Title: The Best 4 Star Hotels in Sugarloaf Key, FL from $298 | Expedia.com

[Sugarloaf Key Travel Guide](https://expedia.com/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.com/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.com/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Car Rentals in Sugarloaf Key](https://expedia.com/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)[Sugarloaf Key Vacation Packages](https://expedia.com/Sugarloaf-Key.d183126.Destination-Travel-Guides)

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## Check availability on Sugarloaf Key 4 Star Hotels

Tonight

[Apr 6 - Apr 7](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-04-06&endDate=2026-04-07&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Apr 7 - Apr 8](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-04-07&endDate=2026-04-08&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-04-10&endDate=2026-04-12&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=183126&startDate=2026-04-17&endDate=2026-04-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Sugarloaf Key 4-star hotels

![Couples treatment rooms, facials, massages](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fountain](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/b4576547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/1441613f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/3bfd19eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost Beach Resort and Guesthouses

[](https://www.expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

Old Town Key West

8.8/10

Excellent

(3,175 reviews)

"Great resort, had all the amenities, while being quite and fun at the same time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nathan

$393 nightly

$442 total

May 6 - May 7

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/ff4257d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gift shop](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/fa09f1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch LCD TV with cable channels, TV, foosball](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/7c8763e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Flamingo Resort Key West

[](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

New Town

8.2/10

Very Good

(2,042 reviews)

"Check in staff was great! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Armando

$292 nightly

$329 total

May 5 - May 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Food and drink](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/62b1909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/2ac07b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/01280e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Margaritaville Beach House Key West

[](https://www.expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

Key West

8.8/10

Excellent

(1,804 reviews)

"Is nice place definitely we will stay once again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jeronimo

$299 nightly

$337 total

May 6 - May 7

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/0fcf571b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/5714c59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceans Edge Key West Resort, Hotel & Marina

[](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

Stock Island

9.0/10

Wonderful

(1,855 reviews)

"The staff and accommodations were exceptional!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matthew

$270 nightly

$304 total

Apr 29 - Apr 30

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/137c65ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/841e73b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Opal Key Resort & Marina, Key West

[](https://www.expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

Old Town Key West

9.2/10

Wonderful

(1,080 reviews)

"Great location! Pool area was awesome!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheri

$384 nightly

$432 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Oceanfront | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/f58d1ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Dockside) | Living room | 42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/053d9529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c0cbada1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pier House Resort & Spa

[](https://www.expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

Key West Historic District

9.0/10

Wonderful

(1,079 reviews)

"Great hotel, excellent staff and location is perfect. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

$581 nightly

$654 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/c3ac0fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1e98017f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/ce6ab55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Havana Cabana at Key West 

[](https://www.expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

New Town

9.0/10

Wonderful

(1,726 reviews)

"Wonderful location, excellent staff. will recomend this place to others!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

merlin dean

$296 nightly

$333 total

May 4 - May 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Oceanfront Walkout Suite - King | View from room](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/7df2a82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/bd916166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/4caaa3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Marina Key West, Curio Collection by Hilton

[](https://www.expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

Old Town Key West

8.4/10

Very Good

(606 reviews)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Allison

$406 nightly

$456 total

Apr 15 - Apr 16

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/314846dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/87058123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free beach shuttle, kayaking](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b549f4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parrot Key Hotel & Villas

[](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

Northside Resort

9.0/10

Wonderful

(1,331 reviews)

"Loved it here! Grounds, rooms and staff were all amazing ! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christina

$297 nightly

$334 total

May 5 - May 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Suite | Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/9e2158b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/bfe6eb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/948eecb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Perry Hotel & Marina Key West

[](https://www.expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)

Stock Island

9.4/10

Exceptional

(1,234 reviews)

"Clean room, friendly staff and the food was good"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Giovanni

$330 nightly

$371 total

May 4 - May 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)

![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/0bfdb3b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cd055313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/6b2435f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/4a049f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree Resort by Hilton Grand Key - Key West

