Unless you are itemizing your tax return, the interest on the primary is not tax deductible.

When it comes to assessing maintenance costs, one of the best approaches is to request itemized breakdowns for larger repairs.

Because looking at the T12 from a 100 units will be different from 20 units will be different from 5 units in some of the line items (account names).

When you do a traditional 1031 exchange you have 45 day identification period, to provide a list of potential replacement properties and 180 days to close on a replacement.

The loan does need to be secured by the property being improved if we are talking about a personal residence and personal itemized deductions on Schedule A.

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. 

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. 

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

How much can you budget for furnishings and all kitchen items and creature comforts for the ones you want to MTR.If you have a vacant 6-unit, you have great possibilities to try all strategies.

I am only familiar with the contract in my state but items seller agrees to do based on inspection findings are their responsibility unless spelled out differently.