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Featured Luxury Key West

Southwinds Motel
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL
Stay at this hotel in Key West. Enjoy 2 outdoor pools, a 24-hour front desk, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Southwinds Motel
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the bar in our reviews. Popular attractions ...
Oceans Edge Key West Resort, Hotel & Marina
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast. Our guests praise the pool and the restaurant in our ...
The Marker Key West Harbor Resort
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
5 out of 5
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury resort in Key West. Enjoy 2 outdoor pools, a private beach, and a full-service spa. Popular attractions Duval Street and Clarence ...
Casa Marina Key West, Curio Collection by Hilton
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a beach locale, and 2 poolside bars. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
H2O Suites - Adults Only
H2O Suites - Adults Only
3.5 out of 5
1212 Simonton Street, Key West, FL
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the pool and the helpful ...
H2O Suites - Adults Only
The Mansion on the Sea - Southernmost House in the USA
The Mansion on the Sea - Southernmost House in the USA
3 out of 5
1400 Duval Street, Key West, FL
Stay at this 3-star beach hotel in Key West. Enjoy free breakfast, room service, and onsite parking. Our guests praise the breakfast and the pool in our reviews. ...
The Mansion on the Sea - Southernmost House in the USA
Fairfield Inn & Suites Key West at The Keys Collection
Fairfield Inn & Suites Key West at The Keys Collection
3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Key West. Enjoy room service, a fitness center, and onsite parking. Our guests praise the pool and the helpful staff ...
Fairfield Inn & Suites Key West at The Keys Collection
Santa Maria Suites
Santa Maria Suites
4 out of 5
1401 Simonton St, Key West, FL
Stay at this 4-star resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
Santa Maria Suites
La Concha Key West
La Concha Key West
4 out of 5
430 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 bars/lounges, and breakfast. Our guests praise the breakfast and the bar in our reviews. ...
La Concha Key West
Silver Palms Inn
Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the ...
Silver Palms Inn
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
Stay at this 3-star B&B in Key West. Enjoy a terrace, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
Duval House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Key West

Imagine yourself living your best life in one of the luxury hotels in Key West. From the moment you step foot inside the Instagram-worthy property, you’re waited on hand-and-foot and treated like royalty amidst state-of-the-art amenities. You already know that the right hotel can be reason enough to book an entire trip. And the best luxury hotels in Key West are raising the bar for what it takes to be a truly exceptional place to stay. The luxury hotels Key West has in store for you are going the extra mile to create that perfect experience for when only the best will do. So what are you waiting for!?

Live the High Life for a Low Price

We’re going to let you in on one of the best-kept secrets about staying in luxury hotels. High-end doesn’t always mean high prices. Thanks to Hotwire Hot Rate hotel deals, even some of the top luxury hotels Key West is known for are available at incredible rates—where oversized suites also get oversized discounts. Booking an upscale vacation at cheap luxury hotels will make you feel like you’re riding high for a low, low price.

Living Large on the Small Scale

As the rules of exclusivity dictate—the smaller, the better. Arrive at the boutique scene of small luxury hotels in Key West, where irresistible indulgences come with a distinctly local touch. These luxe sanctuaries personalize every detail of your stay with features like individually -decorated suites and themes ranging from hip and trendy to old-fashioned romantic. When you book your trip on Hotwire, you’ll be saving big on these small boutique experiences, perfect for the style-seeking traveler who wants a high-class experience on a small-scale budget.

Frequently Asked Questions About Luxury Hotels

How to get last-minute deals on luxury hotels in Key West?

You shouldn’t have to compromise on price or style just because you’re tight for time. With Hotwire’s last-minute deals, you can get luxury hotels in Key West for less. In fact, you could save up to 60% off versus booking a listed rate two weeks earlier. 4-star hotels at 2-star prices? Yes, please! Now when you say you can’t wait for your next vacation, you’ll really mean it. Don’t wait to book a luxury trip—we’ll get you there right on time for a whole lot less. We’re talking rooms as low as $242 kind of less.

How many luxury hotels are in Key West?

Pick your preferred version of paradise from 2,591 luxury hotels in Key West. And you can bet the bottom-line of your glammed-up getaway will be less than you think when you score Hotwire Hot Rate deals on luxury accommodation in Key West.

How to book cheap luxury hotels in Key West?

Certainly, travel is about more than seeing the sights. It’s a chance to feel pampered, get away from everyday life, and step into the extraordinary. And what’s more extraordinary than finding cheap luxury hotels in Key West? It’s just one more reason why you’ll be bragging about your next vacation to your friends. Make Hotwire Hot Rate hotel deals your go-to travel hack for booking bougie trips and scoring envy-inducing rates. Now roll out the red carpet, Key West … a very savvy traveler is coming to town!

Is it safe to travel to Key West during the coronavirus (COVID-19) crisis?

With recent restrictions and precautions put in place due to COVID-19, many are wondering, is it safe to travel to Key West? With all the uncertainty in the world, you don’t want to feel that on vacation. Travel with confidence and truly enjoy your stay at the luxury hotels in Key West by checking the latest COVID updates and guidance for Key West before you go.