Hotels in Sugarloaf Key

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Dates

March 2026

10

April 2026

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Where to stay in Sugarloaf Key?

Sugar Loaf Lodge

Summerland Key

$280 total

includes taxes & fees

Mar 11 - Mar 12

Starlight Serenity - Hideaway w Stunning Views

Summerland Key

$849 total

includes taxes & fees

Mar 31 - Apr 1

1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

Punta Brisa

Waterfront escape with a marina, outdoor pool, and easy access to Florida Keys Beaches.

$342 total

includes taxes & fees

Apr 2 - Apr 3

Parmer's Resort

Summerland Key

$325 total

includes taxes & fees

Mar 23 - Mar 24

Looe Key Reef Resort

Summerland Key

$233 total

includes taxes & fees

Mar 24 - Mar 25

Atlantic View Luxury Villa with Pool

Summerland Key

Waterfront villa with 10 pools on tranquil Summerland Key, minutes from beaches.

$1,097 total

includes taxes & fees

Mar 15 - Mar 16

Grand Marina Suite by Brightwild Waterfront

Stock Island

Experience Key West waterfront living with short drives to Duval and Smathers Beach.

$981 total

includes taxes & fees

Mar 11 - Mar 12

6 outdoor pools, free cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

Stock Island

Relax in a luxurious marina getaway with six outdoor pools and Key West views.

$426 total

includes taxes & fees

Apr 4 - Apr 5

Aqua Lodges at Hurricane Hole Marina

Stock Island

Floating marina oasis puts you minutes from Duval Street and Smathers Beach.

$379 total

includes taxes & fees

Mar 24 - Mar 25

Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

Key West

Unwind by the poolside just minutes from Smathers Beach and Key West's attractions.

$414 total

includes taxes & fees

Mar 23 - Mar 24

DoubleTree Resort by Hilton Grand Key - Key West

Key West

$366 total

includes taxes & fees

Mar 29 - Mar 30

Hyatt Vacation Club at Windward Pointe, Key West

Key West

Oceanfront condo hotel with resort pool just minutes from Smathers Beach.

$589 total

includes taxes & fees

Apr 4 - Apr 5

Hyatt Vacation Club at Beach House, Key West

Key West

Embrace oceanfront luxury at this Key West retreat with a bar and hot tub.

$584 total

includes taxes & fees

Mar 25 - Mar 26

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

$381 total

includes taxes & fees

Mar 22 - Mar 23

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

Key West

Beachside escape with private shoreline, two restaurants, and scenic ocean views.

$422 total

includes taxes & fees

Mar 12 - Mar 13

Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

New Town

Unwind poolside in Key West with convenient access to Duval Street and beaches.

$368 total

includes taxes & fees

Apr 6 - Apr 7

Capmar House by Brightwild Huge Home Pool

Raccoon Key

Immerse in a tropical Key West retreat within a 15-minute drive to Duval Street.

$1,892 total

includes taxes & fees

Mar 22 - Mar 23

The Perry Hotel & Marina Key West

Stock Island

Bask in waterfront marina luxury with two pools and seafood dining on Stock Island.

$461 total

includes taxes & fees

Mar 25 - Mar 26

2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Blue Flamingo Resort Key West

New Town

Paradise awaits at this Key West hotel, featuring 2 outdoor pools and poolside bars.

$389 total

includes taxes & fees

Mar 15 - Mar 16

Suite, 1 Bedroom, Ocean View (Spacious | King) | In-room safe, individually decorated, individually furnished, desk

The Laureate Key West

New Town

Explore the tropical haven minutes from Hemingway's home and Duval Street.

$432 total

includes taxes & fees

Mar 13 - Mar 14

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Go beyond your typical stay in Sugarloaf Key

Spa

Apart hotel

Learn more about Sugarloaf Key

Between mangrove tunnels and crystal waters, this Florida Keys paradise offers adventures without the Key West crowds. Kayak through natural channels where great blue herons stand sentinel and manatees might glide beneath your paddle. The underwater wonderland of Looe Key National Marine Sanctuary beckons with its kaleidoscope of coral and tropical fish just offshore. Sugarloaf Beach provides a quiet alternative to busier shores, while local bars serve conch fritters and key lime cocktails with zero pretension. For a perfect day, paddle Upper Sugarloaf Sound in the morning, snorkel after lunch, then claim a spot at a waterfront bar where locals swap fishing tales as the sun melts into the Gulf.

See all hotels in Sugarloaf Key

Sugarloaf Shores which includes a bay or harbor and a house

Check out reviews of Sugarloaf Key hotels guests love

Parrot Key Hotel & Villas

10/10 Excellent

"the ocean was barely viewable from our angle. the trees blocked a lot of the view as well. the pool areas are very nice, but the trees and buildings block all the breeze's so it gets intensely hot."

Blue Flamingo Resort Key West

4/10 Poor

"Our room was filthy, there was a mystery substance on the floor when we arrived that I picked up with tissues. The floors were so dirty that in the 15-20 min we walked around before getting dressed our feet were so dirty we had to wash them in the tub before putting on our socks. Small hand lotion in the bathroom had been used almost completely and was not a new tube. "

Havana Cabana at Key West

10/10 Excellent

"The pool was just like the pictures. They had decorated well for the closest holiday. The staff was very fun! No outside food or drinks at the pool were allowed, which was a little disappointing because my group was planning on purchasing outside drinks from a grocery store to save money. The shuttle from the hotel was very helpful. The hotel was very close to the airport, which was convenient. The condition of the room was great!"

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"The property shares a fence with the airport. At check in we were greeted by idling jets and jet fuel in air. The noise level inside the unit and on our veranda was much more tolerable. The property was exceptional and we enjoyed our stay despite the occasional plane taking off."

Beachside Resort & Residences

4/10 Poor

"On arrival, the elevator did not work, and it did not work for most of our stay. We also did not have maid service. If you needed anything, you had to wait in a line in the lobby to ask for it. They provide shuttle service; however, if the shuttle is full, they will not come back to pick you up until the next allotted hour because they only have one van. So, plan for an uber type service. The restaurants on site are great as well as all staff. In regard to the pool area there are not enough beach chairs to accommodate guest."

The Perry Hotel & Marina Key West

8/10 Good

"Quick and friendly check in and out. Clean decent room nothing over the top. Loved the balcony leading out to the pool. I don't like paying $29 nightly to park plus resort fee. The pool and surrounding deck/patio are nice. I would have liked it better had there been a jacuzzi. To get ice, had to go to the floor above and halfway down the hall with an undersized ice bucket. Loved being at the pretty Marina. Very close to Key West without the chaos. All and all a nice hotel experience. "

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