Top 10 Sugarloaf Shores Hotels of 2026

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

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Our top choices for Sugarloaf Shores hotels

A waterfront building with a flat roof, large windows, and a balcony.

1. Sugar Loaf Lodge

1.3 km from Sugarloaf Shores

Marjorie

includes taxes & fees

22 Sept - 23 Sept

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

2. Looe Key Reef Resort

15.4 km from Sugarloaf Shores

Sarah

includes taxes & fees

27 Sept - 28 Sept

A marina with boats docked, a pool area, and a building with a white facade.

3. Hilton Key West Resort & Marina

19.2 km from Sugarloaf Shores

Elizabeth

includes taxes & fees

22 Sept - 23 Sept

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

4. Parmer's Resort

17.5 km from Sugarloaf Shores

Mireya

includes taxes & fees

4 Oct - 5 Oct

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

5. Old Wooden Bridge Resort and Marina

22.1 km from Sugarloaf Shores

abhimanyu

includes taxes & fees

27 Sept - 28 Sept

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

6. Hampton Inn Key West FL

21.5 km from Sugarloaf Shores

Lois

includes taxes & fees

24 Sept - 25 Sept

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

7. The Perry Hotel & Marina Key West

20.1 km from Sugarloaf Shores

Jade

includes taxes & fees

22 Sept - 23 Sept

A dining table with plates of food, a drink, and a view of a pool and palm trees.

8. Margaritaville Beach House Key West

23.7 km from Sugarloaf Shores

TRICIA LYNN

includes taxes & fees

7 Oct - 8 Oct

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

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

21.2 km from Sugarloaf Shores

Anais

includes taxes & fees

22 Sept - 23 Sept

A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

10. DoubleTree Resort by Hilton Grand Key - Key West

21.3 km from Sugarloaf Shores

Fabio

includes taxes & fees

27 Sept - 28 Sept

11. Blue Flamingo Resort Key West

21.3 km from Sugarloaf Shores

Danielle

includes taxes & fees

20 Sept - 21 Sept

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

12. Ibis Bay Beach Resort

22.8 km from Sugarloaf Shores

Roland

includes taxes & fees

17 Sept - 18 Sept

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

13. Beachside Resort & Residences

21.1 km from Sugarloaf Shores

Jerome

includes taxes & fees

23 Sept - 24 Sept

A swimming pool with lounge chairs and palm trees.

14. Hilton Garden Inn Key West / The Keys Collection

21.2 km from Sugarloaf Shores

Marian

includes taxes & fees

22 Sept - 23 Sept

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

15. Courtyard by Marriott Key West Waterfront

22.9 km from Sugarloaf Shores

Everton

includes taxes & fees

17 Sept - 18 Sept

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

16. Hyatt Vacation Club at Windward Pointe, Key West

21.7 km from Sugarloaf Shores

Mauricio

includes taxes & fees

4 Oct - 5 Oct

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

17. Parrot Key Hotel & Villas

23.3 km from Sugarloaf Shores

Anthony

includes taxes & fees

23 Sept - 24 Sept

A swimming pool surrounded by palm trees and a natural rock formation.

18. Havana Cabana at Key West

22 km from Sugarloaf Shores

Silvia

includes taxes & fees

1 Oct - 2 Oct

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

19. Hyatt Vacation Club at Beach House, Key West

20.9 km from Sugarloaf Shores

Jose

includes taxes & fees

7 Oct - 8 Oct

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

20. The Laureate Key West

21.8 km from Sugarloaf Shores

Dylan

includes taxes & fees

21 Sept - 22 Sept

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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 Key and Venture Out Keys.

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An aerial view of a long bridge over turquoise waters with a few vehicles on it.

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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An aerial view of a bridge over turquoise water.

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 Cook Island and Pye Key.

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Top Sugarloaf Shores Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Our stay was pleasant except for the rooster in the Palm tree that woke me up at 3;45 AM in the morning."

Southernmost Beach Resort and Guesthouses

8/10 Good

"Booked this place for the location and how many pools they had. Didn’t know until we got there that the largest pool was under renovation and completely out of service. Not the end of the world but this made the other 2 pools (combined they were the size of the 1 that was closed) more cramped. Then I booked an ocean view room. Always do. Only to find out when we get there that the beach access is closed due to the awful smelling seaweed (sargassum) that is washing up. Again, not the end of the world but it smells gross! Overall, stay was relaxing but could’ve been better. Sheets always felt like they had sand in them after the cleaning crew would come in and make the bed up so I always had to wipe them out before we got in for the evening. Older rooms but you can tell they are trying to renovate and make them nicer/newer. Overall pretty happy with the place"

Hampton Inn Key West FL

10/10 Excellent

"Hampton Inn Key West – A Fantastic Stay! As always, we had another fantastic trip to Key West, and our stay at the Hampton Inn was a big part of it. The staff are always so friendly and welcoming, which makes you feel at home from the moment you arrive. The coffee is always on tap ☕, and the breakfast is a great way to start the day before heading out to explore. The hotel is also in a great location, with easy access to downtown via the bus service. The drivers are friendly and helpful, making getting around really easy. We always enjoy our time here and look forward to returning again. Key West never disappoints, and neither does the Hampton Inn! Highly recommended!"

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 30 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.

Hotels in Sugarloaf Shores

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Our top choices for Sugarloaf Shores hotels

1. Sugar Loaf Lodge

2. Looe Key Reef Resort

3. Hilton Key West Resort & Marina

4. Parmer's Resort

5. Old Wooden Bridge Resort and Marina

6. Hampton Inn Key West FL

7. The Perry Hotel & Marina Key West

8. Margaritaville Beach House Key West

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

10. DoubleTree Resort by Hilton Grand Key - Key West

11. Blue Flamingo Resort Key West

12. Ibis Bay Beach Resort

13. Beachside Resort & Residences

14. Hilton Garden Inn Key West / The Keys Collection

15. Courtyard by Marriott Key West Waterfront

16. Hyatt Vacation Club at Windward Pointe, Key West

17. Parrot Key Hotel & Villas

18. Havana Cabana at Key West

19. Hyatt Vacation Club at Beach House, Key West

20. The Laureate Key West

Where to stay in Sugarloaf Shores

Cutthroat Harbor Estates

Bay Point

Cudjoe Gardens

Breezeswept Beach Estates

Top Sugarloaf Shores Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

Frequently asked questions

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