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

Four Star Hotels in Sugarloaf Key

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Check availability on Sugarloaf Key 4 Star Hotels

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

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 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
RM585
RM952 total
includes taxes & fees
8 Sept - 9 Sept
Southernmost Beach Resort and Guesthouses
A hotel with a swimming pool, balconies, and a view of the sea.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A balcony with a view of the ocean, a table, chairs, and a railing.
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.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
FRANK
RM809
RM1,191 total
includes taxes & fees
29 Sept - 30 Sept
Hyatt Centric Key West Resort and Spa
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.

3. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Melvin
RM656
RM969 total
includes taxes & fees
14 Sept - 15 Sept
Parrot Key Hotel & Villas
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
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.
A beach with clear turquoise water, snorkelers, and a large building in the background.

4. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Fatima
RM761
RM992 total
includes taxes & fees
2 Sept - 3 Sept
La Concha Key West, Autograph Collection
A hotel with a large pool, multiple balconies, and palm trees.
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.

5. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Sabrina
RM441
RM723 total
includes taxes & fees
7 Sept - 8 Sept
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 hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A person standing by a window overlooking a beach with palm trees and the ocean.

6. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
RM716
RM1,059 total
includes taxes & fees
14 Sept - 15 Sept
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
RM443
RM752 total
includes taxes & fees
22 Sept - 23 Sept
Havana Cabana at 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.

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Dirk
RM851
RM1,229 total
includes taxes & fees
14 Sept - 15 Sept
Casa Marina Key West, Curio Collection by Hilton
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A resort with a beach, a dock, and a water view.
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
RM1,157
RM1,582 total
includes taxes & fees
1 Oct - 2 Oct
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
RM568
RM887 total
includes taxes & fees
21 Sept - 22 Sept
The Perry Hotel & Marina Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
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.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Joseph
RM715
RM1,076 total
includes taxes & fees
8 Sept - 9 Sept
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 tropical setting with palm trees and a building with a white facade and dark roof.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.

12. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Danny Lee
RM732
RM1,077 total
includes taxes & fees
13 Sept - 14 Sept
The Marker Key West Harbor Resort
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and 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.

13. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
RM459
RM652 total
includes taxes & fees
7 Sept - 8 Sept
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 covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

14. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Melissa
RM1,042
RM1,331 total
includes taxes & fees
2 Sept - 3 Sept
Opal Key Resort & Marina, Key West
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
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.

15. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
RM459
RM757 total
includes taxes & fees
7 Sept - 8 Sept
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 balcony with a table set for breakfast, overlooking the sea.
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
RM1,023
RM1,464 total
includes taxes & fees
29 Sept - 30 Sept
Ocean Key Resort - A Noble House Resort
A two-story building with a covered entrance, palm trees, and a bench outside.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
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.

17. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Stacey
RM865
RM1,177 total
includes taxes & fees
2 Sept - 3 Sept
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 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
RM1,123
RM1,535 total
includes taxes & fees
2 Sept - 3 Sept
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 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.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

19. Eden House

Eden House
Key West Historic District
United States
Therese
RM302
RM381 total
includes taxes & fees
27 Sept - 28 Sept
Eden House
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.
A beach with a palm tree and the sun setting over the ocean.
A narrow wooden pathway leading to a door, a fire alarm box, and a lattice fence.
A multi-story hotel with balconies, outdoor seating, and palm trees.

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 colourful 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 snorkelling 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

10/10 Excellent
"There were a lot of activities available which my wife and I enjoyed. We really enjoyed the dinner ghost stories in the Beach Cafe and the pool Steel Drum DJ. The property is really close to Duvall street and the Southermost Buoy. The text feature was really helpful too, someone actually answers you!!"
colin 5-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses
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 12 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. 💯 recommend."
Vivian 1-night trip
Posted 1 day 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 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

Find out more about Sugarloaf Key

Take Your Pick of 4 Star Hotels in Sugarloaf Key

The get-go of any holiday starts with choosing a great spot. Sugarloaf Key has been a popular destination with guests because it offers so much to do and see. But, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feel for the town, it's time you to get to know your new digs.

Accommodations as Picturesque as Sugarloaf Key

Search Expedia.com.sg for the right 4 Star Sugarloaf Key Hotel to suit your fancy. Plenty of these people wrote tips to help you select the accommodation that is the right fit for your holiday.You'll be more than glad to get back to your resort every night. Sugarloaf Key has dozens of good options in the 4-star hotel range that create the ideal getaway.

A stay at one of these lodgings ensure that whether you are just relaxing after a day of checking out Sugarloaf Key or you are ready to lie down for the night, you'll be as comfortable as possible. You won't go without a thing during your stay at one of these accommodations. Visitors have consistently given them high marks for their attentive service. It's no surprise that loads of guests recommend it.

Reserve a 4-Star Hotel in Sugarloaf Key Today!

Your trip to Sugarloaf Key should be one that you'll reminisce over for years to come, and booking a 4-star hotel will help create memories that are incredible. Make sure to make a reservation soon. With so few hotels, and plenty of people desiring to vacation in Sugarloaf Key, you may miss out on your perfect hotel.

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 RM381
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 accommodation, 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 accommodation, entertainment and activities. We can also help you find standard 4-star stays in and around this destination.

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