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

Sugarloaf Key 4 Stars Hotels

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Check availability on Sugarloaf Key 4 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Sugarloaf Key 4-star hotels

Pool

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,755 reviews)
"Great place, great environment, friendly staff."
United States
Gabriel
The price is NT$3,771
NT$6,070 total
includes taxes & fees
Nov 1 - Nov 2
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,809 reviews)
"Great property."
United States
Stacey
The price is NT$7,424
NT$10,406 total
includes taxes & fees
Nov 15 - Nov 16
Margaritaville Beach House Key West
A resort pool with clear blue water, surrounded by palm trees and lounge chairs.

3. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,892 reviews)
"Great place to stay"
United States
Stephanie
The price is NT$4,669
NT$7,311 total
includes taxes & fees
Nov 19 - Nov 20
Havana Cabana at Key West
A deck with sun loungers and a railing overlooking the sea.

4. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,656 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is NT$7,013
NT$10,369 total
includes taxes & fees
Oct 30 - Oct 31
Southernmost Beach Resort and Guesthouses
A wooden archway leading to a pool area surrounded by lush tropical vegetation.

5. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,477 reviews)
"Very kind Staff, clean bedrooms… amazing and cozy stay. Thank you!"
United States
Carmen
The price is NT$5,123
NT$7,623 total
includes taxes & fees
Nov 17 - Nov 18
Parrot Key Hotel & Villas
A marina with boats docked, a pool area, and a building with a white facade.

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,794 reviews)
"Great location and great staff!!"
United States
Kevin
The price is NT$4,094
NT$6,503 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Key West Resort & Marina
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

7. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,380 reviews)
"Best place we have stayed in Key West"
United States
William N
The price is NT$6,700
NT$9,799 total
includes taxes & fees
Nov 2 - Nov 3
Pier House Resort & Spa
A hotel with a covered entrance, multiple balconies, and palm trees.

8. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
5.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,220 reviews)
"Great hotel will definitely stay again"
United States
Ann
The price is NT$8,397
NT$10,724 total
includes taxes & fees
Nov 4 - Nov 5
Opal Key Resort & Marina, Key West
A pool area with lounge chairs and gazebos, surrounded by palm trees.

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,126 reviews)
"Very nice, would stay again."
United States
Danee
The price is NT$4,453
NT$6,106 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree Resort by Hilton Grand Key - Key West
A two-story building with a covered entrance, palm trees, and a bench outside.

10. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,478 reviews)
"Great place!"
United States
Richard B.
The price is NT$5,317
NT$7,623 total
includes taxes & fees
Nov 1 - Nov 2
Winslow's Bungalows - Key West Historic Inns
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

11. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (993 reviews)
"Great location"
United States
Michael
The price is NT$8,016
NT$11,206 total
includes taxes & fees
Nov 15 - Nov 16
Casa Marina Key West, Curio Collection by Hilton
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

12. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
8.8 out of 10, Excellent, (504 reviews)
"Wonderful place at a great location"
United States
THOMAS
The price is NT$9,045
NT$11,270 total
includes taxes & fees
Nov 24 - Nov 25
La Concha Key West, Autograph Collection
A pool area with lounge chairs and a cabana.

13. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,000 reviews)
"We had a great time! Location is great! Staff were wonderful!"
United States
Jeremy
The price is NT$9,067
NT$12,826 total
includes taxes & fees
Nov 23 - Nov 24
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.

14. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,065 reviews)
"Amazing property as always!"
United States
Nicole
The price is NT$7,137
NT$10,218 total
includes taxes & fees
Nov 15 - Nov 16
The Reach Key West, Curio Collection by Hilton
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

15. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,300 reviews)
"Absolutely amazing property and people could not recommend enough helpfully staff and great location"
United States
david
The price is NT$3,926
NT$6,314 total
includes taxes & fees
Nov 1 - Nov 2
The Perry Hotel & Marina Key West
A hotel with a swimming pool, balconies, and a view of the sea.

16. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,016 reviews)
"Wonderful property with wonderful staff"
United States
Michael Joseph
The price is NT$8,916
NT$12,401 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Centric Key West Resort and Spa
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,042 reviews)
"Love this place!!!"
United States
George
The price is NT$7,694
NT$10,771 total
includes taxes & fees
Nov 29 - Nov 30
The Marker Key West Harbor Resort
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

18. Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Amazing staff, beautiful location, super clean rooms and great amenities. This is my 3rd stay here and will definitely be back again!"
United States
Michelle
The price is NT$4,958
NT$6,247 total
includes taxes & fees
Nov 1 - Nov 2
Eden House
A pool area with lounge chairs and palm trees.

19. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,006 reviews)
"Great place for families"
United States
Anthony
The price is NT$11,639
NT$15,282 total
includes taxes & fees
Oct 31 - Nov 1
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

20. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,000 reviews)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is NT$10,196
NT$11,470 total
includes taxes & fees
Nov 18 - Nov 19
The Gardens Hotel
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Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

See all hotels in Sugarloaf Key
A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Top Sugarloaf Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"Their ad says shuttle service within 8 miles of the resort, but really the shuttle went to only 1 spot in town. Luckily, Uber is quick and relatively cheap. The restaurant on the property is OK, but nothing to write home about. Thank goodness for the Starbucks on site. If you don't mind loud music, then a poolside room is for you. If you prefer it a little quieter, then get a room overlooking the road. The elevators take FOREVER to arrive, and we took the stairs most of the time. Aside from those issues, it is a very nice place, and the staff were very friendly and helpful."
patricia 5-night trip
Posted 7 hours ago
Blue Flamingo Resort Key West

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sugarloaf Key?
With Expedia's handy search filters, scoring a top deal on a 4-star hotel in Sugarloaf Key just got simpler. Start by entering your chosen travel dates and length of your break. Then list the results by price and choose the option that best matches your budget and style.

  • Search for the lowest price from NT$6,070

What's the difference between 5-star and 4-star hotels in Sugarloaf Key?
Treat yourself to refined living during your Sugarloaf Key getaway by checking in to a 4-star hotel. As well as featuring upscale accommodations, these retreats are usually packed with amenities, including large beds, complimentary bathrobes and plenty more. A 5-star hotel will go above and beyond to make your stay an even more indulgent and special one. 24-hour concierge assistance, on-site spas and world-class dining are just the start of the superior services and conveniences you'll likely be able to enjoy.
Does Sugarloaf Key have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your dream hotel in Sugarloaf Key where just about everything is taken care of, from your meals to your accommodations, entertainment and activities. We can also help you find standard 4-star stays in and around this destination.

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