Kiawah Island Vacation Packages 2025/2026 from $266

Kiawah Island flight + hotel vacation packages

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

DoubleTree by Hilton Charleston Mount Pleasant

$266

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

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 perks like free self parking.

The Francis Marion Hotel

Charleston Historic District

Save 100% on your flight

$397

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

The Ryder Hotel

Charleston Historic District

Save 100% on your flight

$384

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Planters Inn

Charleston Historic District

Save 100% on your flight

$583

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 terrace, a garden, and a lobby fireplace are also on offer.

Emeline

Charleston Historic District

Save 100% on your flight

$435

per person

Dec 7 - Dec 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a garden, and a communal living room are also on offer.

Top Kiawah Island hotels deals

The Sanctuary at Kiawah Island Golf Resort

1 Sanctuary Beach Drive, Kiawah Island, SC

$695 nightly

$785 total

Sep 21 - Sep 22

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.

Pool

Spa

Kiawah Island Golf Resort - Villas

1 Sanctuary Beach Drive, 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.

Pool

Spa

Charleston Kiawah Island/Andell Inn

300 Farm Lake View Road, Kiawah Island, SC

Free Cancellation

Reserve now, pay when you stay

$365 nightly

$412 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a terrace are also on offer.

Pool

Breakfast included

Spectacular Oceanfront Kiawah Home With Pool And Private Boardwalk To Beach

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This vacation home features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

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

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This vacation home featured laundry facilities and barbecue grills.

Pool

Kitchen

New Listing: Luxurious Home with Pool and Guest House on Kiawah

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This vacation home featured laundry facilities and barbecue grills.

Pool

Kitchen

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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.

Popular places to visit

Kiawah Island Beach

4.5/5(9 reviews)

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

Freshfields Village

5/5(11 reviews)

You can find the perfect gifts to bring home at Freshfields Village during your visit to Kiawah Island. Wander the beautiful beaches in this relaxing area.

Night Heron Park

5/5(2 reviews)

After visiting Night Heron Park, make a plan to see the other sights and activities in Kiawah Island. Wander the beautiful beaches and seaside in the area.

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 $266. 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.