Summerland Key Hotel Guide. Hotels in Cutthroat Harbor Estates, Summerland Key, United States of America

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

The Perry Hotel & Marina Key West

4.0 star property
28.4 km from Cutthroat Harbor Estates
9.4 out of 10, Exceptional, (1142)
"The rooms were very clean the staff was extremely nice and helpful. Would definitely stay here again"
United States
Richard
The price is €205
includes taxes & fees
3 Dec - 4 Dec
The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
29.6 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1001)
"Amazing stay, friendly staff 10/10 vacation"
United States
Fabian
The price is €165
includes taxes & fees
18 Nov - 19 Nov
DoubleTree Resort by Hilton Grand Key - Key West

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, (1113)
"Everything was wonderful, clean room, great staff, lovely facility"
United States
Elizabeth A
The price is €109
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Key West / The Keys Collection

Havana Cabana at Key West

4.0 star property
30.3 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (1748)
"Great place to stay!"
United States
Maria
The price is €187
includes taxes & fees
23 Nov - 24 Nov
Havana Cabana at Key West

The Laureate Key West

3.5 star property
30.1 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1001)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is €179
includes taxes & fees
10 Nov - 11 Nov
The Laureate Key West

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

3.5 star property
29.5 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1002)
"Very friendly staff, pool is very nice, breakfast very good and prices"
United States
Ileana
The price is €132
includes taxes & fees
16 Nov - 17 Nov
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

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, (1043)
"Nice resort, great location. "
United States
Joey Max
The price is €299
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Beach House, Key West

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
27.4 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1730)
"Great hotel"
United States
Jonathan
The price is €245
includes taxes & fees
12 Nov - 13 Nov
Oceans Edge Key West Resort, Hotel & Marina

Parmer's Resort

2.5 star property
9.2 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1000)
"Excellent laid back property. Close to a good restaurant "
United States
Jane
The price is €135
includes taxes & fees
19 Nov - 20 Nov
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
9 km from Cutthroat Harbor Estates
8.2 out of 10, Very good, (1000)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is €96
includes taxes & fees
30 Nov - 1 Dec
Sugar Loaf Lodge

Old Wooden Bridge Resort and Marina

2.5 star property
13.8 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (267)
"I love this place!!!"
United States
Greg
Old Wooden Bridge Resort and Marina

Hampton Inn Key West FL

2.5 star property
29.8 km from Cutthroat Harbor Estates
9.0 out of 10, Wonderful, (1252)
"Very friendly staff. Loved the shuttle to downtown Key West. Awesome place to stay!"
United States
Amanda
The price is €198
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Key West FL

Looe Key Reef Resort

2.5 star property
7.2 km from Cutthroat Harbor Estates
7.4 out of 10, Good, (1000)
"Really cute. Good rooms and good spot."
Canada
Clotilde
Looe Key Reef Resort

Beachside Resort & Residences

3.5 star property
29.4 km from Cutthroat Harbor Estates
8.6 out of 10, Excellent, (1666)
"Very cool place to vacation "
United States
Gabriel
The price is €167
includes taxes & fees
30 Nov - 1 Dec
Beachside Resort & Residences

Blue Flamingo Resort Key West

4.0 star property
29.6 km from Cutthroat Harbor Estates
8.0 out of 10, Very good, (1663)
"Great stay!"
United States
Aaron
The price is €147
includes taxes & fees
17 Nov - 18 Nov
Blue Flamingo Resort Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
30 km from Cutthroat Harbor Estates
9.6 out of 10, Exceptional, (1050)
"This was our third time staying there, and we are booked for next June Super clean, all amenities you need for a couple of days or a couple of weeks. "
United States
Teresita
The price is €301
includes taxes & fees
1 Dec - 2 Dec
Hyatt Vacation Club at Windward Pointe, Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
28.9 km from Cutthroat Harbor Estates
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is €276
includes taxes & fees
10 Nov - 11 Nov
Aqua Lodges at Hurricane Hole Marina

Little Torch Cottages

2.0 star property
9.2 km from Cutthroat Harbor Estates
9.2 out of 10, Wonderful, (9)
"Will return "
United States
Vanessa
Little Torch Cottages

Atlantic View Luxury Villa with Pool

3.5 star property
2.5 km from Cutthroat Harbor Estates
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. "
United States
Preetam
The price is €796
includes taxes & fees
21 Nov - 22 Nov
Atlantic View Luxury Villa with Pool

Island View 1BR Residence With Balcony

2.0 star property
29.3 km from Cutthroat Harbor Estates
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is €333
includes taxes & fees
12 Nov - 13 Nov
Island View 1BR Residence With Balcony
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.

Top guest rated hotels in Cutthroat Harbor Estates

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 Venture Out Keys.

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 Sugarloaf Beach.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.

Top Cutthroat Harbor Estates Hotel Reviews

Explore a world of travel with Expedia

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.
What's a favourite hotel to stay in Cutthroat Harbor Estates?
For your stay in Cutthroat Harbor Estates, Just 20 miles from Key West! Oceanfront, dockage, swimming pool is one of the top choices based on our traveller data.
How many hotels are there in Cutthroat Harbor Estates?
Expedia has 73 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.