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

Total vacation rentals
Explore 310 vacation rentals in Kiawah Island

Nightly prices starting at
Kiawah Island vacation rentals start at G$41,753 GYD per night before taxes and fees

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Over 2,680 verified reviews to help you choose

Family-friendly vacation rentals
300 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
310 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!
Top-rated rentals with a pool in Kiawah Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Inlet Cove Beach House in Kiawah
Our home is in a private, gated community and just steps away from a 25-meter pool, a baby pool and a fishing dock along the Kiawah River. Enjoy watching dolphins during the day and sunsets over the river in the evening. A 10-minute walk takes you to 10 miles of pristine beach.Freshfields Village with grocery stores, boutiques, unique shops and restaurants is 2 miles away. Bohicket Marina offers boat rentals and escorted outings and is 3 miles away. For a fee you can golf, kayak or play tennis.

Quaint Seabrook Island Cottage
Less than a 30 minute drive from Charleston, you will find beautiful Seabrook Island, a private gated oceanfront community. Nestled in live oaks, draped with Spanish moss your peaceful island cottage awaits. Hop on one of our bikes and ride just a mile to the beach. Enjoy a round of golf, a match of tennis/ pickleball, deep sea fishing at the marina, horse riding on the beach, or lounging at the oceanfront beach club. Endless possibilities MAX GUESTS: 8 MAX VEHICLES : 3 STR PERMIT: 25-000131

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.

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

Turtle Beach | Live Oak House, Kiawah Island
Welcome to Live Oak House at Turtle Beach, Kiawah's most coveted family neighborhood. Fully renovated and professionally redesigned in 2021, this home is sure to inspire and calm. Stocked with resort-like amenities from fine linens and toiletries to professional kitchenware, beach equipment, and more. The large open floor plan and outdoor dining area allow 10 people to stay comfortably and together. A private community pool is across the street and just 2 houses from the beach. RBL21-000189

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 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 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.

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-

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

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

Gorgeous home one block from beach w/ heated pool

Red Sunsets | Luxury Furnishings | Pool & Elevator

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

The Blue Lagoon by Sandpiper | Near Beach

343 Governors Drive by Akers Ellis Rentals

Hugging Tree Sea Cottage!

Cute Cottage on Cougar Pt Golf Course Pet Friendly

14 Sweetgrass Lane 2 BR with a Pool. Sleeps 4
Condo rentals with a pool

Upper Level Villa; Bright & Modern - Beach/Pools

Beautifully Transformed Upper Level Deluxe Villa

Riverside Condo with Marsh View Balcony

Little Oak Love | 5 Minutes to Folly | Marsh View

Stylish Ocean Front Sanctuary

Private Island Courtside Villa-5min drive to beach

Folly Beach Condo - Marsh View - “Westview Too”

2 Bedroom condo w/ Pool Steps to Front Beach IOP
Other vacation rentals with a pool

Renovated Cottage Within Walking Distance to Beach

Dog Friendly 2nd Floor Beach Condo

Luxury Seabrook Island 18th Hole View

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

1314 Pelican Watch Villas Beach Amenities Sale$249

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

Luxury Villa, Club Access, Beach, Pet-Friendly

Relaxing beach retreat-family/baby friendly-2bikes
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$100,208 GYD | G$86,012 GYD | G$93,945 GYD | G$124,842 GYD | G$167,848 GYD | G$181,418 GYD | G$149,059 GYD | G$126,304 GYD | G$95,198 GYD | G$99,582 GYD | G$81,210 GYD | G$89,143 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 |
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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





