The 7 Best Key West Resorts For A Tropical Vacation

One of the United States’ top beach getaways, Key West is home to a collection of first-class resorts that provides unlimited activities and amenities. Think of idyllic private beaches, luxurious spas, majestic stunning pools, tropical bars, award-winning restaurants, and kids’ clubs, to name a few.

With such a glorious array of amenities, facilities, and, of course, impeccable service, Key West’s resorts are certainly on top of their game.

Here’s a well-curated selection of the ultimate best Key West resorts considering aesthetics, service, location, and value for money. You’re sure to find the perfect fit on this list, no matter your budget or style preferences.

The best part? You can find all these resorts at the best prices at CuddlyNest.

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The 7 Best Key West Resorts

Casa Marina Key West, A Waldorf Astoria Resort

Perfectly nestled along the southern edge of Key West, Casa Marina Key West is a spectacular place to stay on the island. This 1920s luxury resort is beautifully set within a glamorous historic building, listed on the National Register of Historic Places, and harbors 311 spacious rooms and suites.

All the guest rooms and suites are breezy and flaunt big windows and glass doors. They also come with first-class amenities like plush signature robes, wireless high-speed Internet access, LCD flat-screen television, and Nespresso coffee/tea machine.

Level up your Key West vacation by staying at the 600 sq. ft. suite Oceanfront King Suite, which comes with a private balcony with stunning ocean views, as well as a lavish separate living area.

Lounge by one of Casa Marina’s two oceanfront pools, or sunbathe in the hotel’s,100 feet of beach reserved exclusively for hotel guests, making it the largest private beach on Key West. At the beach, you’ll find Barefoot Billy’s Beach Rentals, where kayaks, stand-up paddleboards, jet-ski, small watercraft, scooters, and bicycles are available for rent.

After relaxing all day on the beach, pamper yourself with a signature treatment at Spa Al Maré. You can even level up your spa time by booking your session at one of the beach cabanas.

This Key West resort also excels when it comes to dining. Start off the day with a hearty continental breakfast at Flagler’s Ballroom (both indoor or patio seating are available), and head over to Sun Sun Beach Bar & Grill for a breezy lunch with showstopping views of the Atlantic Ocean.

Casa Marina has a convenient location close to Key West’s Old Town. When staying at this luscious resort, guests are within a short walk of top attractions like The Hemingway Home and Museum, the Key West Cemetery, and The Key West Butterfly and Nature Conservatory.

Address: 1500 Reynolds St, Key West, FL

Top Amenities: Fitness center, on-site restaurants, pet-friendly rooms, private beach area, on-site spa, outdoor swimming pools

Recommended Read: The 15 Best Things to do in Key West, Florida

DoubleTree Resort by Hilton Grand Key – Key West

DoubleTree Resort By Hilton Grand Key is a majestic resort located just 1.1 mi from the airport and within a 15-minute drive of Duval Street, in Downtown Key West. While being based here, you’ll be able to easily reach top tourist attractions like Smathers Beach, and The Ernest Hemingway Home.

The resort has over 200 spacious rooms, each with its unique set of features. Some have a private balcony overlooking the outdoor swimming pool, while others come with a whirlpool tub, and a separate shower. All of the accommodations are equipped with air conditioning, LCD TV, high-speed internet, and Crabtree and Evelyn bath amenities.

But DoubleTree’s allure goes way beyond the comfortable accommodations. Sip on tropical cocktails by the swimming pool, which is framed by tropical gardens, and head over to the Palm Haven restaurant to feast on jet-fresh seafood dishes on a breezy patio. For a heart-racing workout session, go to the resort’s state-of-the-art fitness center.

Address: 3990 S Roosevelt Blvd, Key West, FL

Top Amenities: Pet-friendly rooms, outdoor pool, room service, on-site restaurant, pool bar, airport shuttle, business center, meeting rooms, free wifi

Recommended Read: The 6 Best Key West Hotels

Ocean Key Resort – A Noble House Resort

Ocean Key Resort is a luxury resort located in the historic Old Town Key West, overlooking the Gulf of Mexico.

Rooms and suites are beautifully appointed with eclectic hand-painted furnishings and offer breathtaking views of either the ocean or Key West’s historic Duval Street.

Aside from comfortable accommodations, the resort also has incredible common spaces and facilities. There’s a glittering oceanfront pool framed with comfy lounging chairs where guests can sit back and relax while feasting on signature cocktails (try the Spicy Watermelon Margarita).

Whenever you need to escape from the everyday pressures of life, go straight to the SpaTerre at Ocean Key Resort. This serene tropical oasis offers unique treatments, like the Tropical Essence Massage and the ritual bath. The traditional Japanese soaking tub infused with aromatherapy essence is one of the guest’s favorites.

Ocean Key Resort also has a private pier, where guests can watch the famous Key West sunset while enjoying some live music, tropical drinks, and freshly made snacks.

