Hotels Near
Sugarloaf Shores

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Featured Sugarloaf Shores Hotels

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
Stay at this 3.5-star 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. ...
8.4/10 Very Good! (1,005 reviews)
"I would have liked to have breakfast serving as well as room service. It would have been nice to have a store for essentials or vending and ice machines. There should be more shuttles because we missed several of them and had to pay a cab. The room was great except for the oversized furniture. The ..."

Reviewed on Apr 15, 2025

Beachside Resort & Residences
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,395 reviews)
"My ocean view room at the LaMer House was amazing!!!! From the spacious room and deck with comfortable lounge chairs, all of the room amenities, nothing was forgotten or overlooked to provide an enjoyable stay!"

Reviewed on Apr 15, 2025

Southernmost Beach Resort
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
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,723 reviews)
"Awesome place"

Reviewed on Apr 17, 2025

Margaritaville Beach House Key West
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
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,629 reviews)
Bad service
"Left $ 350.00 Jacked in my room on check out day. Nobody even not the cleaning crew found this. Very bad service."

Reviewed on Apr 15, 2025

Oceans Edge Key West Resort, Hotel & Marina
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
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 ...
7.6/10 Good! (1,001 reviews)
"Quiet & clean. We enjoyed ourselves"

Reviewed on Apr 16, 2025

Hilton Garden Inn Key West / The Keys Collection
Havana Cabana at Key West - Adults Only
Havana Cabana at Key West - Adults Only
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,717 reviews)
"Super"

Reviewed on Apr 16, 2025

Havana Cabana at Key West - Adults Only
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4 out of 5
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,008 reviews)
"Overall, good."

Reviewed on Apr 16, 2025

The Perry Hotel & Marina Key West
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.8/10 Good! (1,098 reviews)
"All staff were friendly and helpful. The shuttle to Key West every hour was wonderful. Nice pool and the bartender, Ed, was a hoot. Thank you!"

Reviewed on Apr 12, 2025

Fairfield Inn and Suites by Marriott Key West
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
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,007 reviews)
"Excellent property with fantastic location. Small private beach. Nice pool. I th eold town of Key West within walking distance of many amenities. Nice on-site bar and restaurant. Friendly, helpful staff at all times."

Reviewed on Apr 14, 2025

Pier House Resort & Spa
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
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"We had a very relaxing stay in a Garden Suite. The staff were attentive, professional and friendly. The grounds and pools were well kept, private and peaceful. Highly recommend."

Reviewed on Apr 11, 2025

Parrot Key Hotel & Villas
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
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
7/10 Good! (1,007 reviews)
"Beautiful views with such a friendly staff."

Reviewed on Apr 12, 2025

Casa Marina Key West, Curio Collection by Hilton
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
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
Hyatt Centric-Key West Review
"Location, the room and resort was perfect. Walking distance to everything. The room was very spacious and with a view of the water. The staff was always out byvthe pool to service guests."

Reviewed on Apr 5, 2025

Hyatt Centric Key West Resort and Spa
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.

Hotels in Sugarloaf Shores

Summerland Key is a city that has a lot going on, but you have your sights set on Sugarloaf Shores. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Sugarloaf Shores has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Sugarloaf Shores hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Summerland Key so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Sugarloaf Shores underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Sugarloaf Shores city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Sugarloaf Shores cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Sugarloaf Shores at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $228
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Sugarloaf Shores hotel you want, book it, and never look back. Because your great escape is ahead of you.