Hotels in Cutthroat Harbor Estates, Summerland Key from CA $109

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Cutthroat Harbor Estates hotels and places to stay

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very nice place."
The price is CA $153
CA $218 total
includes taxes & fees
Aug 31 - Sep 1
Parmer's Resort

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is CA $139
CA $157 total
includes taxes & fees
Sep 1 - Sep 2
Looe Key Reef Resort

Barnacle Resort

3.0 star property
8.2 out of 10, Very good, (39)
"Perfect place for a quiet getaway."
The price is CA $313
CA $387 total
includes taxes & fees
Aug 20 - Aug 21
Barnacle Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Good to stay for a night ! "
The price is CA $136
CA $153 total
includes taxes & fees
Aug 17 - Aug 18
Sugar Loaf Lodge

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
The price is CA $434
CA $798 total
includes taxes & fees
Sep 7 - Sep 8
Little Torch Cottages

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is CA $696
CA $1,265 total
includes taxes & fees
Sep 13 - Sep 14
Atlantic View Luxury Villa with Pool

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"The stay was beautiful "
The price is CA $109
CA $354 total
includes taxes & fees
Aug 17 - Aug 18
Aqua Lodges at Hurricane Hole Marina

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
8.4 out of 10, Very good, (1001)
"Would stay again for sure"
The price is CA $142
CA $198 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1715)
"Amazing place to stay! "
The price is CA $182
CA $284 total
includes taxes & fees
Aug 19 - Aug 20
Oceans Edge Key West Resort, Hotel & Marina

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1202)
"Was an amazing stay"
The price is CA $198
CA $269 total
includes taxes & fees
Aug 26 - Aug 27
Hampton Inn Key West FL

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1001)
"We enjoyed the stay and will definetly be back "
The price is CA $246
CA $316 total
includes taxes & fees
Aug 17 - Aug 18
The Laureate Key West

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1064)
"Just a really great hotel to stay at. It was amazing The staff and the property was perfect. The views are awesome You can not go wrong staying here We loved it ! "
The price is CA $186
CA $289 total
includes taxes & fees
Sep 1 - Sep 2
The Perry Hotel & Marina Key West

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1536)
"Staff was great, really enjoyed our short stay. "
The price is CA $163
CA $261 total
includes taxes & fees
Sep 14 - Sep 15
Blue Flamingo Resort Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1058)
"Always a nice stay. "
The price is CA $142
CA $198 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Key West / The Keys Collection

The Grand Turk by Brightwild Sunset View Pool

2.0 star property
The price is CA $263
CA $672 total
includes taxes & fees
Aug 18 - Aug 19
The Grand Turk by Brightwild Sunset View Pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1011)
"Great place"
The price is CA $279
CA $353 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Vacation Club at Beach House, Key West

Ocean Front One Bedroom Residence

2.0 star property
The price is CA $375
CA $539 total
includes taxes & fees
Aug 18 - Aug 19
Ocean Front One Bedroom Residence

Grand Marina Suite by Brightwild Waterfront

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice place "
The price is CA $433
CA $822 total
includes taxes & fees
Aug 17 - Aug 18
Grand Marina Suite by Brightwild Waterfront

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1760)
"Nice stay. "
The price is CA $182
CA $294 total
includes taxes & fees
Sep 2 - Sep 3
Havana Cabana at Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1007)
"Great place!!!"
The price is CA $313
CA $391 total
includes taxes & fees
Sep 14 - Sep 15
Hyatt Vacation Club at Windward Pointe, Key West
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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Cutthroat Harbor Estates

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

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.

Cudjoe Gardens map

Cudjoe Gardens

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

Breezeswept Beach Estates map

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.

Top Cutthroat Harbor Estates Hotel Reviews

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cutthroat Harbor Estates.
How can I save on a Cutthroat Harbor Estates hotel booking with Expedia?
Members always get our best prices. Find our best Cutthroat Harbor Estates hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Cutthroat Harbor Estates hotel?
Hotel prices in Cutthroat Harbor Estates often vary, but you can find a great deal from CA $109 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.