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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 Ocean Key Resort & Spa

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

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 · New Town, family-friendly

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

Ocean Key Resort & Spa, Key West (FL), Florida

Ocean Key Resort & Spa

Waterfront · Upscale spa resort · Old Town/harborfront

Best for couples and guests who want Old Town waterfront location, a resort spa, and sunset views at Mallory Square.

Quick Verdict: Havana Cabana at Key West vs Ocean Key Resort & Spa

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.

Havana Cabana at Key West vs Ocean Key Resort & Spa – At a Glance

Side-by-side facts for Havana Cabana at Key West and Ocean Key Resort & Spa
CategoryHavana Cabana at Key WestOcean Key Resort & Spa
Overall vibeCasual, Cuban-inspired resort with a lively pool sceneUpscale, harborfront spa resort focused on Old Town luxury
LocationNew Town on N. Roosevelt Blvd; not within walking distance of Duval StreetMallory Square end of Duval Street, waterfront in Old Town
Size / rooms106 roomsNot published
Ages / policyAll-ages (primary guest must be 21+ to check in)
Pools & waterKey West’s largest heated pool, poolside bar, hot tubOutdoor pool(s) and hot tub; direct harborfront access and water-sport booking nearby
Restaurants & barsFloridita Food Truck (Cuban), Mojitos Pool Bar, Flama Cabana loungeOn-site restaurants and bars with happy hour and poolside service; signature waterfront dining and bar options (supplier listing)
Spa & wellnessNo on-site spa; complimentary transport to off-site fitness facilityOn-site spa and massage services
Known forLargest pool in Key West, Cuban-inspired menus and events, free shuttle to DowntownPrime Mallory Square harborfront location and a resort-level spa experience
Parking & transportFree self-parking, complimentary shuttle to Downtown and airport pickups availableCar hire and parking available; concierge arranges tours and tickets
Accessibility & precautionsWheelchair-accessible paths and parking; no elevator (stairs to upper floors)Wheelchair accessible; accessible room types listed

Location: New Town convenience vs Old Town waterfront

Havana Cabana at Key West – Location

Havana Cabana sits on N. Roosevelt Blvd in Key West’s New Town, a short drive from beaches and the airport.

  • About 1.1 miles from Key West International Airport (roughly a 5-minute drive)
  • Complimentary shuttle to Downtown Key West, Mallory Square and Duval Street
  • Near Smathers Beach and Searstown shopping center

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 – Location

Ocean Key Resort & Spa sits on the harbor at the Mallory Square end of Duval Street in Old Town.

  • Prime harborfront position near Mallory Square and Old Town attractions
  • Walkable to Duval Street dining, bars, and sunset events at Mallory Square
  • On-site concierge and tours/ticket services for local activities

Pick Ocean Key when you want to be inside the Old Town action and close to waterfront nightlife and sunset views.

Rooms: practical Cuban style vs waterfront suites

Havana Cabana at Key West – Rooms

Havana Cabana offers Cuban-inspired rooms and several premium options designed for families and groups.

  • 106 rooms with hand-painted murals and Cuban accents
  • Room types include Premium Room (balcony options), Poolside Rooms, and Superior Studio with multiple beds
  • Standard rooms are roughly 275 sq ft and can sleep up to 4 guests

Havana Cabana emphasizes family-friendly layouts and practical room types with balcony and poolside options.

Ocean Key Resort & Spa – Rooms

Ocean Key’s room lineup focuses on ocean views and suite configurations for a waterfront stay.

  • Room types listed include Partial Ocean View Guestroom, Junior Suites, One Bedroom Suite with Island View, and Oceanfront Boutique Suite
  • Select rooms include balconies or separate living areas
  • Accessible room types available (mobility/hearing accessible junior suites listed)

Ocean Key is oriented toward guests who want ocean or island views and suite-style rooms in Old Town.