[](https://www.expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

Key West

8.2/10

Very Good

(1,001 reviews)

"Everything about our stay was top notch from the fantastic service, the manager and all the staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anthony

$265 nightly

$298 total

Apr 26 - Apr 27

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/a299c4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/048e43bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/fc1e65ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/05980c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Key Resort - A Noble House Resort

[](https://www.expedia.com/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information)

Key West Historic District

9.2/10

Wonderful

(1,002 reviews)

"Staff was great. Rooms were spotless. Best location in Key West."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matthew

$476 nightly

$536 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/48229e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; local cuisine ](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/9f3b5b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/9badb88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/98c792a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Reach Key West, Curio Collection by Hilton

[](https://www.expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

Old Town Key West

8.6/10

Excellent

(1,003 reviews)

"The hotel has an excellent location, it is on a private beach, very nice restaurant with the ocean view, beautiful properties around. The hotel is very close to the historical center of Key West."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

$383 nightly

$431 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/10000/1000/901/8f0e07a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1000/901/c6f4724b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, ocean views ](https://images.trvl-media.com/lodging/1000000/10000/1000/901/cd7c9771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Centric Key West Resort and Spa

[](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)

Key West Historic District

9.0/10

Wonderful

(1,002 reviews)

"We had both ocean and pool view and the staff was amazing! Definitely recommend as the location is perfect for sunset watching!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jacqueline

$406 nightly

$457 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)

![Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/6df6fc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Loft | Living area | 32-inch Smart TV with cable channels, books](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/2227d69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite | Living area | 32-inch Smart TV with cable channels, books](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/7143a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Loft | Living area | 32-inch Smart TV with cable channels, books](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/e4d0f9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eden House

[](https://www.expedia.com/Key-West-Hotels-Eden-House.h1709243.Hotel-Information)

Key West Historic District

9.0/10

Wonderful

(1,001 reviews)

"The staff and guests were amazing. We will definitely be booking another stay there!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon

$348 nightly

$392 total

May 4 - May 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Eden-House.h1709243.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/9a7bf2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Suite with Sofa Bed | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/33f2b657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winslow's Bungalows - Key West Historic Inns

[](https://www.expedia.com/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

Old Town Key West

9.2/10

Wonderful

(1,233 reviews)

"Great accommodations and staff ! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Raymond

$384 nightly

$432 total

May 4 - May 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/821176b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a383df35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/1e9c6159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a15e99ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Marker Key West Harbor Resort

[](https://www.expedia.com/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information)

Key West Historic District

9.2/10

Wonderful

(1,002 reviews)

"A great place to stay on the island!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andy

$487 nightly

$548 total

May 4 - May 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information)

![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/069776b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/c395702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/b4d45af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury 2 bedroom Bi-level Garden View Suite | Balcony view](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/5fa9c353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Santa Maria Suites

[](https://www.expedia.com/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information)

Old Town Key West

9.6/10

Exceptional

(1,000 reviews)

"Wonderful pool "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

lloyd

$609 nightly

$685 total

May 4 - May 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information)

![Room 28A - Signature Room - King Bed - Adults Only 21+ | View from room](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/aa0772fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/a3aca376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 49 - Signature - King Bed - Adults Only 21+ | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/2045d433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 16 - Classic - King Bed - Adults Only 21+ | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/cd18c74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bishop Hotel Key West

[](https://www.expedia.com/Key-West-Hotels-Bishop-Hotel-Key-West.h103373822.Hotel-Information)

Old Town Key West

9.8/10

Exceptional

(461 reviews)

"Enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly

[](https://www.expedia.com/Key-West-Hotels-Bishop-Hotel-Key-West.h103373822.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/084d94a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast served, Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/e0f768ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/c8d74747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Concha Key West, Autograph Collection

[](https://www.expedia.com/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

Key West Historic District

8.8/10

Excellent

(370 reviews)

"Nice, clean hotel in a great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hollie

