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.
Holiday 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
4.94 out of 5 average rating, 129 reviewsSpa/Fully Screened Heated Pool/Elevator/Fenced-79
Home in Hilton Head Island
4.97 out of 5 average rating, 107 reviewsLovely 3BR in Palmetto Dunes w/ new pool & spa
Home in Hilton Head Island
4.96 out of 5 average rating, 123 reviewsPeaceful Harbour Town Treehouse with Marsh Views
Home in Hilton Head Island
4.85 out of 5 average rating, 103 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
Home in Hilton Head Island
4.85 out of 5 average rating, 205 reviewsCoastal Town Gallery House - live like a local!
Home in Hilton Head Island
4.92 out of 5 average rating, 108 reviewsLuxe & Fun Family Gem ~ Walk to Beach ~ Pool ~ BBQ
Home in Hilton Head Island
4.86 out of 5 average rating, 103 reviewsBlue Sky Villa: Beach/pets/golf/tennis/pickleball
Home in Hilton Head Island
5.0 out of 5 average rating, 14 reviews~Couples Paradise~Villa W/ Pool~Beachfront Resort
Condo rentals with a pool
Condo in Hilton Head Island
4.99 out of 5 average rating, 129 reviewsSpacious Renovated Condo In South Forest Beach
Condo in Hilton Head Island
4.97 out of 5 average rating, 224 reviewsClean/Updated King on the Beach Walk to Everything
Condo in Hilton Head Island
4.91 out of 5 average rating, 281 reviewsTurtle Tracks, Hilton Head Island, SC
Condo in Hilton Head Island
4.94 out of 5 average rating, 427 reviews(5) Location! Walk to Coligny Beach Shops Dining!
Condo in Hilton Head Island
4.96 out of 5 average rating, 213 reviewsCozy Oceanfront-Romantic Retreat-Mesmerizing Views
Condo in Hilton Head Island
4.98 out of 5 average rating, 183 reviewsLost Tiki Lounge TOP Floor Oceanfront 322 Breakers
Condo in Hilton Head Island
4.88 out of 5 average rating, 196 reviewsHHI. Mid Island. Easy Beach Access. 3 Pools.
Condo in Hilton Head Island
4.95 out of 5 average rating, 232 reviewsOcean View! Steps to beach! Remodeled HHBT Condo!
Destinations to explore
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