Vacation rentals with a pool in Hilton Head

Find and book unique homes with a pool on Airbnb

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Popular amenities for Hilton Head rentals with a pool

House rentals with a pool

Superhost
An inviting entryway features a staircase with black and white steps leading to the upper level. Natural light floods in through the front door, while a stylish lantern illuminates the space. The warm hardwood floor complements the neutral walls and accentuates the welcoming atmosphere.
Home in Savannah
4.89 out of 5 average rating, 71 reviews

Relaxing Pool Paradise - Private Oasis Sleeps 14

KimRating, 5 stars1 week ago
Overall this home is exactly as described. Very large with plenty of space for all 10 of us. The two palm trees in the front yard on either side of the driveway have been taken out which isn’t a huge deal except I was hoping to hang a banner between them which didn’t happen. The yard plants need some trimming and the front deck has a damaged board or two, but the inside of the house was very nicely done. All of the furniture was in great shape and very sturdy, durable, and comfortable! The pool was nice but a bit too chilly for us to enjoy when we were there. The screen on the pool enclosure needs to be replaced due to storm damage but we were informed of that prior to our visit and it didn’t make a difference in the pool area or our enjoyment of it. Having two staircases to the upstairs bedrooms was very nice and convenient. The neighborhood is nice and quiet and it was very convenient to Kroger and Starbuck’s. We enjoyed our stay and highly recommend this home.
Superhost
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!
Superhost
Home in Thunderbolt
4.57 out of 5 average rating, 7 reviews

A Port in the Storm - Shangri La Isle of Armstrong

ErikaRating, 5 stars12 months ago
What can I say. The pictures do this home no justice. Im from California and when I walked through the doors i felt a sense of peace and being at home. Old Beverly Hills, North Hollywood, Los Feliz feel. This isnt your cookie cutter airbnb. You wont find warehouse furnishings, but rather one of a kind quality, high end everything. The saltwater pool was refreshing and the cabana is beautiful. My favorite place was the upstairs second sunken living room. I'd definitely come back. 10 out of 10.
Superhost
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, 81 reviews

Private pool/spa : pool heat available : Kg master

RogerRating, 5 stars4 days ago
The house was in a great location, close to everything. The surrounding neighborhood was very quiet and peaceful. Abigail was proactive and responsive throughout the entire process. The house was as advertised and the pool was a big hit with the entire family.
Superhost
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!
Superhost
Home in Hilton Head Island
5 out of 5 average rating, 29 reviews

54 Folly Field Rd - Amazing Beach Home with Pool

AmberRating, 5 stars1 week 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.
Superhost
Home in Hilton Head Island
5 out of 5 average rating, 29 reviews

Townhouse with Southern charm

SierraRating, 5 starstoday
We loved our stay at Kevin’s villa. It is a short walk to the beach and conveniently located in Palmetto Dunes. Bike rentals in walking distance . Kevin was very responsive and always willing to answer any questions we had. The home is comfortable and inviting . We look forward to the possibility of staying here in the future next time we are in Hilton Head.
Superhost
Home in Savannah
4.98 out of 5 average rating, 128 reviews

Private Oasis with Pool Between Downtown & Beach

MaryRating, 5 stars3 weeks ago
Location - about 15 minutes by car to historic Savannah and also about 15 minutes to Tybee Island, so it is easy to navigate or use Uber/Lyft. We walked daily in the cute, safe neighborhood. We also walked to and through the Wildlife Reserve just two streets down from the house. Pool and hot tub were wonderful! Charcoal grill and seating for outdoor meals! Plenty of lounge chairs poolside. Also two loveseats and two chairs under shade (which was perfect for the 7 week old with us). Plenty of pots/pans/utensils/storage containers. Also olive oil and basic spices made cooking so much easier than if we would have had to buy those only to use small amounts. Private back yard in a quiet neighborhood. House has lots of space to spread out!

Condo rentals with a pool

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 stars9 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 stars2 weeks 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 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.
Superhost
A cozy living area features a dark grey sofa with decorative pillows, a light wooden coffee table, and an entertainment unit with a flat-screen TV. A dining table with green chairs is visible in the background, complemented by a large window allowing natural light to enter.
Condo in Hilton Head Island
4.85 out of 5 average rating, 125 reviews

Oceanside Resort. Heated Indoor Pool, Hot tub.

MeganRating, 5 stars3 weeks ago
We loved this stay in Hilton Head! Mark was super quick to respond with any questions and gave lots of good information ahead of time. The condo complex had everything you would need for a great week without even having to leave if you didn't want to.
Guest favorite
The living area is furnished with a blue sofa, accent pillows, and a light-colored armchair beside a small side table. A coffee table with decorative items is centered on a textured area rug. Large sliding glass doors provide access to the balcony overlooking the pool.
Condo in Tybee Island
4.89 out of 5 average rating, 242 reviews

Beachfront Condo - Heated Pools and Beach Bar

AlyssaRating, 5 stars3 weeks ago
We really enjoyed our stay! The Deck restaurant on site is a huge bonus and it was really great to have parking onsite. The condo is exactly as pictured in the photos and has easy beach access - we loved the option of having our morning coffee on the patio or at the beach. Short drive to the main strip in Tybee and not far from Savannah. It was also super convenient to have a washer and dryer within the unit! This was a great place to stay. Thanks Michael!

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