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
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
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 beachside lounge with chairs and umbrellas, overlooking the ocean.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
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 States
Deaenna
P9,045
P14,729 total
includes taxes & fees
Sep 13 - Sep 14
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 beach wedding setup with white chairs, a wooden arch, and lanterns.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
FRANK
P12,604
P18,531 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, lounge chairs, and umbrellas.
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.

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 beach with clear turquoise water, snorkelers, and a large building in the background.
A balcony with a sofa, a round table, and a view of the cityscape.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.

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 2 - Sep 3
La Concha Key West, Autograph Collection
A hotel with a large pool, multiple balconies, and palm trees.
A couple holding hands in a tropical setting with palm trees and greenery.
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.

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 beach with a palm tree and two chairs.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
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 14 - Sep 15
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 cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United Kingdom
Fabrizio
P6,863
P11,659 total
includes taxes & fees
Sep 20 - Sep 21
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 spacious lobby with green sofas, a coffee table, and a dining area.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Dirk
P13,158
P19,006 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 pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A balcony with a view of the ocean, a sofa, and a massage table.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.

9. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Mark
P17,925
P24,517 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 restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a building with multiple floors, and palm trees in the background.
An outdoor seating area with tables and chairs, overlooking a marina with boats.

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 23 - Sep 24
The Perry Hotel & Marina Key West
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.

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Joseph
P11,350
P16,980 total
includes taxes & fees
Sep 28 - Sep 29
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 resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A covered outdoor area with a pool, palm trees, and lounge chairs.
A tropical setting with palm trees and a building with a white facade and dark roof.

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 hotel with a central courtyard, palm trees, and a fountain.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

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 10 - Sep 11
DoubleTree Resort by Hilton Grand Key - Key West
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 waterfront hotel with multiple balconies, a dock, and boats.
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 2 - Sep 3
Opal Key Resort & Marina, Key West
A clear view of turquoise ocean water and a blue sky with clouds.
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.

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 16 - Sep 17
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 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.

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 white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.

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 3 - Sep 4
Winslow's Bungalows - Key West Historic Inns
A pool area with lounge chairs and palm trees.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

18. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
June Young
P17,371
P23,746 total
includes taxes & fees
Sep 2 - Sep 3
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 spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.

19. Eden House

Eden House
Key West Historic District
United States
Therese
P4,684
P5,902 total
includes taxes & fees
Sep 28 - Sep 29
Eden House
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.
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.
A hotel room with a bed, a desk, a television, and a view of the outdoors through a sliding door.

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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Staff was very helpful and the location is great plus the free shuttle service is great ๐Ÿ‘ and there are very helpful"
Doris 3-night trip
Posted 11 hours ago
Blue Flamingo Resort Key West
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 23 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 2 days ago
Pier House Resort & Spa
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 3 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 4 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.
  • Search for the lowest price from P5,902
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.