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A sunset over a bridge with palm trees and water.

Lower Keys
Florida
United States of America
North America
Hotwire.com

Lower Keys Flight + Hotel Packages

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

The Gardens Hotel

4 out of 5

Price was $1,833, price is now $1,437 per person

$1,437

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Key West (EYW)

Book a stay at this business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Excellent Hotel, staff very helpful and room was excellent. Breakfast was included which was delicious. Beautiful surrounding gardens. Highly recommend

Reviewed on Sep 26, 2026

The Key West Hotel

3 out of 5

Save 100% on your flight

Price was $3,187, price is now $2,119 per person

$2,119

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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.

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5

Price was $2,069, price is now $1,554 per person

$1,554

per person

Dec 15 - Dec 20

found 17 hours ago

Roundtrip non-stop flight included

Green Bay (GRB) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5

Price was $2,029, price is now $1,539 per person

$1,539

per person

Dec 15 - Dec 20

found 17 hours ago

Roundtrip non-stop flight included

Green Bay (GRB) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Fantastic stay. Everything was just perfect

Reviewed on Sep 27, 2026

Duval s Duet on Duval by Brightwild

2 out of 5

Save 100% on your flight

Price was $12,129, price is now $9,305 per person

$9,305

per person

Dec 19 - Dec 26

found 19 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Key West (EYW)

Stay at this apartment in Key West. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Orchid Key Inn - Adults Only

3.5 out of 5

Price was $2,534, price is now $1,944 per person

$1,944

per person

Nov 5 - Nov 8

found 24 hours ago

Roundtrip flight included

Charlotte (CLT) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

This was my favorite getaway yet! It will be my go to on any return trip to the Keys. The staff has been exceptional, the location perfect, and the hotel over exceeded everything I read about it. Quiet rooms, everything we needed, great bedding and very comfortable. Lovely continental breakfast is above and beyond. Will definitely be back!

Reviewed on Sep 27, 2026

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

3 out of 5

Save 100% on your flight

Price was $2,746, price is now $2,126 per person

$2,126

per person

Dec 15 - Dec 20

found 17 hours ago

Roundtrip non-stop flight included

Green Bay (GRB) to Key West (EYW)

Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Location, comfort and great customer service! A great place for a family to stay and share in some fun together!!

Reviewed on Jul 26, 2026

The Marker Key West Harbor Resort

4 out of 5

Price was $2,011, price is now $1,596 per person

$1,596

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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.

Always solid

Reviewed on Sep 26, 2026