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Vacation rentals with a pool in Wadmalaw Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Wadmalaw Island rentals with a pool

House rentals with a pool

Top guest favorite
The exterior of a well-maintained single-story home features a welcoming porch with a grid of windows and blue shutters. Surrounding greenery and decorative planters enhance the inviting atmosphere. A spacious driveway leads to the entrance, providing ample space for parking.
Home in Pigeon Point
5 out of 5 average rating, 16 reviews

The '56 Retreat

CyntraRating, 5 stars1 week ago
Large, beautifully decorated rooms, completely updated kitchen and baths, a pool and screened porch with hot tub! What more could you want? Definitely your home away from home!
Top guest favorite
A serene swimming pool sits under the shade of lush greenery, framed by an elegant two-story structure. The pool's clear water contrasts with the light-colored patio. Outdoor seating areas are visible beyond the pool, providing a comfortable space for relaxation.
Home in Mount Pleasant
4.96 out of 5 average rating, 114 reviews

Private Entrance Suite w/ pool, 5 min from beach

MichelleRating, 5 stars1 week ago
My husband and I enjoyed our stay. The location is in a very nice neighborhood and very close to lots of Charleston's favorite things to do. Liz was a great host giving specific directions as well as checking in to make sure we had everything we needed. However, we did not need to request anything additional than what was provided. Check in and check out was an easy process. We will stay here again.
Guest favorite
A serene view reveals a tranquil marsh scene, featuring gently rippling water reflecting vibrant hues of pink and orange at sunset. Lush greenery borders the water, with silhouettes of trees creating a peaceful backdrop against the colorful sky.
Home in Seabrook Island
4.95 out of 5 average rating, 22 reviews

Great "Newly" Listed Villa with Stunning Kitchen

CaitlinRating, 5 stars3 days ago
We’ve been coming to Seabrook for years and Brenda’s place was one of our top stays. Check-in was seamless, the kitchen was stocked with all of the cooking essentials, and the views off the master bedroom are unbeatable! We had a family beach photo shoot planned which was rained out one night and quickly rescheduled to early the next morning; Brenda was beyond responsive in getting the guest pass switched over to the next day and offered a great suggestion for something during our, now free, rainy evening. We’ll be back for sure and wouldn’t hesitate to recommend staying here to anyone else.
Top guest favorite
A light-filled living area features large glass doors opening to views of the salt marsh. Soft furnishings include a white sofa with decorative navy cushions and two wooden armchairs. A woven rug defines the space, complemented by a wooden coffee table and indoor plants.
Home in Fripp Island
4.96 out of 5 average rating, 48 reviews

Located mid-island by tennis courts, marsh sunsets

AntoninaRating, 5 stars2 weeks ago
We had a very short but relaxing stay at Kathy’s place. We enjoyed how quiet and private yet walkable it is to some food options and morning coffee. Loved riding around on a golf cart exploring the island and meeting its beautiful deer everywhere! We definitely will be back!
Guest favorite
Home in Saint Helena Island
4.99 out of 5 average rating, 128 reviews

The Hampton House

BeauRating, 5 stars1 week ago
This is a nice house with a lot of really great perks. The golf cart, kayaks, fishing rods, beach equipment, and more made it easy to enjoy the week. The location is peaceful and ideal for fishing but not perfect for swimming or waves; we went to adjacent Hunting Island State Park for the kids to ride waves (a state park pass is included by the host). We enjoyed our week!
Guest favorite
An open layout features a modern kitchen with light cabinetry and appliances, alongside a spacious living area. A textured rug adds warmth to the floor, while large windows allow natural light to fill the space, creating a welcoming environment.
Home in North Charleston
4.86 out of 5 average rating, 222 reviews

Nathalie~spacious and quiet home with EV charger

MaryanneRating, 5 stars2 weeks ago
The place was great, quiet neighborhood, very convenient for all the things we wanted to do. It's close to the airport, so it was a snap picking up and dropping off my friends. We were visiting one of my bestie's kids who is in apprentice school for the navy, so we grabbed him for the holiday weekend, and we had a great time hanging out! We ate at great restaurants and made terrific meals at the house, as well. Everything we needed to cook was available in the kitchen. The house is pet-friendly which i am extremely appreciative of!!! Thanks for allowing us to stay! It was super comfortable and relaxing!
Top guest favorite
The exterior of a fully renovated beach cottage is framed by lush greenery and tall trees. The structure is elevated, featuring a set of steps leading to a covered entryway. A decorative wooden fence and natural landscaping enhance the inviting atmosphere.
Home in Seabrook Island
5 out of 5 average rating, 29 reviews

Hugging Tree Sea Cottage!

