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. 

I agree that DealCheck (or the BP calculator) does not provide enough tools or functionality to analyze those types of transactions (yet).But I would argue that it does a great job at analyzing more traditional buy & hold SFRs and multi-families, as well as flips and rehab projects. 

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

Can they be listed alongside other traditional MLS listings?

I have used both Traditional (pre-tax) funds, Roth and HSA.

Two of my units will be vacated in the next 2 months so this is a good time to consider this over my traditional 12 month leases again. 

A couple of years back they even cancelled holiday lights traditionally displayed in a large local park.

In many/most BRRRRs that is irrelevant because when the property is bought it is often not fanciable using traditional mortgages.

The reason sellers cannot sell these properties through the traditional market is often due to certain issues, and 98% of the time, these issues are not beneficial to you as a buyer.

I’m currently evaluating whether to go with a Fund Model instead of a traditional JV for an upcoming multifamily project, I will be working as a developer looking to do work with a more experienced developer on a larger scale multi-family opportunity.