Luxury Hotels in Key West

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Luxury Hotels in Key West

Private beach, white sand, sun loungers, beach umbrellas

Outdoor pool, pool umbrellas, sun loungers

Pier House Resort & Spa

Key West Historic District

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

$280

$384 total

includes taxes & fees

Aug 17 - Aug 18

Santa Maria Suites

Old Town Key West

Poolside bar
Concierge services

$259

$359 total

includes taxes & fees

Aug 23 - Aug 24

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

Aug 10 - Aug 11

Outdoor pool, free cabanas, sun loungers

Suite, 1 Bedroom Island View | Minibar, in-room safe, desk, iron/ironing board

Minibar, in-room safe, desk, iron/ironing board

Ocean Key Resort - A Noble House Resort

Key West Historic District

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

$280

$392 total

includes taxes & fees

Aug 27 - Aug 28

Oceanfront Walkout Suite - King | View from room

Private beach, sun loungers, beach umbrellas, beach towels

Couples treatment rooms, body treatments, hydrotherapy, aromatherapy

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

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

$211

$305 total

includes taxes & fees

Aug 10 - Aug 11

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Poolside dining
Poolside bar
Concierge services

$176

$248 total

includes taxes & fees

Aug 20 - Aug 21

Premium Room, 1 King Bed, Ocean View | Terrace/patio

Hyatt Centric Key West Resort and Spa

Key West Historic District

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

$199

$294 total

includes taxes & fees

Aug 10 - Aug 11

Penthouse, 1 King Bed, Corner (View) | View from room

La Concha Key West, Autograph Collection

Key West Historic District

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

$195

$253 total

includes taxes & fees

Aug 20 - Aug 21

Cottage 1 | Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe

The Gardens Hotel

Old Town Key West

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

$224

$252 total

includes taxes & fees

Aug 17 - Aug 18

2 restaurants; breakfast, lunch, and dinner served

The Perry Hotel & Marina Key West

Stock Island

2 restaurants
24-hour gym
2 poolside bars
Concierge services

$124

$200 total

includes taxes & fees

Aug 11 - Aug 12

Harbor View King with Balcony | View from property

The Marker Key West Harbor Resort

Key West Historic District

Near the beach
Poolside dining
Poolside bar
Concierge services

$167

$251 total

includes taxes & fees

Sep 1 - Sep 2

Southernmost House - Adult Exclusive

Old Town Key West

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

$159

$306 total

includes taxes & fees

Aug 23 - Aug 24

Suite, 1 King Bed with Sofa bed, Ocean View | Balcony view

Suite, 1 King Bed with Sofa bed, Ocean View | Hypo-allergenic bedding available, down comforters, in-room safe

Margaritaville Beach House Key West

Key West

Direct access to the beach
24-hour gym
Outdoor pool
Concierge services

$178

$263 total

includes taxes & fees

Aug 24 - Aug 25

Egyptian cotton sheets, premium bedding, down comforters, in-room safe

Hilton Key West Resort & Marina

Stock Island

24-hour gym
Poolside bar
Concierge services

$122

$197 total

includes taxes & fees

Aug 16 - Aug 17

Couples treatment rooms, facials, massages

Beach nearby, sun loungers, beach umbrellas, beach towels

3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort and Guesthouses

Old Town Key West

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

$138

$228 total

includes taxes & fees

Sep 1 - Sep 2

4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Northside Resort

Poolside dining
Poolside bar
Concierge services

$136

$211 total

includes taxes & fees

Aug 30 - Aug 31

Outdoor pool, open 7:00 AM to 9:00 PM, cabanas (surcharge), sun loungers

DoubleTree Resort by Hilton Grand Key - Key West

Key West

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

$119

$168 total

includes taxes & fees

Aug 16 - Aug 17

The Reach Key West, Curio Collection by Hilton

Old Town Key West

On private beach
Full-service spa
Poolside bar
Concierge services

$156

$243 total

includes taxes & fees

Sep 3 - Sep 4

Deluxe Loft | Living area | 32-inch Smart TV with cable channels, books

Studio Suite | Living area | 32-inch Smart TV with cable channels, books

Eden House

Key West Historic District

Near the beach
Hot tub
Poolside bar
Concierge services

$129

$163 total

includes taxes & fees

Aug 24 - Aug 25

Havana Cabana at Key West

New Town

Poolside dining
Hot tub
Poolside bar
Concierge services

$144

$225 total

includes taxes & fees

Aug 23 - Aug 24

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

A red brick building with arched windows and a tall chimney.

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

A red brick building with arched windows and a signboard.

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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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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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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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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