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Find 4 Star Hotels in Fleming Key, FL from $149

Check availability on Fleming Key 4 Star Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
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 beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.
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
$203 nightly
$228 total
Sep 2 - Sep 3
Total with taxes and fees
Southernmost Beach Resort and Guesthouses
A hotel with a swimming pool, balconies, and a view of the sea.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
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 marina with jet skis docked in front of a hotel with a dock and a boat in the background.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Audra
$269 nightly
$303 total
Sep 9 - Sep 10
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 beach with palm trees, a sandy shore, and a calm sea under a clear sky.

3. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Melvin
$200 nightly
$225 total
Aug 30 - Aug 31
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 balcony with a sofa, a round table, and a view of the cityscape.
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.

4. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Fatima
$208 nightly
$234 total
Sep 9 - Sep 10
Total with taxes and fees
La Concha Key West, Autograph Collection
A hotel with a large pool, multiple balconies, and palm trees.
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 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
$164 nightly
$184 total
Sep 20 - Sep 21
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 beach with a palm tree and two chairs.
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.

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
$234 nightly
$263 total
Sep 9 - Sep 10
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.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
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
$197 nightly
$222 total
Sep 20 - Sep 21
Total with taxes and fees
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 spacious lobby with green sofas, a coffee table, and a dining area.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

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 13 - Sep 14
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 balcony with a view of the ocean, a sofa, and a massage table.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
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
Roberto
$316 nightly
$356 total
Sep 1 - Sep 2
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.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
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
$207 nightly
$233 total
Aug 31 - Sep 1
Total with taxes and fees
The Perry Hotel & Marina Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
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.

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Nairovys
$242 nightly
$272 total
Sep 8 - Sep 9
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 tropical setting with palm trees and a building with a white facade and dark roof.
A covered outdoor area with a pool, palm trees, and lounge chairs.
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 2 - Sep 3
Total with taxes and fees
The Marker Key West Harbor Resort
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A hotel with a central courtyard, palm trees, and a fountain.

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 restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A waterfront hotel with multiple balconies, a dock, and boats.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.

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 27 - Aug 28
Total with taxes and fees
Opal Key Resort & Marina, Key West
A hotel room with a balcony overlooking a marina and the ocean.
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.

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 dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
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
$289 nightly
$325 total
Sep 9 - Sep 10
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 white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.

17. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Stacey
$264 nightly
$297 total
Sep 20 - Sep 21
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns
A pool area with lounge chairs and palm trees.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.
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
$339 nightly
$381 total
Aug 27 - Aug 28
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 pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
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.

19. Eden House

Eden House
Key West Historic District
United States
David
$133 nightly
$149 total
Aug 27 - Aug 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 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.
A beach with a palm tree and the sun setting over the ocean.

20. Bishop Hotel Key West

Bishop Hotel Key West
Old Town Key West
United States
tracy
Bishop Hotel Key West
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Fleming Key.
The Porch on Frances Inn

The Porch on Frances Inn

535 Frances St Key West FL
$155 nightly
$171 total
Sep 1 - Sep 2
Total with taxes and fees
9.8/10 Exceptional! (138 reviews)
The Porch on Frances Inn
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Fleming Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"This property is in great location if you don't mind paying $40 a day for parking along with the various other fees."
Robert 3-night trip
Posted less than an hour ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"Hotel is mainly nice and staff friendly, however, they charge $63/day for a "resort" fee yet there is nothing other than a pool and beach umbrella and chairs included in that price... big ripoff. All the water sports cost extra. Property is undergoing renovation so some areas closed and noisy during day. Beach had lots of seaweed which they did clean up on 3rd day. Pool cabannas cost over $300/day. Parking is $50/day."
Michael 3-night trip
Posted 15 hours ago
Casa Marina Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Rooms were very small book a suite"
Shital 2-night trip
Posted 19 hours ago
The Reach Key West, Curio Collection by Hilton
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Loved staying here and was one of the best experiences I've had in a long time! Staff took care of me and my party and we turned them into a great friendship! Breakfast was great! Hot and fresh made to my order, simply love it! Hanging by the pool was so relaxing and we even had lunch in our pool chairs along with some great drinks! The Cuban sandwich was delicious! Totally recommend and will be going back again!"
Christopher 6-night trip
Posted 20 hours ago
Havana Cabana at Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

8/10 Good
"Inside of room was very nice, no view at all, I mean ground level and just bushes. Love the pool, drinks are not cheap. Free 2 hours on bikes was very enjoyable. Always seems to be something being repaired, drilling. Our Ac had to be replaced after first night. A lot of noise, up by about 330am. But, give em credit, they had it replaced within 2-3 hours of me going to office! Very good location. Have stayed at this place probably 8-10 times, one of my favorites."
Dale 4-night trip
Posted 1 day ago
Hyatt Centric Key West Resort and Spa
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Very clean, nice staff and walkable to everywhere"
Fatima 4-night trip
Posted 1 day ago
La Concha Key West, Autograph Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."
Susan 4-night trip
Posted 3 days ago
DoubleTree Resort by Hilton Grand Key - Key West

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 $171
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.

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