Escape to Havana Cabana - A Vibrant Waterfront Hotel in Key West with Tropical Vibes and Poolside Charm!

Havana Cabana at Key West
4.6
4.2
Deal ends in: 3 days
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Handel
356 days ago
Very nice hotel

Amenities

Pet-friendly
Hot Tub
Center- Fitness
Pool - Outdoor
Beach - Public
Restaurant
Internet - Wi-Fi - Free
Parking - Free

This Cuban hotel exudes Key West charm with a palm-lined freshwater pool, a poolside bar, food truck, and elegant guest rooms

What You Get

  • Stay for two in a Havana king room, Havana double-queen room, El Cubanito king accessible room, Cuban laud pool-view double-queen room, Malecon pool-view king balcony room, Vista Mar gulf-view king lanai room, Vista Mar gulf-view double-queen balcony room, or Pilar gulf-view king bunk bed studio

$55 Daily Resort Fee plus tax Includes:

  • Wireless and wired Internet capabilities
  • Chaise lounges with service
  • Poolside smoothies served at 12 p.m.
  • Poolside popsicles served at 2 p.m.
  • Churros and infused water served from 4 p.m. to 6 p.m. in the lobby
  • Gourmet coffee and tea served from 7 a.m. to 12 p.m. in the lobby
  • Unlimited local calls
  • On-site parking
  • Fitness center with state-of-the-art cardiovascular and strength-training equipment
  • 24-hour concierge service​
  • Use of Tesla charging stations
    • 100% of the resort fee is used to support these services. No portion of the resort fee constitutes a gratuity, and no portion goes to any resort associate.

Shuttle Service (included in resort fee)

  • Shuttle service between Havana Cabana at Key West and Downtown Key West
  • Airport pick up upon request: please call (305) 294-5541 24-hours in advance to schedule

Hotel at a Glance: Havana Cabana at Key West

Guests looking for a resort that's as elegantly laid back as Key West itself will find their jackpot at Havana Cabana at Key West. This welcoming, modern hotel boasts the island's largest freshwater pool—which offers plenty of shade beneath quintessential Florida palm trees—and a Floridita Food Truck that serves up a curated menu of authentic Cuban fare, including slow-roasted pork shoulder, spicy shredded beef, or steakburger with smoked bacon. The pervading Cuban vibe extends to the guest rooms as well, some of which feature private balconies overlooking the nearby ocean.

  • Room perks: flat-screen TV, refrigerator, and plush bedding
  • Plan an adventure with the help of the on-site concierge, who can help secure dinner reservations, arrange boat expeditions, purchase tours, and more.
  • Stay plugged in thanks to the hotel's free WiFi, which extends to all areas of the property.
  • Start the day right with a la carte breakfast - there's no buffet.
  • Cheers: In addition to the food truck, the hotel also hosts Mojitos, which serves over 15 types of mojitos, as well as Cuban-inspired libations and frozen delights.

Key West, Florida: Dazzling Sunsets, Six-Toed Cats, and Cuban Culture

Located just off Florida's southernmost tip and north of Cuba, the island of Key West is undoubtedly the most famous of the Florida Keys. Frommer's calls it "the land of the eternal vacation." Most tourists come to Key West's gulf-side beaches to snorkel, surf, or fish, but no trip to Key West is complete without a visit to the Ernest Hemingway Home & Museum, where the author lived, worked, and kept his six-toed cats. More than 50 descendants of those famous felines still prowl the grounds of the museum to this day.

At nighttime, locals and visitors alike converge on the Mallory Square Dock to watch the sun dip below the Gulf of Mexico, casting swaths of deep orange and pink against the horizon. The spectacle is so breathtaking that it inspires a sunset celebration each night. The dock comes to life with traveling psychics, one-man bands, and food vendors serving fresh-squeezed lemonade and plantain chips.

