Personally, if you are letting her leave, I think it is just cleaner and easier to start a new lease with the new tenants with whatever updated lease terms you would like to include. 

I’m looking at properties in which I can Air BnB a room or 2 out of, since I am in an area several minutes from a beach and a military base.

I’m specifically thinking about buying a single family home and Air BnB’ing the basement (private entrance w/full bath).

If you are wanting that kind of passivity then go for it but I think that if you find a good cleaner and handyman, you can systematize the process and save yourself a lot. 

Good Morning Biggerpockets,I am a rookie real-estate investor in Bel Air, MD who is looking to gather a team together.

I’m honestly not sure why anyone would pay someone stateside to handle property management when it is so cheap to hire someone offshore to do a high-quality job.My offshore PM can set door codes, message (or call) guests, schedule cleaners, adjust the thermostat, monitor my cameras, & call a plumber just as easily as a local PM can, for 1% of the cost.

Once you move out, you could consider something like Air BnB which gets you away from long term tenants. 

I understand these parties can help, but I need to bring a contract to the table for this project as a next step.We can potentially build 2 air b & b units @ 120/night for say 20 nights a month (these are allowed and active in the area at that rate).

All still up in the air as I do not know if this company will be transitioning to a permanent flex-WFH strategy in which employees will only need to be present in the office 2-3 days per week, etc.

The second floor bedroom has HVAC system whereas the living room only has a baseboard heater and no air ducts.