Title: 10 Best Hotels in Cutthroat Harbor Estates, Summerland Key for 2026 | Expedia.ca

[Flights to Summerland Key](https://expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Cutthroat Harbor Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Cutthroat-Harbor-Estates.d553248635976481702.Car-Rental-Guide)[Cutthroat Harbor Estates Vacations](https://expedia.ca/Cutthroat-Harbor-Estates.d553248635976481702.Destination-Travel-Guides)

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## Check prices for these dates

Tonight

[Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 22 - Jan 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2026-01-22&endDate=2026-01-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Cutthroat Harbor Estates hotels

![Exterior](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/47e5cd0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/048a25f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean Room Deluxe](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/8c383d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/w6000h3995x0y5-7c6df35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barnacle Resort

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Barnacle-Bed-And-Breakfast.h90989471.Hotel-Information)

13.3 km from Cutthroat Harbor Estates

8.2/10

Very good

(42 reviews)

"Perfect place for a quiet getaway."

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

David

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Barnacle-Bed-And-Breakfast.h90989471.Hotel-Information)

![Suite, 1 Bedroom, Ocean View (Spacious | King)](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Ocean View (Spacious | King) | Private kitchen](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/0b833848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/6abe86ae.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/28000000/27160000/27156600/27156592/c082f6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Laureate Key West

[](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

30.1 km from Cutthroat Harbor Estates

9.0/10

Wonderful

(1,000 reviews)

"It was great hotel. "

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

Prateek

CA $552

CA $660 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/bc839964.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)

![Suite, 1 Bedroom, Kitchen, Sea Facing | Living area](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/686b790f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/75ac6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parmer's Resort

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

9.2 km from Cutthroat Harbor Estates

9.0/10

Wonderful

(1,005 reviews)

"Nice people and great amenities "

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

Victor

CA $330

CA $416 total

includes taxes & fees

Jan 22 - Jan 23

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

![Exterior](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/8ae32688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/edc430b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/fe329a14.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)

### Sugar Loaf Lodge

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

9 km from Cutthroat Harbor Estates

8.2/10

Very good

(1,006 reviews)

"It was so nice experience to stay there."

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

Tapas

CA $275

CA $310 total

includes taxes & fees

Jan 22 - Jan 23

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

![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)

![Front of property](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/2ece49e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/cbb89b9f.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)

### Old Wooden Bridge Resort and Marina

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

13.8 km from Cutthroat Harbor Estates

8.6/10

Excellent

(291 reviews)

"Everything was great"

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

Isabella

CA $151

CA $366 total

includes taxes & fees

Jan 29 - Jan 30

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

![Karaoke room](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/a7994045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/17a84140.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/5000000/4760000/4759500/4759500/974f08a3.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)

### Looe Key Reef Resort

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

7.2 km from Cutthroat Harbor Estates

7.4/10

Good

(1,003 reviews)

"Clean old Florida motel. For the price we would stay again."

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

James

CA $175

CA $197 total

includes taxes & fees

Jan 29 - Jan 30

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

![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)

![Gift shop](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/fa09f1b1.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)

### Blue Flamingo Resort Key West

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

29.6 km from Cutthroat Harbor Estates

8.2/10

Very good

(1,879 reviews)

"Clean rooms, friendly staff. Great place to stay. "

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

Marie

CA $534

CA $679 total

includes taxes & fees

Jan 25 - Jan 26

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

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/ca442072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/80b39f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/d1657cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/d31929f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield by Marriott Inn & Suites Key West at The Keys Collection

[](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information)

29.5 km from Cutthroat Harbor Estates

8.6/10

Excellent

(1,000 reviews)

"Staff was wonderful, good variety of breakfast foods, shuttle to Old Town was so helpful! Loved the amenities, pool area was beautiful, kept very clean and comfortable. "

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

Julie

CA $559

CA $668 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information)

![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cd9b522f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/e68163ca.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/1000000/480000/470900/470834/ad75486a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/200c01e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

29.6 km from Cutthroat Harbor Estates

8.2/10

Very good

(1,009 reviews)

"Nice place to stay. "

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

David

CA $482

CA $589 total

includes taxes & fees

Jan 25 - Jan 26

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

![Kayaking](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/edd108d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/fbdb0a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Non Smoking (Tiny House Isla) | Living area](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/0c457183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/02360473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunshine Key RV Resort & Marina

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information)

23.4 km from Cutthroat Harbor Estates

8.8/10

Excellent

(160 reviews)

"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "

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

brenda

CA $505

CA $568 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/d15d3c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/6ec081bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/105adf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/493aac8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capmar House by Brightwild Huge Home Pool

[](https://www.expedia.ca/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information)

27.1 km from Cutthroat Harbor Estates

10/10

Exceptional

(1 review)

"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"

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

Karen

CA $1,207

CA $2,334 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/046434c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/6230f33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![42-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/f693ed29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Ocean View | Living area](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/25853873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Key West FL

[](https://www.expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information)

29.8 km from Cutthroat Harbor Estates

9.0/10

Wonderful

(1,301 reviews)

"Definitely a place i will be staying going back to "

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

Mary

CA $646

CA $727 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information)

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

![View from property](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/c4b93d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/f8c8ff12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

30 km from Cutthroat Harbor Estates

9.4/10

Exceptional

(1,006 reviews)

"Great staff, beautiful rooms, very clean, great property "

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

Uma

CA $681

CA $828 total

includes taxes & fees

Feb 5 - Feb 6

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

![Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/fe552ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/eb3fe8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/4d8ae5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

29.5 km from Cutthroat Harbor Estates

8.0/10

Very good

(1,191 reviews)

"Great place to stay!"

