Hotels Near
Sugarloaf Shores

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Featured Sugarloaf Shores Hotels

Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
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! (1,272 reviews)
"I recently stayed at this hotel and was impressed by how beautiful all the areas were – from the well-maintained grounds to the elegant interiors. The overall atmosphere was relaxing and enjoyable. However, the pool area and bar could use some improvement. Both seemed understaffed during my stay, ..."

Reviewed on Jun 30, 2025

Beachside Resort & Residences
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
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! (1,737 reviews)
"Amazing!"

Reviewed on Jun 27, 2025

Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
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! (2,581 reviews)
"Nice. Friendly staff. Poor shower water pressure"

Reviewed on Jun 30, 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
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! (1,667 reviews)
"The Staff at this resort are very nice. Ana was very accommodating and made sure we had a wonderful stay. The rooms were super clean and nice. The amenities were very fun. Overall oceans edge is the best Hotel in Key west!"

Reviewed on Jun 30, 2025

Oceans Edge Key West Resort, Hotel & Marina
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
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! (1,448 reviews)
"Clean, comfortable well kept property and grounds. Friendly staff."

Reviewed on Jul 1, 2025

Blue Flamingo Resort Key West
Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
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! (1,745 reviews)
"Nice and clean hotel, very Cuban Many amenities available in the hotel like drink and delicious food. A lot of free drinks at the pool area I will definitely be repeating the experience Love it!"

Reviewed on Jun 30, 2025

Havana Cabana at 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
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! (1,133 reviews)
"Pool was good, breakfast area, everyone friendly at front desk"

Reviewed on Jun 29, 2025

Fairfield Inn and Suites by Marriott Key West
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
4 out of 5
601 Front St, Key West, FL
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! (1,016 reviews)
"Great location, very clean, great staff, good restaurants. The flavor filter water was a bonus."

Reviewed on Jul 1, 2025

Hyatt Centric Key West Resort and Spa
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
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! (1,039 reviews)
"Very comfortable and relaxing!"

Reviewed on Jun 30, 2025

Hilton Garden Inn Key West / The Keys Collection
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4 out of 5
7001 Shrimp Road, Key West, FL
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! (1,015 reviews)
"Great view, restaurants on site, clean rooms."

Reviewed on Jul 1, 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
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! (1,004 reviews)
"Everything is amazing"

Reviewed on Jul 1, 2025

The Reach Key West, Curio Collection by Hilton
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
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! (205 reviews)
"OUR REGULAR PLACE. WE GO REGULARLY ONCE OR 2 X AYEAR. STAFF VERY HELPFULL. WE LOVE THE SUITES BLDG BY HIGGS BEACH. ONLY LITTLE ISSUE IS THAT THE BATHROOMS ARE TOO SMALL FOR THE SIZE SUITE."

Reviewed on Jul 1, 2025

Casa Marina Key West, Curio Collection by Hilton
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.

Hotels in Sugarloaf Shores

Summerland Key is a city that has a lot going on, but you have your sights set on Sugarloaf Shores. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Sugarloaf Shores has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Sugarloaf Shores hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Summerland Key so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Sugarloaf Shores underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Sugarloaf Shores city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Sugarloaf Shores cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Sugarloaf Shores at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Sugarloaf Shores hotel you want, book it, and never look back. Because your great escape is ahead of you.