Title: Sugarloaf Key Chalets  | Expedia.ca

 

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# Search Chalets in Sugarloaf Key

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## Check prices for these dates

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Sugarloaf Key Chalets

We don't have any properties that match your exact search

[See all properties in Sugarloaf Key](https://expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&regionId=183126&adults=2)

## Recommended hotels in Sugarloaf Key

![Balcony](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a36bdda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a0504154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sugar Loaf Lodge

Summerland Key

8.2/10

Very good

(1002)

"Everything was fine even better as it was there for longer "

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

Malcolm

CA $139

CA $156 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/f9611c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/0d75fd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/734f0cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/def4d659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Getaway in the Florida Keys

SUGARLOAF KEY

8.4/10

Very good

(7)

"Amazing property and views. Tom was great and very helpful with places to go and things to do. Will definitely recommend!!"

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

Robyn M.

CA $1,225

CA $2,717 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-Beach-House-At-Sugarloaf-Key-W430ft-Dock-5ft-Drft.h48220112.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/3153ff5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/37a1453e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/f739e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/a03560e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palm - Beach Houses Key West

Upper Sugarloaf Key

10/10

Exceptional

(14)

"We had a great time at this out-of-the-way spot. It was quiet, beautiful, and comfortable. Lots to do around the property. The pool area is especially beautiful. Highly recommend!"

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

Crystal G.

CA $886

CA $1,960 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88300000/88296100/88296003/e3bc57c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/89000000/88300000/88296100/88296003/f9948293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88300000/88296100/88296003/0fd30b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/89000000/88300000/88296100/88296003/bbfb589c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hammock House - Beach Houses Key West

Sugarloaf Key

8.0/10

Very good

(2)

"If you're looking for a peaceful and picturesque getaway, the Bungalows at Sugarloaf Beach is the perfect choice!Thank you, Cadmier, for your hospitality. See again. Respectfully, Samat Sakebaev "

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

Samat S.

CA $3,074

CA $4,886 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-Hammock-House-At-Sugarloaf-Beach.h88296003.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/316b5f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/5792173a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/dcdeb665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Flamingo Resort Key West

New Town

8.0/10

Very good

(1651)

"Nice area big pools. "

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

Yoisman

CA $125

CA $219 total

includes taxes & fees

Dec 1 - Dec 2

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

![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/ee750f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/470ffe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Key West / The Keys Collection

New Town

7.8/10

Good

(1110)

"Great property and excellent staff. Very clean and enjoyable stay."

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

Charles

CA $130

CA $185 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/0a8ded52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/9585f19f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parmer's Resort

Summerland Key

9.0/10

Wonderful

(1008)

"Excellent laid back property. Close to a good restaurant "

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

Jane

CA $163

CA $229 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bdbf7145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Wooden Bridge Resort and Marina

Punta Brisa

8.6/10

Excellent

(266)

"I love this place!!!"

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

Greg

CA $171

CA $390 total

includes taxes & fees

Nov 14 - Nov 15

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/974f08a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/13570c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/2a9d6b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/9eff678c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Looe Key Reef Resort

Summerland Key

7.4/10

Good

(1002)

"Really cute. Good rooms and good spot."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Clotilde

[](https://www.expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information)

![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/4747e05c.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/d55ace8a.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)

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

Stock Island

9.0/10

Wonderful

(1734)

"Great hotel"

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

Jonathan

CA $213

CA $321 total

includes taxes & fees

Nov 16 - Nov 17

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

![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/c9a0bc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/88047f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8879ca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key

9.2/10

Wonderful

(156)

"Great location and very happy with our accommodations."

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

Carrie B.

CA $210

CA $444 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/713dd696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Toaster](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/c9f2ce52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/ce9353ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Townhome](https://images.trvl-media.com/lodging/90000000/89720000/89711600/89711513/f6c4f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Torch Cottages

Summerland Key

9.2/10

Wonderful

(9)

"Will return "

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

Vanessa

[](https://www.expedia.ca/Little-Torch-Key-Hotels-Little-Torch-Cottages.h89711513.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/07ffbf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/d5483cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Vacation Club at Windward Pointe, Key West

Key West

9.6/10

Exceptional

(1046)

"Pool area is spectacular. Everything at this resort is top notch and would highly recommend...."

