Hotels Near
Sugarloaf Shores

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Featured Sugarloaf Shores Hotels

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 golf 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! (1,523 reviews)
"Great place to stay"

Reviewed on Dec 18, 2024

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort
Southernmost Beach Resort
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. ...
8.4/10 Very Good! (2,200 reviews)
"Very friendly staff. Rooms cleaned to perfection daily. Free entertainment. Multiple pools."

Reviewed on Dec 22, 2024

Southernmost Beach Resort
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! (1,620 reviews)
"The area around the pool had an amazing tropical atmosphere. Great music and beautiful palm trees."

Reviewed on Dec 21, 2024

Havana Cabana at Key West - Adults Only
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! (1,013 reviews)
"beautiful property"

Reviewed on Dec 22, 2024

Beachside Resort & Residences
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 out of 5
3101 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 breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (1,690 reviews)
"Clean and consistent"

Reviewed on Dec 22, 2024

Ibis Bay Beach Resort
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)
"Our experience with customer service was outstanding—truly remarkable in every sense. They genuinely prioritize customer happiness, not just in one aspect but in every conceivable way. From check-in to our entire stay and even the checkout process, we felt valued and cared for. We did encounter a ..."

Reviewed on Dec 22, 2024

The Perry Hotel & Marina Key West
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! (1,801 reviews)
"Beautiful, clean property with friendly and attentive staff. Johnny was a great driver and has the best sense of humor and stories! We will be back!"

Reviewed on Dec 21, 2024

Margaritaville Beach House Key West
24 North Hotel Key West - Newly Renovated
24 North Hotel Key West - Newly Renovated
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 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
7.4/10 Good! (1,369 reviews)
"People"

Reviewed on Dec 15, 2024

24 North Hotel Key West - Newly Renovated
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! (1,071 reviews)
"When we first pulled up to the property, we had some reservations based upon the outside and rear of the property. However, the front desk, pool area, poolside bar, and breakfast area were fantastic! We had booked a room for five adults that was unavailable due to broken equipment but were given ..."

Reviewed on Dec 19, 2024

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. ...
8.8/10 Excellent! (1,007 reviews)
"Can’t wait to go back great customer service"

Reviewed on Dec 22, 2024

Pier House Resort & Spa
The Gates Hotel Key West Newly Renovated
The Gates Hotel Key West Newly Renovated
4 out of 5
3824 N Roosevelt Blvd, 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 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
7.4/10 Good! (1,004 reviews)
"Clean and quiet, except for the Roosters!. But they were enjoyable and the hotel provided ear plugs, but didnt need them."

Reviewed on Dec 18, 2024

The Gates Hotel Key West Newly Renovated
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 hotel in Key West. Enjoy free WiFi, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,007 reviews)
"Wonderful pool and hot tub area; had delicious cookies at the check-in desk; I left my eye glasses at the hotel and the staff successfully located it and had it packaged/mailed to me ."

Reviewed on Dec 19, 2024

DoubleTree Resort by Hilton Grand Key - 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 $308
  • 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.