The value of the home now is about $155,000.My total payment is $930/month and it generates $1,050 income every month. 

Coming down to Alabama in June in search of realtors in Birmingham and other Alabama cities to talk about places to buy homes, all-in prices and how to set up an operation for finding owner-financed buyers. 

Total operating income is $8,600 per month so even if I borrowed the full 900k it would still produce an outstanding cash flow (for the Maui market - which also has a huge added incentive of having a very high chance of appreciating).

Their overall goal is to hold onto the property and bequeath to the next generation.

If you can find a great PM for your needs, that you are truly excited to work with, I'd go with the market that PM operates in.

I belive the real answer is that the way you structure the deal is up to you, the operator.

I'm not going to spend all my time saving and paying down my personal residence, because the sooner I create another asset (generating passive income), the longer I can build returns from it. 

At those prices and loan amount they probably could be generating some cash?

If you can find a smaller operator you will usually do much better vs. a large national vendor with 3 year contracts.

Operating expenses - I have requested this from multiple properties in order to try and place a value on the asset, but I am just getting a very simple spreadsheet with rents and expenses.