Top Cutthroat Harbor Estates Hotels

Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Where to stay in Cutthroat Harbor Estates

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

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

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.

See properties

Cudjoe Gardens

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

See properties

Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Venture Out Keys and Munson Island are some notable places to visit nearby.

See properties

Top Cutthroat Harbor Estates Hotel Reviews

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

10/10 Excellent

"Dont think that it was far from old town. Its a nice place to vacate at."

Havana Cabana at Key West

10/10 Excellent

"This was such a fun hotel to stay in with an awesome pool and a shuttle to downtown so I didn't have to worry about finding parking. I especially loved the DJ at the pool every day spinning great tropical tunes combined with 80's dance music, and shots at 2PM daily! I wish I had stayed an extra night here because it was so much fun getting a suntan."

Blue Flamingo Resort Key West

6/10 Okay

"The property was clean and nice. They did leave my door unlocked and propped open when cleaning. Thank God nothing was taken. I did have an issue with how they handled the situation. They did offer 3 free drink tickets but I do not drink really. Used one and asked if they could maybe just comp the $16 dollar pizza I had ordered. They did not. Also, I had to email to have the drink removed because it was charged to me. Not a huge deal I just did not like that. It’s not a cheap resort to stay at. They could have handled the situation better in my opinion."

Hampton Inn Key West FL

10/10 Excellent

"We had a wonderful week. Room was great. View of the ocean and the pool. The staff was super friendly and helpful. Breakfast was excellent and had a different variation of hot items like 4 or 5 days in a row. That was a nice surprise. The pool was wonderful with sun and shade options. The Cheekie Hut was great with lots of food and drink options. The shuttle was timely and the drivers friendly. They take you downtown regularly and also to the airport when needed. Highly recommend."

The Laureate Key West

2/10 Terrible

"Their staff was horrible. They have booking procedures that say one thing when booking but then they cancel your booking for procedures not stated on the booking site. I called the property to speak directly to the staff. The first time they said they are unable to update the website to match the current booking process. Then when I called back to adhere to the process they answered while in the middle of a personal conversation and once they realized I was on the phone they hung up. I immediately called back and no one answered my call. HORRIBLE CUSTOMER SERVICE!!! Also, once I got there this location is very far from the best parts of Key West ie Duval Street and Mallory Square Market. Choose another location."

Frequently asked questions

What's it like in Cutthroat Harbor Estates?

Travelers to Summerland Key's Cutthroat Harbor Estates neighborhood will be sure to enjoy a stay in this neighborhood.

How many hotels will I find in Cutthroat Harbor Estates?

Expedia has 69 hotels and other accommodations in Cutthroat Harbor Estates to choose from, making this an ideal home base for exploring the greater Summerland Key area.

If I need to cancel my hotel reservation in Cutthroat Harbor Estates, will I receive a refund?

Yes! Most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best deals in Cutthroat Harbor Estates.

Where can I learn more about changing or cancelling my trip to Cutthroat Harbor Estates?

For more details about changing or cancelling your trip to Cutthroat Harbor Estates, click here.

What are the top things to see and do in Cutthroat Harbor Estates?

A few places to visit in the area around Cutthroat Harbor Estates include Venture Key, Out Key, and Venture Out Keys. Crab Key and Pye Key are also worth a visit when you're out sightseeing in Summerland Key.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Cutthroat Harbor Estates on Expedia.com

Find hotels in Cutthroat Harbor Estates, Summerland Key

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Cutthroat Harbor Estates hotels

Old Wooden Bridge Resort and Marina

Barnacle Resort

Looe Key Reef Resort

Sugar Loaf Lodge

Parmer's Resort

Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Beachside Resort & Residences

DoubleTree Resort by Hilton Grand Key - Key West

The Perry Hotel & Marina Key West

Hampton Inn Key West FL

Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Beach House, Key West

Blue Flamingo Resort Key West

Hyatt Vacation Club at Windward Pointe, Key West

Grand Marina Suite by Brightwild Waterfront

Hilton Garden Inn Key West / The Keys Collection

The Laureate Key West

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

Oceans Edge Key West Resort, Hotel & Marina

Where to stay in Cutthroat Harbor Estates

Sugarloaf Shores

Bay Point

Cudjoe Gardens

Breezeswept Beach Estates

Top Cutthroat Harbor Estates Hotel Reviews

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

Frequently asked questions

Explore a world of travel with Expedia