
Havana Cabana at Key West
Best for families and guests who want a big pool, casual Cuban dining, and free shuttle to Old Town.
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Havana Cabana at Key West is a Cuban-inspired, family-friendly resort in New Town with Key West’s largest pool and casual poolside dining; this guide is for travelers who want value, a big pool, and easy beach access. Ocean Key Resort & Spa is an upscale waterfront spa resort at the Mallory Square end of Duval Street; read on if you want Old Town harborfront location, spa services, and direct sunset views.
Updated · about 3.4 miles apart

Best for families and guests who want a big pool, casual Cuban dining, and free shuttle to Old Town.

Best for couples and guests who want Old Town waterfront location, a resort spa, and sunset views at Mallory Square.
When Havana Cabana at Key West wins: choose Havana Cabana if you want more space for kids and groups, a large heated pool with poolside bars and casual Cuban food on-site, free self-parking, and a lower-key New Town base with a shuttle to Downtown Key West.
When Ocean Key Resort & Spa wins: pick Ocean Key when you want to stay steps from Old Town attractions and Mallory Square, prefer an on-site spa and more formal waterfront dining and bar options, and are willing to pay a premium for location and hotel-level service.
Bottom line: Havana Cabana is the practical, pool-first choice for families and groups who don’t need to be in Old Town; Ocean Key is the pick for travelers prioritizing an Old Town harborfront address and spa-resort atmosphere.
| Category | Havana Cabana at Key West | Ocean Key Resort & Spa |
|---|---|---|
| Overall vibe | Casual, Cuban-inspired resort with a lively pool scene | Upscale, harborfront spa resort focused on Old Town luxury |
| Location | New Town on N. Roosevelt Blvd; not within walking distance of Duval Street | Mallory Square end of Duval Street, waterfront in Old Town |
| Size / rooms | 106 rooms | Not published |
| Ages / policy | All-ages (primary guest must be 21+ to check in) | |
| Pools & water | Key West’s largest heated pool, poolside bar, hot tub | Outdoor pool(s) and hot tub; direct harborfront access and water-sport booking nearby |
| Restaurants & bars | Floridita Food Truck (Cuban), Mojitos Pool Bar, Flama Cabana lounge | On-site restaurants and bars with happy hour and poolside service; signature waterfront dining and bar options (supplier listing) |
| Spa & wellness | No on-site spa; complimentary transport to off-site fitness facility | On-site spa and massage services |
| Known for | Largest pool in Key West, Cuban-inspired menus and events, free shuttle to Downtown | Prime Mallory Square harborfront location and a resort-level spa experience |
| Parking & transport | Free self-parking, complimentary shuttle to Downtown and airport pickups available | Car hire and parking available; concierge arranges tours and tickets |
| Accessibility & precautions | Wheelchair-accessible paths and parking; no elevator (stairs to upper floors) | Wheelchair accessible; accessible room types listed |
Havana Cabana sits on N. Roosevelt Blvd in Key West’s New Town, a short drive from beaches and the airport.
Choose Havana Cabana for easier access to Smathers Beach, free parking, and a quieter New Town base with shuttle service into Old Town.
Ocean Key Resort & Spa sits on the harbor at the Mallory Square end of Duval Street in Old Town.
Pick Ocean Key when you want to be inside the Old Town action and close to waterfront nightlife and sunset views.
Havana Cabana offers Cuban-inspired rooms and several premium options designed for families and groups.
Havana Cabana emphasizes family-friendly layouts and practical room types with balcony and poolside options.
Ocean Key’s room lineup focuses on ocean views and suite configurations for a waterfront stay.
Ocean Key is oriented toward guests who want ocean or island views and suite-style rooms in Old Town.
Havana Cabana’s on-site outlets focus on Cuban food, poolside cocktails and a casual vibe.
Havana Cabana offers casual Cuban dining and lively poolside drink options suitable for families and groups.
Ocean Key provides on-site restaurants and bars with a focus on waterfront dining and cocktail service.
Ocean Key leans toward a more formal waterfront dining experience with hotel-level restaurant and bar offerings.
Havana Cabana’s headline amenity is its large heated pool—the largest in Key West—plus poolside bars and events.
If a big resort-style pool is your priority, Havana Cabana’s pool area is the main draw.
Ocean Key’s signature advantage is its direct harborfront position with resort pools and water-sport access.
Ocean Key’s value is the waterfront setting and easy access to Old Town’s sunset scene rather than a single large pool.
Havana Cabana provides off-site fitness access and on-site bars for evening entertainment.
Havana Cabana suits guests who prioritize poolside nightlife and don’t require an on-site gym or spa.
Ocean Key includes an on-site spa and is steps from Old Town nightlife.
Ocean Key is a better pick for spa treatments and being in the center of Old Town’s evening activity.

Havana Cabana — bigger rooms for families, the largest pool in Key West, free parking, and a casual dining lineup.

Ocean Key Resort & Spa — stays right at Mallory Square with immediate access to Duval Street and sunset events.

Havana Cabana — a heated, large resort pool with poolside Mojitos Bar and day-pass access for visitors.

Ocean Key Resort & Spa — on-site spa, ocean-view rooms, and upscale harborfront amenities.
Ocean Key Resort & Spa is located at the Mallory Square end of Duval Street; Havana Cabana is in New Town and requires a short drive or the hotel shuttle to reach Old Town.
Havana Cabana is set up for families and groups with larger rooms, the largest pool in Key West, and casual dining; Ocean Key is more oriented to guests seeking a quieter upscale waterfront stay.
No — Havana Cabana does not have an on-site spa; Ocean Key Resort & Spa does list on-site spa and massage services.
Yes — Havana Cabana offers free self-parking, while Ocean Key also lists parking and car hire services.
Explore how Havana Cabana at Key West stacks up against other hotels nearby:
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