Find a Hotel in Sugarloaf Shores
Top hotels in Sugarloaf Shores
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
Fully refundable
$407 nightly
The price is $458 total per night from Jul 27 to Jul 28
$458 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
"Great staff, nice location, rent your golf cart a day before, nice area to ride a bike."
Reviewed on Jul 2, 2026
Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$334 nightly
The price is $376 total per night from Jul 7 to Jul 8
$376 total
Jul 7 - Jul 8
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"Great location! Enjoyed the private beach and location walkable to shops and dining. Staff was very friendly!"
Reviewed on Jul 3, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $225 total per night from Jul 19 to Jul 20
$225 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
"What an amazing experience. Can’t wait to come back!"
Reviewed on Jul 3, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $261 total per night from Jul 14 to Jul 15
$261 total
Jul 14 - Jul 15
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
"Got a wonderful upgrade. Staff very friendly and helpful."
Reviewed on Jul 3, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $286 total per night from Jul 19 to Jul 20
$286 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
"Our room was relatively clean, but the shower didn’t drain. I really appreciated the concierge for her help, and the shuttle service was awesome. Overall it was a pretty alright hotel. I probably wouldn’t stay again, but I don’t really have complaints."
Reviewed on Jul 3, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $216 total per night from Jul 7 to Jul 8
$216 total
Jul 7 - Jul 8
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
"It was a peaceful location that was still in walking distance to a Starbucks & McDonald's. It offered a free shuttle, & we selected a room with an ocean view where we were able to capture breathtaking photos. The room was spacious. The beds were extremely uncomfortable & noisy."
Reviewed on Jul 3, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $283 total per night from Jul 12 to Jul 13
$283 total
Jul 12 - Jul 13
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
"Beautiful property and great location! We had a great time and would definitely come back!"
Reviewed on Jul 3, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $168 total per night from Jul 14 to Jul 15
$168 total
Jul 14 - Jul 15
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
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Reviewed on Jul 3, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jul 6 to Jul 7
$197 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
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View all propertiesLowest 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.
Recent Sugarloaf Shores hotel reviews by fellow wanderers
Casa Marina Key West, Curio Collection by Hilton
5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Beautiful property and great location! We had a great time and would definitely come back!"
A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton
