Find hotels in Cutthroat Harbor Estates, Summerland Key from NT$3,397

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Discover 1,410 Cutthroat Harbor Estates hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1110)
"Beautiful place!"
The price is NT$5,060
NT$7,465 total
includes taxes & fees
Oct 26 - Oct 27
The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very Good, (1007)
"Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach. "
The price is NT$3,635
NT$5,119 total
includes taxes & fees
Oct 15 - Oct 16
DoubleTree Resort by Hilton Grand Key - Key West

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1748)
"Great place to stay!"
The price is NT$4,552
NT$7,134 total
includes taxes & fees
Oct 27 - Oct 28
Havana Cabana at Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1099)
"Very nice hotel."
The price is NT$2,826
NT$4,037 total
includes taxes & fees
Oct 15 - Oct 16
Hilton Garden Inn Key West / The Keys Collection

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1002)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
The price is NT$4,849
NT$6,313 total
includes taxes & fees
Oct 9 - Oct 10
The Laureate Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Very friendly staff, quiet location "
The price is NT$7,228
NT$9,504 total
includes taxes & fees
Oct 9 - Oct 10
Hyatt Vacation Club at Beach House, Key West

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1241)
"Nice hotel with a great free shuttle into town"
The price is NT$5,627
NT$6,330 total
includes taxes & fees
Oct 12 - Oct 13
Hampton Inn Key West FL

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Had a wonderful time place is very nice enjoyed ourselves "
The price is NT$3,129
NT$4,515 total
includes taxes & fees
Oct 9 - Oct 10
Parmer's Resort

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1725)
"Great hotel"
The price is NT$3,906
NT$6,154 total
includes taxes & fees
Oct 12 - Oct 13
Oceans Edge Key West Resort, Hotel & Marina

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1001)
"Nice family owned spot. "
The price is NT$3,019
NT$3,397 total
includes taxes & fees
Oct 9 - Oct 10
Sugar Loaf Lodge

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (259)
"I love this place!!!"
The price is NT$2,440
NT$7,033 total
includes taxes & fees
Oct 9 - Oct 10
Old Wooden Bridge Resort and Marina

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"Average stay, old room, friendly staff, quiet"
The price is NT$6,069
NT$6,828 total
includes taxes & fees
Oct 20 - Oct 21
Looe Key Reef Resort

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

3.5 star property
8.4 out of 10, Very Good, (1001)
"Shuttle was great. Hotel staff is very friendly."
The price is NT$2,897
NT$4,115 total
includes taxes & fees
Oct 27 - Oct 28
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1584)
"Enjoyed our stay"
The price is NT$2,992
NT$4,910 total
includes taxes & fees
Oct 9 - Oct 10
Beachside Resort & Residences

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1006)
"Gorgeous resort! Very clean and conveniently located. "
The price is NT$6,679
NT$8,886 total
includes taxes & fees
Oct 9 - Oct 10
Hyatt Vacation Club at Windward Pointe, Key West

Blue Flamingo Resort Key West

4.0 star property
8.0 out of 10, Very Good, (1607)
"Great resort. "
The price is NT$3,240
NT$5,361 total
includes taxes & fees
Oct 9 - Oct 10
Blue Flamingo Resort Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (163)
"The stay was beautiful "
The price is NT$3,156
NT$8,663 total
includes taxes & fees
Oct 12 - Oct 13
Aqua Lodges at Hurricane Hole Marina

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. "
Atlantic View Luxury Villa with Pool

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
Little Torch Cottages

Barnacle Resort

3.0 star property
8.2 out of 10, Very Good, (40)
"Perfect place for a quiet getaway."
Barnacle Resort
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.
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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, Sugarloaf Beach and Upper Sugarloaf Sound are some notable places to visit nearby.

Bay Point

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

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

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

Top Cutthroat Harbor Estates Hotel Reviews

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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 76 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.