Luxury Hotels in Key West

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Luxury Hotels in Key West

A hotel with a covered entrance, multiple balconies, and palm trees.

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

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

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

1. Opal Key Resort & Marina, Key West

Old Town Key West

Near the beach
3 bars
Hot tub
Poolside bar
Concierge services

$259

$331 total

includes taxes & fees

Sep 14 - Sep 15

A pool area with lounge chairs and palm trees.

A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

2. Santa Maria Suites

Old Town Key West

Poolside bar
Concierge services

$279

$381 total

includes taxes & fees

Sep 13 - Sep 14

A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

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

A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

A balcony with a view of the ocean, a sofa, and a massage table.

3. Pier House Resort & Spa

Key West Historic District

On private beach
Beachfront dining
Full-service spa
Poolside bar
Concierge services

$275

$379 total

includes taxes & fees

Sep 23 - Sep 24

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 balcony with a table set for breakfast, overlooking the sea.

A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

4. Ocean Key Resort - A Noble House Resort

Key West Historic District

Near the beach
2 restaurants
Full-service spa
Poolside bar
Concierge services

$220

$325 total

includes taxes & fees

Sep 28 - Sep 29

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

A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

5. Hyatt Centric Key West Resort and Spa

Key West Historic District

Near the beach
Ocean-view dining
Full-service spa
Poolside bar
Concierge services

$201

$296 total

includes taxes & fees

Sep 29 - Sep 30

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

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.

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

6. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

On private beach
Full-service spa
2 outdoor pools
Concierge services

$246

$344 total

includes taxes & fees

Sep 20 - Sep 21

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

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

A covered outdoor area with a pool, palm trees, and lounge chairs.

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

7. The Marker Key West Harbor Resort

Key West Historic District

Near the beach
Poolside dining
Poolside bar
Concierge services

$174

$259 total

includes taxes & fees

Sep 22 - Sep 23

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.

A couple walking along a poolside pathway surrounded by lush greenery.

A colonial-style building with a porch, surrounded by lush tropical vegetation.

8. The Gardens Hotel

Old Town Key West

Near the beach
2 bars
Poolside bar
Concierge services
Adults-only

$190

$214 total

includes taxes & fees

Sep 21 - Sep 22

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 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.

9. Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Poolside dining
Poolside bar
Concierge services

$200

$276 total

includes taxes & fees

Sep 14 - Sep 15

A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

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.

A beach with clear turquoise water, snorkelers, and a large building in the background.

10. La Concha Key West, Autograph Collection

Key West Historic District

Near the beach
3 restaurants
24-hour gym
Poolside bar
Concierge services

$169

$224 total

includes taxes & fees

Sep 23 - Sep 24

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

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

11. Margaritaville Beach House Key West

Key West

Direct access to the beach
Hot tub
Poolside bar
Concierge services

$178

$263 total

includes taxes & fees

Sep 23 - Sep 24

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.

12. The Reach Key West, Curio Collection by Hilton

Old Town Key West

On private beach
Full-service spa
Poolside bar
Concierge services

$180

$270 total

includes taxes & fees

Sep 22 - Sep 23

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

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.

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

13. The Perry Hotel & Marina Key West

Stock Island

2 restaurants
24-hour gym
2 poolside bars
Concierge services

$139

$218 total

includes taxes & fees

Sep 22 - Sep 23

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 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.

14. Southernmost Beach Resort and Guesthouses

Old Town Key West

Near the beach
Beachfront dining
Full-service spa
2 poolside bars
Concierge services

$145

$237 total

includes taxes & fees

Sep 16 - Sep 17

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

A tall palm tree with a white building in the background.

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

15. Parrot Key Hotel & Villas

Northside Resort

Poolside bar
Concierge services

$129

$203 total

includes taxes & fees

Sep 16 - Sep 17

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.

A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

16. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Near the beach
Poolside dining
24-hour gym
Poolside bar
Concierge services

$103

$150 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

17. Southernmost House - Adult Exclusive

Old Town Key West

Near the beach
Ocean-view dining
Outdoor pool
Adults-only

$149

$294 total

includes taxes & fees

Oct 1 - Oct 2

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

A hotel room with a balcony overlooking a marina and the ocean.

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.

18. Hilton Key West Resort & Marina

Stock Island

24-hour gym
Poolside bar
Concierge services

$106

$179 total

includes taxes & fees

Sep 16 - Sep 17

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.

19. Eden House

Key West Historic District

Near the beach
Hot tub
Poolside bar
Concierge services

$114

$144 total

includes taxes & fees

Oct 11 - Oct 12

A covered porch with white railings, a ceiling fan, and a table with chairs.

A tree with green foliage and red flowers.

A room with a wooden floor, a sofa with patterned cushions, a table, a chair, a lamp, and a window with blinds.

A bedroom with a wooden headboard, a bed with white bedding, a blue patterned throw, and a view through a window with blinds.

20. The Porch on Frances Inn

Old Town Key West

Concierge services
Adults-only

$116

$161 total

includes taxes & fees

Sep 13 - Sep 14

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Top neighborhoods in Key West

A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

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

A beach with people sunbathing, palm trees, and a multi-story building in the background.

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

A street lined with colorful historic buildings, a clear blue sky, and a motorcyclist riding down the road.

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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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.

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

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 cozy library with wooden furniture, bookshelves, and a deer head on the wall.

A red brick building with arched windows and a signboard.

A white tower with a door, surrounded by trees and a picnic table.

A coastal town with a cruise ship docked, lush greenery, and a clear blue sky.

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 city trolley with "Lowest Prices" and "Trolley Tours" advertisements.

A colorful pole with the text "90 Miles to Cuba" and "Southern" on it.

A coastal resort with white buildings, palm trees, and a clear blue sky.

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

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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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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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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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 brick corridor with arched ceilings and benches.

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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