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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 The Reach Key West, Curio Collection

Havana Cabana at Key West is a Cuban-inspired, all-ages resort on North Roosevelt Boulevard known for Key West’s largest pool and a downtown shuttle; this guide is for travelers who want lively pool time, casual Cuban dining, and easy shuttle access. The Reach Key West, Curio Collection is a Hilton Curio beachfront resort in Old Town with private beach access, a full-service spa, and Hilton amenities; read on if you prefer a beachfront location and a more classic resort stay near Duval Street.

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

Havana Cabana at Key West

Largest pool in Key West · Shuttle to Old Town · Cuban-themed dining

Best for pool-focused stays, families, and guests who want lively pool bars and Cuban-flavored dining without being in Old Town.

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The Reach Key West, Curio Collection, Key West, Florida

The Reach Key West, Curio Collection

Private beach access · Curio/Hilton affiliation · Full-service spa

Best for travelers who want beachfront access, a quieter Old Town location within walking distance of Duval Street, and on-site spa services.

Quick Verdict: Havana Cabana at Key West vs The Reach Key West, Curio Collection

When Havana Cabana at Key West wins: choose Havana Cabana if you want a social, family‑friendly property with Key West’s largest pool, poolside mojitos and live-music evenings at Flama Cabana, plus a complimentary shuttle to downtown.

When The Reach Key West, Curio Collection wins: pick The Reach if private beach access, a full-service spa, and an Old Town location within walking distance of Duval Street and Southernmost Point matter more than being right at the biggest pool.

Bottom line: Havana Cabana is the pick for pool-and-party energy, Cuban-themed food and value-oriented amenities; The Reach is the pick for a beachfront, Curio-branded Key West stay with spa services and closer access to Old Town attractions.

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Havana Cabana at Key West vs The Reach Key West, Curio Collection – At a Glance

Side-by-side facts for Havana Cabana at Key West and The Reach Key West, Curio Collection
CategoryHavana Cabana at Key WestThe Reach Key West, Curio Collection
Overall vibeLively, Cuban-themed, pool-first resort (family-friendly)Classic, quieter beachfront Curio/Hilton resort near Old Town
LocationNorth Roosevelt Boulevard (New Town); shuttle to Downtown/Old TownOld Town Key West, steps from Florida Keys Beaches and Southernmost Point
Size (rooms)106 rooms150 individually decorated guestrooms
Ages / policyAll ages welcome (primary guest must be 21+ at check-in)
Pools / waterOne large heated outdoor pool — advertised as the largest pool in Key West; day passes available for visitorsOne outdoor pool plus private beach access
BeachNot beachfront; Smathers Beach is nearby by driveOn private beach
Restaurants & barsMojitos Pool Bar, Floridita Food Truck, Flama Cabana waterfront loungeFour Marlins (restaurant), poolside bar, room service (limited hours)
Spa & wellnessNo on-site spa; complimentary transfer to off-site fitness facilityFull-service spa and spa treatment rooms on site
Event spaceAbout 1,820 sq ft of meeting/event space; Tiki Hut waterfront venue for up to ~150Approximately 4 meeting rooms and 4,700 sq ft (conference & ballroom space)
Brand / loyaltyIndependent/resort-branded (BookResorts books it)Hilton Curio Collection (Hilton loyalty benefits may apply)
Pets & parkingPet-friendly (dogs up to 50 lbs), free self-parking, EV chargingPets allowed (fee applies), valet parking available (surcharge)

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 pool scene vs Old Town beachfront

Havana Cabana at Key West – Location

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

  • Not within easy walking distance of Duval Street; hotel runs a complimentary shuttle to Downtown Key West and Mallory Square.
  • About a five-minute drive from Key West International Airport (approximate).
  • Smathers Beach and local shops are a short drive away; public bus stop nearby.

Pick Havana Cabana if you want easier airport access and don’t mind a short shuttle or drive to Old Town.

The Reach Key West, Curio Collection – Location

The Reach is in Old Town Key West, within walking distance of Duval Street and the Southernmost Point area.

  • Directly on a private stretch of beach and a short walk to Duval Street and nearby attractions.
  • Close to Ernest Hemingway Home and Museum and Key West Butterfly & Nature Conservatory.
  • Typical Old Town distances put major sights a few blocks to a mile away.

Choose The Reach for beachfront access and easy walking trips to Old Town sights and restaurants.

Rooms: Cuban-inspired studios & rooms vs individually decorated Curio rooms

Havana Cabana at Key West – Rooms

Havana Cabana offers 106 Cuban-inspired rooms and studios with playful murals and practical amenities.

  • Room types include Premium Room, Patio (Lola); Room, Poolside (Havana); Superior Studio, Multiple Beds; and several Premium Room options.
  • Rooms provide complimentary Wi‑Fi, in-room safes, and are designed for groups and families (some rooms sleep up to 4).
  • No elevator on property; some accessibility limitations and ground-floor access available.

Havana Cabana is geared to guests who want colorful, casual rooms close to the pool and common areas.

The Reach Key West, Curio Collection – Rooms

The Reach has 150 individually decorated guestrooms with ocean and resort-view studios and suites.

