Havana Cabana Key West

Havana Cabana knows exactly what kind of trip it is selling, and that clarity works in its favor. The hotel leans hard into Cuban character, from the classic cars out front to the mojitos, music, and lush, tropical styling around the property. The biggest draw is the pool, which the hotel calls Key West’s largest, and it really seems to anchor the whole experience as both a daytime hangout and the social center of the resort. Rooms come in a range of styles, including poolside, patio, balcony, and studio options, so there is a little flexibility depending on how close you want to be to the action. The food and drink offering also fits the mood well, with the Floridita Food Truck serving Cuban fare, Mojitos Pool Bar covering drinks all day, and Flama Cabana adding a newer waterfront lounge element with tapas, rum cocktails, and live Cuban music. The overall effect is fun, transportive, and a little cheeky, which feels exactly right for this part of Key West.

A lively, Cuban-inspired resort in Key West with colorful rooms, a social pool scene, and a playful atmosphere that feels more island escape than standard hotel stay.

A quiet luxury hideaway or a polished Old Town boutique hotel. Havana Cabana is a spirited, character-filled resort built more for fun, sunshine, and group energy than hushed refinement.

You want Key West with more personality than polish, plus a huge pool, Cuban-inspired food and drinks, and an easy resort setup with a shuttle into Old Town.

You’re poolside with a mojito in hand, music in the background, palms moving in the breeze, and absolutely no reason to rush downtown just yet.

Flama Cabana - Lounge serves a curated menu of tapas and rum cocktails Floridita Food Truck - Discover authentic Cuban fare Mojitos Pool Bar - Complete your poolside experience with a handcrafted mojito or frozen cocktail