The Best Hotels in Sugarloaf Shores, Summerland Key - 2026 Updated Prices

A waterfront with a pier, calm water, and houses with palm trees in the background.

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Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas for the activities you enjoy most.

A calm lake with several white birds, including herons and pelicans, on the water's edge.

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

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Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

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Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.

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An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Big Pine Key Flea Market and Cook Island.

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Top Sugarloaf Shores Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"Great location, great service and very clean."

The Perry Hotel & Marina Key West

10/10 Excellent

"The Perry Hotel is one of a kind in the best ways possible. The hotel staff went above and beyond to exceed our expectations. They were all very professional, friendly, helpful and knowledgeable. The hotel is kept up very well. I highly recommend The Perry Hotel if you’re looking for a peaceful, serene and one of a kind experience in Key West."

Blue Flamingo Resort Key West

8/10 Good

"The room was super clean that was great! AC was super cold and that was huge, definitely need cold AC. There are a lot of amenities, which is great. Though the restaurant/bar closes too early, 10pm seems way too early for a hotel/resort in Key West. Also, would have been nice breakfast was more easily accessible. We were on the 3rd floor, and the elevator was not working properly, the button to call it to go down was not working so we called it to go up, and then once inside the elevator, the button for the 1st floor wasn’t working, so we then had to go walk down from the 4th floor with our luggage to get to our truck. When we checked out the staff wrote down our concerns with the elevator, though didn’t even offer to discount our stay for the huge inconvenience. Overall the stay was good but it could have been better."

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"Staff was very friendly and helpful. Location while away from the “main event” was easily accessible by their hourly shuttle. They just went through a management/onwership change so it’s also the called the Hilton Marina. Construction during the summer months is pretty typical and wasn’t a major distraction. Food at the onsite restaurant was tasty with some other options about 20 mins walking."

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"I have to start with the pool! The pool area and grounds were absolutely fantastic and the water is recycled & cooled every morning. Very clean and pool was never overcrowded! Balcony is a plus. It is a nice space to utilize to sit and relax out of the sun. Beautiful views. On the other hand, the rooms need some TLC. The kitchen was extremely outdated and beds were uncomfortable. My wife experienced a kink in her neck from the extremely uncomfortable beds. The sliding patio door did not lock properly and the front door insulation around the door was torn so you could see through the sides and feel hot air coming into the room. Furniture was OLD and outdated, couch was uncomfortable. Parking was great. Food at the Overall would give it a 7 out of 10. It was pricey for what you get. Great location to airport. Plane noise was loud but not an issue."

Frequently asked questions

What is Sugarloaf Shores like?

Travellers will be sure to find plenty to entertain them in Summerland Key's Sugarloaf Shores neighbourhood. Consider a visit to Lower Sugarloaf Sound as part of your Sugarloaf Shores travel plans.

How many hotels should I expect to find in the Sugarloaf Shores area?

If you're searching for places to stay in Summerland Key, Expedia has something to meet your needs with 32 Sugarloaf Shores hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Sugarloaf Shores, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get top deals in Sugarloaf Shores.

What is there to do in this Summerland Key neighbourhood?

Lower Sugarloaf Sound is an attraction you might want to check out while you're in Sugarloaf Shores. While you're out sightseeing in Summerland Key, make sure that you visit other sights such as Florida Keys Beaches or Upper Sugarloaf Sound.

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Our top choices for Sugarloaf Shores hotels

Looe Key Reef Resort

Sugar Loaf Lodge

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Margaritaville Beach House Key West

Hampton Inn Key West FL

Pier House Resort & Spa

Parmer's Resort

DoubleTree Resort by Hilton Grand Key - Key West

Old Wooden Bridge Resort and Marina

Casa Marina Key West, Curio Collection by Hilton

Hyatt Centric Key West Resort and Spa

Santa Maria Suites

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

The Laureate Key West

The Reach Key West, Curio Collection by Hilton

Ocean Key Resort - A Noble House Resort

Southernmost Beach Resort and Guesthouses

Hilton Key West Resort & Marina

Parrot Key Hotel & Villas

Where to stay in Sugarloaf Shores

Cutthroat Harbor Estates

Bay Point

Cudjoe Gardens

Breezeswept Beach Estates

Top Sugarloaf Shores Hotel Reviews

Beachside Resort & Residences

Frequently asked questions

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