Discover the Finest Luxury Hotels in Key West, FL

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Key West, FL hotels

Compare Luxury & 5-Star Hotels in Key West, FL

Key West Resort Room | Fun Dining, Pools, Music Nights & Free Shuttle To Town - Key West, FL
9.4 6 reviews

Key West Resort Room | Fun Dining, Pools, Music Nights & Free Shuttle To Town

hotel, Key West
Oceanfront in Key West's New Town, this luxury resort is steps from the Ernest Hemingway Home and Museum and Southernmost Point.
The Key West Resort Room offers a welcoming experience with pools, music nights, and shuttle service, perfect for a premium stay.
Classic King Room At Southernmost Beach Resort  Minutes From South Beach! - Key West, FL
9.6 10 reviews

Classic King Room At Southernmost Beach Resort Minutes From South Beach!

hotel, Key West
Steps from Southernmost Point and Florida Keys Beaches, the Classic King Room At Southernmost Beach Resort offers an upscale Key West escape.
Experience welcoming luxury with a year-round heated outdoor pool and a fitness center, perfect for your premium stay.
Beachfront Key West + Free Breakfast, Pool & Spa - Key West, FL
No reviews

Beachfront Key West + Free Breakfast, Pool & Spa

hotel, Key West
At the quiet end of Duval Street in Old Town Key West, this adult-focused boutique sanctuary offers exclusive "stay at one, play at all" access to the expansive Southernmost Beach Resort campus, just a short walk from the Southernmost Point and South Beach.
Experience a welcoming, intimate guesthouse with award-winning tropical gardens and daily resort activities, including poolside yoga and live music, complemented by a full-service concierge for booking local experiences.
4 Pool-view Rooms With 2 Queen Beds L Island Vibes Await In Blue Flamingo Resort - Key West, FL
No reviews

4 Pool-view Rooms With 2 Queen Beds L Island Vibes Await In Blue Flamingo Resort

hotel, Key West
Beachfront in Key West's New Town, this luxury hotel offers easy access to Southernmost Point and the Ernest Hemingway Home and Museum.
Experience island vibes with the "4 Pool-view Rooms With 2 Queen Beds L Island Vibes Await In Blue Flamingo Resort" offering 16-guest capacity, on-site dining, and a year-round outdoor pool.
Silver Palms Inn & Historic Homes - Key West, FL
8.9 4354 reviews

Silver Palms Inn & Historic Homes

hotel, Key West
Conveniently located in historic Key West, Silver Palms Inn & Historic Homes is a 9-minute walk from the Ernest Hemingway Museum and less than a mile from the Harry S. Truman Little White House.
This welcoming 3-star hotel offers a swimming pool, complimentary continental breakfast, and covered parking for a premium stay.
Where Fun Meets Chill | 2 Island View Rooms In Blue Flamingo Resort Key West - Key West, FL
No reviews

Where Fun Meets Chill | 2 Island View Rooms In Blue Flamingo Resort Key West

hotel, Key West
Perched above Key West's New Town waterfront, this luxury hotel is mere steps from the Ernest Hemingway Home and Museum and Smathers Beach.
This exclusive Blue Flamingo Resort offer, "Where Fun Meets Chill | 2 Island View Rooms In Blue Flamingo Resort Key West," welcomes up to 8 guests with 2 queen beds per room, a fitness center, and year-round outdoor pool access.
Heart Of Key West: Unique Stay With Outdoor Pool Access, Free Breakfast! - Key West, FL
10 2 reviews

Heart Of Key West: Unique Stay With Outdoor Pool Access, Free Breakfast!

hotel, Key West
Steps from Duval Street's historic sites and beaches, the Heart Of Key West: Unique Stay With Outdoor Pool Access, Free Breakfast! offers a prime location in the Key West Historic District.
This welcoming, adults-only hotel provides 300 sq. ft. rooms, complimentary toiletries, daily cleaning, and a year-round outdoor pool for a premium, luxury experience.
Margaritaville Beach House Key West - Key West, FL
8.8 11 reviews

Margaritaville Beach House Key West

hotel, Key West
Book a room in a 3-star hotel with an excellent rating of 88% based on 11 reviews. Your accommodation will be based in Key West.
Services and facilities: a concierge, a terrace and a kitchen. This hotel is ideal for families.

