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.
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.
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.
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.
Savor
From our Mojitos Pool Bar to the Floridita food truck, the poolside is the perfect place to enjoy Cuban-inspired indulgences.
Play
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.
Gather
Have your colleagues, friends or family join you in paradise by hosting your next gathering at Havana Cabana.
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.
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.
