
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.

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!

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.

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*

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.

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 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-

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; Max 4 guests; Max cars 2.
Popular amenities for Kiawah Island rentals with a pool
House rentals with a pool

Amenity Cards Included Dog Friendly Modern Villa

Private Entrance Suite w/ pool, 5 min from beach

Great "Newly" Listed Villa with Stunning Kitchen

Hidden Oak Hideaway

Updated home private pool & 3 mi to beach!!

Crooked Oaks Retreat on 8

Private Pool | Only 1 Block to King | Sundance

“The Bluebird” Riverfront Bungalow * EV Charger
Apartment rentals with a pool

Wild Dunes! Spring Forward Rates!

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

Community Pool! | Bay Pointe Hideaway

Riverfront Retreat/2 Balconies Pool, Walk to Beach

Stylish Ocean Front Sanctuary

Oceanfront Villa-pool/pier, fishing, stunning view

1313 Pelican Watch Villas Beach Seabrook Island SC

Relax & Enjoy Life! Updated Wild Dunes Condo
Other holiday rentals with a pool

Upscale Villa, Dog Friendly. Amenity Included!

Folly Oasis | Cozy Beachside Home + Pool

Pet Friendly Beach Villa Seabrook Club Access

Pet-friendly villa w/ ocean view & pool

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

Young families+ snowbird winter deals-club access

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

Charming Mt Pleasant Getaway with Heated Pool
When is the best time to visit Kiawah Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $582 SGD | $524 SGD | $714 SGD | $732 SGD | $806 SGD | $1,009 SGD | $912 SGD | $773 SGD | $582 SGD | $609 SGD | $497 SGD | $545 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 |
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 $140 SGD per night before taxes and fees

Verified guest reviews
Over 2,460 verified reviews to help you choose

Family-friendly holiday rentals
290 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!
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- Rentals with pools Charleston County
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- Rentals with pools United States
- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Shem Creek Park
- Bulls Island
- Waterfront Park
- Middleton Place
- Hampton Park
- Angel Oak Tree
- The Charleston Museum
- Isle of Palms Beach
- Morris Island Lighthouse
- White Point Garden
- Rainbow Row
- Gibbes Museum of Art
- Riverfront Park
- Magnolia Plantation & Gardens
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- The Citadel
- Fort Sumter National Monument
- Coastal Discovery Museum