  • Room types listed include Resort View King, Ocean View King Studio Suite, Premium Ocean View King, and multiple studio/suite options.
  • Rooms include refrigerators, flat-screen TVs, designer toiletries, and in-room safes.
  • Resort-style room mix includes several ocean-view and premium options for couples or travelers wanting views.

The Reach is a better choice for travelers prioritizing ocean or resort views and a more traditional hotel room experience.

Dining & drinks: Cuban pool bars vs on-site restaurant and room service

Havana Cabana at Key West – Dining & drinks

Havana Cabana leans into Cuban food and drink across three venues, focused on poolside and casual waterfront service.

  • Mojitos Pool Bar serves 15+ mojitos, frozen cocktails and poolside service daily (10:00 AM–11:00 PM).
  • Floridita Food Truck offers casual Cuban fare all day (8:00 AM–10:00 PM); walk-up service, no reservation.
  • Flama Cabana is a Cuban-themed waterfront lounge with tapas, live music and a cigar humidor (Tue–Sun, 5:00 PM–midnight).

Pick Havana Cabana for lively, Cuban-flavored casual dining and poolside cocktails.

The Reach Key West, Curio Collection – Dining & drinks

The Reach has a sit-down restaurant and poolside bar, with room service offered during limited hours.

  • Four Marlins is the on-site restaurant with a bar/lounge for sit-down meals.
  • Poolside bar services drinks near the resort pool and beach areas.
  • Buffet breakfast is available daily for a surcharge; room service is offered during limited hours.

The Reach suits guests who want a quieter, full-service restaurant and hotel-style dining options.

Pools & beach: largest pool in Key West vs private beach

Havana Cabana at Key West – Pools & beach

Havana Cabana emphasizes its large heated pool, marketed as Key West’s largest, and lively pool programming.

  • One large heated outdoor pool open daily from 10:00 AM to 11:00 PM with chaise lounges and poolside service.
  • Day passes available for non-guests to use the pool.
  • Poolside extras include smoothies and late-afternoon snacks; pool bar has scheduled service and happy hours.

If pool time is the priority, Havana Cabana’s large heated pool is the main draw.

The Reach Key West, Curio Collection – Pools & beach

The Reach offers a typical resort pool plus direct access to a private stretch of beach.

  • One outdoor pool with poolside bar and loungers.
  • Private beach area on the property — a rare Key West beachfront offering.
  • Beach activities and on-site water-sport options are commonly arranged through the resort.

Choose The Reach for a beachfront stay where beach access is the main waterfront amenity.

Wellness & nightlife: off-site fitness vs on-site spa

Havana Cabana at Key West – Wellness & nightlife

Havana Cabana does not have an on-site spa or fitness center but provides a complimentary shuttle to a nearby fitness facility.

  • No on-site full-service spa; fitness access arranged off-site with complimentary transport.
  • Live music at Flama Cabana and pool events create evening activity on property.
  • Guests can book local tours and excursions through concierge services.

Havana Cabana is better if you want on-property evening energy but don’t require a hotel spa or gym.

The Reach Key West, Curio Collection – Wellness & nightlife

The Reach includes on-site spa services and quieter evenings appropriate for couples and guests seeking relaxation.

  • Full-service spa with treatment rooms and reservations required for services.
  • Quieter nightlife on property — closer walking access to Old Town nightlife for those who want it.
  • Concierge services and Curio/Hilton standards for service and amenities.

If spa treatments and a quieter resort environment matter, The Reach is the stronger fit.

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 pool, heated and active pool bar service make it the clear pick for pool-focused stays.

Best for beachfront access
The Reach Key West, Curio Collection, Key West, Florida

The Reach Key West, Curio Collection

The Reach — private beach on the property and direct beach access put this one ahead for sand-and-sea days.

Best for Old Town proximity
The Reach Key West, Curio Collection, Key West, Florida

The Reach Key West, Curio Collection

The Reach — a short walk to Duval Street, Southernmost Point and Old Town attractions.

Best for Cuban dining & lively bars
Guest reading in wicker chair in a sunny lounge at Havana Cabana at Key West

Havana Cabana at Key West

Havana Cabana — multiple Cuban-themed venues (Floridita Food Truck, Mojitos Pool Bar, Flama Cabana) keep food and drink lively on site.

Frequently asked questions

Havana Cabana at Key West vs The Reach Key West, Curio Collection: FAQs

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Which hotel is better if I want to be steps from Duval Street?

The Reach is in Old Town and within walking distance of Duval Street and Southernmost Point; Havana Cabana requires a shuttle, taxi or drive to reach Duval.

Which property has a beach?

The Reach has a private beach on site; Havana Cabana is not beachfront and is closer to Smathers Beach by short drive.

Are both hotels family-friendly?

Yes — both properties welcome guests of all ages. The primary guest checking in must be at least 21 at Havana Cabana; The Reach is also not adults-only.

Which hotel has a spa or fitness options?

The Reach has a full-service on-site spa; Havana Cabana does not have an on-site spa or gym but provides complimentary transportation to a nearby fitness facility.

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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