Amenities

  • Outdoor heated freshwater pool
  • Poolside bar and food truck
  • Hot tub
  • Concierge desk
  • Free WiFi
  • Fitness center
  • Pet-friendly (select rooms; contact hotel for more information)
  • Free shuttle service to downtown
  • Ping pong, foosball, and cornhole
  • Hammocks
  • Bicycle and scooter rental
  • Complimentary parking
  • Sundries shop

Room Details

El Cubanito King Accessible Room

  • One king bed
  • Standard occupancy: 2
  • Maximum occupancy: 2

Havana King Room, Malecon Pool-View King Balcony Room, Vista Mar Gulf-View King Lanai Room

  • One king bed and one double sofa bed
  • Standard occupancy: 2
  • Maximum occupancy: 4
  • Adding occupants above standard: $20 per night for each additional guest.

Havana Double-Queen Room, Cuban Laud Pool-View Double-Queen Room, and Vista Mar Gulf-View Double-Queen Balcony Room

  • Two queen beds
  • Standard occupancy: 2
  • Maximum occupancy: 4
  • Adding occupants above standard: $20 per night for each additional guest.

Pilar Gulf-View King Bunk Bed Studio

  • One king bed, one bunk bed, and one double sofa bed
  • Standard occupancy: 2
  • Maximum occupancy: 5
  • Adding occupants above standard: $20 per night for each additional guest.

Hotel Policies

  • Check in: 4 p.m.
  • Check out: 11 a.m.
  • $55 daily resort fee plus tax includes:
    • Wireless and wired Internet capabilities
    • Chaise lounges with service
    • Poolside smoothies served at 12 p.m.
    • Poolside popsicles served at 2 p.m.
    • Churros and infused water served from 4 p.m. to 6 p.m. in the lobby
    • Gourmet coffee and tea served from 7 a.m. to 12 p.m. in the lobby
    • Unlimited local calls
    • On-site parking
    • Fitness center with state-of-the-art cardiovascular and strength-training equipment
    • 24-hour concierge service​
    • Use of Tesla charging stations
    • Shuttle service between Havana Cabana at Key West and Downtown Key West
  • Airport pick up upon request: please call (305) 294-5541 24-hours in advance to schedule
    • 100% of the resort fee is used to support these services. No portion of the resort fee constitutes a gratuity, and no portion goes to any resort associate.
  • Parking: included in resort fee.
  • Smoking policy: no smoking inside the property.
  • Pet policy: up to two well-mannered dogs 50 lbs or less may be added for an additional $75 per pet per night.
  • Accessibility: please contact property for handicap accessibility requests or options.
  • Room upgrades: upgrades may be available at check-in for an additional cost.

Getting There

  • Nearest airport: Key West International Airport (EYW, 2.5 mi)

Need To Know Info

  • 4-day cancellation notice required prior to check-in or reservation is non-refundable; reservations made within cancellation window are non-refundable
  • No-shows will be charged total Groupon rate
  • Traveler name must match ID at time of check-in
  • No refunds will be processed by Groupon after check-in
  • Must be 21+ to check in
  • Credit card required at check-in
  • 1% convenience fee paid at check-in when providing a credit card for incidentals
  • $55 daily resort fee plus tax paid at check-in
  • 1% destination fee added at purchase
  • Rates may vary by date and are subject to availability
  • Dates cannot be changed once booked; valid only for night(s) purchased
  • Final price at checkout may include an additional Groupon service fee, which Groupon retains as compensation for facilitating your reservation; this fee will not exceed 6% of the nightly cost of the reservation
  • Total price is inclusive of all taxes and fees.
  • Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.
  • Learn about Strike-Through Pricing and Savings

