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

Find 4 Star Hotels in Sugarloaf Key, FL from AED 591

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Check availability on Sugarloaf Key 4 Star Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Sugarloaf Key 4-star hotels

A deck with sun loungers and a railing overlooking the sea.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United Kingdom
Olwen
AED 537
AED 873 total
includes taxes & fees
11 Oct - 12 Oct
Southernmost Beach Resort and Guesthouses
Pool
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A couple holding hands in a tropical setting with palm trees and greenery.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
AED 459
AED 724 total
includes taxes & fees
12 Oct - 13 Oct
Blue Flamingo Resort Key West
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A resort with a beach, a dock, and a water view.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Richard
AED 1,220
AED 1,628 total
includes taxes & fees
12 Oct - 13 Oct
Pier House Resort & Spa
A hotel with a swimming pool, balconies, and a view of the sea.
A balcony with a view of the ocean, a table, chairs, and a railing.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Jennifer
AED 882
AED 1,248 total
includes taxes & fees
12 Oct - 13 Oct
Hyatt Centric Key West Resort and Spa
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A person standing by a window overlooking a beach with palm trees and the ocean.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Richard
AED 768
AED 1,095 total
includes taxes & fees
12 Oct - 13 Oct
Margaritaville Beach House Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A beach with clear turquoise water, snorkelers, and a large building in the background.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A balcony with a sofa, a round table, and a view of the cityscape.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
THOMAS
AED 804
AED 1,029 total
includes taxes & fees
11 Oct - 12 Oct
La Concha Key West, Autograph Collection
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
AED 466
AED 757 total
includes taxes & fees
25 Oct - 26 Oct
Havana Cabana at Key West
A resort pool area with lounge chairs, umbrellas, and palm trees.
A pool area with lounge chairs and gazebos, surrounded by palm trees.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A balcony with a view of a hotel complex, a wooden chair, and a railing.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
AED 467
AED 650 total
includes taxes & fees
27 Oct - 28 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A spacious lobby with green sofas, a coffee table, and a dining area.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Coni
AED 793
AED 1,140 total
includes taxes & fees
25 Oct - 26 Oct
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A tall palm tree with a white building in the background.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
AED 466
AED 736 total
includes taxes & fees
12 Oct - 13 Oct
Parrot Key Hotel & Villas
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A marina with boats docked, a swimming pool, and palm trees.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
AED 406
AED 681 total
includes taxes & fees
25 Oct - 26 Oct
The Perry Hotel & Marina Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Elizabeth
AED 661
AED 930 total
includes taxes & fees
11 Oct - 12 Oct
Winslow's Bungalows - Key West Historic Inns
A hotel with a covered entrance, multiple balconies, and palm trees.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A waterfront hotel with multiple balconies, a dock, and boats.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
AED 951
AED 1,215 total
includes taxes & fees
11 Oct - 12 Oct
Opal Key Resort & Marina, Key West
A marina with boats docked, a pool area, and a building with a white facade.
A marina with numerous boats docked, a swimming pool, and palm trees.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
Sweden
Anders
AED 488
AED 764 total
includes taxes & fees
15 Oct - 16 Oct
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Patrick
AED 1,062
AED 1,492 total
includes taxes & fees
12 Oct - 13 Oct
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
A modern bar area with a central island, white bar stools, and a view of the ocean.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
AED 623
AED 949 total
includes taxes & fees
19 Oct - 20 Oct
The Reach Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A tropical setting with palm trees and a building with a white facade and dark roof.
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A covered outdoor area with a pool, palm trees, and lounge chairs.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Lynne
AED 717
AED 1,038 total
includes taxes & fees
25 Oct - 26 Oct
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.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

18. Eden House

Eden House
Key West Historic District
United States
Angie
AED 469
AED 591 total
includes taxes & fees
11 Oct - 12 Oct
Eden House
A pool area with lounge chairs and palm trees.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.
A neatly made bed with patterned pillows, a bedside table with a bottle and glasses, and a window with orchids.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
AED 1,135
AED 1,525 total
includes taxes & fees
25 Oct - 26 Oct
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
A bar area with a counter, chairs, and a clock.
A colonial-style building with a porch, surrounded by lush tropical vegetation.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Gisele
AED 1,236
AED 1,390 total
includes taxes & fees
14 Oct - 15 Oct
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"After 6 pm the front desk staff won’t answer the phone. AC was broke and the maintenance guy said it was fine because the temp of the AC was cold but the fan wasn’t blowing. He said they are all like that. I had to ask to be moved to another room, which the AC worked fine. $50 a night for parking and $65 for resort fee is absurd."
Nicholas 3-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"s"
Christopher 1-night trip
Posted 10 hours ago
Parrot Key Hotel & Villas
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Was a really cute place! Thanks."
Dawn 1-night trip
Posted 17 hours ago
Blue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Perfect day"
Juan 1-night trip
Posted 17 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Had a great time at the facility! It’s in such a nice location, right in the heart of all the action. There was so much to see and do that I didn’t even get to take advantage of everything it had to offer. I’ll definitely do it differently next time. Hopefully, I’ll get the chance to come back!"
Jean 2-night trip
Posted 19 hours ago
Opal Key Resort & Marina, Key West
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"Guest BEWARE, didn't think there would be a surcharge, but there was. A total of $262. and no one said anything. When we checked in and the asked for a credit card, I asked why, they said for unexpectedly occurred charges, nothing about surcharges. So PLEASE beware"
Connie 4-night trip
Posted 3 days ago
Pier House Resort & Spa

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.
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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 next getaway in Sugarloaf Key where everything is taken care of, from your room to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this popular destination.

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