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

Nicole

CA $508

CA $610 total

includes taxes & fees

Jan 25 - Jan 26

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

![Property grounds](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/78d3e982.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/ecb382cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

29.2 km from Cutthroat Harbor Estates

9.4/10

Exceptional

(1,014 reviews)

"Great place to stay!"

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

Brenton

CA $671

CA $817 total

includes taxes & fees

Feb 5 - Feb 6

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View | Garden view](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w1153h1530x0y2-2909ca24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

2.5 km from Cutthroat Harbor Estates

10/10

Exceptional

(1 review)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

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

Preetam

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

![Ocean View 3BR Condo with Rooftop Balcony | Balcony](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Top Floor 1BR Ocean View Condo with Rooftop Balcony | Living area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/45254304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/ce510800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/e5a3b3c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Resort & Residences

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

29.4 km from Cutthroat Harbor Estates

8.6/10

Excellent

(1,929 reviews)

"Great stay"

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

Timothy

CA $437

CA $623 total

includes taxes & fees

Jan 25 - Jan 26

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

![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/2a7c6e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Lodges at Hurricane Hole Marina

[](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

28.8 km from Cutthroat Harbor Estates

8.8/10

Excellent

(173 reviews)

"Unique place to stay! We loved the nature and the location! "

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

Sara

CA $184

CA $440 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.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)

![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/c3ac0fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/63ec601a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Havana Cabana at Key West 

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

30.3 km from Cutthroat Harbor Estates

8.8/10

Excellent

(1,684 reviews)

"Really nice hotel, with a cool Cuban kitschy theme"

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

Renellys

CA $513

CA $677 total

includes taxes & fees

Feb 4 - Feb 5

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003152/f7bba010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003152/3e677183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003152/eac2e02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Bathroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003152/72e0e5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Bedroom Residence With Balcony

[](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Residence-With-Balcony.h109003152.Hotel-Information)

29.3 km from Cutthroat Harbor Estates

10/10

Exceptional

(1 review)

"The roosters crowing early morning was irritating "

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

Catherine

CA $1,129

CA $1,571 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Residence-With-Balcony.h109003152.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=2026-02-04&endDate=2026-02-05&regionId=553248635976481702&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most. 

- Sugarloaf Shores
- Cudjoe Gardens
- Bay Point
- Breezeswept Beach Estates

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498222-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498262-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498223-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498264-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498234-sugarloaf-key.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=6270983)

![Sugarloaf Shores map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:_%7DkuCl%7BzpNme%40_%7C%40fxBcdCfOxSmr%40t_Dsn%40rK&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=o5VLj3IWR55rb-THXTD1mk0-UtY=)

### Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=6270983)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976472640)

![Cudjoe Gardens map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:quouCzbopN%7DHc%40_EyTuA%7BRrc%40IxGbBfJ%60LuEtNk%5EfJ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=U1Zz0lVB-POsURDZzUciGBarLcA=)

### Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Upper Sugarloaf Sound, some noteworthy sights in the nearby area. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976472640)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976383913)

![Bay Point map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ifguCzp_qNsXeCec%40%7EBoM_Xn%60%40mDn%40kGpE%5BhJtCr%40zGdLx%40zGwBtGfMp%40%60LoI%5C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=OdToGaWNNEuGuGQ0V_zxLEmfAsg=)

### Bay Point

Bay Point might not have many top sights, but Saddlebunch Keys and Sugarloaf Beach are two attractions nearby that you can check out. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976383913)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976468855)

![Breezeswept Beach Estates map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7BtouC%7CzzoN%40wWdNqDtw%40%7CBbNfSDhDgvAX&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=ILAdCymouvsqR2youVD7MgZbE6E=)

### Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976468855)

## Top Cutthroat Harbor Estates Hotel Reviews

![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

"Great "

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

![Aqua Lodges at Hurricane Hole Marina](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035_y.jpg)

### Aqua Lodges at Hurricane Hole Marina

10/10 Excellent

"Unique place to stay! We loved the nature and the location! "

[](https://expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b_y.jpg)

### The Laureate Key West

10/10 Excellent

"Spacious condo, Exceptionally clean, Beautiful view of the Gulf, Heated pool at perfect temperature, friendly staff! We loved everything about our stay! "

[](https://expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

![Parmer's Resort](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg)

### Parmer's Resort

10/10 Excellent

"Nice people and great amenities "

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

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"Great place to stay. The Cuban touch was fun and different than any other place I have stayed. Not a huge menu, but wonderful, different options. "

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

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg)

### The Perry Hotel & Marina Key West

10/10 Excellent

"It was a nice place and the staff was super nice. The Champagne was a nice touch. Room had a few older things that need fixing but no big deal. "

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

![Hampton Inn Key West FL](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff_y.jpg)

### Hampton Inn Key West FL

10/10 Excellent

"The staff is excellent especially Sam who always helps me when I stay there."

[](https://expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information)

![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg)

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

10/10 Excellent

"All the staff was amazing! "

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

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg)

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

10/10 Excellent

"Great view, clean property. Beds were very comfortable. Having a telescope to view the stars is a nice touch"

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

## Frequently asked questions

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Cutthroat Harbor Estates hotel booking with Expedia?

### How much is the nightly rate at a Cutthroat Harbor Estates hotel?

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