The Best 4 Star Hotels in Sugarloaf Key, FL from AED 419

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Our top choices for Sugarloaf Key 4-star hotels

A hotel with a swimming pool, sun loungers, and palm trees.

1. Blue Flamingo Resort Key West

New Town

Sigrid A

AED 724 total

includes taxes & fees

15 Nov - 16 Nov

A dining table with plates of food, a drink, and a view of a pool and palm trees.

2. Margaritaville Beach House Key West

Key West

ANTHONY

AED 1,179 total

includes taxes & fees

18 Nov - 19 Nov

A swimming pool surrounded by palm trees and a natural rock formation.

3. Havana Cabana at Key West

New Town

Stephanie

AED 828 total

includes taxes & fees

29 Nov - 30 Nov

A deck with sun loungers and a railing overlooking the sea.

4. Southernmost Beach Resort and Guesthouses

Old Town Key West

Damian

AED 1,107 total

includes taxes & fees

30 Nov - 1 Dec

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

5. Parrot Key Hotel & Villas

Northside Resort

Chanele

AED 769 total

includes taxes & fees

29 Nov - 30 Nov

A marina with boats docked, a pool area, and a building with a white facade.

6. Hilton Key West Resort & Marina

Stock Island

Kevin

AED 703 total

includes taxes & fees

15 Nov - 16 Nov

A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

7. Pier House Resort & Spa

Key West Historic District

William N

AED 1,658 total

includes taxes & fees

22 Nov - 23 Nov

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

8. Opal Key Resort & Marina, Key West

Old Town Key West

A

AED 1,215 total

includes taxes & fees

29 Nov - 30 Nov

A pool area with lounge chairs and gazebos, surrounded by palm trees.

9. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Suset

AED 633 total

includes taxes & fees

15 Nov - 16 Nov

A two-story building with a covered entrance, palm trees, and a bench outside.

10. Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Matthew

AED 1,012 total

includes taxes & fees

28 Nov - 29 Nov

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

11. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Nguyen

AED 1,232 total

includes taxes & fees

23 Nov - 24 Nov

A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

12. La Concha Key West, Autograph Collection

Key West Historic District

THOMAS

AED 979 total

includes taxes & fees

29 Nov - 30 Nov

A pool area with lounge chairs and a cabana.

13. Ocean Key Resort - A Noble House Resort

Key West Historic District

Trevor

AED 1,348 total

includes taxes & fees

22 Nov - 23 Nov

A beach with a wooden pier, palm trees, and beach umbrellas.

14. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Rowena

AED 1,087 total

includes taxes & fees

30 Nov - 1 Dec

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

15. The Perry Hotel & Marina Key West

Stock Island

Dharmesh Raju

AED 687 total

includes taxes & fees

30 Nov - 1 Dec

A hotel with a swimming pool, balconies, and a view of the sea.

16. Hyatt Centric Key West Resort and Spa

Key West Historic District

Michael Joseph

AED 1,312 total

includes taxes & fees

1 Dec - 2 Dec

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

17. The Marker Key West Harbor Resort

Key West Historic District

Katherine

AED 1,232 total

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

18. Eden House

Key West Historic District

Michelle

AED 808 total

includes taxes & fees

11 Nov - 12 Nov

A pool area with lounge chairs and palm trees.

19. Santa Maria Suites

Old Town Key West

Anthony

AED 1,736 total

includes taxes & fees

2 Dec - 3 Dec

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

20. The Gardens Hotel

Old Town Key West

Misty

AED 1,018 total

includes taxes & fees

30 Nov - 1 Dec

Top Sugarloaf Key Hotel Reviews

Hilton Key West Resort & Marina

Stock Island

10/10 Excellent

Jesse

Havana Cabana at Key West

New Town

10/10 Excellent

Eliana

Parrot Key Hotel & Villas

Northside Resort

10/10 Excellent

Great for a relaxing weekend, quiet hotel not too far from the main tourist center. We love the shuttle service provided by the hotel and his driver Gerry who guided us in every short trips. The only advice to the hotel is to provide the housekeeping service everyday without being requested by the guest, we expected this service to be included since the hotel charged an extra 51.00 usd per night!

