Sugarloaf Shores, FL
Summerland Key
Visit Sugarloaf Shores
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Things to do
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
￥11,290
per traveler
92% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
￥8,711
per adult
88% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
￥10,975
per adult
76% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
￥21,182
per adult
100% of travellers recommend
Key West Mangrove Kayak Eco Tour
￥12,552
per adult
100% of travellers recommend
Sugarloaf Shores Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ￥22,889 per night from Jun 16 to Jun 17
￥22,889
￥34,747 total
Jun 16 - Jun 17
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,318 reviews)
"Great but the internet wasn’t good"
Reviewed on Jun 2, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ￥32,270 per night from Jun 8 to Jun 9
￥32,270
￥48,000 total
Jun 8 - Jun 9
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,352 reviews)
"Are room was ok. There was an unusable beach. The smell was terrible. The restaurants were not kid friendly and made no effort to accommodate a 10 year old. Had 3 different menus and wouldn't cook anything that was on the bar menu that used the same kitchen. All kinds of additional fees at checkout. ..."
Reviewed on Jun 1, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is ￥39,753 per night from Jun 15 to Jun 16
￥39,753
￥54,869 total
Jun 15 - Jun 16
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,811 reviews)
"Kevin at concierge was extremely helpful and friendly. Stevo at the front desk and Javier at the front desk were friendly and helpful. Paulson at the restaurant was friendly and accommodating. Pool was smaller than expected. Pool grounds could be kept cleaner. Rooms could be renovated and towels ..."
Reviewed on Jun 2, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is ￥19,741 per night from Jun 15 to Jun 16
￥19,741
￥26,707 total
Jun 15 - Jun 16
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,230 reviews)
"Great Stay with Excellent Shuttle Service! We recently stayed for 1 night during our Key West vacation and had a very pleasant experience overall. Location – The hotel is conveniently located close to the Key West downtown area. What really stood out was the complimentary shuttle service that runs ..."
Reviewed on Jun 1, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ￥22,170 per night from Jun 24 to Jun 25
￥22,170
￥35,435 total
Jun 24 - Jun 25
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,796 reviews)
"Everything was amazing we had a great time."
Reviewed on Jun 2, 2026
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
The price is ￥39,292 per night from Jun 15 to Jun 16
￥39,292
￥55,361 total
Jun 15 - Jun 16
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,003 reviews)
"While the property was clean & well maintained, the pool was closed for three of the five days we were there (bummer). However, staff were quick to let us know that the pool of an adjacent property could be utilized instead. Everyone was cheerful, friendly & quick to assist. Our room was comfortable, ..."
Reviewed on Jun 1, 2026
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.
Other neighborhoods around Sugarloaf Shores
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.
Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.
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.
