Default HTG hotel image

Find 4 Star Hotels in Fleming Key, FL from $95

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Fleming Key 4 Star Hotels

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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
$208 nightly
$234 total
Sep 8 - Sep 9
Total with taxes and fees
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 balcony with a view of the ocean, a table, chairs, and a railing.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
FRANK
$263 nightly
$296 total
Sep 29 - Sep 30
Total with taxes and fees
Hyatt Centric Key West Resort and Spa
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A tall palm tree with a white building in the background.
A beach with palm trees, lounge chairs, and umbrellas.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

3. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Melvin
$191 nightly
$215 total
Aug 31 - Sep 1
Total with taxes and fees
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 spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.

4. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Fatima
$219 nightly
$246 total
Aug 30 - Aug 31
Total with taxes and fees
La Concha Key West, Autograph Collection
A hotel with a large pool, multiple balconies, and palm trees.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Sabrina
$164 nightly
$184 total
Sep 29 - Sep 30
Total with taxes and fees
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
$234 nightly
$263 total
Sep 13 - Sep 14
Total with taxes and fees
Margaritaville Beach House Key West
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.
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 States
Dora
$195 nightly
$220 total
Aug 30 - Aug 31
Total with taxes and fees
Havana Cabana at Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
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
$272 nightly
$306 total
Sep 15 - Sep 16
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A resort with a beach, a dock, and a water view.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

9. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Mark
$310 nightly
$349 total
Sep 7 - Sep 8
Total with taxes and fees
Pier House Resort & Spa
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with boats docked, a building with multiple floors, and palm trees in the background.
An outdoor seating area with tables and chairs, overlooking a marina with boats.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

10. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Boyan
$199 nightly
$224 total
Sep 21 - Sep 22
Total with taxes and fees
The Perry Hotel & Marina Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Nairovys
$244 nightly
$275 total
Sep 29 - Sep 30
Total with taxes and fees
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 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.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.

12. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Danny Lee
$238 nightly
$267 total
Sep 13 - Sep 14
Total with taxes and fees
The Marker Key West Harbor Resort
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A hotel with a central courtyard, palm trees, and a fountain.
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.

13. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
$144 nightly
$162 total
Sep 7 - Sep 8
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
A hotel with a covered entrance, multiple balconies, and palm trees.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A waterfront hotel with multiple balconies, a dock, and boats.

14. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Melissa
$294 nightly
$331 total
Aug 30 - Aug 31
Total with taxes and fees
Opal Key Resort & Marina, Key West
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A clear view of turquoise ocean water and a blue sky with clouds.
A hotel room with a balcony overlooking a marina and the ocean.

15. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
$167 nightly
$188 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A balcony with a table set for breakfast, overlooking the sea.

16. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Debbie
$328 nightly
$369 total
Sep 1 - Sep 2
Total with taxes and fees
Ocean Key Resort - A Noble House Resort
A two-story building with a covered entrance, palm trees, and a bench outside.
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.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'

17. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Stacey
$236 nightly
$265 total
Sep 8 - Sep 9
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns
A pool area with lounge chairs and palm trees.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

18. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
June Young
$334 nightly
$375 total
Aug 31 - Sep 1
Total with taxes and fees
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 cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

19. Eden House

Eden House
Key West Historic District
United States
David
$84 nightly
$95 total
Sep 27 - Sep 28
Total with taxes and fees
Eden House
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.
A beach with a palm tree and the sun setting over the ocean.
A hotel room with a bed, a desk, a television, and a view of the outdoors through a sliding door.
A narrow wooden pathway leading to a door, a fire alarm box, and a lattice fence.

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 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 6 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 7 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 7 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 7 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 8 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 9 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
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Stayed just one night and wished we had stayed longer. Phil on the reception desk was so helpful. The property is like new and so tranquil, with a shuttle bus every hour into the town centre. We were given an allowance of 20% off food at the restaurants which we did not use so Phil, without asking, waived our parking fee to make up. Now that's something I have never experienced at any other hotel. Please visist this hotel, you will not be disappointed."
Liam 1-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West
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

Fleming Key Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Fleming Key, Key West are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Fleming Key 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Fleming Key. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Fleming Key, Key West, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Fleming Key hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Fleming Key?
The Marker Key West Harbor Resort and Hyatt Centric Key West Resort and Spa are two highly recommended retreats located in or near Fleming Key. Both have a 4-star rating and offer luxury comfort alongside an unbeatable traveler experience. Book a stay at the first and get access to a swimming pool and premium bedding. The second has premium bedding and beauty services, among other amenities.
How much does it cost to stay in a 4-star hotel in Fleming Key?
Expedia can help you easily find the perfect 4-star hotel for your getaway in Fleming Key. Use our handy filter tool to fine-tune your search by things like price, amenities and property star rating and get access to fantastic deals in a couple of clicks.
  • Search for the lowest price from $95
What's the difference between 5-star and 4-star hotels in Fleming Key?
Offering an inviting guest experience and upmarket décor, 4-star hotels are a terrific option for your Fleming Key trip. These types of stays generally come with lots of handy amenities that make it a breeze to unpack and unwind — think complimentary bathrobes, restaurants and pools. Or enjoy even more lavishness at a 5-star hotel designed to pamper with luxury perks and amenities. Full-service health clubs, premium toiletries and world-class dining are typically featured at these plush retreats.

Explore a world of travel with Expedia