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***
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.
We are pleased to be hosting you for your Charleston getaway and hope you have a fantastic time during your stay but want to make sure you do so re...
Important information
You need to know
Property # 4049624vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Charleston
Located in Charleston, this holiday home is in the city centre. Charleston City Market and Fort Sumter are notable landmarks, and some of the area's popular attractions include South Carolina Aquarium and Patriots Point. Looking to enjoy an event or a game? See what's going on at North Charleston Coliseum and Performing Arts Center or Credit One Stadium.
Medical University of South Carolina - 18 min walk - 1.5 km
Getting around
Charleston Station - 13 min drive
Charleston, SC (CHS-Charleston Intl.) - 19 min drive
Restaurants
Beautiful South - 4 min walk
Recovery Room - 3 min walk
Uptown Social - 4 min walk
Malagon - 6 min walk
Blūm - 6 min walk
Frequently asked questions
Is The Overlook on King pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at The Overlook on King?
As of 14 May 2026, prices found for a 1-night stay for 2 adults at The Overlook on King on 5 June 2026 start from AU$1,076, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at The Overlook on King?
Check-in begins at 4:00 PM.
What time is check-out at The Overlook on King?
Checkout is at 10:00 AM.
Where is The Overlook on King located?
Located in Downtown Charleston, this holiday home is within a 15-minute walk of Upper King Design District and College of Charleston. Music Farm and Charleston Visitor Center are also within 15 minutes.
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Thank you, Teresa, for your kind words! We're thrilled you enjoyed the beauty and spaciousness of our property. We look forward to welcoming you back for another wonderful stay!
The apartment is beautiful. It's near some great restaurants (Leon's is awesome) and you can walk to most of King Street. I would have noted the large construction that is going on across the street. There is a lot of noise early in the morning. Everything else was great.
Jason B.
Stayed 3 nights in Mar 2026
Response from VrboOwner on 13 Apr 2026
Thank you, Jason, for your kind words! I'm glad you enjoyed the beautiful apartment and the nearby restaurants. I appreciate your feedback about the construction noise and will work on improving our guests' experience. We look forward to welcoming you back!
Great location for shopping, very clean and well stocked. Property manager response quick and very helpful. Thanks!
Stacey B.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 12 Jan 2026
Thank you, Stacey! We're thrilled you enjoyed the great location and found everything to your satisfaction. Your kind words about our responsiveness mean a lot to us. We can't wait to welcome you back for another wonderful stay!
Beautiful home in a fantastic location. Lots of room, and very clean. It can be loud, however
L L.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 7 Nov 2025
Thank you, L, for your kind words about our home! We’re thrilled you enjoyed the location and found it spacious and clean. We appreciate your feedback and look forward to welcoming you back for another stay!
Thank you, Leah! We're thrilled to hear you had a great stay. Your feedback means a lot to us, and we can't wait to welcome you back for another wonderful experience!
Verified
6/10 Okay
Kristy S.
20 Mar 2026
Liked: Cleanliness, check-in, communication
Disliked: Listing accuracy
The kitchen is fully equipped for cooking. Shops are within walking distance. However, don’t expect to get much sleep! The construction noise is terrible and at night the road noise is terrible too! It is a beautiful and clean place, but I wouldn’t stay there until the construction is done.
Kristy S.
Stayed 6 nights in Mar 2026
Response from VrboOwner on 1 Apr 2026
Thank you, Kristy, for your feedback. I’m glad you found our kitchen equipped and the property clean. I sincerely apologize for the noise disturbances you experienced during your stay. Your comfort is important to us, and we appreciate your understanding as we work to improve the overall experience.
Beautiful Property in the Heart of Downtown Charleston
The property is absolutely beautiful and newly renovated. The property is in the heart of downtown and is within easy access of all the major historic destination of downtown Charleston.With a ride share you are easily able to visit all the desired locations of interest.
This property is beautiful and well designed for a large group. It is close to shopping and restaurants. The only thing I would say that made the stay less than perfect was the noise and pandemonium from the large construction project directly across the street.
We enjoyed our stay at the Overlook on King. The property itself is in a great location in walking distance to the city, you can tell how new the property is in all the rooms were very, very clean were your basic toiletries in every bathroom. We really liked the layout of all the bedrooms on one floor and the living/kitchen area above. And there’s not really any neighbors to worry about.Property management was great. We had a issue with the code at first, but it was handled immediately and property management answers promptly. Would highly recommend for any groups
Evan R.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 8 Oct 2025
Thank you, Evan! We're thrilled you enjoyed your stay at Overlook on King. Your kind words about our location and cleanliness mean a lot to us. We appreciate your feedback and look forward to welcoming you and your group back soon!
Everything about the house was nice. Checking in was apain because the entry code was not updated so we have to call the host to get the correct code for our stay. We know parking in Charleston near King street was going to be a pain, but twice we had to have cars towed from our "assigned" spot. The street noise was pretty bad as well as the noise from the patrons at the bar next door. We stayed on the weekend but I'm pretty sure the construction noise during the week would have been horrible; when we checked out on Monday morning there was a lot of activity that would have been hard to deal with.
Jeff K.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 22 Dec 2025
Thank you, Jeffrey, for your feedback! I'm glad you enjoyed the house overall. I appreciate your insights and will work on improving the check-in process and addressing noise concerns. We hope to welcome you back for a smoother stay!
We enjoyed a wonderful stay at this spacious, sunny and beautiful place! The open floor plan of the living area is perfect. We sat outside on the balcony on a warm evening. It was an ideal place for 8 friends on a weekend away.
Karen A.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 4 May 2026
Thank you, Karen! We're thrilled you and your friends enjoyed your stay and found our space perfect for your getaway. We appreciate your kind words and look forward to welcoming you back for another wonderful experience!