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Top hotels in Sugarloaf Shores

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $294 total per night from May 18 to May 19
$294 total
May 18 - May 19
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. ...
In a review from the hotel asking about the same thing you’re asking. I did put in a suggestion, but not a complaint that I felt the showers were somewhat dangerous. There were no handrails or the title was not a slip free. There weren’t tubs so little children and families would be in there and ...

Reviewed on Apr 22, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$221 nightly
The price is $249 total per night from May 25 to May 26
$249 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
The rooms were beautiful and roomy. The staff was super friendly as well. They do run a shuttle to and from the beach and Duval street. The hotel really is nice. Not much to do in the area but plenty to do at the hotel.

Reviewed on Apr 24, 2026

Opens in a new windowParrot Key Hotel & Villas
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$381 nightly
The price is $429 total per night from May 25 to May 26
$429 total
May 25 - May 26
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. ...
The Pier House has an excellent location to Duval Street and Mallory Square, but there are numerous opportunities for improvement overall. We enjoyed our dinner entrees on our arrival night, and then drinks at the beach bar a couple of afternoons. The seaweed is a problem everywhere, but it was not ...

Reviewed on Apr 24, 2026

Opens in a new windowPier House Resort & Spa
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
$218 nightly
The price is $245 total per night from May 12 to May 13
$245 total
May 12 - May 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 ...
It was ok

Reviewed on Apr 25, 2026

Opens in a new windowHavana Cabana at Key West
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
$250 nightly
The price is $281 total per night from May 26 to May 27
$281 total
May 26 - May 27
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 ...
Really felt like paradise. The daily treats were always welcoming, the room was stunning and service was amazinc

Reviewed on Apr 24, 2026

Opens in a new windowMargaritaville Beach House Key West
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
$330 nightly
The price is $372 total per night from May 19 to May 20
$372 total
May 19 - May 20
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 ...
Easy access to the small beach. Plenty of beach chairs available. Free breakfast was convenient, included omelet station, potatoes, bagels, breakfast pesto pizza, pastries, parfait, fruit, juice, coffee, etc. Lots of activities by the pools. Convenient location. Many room choices, our room was very ...

Reviewed on Apr 25, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$257 nightly
The price is $290 total per night from May 11 to May 12
$290 total
May 11 - May 12
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 ...
Hot tub was nice, staff was good. Room was humid and less ventilated.

Reviewed on Apr 24, 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
$211 nightly
The price is $238 total per night from May 25 to May 26
$238 total
May 25 - May 26
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 ...
Key west is a premium location and this hotel matches that expectation. The shuttle was the greatest amenity to us as parking is expensive and can be difficult to find. A couple things we were disappointed about: 1. We were on the second floor and Technically our room did have an ocean view like ...

Reviewed on Apr 25, 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
$374 nightly
The price is $421 total per night from May 3 to May 4
$421 total
May 3 - May 4
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 ...
Everything from start to finish was spectacular here! Friendly clean… views!!! Made a dream of ours come true

Reviewed on Apr 24, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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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.

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