A Charleston Family Tradition

Welcome to SideKey—where Southern charm meets smart hosting. We’re a tight-knit, family-owned company based right here in historic Charleston, South Carolina. From our very first listing to the hundreds of happy homeowners we serve today, every step of our journey has been guided by one simple belief: your home deserves genuine care and heartfelt attention.

Unlock Effortless Hosting with the SideKey App

With the SideKey app in your hand, you’re always in the loop—without doing the heavy lifting yourself. Tap into your personalized dashboard to watch your earnings update in real time, read guest reviews the moment they post, and see every upcoming stay and housekeeping status at a glance. Need to adjust availability? Block off dates or open holes in your calendar instantly. And don’t worry about pricing—we’ve got that covered too: our SideKey experts set and optimize your nightly rates for maximum revenue. It’s everything you need to track, manage, and grow your rental—right at your fingertips.

OUR IMPACT

Homeowners Served: Over 250 families (and counting!)

  1. Bookings Managed: 1,800+

    reservations this year alone

  2. Guest Satisfaction: 5.0-star

    average across all platforms

  3. Revamped Revenues:

    From an average of $3K → $8K per property, at zero out-of-pocket cost