9 Best Luxury Hotels In Florida Keys, Florida - Updated 2024

Amelia
Amelia 
Updated
| 5 min read

Florida Keys, a chain of islands in southern Florida, is a promising place for topaz waters. One can kayak through mangroves or go on a marine expedition through a glass-bottom boat tour at their pioneering undersea park, John Pennekamp Coral Reef State Park. Other key attractions include the African Queen Canal Cruise, featured on its namesake film in 1951, and Ernest Hemingway Home and Museum, which housed the world-famous author in the 1930s. Do not forget to pose for a photo at the distinguished landmark, Southernmost Point Buoy, by day and party hard with the sunset festivities at Mallory Square by night. With such high-quality entertainment, it is natural that Florida Keys houses many luxurious hotels within. For a place to stay, read on to find out more about the best luxury hotels in Florida Keys, Florida.

We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.

1. Hyatt Residence Club Key West, Sunset Harbor (from USD 389)

Decorated in natural hues to blend in with the surrounding beach, Hyatt Residence Club Key West, Sunset Harbor, has rooms with exquisite design. Each unit also comes equipped with air-conditioning, a flat-screen cable television, and a DVD player. For a nominal fee, kitchens, seating areas, and/or balconies can be included to enhance the guests’ experience. Beyond its proximity to Mallory Square, which is 700 m (2,297 ft) away, and Key West Aquarium, which is 800 m (2,625 ft) away, the most stunning feature of this hotel is indisputably its spa center that promises therapeutic massages at affordable rates. On-site launderette facilities are also available for guests’ convenience.

Stayed at this property?

Hyatt Vacation Club at Sunset Harbor

Wifi Available Wheelchair accessible

Address: 200 Sunset Lane
958 meters (0.6 ft) from The Hemingway Home and Museum

Parking Non-smoking rooms Facilities for disabled guests Internet services WiFi Available Free WiFi Non-smoking throughout Air conditioning

2. The Islands of Islamorada (from USD 2026)

1.6 km (1 mi) away from Upper Matecumbe Key, The Islands of Islamorada is a four-star accommodation with numerous outdoor amenities, including a large outdoor swimming pool, a fitness centre, and a bar. Each room at this hotel opens up to a gorgeous balcony with sea views. Plus, it is equipped with air conditioning, a flat-screen cable television, a microwave, a kettle, and a personal bathroom with complimentary toiletries. Guests starting here will have access to private beach areas and water sports facilities. Hot tubs are also available for nominal fees. Perhaps one of the greatest perks of The Islands of Islamorada is its proximity to Islamorada, where one can engage in a variety of watersports activities, including snorkelling in crystal clear waters. Private parking on the hotel property is also free.

Stayed at this property?

The Islands of Islamorada

Wifi Available Wheelchair accessible

Address: 82779 Old Highway
126.15 km (78.4 mi) from The Hemingway Home and Museum

Parking Bar Fitness centre Non-smoking rooms Fishing Babysitting/child services Facilities for disabled guests Free parking

3. Hilton Garden Inn Key West / The Keys Collection (from USD 297)

ff you are looking for luxurious accommodation near an airport, Hilton Garden Inn from The Keys Collection is the perfect choice for you. Not only is it a mere two minutes’ drive from Key West International Airport, but it is also located near key attractions such as Ernest Hemingway Home and Museum, Old Town Trolley Tours, Mallory Square, and Southernmost Point Buoy. More importantly, rooms at this hotel offer extensive amenities, including a microwave, a refrigerator, cable television, well as a coffee machine. The hotel is also decked out with facilities, including an outdoor hot tub and swimming pool, an on-site business and fitness centre, and a restaurant and Tiki bar. Bicycle rentals are available as well as a shuttle bus to Key West city centre and Old Town every hour. Best of all, concierge services can arrange a Key West itinerary for bewildered tourists.

Stayed at this property?

Hilton Garden Inn Key West / The Keys Collection

Wifi Available Wheelchair accessible

Address: 3850 North Roosevelt Boulevard
5.25 km (3.3 mi) from The Hemingway Home and Museum

Parking Restaurant Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre Golf course (within 3 km)

4. Havana Cabana at Key West (from USD 299)

Bringing the coastal vibes indoors, Havana Cabana at Key West offers rooms designed for maximum comfort and relaxation. Its amenities include a 42-inch flat-screen television, a refrigerator, a coffee machine, a work desk, and blackout drapes for light-sensitive travellers. Havana Cabana at Key West also houses other facilities, including an outdoor swimming pool with a sunbathing area and a restaurant for a taste of authentic American cuisine. Mallory Square, where all the action is, is less than a 20-minute drive away. Surrounded by lush flora and a rock waterfall, this stellar accommodation even offers an on-site hot tub for guests to soak their summer away.

Stayed at this property?

