The 10 Best 4 Star Hotels in Sugarloaf Key - 2026 Updated Prices | Expedia

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Check availability on Sugarloaf Key 4 Star Hotels

Tonight

22 May - 23 May

Tomorrow

23 May - 24 May

This weekend

22 May - 24 May

Next weekend

29 May - 31 May

Our top choices for Sugarloaf Key 4-star hotels

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

Blue Flamingo Resort Key West

New Town

United States

Ania

includes taxes & fees

27 May - 28 May

Couples treatment room(s), facials, massages

Southernmost Beach Resort and Guesthouses

Old Town Key West

United States

Emiko

includes taxes & fees

10 Jun - 11 Jun

Exterior

La Concha Key West, Autograph Collection

Key West Historic District

United States

Avah

includes taxes & fees

25 May - 26 May

Food and drink

Margaritaville Beach House Key West

Key West

United States

Christine M

includes taxes & fees

31 May - 1 Jun

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

United States

Brandon

includes taxes & fees

14 Jun - 15 Jun

Outdoor pool, pool loungers

Havana Cabana at Key West

New Town

United States

Mirelis

includes taxes & fees

26 May - 27 May

Private beach, white sand, sun-loungers, beach umbrellas

Pier House Resort & Spa

Key West Historic District

United States

Barry

includes taxes & fees

31 May - 1 Jun

Front of property – evening/night

Opal Key Resort & Marina, Key West

Old Town Key West

United States

Theresa

includes taxes & fees

11 Jun - 12 Jun

6 outdoor pools, free pool cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

Stock Island

United States

Cole

includes taxes & fees

18 Jun - 19 Jun

Room, 2 Queen Beds, Balcony, Pool View | Balcony view

DoubleTree Resort by Hilton Grand Key - Key West

Key West

United States

Stacey

includes taxes & fees

22 Jun - 23 Jun

4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Northside Resort

United States

Melinda

includes taxes & fees

15 Jun - 16 Jun

Marina

The Perry Hotel & Marina Key West

Stock Island

United States

Sharon

includes taxes & fees

22 Jun - 23 Jun

View from room

The Reach Key West, Curio Collection by Hilton

Old Town Key West

United States

Erica

includes taxes & fees

4 Jun - 5 Jun

Exterior

Hyatt Centric Key West Resort and Spa

Key West Historic District

United States

Lynn

includes taxes & fees

25 May - 26 May

Front of property

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

United States

Leonora

includes taxes & fees

22 Jun - 23 Jun

Outdoor pool, free pool cabanas, pool loungers

Ocean Key Resort - A Noble House Resort

Key West Historic District

United States

Terrie

includes taxes & fees

9 Jun - 10 Jun

Exterior

The Marker Key West Harbor Resort

Key West Historic District

United States

Wayne

includes taxes & fees

21 Jun - 22 Jun

2 outdoor pools, pool loungers

Santa Maria Suites

Old Town Key West

United States

Cindy

includes taxes & fees

27 May - 28 May

Studio Suite | Terrace/patio

Eden House

Key West Historic District

United States

andrew

includes taxes & fees

9 Jun - 10 Jun

Room 28A - Signature Room - King Bed - Adults Only 21+ | View from room

Bishop Hotel Key West

Old Town Key West

United States

Charles Martin

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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

Top Sugarloaf Key Hotel Reviews

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent

"Clean inside and out. Great location! The bar and restaurant were excellent"

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent

"Clean and comfortable place to stay pools clean and plenty of chairs there was on site bar/restaurant near our floor/pool area but did not utilize it the pool was used snd very nice both of them we went to the second pool when the teens came out im the evening to play football passing game they did it every night we were there lol that had fun there were plenty to do on-site pool tables corn hole connect game this place was top notch room was very large plenty of room for our stuff in room coffee pot and the pods were supplied as well as a bottle of water for each of us daily on arrival we got a glass champagne and special water for each of us with neat armbands that worked as our door key and used for all entrances also I have high marks for this establishment they are customer service oriented and the whole place is very nice and clean also we took the provided shuttle to town and this service was smooth pickup to drop off at our convenience we would definitely book it again if we came back in the future"

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good

"Upon check in - I was informed I needed a CC with $1200.00 available on it - at no point was I instructed of this need - I had paid for my stay prior as I do not use CC - thank goodness some in my party had one to use. The front desk person was not friendly about this = I have read my information from Expedia and nowhere is it stated - nor is it on your resort site. The bar at the pineapple pool was on point - Annette at the front desk was very helpful also. Breakfast at the cafe was well priced and good. My room was also always cleaned - Like i previously said the only complaint would be about the credit card and how the front desk person was not kind or friendly regarding this."

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good

"It was centrally located. I wish the beach was more maintained for being advertised as the largest private beach in all of key west. The staff was helpful, but wasn’t extraordinary. The pools were very nice. The outdoor bar was okay. The gift shop was very nice. The rooms were mostly clean. There was a lot of dust and dirt as well as sand in corners of the room, especially in the bathroom. Room service only came when we called to request which was odd. The Florida Resort tax should’ve been made more clear, as well as the mandatory $800 card hold they charge the tax out of per night."

Find out more about Sugarloaf Key

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 £135

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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