Florida Keys and Key West | Hotels and Resorts


There are a number of different hotel options throughout the Florida Keys and Key West. From ultra luxury resorts, beachside campgrounds, economy hotels, rustic cabins and vacation home rentals, there is something for every taste and every budget.

Following are a list of the Endless Summer Florida recommended hotels and resorts in the Florida Keys. We’ve listed our favorite hotels for the most popular areas as well as added a separate lists for both luxury resorts and more moderately priced hotel options.

If you thinking about staying at any of these amazing hotels, we would appreciate if you can use our links when making the reservations. Endless Summer is an affiliate with Marriott, Hilton and Expedia.com and receives a small commission for each stay that was referred by our website.

Key West Hotels and Resorts

The Reach Hotel Key West

The Reach Key West is a luxury hotel located in the heart of Old Town Key West that features 150 rooms and suites that offer stunning views of the ocean, the city, or the lush tropical gardens. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The resort has a private white sand beach, an outdoor pool, a fitness center, and a spa. Guests can also enjoy water sports activities such as kayaking, snorkeling, and paddleboarding. The hotel has a restaurant called Four Marlins, which serves fresh seafood and American cuisine.

The Reach is part of the Curio Collection by Hilton.  Click here for rates & reservations at Hilton hotels.

Casa Marina Key West, a Waldorf Astoria Hotel

The Casa Marina Key West is a luxury beachfront resort that features 311 rooms and suites that offer stunning views of the ocean, the city, or the lush tropical gardens. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The resort has two private beaches, two outdoor pools, a fitness center, and a spa. Guests can also enjoy water sports activities such as kayaking, snorkeling, and paddleboarding. The hotel has several restaurants and bars, including Sun Sun Beach Bar & Grill, which serves fresh seafood and Caribbean cuisine.

The Casa Marina is part of the Curio Collection by Hilton. Click here for rates & reservations at Hilton hotels.

Ocean Key Resort

Ocean Key Resort & Spa is a luxury beachfront hotel that features 100 rooms and suites that offer stunning views of the ocean, the city, or the lush tropical gardens. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The resort has a private white sand beach, an outdoor pool, a fitness center, and a full-service spa. Guests can also enjoy water sports activities such as kayaking, snorkeling, and paddleboarding. The hotel has several restaurants and bars, including the popular Sunset Pier, which serves fresh seafood and Caribbean cuisine.

Click here for rates and reservations for at the Ocean Key Resort through Expedia.

The Pier House

The Pier House Resort & Spa is a luxury beachfront hotel that features 142 rooms and suites that offer stunning views of the ocean, the city, or the lush tropical gardens. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The hotel has a private white sand beach, an outdoor pool, a fitness center, and a full-service spa. Guests can also enjoy water sports activities such as kayaking, snorkeling, and paddleboarding. The hotel has several restaurants and bars, including the popular Chart Room Bar, which serves cocktails and light bites.

Click here for rates and reservations for at The Pier House through Expedia.

Sunset Key Cottages

Sunset Key Cottages is a luxury resort located on Sunset Key, a private island located just off the coast of Key West, Florida. The resort features 40 cottages that offer stunning views of the ocean, the city, or the lush tropical gardens. The cottages are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The resort has a private white sand beach, an outdoor pool, a fitness center, and a spa. Guests can also enjoy water sports activities such as kayaking, snorkeling, and paddleboarding. The resort has a restaurant called Latitudes, which serves fresh seafood and American cuisine.

Key Largo Hotels and Resorts

Bungalows Key Largo

The Bungalows Key Largo features 135 single story bungalow cottages on a 12-acre waterfront property. This adults only all-inclusive resort and includes unlimited food and alcoholic beverages as well as non-motorized water toys. 

Amenities at the Bungalows include two outdoor pools with oceanfront cabanas, water sports including snorkeling & paddle boarding and an Asian inspired spa.  There are three on-site restaurants which range from resort casual to fine dining venues.

Playa Largo

The Playa Largo Resort & Spa is located at mile marker 97 in Key Largo just a short drive to the John Pennekamp Coral Reef State Park.  This amazing 177-room resort features a variety of traditional guest rooms, suites, bungalows and a beach house.

