Best Cow Key Hotels in 2026 from HK$788 - Fully Refundable Options

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

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Our top choices for Cow Key hotels

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

A modern office space with a reception desk, computer, and seating area.

A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.

An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.

1. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Patricia

HK$1,012

HK$1,359 total

includes taxes & fees

29 Sept - 30 Sept

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

A bar area with a thatched roof, wooden chairs, and a poolside view.

A modern kitchen with a marble island, wooden cabinets, and pendant lighting.

A hotel room with a balcony, a bed, a desk, and two chairs.

2. Hampton Inn Key West FL

Key West

Jaycie

HK$1,299

HK$1,461 total

includes taxes & fees

6 Oct - 7 Oct

A marina with boats docked, a pool area, and a building with a white facade.

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.

3. Hilton Key West Resort & Marina

Stock Island

Molly

HK$991

HK$1,584 total

includes taxes & fees

4 Oct - 5 Oct

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

A pool area with lounge chairs, palm trees, and a building with a tiled roof.

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

A hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

4. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

HK$1,404

HK$1,580 total

includes taxes & fees

29 Sept - 30 Sept

A swimming pool with lounge chairs and palm trees.

A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.

5. Hilton Garden Inn Key West / The Keys Collection

New Town

Walt

HK$823

HK$1,147 total

includes taxes & fees

4 Oct - 5 Oct

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A beach with a palm tree and two chairs.

6. Margaritaville Beach House Key West

Key West

TRICIA LYNN

HK$1,639

HK$2,339 total

includes taxes & fees

29 Sept - 30 Sept

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.

7. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Craige

HK$951

HK$1,335 total

includes taxes & fees

30 Sept - 1 Oct

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 hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

8. The Perry Hotel & Marina Key West

Stock Island

Jade

HK$910

HK$1,503 total

includes taxes & fees

12 Oct - 13 Oct

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.

9. Blue Flamingo Resort Key West

New Town

Esteban

HK$927

HK$1,484 total

includes taxes & fees

29 Sept - 30 Sept

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

A spacious lobby with a marble floor, leather sofas, and large potted plants.

A beach with palm trees, clear blue water, and a pier extending into the sea.

10. Beachside Resort & Residences

Key West

James

HK$617

HK$1,444 total

includes taxes & fees

29 Sept - 30 Sept

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

A pool area with blue lounge chairs, a hot tub, and a covered seating area.

A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

A marina with boats docked, a beach resort building, and palm trees.

11. Ibis Bay Beach Resort

Northside Resort

Stephanie

HK$795

HK$1,148 total

includes taxes & fees

29 Sept - 30 Sept

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.

12. Parrot Key Hotel & Villas

Northside Resort

Anthony

HK$1,035

HK$1,615 total

includes taxes & fees

4 Oct - 5 Oct

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 resort with a pool leading to a beach, surrounded by palm trees and white buildings.

13. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Coni

HK$1,836

HK$2,594 total

includes taxes & fees

29 Sept - 30 Sept

A hotel with a swimming pool, balconies, and a view of the sea.

A balcony with a view of the ocean, a table, chairs, and a railing.

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.

14. Hyatt Centric Key West Resort and Spa

Key West Historic District

yendy

HK$1,828

HK$2,603 total

includes taxes & fees

4 Oct - 5 Oct

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.

15. Pier House Resort & Spa

Key West Historic District

Cheryl

HK$1,614

HK$2,363 total

includes taxes & fees

4 Oct - 5 Oct

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean at dusk.

A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.

A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.

16. The Laureate Key West

New Town

Mailyn

HK$1,247

HK$1,624 total

includes taxes & fees

29 Sept - 30 Sept

A beach with a wooden pier, palm trees, and beach umbrellas.

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.

A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

17. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

HK$1,560

HK$2,285 total

includes taxes & fees

5 Oct - 6 Oct

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 spacious lobby with a central seating area, two staircases, and multiple potted plants.

A covered outdoor seating area with a pool in the background.

18. Havana Cabana at Key West

New Town

Gustavo

HK$871

HK$1,475 total

includes taxes & fees

29 Sept - 30 Sept

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

A two-story yellow house with a porch, white railings, and green shutters.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

A hotel with a pool, bicycles, and lush greenery.

19. Silver Palms Inn & Historic Homes

Old Town Key West

sam

HK$699

HK$1,316 total

includes taxes & fees

29 Sept - 30 Sept

A building with a white exterior, a large red awning, and a gated entrance.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A pool area with lounge chairs and a lifebuoy.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

20. Authors of Key West Guest House

Key West Historic District

Avamarie

HK$700

HK$788 total

includes taxes & fees

29 Sept - 30 Sept

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Explore the area near Cow Key and other popular areas in Key West

Find the best Cow Key areas for the activities you enjoy most.Learn more about Cow Key

A beach with palm trees, clear blue sky, and calm sea.

A beach with several white and blue sailboats lined up on the sand, palm trees, and a building in the background.

A beach with palm trees, people sunbathing, and seagulls.

A beach volleyball game with players and spectators, palm trees, and a clear blue sky.

A sunny beach with palm trees, people sunbathing, and a sailboat in the water.

Beachside

If you're spending some time in Beachside, Florida Keys Beaches and Smathers Beach are top sights worth seeing.

See properties

A beach with rocky shoreline, palm trees, and a sailboat in the distance.