Havana Cabana at Key West

Wifi Available Wheelchair accessible

Address: 3420 N Roosevelt Blvd
4.49 km (2.8 mi) from The Hemingway Home and Museum

Parking Restaurant Pets allowed Meeting/banquet facilities Bar 24-HOUR FRONT DESK Garden Terrace

5. Simonton Court Historic Inn and Cottages (from USD 685)

Wondering how it is like to live in Victorian times? Look no further than Simonton Court Historic Inn and Cottages. This tropical hotel, with its restored Victorian architecture, is renowned for its interesting design. Beyond its attractive facade, the hotel also offers an impressive number of amenities, including 4 outdoor swimming pools with 24-hour access. Concierge services can arrange activities for guests, including snorkelling, diving, and canoeing. A golf course is within 3 km (1.8 mi) from the property, and bicycle rentals are readily available for tourists looking to explore the island on two wheels. Each room on the property is unique and furnished with private balconies, private baths, air conditioning, and cable televisions. There are seven cottages that used to be the homes of cigar factory workers and an accommodation the used to be the factory itself.

Stayed at this property?

Simonton Court Historic Inn & Cottages

Address: 320 Simonton Street
802 meters (0.5 ft) from The Hemingway Home and Museum

Parking 24-HOUR FRONT DESK Golf course (within 3 km) Garden Terrace Non-smoking rooms Fishing Laundry

6. Hyatt Residence Club Key West, Windward Pointe (from USD 532)

As it comes with an all-year-round outdoor pool, hot tub, on-site barbeque facilities, and a variety of watersports nearby, it is to no one’s surprise why Hyatt Residence Club Key West, Windward Pointe, is a massively popular hotel in the area. Beyond the previously mentioned facilities, each room at this luxurious hotel is also attached with a fully equipped kitchen, a separate living room, a private bathroom, a balcony, and ironing facilities. Bicycle hires are available on site, and fishing, scuba diving, and parasailing activities are available near the hotel. To further emphasise the location’s convenience, the nearest airport, Key West International Airport, is merely 1 km (0.6 mi) away from the property.

Stayed at this property?

Hyatt Vacation Club at Windward Pointe

Wifi Available

Address: 3675 South Roosevelt Boulevard
4.98 km (3.1 mi) from The Hemingway Home and Museum

Parking Restaurant Free parking Internet services Hot tub/jacuzzi BBQ facilities Cycling WiFi Available

7. The Gardens Hotel (from USD 527)

This adult-only hotel is perfect for lovers looking for a romantic summer getaway on this sandy island. Offering two adult pools, on-site bicycle hires, massage services, and concierge services, The Gardens Hotel promises that guests can look forward to a romantic time, especially with live jazz music performances every Sunday evening in the hotel gardens. All rooms at The Gardens Hotel come equipped with private balconies as well as a flat-screen cable television, ironing facilities, and a refrigerator for guests’ utmost convenience. Best of all, attractions such as The Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are less than 2 km (1.2 mi) away.

Stayed at this property?

The Gardens Hotel

Wifi Available Wheelchair accessible

Address: 526 Angela Street
352 meters (0.3 ft) from The Hemingway Home and Museum

Parking Pets allowed Bar Golf course (within 3 km) Garden Terrace Non-smoking rooms Fishing

8. The Saint Hotel Key West, Autograph Collection (from USD 399)

Opulence leaks at every corner here at The Saint Hotel Key West, Autograph Collection. Guests who plan to book a room here can look forward to impressive amenities, including a 42-inch flat-screen television, en-suite ironing facilities, and a private bathroom with a personal bathrobe provided. The star of the hotel is indisputably its dazzling outdoor infinity pool that is further complemented by its on-site dining spots. The hotel serves authentic American cuisine at Tempt Restaurant and delicious handcrafted cocktails at Burgundy Bar. To further ensure a seamless guest experience, the hotel offers daily housekeeping and concierge services. Bicycle rentals are available as well as complimentary on-site parking.

Stayed at this property?

The Saint Hotel Key West, Autograph Collection

Wifi Available Wheelchair accessible Visual Aid: Braille

Address: 417 Eaton Street
704 meters (0.5 ft) from The Hemingway Home and Museum

Parking Restaurant Room service Bar 24-HOUR FRONT DESK Golf course (within 3 km) Terrace Non-smoking rooms

9. The Marquesa Hotel (from USD 560)

For a more private and immersive experience with nature, one has to pick The Marquesa Hotel. Located 1.7 km (1 mi) away from Higgs Beach, the splendorous hotel is in proximity to several renowned attractions, including Mallory Dock, Duval Street, and Southernmost Point Buoy. What’s most impressive, however, is the beautiful landscaping surrounding the property. The Marquesa Hotel not only offers an on-site restaurant, bar, and complimentary private parking, but it also has one of the most gorgeous terrace gardens that will elevate your residential experience. To serve the needs of their guests, reception is available 24/7, and there is complimentary WiFi throughout the property.

Stayed at this property?

The Marquesa Hotel

Address: 600 Fleming St
627 meters (0.4 ft) from The Hemingway Home and Museum

Facilities for disabled guests Free WiFi WiFi available in all areas Parking Garden Free parking Lift Restaurant

Being spoilt for choice is not a bad thing

No matter what type of place you’re looking for, there is certainly an accommodation at Floriday Keys that will exceed your expectations. Aside from having fun by the waters or checking out historical sites, have a nice holiday by staying in a luxury hotel. Book a room today and enjoy the perfect beach vacation.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Encapsulated in the tiny cosmopolitan city of Singapore, writing is the virtual plane I take to explore every hidden nook and cranny in the world.

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