We had an accounting system once that necessitated doing this - not ideal, but it keeps the assets and liabilities straight and AP is just an accrual until you pay the bill.

What type of LTV range do you think it would necessitate?  

Normal wear and tear would be a few small nail holes for hanging artwork, a clock, etc.

Security Deposit: 2600Lease states no smoking/painting walls/no hanging things on wallsTenants have moved out and have left two truck loads of garbage to be removed.Damaged doorPainted walls which got on the ceiling and trim Lots of holes on the walls throughout the houseDamage from windows being left open constantly Weed was clearly smoked in the house (smell throughout the place) so we need to deep cleanWater bill wasn't paid so I had to turn back on utilityMissing keyQuoted costs:$450 junk removal (some furniture)$935 for damaged doors/windows, painting cleaning$30 for utility turn onTenants were only there for a year before moving out so a lot of this is beyond normal wear and tear. 

In addition, 100 units would necessitate 100 accounts.  

I recently obtained my HI real estate license to access the MLS and assist with my personal house-hunting needs.Does anyone know of a more boutique brokerage on Maui where I can hang my license with minimal overhead and without the requirement of going through a mentorship program?

I don't know a single broker who would allow an agent to wholesale while hanging their license at their firm. 

A good drywall guy can hang and finish it in less than a day easily.But what you need to do is put a bunch of Green Glue between the sheets.

Will they have to be auto programmed to hang up and never call again if so requested? 

Hang tight.