Key West Cheap Holidays
Book a Hotel + Flight or Car together to unlock savings
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Cheap Key West Hotels
Southwinds Motel
1321 Simonton Street, Key West, FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,125 reviews)
"Always stay at Southwinds. Like the location"
Reviewed on 1 Jul. 2025
Seashell Motel & Key West Hostel
718 South Street, Key West, FL
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.6/10 Good! (1,002 reviews)
"Great choice"
Reviewed on 23 Jun. 2025
Duval House
815 Duval St, Key West, FL
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,022 reviews)
"The best place to stay in Key West. Staff is uber friendly, rooms are terrific. Clean, Location cannot be beat."
Reviewed on 30 Jun. 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.