Historic Key West Inns

Authentic Key West in 5 Prime Locations

Newly renovated stylish, modern design meets Key West architectural charm at our four boutique Old Town Key West hotels.

All of our hotels are walking distance to the infamous Duval Street to enjoy a fun night on the town and far enough away to relax and unwind in the quiet ambiance of the hotels’ grounds.

At our Historic Key West Inns hotels, we offer guests a uniquely refreshing experience, leaving little to be desired. You can always expect a warm welcome, well-appointed accommodations, and unparalleled Key West ambiance.

Stop Dreaming, Start Packing!

Local Experience

When staying at one of our Historic Key West Inns everything from our historic buildings to the Old Town locations gives you the authentic Key West experience.

Free Breakfast

Wake up in paradise and enjoy breakfast poolside. We serve a continental breakfast daily which is the perfect start to a fun filled day in beautiful Key West.

Free WiFI

Our properties are entirely mobile friendly with high speed wireless internet access available in all guest rooms and public spaces.


All of our properties are located in Historic Downtown Key West within walking distance to most Key West attractions.

Explore Key West Florida

Sugar white sand, crystal-clear turquoise waters, endless watersports and some of the best nightlife around… Welcome to Key West. In 2018, the town was officially awarded the #1 spot on TripAdvisor’s list of most excellent cities in the world and we know why! Your vacation to Key West, Florida, the southernmost point of the United States, will be unlike anywhere else in the country. There is so much to see and explore in this beautiful area steeped in history.

Key West was founded as a trading settlement in 1825 and is one of the oldest cities in Florida. Locally referred to as “Old Town”, this western-most portion of the island is where you will find the lively and entertaining Duval Street. Offering guests superior Key West lodging in the heart of Old Town near Duval Street, look no further than Historic Key West Inns!

From world-class yachting events to Fantasy Fest there is always an exciting Key West event going on! In addition to a packed annual events calendar, there is much to explore on a daily basis in Key West. Key West’s large selections of beaches, activities, and attractions provide fun for friends and families alike. With distinctive and delicious dining at many Key West restaurants and an exhilarating nightlife in Old Town, you are sure to have a great time. So, what are you waiting for Browse and Book your HKWI online today!

Chelsea House Hotel
725 Truman Avenue | Key West, Florida 33040
Hotel: 305.294.5229

Cypress House Hotel
601 Caroline Street | Key West, Florida 33040
Hotel: 305.294.6969

Lighthouse Court Hotel
902 Whitehead Street | Key West, Florida 33040
Hotel: 305.294.9588

Merlin Guest House
811 Simonton Street | Key West, Florida 33040
Hotel: 305.296.3336

Albury Court Hotel
1030 Eaton St. | Key West, Florida 33040
Hotel: 305.294.9870

Reviews from our Guests

Melissa & David’s Review

We absolutely LOVED staying at Chelsea House. The room was clean and it gave us the Key West Vibe we were looking for. We will definitely return again! Thanks for making our stay memorable. The staff was amazing, too

Melissa Melissa & David’s ReviewChelsea House Hotel

Perfect Location And Stay

This hotel is in the perfect location, located right across the street from the Hemingway house, one block from Duval Street and eyesight from the Southern most point. The staff was very friendly and informative about the recommending things to do and places to eat. There is a pool and bar located in the hotel. Also, staying on the second floor gave an amazing view of the lighthouse. Overall, it was a nice stay, very clean and will definitely be staying here again next time!

JessicaPerfect Location And StayLighthouse Court Hotel

Awesome Place!

My wife and I stayed here for our 25th anniversary. The staff welcomed us with champagne and an upgraded room. The place is beautiful and the location is great, close to the attractions but quiet. We enjoyed the breakfast and the appetizers and drinks at liming hour every day were a nice, relaxing break. Jacob was extremely helpful at check in and answered all of our questions. We will definitely return and recommend this beautiful place to friends and family.

Doug Awesome Place!Cypress House Hotel