About Havana Cabana at Key West

Customer Reviews

  • pool
  • staff
  • hotel
  • bar
  • fee
Reviewed on
Handel
6 ratings|1 review
Very nice hotel
Patricia
Helpful reviewer
3 ratings|1 review
Our stay at the Havana Cabana was great! The staff was very attentive, receiving, friendly, thorough and amazing! The hotel is gorgeous! Our room was lovely. The hotel was neat, clean and very well kept, the food was great!
Carla
5 ratings|3 reviews
We had 1 king, was a great vacation. And Paula at the bar👍
Reviewed on
cyberentomologist
|1 review
Generally good, but some issues linger. Nice property overall, but portions are definitely showing their age. The main lobby and building have been fairly recently remodeled, as has the pool area, but the two back buildings with rooms are in need of some fairly extensive updates. They appear to have gotten a hasty cosmetic facelift following Hurricane Irma, but it didn’t address some of the underlying structural and mechanical deficiencies in the building that seem to stem from its advanced age (possibly early to mid 1970s? Exact age is unclear, current ownership dates to 2014 and management to 2022) Location is a ways from the heart of Key West and the beaches, but there is a shuttle that runs all day, and the hop on/hop off bus passes right by the property. The resort also has bicycles and Vespa scooters to rent. The Good: Despite not being affiliated with any major chains/loyalty programs, this property is well managed by a company that seems to know what they’re doing. Wireless internet here is excellent, and appears to have been installed in the last year or two, with a properly sized connection to the internet. Biggest pool on the island, and has a decent amount of shade from the oppressive Carribean sun. Poolside bar is great, and makes fantastic mojitos. EV charging (3KW, Free) is available onsite with 2 connectors for NACS/Tesla and 2 for J1772. Listed in PlugShare. Room air conditioning blows extremely cold, providing a respite from the heat and humidity. Staff is friendly and helpful, and provides daily text messages about what’s happening at the resort. The Bad: Lobby area is saturated with fauxconut fragrance and is a really jarring welcome. I guess the idea is to give it a tropical feel, but it’s so overdone and obviously fake that it misses the mark. Room air conditioning blows extremely loud and direction can’t be controlled, so it blows directly onto the bed next to it, and has to run almost constantly to keep humidity manageable. Bathroom layout is a little weird, and light switches are hidden behind a cabinet. Distinct lack of anywhere in the room or bathroom to hang towels or swimsuits to dry. The Ugly: This property has a hefty resort fee that isn’t well disclosed up front or at booking. The items that this daily fee allegedly covers don’t add up to anywhere near the amount they charge. The main sign out front looks shabby and worn, like it hasn’t seen a coat of paint or cleaning since 1967. Poolside rooms need better drainage outside in the walkways (there’s also no way to get to the lobby without getting soaked when it’s the daily morning downpour). Rooms need the exterior wall rebuilt with double or triple pane windows to keep sound and heat out (there is loud music poolside pretty much constantly from 11am to 11pm). Curtains need to be able to be closed all the way. Major gaps let a lot of light in, and possibly wandering eyes. The faux wood-look vinyl tile flooring needs to be replaced entirely with something that actually sticks to the floor and doesn’t let water in underneath. Plumbing is hooked up backwards (and handles are loose) in the tub. Rooms suffer from moisture problems (not unusual in this climate, but needs better mitigation/prevention
630charlottev
|1 review
Amazing pool! We went on a last minute trip to Key West in June 2025. Havana Cabana was an available spot that was less expensive due to its location. The shuttle service made it easy to get to and from downtown with shuttles every half hour. We loved the pool! It is beautiful with a natural, tropical environment. We ordered food, drinks and had multiple options in shade or sun. There are two attendants throughout the day who are making sure it is clean and providing you with towels, sunscreen, and cold water. The hotel itself is a little dated but it adds to the charm. We had a second floor room overlooking the pool. The music does play at night and you can hear people having fun and swimming. The music did stop at 11pm and we were able to sleep fine.
timpZ7821VV
|1 review
Run run run Stay away from this place they will charge for full price of your room nonrefundable upon reservation and then charge you it again when you check out. They’re crooked.

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