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Havana Cabana at Key West Key West, Florida
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Hotel comparison guide

Havana Cabana at Key West vs Hampton Inn Key West FL

Havana Cabana at Key West is a Cuban‑inspired, all‑ages resort known for Key West’s largest pool and poolside Cuban dining; read this if you want a social, pool‑forward base with shuttle access to Old Town. Hampton Inn Key West FL is a Hilton‑brand, airport‑side hotel with practical amenities and reliable service; read this if you want an easy arrival/departure, free breakfast, and predictable facilities.

Updated · about 0.6 miles apart

Resort pool surrounded by palm trees and lounge chairs at Havana Cabana at Key West

Havana Cabana at Key West

Cuban‑inspired · Largest pool in Key West · Shuttle to downtown

Best for guests who prioritize a large heated pool, lively Cuban bars/food, and a resort feel near Smathers Beach.

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Hampton Inn Key West FL, Key West, Florida

Hampton Inn Key West FL

Hilton brand · Near Key West Intl. Airport · Free breakfast

Best for travelers who want an airport‑proximate, brand‑standard stay with complimentary breakfast and straightforward amenities.

Quick Verdict: Havana Cabana at Key West vs Hampton Inn Key West FL

When Havana Cabana at Key West wins: choose Havana Cabana if you want on‑site Cuban food and drink (Mojitos Pool Bar, Floridita Food Truck, Flama Cabana), the largest pool in Key West, poolside service, and a resort experience with shuttle access to Old Town.

When Hampton Inn Key West FL wins: choose Hampton Inn if you need to be very close to Key West International Airport, prefer a familiar national brand, want complimentary buffet breakfast, or need an on‑site 24‑hour fitness option and conventional business services.

Bottom line: pick Havana Cabana for a more social, food-and‑drink–focused resort stay with a big pool; pick Hampton Inn for a practical, airport‑side stay with reliable Hilton‑brand conveniences.

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Havana Cabana at Key West vs Hampton Inn Key West FL – At a Glance

Side-by-side facts for Havana Cabana at Key West and Hampton Inn Key West FL
CategoryHavana Cabana at Key WestHampton Inn Key West FL
Overall vibeResortlike, Cuban‑themed, social pool scene and waterfront loungePractical, brand‑standard hotel near airport and waterfront with functional public spaces
Location3420 N. Roosevelt Blvd (New Town); shuttle to Downtown/Old Town3755 S Roosevelt Blvd; on the waterfront and very near Key West Intl. Airport
Size (rooms)106 roomsNot published
Ages / policyAll ages welcome; primary guest must be 21+ to check in
PoolsLargest pool in Key West; heated, open 10 AM–11 PM; poolside service and pool barOne outdoor pool; poolside bar/lounge Cheekie Hut (pool view)
Restaurants & barsFloridita Food Truck (Cuban), Mojitos Pool Bar, Flama Cabana (rum cocktails, tapas, live music)One restaurant and one bar/lounge on site; Cheekie Hut poolside bar/lounge
Spa & wellnessNo on‑site spa; complimentary shuttle to off‑site fitness facility (no on‑site gym)24‑hour fitness facilities on site; spa not published
Known forCuban‑inspired dining and drinks, the largest pool in Key West, event Tiki Hut and waterfront loungeHilton‑brand reliability, airport proximity, free buffet breakfast
Accessibility & parkingFree self‑parking, wheelchair accessible path of travel; no elevator on propertySelf parking (surcharge), wheelchair‑accessible features and meeting spaces
Pet policyPet‑friendly (dogs up to 50 lb; max 2 per room) with feePet policy: Not published

A Look Inside Havana Cabana at Key West

Havana Cabana at Key West: rooms & suitesRooms & suitesHavana Cabana at Key West: pools & beachPools & beachHavana Cabana at Key West: diningDiningHavana Cabana at Key West: spa & wellnessSpa & wellness
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Location: New Town resort vs airport‑side convenience

Havana Cabana at Key West – Location

Havana Cabana sits on North Roosevelt Boulevard in New Town, a short drive from Old Town and Smathers Beach.

  • About 1.1 miles from Key West International Airport (roughly a 5‑minute drive).
  • Complimentary shuttle to Downtown Key West, Mallory Square, and the harbor.
  • Smathers Beach, Regal Key West, and the Tropical Forest & Botanical Garden are nearby.

Choose Havana Cabana if you want a resort location with shuttle access to Old Town and proximity to Smathers Beach.

Hampton Inn Key West FL – Location

Hampton Inn Key West FL sits on South Roosevelt Boulevard with very close access to Key West International Airport and nearby beaches.

  • Preferred airport is Key West Intl. Airport (EYW) — listed about 0.5 mi away.
  • On the waterfront and within a short drive of Duval Street and local beaches.
  • Near Fort East Martello Museum, Smathers Beach, and local shops.

Choose Hampton Inn for minimal travel time to and from EYW and a straightforward base for exploring the island.

Rooms: Cuban design and playful touches vs standard Hilton comfort

Havana Cabana at Key West – Rooms

Havana Cabana’s 106 rooms have hand‑painted murals and Cuban‑inspired accents across multiple room types.

  • Room types include Premium Room, Patio (Lola); Room, Poolside (Havana); Premium Room, 1 King Bed, Balcony (Luis); Superior Studio, Multiple Beds; and more.
  • Many rooms sized around 275 sq ft for the standard Havana Room and options for families and groups.
  • Complimentary Wi‑Fi; rooms include in‑room amenities but cooked‑to‑order breakfast is extra.

Pick Havana Cabana for themed rooms and family/group layouts with pool proximity.

Hampton Inn Key West FL – Rooms

Hampton Inn offers a range of sea‑ and pool‑view rooms with in‑room fridges and microwaves and typical Hampton bedding.

