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Top Trending Hotels Near Sugarloaf Shores, Summerland Key

The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1104)
"Beautiful place!"
The price is 4.379.759 ₫
6.461.364 ₫ total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1112)
"Nice spacious rooms; shuttle service was great; loved the garden pool area; very convenient location and staff was so helpful! Would definitely stay there again. "
The price is 3.779.907 ₫
5.766.998 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Parrot Key Hotel & Villas
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free pool cabanas, pool loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very good, (1001)
"Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach. "
The price is 3.254.328 ₫
4.552.626 ₫ total
includes taxes & fees
9 Oct - 10 Oct
DoubleTree Resort by Hilton Grand Key - Key West
Opal Key Resort & Marina, Key West
Front of property – evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1002)
"Nice location, easy to walk around. Staff was friendly. "
The price is 6.572.604 ₫
8.433.785 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Opal Key Resort & Marina, Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1093)
"Very nice hotel."
The price is 3.120.932 ₫
4.254.103 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Hilton Garden Inn Key West / The Keys Collection
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1748)
"Great place to stay!"
The price is 4.362.966 ₫
6.664.142 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Havana Cabana at Key West
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (178)
"Absolute awesome place to stay"
The price is 2.964.699 ₫
3.452.021 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Douglas House
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1002)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
The price is 4.196.964 ₫
5.464.235 ₫ total
includes taxes & fees
6 Oct - 7 Oct
The Laureate Key West
Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Had a wonderful time place is very nice enjoyed ourselves "
The price is 3.064.576 ₫
4.308.949 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Parmer's Resort
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (1987)
"Cute room friendly staff conveniently located. Mom and pop feeling "
The price is 3.013.804 ₫
4.100.565 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Ibis Bay Beach Resort
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1001)
"Staff was excellent! "
NYAH Key West - Adults Only
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Nice family owned spot. "
The price is 2.613.204 ₫
2.939.986 ₫ total
includes taxes & fees
9 Oct - 10 Oct
Sugar Loaf Lodge
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1000)
"Great location near many attractions. "
The price is 4.471.482 ₫
6.366.715 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Winslow's Bungalows - Key West Historic Inns
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1048)
"Very friendly staff, quiet location "
The price is 6.524.505 ₫
8.528.875 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Hyatt Vacation Club at Beach House, Key West
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1238)
"The hotel is beautiful. I would absolutely stay there again. The hotel grounds are immaculate. "
The price is 4.199.985 ₫
4.724.983 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Hampton Inn Key West FL
Courtyard by Marriott Key West Waterfront
View from property

Courtyard by Marriott Key West Waterfront

3.0 star property
8.8 out of 10, Excellent, (1000)
"enjoyed time there"
The price is 4.038.588 ₫
4.543.411 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Courtyard by Marriott Key West Waterfront
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1033)
"Very friendly, good breakfasts, clean rooms "
The price is 2.615.085 ₫
3.509.893 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Duval House
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1762)
"Great place to stay"
The price is 4.724.884 ₫
6.972.206 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Margaritaville Beach House Key West
Authors of Key West Guest House
Room, Non Smoking, Private Bathroom | Individually decorated, individually furnished, iron/ironing board

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very nice stay with easy street parking and a nice breakfast. "
Authors of Key West Guest House
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (258)
"Really I have the best experience and soon I want to go again "
The price is 2.111.469 ₫
6.087.340 ₫ total
includes taxes & fees
7 Oct - 8 Oct
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.
View all properties

Where to stay in Sugarloaf Shores

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

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 Out Keys and Upper Sugarloaf Key.

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 Venture Out Keys.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Venture Out Keys and Cook Island.

Top Sugarloaf Shores Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Clean quiet"
Deborah 1-night trip
Posted 4 days ago
Hyatt Vacation Club at Windward Pointe, Key West
The Laureate Key West

The Laureate Key West

10/10 Excellent
"Our stay at the Laureate Key West was fantastic! We especially enjoyed the clean room, fully equipped kitchenette and water front balcony along with the heated pool and all the added fun games like ping pong and corn hole, and the complimentary cold water cooler with cold rags during tanning! Not many other hotels we have stayed in had such great attention to detail and all around beautiful and relaxing atmosphere. Will definitely be back!"
Geronimo 4-night trip
Posted 13 days ago
The Laureate Key West

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 33 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 Upper Sugarloaf Sound or Sugarloaf Beach.