Luxury Hotels with a Pool in Key West, FL

Among the 607 accommodations in Key West, FL, here are the 4 best hotels with a pool

The Independent Inn - Key West, FL
8.1 26 reviews

The Independent Inn

hotel, Key West
Just 0.8 miles from Duval Street, The Independent Inn offers a central Key West location with a 15-minute walk to Simonton Street Beach.
This welcoming hotel provides a saltwater swimming pool and family rooms with air conditioning and complimentary WiFi, ensuring a premium stay.
H2o Suites- Adults Only - Key West, FL
9.6 101 reviews

H2o Suites- Adults Only

hotel, Key West
Prime Old Town Key West, H2o Suites places you steps from Duval Street and the Key West Butterfly Conservatory, with South Beach just 2,112 feet away.
This luxury adults-only hotel offers 22 uniquely decorated rooms featuring balconies, refrigerators, and premium bedding, complemented by an outdoor pool and fitness center.
The Key West Hotel - Key West, FL
8.0 17 reviews

The Key West Hotel

hotel, Key West
Prime city center, The Key West Hotel is an 8-minute walk from Simonton Street Beach and 1640 feet from Duval Street.
Offering private pools in each room, this pet-friendly hotel provides a luxury experience with a year-round outdoor swimming pool and a pool with a scenic view.
Silver Palms Inn - Key West, FL
8.5 56 reviews

Silver Palms Inn

hotel, Key West
Just 500 feet from Duval Street, Silver Palms Inn offers a 3.5-star hotel experience with a welcoming swimming pool and on-site car hire.
Enjoy premium amenities and a very good user rating at this upscale Key West haven, perfect for exploring local attractions.

Luxury Hotels with a Jacuzzi in Key West, FL

Southernmost Inn Adult Exclusive - Key West, FL
8.2 3150 reviews

Southernmost Inn Adult Exclusive

hotel, Key West
A minute's walk from Duval Street and five minutes from the Atlantic Ocean, the Southernmost Inn Adult Exclusive offers an exclusive Key West experience.
Enjoy two heated outdoor pools, a hot tub, and complimentary continental breakfast at this adults-only resort, featuring unique tropical-themed rooms.
Hyatt Vacation Club At Windward Pointe - Key West, FL
9.3 2439 reviews

Hyatt Vacation Club At Windward Pointe

hotel, Key West
Just 3.1 miles from Southernmost Point and Duval Street, Hyatt Vacation Club At Windward Pointe offers a luxury escape in Key West.
Enjoy year-round relaxation with an outdoor pool and hot tub, complemented by fully equipped kitchens and premium high-speed wireless internet.
Havana Cabana At Key West - Key West, FL
8.8 3155 reviews

Havana Cabana At Key West

hotel, Key West
Just a 5-minute drive from Key West International Airport, Havana Cabana At Key West offers a 4-star luxury escape with a resort fee including on-site self-parking.
Enjoy the outdoor pool with a rock waterfall, hot tub, and complimentary shuttle service to Downtown Key West, featuring poolside cabanas and served smoothies.
Wicker Guesthouse - Key West, FL
8.2 3852 reviews

Wicker Guesthouse

hotel, Key West
Just one block from the Ernest Hemingway House and Museum, Wicker Guesthouse offers a luxury Key West escape with a prime location.
Enjoy the lush tropical garden and outdoor swimming pool at this welcoming guesthouse, featuring complimentary Wi-Fi and on-site parking.

