
Vacation 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.

Sunset Paradise - Great Location on Island
Enjoy Seabrook year round. It's spectacular! Well-appointed two bedroom/ two bath second-floor condo with magnificent marsh view. Beautiful sunroom to relax while enjoying a glass of wine/coffee. Enjoy biking on the beach, tennis, pickleball, golf, & horseback riding. Three bicycles are included for pedaling on Island. Condo is close to Bohicket Marina for sunsets & short bike ride to Fresh Fields for shopping. Unit includes FREE amenity card for club access. Great location. Stay and play!

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

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.

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.

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. .

Oceanfront Top Floor ☼ Beautiful Panoramic View!
Cozy third floor condo with unbeatable ocean views. This unit is top floor, center building which means panoramic views of the beach and ocean. Great location in the heart of Isle of Palms, with easy access to shopping, dining and entertainment. Open floor plan with full kitchen. Views of the ocean from the balcony, living room, and even the kitchen. Enjoy a cup of coffee as the sun rises or savor a glass of wine and take in an amazing sunset while listening to the waves of the ocean.

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

'Island of Skye', Oceanfront Paradise

Hugging Tree Sea Cottage!

Folly Oasis | Cozy Beachside Home + Pool

The Sea Shadow - Walk to Beach!

Welcome to Ohana House!

Songbird Cottage - 12 Atlantic Beach, Golf Views!

“The Bluebird” Riverfront Bungalow * EV Charger

Red Sunset | Sunset View Private Pool
Condo rentals with a pool

Key Lime Condo

Beachside, Wild Dunes * Port O'Call Deals

Newly renovated Oceanfront Condo ~ Isle of Palms

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
Other vacation rentals with a pool

Oceanfront luxury penthouse suite with two pools

Seaside Therapy - An iTrip Vacations Home

Kiawah Exclusives | 1082 Sparrow Pond Cottage

Amenity Cards+Views+Dogs OK

Luxury Seabrook Isl Beach Condo

Elledot Cottage 1 king bed, 1 set bunk beds

Pompano Pool House

Beach escape near Charleston SC
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$95,365 GYD | G$85,745 GYD | G$116,906 GYD | G$119,834 GYD | G$131,963 GYD | G$165,216 GYD | G$134,264 GYD | G$117,324 GYD | G$97,875 GYD | G$86,581 GYD | G$89,509 GYD | G$101,848 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 300 vacation rentals in Kiawah Island

Nightly prices starting at
Kiawah Island vacation rentals start at G$33,461 GYD per night before taxes and fees

Verified guest reviews
Over 2,660 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
260 properties have a dedicated workspace

Wi-Fi availability
300 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!
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- Rentals with pools Charleston County
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- Rentals with pools United States
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- Bulls Island
- James Island County Park
- Middleton Place
- Waterfront Park
- Shem Creek Park
- The Golf Club at Wescott Plantation
- Bradley Beach
- Angel Oak Tree
- Hampton Park
- Harbor Island Beach
- 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