Default HTG hotel image

4 Stars Hotels in Fleming Key, Key West from CA $131

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Fleming Key 4 Star Hotels

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Fleming Key 4-star hotels

A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A beachside lounge with chairs and umbrellas, overlooking the ocean.
A beachfront resort with a prominent sign, white balconies, and tropical landscaping.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Deaenna
CA $201
CA $328 total
includes taxes & fees
Sep 8 - Sep 9
Southernmost Beach Resort and Guesthouses
A hotel with a swimming pool, balconies, and a view of the sea.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.
A balcony with a view of the ocean, a table, chairs, and a railing.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
FRANK
CA $279
CA $411 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Centric Key West Resort and Spa
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A beach with palm trees, lounge chairs, and umbrellas.
A tall palm tree with a white building in the background.

3. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Melvin
CA $195
CA $299 total
includes taxes & fees
Aug 31 - Sep 1
Parrot Key Hotel & Villas
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A beach with clear turquoise water, snorkelers, and a large building in the background.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A balcony with a sofa, a round table, and a view of the cityscape.

4. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Fatima
CA $262
CA $341 total
includes taxes & fees
Sep 2 - Sep 3
La Concha Key West, Autograph Collection
A hotel with a large pool, multiple balconies, and palm trees.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A couple holding hands in a tropical setting with palm trees and greenery.

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Sabrina
CA $161
CA $259 total
includes taxes & fees
Sep 2 - Sep 3
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A beach with a palm tree and two chairs.

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
CA $247
CA $364 total
includes taxes & fees
Sep 13 - Sep 14
Margaritaville Beach House Key West
A swimming pool surrounded by palm trees and a natural rock formation.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United Kingdom
Fabrizio
CA $193
CA $306 total
includes taxes & fees
Aug 30 - Aug 31
Havana Cabana at Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A spacious lobby with green sofas, a coffee table, and a dining area.

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Dirk
CA $293
CA $423 total
includes taxes & fees
Sep 13 - Sep 14
Casa Marina Key West, Curio Collection by Hilton
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A resort with a beach, a dock, and a water view.

9. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Mark
CA $272
CA $402 total
includes taxes & fees
Sep 7 - Sep 8
Pier House Resort & Spa
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with numerous yachts docked, surrounded by palm trees and a clear sky.
An outdoor seating area with tables and chairs, overlooking a marina with boats.

10. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Boyan
CA $195
CA $305 total
includes taxes & fees
Sep 21 - Sep 22
The Perry Hotel & Marina Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Joseph
CA $255
CA $381 total
includes taxes & fees
Sep 29 - Sep 30
The Reach Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A covered outdoor area with a pool, palm trees, and lounge chairs.
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A tropical setting with palm trees and a building with a white facade and dark roof.

12. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Danny Lee
CA $252
CA $370 total
includes taxes & fees
Sep 13 - Sep 14
The Marker Key West Harbor Resort
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

13. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
CA $158
CA $224 total
includes taxes & fees
Sep 8 - Sep 9
DoubleTree Resort by Hilton Grand Key - Key West
A hotel with a covered entrance, multiple balconies, and palm trees.
A waterfront hotel with multiple balconies, a dock, and boats.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

14. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Melissa
CA $359
CA $458 total
includes taxes & fees
Sep 1 - Sep 2
Opal Key Resort & Marina, Key West
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.

15. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
CA $158
CA $260 total
includes taxes & fees
Sep 8 - Sep 9
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

16. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Debbie
CA $359
CA $511 total
includes taxes & fees
Sep 2 - Sep 3
Ocean Key Resort - A Noble House Resort
A two-story building with a covered entrance, palm trees, and a bench outside.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.

17. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Stacey
CA $270
CA $374 total
includes taxes & fees
Sep 1 - Sep 2
Winslow's Bungalows - Key West Historic Inns
A pool area with lounge chairs and palm trees.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

18. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
June Young
CA $386
CA $528 total
includes taxes & fees
Sep 1 - Sep 2
Santa Maria Suites
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

19. Eden House

Eden House
Key West Historic District
United States
David
CA $104
CA $131 total
includes taxes & fees
Sep 27 - Sep 28
Eden House
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.
A narrow wooden pathway leading to a door, a fire alarm box, and a lattice fence.
A multi-story hotel with balconies, outdoor seating, and palm trees.
A hotel room with a bed, a desk, a television, and a view of the outdoors through a sliding door.

