A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check availability on Key West Luxury Hotels

Tonight
24 Sep - 25 Sep
Tomorrow
25 Sep - 26 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Key West luxury hotels

1. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
฿8,578
฿10,955 total
includes taxes & fees
28 Sept - 29 Sept
Opal Key Resort & Marina, Key West

2. Santa Maria Suites

Santa Maria Suites
Old Town Key West
  • Lavish Key West retreat features luxury suites, designer touches, 2 pools, and vibrant bar scene.
฿9,326
฿12,747 total
includes taxes & fees
27 Sept - 28 Sept
Santa Maria Suites

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
฿7,390
฿10,645 total
includes taxes & fees
30 Sept - 1 Oct
Pier House Resort & Spa

4. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
฿6,493
฿9,899 total
includes taxes & fees
29 Sept - 30 Sept
Ocean Key Resort - A Noble House Resort

5. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
฿6,952
฿10,153 total
includes taxes & fees
28 Sept - 29 Sept
Hyatt Centric Key West Resort and Spa

6. The Gardens Hotel

The Gardens Hotel
Old Town Key West
฿7,421
฿8,349 total
includes taxes & fees
30 Sept - 1 Oct
The Gardens Hotel

7. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • Beachfront luxury graces historic Key West resort with private shore access and spa treatments.
฿7,817
฿11,029 total
includes taxes & fees
30 Sept - 1 Oct
Casa Marina Key West, Curio Collection by Hilton

8. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
  • Key West resort features 3 pools, poolside bar, and private balconies near the harbour.
฿6,930
฿9,902 total
includes taxes & fees
5 Oct - 6 Oct
The Marker Key West Harbor Resort

9. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
฿6,260
฿8,160 total
includes taxes & fees
27 Sept - 28 Sept
La Concha Key West, Autograph Collection

10. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
  • Coastal elegance meets beachfront luxury at this Key West retreat with 3 pools, spa, and oceanview dining.
฿5,295
฿8,379 total
includes taxes & fees
30 Sept - 1 Oct
Southernmost Beach Resort and Guesthouses
View all properties

Find out more about Key West

Key Westand its attractions for luxury travelers

In Key West, luxury travellers can immerse themselves in a unique blend of vibrant culture and stunning natural beauty. Begin your exploration at the Ernest Hemingway Home and Museum, where you can wander through lush gardens and view the house where the acclaimed author wrote some of his most famous works. For a taste of the local marine life, a private chartered sailing trip offers a chance to snorkel in the crystal-clear waters of the Florida Keys National Marine Sanctuary, filled with colourful coral and exotic fish. Art aficionados will relish a visit to the thriving galleries on White Street, showcasing everything from contemporary pieces to traditional island-inspired art. Enjoy a sunset at Mallory Square, where the nightly celebration features street performers and local artisans, providing a perfect backdrop for an exquisite dinner at one of the waterfront restaurants, renowned for their fresh seafood and elegant stay. For accommodations, the historic Old Town area boasts luxurious hotels such as the Casa Marina, a Waldorf Astoria Resort, where guests can relax on a private beach and indulge in spa treatments that offer a slice of paradise. This area is not only picturesque but also puts you in close nearby the key attractions, all while providing that pampered service you expect from a high-end stay.

Hyatt Vacation Club at Windward Pointe, Key West

  • Why it's great for a luxury retreat: Hyatt Vacation Club at Windward Pointe presents a luxurious getaway with a solid review rating of 9.6. Guests can enjoy spacious suites, complete with designer amenities and a concierge service to cater to their every need. The on-site poolside restaurant offers exquisite dining options, further enhancing the opulent experience this hotel provides.
  • Other amenities: The hotel includes a hot tub and outdoor pool, along with easy access to beautiful beaches nearby. Guests can also take advantage of onsite golf, snorkeling, and boating excursions to explore the stunning surroundings. With a well-equipped kitchen in each suite, complimentary toiletries, and self-parking options, Hyatt Vacation Club ensures a splendid stay for luxury seekers.
  • Nearby attractions: Florida Keys Beaches - 3 km, Key West Tropical Forest and Botanical Garden - 2.7 km, Smathers Beach - 1.9 km

