Very Good 823 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

What We Love

  • Largest freshwater pool in Key West
  • Frozen concoctions from the poolside tiki bar
  • Expert concierges Bob and Millie have called Key West home for 24 years and can help with any request

What To Know

  • It’s a three-mile cab ride to Duval Street’s nightlife
  • On-site Hammocks Café serves breakfast
  • A $16.13 resort fee charge per night (includes WiFi and parking, as well as two drink coupons on arrival day) will be collected at the property


  •  Bar
  •  Free WiFi
  •  Gym
  •  Handicap Accessible
  •  Parking On Site
  •  Pet-friendly
  •  Pool
  •  Restaurant
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
Inn Lounge Patio Pool Terrace tree palm water Resort swimming pool night caribbean arecales tropics Lagoon plant lined swimming


Island idyll on Key West’s main drag, with the city’s largest freshwater pool and a tropical tiki bar

The Lowdown

Set back from North Roosevelt Boulevard, Key West’s main drag, this low-slung 106-room escape has one of the largest pools in the Keys, complete with lush tropical foliage, a waterfall and a tiki bar serving colorful concoctions. The guestrooms and suites are handsome hideaways with small balconies or patios; the style is island colonial highlighted by dark wood furnishings and splashes of gold and green. Mod cons include flat-screen plasma TVs, WiFi, coffeemakers and blackout curtains. The recently updated bathrooms are spacious and feature glass-encased rainfall showers and double vanities. Additional amenities include a 24-hour fitness center and Hammocks Café, which serves breakfast by the pool. Concierges Bob and Millie are Key West institutions, offering everything from tips on the best spot for sundowners and the most romantic places to dine on the island.

In the Area

After a round at the Rees Jones–designed Key West Golf Club, get literary at Ernest Hemingway’s old haunts, Sloppy Joe’s and Captain Tony’s Saloon, and the popular dive Green Parrot Bar, before cruising into Fort Zachary Taylor State Park, where you can swim in the pristine surf with some spectacular marine life. For a dinner on the town, try former bordello Blue Heaven or delicious tapas joint Santiago’s Bodega, then head out for a night on Duval Street.

How to Get There

The Inn at Key West
3420 N Roosevelt Blvd
Key West, FL 33040 United States


4.5 Very Good 823 Reviews
Worst place

Worth place I have stayed at in key west out of 3 in the past 8 months service was completely terrible to being kicked off shuttles to house keeping and accommodating guest not including the pool always being overpacked cause it is open to the locals and they get a discount on all drinks foods and etc while the the tourist pay a high price

Great stay away from the bustling downtown

We absolutely enjoyed our stay at Havana Cabana! The pool is the largest on the key and it’s perfect for relaxation. The food and drinks at the pool side restaurant were delicious. Better than most pool side food I’ve had. The service was top notch. Annette at the front desk was very helpful and accommodating. They offer golf carts, scooters, and bikes for rental to take around the key at a reasonable price.
It is about 15 minutes to the downtown area but they provide a shuttle every half hour. The Uber ride is about $15.
I would definitely recommend this hotel for your stay and I will for sure be back!

Loved Havana Cabana

The property was fun the staff was friendly and the room was a good value. We were minutes from downtown and pretty close to everything we will definitely be recommending and trying Havana cabana again