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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
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Home in Hilton Head Island
5 out of 5 average rating, 4 reviewsStunning Sea Pines Retreat | Fantastic Pool & Spa
Fantastic home, lovely pool, private, well furnished kitchen. Would definitely consider coming back. Home And Home was extremely responsive prior and during the visit with any questions we had. We heated the pool and it was a must for early season. This is an extra cost that is posted in Additional Rules. You can check but I do not believe that the Spa will be heated unless you pay for heat. Once again, really enjoyed this AirBNB.
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Home in Hilton Head Island
4.97 out of 5 average rating, 78 reviewsPrivate pool/spa : pool heat available : Kg master
best choice we made. beautiful place to relax and spend family time. Abigail was the best and always ontop of everything. fast answers
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Home in Hilton Head Island
5 out of 5 average rating, 3 reviewsIsland Getaway - an iTrip Hilton Head Home
This home is spacious and well maintained. The open floorplan and ample living space allowed our family of 5 adults to each do their thing while having family time. The indoor pool was an added bonus and the location is perfect for accessing local shops, restaurants, beaches, and landmarks. Plenty of bike trails, golf courses, and tennis courts. It made for an ideal winter getaway!
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Home in Hilton Head Island
5 out of 5 average rating, 27 reviews54 Folly Field Rd - Amazing Beach Home with Pool
"We booked this Airbnb well in advance, and unfortunately, there was a double booking at our initial location upon arrival. However, the Oceanside team handled the situation with incredible professionalism and care. Within less than 10 minutes, they upgraded us to a better location that exceeded our expectations. The stay was absolutely amazing, and their attention to detail and dedication to guest satisfaction truly stood out. We’re so grateful for the exceptional service they provided and would highly recommend Oceanside to anyone looking for a seamless and enjoyable experience!"
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Home in Hilton Head Island
4.93 out of 5 average rating, 197 reviewsHeated Pool/Spa/Fenced Yard, Golf Cart rental-51
Michael was very responsive and flexible, the house was perfect for my big family and would highly recommend this home.
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Home in Hilton Head Island
5 out of 5 average rating, 24 reviewsTownhouse with Southern charm
We had a wonderful stay at this beautiful home in Hilton Head! The house was absolutely spotless and provided everything we needed for a memorable Thanksgiving dinner. The kitchen was well-equipped, and the spacious dining area made it perfect for gathering and enjoying a festive meal. The location was ideal—just a short walk to the beach, which we still enjoyed even though the weather was a bit chilly. The owner was incredibly helpful, providing detailed and clear instructions for getting in and out of the house, making our arrival and departure seamless. We loved the outdoor spaces, including the patios, and we can only imagine how great it would be to enjoy them in the warmer months. The proximity to the outdoor pool is also a big plus. We’ll definitely be back to experience it again in the summer! Highly recommend this home for anyone looking for a relaxing, comfortable stay in Hilton Head.
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Home in Hilton Head Island
5 out of 5 average rating, 5 reviews(1S)LuxuryHome|Walk2Beach|FreeHeatedPool|EVcharger
The home was beautiful and well maintained and organized! The Sea Turtle folks were kind and very helpful. They worked hard with us to resolve an issue at the very beginning of our stay and made sure we were completely satisfied. Truly appreciated!
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Home in Hilton Head Island
5 out of 5 average rating, 3 reviewsNew build marsh home with a private pool!
The house was super clean, new/updated throughout, and perfect size for our group of 13! Kitchen was large and had a nice big table and island for everyone to hang at. The living room was comfy and right next to the kitchen so it felt like one big room. Just a short drive to a few beaches and parking wasn’t an issue at the beach, and also a short drive to tons of restaurants. If adults are going to get in the pool it might make sense to pay to have it heated, but for us the kids didn’t mind the cooler water temperature. The host company was very responsive and friendly. We’d definitely stay there again if we’re back in HHI with a big group..hands down 5 stars!
Condo rentals with a pool
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Condo in Hilton Head Island
4.93 out of 5 average rating, 131 reviews$99 nite Jan & Feb1BR/1BA Qbeds/ind pool/picklebal
Gloria was kind and responsive via text messages. The condo was perfect for a long weekend. We also enjoyed the pickleball courts!
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Condo in Hilton Head Island
4.93 out of 5 average rating, 133 reviewsBeach Ocean Front -Heated Pool
My Husband and I loved this gem of a place. The location is perfect. Beautiful views of the ocean from the 3rd floor. The condo was very clean. The bed and linens were comfortable. Craig was kind and responsive. This place surpassed our expectations and we truly had a wonderful vacation!
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Condo in Hilton Head Island
4.7 out of 5 average rating, 221 reviewsCondo on Beachfront Resort
Great place and responded quickly to anything asked.
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Condo in Hilton Head Island
4.9 out of 5 average rating, 107 reviewsUpgraded peaceful villa ! 7 min walk to the beach
Absolutely PRISTINE and extremely comfortable! Little thoughtful touches included an amazing gift bag and a detailed, thorough welcome binder chock full of helpful local suggestions and lodging/complex details. Quite obvious that the hosts truly care about providing an enjoyable experience to their guests! We would stay here again if we have the good fortune to visit beautiful Hilton Head Island again!
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Condo in Hilton Head Island
4.91 out of 5 average rating, 45 reviewsBeachside Condo: 2 bedrooms, 2 bathrooms
Me and my friends had a great time thank you to the hosts and I would definitely recommend.
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Condo in Hilton Head Island
4.75 out of 5 average rating, 162 reviewsWalk to Beach - 3 Pools - Central Location !
We really enjoyed our time in Steve and Jenna apartment. Great location and access to the beach.
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Condo in Hilton Head Island
4.84 out of 5 average rating, 118 reviewsOceanside Resort. Heated Indoor Pool, Hot tub.
I traveled to SC for work. The location was great, nice walk to the beach via the boardwalk, amenities of the association were great and I had all the comforts of home.
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Condo in Hilton Head Island
4.98 out of 5 average rating, 40 reviewsLovely 2 bed condo with in/outdoor pool+hot tub
Thank goodness there was an indoor pool. It rained a bunch of days we were in SC so there still something for the kids to do. Condo was clean and was as described. Nice layout when your vacationing with 2 kids and a grandma. We each had our own space. One thing that can make an improvement is an extra TV in the 2nd bedroom.
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.1K properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
120K reviews
Family-friendly rentals
4.2K properties are a good fit for families
Pet-friendly rentals
750 properties allow pets
Rentals with dedicated workspaces
2.4K properties have a dedicated workspace
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