
Holiday rentals with a pool in Kiawah Island
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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 $279 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
310 of Kiawah Island holiday 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!
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!

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

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 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!

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.

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.

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. .

Beach escape near Charleston SC
Escape to Marais de Sel, a calming villa retreat on exclusive Seabrook Island. Let the rhythm of the tides set the tone for your stay as expansive windows capture golden marsh sunsets. Enjoy uncrowded resident-only beaches. Heron Point’s private pool is just steps away. Bike shaded trails, play championship golf, or dine with sweeping ocean views. Browse boutiques and cafés at nearby Freshfields Village, with Charleston’s world-class dining, culture, and history only 40 minutes away.

3 Min. to Beach - Resort Pools and Privileges
Your Secluded Beach Retreat on Kiawah Island Escape to the natural beauty of Kiawah Island at 93 Surfscoter Lane, a charming coastal 4 BR 3+BA home just a short stroll from the beach. Nestled among lush maritime forest and overlooking a lagoon and Cougar Golf Course, this beautifully maintained home offers the perfect balance of comfort, style, and island charm. We are pleased to offer Kiawah Resort Privileges to our guests including pool access and golf discounts. RBL25-000105

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

Luxe Beach Bungalow Ocean Views Heated Pool

Heated Pool-Walk to Beach-Hot Tub-Walk to Beach!

Inlet Cove Beach House in Kiawah

Quaint Seabrook Island Cottage

Heron's Landing by Sandpiper | Near Beach

Hugging Tree Sea Cottage!

14 Sweetgrass Lane 2 BR with a Pool. Sleeps 4

11 Atlantic Beach Court by Akers Ellis Rentals
Condo rentals with a pool

Dolphins & Sunsets From This Beachfront Villa!

Beautiful Marsh Front Villa

Resort Privileges!Pristine!Great location!

Private Island Courtside Villa-5min drive to beach

Bohicket Marina Villa, L.L.C.

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level

Oceanfront IOP Condo w/ Private Pier

Stylish Ocean Front Sanctuary
Other holiday rentals with a pool

Renovated Cottage Within Walking Distance to Beach

Luxury Villa, Club Access, Beach, Pet-Friendly

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

Splash of Lime - an iTrip Charleston Beaches Home

Seabrook Serenity-Coastal Retreat-Bike to Beach

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

1314 Pelican Watch Villas Beach Amenities Sale$249

The Surf Shack at 524 Carolina Boulevard
When is the best time to visit Kiawah Island?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $669 AUD | $574 AUD | $627 AUD | $834 AUD | $1,121 AUD | $1,212 AUD | $996 AUD | $844 AUD | $636 AUD | $665 AUD | $542 AUD | $595 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 |
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- 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
- Angel Oak Tree
- Shelter Cove Towne Centre
- White Point Garden
- The Citadel
- Kiawah Beachwalker Park
- Cypress Gardens





