The ones I’ve come across are in areas with boarded-up houses throughout the blocks, which I’m not quite ready to invest in as a new investor.

Their previous lease includes a portion of storage in the basement with laundry access(also in basement).Current set up: tenant occupies floor #2 with separate access to the basement for their laundry and storage.Future plan: reno basement and remove storage/laundry access for tenant.

You can only play games for so long.Chances are your next door neighbor is an IRS agent and turns you in when your tenants blocks their drive or some other random event disturbing your IRS neighbor.ADU catches fire and your insurance won't cover you, because it was an illegal and unpermitted structure.The city inspector told the last guy not to build or rent it, and is now pissed and wants to make an example of you and just red tags the whole property and no one can occupy for the next 1-2-3 years while you wait for a hearing.Then when you get the hearing, "staff" recommends you tear the whole structure down, and if you still want an ADU, you can apply for a permit and rebuild it.Your tenant quits paying rent and won't move out and you can't evict them, because there is no valid lease and they're just your "roommate".Probably a dozen other bad things can happen to you when you do stuff like this. 

If you want to keep your options open to access more deals, it’s worth having an honest conversation with the agent about your concerns.

As an update from my end, since my concrete block walls were knocked down in Hurricane Ian, today I finally found out that new block was delivered put back up and the Tie-Beam is being formed to be poured.

Most Buyers don't even know that there is a public access portal to search local listings.

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?

They have access to CoStar and can provide you more in-depth knowledge of the comps and property of interest.I'm following here to learn about other markets :)

After a few candid conversations, they realized they could negotiate slightly higher rents by offering small improvments..things like better loading dock access or upgrading the security features..turning a so-so cash flow into something much healthier.When you break down your family friend’s situation, it might help to consider these angles:Selling and redeploying capitla could open up opportunities in markets where cash flow is a bit juicier.

It’s more expensive than PropStream, but the data quality is higher.For ARV calculations, if you don’t have access to the MLS, our Backflip App can provide it (it's good).