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

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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)
"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 ￥15,716
￥17,681 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥12,012
￥13,514 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥18,840
￥30,695 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Key West Resort & Marina
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, (1,135 reviews)
"Felt very comfortable and the Breakfast was very good."
United States
Patricia
The price is ￥20,417
￥27,420 total
includes taxes & fees
Sep 30 - Oct 1
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, (1,798 reviews)
"Excellent place to stay."
United States
TRICIA LYNN
The price is ￥33,078
￥47,200 total
includes taxes & fees
Sep 30 - Oct 1
Margaritaville Beach House Key West

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, (2,685 reviews)
"Great spot will stay again"
United States
Esteban
The price is ￥18,700
￥29,940 total
includes taxes & fees
Oct 5 - Oct 6
Blue Flamingo Resort Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

7. 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 ￥19,747
￥31,947 total
includes taxes & fees
Sep 29 - Sep 30
The Perry Hotel & Marina Key West
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

8. 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, (2,387 reviews)
"Had a great time here."
United States
Stephanie
The price is ￥16,097
￥23,231 total
includes taxes & fees
Sep 27 - Sep 28
Ibis Bay Beach Resort
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, (1,107 reviews)
"The hotel was clean, great customer service, and the food was really good!"
United States
Craige
The price is ￥19,192
￥26,933 total
includes taxes & fees
Sep 30 - Oct 1
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

10. 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, (1,522 reviews)
"Very clean comfortable bed , very friendly staff Very clean pool 💕"
United States
Rabia
The price is ￥24,146
￥27,164 total
includes taxes & fees
Oct 1 - Oct 2
Hampton Inn Key West FL
A swimming pool with lounge chairs and palm trees.

11. 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 ￥16,699
￥23,239 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Key West / The Keys Collection
A balcony with wicker furniture, a view of the sea, and a spiral staircase.

12. 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 ￥13,857
￥30,769 total
includes taxes & fees
Sep 27 - Sep 28
Beachside Resort & Residences
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

13. 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 ￥22,805
￥30,835 total
includes taxes & fees
Oct 4 - Oct 5
Parmer's Resort
A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

14. 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 ￥28,416
￥31,967 total
includes taxes & fees
Sep 28 - Sep 29
Courtyard by Marriott Key West Waterfront
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, (1,019 reviews)
"We loved the room and location!"
United States
Mailyn
The price is ￥25,165
￥32,763 total
includes taxes & fees
Sep 30 - Oct 1
The Laureate Key West
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

16. 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 ￥14,286
￥38,397 total
includes taxes & fees
Sep 27 - Sep 28
Old Wooden Bridge Resort and Marina
A swimming pool surrounded by palm trees and a natural rock formation.

17. 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, (1,854 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 ￥17,568
￥29,754 total
includes taxes & fees
Sep 30 - Oct 1
Havana Cabana at Key West
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

18. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
26.1 km from Sugarloaf Shores
8.4 out of 10, Very good, (1,442 reviews)
"The rooms are very clean it’s very quiet and the pools are nice and clean very enjoyable stay"
United States
jeff
The price is ￥11,304
￥19,858 total
includes taxes & fees
Sep 27 - Sep 28
The Southernmost Inn - Adults Only
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

19. 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, (1,047 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is ￥12,677
￥24,946 total
includes taxes & fees
Sep 28 - Sep 29
Silver Palms Inn & Historic Homes
A building with a white exterior, a large red awning, and a gated entrance.

20. 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, (1,059 reviews)
"Breakfast was nice and free street parking is a plus."
United States
Avamarie
The price is ￥12,939
￥14,558 total
includes taxes & fees
Sep 27 - Sep 28
Authors of Key West Guest House
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.
View all properties

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 Key and Venture Out Keys 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.

An aerial view of a long bridge over turquoise waters with a few vehicles on it.

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 Big Pine Key Flea Market are some notable places to visit nearby.

Top Sugarloaf Shores Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Loved my stay, wished it was longer."
Vanessa 2-night trip
Posted less than an hour ago
Blue Flamingo Resort 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 29 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.