Search Deals onKiawah Island Vacation Packages
Kiawah Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Water's Edge Inn - Adults Only
Save 100% on your flight
Price was $1,129, price is now $746 per person
$746
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this B&B in Folly Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Folly Island Beaches and Folly River Park are located nearby.
The Ryder Hotel
Save 100% on your flight
Price was $1,170, price is now $777 per person
$777
per person
Aug 29 - Sep 3
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 Port of Charleston are located nearby.
Only real negative is that the pool area was small and difficult to get a seat.
Reviewed on Jul 21, 2026
Emeline
Save 100% on your flight
Price was $1,804, price is now $1,224 per person
$1,224
per person
Oct 4 - Oct 8
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 a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Charleston City Market and Port of Charleston are located nearby.
Great location in Charleston!
Reviewed on Jul 21, 2026
Lighthouse by Avantstay Beachfront View Home w/ Pool Table & Ping Pong
Save 100% on your flight
Price was $7,486, price is now $5,287 per person
$5,287
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this beach cottage in Folly Beach. Enjoy free parking, a beach locale, and concierge services. Popular attractions Folly Island Beaches and Folly River Park are located nearby.
The Pinch Hotel
Save 100% on your flight
Price was $1,276, price is now $916 per person
$916
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this spa hotel in Charleston. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Charleston City Market and Port of Charleston are located nearby.
So well pointed. So professional. Great location. Highest recommendation I can get.
Reviewed on Jul 8, 2026
Haven by Avantstay Luxury Beachfront Home w/ Pool & Gorgeous Patios
Save 100% on your flight
Price was $6,371, price is now $4,642 per person
$4,642
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this beach vacation home in Sullivan's Island. Enjoy free parking, a beach locale, and concierge services. Popular attractions Isle of Palms Beach and Fort Sumter are located nearby.
17 Marsh Island Lane by Avantstay Modern Home w/ Amazing Views!
Save 100% on your flight
Price was $4,353, price is now $3,175 per person
$3,175
per person
Aug 29 - Sep 3
found 1 day 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 Isle of Palms Beach and Wild Dunes Resort Golf Course are located nearby.
5B Mariners Walk by Avantstay Shared Pool Minutes to Waterfront Dining + Shops
Save 100% on your flight
Price was $1,737, price is now $1,276 per person
$1,276
per person
Sep 26 - Oct 2
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this beach apartment in Isle of Palms. Enjoy free parking, a beach locale, and in-room washers/dryers. Popular attractions Isle of Palms Beach and Wild Dunes Resort Golf Course are located nearby.
Kiawah Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Kiawah Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Sep 11 - Fri, Sep 11
BDL
Bradley Intl.
CHS
Charleston Intl.
$104 Roundtrip, found 3 days ago
$104
Roundtrip
found 3 days ago
Thu, Oct 1 - Sun, Oct 4
TTN
Mercer
CHS
Charleston Intl.
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Tue, Sep 8 - Sat, Sep 12
DCA
Ronald Reagan Washington National
CHS
Charleston Intl.
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Mon, Sep 7 - Fri, Sep 11
SWF
Stewart Intl.
CHS
Charleston Intl.
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
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