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.

Put out signs and lockboxes for realtors.Cold call for a realtor or investor.Create a handyman or property preservation business.Become a notary, so you can close real estate transactions.Go to work for a courthouse data service, so you're looking at and recording the posted data for them.Work for an apartment complex leasing apartments or doing maintenance.Work for a property manager doing make ready.Do anything and everything in construction.Become a home inspector willing to work weekends.Work as a sales rep or helper for a builder.Probably all these positions could use someone that wants to work nights and weekends.   

Now that co says their ins wont cover a claim for repairs bcuz they didnt authorize it.

Let's assume the seller shows you T12 numbers, but they knew they were selling so cut their insurance from full coverage to minimum coverage, they stopped doing any repair that could be deferred, they have an in-house handyman that does all turns, and didn't book any expense to those.  

This amount was MUCH LESS than what we would have had to pay on the winning bid, plus repairs to make the property rent-able.We did end up talking with the property owner, and quite honestly we should have done that upfront. 

I would highly consider using a reputable company and opt for a Debt Service Coverage Ratio (DSCR) loan for a rental property for several reasons.

For example, there are plenty of people, including accountants, trying to sell their services on BP (granted with various competencies...).Even if you did a "sales" job, there is still paperwork and analysis to be done.  

We just get Internet service and use Firestick along with a streaming service.

I assume you have the cash to purchase it so I would suggest going that route, doing any repair work, and then refinancing into a conventional loan.

Plumbers come the next day and make a bypass so that heat is restored (400$ service call).