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
Price was $943, price is now $738 per person
$738
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop 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.
Nice place, walking distance to the beach, restaurants, and shopping but they also will shuttle you over if needed. Room was clean and comfortable, staff was very helpful, enjoyed afternoon happy hour and morning breakfast. Would stay again.
Reviewed on Aug 23, 2026

The Ryder Hotel
Save 100% on your flight
Price was $1,350, price is now $911 per person
$911
per person
Nov 7 - Nov 11
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
Save 100% on your flight
Price was $1,745, price is now $1,329 per person
$1,329
per person
Nov 7 - Nov 11
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.
Absolute five-star experience. Everything is impeccable, from the room to the dining to the staff. Perfect location in a beautiful city.
Reviewed on Aug 23, 2026

The Nicholas
Save 100% on your flight
Price was $1,702, price is now $1,302 per person
$1,302
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Charleston (CHS)
Stay at this B&B in Charleston. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Charleston City Market and Waterfront Park are located nearby.
The room was over $500 a night. For that we found the following:
1. The air conditioner split in the wall was filthy. Black sooty gunk right where the air comes out.
2. The toilet paper holder was falling off the wall so we used the spare loose roll that was on a table.
3. Not enough hooks in the bath so we pulled in a small side table to hold the towels.
4. The charger system did not work that was on a table.
5. There was NO ROD TO HANG CLOTHES. For over $500 a night. There was an old crooked armoire with shelves and loose hangers lying flat on a shelf. I hung my clothing outside the armoire hanging off it's crown molding.
6.The continental breakfast was not maintained or manned.
7. There was no milk for coffee.
8. Several bike locks were broken.
9. One bike had a flat tire that I discovered half a block away.
10. The bike my husband used squeaked so badly that we bought a can of WD40 in town to use on the bike.
11. Finally, a sad, pathetic small horrible and weird fake painting over the fireplace.
Great location, clean sheets, completely and utterly run-down. Would never ever recommend it.
Reviewed on May 21, 2026

The Restoration
Save 100% on your flight
Price was $1,869, price is now $1,465 per person
$1,465
per person
Sep 24 - 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.
Great location and great amenities!
Reviewed on Aug 23, 2026

The Vendue
Save 100% on your flight
Price was $1,229, price is now $976 per person
$976
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this boutique hotel in Charleston. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Waterfront Park and Charleston City Market are located nearby.
Clean room
Efficient staff
Cameron was awesome
Reviewed on Aug 23, 2026

Planters Inn
Price was $1,459, price is now $1,172 per person
$1,172
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Dewberry Charleston
Save 100% on your flight
Price was $2,067, price is now $1,664 per person
$1,664
per person
Sep 25 - Sep 28
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions South Carolina Aquarium and Charleston City Market 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.
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago

Tue, Oct 27 - Tue, Nov 3
DFW
Dallas-Fort Worth Intl.
CHS
Charleston Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago

Tue, Nov 3 - Tue, Nov 17
LGA
LaGuardia
CHS
Charleston Intl.
$199 Roundtrip, found 10 hours ago
$199
Roundtrip
found 10 hours ago

Tue, Oct 27 - Tue, Nov 3
DAL
Love Field
CHS
Charleston Intl.
$207 Roundtrip, found 15 hours ago
$207
Roundtrip
found 15 hours ago
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