Key West Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$134 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Key West
Old Town Key West
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.
Key West Beach Holiday
Unwind on the shore while you watch the sunlight glistening across the water during your Key West holiday. If you're hoping for an unforgettable beach experience, a trip to Key West will definitely deliver. There's a good chance you've heard of Smathers Beach (3 kilometres away). We suggest staying in accommodation close by. However, many sightseers also opt for Key West packages that are closer to South Beach or Boca Chica Nude Beach, two other excellent nearby options.
Things You Should Know About Key West
- Escape the daily grind at one of our Key West beach hotels. The sweet sound of lapping water and seagulls cawing far above are just a couple of clicks away.
- If you're searching for lots of room to spread out and relax, Key West private holiday homes are a great choice. After a much-needed family getaway or a few nights escape with that special someone? Grand Maloney Hotel and The Capitana Key West will fit the bill.
- With a population of approximately 25,800 inches Key West, you're sure to find some friendly locals who are happy to share their sightseeing tips. For more handy hints, check out our Key West things to do page.
Top hotels in Key West
Oceans Edge Key West Resort, Hotel & Marina
Excellent
Reviewed on 7 Nov, 2025
Blue Flamingo Resort Key West
The star was outstanding and the experience was overall great. Only caveat is the resort fees and taxes not being very crystal clear with Expedia pricing and what they hold at the resort and charge.
Reviewed on 8 Nov, 2025
Beachside Resort & Residences
Clain for one of the nicest places in Key West
Reviewed on 9 Nov, 2025
Popular places to visit
Mallory Square
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
Southernmost Point
Snap a memorable photograph from the edge of North America at this monumental landmark.
Smathers Beach
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
What to do in Key West
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Sunset Sail with Live Music, Drinks and Appetizers!
More trip options
Expedia's Latest Trends
- Hotels with smoking rooms in Utica
- Hotels with smoking rooms in Lynchburg
- Hotels with smoking rooms in Idaho Falls
- Hotels with smoking rooms in Pensacola Beach
- Hotels in Florence
- Hotels with Airport Shuttle in Siesta Key
- Hotels with smoking rooms in Honolulu
- Hotels in Honolulu
- Hotels in Gaylord
- Hotels with smoking rooms in Panama City
- Hotels with smoking rooms in Escondido
- Hotels in Newport
- Hotels with Airport Shuttle in Delray Beach
- Hotels with smoking rooms in Lakeland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
