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Top hotels in Sugarloaf Shores

Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $223 total per night from Jul 12 to Jul 13
$223 total
Jul 12 - Jul 13
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 ...
"This is a fun place to stay. I don't mind the resort fees here as they actually have a resort. Awesome pool, bar, food truck/restaurant. Food is legit! The gay pride stuff is over the top in the lobby and pool area. I'd say tone that down a bit. Just like I wouldn't want to walk in and see posters ..."

Reviewed on Jun 19, 2026

Opens in a new windowHavana Cabana at Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
Total with taxes and fees
This smoke-free 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 unwind ...
"We had the most amazing experience specially at the bar with Amber was amazing. She knew exactly what my pup wanted shaking but not stir."

Reviewed on Jun 16, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $299 total per night from Jun 29 to Jun 30
$299 total
Jun 29 - Jun 30
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 ...
"★★☆☆☆ 2/5 Stars Southernmost Beach Resort is located in a beautiful part of Key West, and we arrived looking forward to a relaxing beachfront getaway. Unfortunately, the experience did not live up to the premium price. First, the costs add up quickly. In addition to an already expensive nightly room ..."

Reviewed on Jun 19, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $293 total per night from Jun 21 to Jun 22
$293 total
Jun 21 - Jun 22
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 ...
"The beach shuttle was great. Due to the location of the hotel and the sargassum, it smelled horrible and you couldn’t use the beach. At the pool, there was a bees nest near the pool so the bees were everywhere. They were told by several people, but never handled during our stay. The bed was also ..."

Reviewed on Jun 19, 2026

Opens in a new windowMargaritaville Beach House Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Jun 21 to Jun 22
$227 total
Jun 21 - Jun 22
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 ...
"Nice rooms and very nice staff!"

Reviewed on Jun 19, 2026

Opens in a new windowBeachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jun 21 to Jun 22
$197 total
Jun 21 - Jun 22
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 ...
"Great hotel for family. Staff was polite and very helpful. Plenty of parking if you go in and out of the hotel. Starbucks right in the hotel. Minutes from the airport."

Reviewed on Jun 19, 2026

Opens in a new windowBlue Flamingo Resort Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
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 ...
"This hotel is overpriced and, in my experience, engages in misleading advertising. As a local who visits the Florida Keys frequently, I have stayed at many hotels throughout the area. This was my first stay at Casa Marina, and I was genuinely excited because I had heard positive things about the ..."

Reviewed on Jun 19, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $188 total per night from Jun 21 to Jun 22
$188 total
Jun 21 - Jun 22
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 ...
"Would absolutely stay again! Staying in Key West for a fraction of the cost. Daily resort fee included bottled water, famous double tree cookies, shuttles every hour on the hour down to old town, shuttles to airport and Fury Watersports, as well as the use of the changing/shower room upon checkout, ..."

Reviewed on Jun 19, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Jun 29 to Jun 30
$157 total
Jun 29 - Jun 30
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 ...
"great price shuttle to downtown was great saved us 200.00 because rooms downtown were double the price."

Reviewed on Jun 18, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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.

Sugarloaf Shores Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Sugarloaf Shores area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Sugarloaf Shores to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Sugarloaf Shores are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Sugarloaf Shores hotel reviews by fellow wanderers

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