I was planning on building the home in the traditional stick built style in my budget but am wondering if doing prefab may save some money/have other benefits.

This is a key difference from traditional buyer agency, where the agent keeps this commission.3.

Is STRs the way to go in Hawaii or maybe just traditional LTRs instead? 

In a traditional MLS sale, there are realtor fees, there can be concessions, there can be work orders and delays. 

If you go with your traditional family insurance premiums will be about twice this, since they don’t specialize in this market.b.

With it being a difficult property for an investor to find traditional financing for, how would I go about assigning a realistic valuation for the property if we were to entertain a sale?

Just a follow up question, were you utilizing debt to invest, I have always been taught since a young age to try and not utilize debt (I come from a family of stock market investors, traditional business owners) where debt is not utilized as frequently which I obviously understand debt can be a very powerful tool and utilized in a great way its just something I want to avoid with my investments to an extent any suggestions for investing without debt or as little as possible. 

Can they be listed alongside other traditional MLS listings?

You will owe monthly payments until you fix the property up, rent it out, and refinance to a more traditional 30 year fixed rate product. 

While the traditional approach involves buying a multi family property, living in one unit and renting out the other - with rising prices and interest rates; others have considered renting out bedrooms as unit spaces.