Vacation rentals with a pool in Hilton Head

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Popular amenities for Hilton Head rentals with a pool

House rentals with a pool

Guest favourite
Home in Savannah
4.89 out of 5 average rating, 71 reviews

Relaxing Pool Paradise - Private Oasis Sleeps 14

KimRating, 5 stars2 weeks 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
Home in Hilton Head Island
4.85 out of 5 average rating, 125 reviews

Palmetto Dunes Home on 1st Tee Fazio Golf Course

SamanthaRating, 5 stars1 week ago
Great place for our group to stay during a local golf tournament. Bedroom layout was great for several couples and had a nice central living area. House has everything we needed for the weekend and more. Would stay here again.
Superhost
Home in Whitemarsh Island
4.9 out of 5 average rating, 21 reviews

Savannah Pool Home, Game Rm, Sleeps 8, Pet Frndly

JulieRating, 5 stars1 month ago
We enjoyed our stay at this location. It was easy to access the city of Savannah which is full of history, design, art and highly rated restaurants. Plus it was also easy access to the beach and the oceanfront vibe. Milan was a good host, very attentive to our requests. Our dogs loved the fenced in backyard. Good 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.
Guest favourite
Home in Savannah
4.95 out of 5 average rating, 129 reviews

Jungle Paradise! Perfect Location w/ Private Pool!

KaleighRating, 5 stars3 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 favourite
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.
Guest favourite
Home in Hilton Head Island
4.93 out of 5 average rating, 204 reviews

Heated Pool/Fenced Yard, Golf Cart rental-51

CaitlinRating, 5 stars2 weeks 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!
Guest favourite
Home in Savannah
4.98 out of 5 average rating, 128 reviews

Private Oasis with Pool Between Downtown & Beach

MaryRating, 5 stars1 month 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 favourite
Condo in Hilton Head Island
4.9 out of 5 average rating, 100 reviews

Luxury Condo King bed Pool &Ocean views Jetted Tub

GregRating, 5 stars2 days ago
Wonderful location and view of the beach as well as the pool was great! Comfortable bed and sitting area. Kitchen set up nicely.
Guest favourite
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
Condo in Hilton Head Island
4.7 out of 5 average rating, 225 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 favourite
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 favourite
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!
Superhost
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
Condo in Hilton Head Island
4.85 out of 5 average rating, 126 reviews

Oceanside Resort. Heated Indoor Pool, Hot tub.

DonnaRating, 5 stars2 weeks ago
Great spot for us to rest and relax. Kids loved the pool and the access to the beach. Would stay again!
Guest favourite
Condo in Tybee Island
4.89 out of 5 average rating, 243 reviews

Beachfront Condo - Heated Pools and Beach Bar

StephanieRating, 5 stars2 days ago
We had a wonderful week at Michael's condo on Tybee. Perfect location, quiet, easy access to beach and pools. Easy 30-minute drive to Savannah, we did two day-trips there to explore. The Deck was very convenient for great food. Michael's condo was spacious, inviting and clean. Two full bathrooms felt like a rare luxury! We are on a quest to visit all 50 states, Georgia was #26. So we likely will not be back anytime soon, but would recommend to friends and family. 10/10.

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