Sugarloaf Shores Hotels: 2026 Top 10 Sugarloaf Shores Hotels with Limited-Time Deals @Expedia

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

Richard

HK$1,051 total

includes taxes & fees

12 Oct - 13 Oct

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

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

21.2 km from Sugarloaf Shores

Brian

HK$1,325 total

includes taxes & fees

14 Oct - 15 Oct

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

3. Hampton Inn Key West FL

21.5 km from Sugarloaf Shores

Jaycie

HK$1,601 total

includes taxes & fees

13 Oct - 14 Oct

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

4. DoubleTree Resort by Hilton Grand Key - Key West

21.3 km from Sugarloaf Shores

Nancy

HK$1,388 total

includes taxes & fees

14 Oct - 15 Oct

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

5. Margaritaville Beach House Key West

23.7 km from Sugarloaf Shores

James Joseph

HK$2,340 total

includes taxes & fees

12 Oct - 13 Oct

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

6. Courtyard by Marriott Key West Waterfront

22.9 km from Sugarloaf Shores

Everton

HK$1,404 total

includes taxes & fees

12 Oct - 13 Oct

A beach with a wooden pier, palm trees, and beach umbrellas.

7. The Reach Key West, Curio Collection by Hilton

26 km from Sugarloaf Shores

Darlene

HK$2,098 total

includes taxes & fees

25 Oct - 26 Oct

A hotel with a swimming pool, balconies, and a view of the sea.

8. Hyatt Centric Key West Resort and Spa

26.4 km from Sugarloaf Shores

yendy

HK$2,675 total

includes taxes & fees

25 Oct - 26 Oct

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

9. Casa Marina Key West, Curio Collection by Hilton

25.6 km from Sugarloaf Shores

Coni

HK$2,436 total

includes taxes & fees

25 Oct - 26 Oct

10. Blue Flamingo Resort Key West

21.3 km from Sugarloaf Shores

Esteban

HK$1,485 total

includes taxes & fees

12 Oct - 13 Oct

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

11. Hyatt Vacation Club at Windward Pointe, Key West

21.7 km from Sugarloaf Shores

Tina

HK$2,190 total

includes taxes & fees

26 Oct - 27 Oct

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

Jade

HK$1,455 total

includes taxes & fees

25 Oct - 26 Oct

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

13. Parmer's Resort

17.5 km from Sugarloaf Shores

Mireya

HK$1,599 total

includes taxes & fees

1 Nov - 2 Nov

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

14. Ibis Bay Beach Resort

22.8 km from Sugarloaf Shores

Andre

HK$1,264 total

includes taxes & fees

11 Oct - 12 Oct

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

15. Hilton Key West Resort & Marina

19.2 km from Sugarloaf Shores

Molly

HK$1,502 total

includes taxes & fees

14 Oct - 15 Oct

A swimming pool with lounge chairs and palm trees.

16. Hilton Garden Inn Key West / The Keys Collection

21.2 km from Sugarloaf Shores

Eli

HK$1,235 total

includes taxes & fees

14 Oct - 15 Oct

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

17. Beachside Resort & Residences

21.1 km from Sugarloaf Shores

James

HK$1,598 total

includes taxes & fees

14 Oct - 15 Oct

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

18. The Laureate Key West

21.8 km from Sugarloaf Shores

Eileen

HK$1,625 total

includes taxes & fees

25 Oct - 26 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

Rachel

HK$2,317 total

includes taxes & fees

28 Oct - 29 Oct

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

20. Parrot Key Hotel & Villas

23.3 km from Sugarloaf Shores

Anthony

HK$1,545 total

includes taxes & fees

14 Oct - 15 Oct

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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 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

Hampton Inn Key West FL

10/10 Excellent

"I took my kids on an end of summer trip to Key West. I travel a lot and have never stayed at a Hampton Inn, so we weren’t sure what to expect. Check in was easy and the front desk staff explained everything in detail. Our room was clean and spacious and the balcony was a nice add on. We also enjoyed the pool, which was clean and a the water was a good temperature. The bar was amazing and the food at rheir restaurant was good and a good value for the price. We loved the amenities such as their shuttle and the activities desk, where we learned about a lot of fun options and ended up choosing the day-long Extreme Adventure (excellent by the way). It made it easy to find activities and ideas of things to do; plus she had coupons for basically everything. The breakfast was also awesome. My kids loved that they constantly changed out the waffle batter. We had a blast and look forward to staying here again next year!!"

Beachside Resort & Residences

10/10 Excellent

"We were extremely pleased with our room, the staff and the facilities. We had a 1 bedroom suite with an ocean view and it was all we could have hoped for. Our only minor issue was the availability of luggage carts could have been more accessible. Overall, an Outstanding property and stay."

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.

Sugarloaf Shores hotels in Summerland Key

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Our top choices for Sugarloaf Shores hotels

1. Sugar Loaf Lodge

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

3. Hampton Inn Key West FL

4. DoubleTree Resort by Hilton Grand Key - Key West

5. Margaritaville Beach House Key West

6. Courtyard by Marriott Key West Waterfront

7. The Reach Key West, Curio Collection by Hilton

8. Hyatt Centric Key West Resort and Spa

9. Casa Marina Key West, Curio Collection by Hilton

10. Blue Flamingo Resort Key West

11. Hyatt Vacation Club at Windward Pointe, Key West

12. The Perry Hotel & Marina Key West

13. Parmer's Resort

14. Ibis Bay Beach Resort

15. Hilton Key West Resort & Marina

16. Hilton Garden Inn Key West / The Keys Collection

17. Beachside Resort & Residences

18. The Laureate Key West

19. Hyatt Vacation Club at Beach House, Key West

20. Parrot Key Hotel & Villas

Where to stay in Sugarloaf Shores

Cutthroat Harbor Estates

Cudjoe Gardens

Bay Point

Breezeswept Beach Estates

Top Sugarloaf Shores Hotel Reviews

Hampton Inn Key West FL

Frequently asked questions

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