CARLOS

DoubleTree Resort by Hilton Grand Key - Key West

Key West

10/10 Excellent

Hector

Hyatt Centric Key West Resort and Spa

Key West Historic District

10/10 Excellent

Lisa

Margaritaville Beach House Key West

Key West

10/10 Excellent

We traveled as a family with 3 small children, so we liked having a hotel away from Duval street. It was convenient being a 5 min shuttle drive from the airport to the hotel. The grounds are beautiful and the pool was a good size. We liked that the pool was heated too. We ate breakfast at the hotel most days, and the food was pretty good with attentive service. The shuttle to the downtown area was about 10-15 mins away and dropped off/picked up at a good location around a lot of good...

Kristen

Ocean Key Resort - A Noble House Resort

Key West Historic District

10/10 Excellent

The staff was extremely friendly and courteous. Everyone was wonderful. The property was immaculate. The hotel was a perfect location. The only negative would be that the Disney cruise ship passengers were able to use the amenities such as the pool restroom. The restroom was located by the pool so we had to wait in line at least 15 minutes. Would have been faster going back to our room but that would be annoying.

Anonymous traveler

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

10/10 Excellent

I absolutely loved our experience at the Winslow’s! Absolutely beautiful and private. The staff was so sweet, welcoming and accommodating. Their text messaging service is prompt and efficient. Our first night the ac was doing a weird sound and we couldn’t sleep. The very next morning, Sonia gave us a new room and it was perfect ! Their front desk person, Jessie was great as well. He helped us get our bikes. For my husband’s birthday, they gave us a bottle of wine to celebrate ! The breakfast was...

Christa

The Reach Key West, Curio Collection by Hilton

Old Town Key West

10/10 Excellent

zeljko

The Gardens Hotel

Old Town Key West

10/10 Excellent

Anonymous traveler

The Marker Key West Harbor Resort

Key West Historic District

10/10 Excellent

John

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

10/10 Excellent

Leah

Southernmost Beach Resort and Guesthouses

Old Town Key West

10/10 Excellent

magdy

Eden House

Key West Historic District

10/10 Excellent

Veronica

A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

Duval Gardens - Adults Only

Old Town Key West

10/10 Excellent

My fiancé and I stayed here for one night (08 August 2017). We were blown away at how beautifully this historical building has been restored. The room was so modern and clean, and the bed was the most comfy EVER. The free unlimited filtered water dispenser in the courtyard is a major plus. Also, the breakfast is delicious; great selection. This wonderful B&B is a little gem with loads to offer. Just a heads-up, before you pay $20 for parking across the street, make sure to check United St....

Yvette

La Concha Key West, Autograph Collection

Key West Historic District

10/10 Excellent

Debra

Santa Maria Suites

Old Town Key West

10/10 Excellent

We stayed here for one night for my husband's 40th birthday. The hotel was aware we were celebrating an occasion and offered complimentary refreshment's in our room. We were able to check on early, got upgraded to pool view and also checked out late! When we arrived we were amazed with how huge the suite was. It was the same size as a condo. The decor was beautiful and the entire place was immaculate, including the outside. What we liked most was how quiet and relaxing the place was (there...

Val

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 AED 419

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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Find 4 Star Hotels in Sugarloaf Key, FL from AED 419

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sugarloaf Key 4-star hotels

1. Blue Flamingo Resort Key West

2. Margaritaville Beach House Key West

3. Havana Cabana at Key West

4. Southernmost Beach Resort and Guesthouses

5. Parrot Key Hotel & Villas

6. Hilton Key West Resort & Marina

7. Pier House Resort & Spa

8. Opal Key Resort & Marina, Key West

9. DoubleTree Resort by Hilton Grand Key - Key West

10. Winslow's Bungalows - Key West Historic Inns

11. Casa Marina Key West, Curio Collection by Hilton

12. La Concha Key West, Autograph Collection

13. Ocean Key Resort - A Noble House Resort

14. The Reach Key West, Curio Collection by Hilton

15. The Perry Hotel & Marina Key West

16. Hyatt Centric Key West Resort and Spa

17. The Marker Key West Harbor Resort

18. Eden House

19. Santa Maria Suites

20. The Gardens Hotel

Top Sugarloaf Key Hotel Reviews

Hilton Key West Resort & Marina

10/10 Excellent

Frequently Asked Questions

How much does it cost to stay in a 4-star hotel in Sugarloaf Key?

What's the difference between 5-star and 4-star hotels in Sugarloaf Key?

Does Sugarloaf Key have any 4-star all-inclusive resorts?

Explore a world of travel with Expedia