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.
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.
Showing deals for:29 Aug - 31 Aug
Image gallery for Grand Marina Suite by Brightwild Waterfront
Old Town Key West mixes Caribbean charm with historical treasures on every corner. Stroll past colourful Victorian "Conch Houses" with gingerbread trim to discover Ernest Hemingway's six-toed cats or the gleaming Truman Little White House. Duval Street buzzes with lively bars and music venues while Mallory Square hosts unforgettable sunset celebrations with fire jugglers and street performers. The area serves up everything from fresh grouper and conch fritters to key lime pie at spots ranging from waterfront fine dining to casual shacks. Most travellers explore the charming brick streets on foot or by renting bikes, with trolleys looping frequently through the walkable historic grid.
New Town
New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and holiday rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with supermarkets help you feel right at home. A car is handy, but free parking is plentiful throughout the area.
Key West Historic District
The Key West Historic District lets your inner wanderer loose on pastel-painted streets steeped in salty charm. Ernest Hemingway's old stomping grounds mix with lively bars and the nightly sunset celebration at Mallory Square. History buffs explore the Truman Little White House while party people hit Duval Street for live music and tropical drinks. Fresh seafood and Cuban-influenced cuisine fuel your adventures between historic Victorian B&Bs and boutique inns with tropical courtyards. Getting around is easy—just stroll the narrow brick streets, hop on a narrated trolley tour, or rent a bike to cruise this flat, compact island paradise.
Downtown Key West
City centre Key West dazzles with its historic charm and direct energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.
Truman Annex delivers presidential history with a side of peaceful luxury just steps from Key West's action. Tour the Harry S. Truman Little White House where tropical gardens frame the preserved presidential retreat. Stroll past gleaming naval buildings on manicured grounds or explore maritime treasures at the Mel Fisher Museum. The quiet, tree-lined streets feel worlds away from Duval Street's energy. Elegant holiday rentals occupy restored naval quarters with premium amenities and tropical courtyards. Getting around is best done on foot or by bike through the gated community's uncrowded pathways. When hunger strikes, a short walk takes you to nearby Old Town's restaurants and shops.
If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at We Cycle Key West and Mallory Dock.
If you're planning a bit of sightseeing, head to Southernmost Point – just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?
If a restful holiday is part of your travel plans, Smathers Beach might be the perfect place to visit during your trip to Key West. Stroll along the seaside or discover the area's sunrises.
If a restful holiday is part of your travel plans, South Beach might be the perfect place to visit during your trip to Key West. Stroll along the seaside or discover the area's sunsets.
You can spend time studying the exhibits at Ernest Hemingway Home and Museum during your trip to Key West. Wander the area's seaside or simply enjoy one of its lively bars.
Sip a mojito at Hemingway's favourite bar, then watch street performers on lively Duval Street. Snorkel vibrant coral reefs or take a sunset sail around this laid-back island paradise.
"Walked out of 2 restaurants on in downtown Key West because they were dirty. Ok paying for good food in a clean, friendly place but none of that existed in a restaurant we could find away from the hotel. So we came back to our hotel restaurant and had a good meal and great service. Don’t think we will be returning to Key West though. "
"I was celebrating my boyfriends birthday this weekend and the staff was absolutely amazing. They were super nice especially (Jose and Joel) along with Jessie the concierge that helped us book the most awesome parasailing trip ever! They even brought us a bottle of champagne to the room and were very attentive to any other amenities that we needed. Thank you so much for this experience, we will be back."
"We stayed at the pier house on the “off” season and just loved it. It was super cute, super clean rooms and grounds. The A/C was cold as was the fridge in our room. if I had to find something to complain about it would have to be the lighting in the bathroom was not the best- hard to do makeup in there- not a deal breaker at all. Loved the resort really close to all the bars and stores on Duval and then also close to the Piers if you plan any excursions. "
Can I book a refundable accommodation option in Key West?
If you want the flexibility to change your plans to Key West, most hotels offer refundable* rates that you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Key West if I want a holiday rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 1336 holiday homes. In addition, there are 270 apartments and 675 condos.
What will the weather in Key West be like during my visit?
With an average temperature of 23°C during the coldest months, Key West is a great place to visit at any time of year.
Why should I book my Key West hotel with Hotels.com?
There are lots of reasons to book your Key West trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.
Find out more about Key West
Find out more about Key West
Visitors speak favourably about all that Key West has to offer, including its seaside, live music, bars and festivals. Activities like cycling give you a chance to enjoy the outdoors while you're in town. If you're hunting for the perfect souvenir, you may want to head to Duval Street to shop. And while you're here, be sure to stop by Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum.