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Kiawah Island Vacation Packages

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A beach with rows of blue umbrellas and bicycles.

Kiawah Island
South Carolina
United States of America
North America
Hotwire.com

Kiawah Island Flight + Hotel Packages

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

Indigo Inn

3 out of 5

Price was $650, price is now $510 per person

$510

per person

Oct 25 - Oct 28

found 9 hours ago

Roundtrip flight included

Philadelphia (PHL) to Charleston (CHS)

Stay at this hotel in Charleston. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

The Ryder Hotel

3.5 out of 5

Save 100% on your flight

Price was $1,402, price is now $875 per person

$875

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Stay at this hotel in Charleston. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

The Charleston Place

5 out of 5

Save 100% on your flight

Price was $2,052, price is now $1,436 per person

$1,436

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

The Charleston Place hotel has great food and service. The Bar, is a great place to hang out with such fantastic service and food. Room services also go way out of there way to assist you. Love staying here.

Reviewed on Aug 24, 2026

Planters Inn

4.5 out of 5

Save 100% on your flight

Price was $1,890, price is now $1,408 per person

$1,408

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

Great location! Very clean! Friendly staff! Beautiful room

Reviewed on Aug 22, 2026

The Restoration

4 out of 5

Save 100% on your flight

Price was $1,672, price is now $1,251 per person

$1,251

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this luxury hotel in Charleston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

-Rooms were big, clean and comfy. - The front desk staff wasn’t very helpful and we were rushed during check in and it felt very scattered. They didn’t seem to care. - Nick and Jack, the valet drivers were GREAT. These guys should be running the place! -The breakfast that was delivered to the room every day was a bit disappointing. Croissants and yogurt…. And in the last day, some moldy strawberry’s and blueberry’s. - The restaurant was yummy but not clear on what menu they were serving. - Pool was extremely small but clean

Reviewed on Aug 24, 2026

137 Grand Pavilion by Avantstay Steps to Beach + Resort Pools Wild Dunes Gated

3 out of 5

Save 100% on your flight

Price was $2,648, price is now $1,986 per person

$1,986

per person

Oct 12 - Oct 17

found 3 hours ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Stay at this cottage in Isle of Palms. Enjoy free parking, a beach locale, and balconies. Popular attractions Wild Dunes Resort Golf Course and Isle of Palms Beach are located nearby.

Andrew Pinckney Inn

4 out of 5

Price was $1,196, price is now $907 per person

$907

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

73 Grand Pavilion by Avantstay Corner Lot, Porch

3 out of 5

Save 100% on your flight

Price was $2,650, price is now $2,080 per person

$2,080

per person

Oct 3 - Oct 9

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Charleston (CHS)

Book a stay at this beach cottage in Isle of Palms. Enjoy free parking, a beach locale, and balconies. Popular attractions Wild Dunes Resort Golf Course and Isle of Palms Beach are located nearby.