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Luxury Hotels in Key West

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Featured Luxury Key West

Southwinds Motel
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL, 33040
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a 24-hour front desk. Our guests praise the pool and the helpful staff 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, 33040
Fully refundableReserve now, pay when you stay
Stay at this 4-star golf hotel in Key West. Enjoy 6 outdoor pools, a marina, and breakfast. Our guests praise the pool and the helpful staff in our reviews. ...
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, 33040
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast. Our guests praise the helpful staff and the clean rooms ...
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, 33040
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury resort in Key West. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. ...
Casa Marina Key West, Curio Collection by Hilton
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL, 33040
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a beach locale. Our guests praise the clean rooms in our reviews. Popular ...
Southernmost Beach Resort
H2O Suites - Adults Only
H2O Suites - Adults Only
3.5 out of 5
1212 Simonton Street, Key West, FL, 33040
Stay at this 3.5-star spa hotel in Key West. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the pool and the bar in our reviews. ...
H2O Suites - Adults Only
The Southernmost House Hotel - Adults Only
The Southernmost House Hotel - Adults Only
3 out of 5
1400 Duval Street, Key West, FL, 33040
Stay at this 3-star beach hotel in Key West. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Southernmost House Hotel - Adults Only
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, 33040
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free WiFi, room service, and a fitness center. Our guests praise the bar 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, 33040
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful ...
Santa Maria Suites
Crowne Plaza Key West-La Concha, an IHG Hotel
Crowne Plaza Key West-La Concha, an IHG Hotel
4 out of 5
430 Duval St, Key West, FL, 33040
Fully refundable
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
Crowne Plaza Key West-La Concha, an IHG Hotel
Silver Palms Inn
Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL, 33040
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 helpful staff and ...
Silver Palms Inn
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL, 33040
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 helpful staff in our reviews. ...
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 $232 kind of less.

How many luxury hotels are in Key West?

Pick your preferred version of paradise from 2573 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.

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