, Hilton Head Island, SC
4–11 Nov
Apartment in Hilton Head Island
4.85 out of 5 average rating, 151 reviewsPineapple Paradise
25 Apr – 2 May
Apartment in Hilton Head Island
4.97 out of 5 average rating, 210 reviewsCozy Oceanfront-Romantic Retreat-Mesmerizing Views
29 Oct – 5 Nov
Apartment in Hilton Head Island
4.97 out of 5 average rating, 224 reviewsOceanfront Designer! KING BED 65"TV Bar Tennis GYM
2–9 Aug
Apartment in Hilton Head Island
4.9 out of 5 average rating, 127 reviewsCoastal Comfort! Condo in beachfront resort.
22 Feb – 1 Mar
Apartment in Hilton Head Island
4.89 out of 5 average rating, 151 reviewsBeachfront property with ocean/sunrise view!
3–10 Mar
Apartment in Hilton Head Island
4.91 out of 5 average rating, 346 reviews(7) Location!- walk to beach and shops @ Coligny!
3–10 Nov
Apartment in Hilton Head Island
4.83 out of 5 average rating, 101 reviewsSalt Sand and Serenity! The great escape to HHI
7–14 May
Quick stats about holiday 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
€ 9 before taxes and fees
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- Rentals with pools United States
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