20. Bishop Hotel Key West

Bishop Hotel Key West
Old Town Key West
United States
tracy
Bishop Hotel Key West
Save an average of 15% on thousands of hotels when you're signed in

Top Fleming Key Hotel Reviews

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"We absolutely loved The Perry! It was beautiful, modern, clean, and smelled amazing. The bar by the pool was wonderful and the bar tenders were wonderful. We enjoyed the marina view and the pool was refreshing. We have stayed in Key West several times and The Perry Hotel is very very nice! We will stay here again. It’s also close to some great restaurants! The Docks is incredible! Eat there. You won’t be disappointed."
Lindsay 3-night trip
Posted 6 hours ago
The Perry Hotel & Marina Key West
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Great location, friendly staff"
Joseph 4-night trip
Posted 11 hours ago
The Reach Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Room was very clean, pool was great! Bravin and Billy at the pool bar are the best! This was our second stay and will definitely be back soon!"
Kyle M 6-night trip
Posted 11 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"We stayed here for our honeymoon! Staff was very friendly and helpful. Restaurants on property had great food and atmosphere."
Logan 4-night trip
Posted 11 hours ago
Casa Marina Key West, Curio Collection by Hilton
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"So spacious, perfect for groups. The room was very clean and the staff were helpful! 10/10 would stay again They were doing what seemed like a clorox cleaning of the common area sidewalks, which I thought would have been better scheduled during a week day when there werent many guests but other than that the stay was perfect"
nicole 1-night trip
Posted 11 hours ago
Parrot Key Hotel & Villas
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"I was confused on the breakfast so I don’t think I got breakfast once and I couldn’t find my room at fist so that was a lot to figure out I was nervous cause I was traveling alone mostly everything else was great though"
Tonya 5-night trip
Posted 12 hours ago
Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"This hotel is beautiful, and the service is outstanding. From the moment you approach the front desk, they offer you a drink. I've been encouraging all my friends to visit. I can't wait to return and stay for a few days longer!"
Karen 1-night trip
Posted 13 hours ago
Margaritaville Beach House Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"i stayed in the king room with accessible lanai. the bathroom was spacious, easily accessible shower stall. i liked the bar near the private beach, the food and drinks were good. i had delicious filet mignon for dinner, for breakfast which was included i had the spectacular lobster benedict, soooo delicious. i’ll stay here again, it’s right on Duval street, walking distance to the bars and shops and boating trips, jet ski rentals"
Steven 2-night trip
Posted 1 day ago
Pier House Resort & Spa
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Beautiful updated hotel, loved the bar and the lobby . Our room was perfect after we moved to the 6th floor . The first room was not great . We liked the newer section much better . Loved the bikes and the location. Elevators need to be updated and they need to add another one . Would stay here again ."
lisa 4-night trip
Posted 2 days ago
La Concha Key West, Autograph Collection

Find out more about Fleming Key

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Fleming Key are calling your name. Known for providing first-rate service in amazing locations, each of the Fleming Key 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Fleming Key. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Fleming Key, Key West, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Fleming Key hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Fleming Key?
The Marker Key West Harbour Resort is among our customers' favourite 4-star hotels around Fleming Key. Concierge services and a swimming pool are just the start of its many conveniences. Another property that gets great reviews for its excellent guest experience is Hyatt Centric Key West Resort and Spa. Book your vacation here and enjoy access to beauty services and concierge services.
How much does it cost to stay in a 4-star hotel in Fleming Key?
We can help you easily find the perfect 4-star hotel for your trip to Fleming Key. Use our handy filter tool to tailor your search by things like amenities, budget and property star rating and get access to awesome deals in a few clicks.
  • Search for the lowest price from CA $131
What's the difference between 5-star and 4-star hotels in Fleming Key?
If you decide to book a stay at a 4-star hotel in Fleming Key, you'll usually find lots of conveniences to ensure you're comfortable, such as a gym, restaurant and pool. You can enjoy top-quality service and upmarket surroundings. Go for a 5-star hotel and you'll have access to a few more bells and whistles — think around-the-clock concierge, on-site spas and opulent turndown services. You're likely to get additional amenities and exclusive services at a 5-star retreat, though both are superb options for luxury guests.

Explore a world of travel with Expedia