
Havana Cabana at Key West
Best for pool‑first stays, families, and easy access to Smathers Beach and airport transfers.
Prices in other currencies are estimates. You’re charged in USD.
Havana Cabana at Key West is a Cuban‑inspired, family‑friendly resort on North Roosevelt Boulevard centered on Key West’s largest pool—good for families and pool-focused stays. La Concha Key West, Autograph Collection is a 4‑star, historic Duval Street hotel in Marriott’s Autograph Collection—good for travelers who want to be steps from Old Town nightlife and sightseeing.
Updated · about 2.9 miles apart

Best for pool‑first stays, families, and easy access to Smathers Beach and airport transfers.

Best for being in the heart of Old Town—steps from Duval Street attractions, restaurants, and bars.
When Havana Cabana at Key West wins: pick Havana Cabana if you want a resort‑style stay with the largest pool in Key West, on‑site Cuban dining and pool bars, free self‑parking, a shuttle to Old Town, and a more family‑friendly layout.
When La Concha Key West, Autograph Collection wins: choose La Concha if you want to stay in the middle of Old Town on Duval Street, be within walking distance of museums, nightlife, and waterfront attractions, and prefer a Marriott Autograph Collection property with multiple on‑site dining options and meeting space.
Bottom line: Havana Cabana is the pick for resort amenities and families or groups arriving by car or plane; La Concha is the pick for proximity to Duval Street, Old Town sightseeing, and a conventional downtown hotel experience.
| Category | Havana Cabana at Key West | La Concha Key West, Autograph Collection |
|---|---|---|
| Overall vibe | Cuban‑themed, resort layout with courtyard/pool focus | Historic downtown hotel focused on Old Town walkability and dining |
| Location | New Town / North Roosevelt Blvd, nearer airport and Smathers Beach | Duval Street, central Old Town—steps from nightlife and museums |
| Size (rooms) | 106 rooms | 160 guestrooms |
| Ages / audience | All ages; family‑friendly (not adults‑only) | |
| Pools | Largest pool in Key West, heated, poolside bar, pool day passes | One outdoor pool, poolside bar(s) |
| Restaurants & bars | Floridita Food Truck, Mojitos Pool Bar, Flama Cabana lounge | 3 restaurants, 2 bars/lounges including Perla (Caribbean cuisine) |
| Spa & wellness | No on‑site spa; complimentary transport to off‑site fitness facility | 24‑hour fitness center on site; spa — Not published |
| Known for | Pool‑centric resort and Cuban‑inspired dining and drinks | Historic Duval Street location and Marriott Autograph branding |
| Parking & transport | Free self‑parking, EV charging, complimentary shuttle to Downtown | Self parking and valet available for a surcharge; close to walkable Old Town |
| Meeting & event space | ~1,820 sq ft of event space; open‑air Tiki Hut and beach ceremony options | Conference space ~1,300 sq ft and 3 meeting rooms |
Havana Cabana sits on North Roosevelt Boulevard in New Town, roughly a short drive from Old Town and Smathers Beach.
Choose Havana Cabana if you want easier airport access, on‑site parking, and a shuttle to Old Town.
La Concha is on Duval Street in the middle of Old Town—steps from museums, bars, and waterfront points of interest.
Choose La Concha if you want to be in the center of Old Town and walk to most attractions.
Havana Cabana offers 106 Cuban‑inspired rooms with colorful murals and a mix of patios, balconies, and family‑oriented layouts.
Rooms at Havana Cabana emphasize Cuban styling and options for families and groups.
La Concha has 160 guestrooms with modern amenities and multiple room type choices for different needs.
La Concha’s rooms suit travelers who want a downtown hotel room with standard modern amenities.
Havana Cabana focuses on Cuban food and poolside drinks across a food truck, a pool bar, and a waterfront lounge.
Havana Cabana is best if you want casual Cuban dining and vibrant poolside drink options.
La Concha offers multiple on‑site restaurants and bars and a Caribbean restaurant called Perla among its dining outlets.
La Concha is better if you want a wider selection of sit‑down dining options in Old Town.
Havana Cabana’s headline amenity is Key West’s largest pool, heated and open late with poolside service.
If a big, lively pool is the priority, Havana Cabana is the clearer choice.
La Concha provides an outdoor pool and poolside bar as part of its downtown hotel offering.
La Concha has a downtown hotel pool that supports an Old Town stay rather than being the main draw.
Havana Cabana does not operate an on‑site gym but provides complimentary transport to a nearby fitness facility; nightlife centers around on‑site lounges and shuttle trips to Duval.
Havana Cabana mixes modest on‑site evening options with shuttle access to Old Town nightlife.
La Concha places you within walking distance of Key West’s evening scene and maintains a 24‑hour fitness center on site.
La Concha is more convenient if your trip centers on Old Town nightlife and on‑site fitness access.

Havana Cabana — the largest pool in Key West, family‑friendly programming, and poolside dining.

La Concha — doorstep access to Duval Street, museums, and waterfront attractions.

Havana Cabana — free self‑parking, EV charging, and closer to Key West International Airport.

La Concha — historic Duval Street address, multiple restaurants and meeting rooms.
La Concha is on Duval Street and within walking distance of Old Town attractions; Havana Cabana is about 2.9 miles away and runs a shuttle to Downtown.
Havana Cabana is more family‑focused with a large heated pool, family‑oriented room types, and kid‑friendly dining; La Concha is central to nightlife and sightseeing but also welcomes families.
Neither property is all‑inclusive; both offer cooked‑to‑order breakfast for a surcharge and on‑site dining options.
Havana Cabana offers free self‑parking and EV charging; La Concha offers self‑parking (surcharge) and valet (surcharge).
Explore how Havana Cabana at Key West stacks up against other hotels nearby:
vs. sites like Expedia, Hotels.com and other OTAs ·