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

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Our top choices for Sugarloaf Shores hotels

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

1. Sugar Loaf Lodge

1.3 km from Sugarloaf Shores

David

₹10,497 total

includes taxes & fees

30 Nov - 1 Dec

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

2. DoubleTree Resort by Hilton Grand Key - Key West

21.3 km from Sugarloaf Shores

Wendi

₹17,516 total

includes taxes & fees

29 Nov - 30 Nov

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

3. Margaritaville Beach House Key West

23.7 km from Sugarloaf Shores

ANTHONY

₹30,249 total

includes taxes & fees

18 Nov - 19 Nov

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

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

21.2 km from Sugarloaf Shores

Sandra

₹16,869 total

includes taxes & fees

29 Nov - 30 Nov

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

5. Hampton Inn Key West FL

21.5 km from Sugarloaf Shores

John

₹16,329 total

includes taxes & fees

17 Nov - 18 Nov

A beach setting with a wicker lounge chair, two umbrellas, and a wooden structure in the background.

6. The Reach Key West, Curio Collection by Hilton

26 km from Sugarloaf Shores

Andrzej

₹30,609 total

includes taxes & fees

14 Dec - 15 Dec

A resort pool with clear blue water, surrounded by palm trees and lounge chairs.

7. Havana Cabana at Key West

22 km from Sugarloaf Shores

Robert

₹18,689 total

includes taxes & fees

30 Nov - 1 Dec

A covered outdoor area with a round table and wicker chairs, overlooking a pool and palm trees.

8. Hyatt Vacation Club at Windward Pointe, Key West

21.7 km from Sugarloaf Shores

Christine A

₹20,748 total

includes taxes & fees

30 Nov - 1 Dec

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

9. Parrot Key Hotel & Villas

23.3 km from Sugarloaf Shores

Chanele

₹20,252 total

includes taxes & fees

29 Nov - 30 Nov

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

10. Courtyard by Marriott Key West Waterfront

22.9 km from Sugarloaf Shores

Patrick

₹17,949 total

includes taxes & fees

30 Nov - 1 Dec

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

11. Southernmost Beach Resort and Guesthouses

26.2 km from Sugarloaf Shores

Damian

₹29,579 total

includes taxes & fees

30 Nov - 1 Dec

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

12. Hilton Key West Resort & Marina

19.2 km from Sugarloaf Shores

Kevin

₹19,866 total

includes taxes & fees

17 Nov - 18 Nov

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

13. Opal Key Resort & Marina, Key West

26.7 km from Sugarloaf Shores

A

₹31,174 total

includes taxes & fees

29 Nov - 30 Nov

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

14. Hyatt Centric Key West Resort and Spa

26.4 km from Sugarloaf Shores

Michael Joseph

₹32,488 total

includes taxes & fees

29 Nov - 30 Nov

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

15. Hyatt Vacation Club at Beach House, Key West

20.9 km from Sugarloaf Shores

Joshua

₹25,540 total

includes taxes & fees

13 Dec - 14 Dec

A covered deck with chairs and umbrellas overlooking a beach.

16. Parmer's Resort

17.5 km from Sugarloaf Shores

Nicole

₹19,308 total

includes taxes & fees

1 Dec - 2 Dec

A swimming pool with lounge chairs and palm trees, surrounded by a paved area.

17. The Perry Hotel & Marina Key West

20.1 km from Sugarloaf Shores

Dharmesh Raju

₹16,612 total

includes taxes & fees

29 Nov - 30 Nov

An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

18. H2O Suites - Adults Only

26.1 km from Sugarloaf Shores

Kimberly

₹44,168 total

includes taxes & fees

14 Dec - 15 Dec

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

19. The Marker Key West Harbor Resort

26.1 km from Sugarloaf Shores

Katherine

₹31,615 total

includes taxes & fees

29 Nov - 30 Nov

A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

20. Casa Marina Key West, Curio Collection by Hilton

25.6 km from Sugarloaf Shores

Holly E

₹30,464 total

includes taxes & fees

23 Nov - 24 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
The Perry Hotel & Marina Key West	4.0 star property	9.4 Exceptional 1,320 reviews	View
Hyatt Vacation Club at Windward Pointe, Key West	3.5 star property	9.4 Exceptional 1,340 reviews	View
Hyatt Vacation Club at Beach House, Key West	3.5 star property	9.4 Exceptional 1,293 reviews	View
Hilton Key West Resort & Marina	4.0 star property	9.0 Wonderful 1,797 reviews	View

Where to stay in Sugarloaf Shores

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

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.

