Lei, I'd be happy to serve you any way I can.For Ko'olina, I love the Beach Villas (as well as the entire Ko'olina area) and if you are primarily looking for a very quality property for you and your family to use, I'd recommend it.  

You can't satisfy everyone but you should aim to serve.

My goal is to build a business that serves corporate clients; construction and infrastructure development teams, medical/education faculty, corporate relocation, family emergency relocation services, sports travel/events,corporate and industryand I want to learn from those of you who are doing this successfully and are willing to share actionable ideas for how I can be successful in offering value to these groups.Thank you!!

But to be clear, I am serve the O'ahu market but have had clients have me help them look for property on other islands.  

This i comfortable with. 

If memory serves, I think it's an extra $99 a month on top of your subscription if you have over 20 properties).

Because of my savings and lack of expenses, I'm in a very comfortable position to make my first move, but because my income is mid, I'm unable to meet the Debt-to-Income requirements to qualify.

If you just flat aren't comfortable with debt, then that's one thing, but I don't get the impression that's necessarily the case.

But we were hungry and chose one outfit that served us right away.

Get out of your comfort zone.