Vacation 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.
Vacation 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
5 out of 5 average rating, 3 reviewsStunning Sea Pines Retreat | Fantastic Pool & Spa
Home in Savannah
4.88 out of 5 average rating, 59 reviewsRenovated Pool Paradise - Private Oasis Sleeps 14
Home in Hilton Head Island
4.97 out of 5 average rating, 78 reviewsNew pool/spa: pool heat available : King master
Home in Savannah
4.94 out of 5 average rating, 119 reviewsJungle Paradise! Perfect Location w/ Private Pool!
Home in Tybee Island
4.94 out of 5 average rating, 33 reviewsVilla Palms - 4 BR Beautiful Home w/ Private Pool
Home in Hilton Head Island
4.89 out of 5 average rating, 9 reviewsFREE Pool Heat - Luxury Home - Pet Friendly
Home in Hilton Head Island
4.93 out of 5 average rating, 193 reviewsScreened Heated Pool/Spa/Elevator/Fenced Yard-51
Home in Hilton Head Island
5 out of 5 average rating, 24 reviewsTownhouse with Southern charm
Condo rentals with a pool
Condo in Hilton Head Island
4.93 out of 5 average rating, 131 reviews$99 nite 1BR/1BA 2 Qbeds/inside pool/jacuzzi/pickleba
Condo in Hilton Head Island
4.93 out of 5 average rating, 133 reviewsBeach Ocean Front -Heated Pool
Condo in Hilton Head Island
4.69 out of 5 average rating, 218 reviewsCondo on Beachfront Resort
Condo in Hilton Head Island
4.9 out of 5 average rating, 106 reviewsUpgraded peaceful villa ! 7 min walk to the beach
Condo in Hilton Head Island
4.91 out of 5 average rating, 44 reviewsBeachside Condo: 2 bedrooms, 2 bathrooms
Condo in Hilton Head Island
4.75 out of 5 average rating, 158 reviewsWalk to Beach - Indoor Pool - Central Location!
Condo in Hilton Head Island
4.8 out of 5 average rating, 227 reviewsPool side condo just steps from beach boardwalk!
Condo in Hilton Head Island
4.83 out of 5 average rating, 111 reviewsOceanside Resort. Heated Indoor Pool, Hot tub.
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.2K properties
Nightly prices starting at
G$2,091 GYD before taxes and fees
Total number of reviews
119K reviews
Family-friendly rentals
4.2K properties are a good fit for families
Pet-friendly rentals
750 properties allow pets
Rentals with dedicated workspaces
2.5K properties have a dedicated workspace
Destinations to explore
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