A sunset over a beach with a wooden pier and a small structure on it.

Cow Key Hotel Guide - 4 Stars Hotels in Cow Key, Key West

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Check availability on Cow Key 4 Star Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Cow Key 4-star hotels

A deck with sun loungers and a railing overlooking the sea.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Krystle
Rp2.872.224
Rp4.545.105 total
includes taxes & fees
11 Oct - 12 Oct
Southernmost Beach Resort and Guesthouses
Pool
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.
A couple holding hands in a tropical setting with palm trees and greenery.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
Rp2.114.176
Rp3.384.985 total
includes taxes & fees
4 Oct - 5 Oct
Blue Flamingo Resort Key West
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 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.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
Rp3.956.095
Rp5.698.714 total
includes taxes & fees
12 Oct - 13 Oct
Pier House Resort & Spa
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.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
Rp4.079.832
Rp5.837.919 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Centric Key West Resort and Spa
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
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.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
Rp3.739.846
Rp5.336.461 total
includes taxes & fees
4 Oct - 5 Oct
Margaritaville Beach House Key West
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 balcony with a sofa, a round table, and a view of the cityscape.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Mary
Rp3.934.554
Rp5.032.725 total
includes taxes & fees
11 Oct - 12 Oct
La Concha Key West, Autograph Collection
A swimming pool surrounded by palm trees and a natural rock formation.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
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.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Gustavo
Rp2.263.716
Rp3.683.749 total
includes taxes & fees
1 Nov - 2 Nov
Havana Cabana at Key West
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 living area with a high ceiling, a blue accent wall, and a wooden staircase.
An outdoor patio with tables and chairs, umbrellas, and palm trees.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
Rp2.132.965
Rp3.003.510 total
includes taxes & fees
8 Oct - 9 Oct
DoubleTree Resort by Hilton Grand Key - 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 beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Coni
Rp4.455.606
Rp6.220.402 total
includes taxes & fees
4 Oct - 5 Oct
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A beach with palm trees, lounge chairs, and umbrellas.
A tall palm tree with a white building in the background.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
Rp2.362.008
Rp3.684.017 total
includes taxes & fees
13 Oct - 14 Oct
Parrot Key Hotel & Villas
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with boats docked, a swimming pool, and palm trees.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
Rp1.905.216
Rp3.233.113 total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.
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.

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Mackenzie
Rp3.578.800
Rp4.932.124 total
includes taxes & fees
4 Oct - 5 Oct
Winslow's Bungalows - Key West Historic Inns
A hotel with a covered entrance, multiple balconies, and palm trees.
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.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
Rp4.634.546
Rp5.918.619 total
includes taxes & fees
4 Oct - 5 Oct
Opal Key Resort & Marina, Key West
A marina with boats docked, a pool area, and a building with a white facade.
A marina with numerous boats docked, a swimming pool, and palm trees.
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.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
Rp2.201.141
Rp3.523.083 total
includes taxes & fees
8 Oct - 9 Oct
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 dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A balcony with a table set for breakfast, overlooking the sea.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Brian
Rp5.171.366
Rp7.206.898 total
includes taxes & fees
4 Oct - 5 Oct
Ocean Key Resort - A Noble House Resort
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.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
Rp3.863.315
Rp5.554.074 total
includes taxes & fees
14 Oct - 15 Oct
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.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Keith
Rp4.297.602
Rp5.962.124 total
includes taxes & fees
27 Oct - 28 Oct
The Marker Key West Harbor Resort
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 wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

18. Eden House

Eden House
Key West Historic District
Canada
Erik
Rp2.762.261
Rp3.480.448 total
includes taxes & fees
6 Oct - 7 Oct
Eden House
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.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
Rp5.708.186
Rp7.629.555 total
includes taxes & fees
27 Oct - 28 Oct
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A couple walking along a poolside pathway surrounded by lush greenery.
A colonial-style building with a porch, surrounded by lush tropical vegetation.
A bar area with a counter, chairs, and a clock.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Forrest
Rp5.015.913
Rp5.642.902 total
includes taxes & fees
6 Oct - 7 Oct
The Gardens Hotel
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Learn more about Cow Key

Just a short drive from the vibrant Duval Street, this tranquil key offers easy access to Key West's tropical botanical garden. Spend your days lounging at nearby Smathers Beach or exploring the Stock Island Yacht Club & Marina with its charming waterfront views.

See all hotels in Cow Key
A sunset over a beach with a wooden pier and a small structure on it.

Top Cow Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"Bar service was good. No Hot tub at main pool. Did have one on property next door. Easy access but a little bit of a drive to Deval street."
Gary 2-night trip
Posted 5 hours ago
Blue Flamingo Resort Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Valet parking obligatoire ce qui était pour nous plutôt une nuisance qu’un avantage car nous sortions souvent visiter les alentours! Nous ne pouvions pas apporter de boissons alcoolisé au bord de la piscine il fallait les acheter directement au bar de piscine …"
Alexandre 1-night trip
Posted 8 hours ago
Parrot Key Hotel & Villas
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Pier house is the best place in Key West! Won’t stay anywhere else. Staff is incredible. Looking forward to this year."
James 5-night trip
Posted 11 hours ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The property was immaculate, the staff friendly and the location was perfect. We love that the resort allows you access to The Reach, which is basically next door. You are able to use all of their amenities as well and charge them to Your room. We had a beach front room with a balcony. It was beautiful!"
Amber Dawn 4-night trip
Posted 13 hours ago
Casa Marina Key West, Curio Collection by Hilton
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Hotel was great. All of the staff were friendly and accommodating"
Kellie 1-night trip
Posted 15 hours ago
The Perry Hotel & Marina Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"
Christy 2-night trip
Posted 3 days ago
Hyatt Centric Key West Resort and Spa

Frequently asked questions

What are the best 4-star hotels in Cow Key?
Relax in 4-star hotel comfort at The Perry Hotel & Marina Key West. Ranked highly by many of our guests, it offers windsurfing and designer toiletries. Also have a look at DoubleTree Resort by Hilton Grand Key - Key West. Premium bedding and windsurfing make this escape another leading pick in Cow Key.
How much does it cost to stay in a 4-star hotel in Cow Key?
To find a 4-star hotel in Cow Key that matches your budget, take advantage of Expedia's filter tool. Take a look at the availability during your travel dates and use our pricing filter to set your limit. You can also list your results by the most affordable property first.
  • Search for the lowest price from Rp3.003.510
What's the difference between 5-star and 4-star hotels in Cow Key?
If you decide to spend your holiday at a 4-star hotel in Cow Key, you'll typically find plenty of amenities to make sure you're relaxed, such as a pool, restaurant and gym. You can enjoy top-quality service and upmarket accommodation. Pick a 5-star hotel and you'll get a few more perks — think concierge assistance, on-site spas and indulgent turndown services. You'll most likely get extra amenities and first-rate services at a 5-star getaway, though both are superb options for luxury guests.

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