4 Star Hotels in Sugarloaf Key, Summerland Key

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Check availability on Sugarloaf Key 4 Star Hotels

Top Sugarloaf Key 4 Star Hotels

2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property
New Town
8.0 out of 10, Very good, (1700)
"The resort was clean & staff was great!"
United States
Adam
The price is €138
includes taxes & fees
17 Nov - 18 Nov
Blue Flamingo Resort Key West
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (2851)
"Loved loved loved this hotel Comfy bed, great shower, fantastic breakfast in the beach bar Would highly recommend "
United Kingdom
Philippa
The price is €241
includes taxes & fees
30 Nov - 1 Dec
Southernmost Beach Resort and Guesthouses
6 outdoor pools, free pool 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, (1738)
"Staff was wonderful, helpful, happy to help!"
United States
Billy Osburn
The price is €182
includes taxes & fees
7 Dec - 8 Dec
Oceans Edge Key West Resort, Hotel & Marina
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, (263)
"Amazing staff location was perfect "
United States
JANNIRA
The price is €218
includes taxes & fees
30 Nov - 1 Dec
La Concha Key West, Autograph Collection
Beach nearby, white sand
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1778)
"Was a very nice place, room was pretty, and clean, would stay here again "
United States
Sandra
The price is €227
includes taxes & fees
2 Dec - 3 Dec
Margaritaville Beach House Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1151)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is €188
includes taxes & fees
30 Nov - 1 Dec
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very good, (1002)
"Very very nice stay! "
United States
Chloe
The price is €160
includes taxes & fees
1 Dec - 2 Dec
DoubleTree Resort by Hilton Grand Key - Key West
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1164)
"Great staff, clean rooms"
United States
Andrew
The price is €180
includes taxes & fees
30 Nov - 1 Dec
Parrot Key Hotel & Villas
Fireplace
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, (433)
"Great hotel! "
United States
Randy
The price is €289
includes taxes & fees
14 Dec - 15 Dec
Casa Marina Key West, Curio Collection by Hilton
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, (1006)
"Great room with ocean view, nice resort"
United States
Nickoel
Pier House Resort & Spa
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, (1003)
"View was amazing, great location and friendly staff"
United States
Stacey
The price is €315
includes taxes & fees
19 Nov - 20 Nov
Hyatt Centric Key West Resort and Spa
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
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, (1045)
"Friendly staff, and great location. Plenty of parking. Our stay was wonderful! Close to everything, amazing breakfast! We would 100%stay here again! "
United States
Doris
The price is €246
includes taxes & fees
30 Nov - 1 Dec
Winslow's Bungalows - Key West Historic Inns
Outdoor pool, pool umbrellas, pool loungers
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1002)
"Everything about this property is excellent. The staff are incredibly friendly and the rooms and grounds are pristine. Easy access to dining, coffee and more on site. "
United States
Jesse
The price is €278
includes taxes & fees
24 Nov - 25 Nov
The Reach Key West, Curio Collection by Hilton
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
9.0 out of 10, Wonderful, (1002)
"Great view, staff was friendly and helpful "
United States
Meaghan
The price is €275
includes taxes & fees
30 Nov - 1 Dec
Opal Key Resort & Marina, Key West
3 outdoor pools, pool umbrellas, pool loungers
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, (1000)
"Really great hotel !"
Canada
Vincent
The price is €263
includes taxes & fees
2 Dec - 3 Dec
The Marker Key West Harbor Resort
Outdoor pool, pool 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, (1004)
"Great stay."
United States
Sarit
The price is €277
includes taxes & fees
1 Dec - 2 Dec
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool loungers
Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1749)
"Great place to stay!"
United States
Maria
The price is €178
includes taxes & fees
15 Dec - 16 Dec
Havana Cabana at Key West
Courtyard
Santa Maria Suites

Santa Maria Suites

4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"This hotel is beautiful, quiet, comfortable and very friendly staff."
United States
Marie
The price is €333
includes taxes & fees
18 Nov - 19 Nov
Santa Maria Suites
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio
Southernmost House

Southernmost House

4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great place with excellent staff. "
United States
Willie
The price is €311
includes taxes & fees
1 Dec - 2 Dec
Southernmost House
Room 27C - Economy - Queen Bed
Bishop Hotel Key West

Bishop Hotel Key West

4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (292)
"Awesome accommodations and great location! Pleasant and helpful staff wr cant wait to come back! Best place we've dtayed in Key West!"
United States
Sara
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
Sugarloaf Shores which includes a bay or harbor and a house

Top Sugarloaf Key Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"The room was clean and the staff were very helpful. Our only issues was the timeliness of the bartender and front check-in staff. "
Frankie Victoria 3-night trip
Posted 14 hours ago
Blue Flamingo Resort 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 €138

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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