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 corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

1. Sugar Loaf Lodge

1.3 km from Sugarloaf Shores

Mariia

includes taxes & fees

30 Nov - 1 Dec

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

2. Hilton Key West Resort & Marina

19.2 km from Sugarloaf Shores

Kevin

includes taxes & fees

15 Nov - 16 Nov

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

3. DoubleTree Resort by Hilton Grand Key - Key West

21.3 km from Sugarloaf Shores

Suset

includes taxes & fees

18 Nov - 19 Nov

A bathroom with a shower, a wooden door, and a small table with a vase.

4. Hilton Garden Inn Key West / The Keys Collection

21.2 km from Sugarloaf Shores

Darlene

includes taxes & fees

17 Nov - 18 Nov

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

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

21.2 km from Sugarloaf Shores

Sandra

includes taxes & fees

17 Nov - 18 Nov

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

6. Hyatt Vacation Club at Windward Pointe, Key West

21.7 km from Sugarloaf Shores

Salvador

includes taxes & fees

28 Nov - 29 Nov

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

7. Ibis Bay Beach Resort

22.8 km from Sugarloaf Shores

Sebastian

includes taxes & fees

1 Nov - 2 Nov

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

8. Hyatt Vacation Club at Beach House, Key West

20.9 km from Sugarloaf Shores

Milton

includes taxes & fees

28 Nov - 29 Nov

9. Blue Flamingo Resort Key West

21.3 km from Sugarloaf Shores

Gabriel

includes taxes & fees

1 Nov - 2 Nov

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

10. Hampton Inn Key West FL

21.5 km from Sugarloaf Shores

Heylin

includes taxes & fees

30 Nov - 1 Dec

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

11. Courtyard by Marriott Key West Waterfront

22.9 km from Sugarloaf Shores

Patrick

includes taxes & fees

16 Nov - 17 Nov

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

12. The Perry Hotel & Marina Key West

20.1 km from Sugarloaf Shores

david

includes taxes & fees

1 Nov - 2 Nov

A covered deck with chairs and umbrellas overlooking a beach.

13. Parmer's Resort

17.5 km from Sugarloaf Shores

Natalie

includes taxes & fees

1 Nov - 2 Nov

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

14. Parrot Key Hotel & Villas

23.3 km from Sugarloaf Shores

Carmen

includes taxes & fees

17 Nov - 18 Nov

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

15. Casa Marina Key West, Curio Collection by Hilton

25.6 km from Sugarloaf Shores

Nguyen

includes taxes & fees

8 Nov - 9 Nov

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

16. Margaritaville Beach House Key West

23.7 km from Sugarloaf Shores

Naoki

includes taxes & fees

15 Nov - 16 Nov

A tropical resort with palm trees, a pool, and a wooden building.

17. Looe Key Reef Resort

15.4 km from Sugarloaf Shores

Stephen

includes taxes & fees

9 Nov - 10 Nov

A building with a white exterior, a large red awning, and a gated entrance.

18. Authors of Key West Guest House

25.4 km from Sugarloaf Shores

Perry

includes taxes & fees

1 Nov - 2 Nov

A deck with sun loungers and a railing overlooking the sea.

19. Southernmost Beach Resort and Guesthouses

26.2 km from Sugarloaf Shores

Charles

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

20. Silver Palms Inn & Historic Homes

25.8 km from Sugarloaf Shores

Carleen

includes taxes & fees

1 Nov - 2 Nov

View all properties

Compare popular hotels in Sugarloaf Shores

Property	Property class	Guest rating
Sugar Loaf Lodge	2.5 star property	8.2 Very good 1,000 reviews	View
Hyatt Vacation Club at Windward Pointe, Key West	3.5 star property	9.4 Exceptional 1,328 reviews	View
The Perry Hotel & Marina Key West	4.0 star property	9.4 Exceptional 1,303 reviews	View
Hyatt Vacation Club at Beach House, Key West	3.5 star property	9.4 Exceptional 1,278 reviews	View
Hampton Inn Key West FL	2.5 star property	9.0 Wonderful 1,571 reviews	View

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 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 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 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 Big Pine Key Flea Market.

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Top Sugarloaf Shores Hotel Reviews

Margaritaville Beach House Key West

10/10 Excellent

"Everything was perfect!"

Blue Flamingo Resort Key West

8/10 Good

"The Room was ok. standard Hotel style with two queens on third floor of the main building. No good views of the ocean or pool. The Fan in bathroom was broken, shower floor needs some work, but overall it was just ok. We were told we could have a shuttle take us to the store, and there would be a free contential breakfast, FALSE info.That was very dissappointing. There should definitly be more than one shuttle to go downtown as well. Just better communication would help alot. The STAFF, and fun things to do on property were AMAZING!!! p.s. Someone took my blue jean jacket from the room. :("

Opal Key Resort & Marina, Key West

8/10 Good

"Overall, we enjoyed our stay at this property. It is conveniently located to a lot of sightseeing places and restaurants. On-property restaurant, Lolita is great. The pool is a bit crowded and small for the number of people using it. I dropped one start because of trouble getting our room cleaned - the first day was good, the second day it was done after 5pm, the third day it was not done at all."

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Clean room even though the floor plan gives not much privacy but amenities are very good. Staff is very nice and I suggest the breakfast staff can be more friendly, breakfast is good w/ fresh cut fruits and hot items are nice. My concern was taken care off right away and I really appreciated."

Hilton Key West Resort & Marina

10/10 Excellent

"A nice clean and comfortable room. It has a balcony with chairs for watching sunsets. It was a little wierd driving through a lower income area to get to it but worth it. Prices in the restaurant are pretty steep but the food was excellent!! The pistachio encrusted Grouper was devine."

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.

Hotels in Sugarloaf Shores

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Treat yourself

Be picky

Check prices for these dates

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Property class

Guest rating

Our top choices for Sugarloaf Shores hotels

1. Sugar Loaf Lodge

2. Hilton Key West Resort & Marina

3. DoubleTree Resort by Hilton Grand Key - Key West

4. Hilton Garden Inn Key West / The Keys Collection

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

6. Hyatt Vacation Club at Windward Pointe, Key West

7. Ibis Bay Beach Resort

8. Hyatt Vacation Club at Beach House, Key West

9. Blue Flamingo Resort Key West

10. Hampton Inn Key West FL

11. Courtyard by Marriott Key West Waterfront

12. The Perry Hotel & Marina Key West

13. Parmer's Resort

14. Parrot Key Hotel & Villas

15. Casa Marina Key West, Curio Collection by Hilton

16. Margaritaville Beach House Key West

17. Looe Key Reef Resort

18. Authors of Key West Guest House

19. Southernmost Beach Resort and Guesthouses

20. Silver Palms Inn & Historic Homes

Compare popular hotels in Sugarloaf Shores

Where to stay in Sugarloaf Shores

Cutthroat Harbor Estates

Cudjoe Gardens

Bay Point

Breezeswept Beach Estates

Top Sugarloaf Shores Hotel Reviews

Margaritaville Beach House Key West

Frequently asked questions

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