Best Cow Key Hotels in 2026 from HK$1,249 - 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 and a view of the ocean.

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.

A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

1. Hampton Inn Key West FL

Key West

Erika

HK$1,326

HK$1,492 total

includes taxes & fees

25 Oct - 26 Oct

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 wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

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

New Town

Brian

HK$1,052

HK$1,404 total

includes taxes & fees

28 Oct - 29 Oct

A balcony with a view of a pool area, palm trees, and outdoor seating.

A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.

A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.

3. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Nancy

HK$935

HK$1,317 total

includes taxes & fees

28 Oct - 29 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 hotel room with a desk, two beds, a TV, a ceiling fan, and a balcony with curtains.

A modern restaurant with a wooden counter, seating area, and large windows.

4. Courtyard by Marriott Key West Waterfront

Northside Resort

Everton

HK$1,364

HK$1,535 total

includes taxes & fees

28 Oct - 29 Oct

A swimming pool with lounge chairs and palm trees.

A modern living room with a sectional sofa, a small round table, and a potted plant.

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

5. Hilton Garden Inn Key West / The Keys Collection

New Town

Eli

HK$914

HK$1,249 total

includes taxes & fees

28 Oct - 29 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 hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

6. The Perry Hotel & Marina Key West

Stock Island

Jade

HK$1,097

HK$1,718 total

includes taxes & fees

30 Oct - 31 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 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.

7. Blue Flamingo Resort Key West

New Town

Esteban

HK$982

HK$1,546 total

includes taxes & fees

28 Oct - 29 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 spacious lobby with green sofas, a coffee table, and a dining area.

A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

8. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Charlene

HK$1,694

HK$2,436 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.

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

9. Ibis Bay Beach Resort

Northside Resort

Andre

HK$1,068

HK$1,455 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

10. Beachside Resort & Residences

Key West

Mollie

HK$918

HK$1,783 total

includes taxes & fees

28 Oct - 29 Oct

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 waterfront hotel with multiple balconies, a dock, and boats.

A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

11. Opal Key Resort & Marina, Key West

Old Town Key West

Susan

HK$2,032

HK$2,595 total

includes taxes & fees

28 Oct - 29 Oct

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 beach wedding setup with white chairs, a wooden arch, and lanterns.

12. Hyatt Centric Key West Resort and Spa

Key West Historic District

Jennifer

HK$1,876

HK$2,657 total

includes taxes & fees

29 Oct - 30 Oct

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

A covered outdoor seating area with tables and chairs, overlooking a marina with boats.

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.

13. Hilton Key West Resort & Marina

Stock Island

Eric A

HK$960

HK$1,539 total

includes taxes & fees

25 Oct - 26 Oct

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.

A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

14. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

HK$1,513

HK$2,055 total

includes taxes & fees

26 Oct - 27 Oct

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, a sandy shore, and a calm sea under a clear sky.

A beach with palm trees, lounge chairs, and umbrellas.

15. Parrot Key Hotel & Villas

Northside Resort

Anthony

HK$1,193

HK$1,792 total

includes taxes & fees

29 Oct - 30 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 covered outdoor seating area with a pool in the background.

A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

16. Havana Cabana at Key West

New Town

Stephanie

HK$1,138

HK$1,779 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a covered porch, a brick pathway, and a large tree.

A hotel room with two beds, a ceiling fan, a large window with a view of palm trees, and a painting on the wall.

A poolside area with a swimming pool, a staircase leading to a deck, and a building with multiple windows and balconies.

A covered porch with white wicker furniture and a blue floor, surrounded by lush tropical plants.

17. The Marquesa Hotel

Old Town Key West

Anna

HK$3,366

HK$4,229 total

includes taxes & fees

28 Oct - 29 Oct

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.

An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

18. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Darlene

HK$1,194

HK$1,873 total

includes taxes & fees

26 Oct - 27 Oct

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

A spacious living area with a large window, a dining table, and comfortable seating.

A wooden deck with two wooden chairs and a small table, surrounded by white railings and palm trees.

A two-story building with a balcony, arched windows, and a green roof.

19. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

HK$1,836

HK$2,419 total

includes taxes & fees

29 Oct - 30 Oct

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.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

20. Silver Palms Inn & Historic Homes

Old Town Key West

sam

HK$699

HK$1,316 total

includes taxes & fees

25 Oct - 26 Oct

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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 wooden signpost with directional arrows pointing to various cities and distances.

