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

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Sugarloaf Key 4-star hotels

A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A beachfront resort with a prominent sign, white balconies, and tropical landscaping.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Deaenna
P9,045
P14,729 total
includes taxes & fees
Sep 8 - Sep 9
Southernmost Beach Resort and Guesthouses
A hotel with a swimming pool, balconies, and a view of the sea.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A balcony with a view of the ocean, a table, chairs, and a railing.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
FRANK
P12,515
P18,422 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Centric Key West Resort and Spa
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
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, lounge chairs, and umbrellas.

3. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Melvin
P10,149
P14,990 total
includes taxes & fees
Sep 14 - Sep 15
Parrot Key Hotel & Villas
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A beach with clear turquoise water, snorkelers, and a large building in the background.
A spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.

4. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Fatima
P11,768
P15,340 total
includes taxes & fees
Sep 1 - Sep 2
La Concha Key West, Autograph Collection
A hotel with a large pool, multiple balconies, and palm trees.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
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.

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Sabrina
P6,827
P11,183 total
includes taxes & fees
Sep 2 - Sep 3
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.
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.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
P11,083
P16,375 total
includes taxes & fees
Sep 13 - Sep 14
Margaritaville Beach House Key West
A swimming pool surrounded by palm trees and a natural rock formation.
An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Dora
P8,032
P12,979 total
includes taxes & fees
Sep 2 - Sep 3
Havana Cabana at Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
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.

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Dirk
P13,160
P19,008 total
includes taxes & fees
Sep 14 - Sep 15
Casa Marina Key West, Curio Collection by Hilton
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 resort with a beach, a dock, and a water view.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

9. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Mark
P17,439
P23,961 total
includes taxes & fees
Oct 1 - Oct 2
Pier House Resort & Spa
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with numerous yachts docked, surrounded by palm trees and a clear sky.
An outdoor seating area with tables and chairs, overlooking a marina with boats.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

10. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Boyan
P8,785
P13,723 total
includes taxes & fees
Sep 21 - Sep 22
The Perry Hotel & Marina Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
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.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Joseph
P11,484
P17,123 total
includes taxes & fees
Sep 29 - Sep 30
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 covered outdoor area with a pool, palm trees, and lounge chairs.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.

12. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Danny Lee
P11,318
P16,655 total
includes taxes & fees
Sep 13 - Sep 14
The Marker Key West Harbor Resort
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
An outdoor patio with tables and chairs, umbrellas, and palm trees.

13. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
P7,097
P10,085 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree Resort by Hilton Grand Key - Key West
A hotel with a covered entrance, multiple balconies, and palm trees.
A waterfront hotel with multiple balconies, a dock, and boats.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

14. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Melissa
P16,126
P20,594 total
includes taxes & fees
Sep 1 - Sep 2
Opal Key Resort & Marina, Key West
A hotel room with a balcony overlooking a marina and the ocean.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.

15. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
P7,097
P11,706 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Key West Resort & Marina
A pool area with lounge chairs and a cabana.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

16. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Brian
P15,824
P22,636 total
includes taxes & fees
Sep 30 - Oct 1
Ocean Key Resort - A Noble House Resort
A two-story building with a covered entrance, palm trees, and a bench outside.
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.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.

17. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Stacey
P13,387
P18,212 total
includes taxes & fees
Sep 1 - Sep 2
Winslow's Bungalows - Key West Historic Inns
A pool area with lounge chairs and palm trees.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

18. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
June Young
P17,371
P23,746 total
includes taxes & fees
Sep 1 - Sep 2
Santa Maria Suites
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 pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

19. Eden House

Eden House
Key West Historic District
United States
Therese
P4,674
P5,890 total
includes taxes & fees
Sep 27 - Sep 28
Eden House
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.
A hotel room with a bed, a desk, a television, and a view of the outdoors through a sliding door.
A multi-story hotel with balconies, outdoor seating, and palm trees.
A narrow wooden pathway leading to a door, a fire alarm box, and a lattice fence.

20. Bishop Hotel Key West

Bishop Hotel Key West
Old Town Key West
United States
tracy
Bishop Hotel Key West
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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

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."
Quantona 3-night trip
Posted 8 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Best Hotel in the Key West. Room was very clean, best staff services. Beautiful beach view and breakfast was delicious. My husband and I love this place. ๐Ÿ’ฏ recommend."
Vivian 1-night trip
Posted 1 day ago
Pier House Resort & Spa
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Clean, comfortable. Pools were excellent and a super nice and helpful staff."
William 2-night trip
Posted 1 day ago
Blue Flamingo Resort Key West
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Had an issue with the door on the last day, but they rectified the problem. Stay was quite pleasant. Enjoyed immensely will be back in January."
Clay 4-night trip
Posted 2 days ago
The Reach Key West, Curio Collection by Hilton
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"This hotel is beautiful, and the service is outstanding. From the moment you approach the front desk, they offer you a drink. I've been encouraging all my friends to visit. I can't wait to return and stay for a few days longer!"
Karen 1-night trip
Posted 3 days ago
Margaritaville Beach House 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.
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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 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.