Address: 0 Duval St, Key West, FL 33040

Top Amenities: Concierge service, in-room WiFi, swimming pool, on-site spa, business center, private pier

The Marker Waterfront Resort Key West

Located on two acres of tropical grounds on Key West’s historic seaport, The Marker Key West Harbor Resort offers a luxurious getaway on the island. The resort is home to 96 well-appointed rooms and suites with private balconies overlooking tropical gardens, as well as oversized soaking tubs, walk-in rain showers, coffee makers, wireless internet, and Key West Aloe bath amenities.

This lush island getaway also boasts three sparkling swimming pools framed by palm trees, a modern on-site gym filled with state-of-the-art equipment, including Hydrow machines and Peloton bikes, and several dining options.

Start off the day at the resort’s Starboard Restaurant & Bar, where you’ll have a hearty continental breakfast filled with freshly cut seasonal fruit, a selection of cold cereal, yogurt, and more.

The Marker’s excellent location on the Key West Harbor allows guests to enjoy a variety of watersports activities, such as snorkeling, parasailing, waterskiing, fishing, and more.

Address: 200 William St, Key West, FL

Top Amenities: Free Wi-Fi access, poolside beverage service, concierge, bicycle rental, on-site gym, on-site restaurant, and bars

Hyatt Residence Club Key West, Windward Pointe

Hyatt Residence Club Key West is an idyllic beach getaway located just minutes from Key West’s Mallory Square and Duval Street.

The resort is home to 93 spacious residential-style units featuring flat screen tv, Blu-Ray disc players, in-room safe, complimentary Wi-Fi and high-speed internet access, and individual climate control, to name a few. Accommodations also feature breezy private balconies offering heartwarming views of the Gulf of Mexico.

Here, guests will also find a glittering infinity pool surrounded by palm trees and overlooking the ocean, and a breezy poolside bar serving lunch, dinner, and tropical drinks.

Aside from lounging by the pool, guests can also pamper themselves in the outdoor whirlpool spa, have a barbecue on the resort’s grills, and play beach volleyball in the sand.

Address: 3675 S Roosevelt Blvd, Key West, FL 33040

Top Amenities: Complimentary self-parking, outdoor infinity-edge pool, outdoor whirlpool spa, complimentary Wi-Fi, concierge service

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Resort & Marina Key West is the newest and largest resort in Key West. This idyllic island retreat is set across 20 acres filled with palm trees and features 175 bright guestrooms and suites. All of them are equipped with plush towels by Grand Royal, a glass-enclosed walk-in shower, premium bedding by Connoisseur, high-quality Serta mattresses, and 49-inch LG flat-screen Smart TV.

Designed to encapsulate Florida Key’s coastal style, the suites, and guest rooms also flaunt furnished oceanfront balconies with majestic views of the ocean.

The resort is home to six swimming pools and a 165-slip marina that hosts private watercraft and an array of services, including fishing charters and cruises. Activities and experiences such as complimentary yoga classes, movie nights, poolside games, and day trips to the Dry Tortugas National Parks are also offered by Oceans Edge.

Hungry yet? Then book a table at the resort’s restaurant, Yellowfin Bar & Kitchen, where you’ll enjoy jet-fresh seafood while soaking in beautiful waterfront views.

Address: 5950 Peninsular Ave, Key West, FL

Top Amenities: Hourly shuttle to Downtown Key West, swimming pools, on-site restaurants and bars, room service, bike rentals, private marina

Pier House Resort & Spa

Built in 1967 as a small 50-room motel, Pier House Resort & Spa grew to become one of Key West’s most coveted resorts, having hosted a number of notable people like British Prime Minister Edward Heath and various Rockefellers, Mellons, and Vanderbilts throughout the years.

The resort has a prime location close to major Key West attractions (Mallory Square, Key West Aquarium, and Harry S. Truman Little White House are just a few blocks away), and is home to

119 guest rooms and 23 suites. All rooms have large tiled bathrooms, rain-style showers, custom furniture, local art, and a connection to the waterfront.

When staying at this serene island resort, be sure to spend a few hours in the on-site spa, which offers a variety of restorative body treatments, facials, and massages. Be sure to try their deep-tissue massage, designed to relieve deep tension in the muscles.

In this island oasis, guests will also be able to swim in a sparkling pool surrounded by palm trees, lounge on a private sandy beach, or work out in the ultra-modern fitness center.

The resort boasts a variety of enticing dining options as well. Highlights include the oceanfront One Duval, whose ingredient-focused menu continuously changes, and the casual beachside Pier House Resort’s Beach Bar.

Make sure to also check out the Chart Room Bar, often regarded as one of Key West’s greatest hidden treasures. The bar serves a variety of cocktails and is best known for having welcomed famous guests like Mel Fisher and Jimmy Buffett.

Address: 1 Duval St, Naval Air Station Key West, FL

Amenities: Outdoor swimming pool, poolside bar, private beach, complimentary internet (Wi-Fi & Wired), fitness center, dry cleaning service, express check-in/check-out, meeting space