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

4 Star Hotels in Sugarloaf Key CA $209

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Check availability on Sugarloaf Key 4 Star Hotels

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Sugarloaf Key 4-star hotels

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Deaenna
CA $243
CA $375 total
includes taxes & fees
Sep 28 - Sep 29
Southernmost Beach Resort and Guesthouses

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
CA $312
CA $448 total
includes taxes & fees
Oct 5 - Oct 6
Hyatt Centric Key West Resort and Spa

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Danielle
CA $152
CA $250 total
includes taxes & fees
Sep 20 - Sep 21
Blue Flamingo Resort Key West

4. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Mark
CA $277
CA $409 total
includes taxes & fees
Sep 28 - Sep 29
Pier House Resort & Spa

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
CA $248
CA $366 total
includes taxes & fees
Sep 30 - Oct 1
Margaritaville Beach House Key West

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Fatima
CA $224
CA $299 total
includes taxes & fees
Sep 30 - Oct 1
La Concha Key West, Autograph Collection

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
CA $153
CA $260 total
includes taxes & fees
Oct 1 - Oct 2
Havana Cabana at Key West

8. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
CA $146
CA $249 total
includes taxes & fees
Oct 1 - Oct 2
The Perry Hotel & Marina Key West

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Ronald
CA $306
CA $439 total
includes taxes & fees
Sep 27 - Sep 28
Casa Marina Key West, Curio Collection by Hilton

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
CA $180
CA $282 total
includes taxes & fees
Sep 23 - Sep 24
Parrot Key Hotel & Villas

11. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Fabio
CA $144
CA $209 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree Resort by Hilton Grand Key - Key West

12. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Elizabeth
CA $148
CA $249 total
includes taxes & fees
Sep 23 - Sep 24
Hilton Key West Resort & Marina

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Clara
CA $361
CA $460 total
includes taxes & fees
Sep 17 - Sep 18
Opal Key Resort & Marina, Key West

14. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Stacey
CA $271
CA $376 total
includes taxes & fees
Sep 17 - Sep 18
Winslow's Bungalows - Key West Historic Inns

15. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
CA $241
CA $366 total
includes taxes & fees
Sep 29 - Sep 30
The Reach Key West, Curio Collection by Hilton

16. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Brian
CA $306
CA $453 total
includes taxes & fees
Sep 30 - Oct 1
Ocean Key Resort - A Noble House Resort

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Joelle
CA $263
CA $384 total
includes taxes & fees
Sep 27 - Sep 28
The Marker Key West Harbor Resort

18. Eden House

Eden House
Key West Historic District
Canada
Erik
CA $175
CA $220 total
includes taxes & fees
Sep 17 - Sep 18
Eden House

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
June Young
CA $388
CA $531 total
includes taxes & fees
Sep 21 - Sep 22
Santa Maria Suites

20. Bishop Hotel Key West

Bishop Hotel Key West
Old Town Key West
United States
Emily
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

8/10 Good
"The check in staff was not friendly. The elevator in our building wasn’t working, the pool was closed and the beach was closed because of Scargasim. Also there was a $50.00 per night parking fee and none of these points were discussed with us beforehand and no discounts were offered. Two other couples that checked in after us were traveling together and their rooms were far apart and they asked to be moved closer and the staff at check in made no effort to accommodate them. The other pools were fine and the breakfast was great. The rooms were very nice and the resort is in a quiet peaceful area about a mile from lower Duval where the action is. I would be hesitant to stay there again."
Angelo 4-night trip
Posted less than an 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
"We had several issues with the bathroom in our room I addressed them with the staff, which they were very good about and we were compensated"
Steven 2-night trip
Posted 1 hour ago
DoubleTree Resort by Hilton Grand Key - Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"It was a nice hotel. It was very clean quiet they had two Swimming Pool pools so that made it nice for the kids at one pool primarily and the adults at the other the walk-up bars were nice and close."
christopher 1-night trip
Posted 6 hours ago
Blue Flamingo Resort Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Loved it, marina view room"
Bianca 4-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West

Find out more about Sugarloaf Key

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Sugarloaf Key are calling your name. Known for providing first-rate service in amazing locations, each of the Sugarloaf Key 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Sugarloaf Key. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Sugarloaf Key, Summerland Key, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Sugarloaf Key hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sugarloaf Key?
With Expedia's sort and search filters, locking in a top deal on a 4-star hotel in Sugarloaf Key just got easier. Start by entering your chosen arrival date and length of your trip. Then list the results by price and choose a property that best matches your budget and style.
  • Search for the lowest price from CA $209
What's the difference between 5-star and 4-star hotels in Sugarloaf Key?
Give yourself the luxury treatment during your Sugarloaf Key escape by choosing a 4-star hotel. As well as featuring upscale accommodations, these retreats are usually filled with amenities such as bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your stay an even more indulgent and special one. 24-hour concierge assistance, on-site spas and world-class dining are a few of the first-rate services and conveniences you'll likely be able to enjoy.
Does Sugarloaf Key have any 4-star all-inclusive resorts?
Enjoy a relaxing vacation experience where almost everything is included in the upfront price by using our "All inclusive" filter. Budgeting is simple when your accommodations, meals and many activities are already taken care of. Eager for more ideas? Browse the great deals on our standard 4-star hotels in and around Sugarloaf Key.

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