Vacation rentals with a pool in Hilton Head Island

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Hilton Head Island rentals with a pool

House rentals with a pool

Guest favorite
A private saltwater pool is surrounded by a stone patio and lush grass, offering space for relaxation. Lounge chairs are positioned for comfort, with the house's light-colored exterior and multiple windows visible in the background, integrating indoor and outdoor areas.
Home in Hilton Head Island
4.89 out of 5 average rating, 9 reviews

Luxurious Sea Pines home with saltwater pool

ChristyRating, 5 stars2 months ago
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!
Top guest favorite
Home in South Beach
4.98 out of 5 average rating, 40 reviews

Sea Pines - S. Beach Charmer - Private Pool/Spa

RoseannRating, 5 stars6 months ago
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!
Guest favorite
The image showcases a backyard oasis featuring a newly constructed pool surrounded by a patio. Lounge chairs are arranged around the pool, and vibrant greenery enhances the tranquil setting. A shaded area with a table and umbrella is visible in the background.
Home in Hilton Head Island
4.98 out of 5 average rating, 80 reviews

Private pool/spa : pool heat available : Kg master

MariaRating, 5 stars3 weeks ago
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!
Guest favorite
A spacious backyard features a large private pool with a sun deck, surrounded by greenery and shaded by trees. Colorful lounge chairs are arranged around the pool, and a playful float adds a touch of fun to the inviting water.
Home in Savannah
4.95 out of 5 average rating, 129 reviews

Jungle Paradise! Perfect Location w/ Private Pool!

KaleighRating, 5 stars2 weeks ago
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!
Guest favorite
A sleek patio area is featured, showcasing a private plunge pool surrounded by lush greenery. Two lounge chairs are positioned beside the pool, inviting relaxation. An outdoor dining set with an umbrella offers a shaded space for meals, with ample natural light illuminating the scene.
Home in Hilton Head Island
4.92 out of 5 average rating, 13 reviews

FREE Pool Heat - Luxury Home - Pet Friendly

AndrewRating, 5 stars5 days ago
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.
Guest favorite
Home in Hilton Head Island
5 out of 5 average rating, 29 reviews

54 Folly Field Rd - Amazing Beach Home with Pool

AmberRating, 5 stars3 days ago
This house is very nice. It’s a quick walk to the beach. I do recommend bringing beach chairs and an umbrella with you for beach days unless you want to rent them. The pool area is nice and the pool is nicely heated. There is a large built in grill for all your cooking. We didn’t know where to get firewood but learned on our last day you can purchase it at Kroger. The outside bathroom is a great idea for kids. We did rent bikes but found this area of HHI to be a bit busy for biking. The beds are very comfortable and the tv in the living room is massive. Washer and dryer work good. Kitchen is lovely. Stove can be tricky to figure out. Overall nice place. Our friends renters a condo across the street so it was very convenient for everyone.
Guest favorite
A two-story house features a light blue exterior with white trim and black shutters, showcasing a spacious driveway. A six-person black golf cart is parked in front, contrasting against the landscaped area with tropical plants and a nearby streetlamp.
Home in Hilton Head Island
4.93 out of 5 average rating, 204 reviews

Heated Pool/Fenced Yard, Golf Cart rental-51

CaitlinRating, 5 stars1 week ago
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!
Top guest favorite
Home in Hilton Head Island
5 out of 5 average rating, 28 reviews

Townhouse with Southern charm

DoreenRating, 5 stars2 days ago
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

Guest favorite
An indoor pool is presented with a unique, curved shape, surrounded by lush greenery. A hot tub is positioned nearby, and sunlight is filtered through large windows, highlighting the clear water. Depth markers are indicated along the edge of the pool.
Condo in Hilton Head Island
4.92 out of 5 average rating, 133 reviews

Condo 2 Qbeds/indoor pool/picklebal/3 blocks beach

MorganRating, 5 stars6 months ago
Gloria was kind and responsive via text messages. The condo was perfect for a long weekend. We also enjoyed the pickleball courts!
Guest favorite
A landscaped area features a heated pool surrounded by palm trees and lounge chairs. A walkway borders the pool area, leading towards open greenery and the beach in the distance, creating an inviting outdoor retreat.
Condo in Hilton Head Island
4.93 out of 5 average rating, 133 reviews

Beach Ocean Front -Heated Pool

RebeccaRating, 5 stars8 months ago
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!
Superhost
The spacious beachside pool is prominently featured alongside the sandy shore, offering sun loungers and shaded seating areas. The ocean's gentle waves meet the horizon under a clear blue sky, with beach umbrellas dotting the coast in the distance.
Condo in Hilton Head Island
4.7 out of 5 average rating, 224 reviews

Condo on Beachfront Resort

DianneRating, 5 stars1 month ago
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.
Guest favorite
A clear blue pool area features lounge chairs positioned along the edges, surrounded by lush greenery. The shallow end is marked with visible lane lines, and a partially shaded gazebo is located nearby, providing an inviting setting for relaxation.
Condo in Hilton Head Island
4.88 out of 5 average rating, 105 reviews

Relaxing 2Br/2ba condo on HHI, minutes from beach

KayleeRating, 5 stars1 week ago
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!
Guest favorite
A living area is depicted with two dark sofas and a wooden coffee table in the center. A television is positioned on a black cabinet. Natural light enters through sliding glass doors that provide access to the balcony, featuring a small dining set. Light blue walls contribute to a relaxed atmosphere.
Condo in Hilton Head Island
4.9 out of 5 average rating, 108 reviews

Upgraded peaceful villa ! 7 min walk to the beach

MikeRating, 5 stars3 months ago
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!
Guest favorite
An indoor pool area is shown, featuring a spacious swimming pool surrounded by lounge chairs. A hot tub is located nearby. Natural light enters through large windows above the pool, while balconies of the upper levels overlook the space. A grassy area is present at the pool's edge.
Condo in Hilton Head Island
4.9 out of 5 average rating, 49 reviews

Beachside Condo: 2 bedrooms, 2 bathrooms

ChristopherRating, 5 stars1 month ago
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!!
Superhost
A bright bedroom features a spacious bed adorned with a patterned quilt, complemented by decorative pillows. A bedside table holds a lamp, illuminating the cozy space. Soft teal colors bring a calming effect, while a window with sheer curtains allows natural light to fill the room.
Condo in Hilton Head Island
4.76 out of 5 average rating, 167 reviews

Walk to Beach - 3 Pools - Central Location!

AlRating, 5 stars1 week ago
Very nice place and also host is communicative .
Superhost
A dining area features a wooden table set for six, accompanied by white chairs. Natural light flows through the window, illuminating the adjacent modern kitchen with stainless steel appliances and light cabinetry. A comfortable seating area is visible in the background.
Condo in Hilton Head Island
4.79 out of 5 average rating, 229 reviews

Pool side condo just steps from beach boardwalk!

ChelseaRating, 5 stars6 months ago
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

    $10 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

Destinations to explore