Kiawah Island Holiday Rentals
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Luxury Holiday Rentals in Kiawah Island
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Top-Rated Holiday Rentals with a Pool in Kiawah Island
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Pet-Friendly Holiday Rentals in Kiawah Island
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Large Holiday Rentals and Private Villas in Kiawah Island
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- 1439 ft² Villa
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Wheelchair Accessible Holiday Homes in Kiawah Island
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Kiawah Island Private Villas and Holiday Homes Under $200
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- 699 ft² Condo
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Instantly Bookable Holiday Homes in Kiawah Island
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Book a Last Minute Place to Stay in Kiawah Island
About Casai's Private Villas and Holiday Rentals in Kiawah Island
Discover more than 1748 vacation rentals available in Kiawah Island. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Kiawah Island.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Kiawah Island, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Kiawah Island. On average, places to stay near Kiawah Island offer 1913.92 ft², with nightly prices averaging US $752.
With Casai, finding and comparing holiday rentals in Kiawah Island is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Things to Know Before You Visit Kiawah Island
Kiawah Island is about an hour outside of Charleston so its an easy weekend beach getaway. Although its small, theres so much to do on this barrier island! There are nine miles of pristine beaches to enjoy, with stunning sunrises and sunsets.
Some of the best things to enjoy on your next vacation to Kiawah Island are:
- Pack a picnic and travel down the beach to watch the sun rise. If you travel a few minutes off of Kiawah, theres plenty of quiet beaches.
- Visit historic downtown Charleston! There are so many amazing buildings here, from plantation homes to American presidential residences.
- Fishing is a popular activity at Kiawah Island, so be sure to bring your pole! There are many boat ramps around the island in which you can rent fishing boats.
- Take advantage of everything Charleston has to offer! There are museums, parks, and plenty of great restaurants, anything you could ever want will be available to you.
- If you travel a few minutes down the road from Kiawah, there are plenty of animal refuges. Visit the beautiful peacocks at Audubons Corkscrew Swamp Sanctuary or see alligators, turtles, and owls during your visit to Long Islands Cypress Gardens.
Top Accommodation Types in Kiawah Island
Type | Count |
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Vacation Homes | 956 |
Villas | 387 |
Cottages | 100 |
Holiday Apartments | 18 |
Use these Quick Filters to Find a Holiday Rental in Kiawah Island
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★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Kiawah Island.
Weather in Kiawah Island, SC
View the weather forecast for Kiawah Island before booking your Kiawah Island Vacation Rentals to confirm your best time to go.
Top Attractions Around Kiawah Island, SC
Casai offers a large selection of top attractions around Kiawah Island . Research things to do on your vacation before you visit Kiawah Island.
Other Places to Stay in Kiawah Island, SC
Frequently Asked Questions About Kiawah Island?
What are the top holiday rentals in Kiawah Island?
With numerous options available in Kiawah Island, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Kiawah Island:
- Family Retreat-Closest Oceanwoods Rental to Beach, Screened Porch, WiFi
- Villa Overlooking Roy Barth Tennis Courts- 5 Minute Walk to Beach
- Sunroom with lagoon views to enjoy nature! Discounts for long, off-season stays!
- Discover Kiawah and Fall in Love! OCEANFRONT VILLA
- Short Walk to Beach. Sun Soaked, Newly Renovated, Bright & Modern Villa with Lagoon Views.
- Tranquil villa just steps from the beach!
- Private 3 Bdrm Oceanwoods home short walk to the beach wifi deck and grill.
- 2 Min.Walk to Beach. Charming, spacious 3bd;3ba home. Hear the Ocean from Porch
- Beautiful 4 bedroom/4 bath home with private heated pool, Discounted Fall Weeks
- Oceanwoods 3bd/2bth w/Enlarged Screen Porch, WiFi, updated!
How many holiday rentals have private pools in Kiawah Island?
Discover a selection of holiday rentals with private pools near Kiawah Island with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- * Resort & Pool Privileges* East Beach Turtle Cove on Lagoon * Great Location*
- 367 m² House ∙ 5 bedrooms ∙ 12 guests
- 14 Sweetgrass Lane ~ Cozy 2 Bedroom Beach House with a Pool! Sleeps 4
- Amazing Pool & Golf Course View -Newly Renovated - 584 Whimbrel Rd
Which holiday homes in Kiawah Island are best for families?
If you're searching for a family-friendly holiday home in Kiawah Island, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Kiawah Island:
- 4245 Mariners Watch
- The Sanctuary at Kiawah Island Golf Resort
- Kiawah Island - West Beach - Greenslake Cottages - Bathrooms remodeled in 2025
How many Casai.com holiday rentals are available in Kiawah Island?
As of 2025, Casai boasts over 1748 properties listed in the Kiawah Island area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Kiawah Island.
Nearby Neighborhood (4)
Neighborhood | Property Count |
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West Beach Vacation Rentals in Charleston, South Carolina | 511 |
East Beach Vacation Rentals in Charleston, South Carolina | 500 |
Vanderhorst Plantation Vacation Rentals in Charleston, South Carolina | 384 |
West Beach Village Vacation Rentals in Charleston, South Carolina | 139 |