Accommodation with a pool in Hilton Head Island
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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
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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
12 – 19 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, 169 reviewsSpa/Fully Screened Heated Pool/Elevator/Fenced-51
12 – 19 Feb
Home in Hilton Head Island
4.96 out of 5 average rating, 121 reviewsPeaceful Harbour Town Treehouse with Marsh Views
3 – 10 Oct
Home in Hilton Head Island
4.89 out of 5 average rating, 107 reviewsLuxe & Fun Family Gem ~ Walk to Beach ~ Pool ~ BBQ
28 Jan – 4 Feb
Home in Hilton Head Island
4.86 out of 5 average rating, 345 reviewsW2Beach*4TVsRokuAppleTV*Pets *WiFi*3King ßds*grill
4 – 11 Mar
Home in Hilton Head Island
4.85 out of 5 average rating, 204 reviewsCoastal Town Gallery House - live like a local!
28 Aug – 4 Sept
Home in Hilton Head Island
4.86 out of 5 average rating, 102 reviewsBlue Sky Villa: Beach/pets/golf/tennis/pickleball
26 Oct – 2 Nov
Condo rentals with a pool
Condo in Hilton Head Island
4.88 out of 5 average rating, 194 reviewsOur Villa by the Sea
26 Sept – 3 Oct
Condo in Hilton Head Island
4.94 out of 5 average rating, 421 reviews(5) Location! Walk to Coligny Beach Shops Dining!
29 Oct – 5 Nov
Condo in South Beach
4.85 out of 5 average rating, 234 reviewsCharming Sea Pines Villa with View on Hilton Head
6 – 13 Sept
Condo in Hilton Head Island
4.97 out of 5 average rating, 121 reviewsOcean Overlook - The Ultimate Vacation Experience
25 July – 1 Aug
Condo in Hilton Head Island
4.9 out of 5 average rating, 127 reviewsCoastal Comfort! Condo in beachfront resort.
20 – 27 Feb
Condo in Hilton Head Island
4.91 out of 5 average rating, 281 reviewsTurtle Tracks, Hilton Head Island, SC
5 – 12 Dec
Condo in Hilton Head Island
4.99 out of 5 average rating, 146 reviewsReno’d 1st floor walk to beach, pools pickleball
30 Mar – 6 Apr
Condo in Hilton Head Island
4.94 out of 5 average rating, 145 reviewsHHI Beach Villa | Getaway | Indoor Pool & Hot Tub
5 – 12 Feb
Quick stats about accommodation 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
$15 AUD before taxes and fees
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- Rentals with pools United States
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