Explore top 2025 4 Star Hotels in Sugarloaf Shores
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Top Sugarloaf Shores 4 Star hotels

Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
$253 nightly
The price is $285 total per night from Sep 28 to Sep 29
$285 total
Sep 28 - Sep 29
Total with taxes and fees
This eco-certified resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and ...
8.8/10 Excellent! (1,019 reviews)
"Spacious room with great ocean view"
Reviewed on Sep 21, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $233 total per night from Oct 28 to Oct 29
$233 total
Oct 28 - Oct 29
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
8.8/10 Excellent! (1,735 reviews)
"This was a nice hotel complex. Not really a resort in that there was only one restaurant on the property. And it was extremely limited in the menu selections and very expensive for the portion served. The complex needs to have a small cafe with coffee, appetizers or snacks. Also they should not book ..."
Reviewed on Sep 24, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$237 nightly
The price is $266 total per night from Oct 13 to Oct 14
$266 total
Oct 13 - Oct 14
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 ...
8.6/10 Excellent! (2,768 reviews)
"I love that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump."
Reviewed on Sep 21, 2025

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
$235 nightly
The price is $264 total per night from Oct 13 to Oct 14
$264 total
Oct 13 - Oct 14
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 ...
8.6/10 Excellent! (1,790 reviews)
"We went during off peak season and it was amazing and quiet, relaxing."
Reviewed on Sep 23, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $176 total per night from Sep 28 to Sep 29
$176 total
Sep 28 - Sep 29
Total with taxes and fees
This eco-certified hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families ...
7.8/10 Good! (1,590 reviews)
"Nice property"
Reviewed on Sep 23, 2025

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $186 total per night from Oct 6 to Oct 7
$186 total
Oct 6 - Oct 7
Total with taxes and fees
This eco-certified hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public ...
9/10 Wonderful! (1,101 reviews)
"Preciosa me volvería a hospedar 10/10"
Reviewed on Sep 25, 2025

Pier House Resort & Spa
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
$387 nightly
The price is $435 total per night from Sep 28 to Sep 29
$435 total
Sep 28 - Sep 29
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. ...
9/10 Wonderful! (1,011 reviews)
"Loved the property and location! Will definitely stay again!"
Reviewed on Sep 24, 2025

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $159 total per night from Oct 5 to Oct 6
$159 total
Oct 5 - Oct 6
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
7.8/10 Good! (1,017 reviews)
"The room was great & the staff was friendly & courteous gorgeous pool"
Reviewed on Sep 26, 2025

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
$233 nightly
The price is $262 total per night from Oct 14 to Oct 15
$262 total
Oct 14 - Oct 15
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 ...
8.2/10 Very Good! (366 reviews)
"This was a wonderful property. Staff was incredibly gracious, grounds were beautiful and the room was very nice!"
Reviewed on Sep 24, 2025

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $177 total per night from Sep 28 to Sep 29
$177 total
Sep 28 - Sep 29
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
9.4/10 Exceptional! (1,104 reviews)
"Lovely hotel, clean room, outdoor pool"
Reviewed on Sep 24, 2025
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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

DoubleTree Resort by Hilton Grand Key - Key West
5 out of 5
Posted 15 hours ago
Travelocity Verified Review
"The room was great & the staff was friendly & courteous gorgeous pool"
A verified traveler stayed at DoubleTree Resort by Hilton Grand Key - Key West
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