Sugarloaf Shores
Summerland Key
Visit Sugarloaf Shores
Things to do
Discover US East Coast Self Guided Audio Tour
CA $206
per traveller
Private Sandbar Adventure in Key West Backcountry
CA $781
per traveller
Luxury Sandbar and Snorkeling trip in Key West
CA $1,704
per traveller
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
Sugarloaf Shores Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Jul 16 to Jul 17
CA $189
CA $348 total
Jul 16 - Jul 17
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,330 reviews)
"The room was cleaned the food was good there's no beach a man made beach with dirty water no working elevators"
Reviewed on Jul 7, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $178 per night from Jul 9 to Jul 10
CA $178
CA $280 total
Jul 9 - Jul 10
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! (2,502 reviews)
"Need to have breakfast"
Reviewed on Jul 6, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $279 per night from Jul 21 to Jul 22
CA $279
CA $418 total
Jul 21 - Jul 22
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! (3,431 reviews)
"Had a small but annoying incident at check in. I made the reservation in my sisters name on Expedia [ and I had to pay in full which I found unusual, I made the payment] but she was unable to travel, The clerk would not check me in until Expedia said OK, luuckily we ironed it out"
Reviewed on Jul 7, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is CA $197 per night from Jul 12 to Jul 13
CA $197
CA $262 total
Jul 12 - Jul 13
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! (1,268 reviews)
"Beautiful place to stay everyone and everything was great"
Reviewed on Jul 6, 2026
Pier House Resort & Spa
1 Duval St Key West FL
The price is CA $433 per night from Aug 5 to Aug 6
CA $433
CA $587 total
Aug 5 - Aug 6
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,219 reviews)
"Great location"
Reviewed on Jul 6, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
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! (1,813 reviews)
"Everything"
Reviewed on Jul 6, 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.
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 Florida Keys Beaches 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 Florida Keys Beaches, some noteworthy sights in the nearby area.
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.
