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

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Check availability on Sugarloaf Key 4 Star Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Sugarloaf Key 4-star hotels

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

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Krystle
4.166.838 ₫
6.588.634 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Southernmost Beach Resort and Guesthouses
Pool
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.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
3.071.191 ₫
4.917.252 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Blue Flamingo Resort Key West
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 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.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
6.542.300 ₫
9.173.169 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Pier House Resort & Spa
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 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 balcony with a view of the ocean, a table, chairs, and a railing.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
5.614.704 ₫
8.129.623 ₫ total
includes taxes & fees
7 Oct - 8 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 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.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
5.432.746 ₫
7.752.094 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Margaritaville Beach House Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
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.
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.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Mary
5.692.686 ₫
7.281.569 ₫ 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 covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
3.483.196 ₫
5.566.096 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
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.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
3.202.461 ₫
4.480.067 ₫ total
includes taxes & fees
14 Oct - 15 Oct
DoubleTree Resort by Hilton Grand Key - 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.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Coni
6.385.426 ₫
8.938.200 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A tall palm tree with a white building in the background.
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.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
3.222.388 ₫
5.116.321 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Parrot Key Hotel & Villas
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
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
3.029.133 ₫
4.996.527 ₫ total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
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 bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Mackenzie
5.198.800 ₫
7.164.727 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Winslow's Bungalows - Key West Historic Inns
A hotel with a covered entrance, multiple balconies, and palm trees.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
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.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
6.730.633 ₫
8.595.460 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Opal Key Resort & Marina, Key West
A marina with boats docked, a pool area, and a building with a white facade.
A clear view of turquoise ocean water and a blue sky with clouds.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
A marina with numerous boats docked, a swimming pool, and palm trees.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
3.069.631 ₫
4.973.984 ₫ total
includes taxes & fees
14 Oct - 15 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 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.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Patrick
7.512.266 ₫
10.469.214 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Ocean Key Resort - A Noble House Resort
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.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
4.617.834 ₫
6.949.658 ₫ total
includes taxes & fees
25 Oct - 26 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 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.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Keith
5.863.467 ₫
8.234.023 ₫ total
includes taxes & fees
26 Oct - 27 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 pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
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
Canada
Erik
3.562.506 ₫
4.488.759 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Eden House
A pool area with lounge chairs and palm trees.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
A neatly made bed with patterned pillows, a bedside table with a bottle and glasses, and a window with orchids.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
8.029.983 ₫
10.787.854 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Santa Maria Suites
A wine cellar with multiple wine racks and a bar area.
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
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
Forrest
6.799.056 ₫
7.648.937 ₫ total
includes taxes & fees
7 Oct - 8 Oct
The Gardens Hotel
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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

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Staff exceptional,great amenities"
James Joseph 4-night trip
Posted 5 hours ago
Margaritaville Beach House Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great place definitely staying there next time"
Francisca 4-night trip
Posted 15 hours ago
Parrot Key Hotel & Villas
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Love pier house resort"
William 3-night trip
Posted 1 day ago
Pier House Resort & Spa
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"This was my first stay here and I would certainly return. There was heavy rain during my stay which forced some changing of plans and they apparently had some leaking issues which forced me to change rooms, and the room was not anywhere near as nice. I was upset about that, but they compensated me very fairly, and it was mother nature‘s fault, not theirs. The pool is great, the pool bar and area is great, the food truck food was very good and the shuttle taking you into town on a regular basis was perfect."
Kelly 3-night trip
Posted 2 days ago
Havana Cabana at Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 3 days ago
Casa Marina Key West, Curio Collection by Hilton
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"
Jonathan 4-night trip
Posted 3 days ago
Hilton Key West Resort & Marina

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 4.480.067 ₫
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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