Search Hotels in Sugarloaf Shores, Summerland Key

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Our top choices for Sugarloaf Shores hotels

Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

The Laureate Key West
3.5 star property
21.8 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1003)
"Nice place to stay!"
Canada
Baohua
The price is ฿8,038
฿9,916 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Laureate Key West
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina

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, (283)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
17.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (1004)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is ฿5,977
฿7,737 total
includes taxes & fees
5 Jan - 6 Jan 2026
Parmer's Resort
Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
1.3 km from Sugarloaf Shores
8.2 out of 10, Very good, (1004)
"Great place to stary. Staff was very nice."
United States
norka
The price is ฿6,176
฿6,948 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sugar Loaf Lodge
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
15.4 km from Sugarloaf Shores
7.4 out of 10, Good, (1002)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort
Fireplace
Casa Marina Key West, Curio Collection by Hilton

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, (490)
"Great place"
United States
ELENA
The price is ฿12,699
฿16,148 total
includes taxes & fees
13 Jan - 14 Jan 2026
Casa Marina Key West, Curio Collection by Hilton
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
21.3 km from Sugarloaf Shores
8.0 out of 10, Very good, (1804)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is ฿7,234
฿9,884 total
includes taxes & fees
8 Jan - 9 Jan 2026
Blue Flamingo Resort Key West
Outdoor pool, pool umbrellas, pool loungers
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
26 km from Sugarloaf Shores
8.6 out of 10, Excellent, (1001)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is ฿10,154
฿13,285 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Reach Key West, Curio Collection by Hilton
Outdoor pool
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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, (1007)
"Friendly staff and helped us with extra bed to accommodate. "
United States
Swapnil
The price is ฿7,231
฿9,008 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

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
8.2 out of 10, Very good, (1001)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is ฿7,175
฿9,120 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West
Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
26.7 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1028)
"Our stay was great!"
United States
Richard
The price is ฿13,004
฿15,851 total
includes taxes & fees
4 Jan - 5 Jan 2026
Opal Key Resort & Marina, Key West
Outdoor pool, pool loungers
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
26.7 km from Sugarloaf Shores
9.2 out of 10, Wonderful, (1004)
"Location, large rooms"
United States
george
The price is ฿13,791
฿17,924 total
includes taxes & fees
12 Jan - 13 Jan 2026
Ocean Key Resort - A Noble House Resort
View from property
Courtyard by Marriott Key West Waterfront

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, (1001)
"Room clean, nice pool area"
United States
Tami
The price is ฿8,193
฿9,217 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Key West Waterfront
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
26.5 km from Sugarloaf Shores
9.0 out of 10, Wonderful, (298)
"Very nice staff! Clean hotel! "
United States
Tabitha Hall
The price is ฿12,383
฿14,978 total
includes taxes & fees
5 Jan - 6 Jan 2026
La Concha Key West, Autograph Collection
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West

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
9.6 out of 10, Exceptional, (1003)
"Clean rooms, great location."
United States
Shalaka
The price is ฿12,900
฿15,909 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

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, (1295)
"Wonderful stay"
United States
Lindsey
The price is ฿9,748
฿10,967 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hampton Inn Key West FL
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

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
8.0 out of 10, Very good, (1176)
"Great location, clean rooms, and great pools!"
United States
Robin
The price is ฿9,117
฿11,130 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Key West / The Keys Collection
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
26.2 km from Sugarloaf Shores
8.8 out of 10, Excellent, (2955)
"Wonderful stay!"
United States
Elisa
The price is ฿9,163
฿12,578 total
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
23.7 km from Sugarloaf Shores
7.8 out of 10, Good, (1180)
"Good rooms and nice breakfast "
United States
Arun
The price is ฿6,828
฿8,554 total
includes taxes & fees
19 Jan - 20 Jan 2026
Fairfield Inn and Suites by Marriott Key West
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

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, (1007)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is ฿12,636
฿15,612 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hyatt Vacation Club at 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.
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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 Upper Sugarloaf Sound.

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 Sugarloaf Beach.

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 Crab Key.

Top Sugarloaf Shores Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!"
Larry 8-night trip
Posted 2 days ago
Beachside Resort & Residences

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 30 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 Florida Keys Beaches.