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
4.86 out of 5 average rating, 112 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
Home in Hilton Head Island
4.95 out of 5 average rating, 114 reviewsLovely 3BR in Palmetto Dunes w/ new pool & spa
Home in Hilton Head Island
4.93 out of 5 average rating, 102 reviewsCozy Coastal Chic - Beach, Pickleball, Golf, Pets
Home in Hilton Head Island
4.98 out of 5 average rating, 106 reviewsNew Resort-Style Pool, Cute House 88 Steps to Sand
Home in Hilton Head Island
4.86 out of 5 average rating, 357 reviewsW2Beach*4TVs*Roku*PetsWC *WiFi*4King ßds*grill*gms
Home in Hilton Head Island
4.89 out of 5 average rating, 18 reviews19 Night Heron,Sea Pines Cottage, 5m walk to beach
Home in Hilton Head Island
4.98 out of 5 average rating, 101 reviewsCozy beach house w/Private Heated Pool near park
Home in Hilton Head Island
4.9 out of 5 average rating, 119 reviewsLuxe & Fun Family Gem ~ Walk to Beach ~ Pool ~ BBQ
Apartment rentals with a pool
Apartment in Hilton Head Island
4.88 out of 5 average rating, 161 reviewsEasy Breezy Ocean at Hilton Head Beach & Tennis
Apartment in Hilton Head Island
4.95 out of 5 average rating, 247 reviewsOcean View! Steps to beach! HHBT Remodeled Condo!
Apartment in Hilton Head Island
4.89 out of 5 average rating, 103 reviewsBeachfront Balcony | Walk Everywhere | Pool
Apartment in Hilton Head Island
4.85 out of 5 average rating, 165 reviewsFamily & Kiddo FUN beach resort villa/Hilton Head
Apartment in Hilton Head Island
4.88 out of 5 average rating, 184 reviewsHilton Head Island - Beach Retreat !!
Apartment in Hilton Head Island
4.83 out of 5 average rating, 116 reviewsTotally Beachin': 2 bedroom next to private beach!
Apartment in Hilton Head Island
4.94 out of 5 average rating, 170 reviewsFully Renovated! Coastal Elegance &Tranquil Beach
Apartment in Hilton Head Island
4.81 out of 5 average rating, 123 reviewsAWESOME Retreat! King bed! Ocean View! 2 Bikes 218
Destinations to explore
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