Your realtor will be able to give you a much more detailed market specific answer but with house hacking and a VA loan it should be possible to get 0 out of pocket.

@Jacob Flaxman, I am not familiar with this market, so take what I have to say as more of a general comment.My first thought is $250k to build a two story, two bed "house" will cost more than $250k. 

would like to buy the secondary house from myself through my llc, and rent it out, and use the money that I made personally to pay off my primary residence.

welcome to the community. are you looking to house hack your first home?

Currently, I live in Hawaii, house hacking my own property, and am looking to expand into out-of-state long-term rentals.My goals now are to master the art of wholesaling, continue raising private money, and build a strong portfolio of long-term rentals.

Because they cannot afford the house or mortgage payment, and in many scenarios the rent payment is going to be the same or more than the mortgage payment.

Lowering your standards invites expensive evictions and repairs. 

I'm under contract on my second house hack property and first duplex.

That journey started in 2016 when I bought a duplex to house hack.

By doing your work in house, you eliminate quite a large portion of the expense category.