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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 ฿5,199
฿5,849 total
includes taxes & fees
9 Jun - 10 Jun
Looe Key Reef 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, (1,084 reviews)
"We had a wonderful family vacation there"
United States
Eric
The price is ฿10,932
฿13,756 total
includes taxes & fees
1 Jun - 2 Jun
Hyatt Vacation Club at Windward Pointe, Key West

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 ฿4,931
฿6,605 total
includes taxes & fees
28 May - 29 May
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, (1,000 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is ฿5,477
฿6,162 total
includes taxes & fees
17 May - 18 May
Sugar Loaf Lodge

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, (336 reviews)
"I love the place, for the next time I will stay for more days "
United States
Kenia
The price is ฿3,763
฿8,790 total
includes taxes & fees
31 May - 1 Jun
Old Wooden Bridge Resort and 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, (1,050 reviews)
"Great family vacation rental. Excellent rooms and great pool."
United States
KAREN
The price is ฿12,806
฿15,866 total
includes taxes & fees
9 Jun - 10 Jun
Hyatt Vacation Club at Beach House, Key West

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, (1,021 reviews)
"Breakfast was good and the shuttle service each day was exceptional."
United States
Todd
The price is ฿5,155
฿6,894 total
includes taxes & fees
7 Jun - 8 Jun
DoubleTree Resort by Hilton Grand Key - Key West

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, (1,354 reviews)
"Amazing place to stay in. "
United States
Lilia
The price is ฿6,456
฿7,263 total
includes taxes & fees
9 Jun - 10 Jun
Hampton Inn Key West FL

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 ฿18,181
฿33,181 total
includes taxes & fees
26 May - 27 May
Atlantic View Luxury Villa with Pool

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 ฿15,919
฿29,739 total
includes taxes & fees
16 May - 17 May
Starlight Serenity - Hideaway w Stunning Views

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (2,216 reviews)
"Enjoyed our stay"
United States
William Jennings
The price is ฿5,103
฿8,840 total
includes taxes & fees
27 May - 28 May
Beachside Resort & Residences

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, (1,858 reviews)
"Had a great stay. Only wish is that building 4 had a better view. "
United States
Cole
The price is ฿5,440
฿8,077 total
includes taxes & fees
25 May - 26 May
Oceans Edge Key West Resort, Hotel & Marina

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 ฿6,247
฿7,838 total
includes taxes & fees
11 Jun - 12 Jun
Barnacle Resort

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, (2,227 reviews)
"Everything was nice, we enjoyed our stay!"
United States
Lisa
The price is ฿4,638
฿7,040 total
includes taxes & fees
3 Jun - 4 Jun
Blue Flamingo Resort Key West

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, (1,004 reviews)
"Room was beautiful, bed was comfortable and amazing location."
United States
Reina
The price is ฿5,153
฿6,709 total
includes taxes & fees
25 May - 26 May
The Laureate 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, (1,001 reviews)
"Breakfast was awesome and the pool area"
United States
Deetriss
The price is ฿4,634
฿6,125 total
includes taxes & fees
27 May - 28 May
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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, (1,225 reviews)
"Really nice hotel while you’re in the keys!"
United States
RAFAEL G
The price is ฿4,733
฿6,236 total
includes taxes & fees
1 Jun - 2 Jun
Hilton Garden Inn Key West / The Keys Collection

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, (185 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 ฿4,054
฿9,993 total
includes taxes & fees
17 May - 18 May
Aqua Lodges at Hurricane Hole Marina

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
27 km from Cutthroat Harbor Estates
The price is ฿26,825
฿64,595 total
includes taxes & fees
18 May - 19 May
Waterfront Luxury Home - Tidelands House

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
30.3 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1,780 reviews)
"We loved the stay here."
United States
Mirelis
The price is ฿5,001
฿7,771 total
includes taxes & fees
31 May - 1 Jun
Havana Cabana at 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 for the activities you enjoy most.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Big Pine Key Flea Market and Munson Island.

Top Cutthroat Harbor Estates Hotel Reviews

Frequently asked questions

What's it like in Cutthroat Harbor Estates?
Travellers to Summerland Key's Cutthroat Harbor Estates neighbourhood will be sure to enjoy a stay here.
How many hotels are there in Cutthroat Harbor Estates?
Expedia has 68 hotels and other accommodation options 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 bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Cutthroat Harbor Estates.
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.