  • Room types include 2 Queen Pool View Room W/Fridge And Microwave, 1 King Room W/ Microwave And Fridge, multiple Ocean View and Accessible room options.
  • Rooms feature 42‑inch LCD TVs, complimentary Wi‑Fi, and pillowtop beds with premium bedding.
  • Some rooms list bathtubs or mobility/accessible configurations; many options for families and couples.

Pick Hampton Inn if you want predictable room layouts, in‑room fridges/microwaves, and accessible room choices.

Dining & drinks: Cuban food and cocktails vs a single buffet and bar

Havana Cabana at Key West – Dining & drinks

Havana Cabana focuses on Cuban menus and multiple on‑site bars for day‑to‑night dining.

  • Floridita Food Truck serves Cuban breakfast, lunch, and dinner (8:00 AM–10:00 PM).
  • Mojitos Pool Bar serves 15+ mojitos and other cocktails (10:00 AM–11:00 PM) with poolside service.
  • Flama Cabana is a waterfront lounge with tapas, rum cocktails, live music and a cigar humidor (Tue–Sun, 5 PM–midnight).

Choose Havana Cabana for variety in Cuban food and multiple lively bars on property.

Hampton Inn Key West FL – Dining & drinks

Hampton Inn provides a single on‑site restaurant and a poolside bar/lounge plus daily complimentary buffet breakfast.

  • Complimentary buffet breakfast served daily from 7:00 AM to 10:00 AM.
  • Cheekie Hut is a poolside bar/lounge with pool views; a separate restaurant is listed on property.
  • On‑site snack/food options and a poolside bar make casual meals convenient.

Choose Hampton Inn if free breakfast and a simple, reliable dining setup matter most to you.

Pools & beach access: largest resort pool vs standard outdoor pool

Havana Cabana at Key West – Pools & beach access

Havana Cabana advertises Key West’s largest pool with heated water and extended hours.

  • Largest pool in Key West; heated and open daily 10 AM–11 PM.
  • Poolside service, chaise lounges, poolside bar and the option to buy day passes for non‑guests.
  • Tiki Hut and waterfront lounge add evening options near the pool area.

If pool time is a priority, Havana Cabana delivers a bigger, more active pool experience.

Hampton Inn Key West FL – Pools & beach access

Hampton Inn features one outdoor pool and poolside bar service for casual dips and relaxation.

  • One outdoor pool with pool umbrellas and sun loungers.
  • Poolside bar/lounge (Cheekie Hut) for drinks with a view of the pool.
  • Close driving distance to Smathers Beach and other local beaches for sand and ocean access.

Pick Hampton Inn if you want a basic pool plus very quick access to nearby public beaches.

Wellness & nightlife: off‑site gym transport and live music vs 24‑hour fitness

Havana Cabana at Key West – Wellness & nightlife

Havana Cabana does not operate an on‑site gym but offers complimentary transport to a nearby fitness facility; nightlife centers on its bars and live music nights.

  • No on‑site fitness center; complimentary shuttle to an off‑site fitness facility is provided.
  • Flama Cabana hosts live music and evening lounge service with sunset views.
  • Non‑hotel guests can use bars and the pool with a day‑pass option.

Havana Cabana suits guests who want lively evening entertainment and don’t require an on‑site gym.

Hampton Inn Key West FL – Wellness & nightlife

Hampton Inn lists a 24‑hour fitness facility on site and provides typical hotel business/wellness amenities.

  • 24‑hour fitness facilities available on site per supplier listing.
  • Concierge and business services, plus meeting spaces for small groups.
  • Quieter after‑hours vibe compared with Havana Cabana’s live music offerings.

Choose Hampton Inn if a 24‑hour gym and quieter evenings are important to you.

Who Wins? Best Pick by Travel Style

Best for pool lovers
Lobby entry with large floor-to-ceiling windows and vintage car outside at Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana — Key West’s largest heated pool with poolside service and a full pool bar.

Best for airport convenience
Hampton Inn Key West FL, Key West, Florida

Hampton Inn Key West FL

Hampton Inn — very close to Key West Intl. Airport for easy arrivals and departures.

Best for Cuban food & cocktails
Guest reading in wicker chair in a sunny lounge at Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana — multiple Cuban‑focused outlets: Floridita Food Truck, Mojitos Pool Bar, and Flama Cabana.

Best for predictable, brand‑standard stays
Hampton Inn Key West FL, Key West, Florida

Hampton Inn Key West FL

Hampton Inn — Hilton‑brand amenities, complimentary buffet breakfast, and accessible room options.

Frequently asked questions

Havana Cabana at Key West vs Hampton Inn Key West FL: FAQs

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Which hotel is closer to Key West International Airport?

Hampton Inn Key West FL is closer to the airport (listed about 0.5 mi away); Havana Cabana is listed about 1.1 mi from EYW.

Which is better for families?

Both welcome families, but Havana Cabana emphasizes family‑friendly resort features like a very large pool and family‑style rooms; Hampton Inn offers family room configurations and free breakfast.

Do either of these hotels include breakfast?

Hampton Inn includes a complimentary buffet breakfast. Havana Cabana offers cooked‑to‑order breakfast for an additional charge.

Can I expect an on‑site spa or gym at both properties?

Havana Cabana does not have an on‑site spa and does not operate its own gym (it provides transport to a nearby fitness facility). Hampton Inn lists 24‑hour fitness facilities on site; a spa is not published for Hampton Inn.

More Havana Cabana at Key West Comparison Guides

Explore how Havana Cabana at Key West stacks up against other hotels nearby:

Sun loungers around circular pool under palm trees at Havana Cabana at Key West
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