
Holiday rentals with a pool in Kiawah Island
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Top-rated rentals with a pool in Kiawah Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

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!

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

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.

Oceanfront Sea Cabin 226 B - Discover Charleston!
Positioned right in the heart of 🌴 Isle of Palms 🌴 this charming 2nd floor condo is just steps from a private pier and sandy shore, with shopping, dining and entertainment close by. Enjoy a panoramic view of the Atlantic Ocean from a private balcony overlooking a community pool and beautiful natural dunes. Unwind and relax with breathtaking sunrises that paint the sky. 👉 Located just off the IOP Connector, making a trip to nearby Mount Pleasant or Downtown Charleston is easy and stress free!

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. STR25-000066; BL25-0000680; Max 4 guests; Max cars 2.

Folly River Walk Everywhere, Pool, and Dock
Enjoy laid back Folly Beach Lifestyle Walking distance from the beach, restaurants, and shops. 3 bedrooms each with its own bath make it the perfect space! Enjoy the community dock and pool! Inside the home the kitchen has been renovated and is a great open layout to enjoy friends and family. Ditch the cars once you arrive though! Walk, bike, or rent a golf cart for the week! Enjoy the best sunsets from the pool or dock after a day at the beach! *Please no animals due to family allergies*

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. With ample space and a one of a kind design, 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. .

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.

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level
First floor oceanfront condo just steps from the beach! Great location in the heart of Isle of Palms, a laid back beach town on the coast of South Carolina. You'll have easy access to the pool, beach, shopping, spectacular dining, and entertainment. Open floor plan with full kitchen. Enjoy a cup of coffee on the patio as the sun rises over the water. Take a walk on the pier and enjoy a sunset while waves crash beneath your feet. Getting to the beach has never been easier.
Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Amenity Cards Included Dog Friendly Modern Villa

Share-in Dipity Refined 4 bedrooms pool not heated

Private Entrance Suite w/ pool, 5 min from beach

Seabrook Island | 3 bdrm | walk to beach

Kiawah Exclusives | 12 Falcon Point

Coastline Cottage

Beach House with Backyard Oasis

Heated pool, steps to Beach
Condo rentals with a pool

Key Lime Condo

Cozy Coastal Crib near Downtown and the Beach!

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

Resort Privileges!Pristine!Great location!

Little Oak Love | 5 Minutes to Folly | Marsh Views

Paradise at Folly - Beautiful Riverfront Condo

Stylish Ocean Front Sanctuary

Beachy Isle of Palms Studio! Close walk to BEACH!
Other holiday rentals with a pool

Oceanfront luxury penthouse suite with two pools

Fripp Island, Coastal Elegance, steps to beach

Seagrove Villa 3A - Luxurious Ocean View! Pool!

1315 Pelican Watch Villas Beach Seabrook Island SC

Welcome to Ohana House!

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

Elledot Cottage 1 king bed, 1 set bunk beds

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 |
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Avg. price | $702 AUD | $632 AUD | $861 AUD | $883 AUD | $972 AUD | $1,217 AUD | $989 AUD | $864 AUD | $721 AUD | $638 AUD | $659 AUD | $750 AUD |
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 holiday rentals with a pool in Kiawah Island
Total holiday rentals
Explore 300 holiday rentals in Kiawah Island
Nightly prices starting at
Kiawah Island holiday rentals start at $246 AUD per night before taxes and fees
Verified guest reviews
Over 2,660 verified reviews to help you choose
Family-friendly holiday rentals
290 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
260 properties have a dedicated workspace
Wi-Fi availability
300 of Kiawah Island holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- Bulls Island
- Middleton Place
- James Island County Park
- Waterfront Park
- Shem Creek Park
- The Golf Club at Wescott Plantation
- Angel Oak Tree
- Bradley Beach
- Harbor Island Beach
- Hampton Park
- The Charleston Museum
- Secession Golf Club
- Dolphin Head Golf Club
- Bull Point Beach
- Isle of Palms Beach
- Driftwood Beach
- Morris Island Lighthouse
- Seabrook Island Beach
- Charleston Aqua Park
- White Point Garden
- Hunting Island Beach