Find hotels in Sugarloaf Shores, Summerland Key from ₩191,774

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 29 - Oct 30
Tomorrow
Oct 30 - Oct 31
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Filter by

Guest rating
Guest rating
Star rating

Discover 3,534 Sugarloaf Shores hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
8.0 out of 10, Very Good, (1010)
"Amazing stay, friendly staff 10/10 vacation"
United States
Fabian
The price is ₩199,108
₩272,341 total
includes taxes & fees
Oct 30 - Oct 31
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.8 out of 10, Good, (1103)
"Great location "
United States
Johann
The price is ₩144,890
₩203,295 total
includes taxes & fees
Nov 18 - Nov 19
Hilton Garden Inn Key West / The Keys Collection
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, (1132)
"Nice stay. "
United States
SHAMBRE
The price is ₩177,263
₩279,995 total
includes taxes & fees
Oct 30 - Oct 31
The Perry Hotel & Marina Key West
Front of property - evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1000)
"Great place"
United States
Jeff
The price is ₩378,162
₩481,841 total
includes taxes & fees
Nov 11 - Nov 12
Opal Key Resort & Marina, Key West
Waterfront King Guest Room | Exterior
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 star property
9.0 out of 10, Wonderful, (1140)
"Loved the room and the shuttle service. It was super nice to book excursions from the hotel. "
United States
Heather
The price is ₩193,665
₩300,067 total
includes taxes & fees
Nov 20 - Nov 21
Parrot Key Hotel & Villas
Outdoor pool, sun loungers
Havana Cabana at Key West
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1745)
"Great resort "
United States
Shaw Rostin
The price is ₩224,534
₩343,761 total
includes taxes & fees
Nov 18 - Nov 19
Havana Cabana at Key West
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort
Parmer's Resort
2.5 star property
9.0 out of 10, Wonderful, (1005)
"Excellent for relaxation "
United States
Leismy
The price is ₩146,967
₩212,079 total
includes taxes & fees
Oct 30 - Oct 31
Parmer's Resort
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (192)
"Absolute awesome place to stay"
United States
Dennis
The price is ₩246,397
₩286,899 total
includes taxes & fees
Nov 3 - Nov 4
Douglas House
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (264)
"I love this place!!!"
United States
Greg
The price is ₩147,826
₩367,740 total
includes taxes & fees
Oct 30 - Oct 31
Old Wooden Bridge Resort and Marina
Outdoor pool
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
3.5 star property
9.4 out of 10, Exceptional, (1031)
"It was peaceful and great location"
United States
Kevin
The price is ₩325,090
₩430,185 total
includes taxes & fees
Nov 19 - Nov 20
Hyatt Vacation Club at Beach House, Key West
Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very Good, (1001)
"Nice family owned spot. "
United States
Terry
The price is ₩170,459
₩191,774 total
includes taxes & fees
Oct 30 - Oct 31
Sugar Loaf Lodge
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.2 out of 10, Wonderful, (1025)
"Great place. 2nd time here and will definitely go back."
United States
Cynthia
The price is ₩285,340
₩393,525 total
includes taxes & fees
Oct 30 - Oct 31
Winslow's Bungalows - Key West Historic Inns
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3.5 star property
8.6 out of 10, Excellent, (1000)
"Very clean room. The staff were all so nice"
United States
tina
The price is ₩153,270
₩212,637 total
includes taxes & fees
Nov 11 - Nov 12
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West
The Laureate Key West
3.5 star property
9.0 out of 10, Wonderful, (1000)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
United States
Nini
The price is ₩227,756
₩296,527 total
includes taxes & fees
Oct 30 - Oct 31
The Laureate Key West
Outdoor spa tub
NYAH Key West - Adults Only
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1014)
"Clean facility, nice pool area, very convenient location. "
United States
Arthur
The price is ₩114,737
₩193,524 total
includes taxes & fees
Oct 30 - Oct 31
NYAH Key West - Adults Only
Boating
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 star property
8.2 out of 10, Very Good, (1987)
"Great little resort!"
United States
Carlos
The price is ₩155,097
₩212,988 total
includes taxes & fees
Nov 4 - Nov 5
Ibis Bay Beach Resort
View from property
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
3.0 star property
9.0 out of 10, Wonderful, (1024)
"Friendly staff, clean room, and facilities are nice. "
United States
michael
The price is ₩213,432
₩240,110 total
includes taxes & fees
Oct 30 - Oct 31
Courtyard by Marriott Key West Waterfront
Exterior
Looe Key Reef Resort
Looe Key Reef Resort
2.5 star property
7.4 out of 10, Good, (1001)
"We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay"
United States
Timothy
The price is ₩234,065
₩263,323 total
includes taxes & fees
Nov 2 - Nov 3
Looe Key Reef Resort
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1030)
"Great location, excellent breakfast and amazing customer service!! Definitely i would recommend!👍Aliyah very attentive and makes our staying wonderful!"
United States
Alejandro
The price is ₩170,459
₩222,564 total
includes taxes & fees
Oct 30 - Oct 31
Duval House
Beach nearby, white sand
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4.0 star property
8.8 out of 10, Excellent, (1777)
"Great place to stay"
United States
Tracey
The price is ₩256,405
₩378,360 total
includes taxes & fees
Nov 18 - Nov 19
Margaritaville Beach House Key West
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.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

Bay Point

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

Cudjoe Gardens

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

Breezeswept Beach Estates

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

Top Sugarloaf Shores Hotel Reviews

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent
"This was my 4th year in a row staying at this property. Great views and a great location. "
JEFFREY 3-night trip
Posted 1 day ago
Oceans Edge Key West Resort, Hotel & Marina

Explore a world of travel with Expedia

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 33 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 Upper Sugarloaf Sound or Florida Keys Beaches.