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  • Palm-lined pool with lounge chairs and cabanas at Havana Cabana Key West

    Havana Cabana – A Key West Hotel

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A Waterfront Hotel in Key West With Cuban Character

Havana Cabana is a Key West hotel filled with Cuban character, tropical colour and an unmistakably social spirit. From the classic cars out front to mojitos, live music and long afternoons beside the pool, every part of the resort brings a playful taste of Havana to the Florida Keys.

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RECOGNIZED AS WORLD’S BEST

Travel + Leisure readers noticed something special at Havana Cabana. Maybe it was Key West’s largest pool, the mojitos and Cuban-inspired flavors, or the energy that carries from afternoon into the evening. Come experience it for yourself.

PLAN YOUR ESCAPE

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CHEERS TO HAVANA

A TOAST TO OUR TRAVEL + LEISURE RECOGNITION

Come see what the buzz is about! Our Travel + Leisure World’s Best recognition gives us one more reason to raise a glass… and you one more reason to escape to Key West. Arrive to welcome drinks, enjoy a $50 daily food and beverage credit, and settle into the colorful world of Havana Cabana. Think poolside afternoons, vibrant surroundings, and plenty of time to make the island your own. Your only plan? Stay at least two nights and enjoy.

Book by December 31, 2026 for stays through March 31, 2027.

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Three tropical cocktails on a colorful bar at Havana Cabana Key West

4th night free

Three’s a Vacation. Four’s a Party.

4th Night Free

Just when you’ve perfected the art of doing absolutely nothing poolside, it’s time to pack? We object.

Stay four nights or more at Havana Cabana and enjoy your fourth night free. Another sunset, another splash, another excellent reason to leave your suitcase alone.

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FLAMA CABANA

Dining and Drinks With Island Energy

Conjuring a bygone era of sultry Cuban nights, our new lounge serves a curated menu of tapas and rum cocktails. Take in live Cuban music with unparalleled ocean sunsets from the Gulf-facing deck.

 

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Key West Largest Pool

Enjoy a Mojito Poolside

The Largest  Pool in Key West

Settle in beside the largest resort pool in Key West, where tropical landscaping, private cabanas, music and poolside mojitos create the lively heart of Havana Cabana.

 

Dive In
Shrimp tacos with fries and lime at Havana Cabana Key West

Savor

The Flavors of Cuba

From our Mojitos Pool Bar to the Floridita food truck, the poolside is the perfect place to enjoy Cuban-inspired indulgences.

 

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Pedals and Palms

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The Ultimate Getaway

Havana Cabana Key West was recently recognized in the 2026 Travel + Leisure World’s Best Awards — a proud moment for our colorful Cuban-inspired Key West escape.

Settle into the experience of the resort, or step out and explore the vibrant energy of Key West.

 

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Gather

Plan Your Next Event With Us

Have your colleagues, friends or family join you in paradise by hosting your next gathering at Havana Cabana.

 

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  • pool at Havana Cabana
  • Guest riding a scooter near the Havana Cabana Key West entrance
  • Pressed sandwich and fries at Havana Cabana Key West
  • Two colorful cocktail shots held beside the pool
  • Outdoor game area with colorful giant Jenga under a thatched cabana
  • Holidays & Events 2
  • pool at Havana Cabana
  • Guest riding a scooter near the Havana Cabana Key West entrance
  • Pressed sandwich and fries at Havana Cabana Key West
  • Two colorful cocktail shots held beside the pool
  • Outdoor game area with colorful giant Jenga under a thatched cabana
  • Holidays & Events 2

swim for the day

Not staying with us? You can still spend the day soaking in the laid-back energy of Havana Cabana Key West with a resort day pass and full access to our Cuban-inspired poolside escape.

Spend the day by Key West’s largest pool, enjoy cocktails and bites, and settle into the Havana Cabana atmosphere without booking an overnight stay.

 

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Mojitos with rum and pineapple on balcony

 

 

add-on to your room

Add some flair to your room reservations with our Cuban-inspired special packages that will be ready for you when you arrive.

Make your selection at checkout.

 

Deals

 

 

 

 

Plan your Special Event in Key West

From waterfront ceremonies to milestone birthdays and corporate retreats, Havana Cabana delivers a vibrant island backdrop designed for celebration.

With flexible indoor and outdoor spaces, group room blocks, and built-in food and beverage experiences, guests can host an entire event weekend without leaving the property. It is a setting that feels festive, social and unmistakably Key West.

 

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Bride and groom posing beside a vintage Havana Cabana car
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FAQ's

Is Havana Cabana an adults-only resort?

No. Havana Cabana welcomes a variety of Key West travelers, including couples, friends, families, and groups.

 

Yes. Havana Cabana offers pet-friendly accommodations for dogs, welcomeing well-behaved dogs weighing up to 50 lbs each, with a maximum of two dogs per guest room.

A pet fee of USD 75 per night applies for one dog, while guests traveling with two dogs will be charged USD 100 per night.

 

 

Havana Cabana offers classic hotel rooms, poolside rooms, balcony rooms, patio and lanai accommodations, spacious studios, and accessible room options.

 

Dining options include Mojitos Pool Bar, Floridita Food Truck and Flama Cabana. Guests can enjoy Cuban-inspired food, tapas, poolside favorites, mojitos, frozen cocktails, and rum drinks.

 

Yes. Havana Cabana is home to Key West’s largest pool, with chaise lounges, private cabanas, poolside food and drink service, entertainment, and resort activities.

 

Havana Cabana Key West is known for its vibrant Cuban-inspired design, waterfront setting, colorful rooms, lively resort atmosphere, and the largest pool in Key West.

 

Havana Cabana is located on North Roosevelt Boulevard. The resort provides shuttle transportation to an area near Duval Street, making it easy to experience Old Town before returning to the resort.

 

Havana Cabana is located just minutes from Old Town Key West, offering a more laid-back, poolside alternative to the busy Duval Street dining scene.

On-site parking is available for registered guests, making it easy to arrive by car and explore the island at your own pace.

The resort fee covers access to signature amenities such as the pool experience, shuttle service, and other on-property perks. Full inclusions are outlined at the time of booking.

Check-in and check-out times are listed in the reservation policies, along with details on early arrivals and late departures. Reviewing this before arrival helps you plan your travel day smoothly.

The property features select promotional packages, and guests are encouraged to review current offers or contact the hotel for details on inclusions.

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