See properties

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

Sugar Loaf Lodge

Summerland Key

10/10 Excellent

Malcolm

The Perry Hotel & Marina Key West

Stock Island

10/10 Excellent

lovely welcome on arrival by a chap named Chris on the desk. helped us with everything very friendly and informative! lovely hotel perfect for what we needed a weeks peace after orlando and the shuttle allowed us to dip in and out of all the fun. pool area lovely and our room too , overlooked the pool very clean and comfortable housekeeping great . matt’s kitchen offered a great breakfast again with lovely staff one guy in particular lovely with all his recs . telling us all about henry &...

Julie

Hyatt Vacation Club at Windward Pointe, Key West

Key West

10/10 Excellent

Claire

Hilton Key West Resort & Marina

Stock Island

10/10 Excellent

The Oceans Edge is an incredible resort. I was a little wary of staying on Stock Island instead of downtown Key West itself, however when I saw the tropical gates of the hotel all of my concerns were blown away. Everything about this hotel is stunning, from the luscious tropical grounds to the beautifully appointed rooms. We were In block 1, which had incredible tropical views from the balcony through the marina out to the ocean. Our room felt luxurious and tranquil, with comfortable beds and...

Brittany

Parrot Key Hotel & Villas

Northside Resort

10/10 Excellent

Robert

Hampton Inn Key West FL

Key West

10/10 Excellent

Overall we had a fantastic time - loved our large, beautiful family room and the pool. Be aware that you are right next to the airport though and planes land and take off regularly. The thing that bothered us the most was the amount of plastic waste at breakfast. The hotel only provided plastic cups, plastic cutlery and paper plates. So bad for the planet and absolutely unforgivable these days! This would be reason enough for us not to stay there again unfortunately!

Mandy

A pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.

Weatherstation Inn

Old Town Key West

10/10 Excellent

Anonymous traveller

An outdoor patio with wooden furniture, a red umbrella, and a wooden sign with directional arrows.

The Grand Guesthouse

Old Town Key West

10/10 Excellent

This property is a gem. Very friendly and welcoming host who couldn't do enough to ensure we were welcome and enjoyed our staff. The room was spotlessly clean, the free continental breakfast and free water, tea and coffee and sun supplies were the icing on the cake. Within easy walking distance of everything the historic old town has to offer. Cant recommend this highly enough and will definitely recommend to all our friends and family

Andrea

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

Island City House Hotel

Key West Historic District

10/10 Excellent

We stayed here for a single night, having driven down from Miami on the Overseas Highway. The hotel is in a great quiet area just a couple of blocks' walk from the main part of the old town. There is occasionally on-street parking available outside, you just have to be lucky but we parked overnight in a nearby outdoor car park at an old church for $15 (cash only) The hotel is in great condition, and the rooms were spotlessly clean. We stayed in the Cigar Suite on the first floor with a balcony...

Mark

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

New Town

10/10 Excellent

Mark

A covered porch with a wooden deck, a white door with glass panels, and a sign reading "Hemingway Way".

Authors of Key West Guest House

Key West Historic District

10/10 Excellent

Laura

A two-story building with a balcony, white columns, and hanging flower baskets.

Artist House Key West

Key West Historic District

10/10 Excellent

This property is truly amazing but what adds the extra star are the staff, Shawn made our holiday, could not do enough for us. The house is just beautiful and so much history and extremely central. Just a few things that would advise but doesn’t effect the overall place, 1) the room we were in was opposite checkin so can be a bit noisy at times 2) the light from the outside garden pool area is on all night and keeps the room very light at night. These didn’t bother us but may affect others

shaun

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.

Search Hotels in Sugarloaf Shores, Summerland Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Sugarloaf Shores hotels

1. Sugar Loaf Lodge

2. DoubleTree Resort by Hilton Grand Key - Key West

3. Margaritaville Beach House Key West

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

5. Hampton Inn Key West FL

6. The Reach Key West, Curio Collection by Hilton

7. Havana Cabana at Key West

8. Hyatt Vacation Club at Windward Pointe, Key West

9. Parrot Key Hotel & Villas

10. Courtyard by Marriott Key West Waterfront

11. Southernmost Beach Resort and Guesthouses

12. Hilton Key West Resort & Marina

13. Opal Key Resort & Marina, Key West

14. Hyatt Centric Key West Resort and Spa

15. Hyatt Vacation Club at Beach House, Key West

16. Parmer's Resort

17. The Perry Hotel & Marina Key West

18. H2O Suites - Adults Only

19. The Marker Key West Harbor Resort

20. Casa Marina Key West, Curio Collection by Hilton

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

Sugar Loaf Lodge

10/10 Excellent

Frequently Asked Questions

What is Sugarloaf Shores like?

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

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

What is there to do in this Summerland Key neighbourhood?

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