
Holiday rentals with a pool in Kiawah Island
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Kiawah Island

Total holiday rentals
Explore 310 holiday rentals in Kiawah Island

Nightly prices starting at
Kiawah Island holiday rentals start at $253 SGD per night before taxes and fees

Verified guest reviews
Over 2,680 verified reviews to help you choose

Family-friendly holiday rentals
300 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
310 of Kiawah Island holiday rentals include wifi 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!
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!

Seabrook Island Golf Course Condo! Amenity card!
This town home is in a privately gated community at Shadowwood Villas that offers endless opportunities for exploring nature and only a short walk to the beach. Enjoy the golf course view from your deck and take in the view of grand Live Oak Trees and stunning greens as you view the acclaimed Ocean Winds golf course! This unit offers privacy and a central location on the island. The amenity card IS included! The lake house at Seabrook gives access to an indoor/outdoor pool and fitness center.

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.

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 View
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!

Newly Remodeled Villa, 5 Minute Walk to Beach
Entire remodeled three bedroom villa. 5 minute walk to beach, just steps to a private pool. Home overlooks sweeping marsh and golf course views. Leave your worries behind and enjoy island life just 23 miles from Charleston. Seabrook Island features an amazing gated 2200 acre resort community with award winning golf courses, fitness center, beach horseback riding, and spectacular beach club. Amenity cards available. Seabrook Biz License: BL25-000818 Short Term Rental Permit: STR25-000064

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.

Beautiful 1 bdrm 2 bath townhouse on golf course
Newly updated contemporary townhouse! This sharp property is overlooking the golf course on Seabrook Island. This lovely home has 1 bedroom upstairs with a king bed and 2 bathrooms. Main level has a stocked kitchen, with a smart frig., stove, oven, microwave & wine frig.. The kitchen has a waterfall quartz island and gold toned hardware. The living room (w/NEW Queen sofa bed) is spacious, and there is a full bath with a shower. There is also a smart TV and a washer and dryer. Pet friendly.

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.

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-

Heated Pool - Marsh Front - Hot Tub - Walk toBeach
Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene marsh; you are able to see amazing wildlife all around you while in complex relaxation mode. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there should be plenty of room. Enjoy tons of games, Golf hitting bay, darts, ping pong , swings and kids play area! STR23-0364799CF LIC00726

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

Ocean Views~Heated Pool~Hot Tub~Golf~4Bed~2Bunk Rm

Family Beach Cottage - Steps to Beach & Pool (SS)

Inlet Cove Beach House in Kiawah

Quaint Seabrook Island Cottage

343 Governors Drive by Akers Ellis Rentals

Hugging Tree Sea Cottage!

The Blue Lagoon by Sandpiper | Near Beach

Family/Pet Friendly-walk to beach-free amenity app
Apartment rentals with a pool

Riverside Condo with Marsh View Balcony

Beautiful Marsh Front Villa

Beautifully Transformed Upper Level Deluxe Villa

Stylish Ocean Front Sanctuary

Folly Beach Condo - Marsh View - “Westview Too”

Private Island Courtside Villa-5min drive to beach

Discover Charleston @seacabin226b Oceanfront Condo

Key Lime Condo
Other holiday rentals with a pool

Beach escape near Charleston SC

Renovated Cottage Within Walking Distance to Beach

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

Close to beach, pool, tennis, golf+Amenity card

Luxury Seabrook Island 18th Hole View

Dog Friendly 2nd Floor Beach Condo

1314 Pelican Watch Villas Beach Amenities Sale$249

Luxury Villa, Club Access, Beach, Pet-Friendly
When is the best time to visit Kiawah Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $608 SGD | $522 SGD | $570 SGD | $758 SGD | $1,019 SGD | $1,101 SGD | $905 SGD | $766 SGD | $578 SGD | $604 SGD | $493 SGD | $541 SGD |
| 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 |
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- Sullivan's Island Beach
- Isle of Palms Beach
- Hunting Island State Park Beach
- Charleston City Market
- Bulls Island
- James Island County Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Waterfront Park
- Rainbow Row
- Shem Creek Park
- Riverfront Park
- Magnolia Plantation & Gardens
- Hampton Park
- Edisto Beach State Park
- Middleton Place
- The Charleston Museum
- Hunting Island State Park
- Shelter Cove Towne Centre
- Angel Oak Tree
- White Point Garden
- Kiawah Beachwalker Park
- Cypress Gardens
- Boone Hall Plantation





