
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.

Beautifully Transformed Upper Level Deluxe Villa
Escape to Seabrook Island, a Private Gated Beach Community! Stay at a Bright, Modern, Renovated Upper Level 1 Bedroom Villa. An exceptional choice with the combination of luxury and ideal location. The urban, beach chic style features everything you need for enjoyment and relaxation. Updated kitchen is equipped with all essentials. Enjoy the screened porch or a drink on the deck overlooking the tennis courts. Owner is a Licensed SC Real Estate Assoc. STR25-000073 Occupany 4, onsite parking max 2

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

Stunning Completely Renovated Golf Course Villa
Stunning villa w/ beautiful view of 7th hole & 15 min walk to beach. Completely renovated with open kitchen and living space that leads out onto private deck. Deck includes lounge chaise and table to enjoy your morning coffee or dinner. Living space includes a pull out couch and a Samsung HD tv. Upstairs enjoy a bright and spacious bedroom with lofted ceilings. With purchase of amenity cards guests enjoy access to Islands world class facilities including: beach club pools, custom gym and more.

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!

Turtle Cove 2BR villa with full resort amenities
Our place is close to the Turtle Point clubhouse, the Sanctuary, and East Beach. We are about a 10 minute walk to the beach (or 3 minutes by bike). Our 2 bedroom villa is spacious, and is rated top-tier by the Kiawah Island Resort. Our patio is finished and is now part of the interior, offering a separate seating area, a game/work table and an office area. Because we are managed by the Kiawah Island Resort, our guests enjoy full resort amenities, including use of the 2 resort pool areas.

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.

Beautiful 2BD/2BA Seabrook Island Villa
Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

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!
Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Blue Horizon - Oceanfront House on Harbor Island

Folly Oasis | Cozy Beachside Home + Pool

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

Hugging Tree Sea Cottage!

Amzing Views-Heated Pool-HotTub-walk to beach

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!

Community Pool! | Bay Pointe Hideaway

Stylish Ocean Front Sanctuary

Ocean Breeze Villa

Oceanfront IOP Condo w/ Private Pier

Relax and Unwind in a Stylish Beachfront Villa
Other vacation rentals with a pool

*Surf & Sand Court-Side Beach•Pool•Amenities

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

1315 Pelican Watch Villas-Beach & Amenities - Sale

Upscale Villa, Dog Friendly. Amenity Included!

Cute Cottage on Cougar Pt Golf Course Pet Friendly

Magnolia Cottage on the exclusive Seabrook Island

Seabrook SEArenity

Seabrook Serenity-Coastal Retreat-Bike to Beach
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$100,400 GYD | G$86,177 GYD | G$94,125 GYD | G$119,853 GYD | G$131,985 GYD | G$165,242 GYD | G$149,345 GYD | G$126,546 GYD | G$95,380 GYD | G$99,773 GYD | G$81,366 GYD | G$89,314 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$41,833 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!
Destinations to explore
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Western North Carolina Vacation rentals
- Atlanta Vacation rentals
- Myrtle Beach Vacation rentals
- Charleston Vacation rentals
- Gatlinburg Vacation rentals
- Charlotte Vacation rentals
- Hilton Head Island Vacation rentals
- Savannah Vacation rentals
- Jacksonville Vacation rentals
- Cape Fear River Vacation rentals
- Pet-friendly rentals Kiawah Island
- Fitness-friendly rentals Kiawah Island
- Family-friendly rentals Kiawah Island
- Rentals with a kayak Kiawah Island
- Rentals with outdoor seating Kiawah Island
- Waterfront rentals Kiawah Island
- Rentals with a patio Kiawah Island
- Rentals with a hot tub Kiawah Island
- Beach condo rentals Kiawah Island
- Luxury rentals Kiawah Island
- Beachfront rentals Kiawah Island
- Villa rentals Kiawah Island
- Rentals with beach access Kiawah Island
- Condo rentals Kiawah Island
- Beach house rentals Kiawah Island
- Lakehouse rentals Kiawah Island
- House rentals Kiawah Island
- Apartment rentals Kiawah Island
- Rentals with a fireplace Kiawah Island
- Rentals with lake access Kiawah Island
- Rentals with a washer and dryer Kiawah Island
- Rentals with pools Charleston County
- Rentals with pools South Carolina
- Rentals with pools United States
- 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
- Riverfront Park
- Rainbow Row
- Hampton Park
- Middleton Place
- The Charleston Museum
- Angel Oak Tree
- White Point Garden
- Magnolia Plantation & Gardens
- Shelter Cove Towne Centre
- Morris Island Lighthouse
- Edisto Beach State Park
- Hunting Island State Park
- The Citadel
- Gibbes Museum of Art





