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
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Key West luxury hotels

1. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
฿8,321
฿11,667 total
includes taxes & fees
16 Aug - 17 Aug
Pier House Resort & Spa

2. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
฿8,563
฿10,935 total
includes taxes & fees
11 Aug - 12 Aug
Opal Key Resort & Marina, Key West

3. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
฿7,278
฿10,755 total
includes taxes & fees
8 Sept - 9 Sept
Ocean Key Resort - A Noble House Resort

4. 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.
฿7,784
฿10,989 total
includes taxes & fees
24 Aug - 25 Aug
Casa Marina Key West, Curio Collection by Hilton

5. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
฿6,579
฿9,708 total
includes taxes & fees
23 Aug - 24 Aug
Hyatt Centric Key West Resort and Spa

6. 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.
฿9,224
฿12,609 total
includes taxes & fees
23 Aug - 24 Aug
Santa Maria Suites

7. 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.
฿5,527
฿8,301 total
includes taxes & fees
1 Sept - 2 Sept
The Marker Key West Harbor Resort

8. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
฿6,447
฿8,369 total
includes taxes & fees
23 Aug - 24 Aug
La Concha Key West, Autograph Collection

9. 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.
฿4,561
฿7,549 total
includes taxes & fees
1 Sept - 2 Sept
Southernmost Beach Resort and Guesthouses

10. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
฿5,171
฿8,049 total
includes taxes & fees
3 Sept - 4 Sept
The Reach Key West, Curio Collection by Hilton
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"I liked the property overall I was just disappointed with how long it took to have my room ready on my first day."
Rebecca 2-night trip
Posted 7 hours ago
Blue Flamingo Resort Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

8/10 Good
"Very clean and well-maintained. Cold AC in the room."
William 3-night trip
Posted 10 hours ago
Hyatt Centric Key West Resort and Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Excellent have Hilton honor Membership and the experience was great"
Abdul 2-night trip
Posted 12 hours ago
Casa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Thanks"
Dariel 1-night trip
Posted 16 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Excellent"
Bryce 1-night trip
Posted 16 hours ago
Hampton Inn Key West FL
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Todo muy bueno"
FRANCISCO 1-night trip
Posted 17 hours ago
The Reach Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Beautiful resort! Well kept, great staff! Only downfall of the on resort restaurant….. service fees are STEEP!"
Casey 7-night trip
Posted 17 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Very nice rooms and really close to the pool. The pool was perfect too!!"
Jeffery Allen 4-night trip
Posted 20 hours ago
Beachside Resort & Residences

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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