Southernmost Beach Resort and Guesthouses

  • Why it's great for a luxury retreat: Southernmost Beach Resort and Guesthouses provides a splendid beachfront experience for luxury seekers, with a review rating of 8.6. The resort features private in-room pools and premium bedding to ensure guests enjoy the utmost comfort. With multiple luxurious dining options, including a restaurant overlooking the beach, this hotel perfectly blends relaxation and culinary delight.
  • Other amenities: Guests will appreciate the full-service spa and massage treatment rooms available on-site, as well as the convenience of an outdoor pool and poolside bar. The hotel also boasts various water activities nearby, including kayaking and snorkeling, alongside access to a private beach for sunbathing. With air conditioning, daily housekeeping, and golf lessons available close by, this resort offers a luxurious and fulfilling stay in Key West.
  • Neighborhood: Old Town Key West
  • Nearby attractions: Duval Street - 0 km, Key West Butterfly and Nature Conservatory - 0 km, South Beach - 0.1 km

Top Key West Hotel Reviews

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

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

10/10 Excellent
"It’s definitely a great location not far from the lime life!"
ASHWIN 1-night trip
Posted 18 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Mi experiencia en Hampton Inn Key West fue muy buena. 👍🌴 El servicio fue excelente y recibimos muy buena atención durante nuestra estadía. Me gustó mucho que el hotel ofreciera transporte hasta la zona de Duval Street, lo cual fue muy conveniente para disfrutar de Key West sin preocuparnos por el estacionamiento. 🚌🌴 Las instalaciones estaban en excelentes condiciones y todo se sentía limpio y bien cuidado. La piscina también estuvo muy bien, aunque considero que el área podría tener un poco más de ambiente y entretenimiento para hacerla aún más atractiva. 🏊‍♂️☀️ Por el precio que pagamos en nuestra reserva, considero que fue una excelente opción y una muy buena relación calidad-precio. Definitivamente disfrutamos nuestra estadía. ⭐⭐⭐⭐⭐"
Brian 1-night trip
Posted 20 hours ago
Hampton Inn Key West FL
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"
Carlos 1-night trip
Posted 22 hours ago
Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. It was like that for 3 days"
Dolores 7-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."
Darlene 2-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Rooms were clean and beds were very comfortable. All staff were friendly and helpful. This was our 4 th stay here and we will stay here again"
JOHN 4-night trip
Posted 1 day ago
Southwinds Motel
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"Wish there were more options as far as eating, the staff was helpful in some ways, I think they were training a lot of them which is fine, I get it. Room was very clean. Would have been nice if there was an indoor eating area not just the outdoor bar areas but it was fine. Never were able to locate the other sister options to eat but that was ok. Food was very tasty. Beds were comfortable and pillows were firm and soft, great options, mini fridge and coffee w/water in the room, oh and the ear plugs were so cute!!!"
Tristy 4-night trip
Posted 1 day ago
Blue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"Great"
Sergio 2-night trip
Posted 3 days ago
Ibis Bay Beach Resort

Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in Key West?
Known for its ocean views and sunsets, Key West also has some interesting things to see and do including Duval Street and Florida Keys Beaches, so you may want to take in the local sights during your visit.
What's the best high-end hotel in Key West?
Hilton Key West Resort & Marina is a luxury hotel with 6 outdoor pools and a marina, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale option for your trip is The Porch on Frances Inn.
When can I expect good weather in Key West?
Planning for the weather is a good way to make your trip to Key West relaxing and enjoyable, especially when you're splurging. 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 Key West is 956 mm.
What's there to see and do in Key West?
Experience Key West with a stop at Duval Street, Florida Keys Beaches and Ernest Hemingway Home and Museum. If you have spare time during your trip, you might want to make a stop at Key West Lighthouse and Keeper's Quarters Museum and Harry S. Truman Little White House.

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