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

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Sep 4 - Sep 6
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Sep 11 - Sep 13

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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

Sugar Loaf Lodge
2.5 star property
1.3 km from Sugarloaf Shores
8.2 out of 10, Very Good, (1,000 reviews)
"A clean comfortable room, with a lovely view from the back patio! All staff were very helpful."
United States
Marjorie
The price is ￥19,051
￥21,433 total
includes taxes & fees
Sep 1 - Sep 2
Sugar Loaf Lodge

2. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
19.2 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,832 reviews)
"Awesome place to stay at!"
United States
Linda
The price is ￥18,247
￥30,097 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Key West Resort & Marina
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

3. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
15.4 km from Sugarloaf Shores
7.6 out of 10, Good, (1,002 reviews)
"Great place to stay!"
United States
Sarah
The price is ￥14,697
￥16,535 total
includes taxes & fees
Sep 2 - Sep 3
Looe Key Reef Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
21.2 km from Sugarloaf Shores
8.6 out of 10, Excellent, (1,099 reviews)
"Great accommodation"
United States
Fernando
The price is ￥18,586
￥25,411 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A dining table with plates of food, a drink, and a view of a pool and palm trees.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
23.7 km from Sugarloaf Shores
8.8 out of 10, Excellent, (1,797 reviews)
"Excellent place to stay."
United States
TRICIA LYNN
The price is ￥28,496
￥42,103 total
includes taxes & fees
Sep 13 - Sep 14
Margaritaville Beach House Key West
A hotel with a large pool, multiple balconies, and palm trees.

6. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
21.3 km from Sugarloaf Shores
8.6 out of 10, Excellent, (2,651 reviews)
"I had an amazing stay everything was exactly like the pictures"
United States
Sabrina
The price is ￥17,554
￥28,754 total
includes taxes & fees
Sep 2 - Sep 3
Blue Flamingo Resort Key West
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

7. Parmer's Resort

Parmer's Resort
2.5 star property
17.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,005 reviews)
"A very nice property, friendly and helpful staff. Very relaxing stay by the water."
United States
John
The price is ￥18,587
￥26,134 total
includes taxes & fees
Sep 1 - Sep 2
Parmer's Resort
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

8. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
20.9 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1,222 reviews)
"We loved our stay at the Hyatt Vacation Club! The property was very clean as were the rooms and I enjoyed the kitchen and screened in porch area in each suite."
United States
Kailey
The price is ￥31,343
￥42,466 total
includes taxes & fees
Sep 19 - Sep 20
Hyatt Vacation Club at Beach House, Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
21.3 km from Sugarloaf Shores
8.4 out of 10, Very Good, (1,083 reviews)
"Excellent place love it"
United States
Jose
The price is ￥18,247
￥25,931 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree Resort by Hilton Grand Key - Key West
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

10. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
22.8 km from Sugarloaf Shores
8.2 out of 10, Very Good, (2,365 reviews)
"Was clean breakfast was perfect nice little beach was also clean good place"
United States
Roland
The price is ￥16,764
￥24,025 total
includes taxes & fees
Sep 7 - Sep 8
Ibis Bay Beach Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

11. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
21.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,486 reviews)
"Staff are very friendly and the pool area is beautiful"
United States
Melisa
The price is ￥22,253
￥25,035 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Key West FL
A swimming pool with lounge chairs and palm trees.

12. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
21.2 km from Sugarloaf Shores
8.2 out of 10, Very Good, (1,307 reviews)
"Entire stay was fabulous"
United States
Amanda
The price is ￥17,559
￥24,257 total
includes taxes & fees
Sep 22 - Sep 23
Hilton Garden Inn Key West / The Keys Collection
A balcony with wicker furniture, a view of the sea, and a spiral staircase.

13. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
21.1 km from Sugarloaf Shores
8.6 out of 10, Excellent, (2,486 reviews)
"Enjoyed my stay"
United States
Jerome
The price is ￥17,078
￥34,521 total
includes taxes & fees
Sep 2 - Sep 3
Beachside Resort & Residences
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

14. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
21.7 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1,254 reviews)
"Great hotel to stay 👌"
United States
Mauricio
The price is ￥27,996
￥38,699 total
includes taxes & fees
Sep 15 - Sep 16
Hyatt Vacation Club at Windward Pointe, Key West
A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

15. The Laureate Key West

The Laureate Key West
3.5 star property
21.8 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,006 reviews)
"Such a nice hotel to stay at!"
United States
Jayce
The price is ￥25,454
￥33,140 total
includes taxes & fees
Sep 1 - Sep 2
The Laureate Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

16. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
20.1 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1,329 reviews)
"very good better than hotel on key west main island"
United States
Boyan
The price is ￥22,589
￥35,286 total
includes taxes & fees
Sep 21 - Sep 22
The Perry Hotel & Marina Key West
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

17. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
25.8 km from Sugarloaf Shores
9.4 out of 10, Exceptional, (1,042 reviews)
"The employees were helpful and the room and property were clean and maintained. The breakfast was very nice."
United States
Shawn
The price is ￥10,662
￥22,802 total
includes taxes & fees
Sep 1 - Sep 2
Silver Palms Inn & Historic Homes
A building with a white exterior, a large red awning, and a gated entrance.

18. Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
25.4 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,046 reviews)
"Wonderful place, great time!"
United States
Kasi
The price is ￥14,264
￥16,049 total
includes taxes & fees
Sep 3 - Sep 4
Authors of Key West Guest House
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

19. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
22.9 km from Sugarloaf Shores
8.8 out of 10, Excellent, (1,000 reviews)
"Great location"
United States
Everton
The price is ￥27,796
￥31,271 total
includes taxes & fees
Sep 29 - Sep 30
Courtyard by Marriott Key West Waterfront
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

20. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
22.1 km from Sugarloaf Shores
8.6 out of 10, Excellent, (367 reviews)
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
United States
Lisa
The price is ￥14,406
￥38,720 total
includes taxes & fees
Sep 1 - Sep 2
Old Wooden Bridge Resort and Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods 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 Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.

An aerial view of a bridge over turquoise water.

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.

Aerial view of scenic coastal road with turquoise water and bridge, Summerland Key, Florida, United States.

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.

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 Breezeswept Beach Estates isn't home to many top sights, Cook Island and Venture Out Keys are some notable places to visit nearby.

Top Sugarloaf Shores Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."
Quantona 3-night trip
Posted 3 hours ago
DoubleTree Resort by Hilton Grand Key - Key West

Frequently asked questions

What is Sugarloaf Shores like?
Travelers will be sure to find plenty to entertain them in Summerland Key's Sugarloaf Shores neighborhood. Consider a visit to Lower Sugarloaf Sound as part of your Sugarloaf Shores travel plans.
How many hotels will I find in Sugarloaf Shores?
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 accommodations to choose from.
If I need to cancel my hotel reservation in Sugarloaf Shores, will I receive a refund?
Yes! You'll find that most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to review the best deals in Sugarloaf Shores.
Where can I learn more about changing or cancelling my trip to Sugarloaf Shores?
To access more information about picking new dates or cancelling your trip to Sugarloaf Shores, go to https://www.expedia.com/service/.
What is there to do in this Summerland Key neighborhood?
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, be sure to visit other sights like Florida Keys Beaches or Upper Sugarloaf Sound.