Sugarloaf Key 4 Stars Hotels

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Check availability on Sugarloaf Key 4 Star Hotels

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Our top choices for Sugarloaf Key 4-star hotels

2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very Good, (2,284 reviews)
"Excellent place to stay"
United States
Ania
The price is ₩202,712
₩313,080 total
includes taxes & fees
May 31 - Jun 1
Blue Flamingo Resort Key West
Couples treatment rooms, facials, massages

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,333 reviews)
"Great location."
United States
Emiko
The price is ₩296,843
₩444,496 total
includes taxes & fees
Jun 25 - Jun 26
Southernmost Beach Resort and Guesthouses
Exterior

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (403 reviews)
"We love staying here it’s so close to everything!"
United States
Avah
The price is ₩315,935
₩406,444 total
includes taxes & fees
May 28 - May 29
La Concha Key West, Autograph Collection
Food and drink

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,804 reviews)
"Very clean well maintained and overall great hotel"
United States
Christine M
The price is ₩346,168
₩485,164 total
includes taxes & fees
Jun 9 - Jun 10
Margaritaville Beach House Key West
Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (676 reviews)
"Great stay and staff."
United States
Brandon
The price is ₩358,487
₩505,334 total
includes taxes & fees
Jun 21 - Jun 22
Casa Marina Key West, Curio Collection by Hilton
Outdoor pool, sun loungers

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,793 reviews)
"We loved the stay here."
United States
Mirelis
The price is ₩223,239
₩350,883 total
includes taxes & fees
Jun 24 - Jun 25
Havana Cabana at Key West
Private beach, white sand, sun loungers, beach umbrellas

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,143 reviews)
"It was a very satisfying and enjoyable stay."
United States
Barry
The price is ₩434,267
₩593,989 total
includes taxes & fees
Jun 8 - Jun 9
Pier House Resort & Spa
Front of property - evening/night

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,111 reviews)
"Great location very nice pool food was excellent "
United States
Theresa
The price is ₩436,867
₩551,012 total
includes taxes & fees
Jun 2 - Jun 3
Opal Key Resort & Marina, Key West
6 outdoor pools, free cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,865 reviews)
"Beautiful property will definitely be back again"
United States
Ruth
The price is ₩337,759
₩472,205 total
includes taxes & fees
Jun 9 - Jun 10
Oceans Edge Key West Resort, Hotel & Marina
Room, 2 Queen Beds, Balcony, Pool View | Balcony view

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very Good, (1,028 reviews)
"Friendly staff, beautiful pool, absolutely loved shuttle driver Tony was so helpful!!"
United States
Stacey
The price is ₩240,473
₩321,550 total
includes taxes & fees
Jun 1 - Jun 2
DoubleTree Resort by Hilton Grand Key - Key West
4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,405 reviews)
"Great stay!"
United States
Melinda
The price is ₩255,695
₩374,395 total
includes taxes & fees
Jun 16 - Jun 17
Parrot Key Hotel & Villas
Marina

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,277 reviews)
"Always love staying here, amenities and rooms are super! "
United States
Sharon
The price is ₩220,255
₩339,033 total
includes taxes & fees
Jun 24 - Jun 25
The Perry Hotel & Marina Key West
View from room

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,004 reviews)
"Great pool and sandy beach."
United States
Jaime
The price is ₩314,728
₩456,500 total
includes taxes & fees
Jun 14 - Jun 15
The Reach Key West, Curio Collection by Hilton
Exterior

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location. Staff was excellent and view of beach from balcony was beautiful."
United States
Lynn
The price is ₩359,645
₩510,446 total
includes taxes & fees
Jun 21 - Jun 22
Hyatt Centric Key West Resort and Spa
Front of property

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,294 reviews)
"Luved the location, quality of rooms, friendly staff, swimming pools, buffet breakfast & lunch."
United States
Leonora
The price is ₩316,312
₩432,387 total
includes taxes & fees
Jun 23 - Jun 24
Winslow's Bungalows - Key West Historic Inns
Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,005 reviews)
"Great location near pier, shops, restaurants, and tours in Key West! Superb staff, exceptional clean suites, and very friendly staff!"
United States
Terrie
The price is ₩358,231
₩520,359 total
includes taxes & fees
Jun 23 - Jun 24
Ocean Key Resort - A Noble House Resort
Exterior

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,003 reviews)
"Love the whole atmosphere and proximity to everything. Always a great stay and experience "
United States
Wayne
The price is ₩364,455
₩505,614 total
includes taxes & fees
Jun 24 - Jun 25
The Marker Key West Harbor Resort
2 outdoor pools, sun loungers

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Great hotel and room. Very clean, great location."
United States
Cindy
The price is ₩468,904
₩629,948 total
includes taxes & fees
Jun 21 - Jun 22
Santa Maria Suites
Studio Suite | Terrace/patio

Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
"We enjoyed our stay at Eden House"
United States
andrew
The price is ₩217,582
₩274,154 total
includes taxes & fees
Jun 9 - Jun 10
Eden House
Room 28A - Signature Room - King Bed - Adults Only 21+ | View from room

Bishop Hotel Key West

Bishop Hotel Key West
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (537 reviews)
"Wonderful stay"
United States
Charles Martin
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

Top Sugarloaf Key Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"I HAVE NO COMPLAINTS ABOUT THE PLACE AND OTHERWISE EVERYTHING IS EXCELLENT"
Daniel 2-night trip
Posted 2 hours ago
DoubleTree Resort by Hilton Grand Key - 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 ₩274,154

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.