Search for Cheap Deals on
Hotels in Sugarloaf Key

Choose from 3473 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! (1,125 reviews)
"Pool service staff ,pool very clean, bar staff friendly."

Reviewed on May 31, 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! (2,489 reviews)
"Too much seaweed to enjoy the beach by the hotel (was partially removed each morning but by midday it was several feet wide going in the ocean). Maid gave an attitude when asked nicely to come back at a later time. Otherwise, very nice stay!"

Reviewed on Jun 2, 2025

Southernmost Beach Resort and Guesthouses
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! (1,673 reviews)
"We loved Oceans Edge! Every thing about the property and staff was awesome!"

Reviewed on Jun 2, 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! (1,718 reviews)
"It was a great experience! The staff was very inviting, friendly, and professional. The transportation between the resort and the islands main attractions was very convenient. We had one issue and the management was understanding and handled the problem promptly. The entertainment area at the resort ..."

Reviewed on Jun 1, 2025

Margaritaville Beach House Key West
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 out of 5
3101 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 breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (1,977 reviews)
"Quiet clean and has everything you need."

Reviewed on May 29, 2025

Ibis Bay Beach Resort
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! (1,006 reviews)
"From our bed every morning we watched the sunrise through the palm trees surrounding the pool. It was truly a beautiful start to every day for the entire week we stayed there."

Reviewed on May 30, 2025

The Perry Hotel & Marina 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! (1,028 reviews)
"I loved everything except two issues which was more personal opinion. We had an early flight and had a lot of trouble sleeping due to neighbor and traffic noises. One person sounded like they kept throwing or dropping a bowling ball half the night. Ha and yet again, not the hotels fault but it would ..."

Reviewed on May 31, 2025

Hilton Garden Inn Key West / The Keys Collection
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
Book a stay at this 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! (1,112 reviews)
"Very clean. Great place to stay!"

Reviewed on Jun 1, 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! (1,722 reviews)
"This hotel was amazing. The ambiance was nice and the staffing was amazing. The bartenders were excellent. And Miki at the concierge was great she helped us book some activities while we were there! I would highly recommend this hotel! Very few kids. Jose texted everyday with an itinerary."

Reviewed on May 31, 2025

Havana Cabana at Key West
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
  • 37 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 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,005 reviews)
"Staff is amazing. Rooms are amazing. Spa is amazing. Beach is amazing (for Key West) and the pool is great! I said amazing too many times :)"

Reviewed on May 28, 2025

Pier House Resort & Spa
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! (969 reviews)
"Great customer service and restaurant servers. I wished the pool would’ve been opened later than sunset."

Reviewed on May 31, 2025

The Reach Key West, Curio Collection by Hilton
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4 out of 5
601 Front St, Key West, FL
  • 37 min drive from Florida Keys Beaches
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
"The property and location are amazing I’m taking a star away because of the fee for parking in the hotel’s lot. I do feel like adding a parking fee to the daily rate is a bit excessive but overall the property and amenities are great!"

Reviewed on Jun 1, 2025

Hyatt Centric Key West Resort and Spa
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

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Sugarloaf Key hotel with Hotwire to complete your one-of-a-kind travel checklist.

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 3,473 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 $171. 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 $171.

How many hotels are there in Sugarloaf Key?

With over 3,473 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 $171.

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.