
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

6 BR, Sleeps 26, Beach Time
This home is absolutely beautiful! We loved staying here!! Such a great experience!

180º Ocean Views, Treehouse "Siren's Lookout"
Connie’s place was not only the perfect size and location but also just the perfect vibe. Every part of the treehouse matched what we were wanting out of our vacation and made our trip that much more enjoyable. Whether it was sitting outside drinking coffee in the morning or out by the fire at night, the view and peaceful surroundings along with the interior views created the perfect escape for us throughout our entire stay. Connie was responsive and beyond amazing with every question and help we needed. She was an amazing host and created the best space for our trip, we appreciated every big and small detail!

Starfish Beach House with Pool and Bikes
Sherri was very responsive to our concerns. She had a person on site that was very accountable to our needs. Would definitely stay again.

5 Bedroom-Beach Access-Pool-Sleeps 14!
We had an amazing stay at Sur La Mar for our girls trip! The house was clean, spacious, and perfectly set up for a large group—it made everything so easy and comfortable. The location was ideal, close to the beach and had everything we needed, and we loved having the pool to relax and hang out together. Steven was incredibly responsive and helpful throughout our stay. Highly recommend this place for anyone planning a big group getaway or family vacation in Hilton Head.

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets
Lovely space! Beautifully decorated and with modern touches and comfortable beds. We hope to return soon. We enjoyed biking around the neighborhood and to the general store. It’s a peaceful, quiet resort neighborhood — but so close to many things to do. Recommend the free shuttle to the beach, especially with preschool/elementary children in tow who may not feel like walking 12 minutes to the beach. Thanks to Patricia and Veronica for a memorable trip!

New Resort-Style Pool, Cute House 88 Steps to Sand
Our family of 5 stayed at Rick’s place for a week for spring break and thoroughly enjoyed it. It was easy walking to the beach, very fun to play in the heated pool, biking to Coligny for food, playground. We did a cookout one night in the cabana by the pool. The kids loved the bunk bed. The easy indoor/outdoor living was a delight. The TVs and remotes worked great. I enjoyed going on runs in the morning on the beach or on the biking/walking trail across the street from the house. The house had everything we could want like a stool for our 3 year old to use the bathroom sink to plenty of pool toys, beach toys, chairs, beach wagon, etc. The house also came with a pass to Sea Pines which was an unexpected treat!

17 Night Heron · Elegant, Stylish Beach Cottage
The home was perfect!! It can be so hard to find a place at the beach for just two people, but the cottage was wonderful. Comfortable, beautiful area, incredibly easy walk to the beach. The only thing worth noting is that the fridge is very small (basically an under counter drink drawer) so don’t expect to be able to load up on a full week of groceries. That said, there are so many grocery stores super close, so it was not a problem. I would absolutely come back for another relaxing weekend at the beach!!

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms
We loved our stay at Marina's beach hut. We walked to the beach morning and evening and views on the beach were beautiful. Everyone was so friendly. Had plenty of space for our family to either be together or spread out in the house space. House was well stocked with beach and home supplies. Loved having space for our car in the garage. Master bath shower was luxurious! Neighborhood was quiet and felt very safe. Loved the keyless entry system!
Condo rentals with a pool

HUGE Ocean View! 65"TV Pickleball BAR GYM & Tennis
This was a great place: conveniently located, amazing resort amenities, and stress free. We would definitely stay again!

Island House; First Floor Villa / Weekly discount
We felt right at home immediately! Everything we could have possibly needed for our stay and more was readily available. The condo was cozy and very clean. The decor was beautiful! It was just wonderful all the way around! Will definitely be returning!

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6
Nick’s place was perfect for our family. The bunk beds were great for the kids, and the king bed was comfortable. The view from the balcony is beautiful with nice patio furniture to lounge in. The kitchen had everything we needed. Nick was very responsive and helpful!

Easy Breezy at Hilton Head Beach & Tennis
This place was great, exactly what our family needed for our stay at the beach! Erik was responsive and proactive and made sure we had everything we needed. The beach amenitites were a huge plus. The condo is in a great, private location. Would highly recommend!