$369 nightly

$415 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

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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](https://www.expedia.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21&adults=2&regionId=183126)

![](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

## Top Sugarloaf Key Hotel Reviews

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"The property was friendly with pets. Staff very nice. "

[](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg)

### Southernmost Beach Resort and Guesthouses

6/10 Okay

"Never enough beach or pool chairs "

[](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

6/10 Okay

"We booked an ocean front room through Expedia. The online pictures versus the actual condition of the room and property were misleading. The room we had (#208) was very dated, water damage in the ceiling, crown molding separated ftom ceiling, base mokding rotten and separated from wall. The overall room condition was clean and housekeeping was very attentive. The general consensus from other guests was they need to update the rooms to reflect the steep prices. Overall the location and stay was nice but doubtful we would stay here again. There are other places with better amenities and cheaper rates. If you plan to use the pool or beach chairs youre going to have to beat the peipke that put towels down at 7 am and take spots all day and not use."

[](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"Beautiful and clean "

[](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cc507b47_y.jpg)

### DoubleTree Resort by Hilton Grand Key - Key West

6/10 Okay

"I recently stayed at a DoubleTree Hotel and, unfortunately, the experience fell well below expectations. One of the most noticeable issues was the cleanliness of the property. There was visible garbage around the exterior areas and even near the pool, which made it feel poorly maintained and not very inviting for guests trying to relax. The pool area, in particular, was disappointing. Instead of being a clean, enjoyable space, it appeared neglected, with trash left unattended for extended periods. This really detracted from what should have been a highlight of the stay. Another major concern was the concierge service. I found the staff to be unresponsive and unreliable when assistance was needed. Requests either took far too long to be addressed or were simply not followed through, which made planning activities or resolving small issues unnecessarily frustrating. Overall, this stay did not meet the standard I would expect from a DoubleTree property. I would recommend that management focus on improving cleanliness and staff responsiveness to provide a better experience for future guests. "

[](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg)

### Margaritaville Beach House Key West

10/10 Excellent

"Nice place that offered great accommodations!"

[](https://expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60_y.jpg)

### Opal Key Resort & Marina, Key West

10/10 Excellent

"Clean, staff was great, close to everything "

[](https://expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

8/10 Good

"We recently stayed at Casa Marina Key West, Curio Collection by Hilton and overall had a very enjoyable experience, with a few areas that could use improvement. The resort itself is beautiful and the location is fantastic—close enough to walk to the energy of Duval Street, yet far enough to feel like a relaxing escape. One of the biggest highlights was the beach, which is rare in Key West. There was plenty of space and good chair availability, and having food and drink service right on the beach and by the pools made it even better. We also really appreciated the amenities: two pools (one adults-only and one family-friendly), a well-equipped gym, and convenient on-site rentals for bikes and golf carts to explore the island. The concierge team(Cassy) was especially helpful and always available when we needed assistance. That said, the room fell a bit short of expectations for the price point. We stayed in Room 254, which was listed as a street view but was actually more of a rooftop view of the resort. The mattress was quite uncomfortable and definitely needs replacing. The sheers and window treatments also felt dated and due for an update. Additionally, the carpeting in the hallway leading to our room could use a more frequent cleaning. Overall, we truly enjoyed our stay."

[](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"Yes "

[](https://expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

## Find out more about Sugarloaf Key

## Sugarloaf Key Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Sugarloaf Key, Summerland Key are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Sugarloaf Key 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Sugarloaf Key. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Sugarloaf Key, Summerland Key, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Sugarloaf Key hotels offer everything your heart desires.

## Frequently asked questions

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

> - Search for the lowest price from $298

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

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

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- [Visit Ramrod Key ](https://www.expedia.com/Ramrod-Key.dx6156102)

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- [Things to do in Cudjoe Key ](https://www.expedia.com/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)
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- [Things to do in Ramrod Key ](https://www.expedia.com/Things-To-Do-In-Ramrod-Key.d6156102.Travel-Guide-Activities)