Nearby regions

Luxury Hotels with Parking in Key West, FL

Southernmost House - Adult Exclusive - Key West, FL
8.5 4 reviews

Southernmost House - Adult Exclusive

hotel, Key West
Directly adjacent to South Beach and the Southernmost Point, Southernmost House - Adult Exclusive offers a prime Key West luxury experience.
Enjoy an adult-exclusive atmosphere with an infinity swimming pool and on-site American dining, all within 1.9 miles of Key West International Airport.
Blue Flamingo Resort Key West - Key West, FL
8.5 4826 reviews

Blue Flamingo Resort Key West

hotel, Key West
At the entrance to Key West, Blue Flamingo Resort Key West offers complimentary shuttle service to Old Town, providing convenient access to its attractions.
This 4-star luxury resort boasts a swimming pool, Jacuzzi, fitness center, and multiple dining options, ensuring a premium island escape with tiki cocktails and poolside cabanas.
The Reach Key West Curio Collection By Hilton - Key West, FL
No reviews

The Reach Key West Curio Collection By Hilton

hotel, Key West
Directly on a pristine beach, The Reach Key West Curio Collection By Hilton offers an exclusive oceanfront experience, just 10 minutes from Key West International Airport.
This luxury hotel provides elegant, sunlit rooms, on-site spa treatments, and convenient private parking, perfect for both leisure and business travelers.
The Saint Hotel Key West, Autograph Collection, Adult Only - Key West, FL
9.0 456 reviews

The Saint Hotel Key West, Autograph Collection, Adult Only

hotel, Key West
Just 6 minutes from Duval Street, The Saint Hotel Key West, Autograph Collection, Adult Only, offers a prime city center location in Key West, placing you within 1640 feet of the Key West Aquarium and 1969 feet of Mallory Square.
This adults-only luxury hotel provides complimentary bicycles, a year-round outdoor swimming pool, a fitness center, and an on-site restaurant serving American cuisine.

Luxury Hotels by the Shore in Key West, FL

Wake up just moments from the waves with our fine selection of Key West, FL hotels, perfect for a classic beach getaway with all the comforts of a hotel stay

Enjoy The Tropics! Unit W/ Garden View & Kitchenette, Outdoor Pool - Key West, FL
10 2 reviews

Enjoy The Tropics! Unit W/ Garden View & Kitchenette, Outdoor Pool

hotel, Key West
Located in Key West's Northside Resort neighborhood, this hotel offers proximity to Duval Street, Smathers Beach, and Old Town charm, with Southernmost Point and Ernest Hemingway Home and Museum nearby.
Enjoy luxury and comfort in the "Enjoy The Tropics! Unit W/ Garden View & Kitchenette, Outdoor Pool" offering a spacious 925 sq. ft. layout for four guests, complete with a kitchenette, garden view, and access to an outdoor pool and fitness center.
Tropical Retreat | Outdoor Pool | Pets Allowed | Near Mallory Square - 2.2 Miles - Key West, FL
No reviews

Tropical Retreat | Outdoor Pool | Pets Allowed | Near Mallory Square - 2.2 Miles

hotel, Key West
By the sea in Key West's Northside Resort neighborhood, this hotel is near Smathers Beach and Duval Street, with Ernest Hemingway Home and Museum and Southernmost Point as notable nearby landmarks.
Experience luxury and pet-friendly comfort at the Tropical Retreat, featuring a 925 sq. ft. accommodation for up to 4 guests, complete with an outdoor pool and fitness center.
The Capitana Key West - Key West, FL
9.1 62 reviews

The Capitana Key West

hotel, Key West
Book this hotel room in a 4* hotel with an excellent rating of 91% based on 62 reviews. You will be located in Key West.
Services and facilities include a fridge, a jacuzzi and a fitness center. This hotel also has a terrace!
Deluxe King Room At Southernmost Beach Resort  Beach Access & Garden Views! - Key West, FL
10 2 reviews

Deluxe King Room At Southernmost Beach Resort Beach Access & Garden Views!

hotel, Key West
In Old Town Key West, this luxury hotel is a short distance from Southernmost Point and the Ernest Hemingway Home and Museum, offering proximity to Florida Keys Beaches.
Enjoy 300 sq. ft rooms with complimentary toiletries and high-definition TV, plus access to a heated outdoor shared pool and a public fitness center.
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