Holiday 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.
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Popular amenities for Hilton Head rentals with a pool
House rentals with a pool
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
4.85 out of 5 average rating, 101 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
11–18 Feb
Home in Hilton Head Island
4.92 out of 5 average rating, 169 reviewsSpa/Fully Screened Heated Pool/Elevator/Fenced-51
16–23 Oct
Home in Hilton Head Island
4.96 out of 5 average rating, 121 reviewsPeaceful Harbour Town Treehouse with Marsh Views
18–25 Aug
Home in Hilton Head Island
4.86 out of 5 average rating, 345 reviewsW2Beach*4TVsRokuAppleTV*Pets *WiFi*3King ßds*grill
27 Mar – 3 Apr
Home in Hilton Head Island
4.86 out of 5 average rating, 102 reviewsBlue Sky Villa: Beach/pets/golf/tennis/pickleball
25 Oct – 1 Nov
Home in Hilton Head Island
4.89 out of 5 average rating, 107 reviewsLuxe & Fun Family Gem ~ Walk to Beach ~ Pool ~ BBQ
6–13 Oct
Home in Hilton Head Island
4.85 out of 5 average rating, 204 reviewsCoastal Town Gallery House - live like a local!
4–11 Apr
Apartment rentals with a pool
Apartment in Hilton Head Island
4.81 out of 5 average rating, 112 reviewsHILTON HEAD RESORT CONDO - NEWLY RENOVATED
3–10 Nov
Apartment in Hilton Head Island
4.95 out of 5 average rating, 202 reviewsCozy Renovated Unit Great Location
13–20 Nov
Apartment in Hilton Head Island
4.97 out of 5 average rating, 155 reviewsOcean Front Beach & Tennis Resort 2 BR 2 BA Villa
16–23 Jan
Apartment in Hilton Head Island
4.98 out of 5 average rating, 181 reviewsLost Tiki Lounge TOP Floor Oceanfront 322 Breakers
7–14 Jan
Apartment in Hilton Head Island
4.89 out of 5 average rating, 108 reviewsPool + Beach Views | Sauna | Indoor Pool
12–19 Nov
Apartment in Hilton Head Island
4.81 out of 5 average rating, 143 reviewsSeaForever-King Bed, Ocean Views w/ Beach Access
19–26 Dec
Apartment in Hilton Head Island
4.92 out of 5 average rating, 102 reviewsSecluded 1st Floor Beach Getaway
18–25 Oct
Apartment in Hilton Head Island
4.9 out of 5 average rating, 127 reviewsCoastal Comfort! Condo in beachfront resort.
13–20 Feb
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