A beach with two wooden lounge chairs and a straw umbrella.

A wooden pathway leading to a beach with seagulls flying over the water.

A coastal scene with a long bridge over turquoise waters, a sandy beach, and a palm tree.

A palm tree on a sandy beach with a clear blue sky and ocean.

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

The Southernmost Inn - Adults Only

10/10 Excellent

"We enjoyed the King Suite. Especially the modern updated ensuite. The pool and hot tub were fantastic in a unique private setting with ample palm trees and greenery."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Amazing stay! Would highly recommend!"

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

10/10 Excellent

"Unable to understand with the staff on my arrival. It was so frustrating!! Other than that nice atmosphere."

Parrot Key Hotel & Villas

8/10 Good

"Pretty spot with shuttle service to town. Pools are nice, but no beach access. Restaurant was being remodeled, and a food truck was on-site all day with breakfast and lunch or light dinner options. Super friendly and helpful staff!"

Beachside Resort & Residences

10/10 Excellent

"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."

Pier House Resort & Spa

8/10 Good

"The location of the property was great for our visit because we had a couple of excursions from the pier not too far. The property was really nice and we enjoyed having the beach to be able to get in the ocean after a hot day. Food and drinks at the hotel were great. The only complaint I have is in our room there was only 1 tabletop lamp and only one in the sitting area so it was real hard to see when trying to get ready with 4 people. Even the bathroom light wasn’t very bright. I would stay here again."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Great property"

Margaritaville Beach House Key West

10/10 Excellent

"It is such a convenient location and beautiful place to stay. Beds are comfy! Wish they had a little more to offer on their menu though."

Havana Cabana at Key West

10/10 Excellent

"pool was the best with food and bar right next. shuttle service to town was excellent can't wait to go back!"

More cheap stays in Cow Key

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

HK$1,068

HK$1,455 total

18 Oct - 19 Oct

includes taxes & fees

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL

HK$1,326

HK$1,492 total

25 Oct - 26 Oct

includes taxes & fees

Southwinds Motel

1321 Simonton Street Key West FL

HK$1,091

HK$1,492 total

26 Oct - 27 Oct

includes taxes & fees

Pegasus International Hotel

501 Southard Street Key West FL

HK$1,412

HK$1,986 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,002 reviews)

Alexander Palms Court

715 South St Key West FL

HK$1,766

HK$1,986 total

20 Oct - 21 Oct

includes taxes & fees

9.4/10 Exceptional! (1,005 reviews)

Tranquility Guest House

302 Angela st Key West FL

HK$1,387

HK$2,257 total

20 Oct - 21 Oct

includes taxes & fees

9/10 Wonderful! (35 reviews)

Frequently asked questions

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

Blue Flamingo Resort Key West, located 1.2 mi (1.9 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 Southernmost Beach Resort and Guesthouses 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 3049 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 Key West Tropical Forest and Botanical Garden and Stock Island Yacht Club & Marina 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$1,249

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. Hampton Inn Key West FL

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

3. DoubleTree Resort by Hilton Grand Key - Key West

4. Courtyard by Marriott Key West Waterfront

5. Hilton Garden Inn Key West / The Keys Collection

6. The Perry Hotel & Marina Key West

7. Blue Flamingo Resort Key West

8. Casa Marina Key West, Curio Collection by Hilton

9. Ibis Bay Beach Resort

10. Beachside Resort & Residences

11. Opal Key Resort & Marina, Key West

12. Hyatt Centric Key West Resort and Spa

13. Hilton Key West Resort & Marina

14. Hyatt Vacation Club at Windward Pointe, Key West

15. Parrot Key Hotel & Villas

16. Havana Cabana at Key West

17. The Marquesa Hotel

18. The Reach Key West, Curio Collection by Hilton

19. Hyatt Vacation Club at Beach House, Key West

20. Silver Palms Inn & Historic Homes

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

The Southernmost Inn - Adults Only

Winslow's Bungalows - Key West Historic Inns

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

Parrot Key Hotel & Villas

Beachside Resort & Residences

Pier House Resort & Spa

Casa Marina Key West, Curio Collection by Hilton

Margaritaville Beach House Key West

Havana Cabana at Key West

More cheap stays in Cow Key

Ibis Bay Beach Resort

Hampton Inn Key West FL

Southwinds Motel

Pegasus International Hotel

Alexander Palms Court

Tranquility Guest House

Frequently asked questions

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