5 Star Hotels in Key West

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5 Star Hotels in Key West

A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

A patio area with white metal tables and chairs, surrounded by potted plants and palm trees.

A pool with a lion head sculpture in the center.

A potted yellow orchid plant in a garden setting with a brick pathway, palm trees, and a white building in the background.

1. Artist House Key West

Key West Historic District

$194

$219 total

includes taxes & fees

Oct 29 - Oct 30

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

A large conference room with round tables, chairs, and a central carpeted area.

A conference room with a patterned carpet, multiple tables, chairs, and two chandeliers.

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

2. DoubleTree Resort by Hilton Grand Key - Key West

Key West

$127

$177 total

includes taxes & fees

Oct 27 - Oct 28

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.

3. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

$216

$310 total

includes taxes & fees

Oct 25 - Oct 26

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.

4. The Perry Hotel & Marina Key West

Stock Island

$133

$211 total

includes taxes & fees

Oct 27 - Oct 28

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A lush garden with a variety of tropical plants and a paved walkway.

A two-story building with a white picket fence, a mailbox, and a small tree in front.

A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

5. Duval House

Old Town Key West

$179

$223 total

includes taxes & fees

Oct 26 - Oct 27

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 couple holding hands in a tropical setting with palm trees and greenery.

A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

6. Blue Flamingo Resort Key West

New Town

$125

$197 total

includes taxes & fees

Oct 13 - Oct 14

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

A large, two-story house with a prominent tower and a covered porch.

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

7. Southernmost House - Adult Exclusive

Old Town Key West

$149

$294 total

includes taxes & fees

Oct 27 - Oct 28

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.

8. Hyatt Centric Key West Resort and Spa

Key West Historic District

$212

$308 total

includes taxes & fees

Oct 13 - Oct 14

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 marina with various boats docked, including a green and white boat named 'Jolly Roger'.

A tropical setting with palm trees and a building with a white facade and dark roof.

9. The Marker Key West Harbor Resort

Key West Historic District

$195

$283 total

includes taxes & fees

Oct 25 - Oct 26

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

10. Eden House

Key West Historic District

$140

$177 total

includes taxes & fees

Oct 26 - Oct 27

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.

11. Opal Key Resort & Marina, Key West

Old Town Key West

$259

$331 total

includes taxes & fees

Oct 13 - Oct 14

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.

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

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.

12. Silver Palms Inn & Historic Homes

Old Town Key West

$99

$179 total

includes taxes & fees

Oct 25 - Oct 26

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

13. Heron House - Adult Only

Old Town Key West

$120

$169 total

includes taxes & fees

Oct 13 - Oct 14

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.

A modern bar area with a central island, white bar stools, and a view of the ocean.

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

14. The Reach Key West, Curio Collection by Hilton

Old Town Key West

$178

$267 total

includes taxes & fees

Oct 25 - Oct 26

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 marina with numerous boats docked, a swimming pool, and palm trees.

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

15. Hilton Key West Resort & Marina

Stock Island

$130

$205 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

16. Winslow's Bungalows - Key West Historic Inns

Old Town Key West

$180

$253 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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.

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

New Town

$143

$189 total

includes taxes & fees

Oct 25 - Oct 26

A tropical outdoor area with palm trees, hanging plants, and string lights.

A large, two-story building with a balcony, surrounded by dense tropical foliage.

An outdoor patio with a table and chairs, surrounded by lush greenery and string lights.

A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.

18. Douglas House - Adults Only

Old Town Key West

$155

$191 total

includes taxes & fees

Oct 14 - Oct 15

A deck with sun loungers and a railing overlooking the sea.

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 poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

19. Southernmost Beach Resort and Guesthouses

Old Town Key West

$174

$269 total

includes taxes & fees

Oct 26 - Oct 27

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.

20. Ocean Key Resort - A Noble House Resort

Key West Historic District

$289

$406 total

includes taxes & fees

Oct 13 - Oct 14

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Top neighborhoods in Key West

A large red brick building with arched windows and a prominent entrance.

A lighthouse, a white building with green shutters, and a small white structure with a wooden roof.

A white lighthouse with a black top, a white building with green shutters, and a palm tree.

A white lighthouse, a white building with green shutters, and a white picket fence.

A white lighthouse with a black top, surrounded by lush green trees and a white picket fence.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

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A row of pastel-colored houses with white railings and a clear blue sky.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

A white church with a bell tower and a large arched entrance.

A historic street with ornate buildings, including a church with twin spires and a building with a balcony.

A person skydiving over a coastal landscape with clear turquoise waters, green vegetation, and a road.

New Town

New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.

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The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

A street with a pharmacy, a theater, and a yellow building.

A historic building with ornate architecture, a balcony, and a coat of arms.

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.

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A white lighthouse surrounded by lush greenery and a white picket fence.

A wooden sign for Ernest Hemingway Home with admission prices and operating hours.

A white lighthouse with a black top, surrounded by lush green trees and a clear blue sky.

A two-story house with green shutters and a wooden balcony.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

A vintage red bus with 'Old Town Trolley Tours' written on it, parked on a paved area with people around.

A large sculpture with text indicating it is the Southernmost Point of the Continental U.S.A. and 90 miles to Cuba.

A colorful marker labeled 'Southernmost Point' in Key West, FL, with a view of the ocean in the background.

Uptown - Upper Duval

Key West's Uptown - Upper Duval neighborhood has a host of places to visit such as Duval Street and Florida Keys Beaches.

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Top landmarks in Key West

Duval Street

9.2/10 (20,928 reviews)

If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at Mallory Dock and We Cycle Key West.

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Southernmost Point

8.8/10 (17,214 reviews)

If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?

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Mallory Square

9.2/10 (15,939 reviews)

Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?

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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)

Whether you want to collect beach glass or watch the sunset, Smathers Beach is a spot you might want to check out, located 1.7 mi (2.8 km) from central Key West. If you want to continue walking by the waves, head to Clarence S. Higgs Memorial Beach Park located nearby.

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Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)

Ernest Hemingway Home and Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Key West Butterfly and Nature Conservatory.

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A coastal fortification with a staircase leading to a higher platform, overlooking the sea.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)

Fort Zachary Taylor Historic State Park is 0.6 mi (1 km) from central Key West, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?

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South Beach

8.4/10 (5,461 reviews)

If being by the water is a major draw, South Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Key West. Catch the sunset by the shore at Simonton Beach, just a short walk away.

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