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Vacation 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.
Vacation 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
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Home in Hilton Head Island
4.86 out of 5 average rating, 107 reviewsPalmetto Dunes Home on 1st Tee Fazio Golf Course
![](https://a0.muscache.com/im/pictures/miso/Hosting-27898872/original/d21be0c4-dbc9-4693-a861-7156884280fd.jpeg?im_w=720)
Home in Hilton Head Island
4.96 out of 5 average rating, 128 reviewsPeaceful Harbour Town Treehouse with Marsh Views
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6Mzk2NzE0MzM%3D/original/92be5775-4fbf-4f1c-befd-1ece35480233.jpeg?im_w=720)
Home in Hilton Head Island
4.87 out of 5 average rating, 107 reviewsBlue Sky Villa: Beach/pets/golf/tennis/pickleball
![](https://a0.muscache.com/im/pictures/53a3a99a-b6ed-418d-bf1c-49add80f9105.jpg?im_w=720)
Home in Hilton Head Island
4.84 out of 5 average rating, 210 reviewsCoastal Town Gallery House - live like a local!
![](https://a0.muscache.com/im/pictures/miso/Hosting-19764705/original/23aa8fc1-cd4f-4750-b447-4041fb145d95.jpeg?im_w=720)
Home in Hilton Head Island
4.86 out of 5 average rating, 354 reviewsW2Beach*4TVs*Roku*PetsWC *WiFi*4King ßds*grill*gms
![](https://a0.muscache.com/im/pictures/airflow/Hosting-35768809/original/ba577e45-60c0-4196-97ee-b7fe99699462.jpg?im_w=720)
Home in Hilton Head Island
4.98 out of 5 average rating, 103 reviewsNew Resort-Style Pool, Cute House 88 Steps to Sand
![](https://a0.muscache.com/im/pictures/miso/Hosting-20525035/original/9ce916ef-6262-44f3-aa97-554550ef9d50.jpeg?im_w=720)
Home in Hilton Head Island
4.93 out of 5 average rating, 181 reviewsScreened Heated Pool/Spa/Elevator/Fenced Yard-51
![](https://a0.muscache.com/im/pictures/e75d70a5-46a7-4d46-af63-24414e74ff95.jpg?im_w=720)
Home in Tybee Island
4.96 out of 5 average rating, 75 reviewsCheerful Beachfront Condo
Condo rentals with a pool
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Condo in Hilton Head Island
4.85 out of 5 average rating, 117 reviewsAWESOME Retreat! King bed! Ocean View! 2 Bikes 218
![](https://a0.muscache.com/im/pictures/miso/Hosting-45103996/original/8f27aabb-41bd-496a-8544-f8c966f9ded7.jpeg?im_w=720)
Condo in Hilton Head Island
4.86 out of 5 average rating, 109 reviewsBeach Haven, Ocean Front Resort!
![](https://a0.muscache.com/im/pictures/miso/Hosting-44105157/original/62ec6f9d-5e5b-481e-8bf8-eaa625afea3d.jpeg?im_w=720)
Condo in Hilton Head Island
4.92 out of 5 average rating, 106 reviewsRemodeled Hilton Head Island Beach Villa
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Condo in Hilton Head Island
4.95 out of 5 average rating, 141 reviewsGorgeous beach villa 2BD/2BA at Hilton Head Resort
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Condo in Hilton Head Island
4.88 out of 5 average rating, 178 reviewsHilton Head Island - Beach Retreat !!
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Condo in Hilton Head Island
4.91 out of 5 average rating, 176 reviewsSea La Vie-Oceanview Villa-Queen & Queen Sleeper
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Condo in Hilton Head Island
4.93 out of 5 average rating, 102 reviewsCute, clean, and convenient! Don't miss this one!
![](https://a0.muscache.com/im/pictures/4a81a122-41e0-4ed6-8a31-b5661a158ecd.jpg?im_w=720)
Condo in Hilton Head Island
4.84 out of 5 average rating, 217 reviewsBeach Hideaway 3BR 2BA In/Out Pools Full Kitchen
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