Hotels Near
Sugarloaf Shores

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Featured Sugarloaf Shores Hotels

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 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.4/10 Very Good! (2,181 reviews)
"It would be nice to have a regular coffee machine in the room instead of an expresso machine. Mine didn't work anyway, leaked water all over the tray."

Reviewed on Nov 21, 2024

Southernmost Beach Resort
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! (1,782 reviews)
"Quality place"

Reviewed on Nov 22, 2024

Margaritaville Beach House Key West
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! (1,599 reviews)
Absolute Gem!
"Second stay, we come to Key West 1-2 times per year and this is a favorite place for us. We usually get a lanai room right next to the pool… very convenient! Great pool, fun vibe, wonderful staff. I try to recommend it as much as I can. Our other favorite place is The Perry which we just found out ..."

Reviewed on Nov 21, 2024

Havana Cabana at Key West - Adults Only
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 free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
7.8/10 Good! (1,053 reviews)
"Property is nice. Pool is clean. Nightly buy one get one free drinks. Free breakfast was basic but nice. Rooms were very clean and nice. Construction was going on so there were a few mornings it woke us up. The free shuttle to and from Duval was amazing and saved a ton of money on Uber fees. Taco ..."

Reviewed on Nov 20, 2024

Fairfield Inn and Suites by Marriott 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
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! (1,003 reviews)
"Everyone was friendly"

Reviewed on Nov 21, 2024

Beachside Resort & Residences
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! (1,502 reviews)
"The customer service was second to none. They were extraordinarily accommodating to my physical disabilities they were very receptive to any requests we had and they were the friendliest and most welcoming people who went out of their way to make sure your visit was special. I can't recommend them ..."

Reviewed on Nov 20, 2024

Oceans Edge Key West Resort, Hotel & Marina
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
Book a stay at this 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! (1,005 reviews)
"The Location was excellent! Everyone here was very knowledgeable, nice, and helpful! This place had everything you need! Restaurants, bars, pool, spa, and a private beach, And it was close and walkable to many restaurants, historical sites, retail shops, music, and more! We look forward to staying ..."

Reviewed on Nov 20, 2024

Pier House Resort & Spa
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! (1,665 reviews)
"The staff was very nice and our room was comfortable with a small patio and beach. There were chairs and hammocks for the beach."

Reviewed on Nov 18, 2024

Ibis Bay Beach Resort
La Concha Key West
La Concha Key West
4 out of 5
430 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
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 ...
7.8/10 Good! (1,120 reviews)
"I stay here most times that I'm in Key West. Last year during the remodel was a rough time and not a pleasant experience. But this visit, seeing the transformation of the hotel, it is absolutely beautiful. The staff was amazing also."

Reviewed on Nov 19, 2024

La Concha 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
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! (1,006 reviews)
"The room could use a little updating of the decor etc. There was no closet or place to hang anything up. It had been modified for handicapped. The outside walls and doors looked dirty or needed paint. Staff was very nice and helpful."

Reviewed on Nov 20, 2024

Hilton Garden Inn Key West / The Keys Collection
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! (1,362 reviews)
"Great"

Reviewed on Nov 19, 2024

24 North Hotel Key West - Newly Renovated
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! (1,002 reviews)
"Have stayed here several times, always enjoy it"

Reviewed on Nov 20, 2024

The Perry Hotel & Marina 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 $171
  • 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.