AmberRating, 5 stars1 week ago
Do not hesitate to stay at Hugging Tree Cottage - our entire experience from first booking to check out was seamless. I cannot say enough about our host, Kim. She was proactive in reaching out to us to see if we needed anything or had questions and was incredibly responsive and kind when we contacted her. The house is perfection, so so so clean, beautifully decorated, VERY comfortable beds, fabulous and cozy couch, and the golf cart option was amazing. The kitchen is beautiful and has everything you need and the location of the house was so easy to the pool, beach, Freshfields, etc. We were 3 moms and 4 teen girls and it was perfect for our group. We are so grateful to our amazing hosts for an unforgettable long weekend. Thank you! Can’t wait to come again.
Guest favorite
A dining area features a round white table surrounded by natural wicker chairs. A large, textured pendant light hovers above the table. Decorative pillows and art adorn the space, adding a cozy touch. Large windows allow natural light to fill the room.
Home in Folly Beach
4.98 out of 5 average rating, 47 reviews

Cozy Folly Beach House w/ POOL - Beach Side

SueRating, 5 stars4 days ago
Beautiful home, great location and very short walk to beach front 👌

Condo rentals with a pool

Top guest favorite
A serene beach scene features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.
Condo in Hilton Head Island
4.98 out of 5 average rating, 116 reviews

Beach condo with pool and stunning nature views

JamesRating, 5 stars1 month ago
Loved our stay here. Condo very clean and comfortable, especially beds. Very communicative hosts Thank you for letting us stay
Top guest favorite
Condo in Seabrook Island
4.94 out of 5 average rating, 102 reviews

On the Beach-End Unit! Enjoy Dolphins & Sunsets!

MarkRating, 5 stars3 weeks ago
Pelican Watch is a beautiful place on Seabrook. The beach is a 2 minute walk from the backdoor with a great view from the back porch. You need a car to get to most restaurants but great places are 10-20 minutes away. Harris Teeter is well stocked nearby with great steaks and seafood as well as wine. I’d definitely stay here again.
Guest favorite
A well-maintained swimming pool is surrounded by lounge chairs, offering a relaxing space for guests. Lush greenery and palm trees provide a natural backdrop. The building adjacent to the pool features large windows, allowing for ample light and a connection to the outdoor environment.
Condo in Hilton Head Island
4.96 out of 5 average rating, 294 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo

SarahRating, 5 stars3 days ago
We loved our stay here, it’s a great location on the beach, we like this area of the island as it doesn’t seem as crowded. The resort is nice and has different activities going on, we love having the poolside bar area and ice cream stand right there. The place itself was nice, clean, made good use of space. Kids loved the hall bunks. Very easy to check in and out.
Top guest favorite
Condo in Hilton Head Island
4.98 out of 5 average rating, 259 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach/bar

MegRating, 5 stars3 days ago
I’ve stayed at this resort multiple times but this room is by far the best! It was clean, had every thing we needed & more, and was a perfect location for a wagon haul to the beach. It was impressively stocked with things you may forget. We had a wonderful stay & will be staying in this room again for our next stay. Thank you!
Top guest favorite
A bright dining area with views of the ocean through sliding glass doors. A round table is set with a decorative bowl, while outdoor seating can be seen on the balcony. Lush greenery frames the coastline beyond.
Condo in Hilton Head Island
4.97 out of 5 average rating, 295 reviews

Oceanfront Luxury! KING BED 65"TVs Pickleball BAR!

Kent and CandyRating, 5 stars6 days ago
Condo was super easy to get to on the first floor and definitely oceanfront. Although we were on the first floor, we could still see 98% of the ocean over the dunes and easily hear the waves crashing from the balcony. We got to see a family of rabbits hopping through the dune grasses and 99.9% of the time no one is seen between our balcony and the ocean… giving the feeling of seclusion in a populated area. Everything worked as it should in every room in the condo… fantastic TVs, extremely good shower heads, sturdy beach chairs, stout beach umbrella w/ anchor, comfortable plush leather sofa, and a very comfy form fitting memory foam king bed with plenty of pillows for even the finicky sleeper. 99% of my kitchen needs were met…i’ll remember the cooking spray next time. The plush white sand was a pleasant surprise as well as how level and firm the sand gets when the tide goes out, great for bocce ball! BTW, just about any kind of tent, wind shade or popup is allowed on the beach.
Guest favorite
Condo in Hilton Head Island
4.97 out of 5 average rating, 287 reviews

OceanView Luxury! KING BED 65"TV Bar Pickleball Gym

MonicaRating, 5 stars1 week ago
The beach chairs and coolers were great to have for a weekend getaway! Thank you so much for letting us stay in your beautiful home!
Top guest favorite
A spacious beachfront pool area is surrounded by palm trees and landscaping. Lounge chairs are arranged along the pool's edge, inviting relaxation. The clear blue water reflects the surrounding greenery, creating a tranquil setting for guests to enjoy during their stay.
Condo in Hilton Head Island
4.97 out of 5 average rating, 163 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

SarahRating, 5 stars4 days ago
Mike is the best host, quick to respond and eager to accommodate. When we asked a question on the app, he always responded immediately. The place was very clean and exactly as advertised. Looking forward to booking with him again!
Top guest favorite
The image showcases a spacious outdoor pool surrounded by palm trees and lounge chairs. Tennis courts are visible in the background. A covered area with picnic tables is present nearby, providing a relaxing environment for guests. The water is clear and inviting under bright sunlight.
Condo in Folly Beach
4.96 out of 5 average rating, 141 reviews

Paradise at Folly - Beautiful Riverfront Condo

MaryRating, 5 stars3 weeks ago
Two words: absolutely wonderful! Felt right at home the moment we walked in. It was exactly as pictured and described. Close to everything. 20 minutes from Charleston and 5 min drive to ocean. Beautiful water views from porch. Also enjoyed time at the pool. Fully stocked kitchen. We will be returning again.

Quick stats about vacation rentals with a pool in Wadmalaw Island

  • Total rentals

    140 properties

  • Nightly prices starting at

    G$25,106 GYD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

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