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Hotels in Sugarloaf Key

Choose from 3496 Sugarloaf Key Hotel Deals

Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
  • 29 min drive from Florida Keys Beaches
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,330 reviews)
"😎"

Reviewed on Jul 12, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
  • 36 min drive from Florida Keys Beaches
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,622 reviews)
"Excellent area to stay at including rooms and service."

Reviewed on Jul 12, 2025

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
  • 30 min drive from Florida Keys Beaches
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,462 reviews)
"Very clean , breakfast great"

Reviewed on Jul 14, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
  • 26 min drive from Florida Keys Beaches
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,674 reviews)
"This is a fantastic resort."

Reviewed on Jul 11, 2025

Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
  • 33 min drive from Florida Keys Beaches
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,750 reviews)
"The rooms are more like a condo with space to move around. We were on the end and it was very quiet. Room service was great and friendly. They made sure we had everything we needed. A welcoming cocktail and daily cookies were yummy. We enjoyed the iguanas throughout the property and even gave a couple ..."

Reviewed on Jul 13, 2025

Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
  • 33 min drive from Florida Keys Beaches
Stay at this 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,136 reviews)
"Good location. Nice staff"

Reviewed on Jul 11, 2025

Fairfield Inn and Suites by Marriott Key West
Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
  • 31 min drive from Florida Keys Beaches
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,756 reviews)
"Great hotel great experience the staff amazing I ll come back soon!"

Reviewed on Jul 13, 2025

Havana Cabana at Key West
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
  • 29 min drive from Florida Keys Beaches
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.6/10 Good! (1,045 reviews)
"Good hotel and it includes breakfast!"

Reviewed on Jul 13, 2025

Hilton Garden Inn Key West / The Keys Collection
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
4 out of 5
1500 Reynolds Street, Key West, FL
  • 35 min drive from Florida Keys Beaches
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (230 reviews)
"Room with balcony and ocean view the best. Staff was very nice and always kind and helpful. Breakfast buffet had a great variety with an omelet station.It was all you could eat and worth every penny. The beach was clean with beach longe chairs. Valet parking personnel took care of our new vehicle ..."

Reviewed on Jul 13, 2025

Casa Marina Key West, Curio Collection by Hilton
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4 out of 5
7001 Shrimp Road, Key West, FL
  • 28 min drive from Florida Keys Beaches
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,022 reviews)
"Staff was great and super helpful, bars and restaurants were great and the guest relations was outstanding"

Reviewed on Jul 13, 2025

The Perry Hotel & Marina Key West
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
4 out of 5
1435 Simonton Street, Key West, FL
  • 36 min drive from Florida Keys Beaches
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,014 reviews)
"Staff was very pleasant"

Reviewed on Jul 12, 2025

The Reach Key West, Curio Collection by Hilton
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
  • 32 min drive from Florida Keys Beaches
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,021 reviews)
"Beautiful and clean. Perfect vacation spot."

Reviewed on Jul 12, 2025

Parrot Key Hotel & Villas
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.

Find cheap hotels in Sugarloaf Key

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Sugarloaf Key.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Sugarloaf Key’s 3,496 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $153. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Sugarloaf Key hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Sugarloaf Key. No matter your reason for visiting Sugarloaf Key, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Sugarloaf Key hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Sugarloaf Key for as low as $153.

How many hotels are there in Sugarloaf Key?

With over 3,496 hotels in Sugarloaf Key, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $153.

How to find cheap car rentals in Sugarloaf Key?

Finding a cheap car rental deal in Sugarloaf Key is as easy as scoring cheap hotels in Sugarloaf Key. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.