Dining & drinks: Cuban casual vs refined waterfront

Havana Cabana at Key West – Dining & drinks

Havana Cabana’s on-site outlets focus on Cuban food, poolside cocktails and a casual vibe.

  • Floridita Food Truck: all-day Cuban fare (breakfast–dinner, walk-up service)
  • Mojitos Pool Bar: over 15 mojitos and poolside service (10 AM–11 PM)
  • Flama Cabana: Cuban-themed waterfront lounge with tapas, rum cocktails and live music (Tue–Sun evenings)

Havana Cabana offers casual Cuban dining and lively poolside drink options suitable for families and groups.

Ocean Key Resort & Spa – Dining & drinks

Ocean Key provides on-site restaurants and bars with a focus on waterfront dining and cocktail service.

  • Multiple on-site restaurants and bars listed in supplier amenities
  • Happy hour and poolside bar service available
  • Concierge can assist with reservations and private dining inquiries

Ocean Key leans toward a more formal waterfront dining experience with hotel-level restaurant and bar offerings.

Pools & signature amenity: the pool scene vs harborfront access

Havana Cabana at Key West – Pools & signature amenity

Havana Cabana’s headline amenity is its large heated pool—the largest in Key West—plus poolside bars and events.

  • Heated pool open 10 AM–11 PM with chaise lounges and poolside service
  • Poolside Mojitos Bar and pool snack/service offerings
  • Day passes available for non-hotel guests

If a big resort-style pool is your priority, Havana Cabana’s pool area is the main draw.

Ocean Key Resort & Spa – Pools & signature amenity

Ocean Key’s signature advantage is its direct harborfront position with resort pools and water-sport access.

  • Outdoor and indoor swimming pool options and hot tub listed
  • Direct access to harborfront views and nearby water-sport operators
  • Poolside bar and waterfront terraces for sunset viewing

Ocean Key’s value is the waterfront setting and easy access to Old Town’s sunset scene rather than a single large pool.

Wellness & nightlife: off-site fitness vs spa and Old Town evenings

Havana Cabana at Key West – Wellness & nightlife

Havana Cabana provides off-site fitness access and on-site bars for evening entertainment.

  • No on-site fitness center; complimentary transport to a nearby fitness facility
  • Live music and late-night lounge hours at Flama Cabana (Tue–Sun)
  • Poolside happy periods and casual evening dining

Havana Cabana suits guests who prioritize poolside nightlife and don’t require an on-site gym or spa.

Ocean Key Resort & Spa – Wellness & nightlife

Ocean Key includes an on-site spa and is steps from Old Town nightlife.

  • Spa and massage services listed among amenities
  • Fitness center and yoga spaces listed
  • Immediate access to Duval Street bars, restaurants, and Mallory Square sunset events

Ocean Key is a better pick for spa treatments and being in the center of Old Town’s evening activity.

Who Wins? Best Pick by Travel Style

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

Best for Old Town location
Ocean Key Resort & Spa, Key West (FL), Florida

Ocean Key Resort & Spa

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

Best pool & poolside scene
Guest reading in wicker chair in a sunny lounge at Havana Cabana at Key West

Havana Cabana at Key West

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

Best for spa & waterfront luxury
Ocean Key Resort & Spa, Key West (FL), Florida

Ocean Key Resort & Spa

Ocean Key Resort & Spa — on-site spa, ocean-view rooms, and upscale harborfront amenities.

Frequently asked questions

Havana Cabana at Key West vs Ocean Key Resort & Spa: FAQs

See all FAQs →
Which property is closer to Duval Street and Mallory Square?

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.

Which hotel is better for families with kids?

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.

Is there a spa at Havana Cabana?

No — Havana Cabana does not have an on-site spa; Ocean Key Resort & Spa does list on-site spa and massage services.

Can I park a car at Havana Cabana?

Yes — Havana Cabana offers free self-parking, while Ocean Key also lists parking and car hire services.

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