We are now hiring contractors as we seek ways to secure reliable professionals.

So one of the tenants saw property and we received one month security deposit to hold the unit (way back in mid Feb) and he was supposed to move on March 1st.

How do I get my money back with minimal tax liability?

This is as much to keep accounting and taxes easy as it is anything else.

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Or in other words, the rent received from house hacking would cover our housing costs (mortgage, property tax, insurance, repairs, utilities).Upon research however Oahu seem to be a high cost and low cap rate area similar to SF where we currently live.

@Brian Burns You could do things this way, but it will be slooooow and taxes will eat your flip profits alive!

Investments in Opportunity Zones can offer great tax benefits, but when combined with a cost segregation study, the benefits can multiply.An Opportunity Zone are areas that struggle with poverty and lack the necessary access to economic opportunities.

They handle payments, payoffs, and year-end tax information. 

I don't argue against, only for it, and that would be appreciation, mortgage paydown by tenant, other tax benefits which I still have to learn.