The Overlook on King

Summary:
Located on King Street, Charleston’s most exciting and desirable retail, entertainment, and dining corridor, The Overlook on King is one of Charleston’s newest and most luxurious properties. The highlight is a one-of-a-kind rooftop terrace overlooking King Street. Guests will enjoy the spacious third-floor penthouse, complete with an open kitchen and living area designed to entertain groups in town for an event or families looking for a memorable vacation. Comfortably accommodates up to 11 guests.

The Space:
The Overlook on King is a brand-new, luxurious property located on vibrant King Street. Enjoy the perfect blend of privacy and excitement in this stunning vacation rental.

The Overlook on King can accommodate up to 11 guests across 5 bedrooms and 4.5 baths, with a spacious kitchen and living area designed for entertainment.

Bedroom #1 – Two twin trundle beds (4 total beds) + Shared bath
Bedroom #2– Flex Room, one King bed (or two twins) + Shared bath
Bedroom #3 – Flex Room, one King bed (or two twins) + Ensuite bath
Bedroom #4 – Flex room, one King bed (or two twins)+ Ensuite bath
Bedroom #5 – King bed and Twin bed + Ensuite

All flex rooms can be converted from a King bed to two twins when requested.

Each bedroom is designed with comfort and style in mind, ensuring a restful stay for all guests.

Highlights of The Overlook on King include:

• Penthouse Terrace: A unique space with breathtaking views of King Street and the Ravenel Bridge, perfect for relaxing with a morning coffee or evening cocktail.
• Third-Floor Penthouse: This unit features an open kitchen and living area designed to entertain groups in town for an event or families looking for a memorable vacation.
• Walk Out onto King Street: Situated on Charleston’s most exciting retail, entertainment, and dining corridor, you can step out of the property and immediately immerse yourself in the vibrant local scene.
• Modern Amenities: High-speed Wi-Fi, smart TVs, and a fully equipped kitchen to make your stay comfortable and convenient.


The Overlook on King provides easy access to the city’s best attractions, all of which are within walking distance. Plus, you’re just a short drive away from some of South Carolina’s best beaches.
***Please note: Charleston is a city undergoing a significant Renaissance, and construction is unavoidable. There are 3 different projects going on in the area including one across the street***

Experience the charm and luxury of Charleston at The Overlook on King.

Permit #OP2025-06734

If The Overlook on King is not quite what you’re looking for, be sure to search for Town & Island Co. on your favorite browser to see our many other downtown properties!

Guest Access:
The Overlook on King is equipped with a coded lock that is changed regularly. You will receive all important check-in information 3 days prior to arrival.

Early check-in or late check-out requests are evaluated and granted on a case-by-case basis. We offer storage lockers for luggage inside of the building for guests to use as needed while they await their check-in or throughout their stay.

The Neighborhood:
Cannonborough-Elliotborough is a vibrant and hip neighborhood in downtown Charleston, SC, known for its mix of historic charm and modern developments. Dotted with indie boutiques, vintage stores, trendy eateries, and bakeries, it offers a lively and diverse community atmosphere. The tree-lined streets and colorful architecture attract young professionals, families, students, and vacationers, providing a walkable lifestyle just a few blocks from bustling Upper King Street.

This charming neighborhood balances historical preservation with urban living and is a key contributor to Charleston’s growth and appeal. Its proximity to MUSC and the College of Charleston makes it a popular choice for residents and visitors alike. Enjoy the unique blend of historic charm and contemporary amenities that Cannonborough-Elliotborough has to offer.

Getting Around:
Located in the heart of the downtown peninsula, The Overlook on King boasts a prime neighborhood location with a walkability score of 97/100. Explore Charleston with ease and step directly out onto King Street, where you’re just steps away from the city’s most fashionable boutiques, vibrant entertainment options, and trendy dining spots. Enjoy the convenience of a walkable lifestyle, immersing yourself in the rich culture and lively atmosphere that Charleston has to offer. With public transportation and ride-sharing services readily available, getting around the city and beyond is a breeze.

Other Things to Note:
Pet Policy: Town & Island Co. welcomes pets. There is a $125 non refundable pet fee. 2 pets maximum. You are responsible to inform us you are traveling with your pet(s).

Severe Weather Policy: If a Mandatory Evacuation Order is issued by the Governor of SC, your stay will be refunded. However, if a Mandatory Evacuation Order is NOT issued by the Governor of SC, then the standard cancellation policy will still apply and no refund will be issued.

More Information: Want to know more about making the most of your vacation? Property managers are on call to answer questions guests have leading up to their trip. Whether you want to know more about the neighborhood or property, Town & Island Co.’s managers will happily help enhance your vacation.

Interaction with Guests:
Full-time property managers Marielena and/or Zack available.