Kiawah Island Vacation Packages 2026 from $1,224

Kiawah Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Ryder Hotel

Charleston Historic District

Save 100% on your flight

$1,224

per person

Nov 4 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Charleston (CHS)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Valet parking, a coffee shop, and a communal living room are also offered.

The Charleston Place

Charleston Historic District

Save 100% on your flight

$7,037

per person

Nov 4 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Charleston (CHS)

This hotel features an indoor pool, a gym, and a restaurant. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the hot tub and perks like free WiFi.

Planters Inn

Charleston Historic District

$1,407

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Charleston (CHS)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a garden are also on offer.

The Restoration

Charleston Historic District

Save 100% on your flight

$1,525

per person

Nov 4 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Charleston (CHS)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. Valet parking, a coffee shop, and a terrace are also offered.

Haven by Avantstay Luxury Beachfront Home w/ Pool & Gorgeous Patios

Save 100% on your flight

$1,977

per person

Oct 24 - Oct 27

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charleston (CHS)

An outdoor pool, free self parking, and concierge services are featured at this vacation home. WiFi in public areas is free. Barbecue grills are provided for your convenience.

Top Kiawah Island hotels deals

The Sanctuary at Kiawah Island Golf Resort

1 Sanctuary Beach Drive Kiawah Island SC

$680 nightly

$768 total

Aug 23 - Aug 24

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with a children's club and a playground, and families will appreciate the picnic area. Enjoy the 2 outdoor pools and perks like free self parking and a free area shuttle.

Kiawah Island Golf Resort - Villas

1 Vacation Way Kiawah Island SC

Get rates

This smoke-free resort features a golf course, a full-service spa, and 12 restaurants. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and an area shuttle.

Charleston Kiawah Island/Andell Inn

300 Farm Lake View Road Kiawah Island SC

Free Cancellation

Reserve now, pay when you stay

$405 nightly

$453 total

Aug 23 - Aug 24

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Tranquil villa just steps from the beach!

Kiawah Island SC

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This villa features laundry facilities.

Short Stroll to Beach! Exquisitely Renovated Home w/ Pool & Hot Tub, Spacious Deck & Lagoon Views!

Kiawah Island SC

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This vacation home featured laundry facilities and barbecue grills.

Renovated Pet-friendly Kiawah Island Villa. 5 Min Walk to Beach! Close to Cougar Point Clubhouse!

Kiawah Island SC

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This guesthouse features laundry facilities.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Kiawah Island attractions

A wooden boardwalk leading to a beach with a calm sea and a sunset sky.

Kiawah Island Beach

9.6/10 (123 reviews)

Why not spend a lazy afternoon at Kiawah Island Beach during your trip to Vanderhorst Plantation?

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Frequently asked questions

How much are vacation packages to Kiawah Island?

Adventures are calling in Kiawah Island, with Travelocity vacation packages starting as low as $1,224. Including hotels and flights, these amazing deals make it really easy to discover every corner of the globe.

Where can I get the best vacation package deals for Kiawah Island?

Travelocity has endless ways to score a great Kiawah Island package deal. Choose from 400 air carriers and 1,000,000 properties all over the globe and craft a travel itinerary that suits your style. With so many options at hand, it's easy to organize your next big escape.

Why should I book my Kiawah Island vacation package with Travelocity?

Fantastic savings, countless exciting destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.

Can I save money on my Kiawah Island car rental if I bundle it with hotels and flights?

You can with our Kiawah Island vacation packages. With one of these, there are loads of ways to make your hard-earned cash go further. Combine any two or more car, hotel, flight and tour bookings and watch the savings start to grow. With your own set of wheels, all the key sights around Kiawah Island are just a road trip away.