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

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Check prices for these dates

This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

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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, (1,001 reviews)
"I didn't stay in much, mostly sleeping at night and spending the rest of my time in Key West. That said, this place is a great way to mix in quiet stays away while being well situated to head into Key West (approximately 15 minutes away sans traffic). I'd stay here again without hesitation and you should really consider booking here!"
United States
Kevin
The price is ฿3,305
฿3,719 total
includes taxes & fees
27 Sept - 28 Sept
Sugar Loaf Lodge
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

2. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
15.4 km from Sugarloaf Shores
7.6 out of 10, Good, (1,003 reviews)
"Had a great time over the weekend . Great vibe!"
United States
Michel
The price is ฿2,533
฿2,849 total
includes taxes & fees
27 Sept - 28 Sept
Looe Key Reef Resort
A marina with boats docked, a pool area, and a building with a white facade.

3. 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, (1,811 reviews)
"Beautiful property would stay there again"
United States
Molly
The price is ฿3,972
฿6,472 total
includes taxes & fees
27 Sept - 28 Sept
Hilton Key West Resort & Marina
A dining table with plates of food, a drink, and a view of a pool and palm trees.

4. 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, (1,799 reviews)
"Excellent place to stay."
United States
TRICIA LYNN
The price is ฿6,978
฿9,957 total
includes taxes & fees
28 Sept - 29 Sept
Margaritaville Beach House Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

5. 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, (1,136 reviews)
"Felt very comfortable and the Breakfast was very good."
United States
Patricia
The price is ฿4,187
฿5,652 total
includes taxes & fees
1 Oct - 2 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

6. 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, (1,524 reviews)
"Very clean comfortable bed , very friendly staff Very clean pool 💕"
United States
Rabia
The price is ฿5,078
฿5,713 total
includes taxes & fees
1 Oct - 2 Oct
Hampton Inn Key West FL

7. 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, (2,685 reviews)
"Great spot will stay again"
United States
Esteban
The price is ฿3,945
฿6,316 total
includes taxes & fees
28 Sept - 29 Sept
Blue Flamingo Resort Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

8. 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, (1,318 reviews)
"Beautiful place to stay, would definitely stay here again."
United States
Jade
The price is ฿3,867
฿6,395 total
includes taxes & fees
27 Sept - 28 Sept
The Perry Hotel & Marina Key West
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

9. Parmer's Resort

Parmer's Resort
2.5 star property
17.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,003 reviews)
"Excellent resort, clean. Beautiful views, very friendly staff ♥️"
United States
Mireya
The price is ฿4,808
฿6,501 total
includes taxes & fees
4 Oct - 5 Oct
Parmer's Resort
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

10. 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, (1,001 reviews)
"Great location"
United States
Everton
The price is ฿5,991
฿6,740 total
includes taxes & fees
28 Sept - 29 Sept
Courtyard by Marriott Key West Waterfront
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.

11. 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, (1,107 reviews)
"The hotel was clean, great customer service, and the food was really good!"
United States
Craige
The price is ฿4,049
฿5,681 total
includes taxes & fees
28 Sept - 29 Sept
DoubleTree Resort by Hilton Grand Key - Key West
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, (1,329 reviews)
"Love the breakfast and pool/ bar area"
United States
Walt
The price is ฿3,517
฿4,895 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Key West / The Keys Collection
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

13. 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, (2,388 reviews)
"Had a great time here."
United States
Stephanie
The price is ฿3,385
฿4,886 total
includes taxes & fees
27 Sept - 28 Sept
Ibis Bay Beach Resort
A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

14. The Laureate Key West

The Laureate Key West
3.5 star property
21.8 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1,020 reviews)
"We loved the room and location!"
United States
Mailyn
The price is ฿5,309
฿6,911 total
includes taxes & fees
4 Oct - 5 Oct
The Laureate Key West
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

15. 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, (373 reviews)
"Nice place"
United States
abhimanyu
The price is ฿3,012
฿8,095 total
includes taxes & fees
27 Sept - 28 Sept
Old Wooden Bridge Resort and Marina
A balcony with wicker furniture, a view of the sea, and a spiral staircase.

16. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
21.1 km from Sugarloaf Shores
8.6 out of 10, Excellent, (2,553 reviews)
"Great location"
United States
James
The price is ฿2,922
฿6,488 total
includes taxes & fees
27 Sept - 28 Sept
Beachside Resort & Residences
A beachside resort with a wooden deck, palm trees, and a sunset view.

17. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
18.8 km from Sugarloaf Shores
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is ฿11,054
฿20,569 total
includes taxes & fees
27 Sept - 28 Sept
Grand Marina Suite by Brightwild Waterfront
A swimming pool surrounded by palm trees and a natural rock formation.

18. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
22 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,856 reviews)
"Absolutely going to be staying here again. Our family throughly enjoyed the hotel, amenities and location to Key West"
United States
Silvia
The price is ฿3,715
฿6,292 total
includes taxes & fees
27 Sept - 28 Sept
Havana Cabana at Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.

19. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
23.3 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1,460 reviews)
"Came with the family for wife birthday it was a excellent all around stay!"
United States
Anthony
The price is ฿4,407
฿6,874 total
includes taxes & fees
4 Oct - 5 Oct
Parrot Key Hotel & Villas
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

20. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
25.6 km from Sugarloaf Shores
8.4 out of 10, Very good, (936 reviews)
"We stayed here for our honeymoon and everything was fantastic. The staff was always friendly and welcoming. We hope to visit again!"
United States
Coni
The price is ฿7,899
฿11,146 total
includes taxes & fees
30 Sept - 1 Oct
Casa Marina Key West, Curio Collection by Hilton
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 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.

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.

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.

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.

Top Sugarloaf Shores Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"It was a great family experience"
mark 5-night trip
Posted 3 hours ago
Hampton Inn Key West FL

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 29 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.