Holiday rentals with a pool in Kiawah Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kiawah Island

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Guest favourite

Apartment in Isle of Palms

4.96 out of 5 average rating, 278 reviews

Relax and Unwind in a Stylish Beachfront Villa

Enjoy breathtaking beachfront sunrises and dining at a cozy table on your own covered balcony. The private pier and pool are only steps away from the ocean. View stunning sunsets and Sullivan's Island Lighthouse from the bedroom and entrance. Nautical decor, premium vinyl plank floors, and shiplap walls coalesce within this bright apartment retaining an ethos of southern charm. The gourmet kitchen is well-equipped with full-size appliances, ice-maker, filtered water dispenser, granite countertop, under-counter lighting and a convenient coffee bar with multiple brew options! The panoramic ocean views are the best available at Sea Cabins! Located on the 3rd floor, it's just 3 doors from the end of building C. Enjoy beautiful sunrises right from the living room, kitchen, or balcony, and sunset views of Sullivan's Island Lighthouse from the front door or bedroom window. You will have private access to the beach, community pool, and fishing pier. Island shopping, restaurants, groceries and entertainment are just steps away! It is conveniently located near Mt. Pleasant, Shem Creek, and historic downtown Charleston, giving you unlimited choices for dining, shopping, and entertainment. This home sleeps 4 with a queen size bed and a queen sleeper sofa with memory foam mattress. Enjoy your meals at the bar or on the balcony. Outdoor grilling facilities and picnic tables are also available. The pool-house features private bathrooms and a coin-operated laundry. Access by stairs only (no elevator). Full Absentee host The apartment is located in Isle of Palms, a city on the slender barrier island of the same name. It’s known for its beaches backed by condos and eateries. Sea turtles nest in the area. A nearby park includes a beach, picnic areas, and a playground. Dining, shopping, and entertainment within walking distance. Only a short drive to historic Charleston, SC! Please be aware that the property has a Ring video doorbell on the premises (at the front door). There are no cameras/surveillance devices inside the home or on the balcony.

1–8 Feb

$274 SGD per night

Guest favourite

Apartment in Seabrook Island

4.92 out of 5 average rating, 132 reviews

Upper Level Villa; Bright & Modern - Beach/Pools

Escape to Seabrook and relax at a private South Carolina coastal island with access to exclusive beaches, pools and amenities. This thoughtfully designed and decorated 1-bedroom, 1-bathroom villa has everything needed to make your island experience comfortable and memorable. The villa is on the end of the upper floor which provides a quiet retreat and its porch overlooks the Racquet Club. Conveniently located within the security gates of the 7-square mile island, the villa is ideal for Seabrook!

21–28 Aug

$301 SGD per night

Guest favourite

Home in Charleston

4.98 out of 5 average rating, 113 reviews

Waterfront Privacy, heated infinity pool, location

Be prepared for a truly eye-opening, out-of-this-world experience! Booking this home will change the way you view your next vacation - literally! This is a one-of-a-kind Lowcountry home. Every detail in this home has been laid out just for you to arrive and immediately go into relaxation mode. There are amenities included for the adventurous outdoor-lover and for the unrivaled nightlife seeker Charleston boasts. And, this home is centrally located to Folly Beach and downtown Charleston-$20 Uber.

12–19 Sep

$1,421 SGD per night

Guest favourite

Flat in Johns Island

4.95 out of 5 average rating, 204 reviews

Sailors Rest: Heated Pool & Sauna, Johns Island

Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of luxury & natural beauty, complete with pool (typically heated April - Nov.), infrared sauna, farm-fresh eggs daily, 2 luxury Queen beds, cozy fireplace & patio for al fresco dining. As the only guests on premises, you'll enjoy privacy and tranquility, surrounded by gardens, fountains & Koi Pond. Book Sailors Rest now if you're looking for ultimate rejuvenation.

16–23 Apr

$308 SGD per night

Guest favourite

Apartment in Seabrook Island

4.89 out of 5 average rating, 176 reviews

Neptune's Quarters Courtside Villa (5min to beach)

2 bedroom Courtside island villa. Many welcoming touches make you feel at home. Across street is Lake House fitness center, indoor & outdoor pools, playground, basketball, soccer, corn hole and more. Enjoy spacious open deck and screened porch. Kitchen equipped for daily use, counter seats & dining table. Laundry - full size HE-W/D. Master- king, 2nd bdrm - Queen and Twin. Ceiling fans. Great room has Full - sofa bed, Smart HDTV & DVD. Teak wood flooring. (SBI lic 20231319 STR 0479) Max Occ 6

17–24 May

$283 SGD per night

Guest favourite

Apartment in Saint Helena Island

4.97 out of 5 average rating, 112 reviews

La Sirena , First Floor Ocean View 1 BR Villa

First floor 1 bedroom with 1.5 baths. Located in a gated community on Harbor Island. The island has 3 miles of sandy beach which is just steps away. Views of the ocean & pool can be seen from the screened-in porch. Enjoy 3 pools, tennis, basketball , pickle ball courts, full gym access. Dog park located at the BRC.We also offer a free pass for Hunting Island State Park to use during your stay. We do have golf cart and bike rentals on the Island. Please see pictures for info. Relax and Enjoy!

