
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.
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Popular amenities for Hilton Head Island rentals with a pool
House rentals with a pool

Relaxing Pool Paradise - Private Oasis Sleeps 14
This was a great place for my 70th and my nieces 30th birthday party celebration. Can’t say enough about the beds , the towels the kitchen and the space . This place is super clean and amazing. Beautiful place. Well worth the money ‘

Luxurious Sea Pines home with saltwater pool
The house was perfect! It was very open with plenty of room! We loved the openness of the kitchen into the dining room and into the living room! That’s where we stayed the most! All the beds were so comfortable! It was wonderful experience!

Sea Pines - S. Beach Charmer - Private Pool/Spa
We had a great stay! From the beginning, Nick was very responsive. Gave us great recommendations and restaurant options. We loved that this home was in the sea Pines community. It was very private and there’s so much to do. Definitely worth getting the pool and the hot tub heated. The first couple of days we had a couple of issues with the hot tub and the pool being heated, but Nick and Judy were so responsive and did everything to accommodate us and fix the problem. The house is very clean. And we even had cleaning service in the middle of our stay, which was nice. Would def come back!

Private pool/spa : pool heat available : Kg master
We really enjoyed our stay at Abigail’s place! Very comfortable with everything you may need. The kitchen was well stocked. We enjoyed the pool!

Jungle Paradise! Perfect Location w/ Private Pool!
LuKa’s home was perfect. We loved the location, it was perfectly located between Tybee and Savannah giving us multiple options to go eat, explore, and be touristy. This house was perfect for our family with kids ranging from 7-14. They each had something fun to do that kept them busy and entertained, and of course the pool was a bonus! Even without the pool being heated, it had zero affect on how fun we all had. The home was cleaned and well stocked of everything we needed. We honestly cannot wait to come back!

FREE Pool Heat - Luxury Home - Pet Friendly
Hideaway was just perfect for us. It's a lovely home, well furnished & very comfortable in a quiet Sea Pines neighborhood. The home has everything you could wish for in terms of amenities and both the beach & Sea Pines Center are walkable. Linda & Jay are extremely responsive and provide a thoughtful personal touch to everything about the stay.

Heated Pool/Fenced Yard, Golf Cart rental-51
Michael’s place was absolutely perfect for our group!! We really enjoyed having the loft with a bunch of extra beds so we didn’t have to bring any air mattresses. It’s about a 7-10 minute easy walk to the beach. Had everything we needed for cooking. Hot tub was a nice addition! We did have a little trouble with keeping it warm but that was probably more user error on our end than anything and we didn’t try trouble shooting. Absolutely recommend this place for a larger group and would definitely stay here again!

Townhouse with Southern charm
The townhouse was in a great location central to everything Very peaceful setting Kevin and Dena were wonderful hosts very responsive to all our needs We would definitely rent this property again. We love HH and this property was perfect for our family get together! Thanhs Kevin and Dena!
Condo rentals with a pool

Condo 2 Qbeds/indoor pool/picklebal/3 blocks beach
Gloria was kind and responsive via text messages. The condo was perfect for a long weekend. We also enjoyed the pickleball courts!

Beach 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!

Condo on Beachfront Resort
I enjoyed my 5 day stay. It was clean and had everything I needed. The walk to beach and pool area was an easy walk not too far. I do think the mattress could use an update and be more comfortable. But overall, it was great place.

Relaxing 2Br/2ba condo on HHI, minutes from beach
We had a great time staying at Kacie’s condo. The location was great and she was so quick to respond with any questions we had. Definitely recommend!

Upgraded 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!

Beachside Condo: 2 bedrooms, 2 bathrooms
Tasha was a wonderful host. She reached out to me prior to checkin to ensure I received the door code. She also handled an extra parking price for my wife very quickly. Best customer service I have experienced using Airbnb or hotel room. Highly recommend!!

Walk to Beach - 3 Pools - Central Location!
Very nice place and also host is communicative .

Pool side condo just steps from beach boardwalk!
Sheena was responsive and this place is perfect for a family with small kids. The indoor pool is perfect for cooler weather. The walk to the beach was gorgeous with a great little restaurant right by the beach. There was a convenient storage garage for all of our beach supplies and they had some beach supplies available to borrow. The bed was so comfortable we slept so well each night! Sheena even allowed us to book an extra day at the last minute. Shelter Cove is a 3 min drive - groceries, restaurants, shopping - EVERYTHING! We would definitely stay here again.
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.5K properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
120K reviews
Family-friendly rentals
4.4K properties are a good fit for families
Pet-friendly rentals
830 properties allow pets
Rentals with dedicated workspaces
2.8K properties have a dedicated workspace
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- Palmetto Dunes Oceanfront Resort
- St. Catherines Beach
- Hilton Head Island Beach
- Dolphin Head Golf Club
- Mid Beach
- North Beach, Tybee Island
- Bonaventure Cemetery
- Harbour Town Golf Links
- Bradley Beach
- Private Beach Access Port Royal
- Congaree Golf Club
- Edingsville Beach
- Harbor Island Beach
- The Beach Club
- Wassaw Island, North Beach
- Wormsloe Historic Site
- Tybee Beach Pier and Pavilion
- Surf Song Bed & Breakfast
- Tybee Beach point
- Bloody Point Beach
- The Westin Savannah Harbor Golf Resort & Spa
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