Hotels Near
Sugarloaf Shores

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Featured Sugarloaf Shores Hotels

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
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! (1,790 reviews)
"We went during off peak season and it was amazing and quiet, relaxing."

Reviewed on Sep 23, 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! (1,738 reviews)
"Very good for visiting"

Reviewed on Sep 27, 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
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! (2,788 reviews)
"Great"

Reviewed on Sep 28, 2025

Southernmost Beach Resort and Guesthouses
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. ...
9/10 Wonderful! (1,103 reviews)
"This was an excellent experience. Parrott Key was excellent in all aspects of customer service. Everything about the experience was excellent and next time we visit Key West, Parrott Key will be where we will stay. Thanks for a great experience."

Reviewed on Sep 27, 2025

Parrot Key Hotel & Villas
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
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,019 reviews)
"Great a/c - very clean room Super friendly staff"

Reviewed on Sep 28, 2025

DoubleTree Resort by Hilton Grand Key - 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
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! (1,023 reviews)
"Location was great! Staff outstanding! Can’t wait to go back!"

Reviewed on Sep 25, 2025

Hyatt Centric Key West Resort and Spa
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 ...
7.8/10 Good! (1,097 reviews)
"Did not like the fact that you are charged for services you dont use and you are charged to park at the hotel you are staying at. Overall stay was nice pool bar and pool are very nice bartender was excellent."

Reviewed on Sep 24, 2025

Hilton Garden Inn Key West / The Keys Collection
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! (1,561 reviews)
"Very cozy"

Reviewed on Sep 29, 2025

Beachside Resort & Residences
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! (1,102 reviews)
"This was the perfect place to stay when visiting key west. The rooms were perfect, the staff was top notch, and the location was amazing. Just minutes from key west, it’s enough off the beaten path to feel like you are in paradise as well as the party! Super clean rooms, great food at the pool and ..."

Reviewed on Sep 29, 2025

The Perry Hotel & Marina Key West
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
8.8/10 Excellent! (214 reviews)
"Excellent weekend stay"

Reviewed on Sep 27, 2025

La Concha Key West, Autograph Collection
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 ...
8.2/10 Very Good! (370 reviews)
"Our stay at Casa Marina was magnificent. The staff were attentive, hotel immaculate, delicious food and cocktails. Vince welcomed us as we stepped onto the property. Patrick moved us to a more comfortable handicap accessible room. Ryan took care of us our whole stay. I’m recovering from knee surgery ..."

Reviewed on Sep 29, 2025

Casa Marina Key West, Curio Collection by Hilton
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
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,597 reviews)
"Nice property"

Reviewed on Sep 23, 2025

Blue Flamingo Resort Key West
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 $161
  • 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.