White St. Gallery

If you're looking for some top things to see and do in White St. Gallery and surrounding area, you can visit Duval Street and Clarence S. Higgs Memorial Beach Park.

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A white building with a large arched entrance and multiple windows.

White Street Gallery District

If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Duval Street and Clarence S. Higgs Memorial Beach Park.

See properties

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

Top Cow Key Hotel Reviews

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent

"Great stay! The breakfast was excellent, and the staff was very friendly and attentive. The room was clean and comfortable. Everything was very nice overall."

Beachside Resort & Residences

8/10 Good

"Property was clean, situated nicely, and had plenty of amenities. Our biggest issue with the property was the lack of attention to items. Our shower head was clogged and had little to no water moving through it, random lights were out in our room, the hot tub didn't heat up nor did the jets turn on, but they kept water in it anyway, several, about 1/4, of the lounge chairs were either ripped or completely unusable. Other than that, everything else was great. Our room was huge with everything you could or would need."

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Staff of the bus drivers was fantastic. Food was delish, the joint properties amenities usage was amazing and the staff was super helpful."

Blue Flamingo Resort Key West

8/10 Good

"All good"

Pier House Resort & Spa

10/10 Excellent

"Great location and superb private beach"

The Perry Hotel & Marina Key West

8/10 Good

"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."

Southwinds Motel

10/10 Excellent

"Wonderful"

Parrot Key Hotel & Villas

10/10 Excellent

"Excellent getaway spot for families or big groups. We loved it. Had a great time celebrating my bday! ✨"

La Concha Key West, Autograph Collection

10/10 Excellent

"Great location"

More cheap stays in Cow Key

Alexander Palms Court

715 South St Key West FL

HK$935

HK$1,052 total

29 Sept - 30 Sept

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

HK$795

HK$1,148 total

29 Sept - 30 Sept

includes taxes & fees

Tranquility Guest House

302 Angela st Key West FL

HK$581

HK$1,351 total

29 Sept - 30 Sept

includes taxes & fees

9/10 Wonderful! (29 reviews)

Southwinds Motel

1321 Simonton Street Key West FL

HK$977

HK$1,364 total

29 Sept - 30 Sept

includes taxes & fees

8.6/10 Excellent! (1,389 reviews)

Pegasus International Hotel

501 Southard Street Key West FL

HK$860

HK$1,365 total

1 Oct - 2 Oct

includes taxes & fees

8.2/10 Very good! (1,007 reviews)

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

HK$1,299

HK$1,461 total

6 Oct - 7 Oct

includes taxes & fees

Frequently asked questions

What's the best place to stay in Cow Key?

Southernmost Beach Resort and Guesthouses, located 3.6 mi (5.7 km) from the heart of Cow Key, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Blue Flamingo Resort Key West and Margaritaville Beach House Key West. See all available top hotels, or vacation rentals in Cow Key.

What are some of the best holiday rentals that Cow Key has to offer?

Sugarloaf Key RV Resort & Cottages: This holiday home rental outside of Cow Key is located near a metro station, and offers an outdoor pool, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. See all vacation rentals in Cow Key.

If I need to cancel my hotel reservation in Cow Key, will I receive a refund?

Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Cow Key.

How is it staying in Cow Key?

Visitors can enjoy all that Cow Key has to offer, including the restaurants, shopping and beaches. Top sights around the area include Duval Street and Florida Keys Beaches. There are 3036 hotels and other accommodation options in the surrounding area. Find out more about Cow Key.

What should I see while I'm in Cow Key?

Notable places to visit in the surrounding area include Duval Street and Florida Keys Beaches. You'll also find Robbie's and Key West Tropical Forest and Botanical Garden in the area. Take a look at what more there is to see and do in Expedia's Cow Key guide.

What's the seasonal weather in Cow Key?

The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Cow Key is 956 mm.

Cow Key hotels from HK$788

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cow Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cow Key hotels

1. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

2. Hampton Inn Key West FL

3. Hilton Key West Resort & Marina

4. Courtyard by Marriott Key West Waterfront

5. Hilton Garden Inn Key West / The Keys Collection

6. Margaritaville Beach House Key West

7. DoubleTree Resort by Hilton Grand Key - Key West

8. The Perry Hotel & Marina Key West

9. Blue Flamingo Resort Key West

10. Beachside Resort & Residences

11. Ibis Bay Beach Resort

12. Parrot Key Hotel & Villas

13. Casa Marina Key West, Curio Collection by Hilton

14. Hyatt Centric Key West Resort and Spa

15. Pier House Resort & Spa

16. The Laureate Key West

17. The Reach Key West, Curio Collection by Hilton

18. Havana Cabana at Key West

19. Silver Palms Inn & Historic Homes

20. Authors of Key West Guest House

Explore the area near Cow Key and other popular areas in Key West

Beachside

White St. Gallery

White Street Gallery District

Learn more about Cow Key

Top Cow Key Hotel Reviews

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Beachside Resort & Residences

Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Pier House Resort & Spa

The Perry Hotel & Marina Key West

Southwinds Motel

Parrot Key Hotel & Villas

La Concha Key West, Autograph Collection

More cheap stays in Cow Key

Alexander Palms Court

Ibis Bay Beach Resort

Tranquility Guest House

Southwinds Motel

Pegasus International Hotel

Hampton Inn Key West FL

Frequently asked questions

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