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Our top choices for Cutthroat Harbor Estates hotels

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
7.2 km from Cutthroat Harbor Estates
7.6 out of 10, Good, (1,000 reviews)
"Staff was great rooms were clean well worth it "
United States
Dwain
The price is ₩268,763
₩302,358 total
includes taxes & fees
Jun 9 - Jun 10
Looe Key Reef Resort

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
13.8 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (339 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is ₩176,180
₩411,598 total
includes taxes & fees
May 26 - May 27
Old Wooden Bridge Resort and Marina

Parmer's Resort

Parmer's Resort
2.5 star property
9.2 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,000 reviews)
"Excellent place for a family getaway."
Canada
Dean
The price is ₩205,089
₩280,241 total
includes taxes & fees
May 31 - Jun 1
Parmer's Resort

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very Good, (1,001 reviews)
The price is ₩256,456
₩288,521 total
includes taxes & fees
May 26 - May 27
Sugar Loaf Lodge

Barnacle Resort

Barnacle Resort
3.0 star property
13.3 km from Cutthroat Harbor Estates
8.0 out of 10, Very Good, (48 reviews)
"The room was beautiful; very clean and spacious. The property was in an excellent location, tucked away on a private beach and the key deer were adorable. It was an easy drive to both Marathon and Key West. Would definitely stay here again. "
United States
Sara
The price is ₩300,463
₩375,957 total
includes taxes & fees
Jun 9 - Jun 10
Barnacle Resort

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
30 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,091 reviews)
"Great location and hotel!"
United States
Lisa
The price is ₩557,040
₩694,949 total
includes taxes & fees
Jun 3 - Jun 4
Hyatt Vacation Club at Windward Pointe, Key West

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
29.3 km from Cutthroat Harbor Estates
The price is ₩557,087
₩767,736 total
includes taxes & fees
May 27 - May 28
Ocean Front One Bedroom Residence

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
29.6 km from Cutthroat Harbor Estates
8.4 out of 10, Very Good, (1,023 reviews)
"Friendly staff, beautiful pool, absolutely loved shuttle driver Tony was so helpful!!"
United States
Stacey
The price is ₩243,785
₩325,471 total
includes taxes & fees
Jun 21 - Jun 22
DoubleTree Resort by Hilton Grand Key - Key West

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
29.5 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1,003 reviews)
"Breakfast was awesome and the pool area"
United States
Deetriss
The price is ₩241,281
₩314,113 total
includes taxes & fees
May 25 - May 26
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (2,238 reviews)
"Great hotel!"
United States
Eduardo
The price is ₩219,975
₩392,589 total
includes taxes & fees
Jun 2 - Jun 3
Beachside Resort & Residences

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
29.5 km from Cutthroat Harbor Estates
8.0 out of 10, Very Good, (1,229 reviews)
"Really nice hotel while you’re in the keys!"
United States
RAFAEL G
The price is ₩187,304
₩253,404 total
includes taxes & fees
Jun 1 - Jun 2
Hilton Garden Inn Key West / The Keys Collection

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
29.8 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,369 reviews)
"Amazing place to stay in. "
United States
Lilia
The price is ₩271,631
₩305,585 total
includes taxes & fees
May 25 - May 26
Hampton Inn Key West FL

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
29.6 km from Cutthroat Harbor Estates
8.4 out of 10, Very Good, (2,267 reviews)
"Excellent place to stay"
United States
Ania
The price is ₩203,495
₩314,291 total
includes taxes & fees
May 27 - May 28
Blue Flamingo Resort Key West

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
2.5 km from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is ₩853,588
₩1,557,799 total
includes taxes & fees
May 26 - May 27
Atlantic View Luxury Villa with Pool

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
27.5 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,864 reviews)
"This resort was wonderful! Beautiful setting, lovely room, wonderful staff, great shuttle into town, and wonderful activities. Highly recommend!"
United States
Lara
The price is ₩330,792
₩464,632 total
includes taxes & fees
Jun 13 - Jun 14
Oceans Edge Key West Resort, Hotel & Marina

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
29.2 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,068 reviews)
"Great location and excellent villa! Enjoyed staying at the property."
United States
Marcia
The price is ₩553,353
₩690,809 total
includes taxes & fees
Jun 15 - Jun 16
Hyatt Vacation Club at Beach House, Key West

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
6.1 km from Cutthroat Harbor Estates
The price is ₩605,620
₩1,235,302 total
includes taxes & fees
May 24 - May 25
Starlight Serenity - Hideaway w Stunning Views

The Laureate Key West

The Laureate Key West
3.5 star property
30.1 km from Cutthroat Harbor Estates
9.2 out of 10, Wonderful, (1,008 reviews)
"Room was beautiful, bed was comfortable and amazing location."
United States
Reina
The price is ₩241,281
₩314,136 total
includes taxes & fees
Jun 2 - Jun 3
The Laureate Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
28.8 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (186 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
The price is ₩177,281
₩453,811 total
includes taxes & fees
May 26 - May 27
Aqua Lodges at Hurricane Hole Marina

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
28.4 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1,273 reviews)
"Always love staying here, amenities and rooms are super! "
United States
Sharon
The price is ₩189,195
₩303,757 total
includes taxes & fees
Jun 4 - Jun 5
The Perry Hotel & Marina 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.

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.

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.

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.

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.

Top Cutthroat Harbor Estates Hotel Reviews

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.