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
Fully refundableReserve now, pay when you stay
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! (1,307 reviews)
"Everything was great"

Reviewed on Jul 9, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
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
Fully refundableReserve now, pay when you stay
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! (1,456 reviews)
"Shuttle service to town was amazing!"

Reviewed on Jul 11, 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
Fully refundableReserve now, pay when you stay
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
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
Fully refundableReserve now, pay when you stay
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)
"Location very good Can’t understand why they change for vehical parking, when we doyhave any vehicle"

Reviewed on Jul 7, 2025

Fairfield Inn and Suites by Marriott Key West
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
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! (1,747 reviews)
"This property provides very good value for the stay. The shuttle amenity is worth a lot when discovering how expensive and stressful parking in Old town can be. The smoothies/popsicles/margaritas at the pool were fantastic. Since the rooms are suites, providing paper towels/cutlery would have been ..."

Reviewed on Jul 10, 2025

Margaritaville Beach House Key West
Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
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! (1,744 reviews)
Poolside Bar
"Everything was good other than the bar. I felt like it could have been a better experience if the staff at the bar were more welcoming. The beer was served mostly warm everyday I was there which was a huge bust for my family and I. Not allowing us to bring a cooler with our own beverages by the pool ..."

Reviewed on Jul 9, 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
Fully refundableReserve now, pay when you stay
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! (1,038 reviews)
Fishing trip
"The place is dated but clean. The room was clean but seemed worn. The tv didn’t work and towels smelled like moth balls. We were there for a guys fishing excursion so it was just fine. Not sure my wife would have been happy though."

Reviewed on Jul 9, 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
Fully refundableReserve now, pay when you stay
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! (223 reviews)
"beautiful property. grounds well maintained. staff super friendly and accommodating. room very clean and comfortable. nice bed and linens. housekeeping very friendly and kept our coffee and water stocked. The Canary Room excellent cocktails. The Dorada restaurant was excellent. Will stay again. rent ..."

Reviewed on Jul 10, 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
Fully refundableReserve now, pay when you stay
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! (1,019 reviews)
"Great hotel and very clean rooms. It was nice to sit outside by the marina in the evening and have a drink or sit on the balcony. We had a slight issue with our room when we checked in and they quickly fixed everything. Would definitely stay again. Enjoy the shuttle to downtown area if you can."

Reviewed on Jul 9, 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
Fully refundableReserve now, pay when you stay
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! (1,011 reviews)
"Beach access was great! Rooms very clean and all staff was friendly and helpful. Be prepared for the $50/day valet charge and no self parking available. We were SO glad we stayed here versus the nearby Southernmost resort. Beach seaweed was cleaned up and maintained. The beach at Southernmost was ..."

Reviewed on Jul 6, 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
Fully refundableReserve now, pay when you stay
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! (1,017 reviews)
"Pros - We enjoyed our stay at parrot key. Pools were nice and there was several of them. We had the partial water view and the patio was great. Food is good and they will serve you right at all of the pools. Very convenient. Can rent a golf cart on site which is great. Cons- The floor rugs in our ..."

Reviewed on Jul 9, 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.

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 $153
  • 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.