The Overlook on King - Vacation rental home in Charleston, SC

Summary:
Located on King Street, Charleston’s most appealing and charming retail, entertainment, and dining corridor, The Overlook on King is one of Charleston’s newest and most extravagant properties. The highlight is a one-of-a-kind rooftop terrace overlooking King Street. Guests will savor the roomy 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, opulent property located on vibrant King Street. Savor the ideal blend of privacy and excitement in this striking vacation rental.

The Overlook on King can accommodate up to 11 guests across 5 bedrooms and 4.5 baths, with a cavernous 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 gorgeous vistas of King Street and the Ravenel Bridge, ideal for calming with a morning coffee or evening drink.
• 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: Located on Charleston’s most impressive retail, entertainment, and dining corridor, you can step out of the property and immediately immerse yourself in the vibrant local scene.
• Modern Conveniences: High-speed Wi-Fi, intelligent TVs, and a completely equipped kitchen to make your stay comfortable and convenient.


The Overlook on King provides painless 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***

Feel the appeal and luxury of Charleston at The Overlook on King.

Permit #OP2025-06734

If The Overlook on King is not rather 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 bags 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 stores, vintage stores, trendy eateries, and bakeries, it offers a lively and diverse community ambiance. The tree-lined streets and colorful architecture attract young professionals, families, students, and visitors, providing a walkable lifestyle just a few blocks from bustling Upper King Street.

This appealing 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 trendy choice for residents and visitors alike. Appreciate the unique blend of historic charm and modern amenities that Cannonborough-Elliotborough has to offer.

Getting Around:
Located in the heart of the downtown peninsula, The Overlook on King features 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 stores, 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 family pets. There is a $125 non returnable pet fee. 2 pets max.. 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.