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

Pamela

CA $368

CA $477 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.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)

![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/2ac07b2a.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)

![Beach nearby, white sand](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Margaritaville Beach House Key West

Key West

8.8/10

Excellent

(1780)

"Great place to stay"

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

Tracey

CA $251

CA $370 total

includes taxes & fees

Nov 18 - Nov 19

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

![Waterfront King Guest Room | Exterior](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b83a5985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b166f8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/f896e9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parrot Key Hotel & Villas

Northside Resort

9.0/10

Wonderful

(1147)

"The property was great. "

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

Richard

CA $201

CA $306 total

includes taxes & fees

Nov 16 - Nov 17

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

![Studio Suite, 1 King Bed with Sofa bed | Exterior](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/189ed251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/1fd9af1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/de35f803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn and Suites by Marriott Key West

New Town

7.8/10

Good

(1167)

"Great place and friendly staff!!!!"

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

carol

CA $142

CA $199 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information)

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

![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/50962e29.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)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/08834b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Key Resort - A Noble House Resort

Key West Historic District

9.2/10

Wonderful

(1004)

"Great stay."

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

Sarit

CA $283

CA $427 total

includes taxes & fees

Dec 1 - Dec 2

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

![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/69828d6c.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)

![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/4eda9d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

8.6/10

Excellent

(2848)

"Great stay! Has everything you need and walking distance to everything as well!"

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

Natasha

CA $248

CA $381 total

includes taxes & fees

Nov 30 - Dec 1

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/78d41425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/03f59755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/611ec5f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/2fb13370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key

9.8/10

Exceptional

(119)

"Great location for some much needed time away."

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

Brad R.

CA $350

CA $803 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Summerland-Key-Hotels-Kellys-Kabin-Adorable-Private-Summerland-Key-Cottage.h84046253.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/823ca365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/6c62b47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player, iPod dock](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/cd5c3e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Vacation Club at Beach House, Key West

Key West

9.4/10

Exceptional

(1036)

"Nice resort, great location. "

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

Joey Max

CA $318

CA $421 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&regionId=183126&adults=2&lodging=CHALET&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSugarloaf-Key-Chalets.d183126-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSugarloaf-Key-Chalets.d183126-aaChalets.Travel-Guide-Accommodation)

## Top Sugarloaf Key Hotel Reviews

![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg)

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

10/10 Excellent

"Nice and clean, very curtious staff. Free Shuttle service was great. Food in restaurant was great. "

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

![Hilton Garden Inn Key West / The Keys Collection](//images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c_y.jpg)

### Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Clean, comfortable room. Great breakfast, nice pool. "

[](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg)

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

10/10 Excellent

"We’ve stayed here twice now. Staff is great, the shuttle into town is super convenient (hi Jeffrey!). We love that you can use the kayaks or paddleboards every day. The tiki hut crew is the best! The place is clean and I feel safe walking around there. It’s well lit and easy to navigate. "

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

![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Excellent time "

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

![Fairfield Inn and Suites by Marriott Key West](//images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg)

### Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Check in very fast and easy "

[](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information)

![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg)

### Beachside Resort & Residences

10/10 Excellent

"Loved the atmosphere. Beautiful & clean room. Heated pool well maintained and open 24 hours. Plan on staying again. future "

[](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"The front desk clerk was very polite & attentive. She looked very presentable as well. The blueberry lemonade 🍋 was a perfect touch. The room was cute as a button!"

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

![The Reach Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg)

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

10/10 Excellent

"Great beach view!"

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

![Hyatt Centric Key West Resort and Spa](//images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg)

### Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Room was large and beautiful views. Location was super convenient and could walk almost everywhere we needed to. Loved being able to walk right in the water. Housekeeping was excellent."

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

## Find out more about Sugarloaf Key

## Sugarloaf Key Chalets information

| Number of reviews | |
| --- | --- |
| Accommodation | Chalets |
| Lowest Price | |
| Highest Price | |

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