Book the Best Hotels with BARS in Sugarloaf Key in 2026

A waterfront with a pier, calm water, and houses with palm trees in the background.

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Our top choices for Sugarloaf Key hotels with a bar

A waterfront building with a flat roof, large windows, and a balcony.

1. Sugar Loaf Lodge

Summerland Key

David

CA $159 total

includes taxes & fees

Nov 30 - Dec 1

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

2. The Perry Hotel & Marina Key West

Stock Island

Dharmesh Raju

CA $275 total

includes taxes & fees

Nov 29 - Nov 30

A marina with boats docked, a pool area, and a building with a white facade.

3. Hilton Key West Resort & Marina

Stock Island

Kevin

CA $301 total

includes taxes & fees

Nov 16 - Nov 17

A pool area with lounge chairs and gazebos, surrounded by palm trees.

4. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Wendi

CA $265 total

includes taxes & fees

Nov 29 - Nov 30

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

5. Looe Key Reef Resort

Summerland Key

Stephen

CA $277 total

includes taxes & fees

Nov 16 - Nov 17

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

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

New Town

Sandra

CA $255 total

includes taxes & fees

Nov 29 - Nov 30

A swimming pool with lounge chairs and palm trees.

7. Hilton Garden Inn Key West / The Keys Collection

New Town

Darlene

CA $251 total

includes taxes & fees

Dec 1 - Dec 2

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

8. Hampton Inn Key West FL

Key West

John

CA $247 total

includes taxes & fees

Nov 17 - Nov 18

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

9. Parrot Key Hotel & Villas

Northside Resort

Chanele

CA $307 total

includes taxes & fees

Nov 29 - Nov 30

A hotel with a swimming pool, sun loungers, and palm trees.

10. Blue Flamingo Resort Key West

New Town

Sigrid A

CA $281 total

includes taxes & fees

Nov 29 - Nov 30

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Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Friendly staff, great adult pool and service. Allergy friendly food options, great location."

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

8/10 Good

"The well known roosters are great and to be respected, however, they WILL wake you up at 4am, despite the (poor) quality earplugs provided by the hotel. The hotel in itself is basic and the room could do with some modernising and a spruce up, however it was very clean. The shower and the taps had the worst water pressure I’ve experienced in an hotel, the lift on the 2nd floor was broken. There’s really not many alternatives as the layout is somewhat chaotic, so trying to find another lift was not easy. When I reported this nobody was really bothered, more of shoulder being shrugged whilst we lugged 80kg down the steps. However, it’s a practical hotel with, my opinion a very high priced resort tax. The only benefit to this is the free shuttle to the touristy parts in the Keys. Breakfast was basic but ok, I am shocked at the sheer ‘disposable’ approach to the rubbish at such a large hotel chain. There’s nowhere in the breakfast hall to recycle all of their recyclable breakfast items & utensils. Plastic cups, plates, cutlery and cartons are all destined for landfill which I can’t comprehend in all honesty. Pool was nice and the staff at the bar were so welcoming and friendly, as were all of the staff. I’d stay here again but I think the price is overall quite high for what you get in return."

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Check availability on Sugarloaf Key Hotels with Bar

Our top choices for Sugarloaf Key hotels with a bar

1. Sugar Loaf Lodge

2. The Perry Hotel & Marina Key West

3. Hilton Key West Resort & Marina

4. DoubleTree Resort by Hilton Grand Key - Key West

5. Looe Key Reef Resort

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

7. Hilton Garden Inn Key West / The Keys Collection

8. Hampton Inn Key West FL

9. Parrot Key Hotel & Villas

10. Blue Flamingo Resort Key West

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Blue Flamingo Resort Key West

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

The Southernmost Inn - Adults Only

Ibis Bay Beach Resort

Parrot Key Hotel & Villas

La Concha Key West, Autograph Collection

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Find Hotels with Bar in Sugarloaf Key, FL from CA $159

Change your mind

Treat yourself

Be picky

Check availability on Sugarloaf Key Hotels with Bar

Our top choices for Sugarloaf Key hotels with a bar

1. Sugar Loaf Lodge

2. The Perry Hotel & Marina Key West

3. Hilton Key West Resort & Marina

4. DoubleTree Resort by Hilton Grand Key - Key West

5. Looe Key Reef Resort

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

7. Hilton Garden Inn Key West / The Keys Collection

8. Hampton Inn Key West FL

9. Parrot Key Hotel & Villas

10. Blue Flamingo Resort Key West

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

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