
Vacation 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
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!

Dolphins & Sunsets From This Beachfront Villa!
In this gated & private oasis, you're just steps to the wide white sands of this semi-private beach. Thorough cleaning & sanitation in this 1st floor end unit sleeps 4 on real beds, K in bedroom & Q Murphy bed in living area. 2 Full Baths. Smart TVs. Stocked kitchen provides all pots & pans for cooking; basic spices, olive oil, vinegar, plastic wrap & foil. Beach needs all provided; Hair dryers; all detergents, soaps, and paper products stocked. Washer/Dryer. NO PETS OR PARTIES. STR2025-000007

Little Oak Love | 5 Minutes to Folly | Marsh Views
Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

Beautiful Marsh Front Villa
Beautiful villa & incredible marsh views of Bohicket Creek on Seabrook Island w/ crabbing dock, private pool and picnic bbq area. Open space concept with kitchen & living room including pullout couch and HD tv. The sitting room is the perfect place for watching the sunset or to enjoy your morning coffee. And a spacious bedroom includes a queen bed. With purchase of amenity cards guests enjoy access to the Island's world class facilities including: beach club pools, custom gym and more.

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.

Beach House- 0.4 Miles from the Ocean STR25-000614
*Close to Charleston, SC- Our pet friendly 2 bedroom 2 bathroom charming “Tree House” is located just .4 miles from the beach on the prestigious and gated Seabrook Island. Your family, friends, or colleagues will love this slice of heaven minutes from the beach, pools, golfing, dining, and all of the other amenities Seabrook has to offer. NOTE: The treehouse is roughly 900 sq. ft. Parking for two vehicles. Furniture changes have been made since photographs. Cable not provided. .

Resort Privileges!Pristine!Great location!
Full Resort Privileges(use of Resort-owned pools and facilities+)! Villa offers reverse floor plan (3 bedrooms on first floor)-living area on second floor. Elevated view is of 17th fairway/17th green!Televisions in all bedrooms:42" in living room; wood floors w/new rug and chairs in living room; ceramic tile bathrooms; fully equipped kitchen; meticulously maintained. Very light and bright! Easy living~3 minute walk to 10 miles of pristine beach and family pool! Very light and airy-

Gorgeous home one block from beach w/ heated pool
Have fun with the whole family at this stylish place. This home is ideally located walking distance to the beach and near everything IOP has to offer. Enjoy sunsets on the rooftop patio and spend hours swimming in the pool. The home is ideal for families with a number of games, shuffle board, bikes, a golf cart, four patios, and tons of interior space. The home has all new furniture and is stocked with everything you need to enjoy your stay and feel like you are at home.

Private Pool Oasis • Walk to Folly Beach
Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Gated Farmhouse Loft with Pool & Hot Tub
Gorgeous guest retreat above detached garage with pool access. Seven miles from Historic Downtown Charleston. Minutes from restaurants and the beach. This cottage is the best place to celebrate a special occasion! Send simple decorations through Amazon and we will decorate for you! Beach chairs, umbrella, and towels provided for your day at the beach. Business License Number (LIC063755)

Luxury Seabrook Beachfront w/Spectacular Sunsets!
Escape the everyday hustle and relax in this romantic, beachfront Seabrook bungalow with direct boardwalk access to a private beach with spectacular sunset views of the Atlantic Ocean and the Edisto River. Newly renovated with all new Big Chill appliances, fully stocked kitchen, marble counter tops and luxury finishes. Amenity cards included.
Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Blue Horizon - Oceanfront House on Harbor Island

Cozy Cottage! Golf, Pools, Pets ok - Double Eagle

Hugging Tree Sea Cottage!

Amzing Views-Heated Pool-HotTub-walk to beach

Renovated luxury cottage on Seabrook Island.

Edisto Dream - Walk to Beach, Bikes, Kayaks, Golf!

Charming Mt Pleasant Getaway with Heated Pool

1091 Sparrow Pond Cottage - Kiawah
Condo rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Key Lime Condo

Beachside Port O'Call Summer Specials!

Stylish Ocean Front Sanctuary

Ocean Breeze Villa

Sunrise Sea Cabin 137C - Isle of Palms, SC!

Relax and Unwind in a Stylish Beachfront Villa

All Inn on Edisto - Cozy Condo Close to Everything
Other vacation rentals with a pool

Multi-level home w/ pool, lanai & deck near beach

Upscale Villa, Dog Friendly. Amenity Included!

Pet Friendly Beach Villa Seabrook Club Access

Cute Cottage on Cougar Pt Golf Course Pet Friendly

Young families+ snowbird winter deals-club access

1316 Pelican Watch Villas-Beach & Amenities - Sale

3 Min. to Beach - Resort Pools and Privileges

Newly Renovated Riverfront Villa
When is the best time to visit Kiawah Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$100,416 GYD | G$86,190 GYD | G$94,140 GYD | G$119,871 GYD | G$132,005 GYD | G$165,267 GYD | G$149,368 GYD | G$126,565 GYD | G$95,395 GYD | G$99,788 GYD | G$81,378 GYD | G$89,328 GYD |
| Avg. temp | 10°C | 12°C | 15°C | 19°C | 23°C | 26°C | 28°C | 27°C | 25°C | 20°C | 15°C | 11°C |
Quick stats about vacation rentals with a pool in Kiawah Island

Total vacation rentals
Explore 310 vacation rentals in Kiawah Island

Nightly prices starting at
Kiawah Island vacation rentals start at G$41,840 GYD per night before taxes and fees

Verified guest reviews
Over 2,450 verified reviews to help you choose

Family-friendly vacation rentals
290 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
310 of Kiawah Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kiawah Island rentals

4.8 Average rating
Kiawah Island stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Charleston County
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- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Shem Creek Park
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- Hampton Park
- Riverfront Park
- Rainbow Row
- Middleton Place
- The Charleston Museum
- Angel Oak Tree
- White Point Garden
- Magnolia Plantation & Gardens
- Shelter Cove Towne Centre
- Edisto Beach State Park
- Morris Island Lighthouse
- Hunting Island State Park
- Gibbes Museum of Art
- The Citadel