Amenities include a private beach overlooking Florida Bay with a number of water sports activities and a beach fire pit, heated resort style pool with private cabanas, a fully equipped fitness center, business center and the on-site Ocean Spa.

The Reach is part of the Marriott family of hotels. Click here for rates & reservations at any Marriott resort.

Islamorada Hotels and Resorts

Cheeca Lodge & Spa

The Cheeca Lodge & Spa is a luxury resort located in Islamorada that features 214 rooms, suites, and bungalows offering stunning views of the ocean or grounds. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The resort has a private white sand beach, an outdoor pool, a fitness center, and a full-service spa. Guests can also enjoy water sports activities. The resort has several restaurants and bars, including the popular Nikai Sushi Bar & Restaurant, which serves fresh sushi and Japanese cuisine.

Click here for rates and reservations for at The Cheeca Lodge through Expedia.

Amara Cay Resort

Amara Cay Resort is a 1110-room luxury beachfront hotel located in Islamorada, a village in the Florida Keys. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The resort has a private white sand beach, an outdoor pool, a hot tub, and a fitness center. Guests can also enjoy water sports activities. The hotel has a restaurant called Oltremare Ristorante, which serves fresh seafood and Italian cuisine.

Click here for rates and reservations for at the Amara Cay Resort through Expedia.

Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina is a beachfront hotel that features 143 rooms and suites. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The property has a private white sand beach, an outdoor pool, a marina, and a range of water sports activities. The hotel has two restaurants and bars, including the popular Ciao Hound Italian Kitchen & Bar, which serves fresh Italian cuisine.

Click here for rates and reservations for at the Postcard Inn through Expedia.

Marathon Hotels and Resorts

Hyatt Place Marathon Florida Keys

Hyatt Place Marathon Florida Keys is a beachfront hotel that features 125 rooms and suites. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The property has a private white sand beach, an outdoor pool, a fitness center, and a range of water sports activities. The hotel also has a restaurant called Jala Spa, which serves fresh seafood and American cuisine.

Hampton Inn Marathon-Florida Keys

Hampton Inn Marathon Florida Keys is a beachfront hotel located in Marathon, a city in the Florida Keys. The hotel features 80 rooms and suites that offer stunning views of the ocean, the city, or the lush tropical gardens. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The property is located within driving distance of many popular attractions, such as the Dolphin Research Center, the Turtle Hospital, and the Seven Mile Bridge. The hotel serves a complimentary hot breakfast every morning and has an on-site convenience store.

Click here for rates & reservations at Hilton hotels.

Courtyard by Marriott Marathon Florida Keys

Courtyard Marathon Florida Keys is a beachfront hotel located in Marathon, a city in the Florida Keys. The hotel features 95 rooms and is located within driving distance of many popular attractions, such as the Dolphin Research Center, the Turtle Hospital, and the Seven Mile Bridge. The rooms are equipped with modern amenities such as flat-screen TVs, Wi-Fi, mini-fridges, and coffee makers.

The hotel has a private white sand beach, an outdoor pool, a fitness center, and a range of water sports activities such as kayaking, paddleboarding, and fishing. The hotel has an on-site restaurant called The Bistro, which serves fresh American cuisine and Starbucks coffee.

Click here for rates & reservations at any Marriott resort.

What are the best luxury resorts in the Florida Keys?

If you’re planning a trip to the Florida Keys and looking for a luxurious place to stay, you’re in luck. The Keys are home to some of the most beautiful and luxurious hotels in the world. From beachfront resorts to private island getaways, there is no shortage of luxury accommodations in the Florida Keys.

Following are three of our top 10 luxury resorts in the Florida keys.

  • Casa Marina Key West
  • Cheeca Lodge and Spa
  • Hawks Cay Resort

Click here to see our full list of the 10 Best Luxury Resorts in the Florida Keys and Key West.

Jerry Joyce

Jerry Joyce has been a Florida resident since 1988 and has lived in a variety of places in the South Florida area. Jerry is an avid boater & water sports enthusiast, beach aficionado, a lover of great food, muscle car fan and a theme park annual passholder for many years. Some of his favorite places in Florida include the Florida Keys, Walt Disney World, Cedar Key, the Loxahatchee River, St. Augustine and Ten Thousand islands.

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