(5) Location! Walk to Coligny Beach Shops Dining!
My family and I took a quick one day trip up to Hilton head Island from Atlanta to go to the beach. We were very pleased with this unit as it was only a couple blocks away from the beach so definitely within walking distance (less than a 10 minute walk), there were tons of restaurants and little shops nearby. The home was beautiful and clean and equipped with everything we needed, and they even had beach chairs and an umbrella and a wagon for us to use which was super helpful to have. The hosts were very communicative and even accommodated us getting there early from Atlanta. It was well worth the price in my opinion compared to other rentals, we will definitely be back to stay there again!

Luxury Couples Retreat
I had a wonderful stay! Julia is a great host who responded very quickly when I had a question. The condo is very comfortable and nicely decorated. The resort is well maintained and I appreciated having security and maintenance staff available if needed. There is so much to do on Hilton Head Island, I could easily have stayed another week!

HipNautic Couples Beach Escape Indoor Pool Jacuzzi
Really cute apartment with great amenities, conveniently located next to a connected Hilton Hotel so we my friends and I were able to take advantage of a few hotel perks ;) The hot tub and pool area were really nice too! Overall booking was made easy and the host was very responsive and helpful!

1 Minute walk to the beach *Amazing ocean view*
We could not have asked for a better host, excellent place to stay and so close to the beach. Paul had everything we needed for our stay, including all the equipment to enjoy our time on the beach. We will definitely be back.
Quick stats about vacation rentals with a pool in Hilton Head Island
Total rentals
5.5K properties
Nightly prices starting at
G$2,092 GYD 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
- Savannah Vacation rentals
- Atlanta Vacation rentals
- Gatlinburg Vacation rentals
- Central Florida Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Charleston Vacation rentals
- Western North Carolina Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Rentals with beach access Hilton Head Island
- Rentals with an EV charger Hilton Head Island
- Rentals with breakfast Hilton Head Island
- Townhouse rentals Hilton Head Island
- Rentals with a home theater Hilton Head Island
- Beach house rentals Hilton Head Island
- Rentals with a fire pit Hilton Head Island
- Mansion rentals Hilton Head Island
- Rentals with an accessible height toilet Hilton Head Island
- Rentals with a kayak Hilton Head Island
- Rentals with outdoor seating Hilton Head Island
- Waterfront rentals Hilton Head Island
- Hotel rentals Hilton Head Island
- Rentals with a sauna Hilton Head Island
- Pet-friendly rentals Hilton Head Island
- Apartment rentals Hilton Head Island
- Beachfront rentals Hilton Head Island
- Rentals with a washer and dryer Hilton Head Island
- Rentals with a patio Hilton Head Island
- Beach condo rentals Hilton Head Island
- Rentals with a fireplace Hilton Head Island
- Rentals with a hot tub Hilton Head Island
- Rentals with lake access Hilton Head Island
- Cottage rentals Hilton Head Island
- Fitness-friendly rentals Hilton Head Island
- Condo rentals Hilton Head Island
- Family-friendly rentals Hilton Head Island
- Luxury rentals Hilton Head Island
- Kid-friendly rentals Hilton Head Island
- Villa rentals Hilton Head Island
- House rentals Hilton Head Island
- Rentals with pools Beaufort County
- Rentals with pools South Carolina
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Palmetto Dunes Oceanfront Resort
- Shipyard Beach Access
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Mid Beach
- Dolphin Head Golf Club
- Harbor Island Beach
- Tybee Beach Pier and Pavilion
- Hilton Head Island Beach
- Congaree Golf Club
- Tybee Beach point
- Secession Golf Club
- Bull Point Beach
- Bradley Beach
- Wormsloe Historic Site
- Bloody Point Beach
- Islanders Beach Park
- Seabrook Beach
- Bonaventure Cemetery
- Hunting Island Beach
- Things to do Hilton Head Island
- Sightseeing Hilton Head Island
- Tours Hilton Head Island
- Things to do Beaufort County
- Tours Beaufort County
- Nature and outdoors Beaufort County
- Sightseeing Beaufort County
- Things to do South Carolina
- Sports activities South Carolina
- Food and drink South Carolina
- Art and culture South Carolina
- Nature and outdoors South Carolina
- Tours South Carolina
- Sightseeing South Carolina
- Entertainment South Carolina
- Things to do United States
- Entertainment United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Tours United States
- Art and culture United States
- Sightseeing United States