8–15 Aug

$263 SGD per night

Guest favourite

Home in Johns Island

4.88 out of 5 average rating, 397 reviews

Charleston, SC-2 BR Guest Suite w/ Separate Entry

**One of the few Airbnb’s with a legal permit in Charleston, SC. Just 15 minutes from downtown Charleston, SC. Free legal parking on site! 1 bedroom guest suite plus an additional bedroom. Own private and separate entrance. Comfortably hosts four. Folly Beach a short drive from this safe neighborhood & 2 miles from legendary Angel Oak. Guest access to swimming pool. Complimentary coffee/coffee maker, cable TV, water bottles & juice, refrigerator. Rental License # BL012621-10-2018

23–30 Nov

$157 SGD per night

Superhost

Home in Kiawah Island

4.81 out of 5 average rating, 115 reviews

Kiawah Island Home w/ Pool - 4 bedroom /4 bath

Kiawah Island Home w/ 20x40 Salt H20 Pool 4 Br/3 Ba. Business Lic RBL20-000420 The limit on this property is 10 total house guests including children, 4 parking spaces, NO PARTIES/EVENTS ARE ALLOWED. The property is down a long private driveway with a very large private pool. Guest requests are required to match your guest request. This can always be altered to match your guest actual guest count. The apt is never rented separately. Exceeded guest limits will ensure guest removal.

24–31 Dec

$983 SGD per night

Guest favourite

Apartment in Seabrook Island

4.95 out of 5 average rating, 123 reviews

Riverside Condo with Marsh View Balcony

Channel the pursuit of pause in this tranquil resort-style retreat. The home boasts neutral tones, wood finishes, contrasting patterns, touches of lively green plants throughout, eclectic furnishings, and access to a shared outdoor pool and community dock. Watch the wildlife of the marsh from the screened porch or relax on the dock with a glass of wine as the sun sets. Guests have access to the Island, beaches, shops and restaurants. STR-2024-0021; Bus Lic 2024-0109; Max 4 guests.

17–24 Jan

$282 SGD per night

Guest favourite

Guest house in Saint Helena Island

4.99 out of 5 average rating, 188 reviews

Charming Waterfront Cottage with Beautiful Views.

This is a very comfortable guest cottage with one bedroom, bathroom with large shower, kitchenette, and living room. Guests will occasionally share the dock, screened-in porch, and swimming pool. "MarshSong" is an inspirational place for anyone who just wants to relax, or explore; a good central point for visiting Charleston and Savannah. A beach pass is provided for Hunting Island State Park as well as beach chairs and towels. Rest, relax, recharge - nap on a hanging bed; sleep well.

22–29 Aug

$240 SGD per night

Guest favourite

Townhouse in Seabrook Island

4.93 out of 5 average rating, 157 reviews

Golf view townhouse only 1 mile to the beach

Welcome to Seabrook island! This fully renovated townhouse is located on the golf course and Only 1 mile from uncrowded White Sand beach. And just about 1.5 mile is the new beach club pool, beach side lounge, outdoor door restaurant and bar, Also golf and the club house. plenty of parking there or you can just bike or walk there. Bike rental are about $5 a day. Info will be sent upon booking. I have stocked just about anything you need for your stay, from coffee to beach towels.

7–14 Sep

$222 SGD per night

Guest favourite

Apartment in Isle of Palms

4.94 out of 5 average rating, 272 reviews

Stylish Ocean Front Sanctuary

December Special! Beautiful, 1 BR unit with stunning views of the ocean and IOP beach. Enjoy your piece of paradise in this oceanfront unit with direct access to the beach, private pier, and pool. Relax with stunning views from the living room and balcony, just steps from the beach. Sleeps 5 (up to 4 adults & 1 child) with 1 Q bed, 1 Q sofa bed, and 1 hallway bunk. Available for short stays or weekly (15% off) and off-season discounts. Book now, limited availability

21–28 Dec

$308 SGD per night