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Kiawah Island Vacation Packages

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Kiawah Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Price was $944, price is now $684 per person
$684
per person
Nov 8 - Nov 12
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Charleston City Market and South Carolina Aquarium are located nearby.

The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Save 100% on your flight
Price was $2,117, price is now $1,323 per person
$1,323
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop 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 hotel itself was lovely. Perfectly located & central to most of downtown Charleston. We found the pool area to be quite busy during the week & also the staff to always seem slightly rude and inconvenienced whenever being served at the pool. We stayed in one of the suites and although it was large and extremely spacious, the floors were scuffed and the cupboards in the kitchenette were off their hinges. The hotel could be better maintained.

Reviewed on Aug 26, 2026

Emeline

Emeline

4 out of 5
Save 100% on your flight
Price was $1,347, price is now $971 per person
$971
per person
Oct 28 - Nov 1
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 Waterfront Park are located nearby.

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

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

3.5 out of 5
Save 100% on your flight
Price was $3,524, price is now $2,637 per person
$2,637
per person
Sep 26 - Sep 29
found 13 hours ago
Roundtrip non-stop 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 Shem Creek Park are located nearby.

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

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 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 Wild Dunes Resort Golf Course and Isle of Palms Beach are located nearby.

Andrew Pinckney Inn

Andrew Pinckney Inn

4 out of 5
Save 100% on your flight
Price was $1,019, price is now $778 per person
$778
per person
Sep 26 - Sep 29
found 13 hours ago
Roundtrip non-stop 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.
Wonderful stay… excellent staff, comfortable room, very conveniently located!

Reviewed on Aug 26, 2026

The Charleston Place

The Charleston Place

5 out of 5
Save 100% on your flight
Price was $1,832, price is now $1,423 per person
$1,423
per person
Oct 28 - Nov 1
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.

Oceanfront w/ Pool, Panoramic Deck Views, 5bdr Folly Ocean Breeze by Avantstay

Oceanfront w/ Pool, Panoramic Deck Views, 5bdr Folly Ocean Breeze by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,704, price is now $2,104 per person
$2,104
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Charleston (CHS)
Book a stay at this beach cottage in Folly Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Folly Island Beaches and Lighthouse Inlet Heritage Preserve are located nearby.

Kiawah Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Price was $944, price is now $684 per person
$684
per person
Nov 8 - Nov 12
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $2,117, price is now $1,323 per person
$1,323
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)
Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,347, price is now $971 per person
$971
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Haven by Avantstay Luxury Beachfront Home w/ Pool & Gorgeous Patios

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

3.5 out of 5
Save 100% on your flight
Price was $3,524, price is now $2,637 per person
$2,637
per person
Sep 26 - Sep 29
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charleston (CHS)

Kiawah Island Vacation Packages 5-7 Night Stays

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

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,720, price is now $1,052 per person
$1,052
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
Planters Inn

Planters Inn

4.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $3,304, price is now $2,113 per person
$2,113
per person
Oct 17 - Oct 23
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
137 Grand Pavilion by Avantstay Steps to Beach + Resort Pools Wild Dunes Gated

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 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Charleston Place

The Charleston Place

5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $2,871, price is now $2,180 per person
$2,180
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Sep 11 - Fri, Sep 11
BDL
Bradley Intl.
CHS
Charleston Intl.
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Bradley Intl. to Charleston Intl., returning Fri, Sep 11, priced at $134 found 2 days ago
American Airlines
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
Select American Airlines flight, departing Tue, Oct 27 from Dallas-Fort Worth Intl. to Charleston Intl., returning Tue, Nov 3, priced at $197 found 2 days ago
Delta
Tue, Nov 3 - Tue, Nov 17
LGA
LaGuardia
CHS
Charleston Intl.
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 3 from LaGuardia to Charleston Intl., returning Tue, Nov 17, priced at $199 found 2 days ago
Southwest Airlines
Sat, Oct 24 - Sat, Oct 31
DAL
Love Field
CHS
Charleston Intl.
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Oct 24 from Love Field to Charleston Intl., returning Sat, Oct 31, priced at $200 found 1 day ago