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Lower Keys Vacation Packages

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Lower Keys Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,640, price is now $1,019 per person
$1,019
per person
May 18 - May 23
found 14 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $3,374, price is now $1,918 per person
$1,918
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Save 100% on your flight
Price was $2,448, price is now $1,630 per person
$1,630
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
Price was $1,852, price is now $1,249 per person
$1,249
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Southernmost House

Southernmost House

4 out of 5
Save 100% on your flight
Price was $2,873, price is now $1,968 per person
$1,968
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
Save 100% on your flight
Price was $1,602, price is now $1,116 per person
$1,116
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Save 100% on your flight
Price was $2,552, price is now $1,777 per person
$1,777
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $2,013, price is now $1,407 per person
$1,407
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Lower Keys Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,518, price is now $960 per person
$960
per person
May 15 - May 19
found 11 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,341, price is now $1,503 per person
$1,503
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,865, price is now $1,291 per person
$1,291
per person
Apr 11 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
Price was $1,695, price is now $1,203 per person
$1,203
per person
Apr 11 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)

Lower Keys Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,640, price is now $1,019 per person
$1,019
per person
May 18 - May 23
found 14 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $3,374, price is now $1,918 per person
$1,918
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,448, price is now $1,630 per person
$1,630
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
Price was $1,852, price is now $1,249 per person
$1,249
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Key West (EYW)

Top Flight Deals

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

Breeze Airways
Mon, Jun 15 - Wed, Jul 1
TPA
Tampa Intl.
EYW
Key West Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jun 15 from Tampa Intl. to Key West Intl., returning Wed, Jul 1, priced at $87 found 1 day ago
Spirit Airlines
Mon, Mar 30 - Wed, Apr 8
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$212 Roundtrip, found 1 hour ago
$212
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Mar 30 from Hartsfield-Jackson Atlanta Intl. to Key West Intl., returning Wed, Apr 8, priced at $212 found 1 hour ago
Spirit Airlines
Tue, Apr 14 - Wed, Apr 22
ORD
O'Hare Intl.
EYW
Key West Intl.
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Apr 14 from O'Hare Intl. to Key West Intl., returning Wed, Apr 22, priced at $228 found 3 days ago
Spirit Airlines
Tue, Mar 31 - Thu, Apr 16
BOS
Logan Intl.
EYW
Key West Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Mar 31 from Logan Intl. to Key West Intl., returning Thu, Apr 16, priced at $257 found 1 day ago