Basically if the interest, taxes and insurance (ITI) is equal to rents it qualifies instead of having to qualify rents against a full PITI (principal, Interest, taxes & Insurance).There are also some DSCR options that can use the STR like VRBO which tend to be much higher then the LTR - long term rents.

Calculator should provide amount of conversion  tax payments needed, one or multiple conversion options,  Medicare IRMAA impacts, various investment percentages of Roth growth vs IRA growth, and RMD amounts with associated tax bill.I’ve seen numerous CFPs hawk their services for $5,000 or more.  

Taxes are $500 a month and insurance is $250 a month.

But I stopped buying auction properties (DLBA or tax) long ago. 

The difference between a $1000 exchange and a $1500 exchange is insignificant when compared to the tax hit if your exchange is done improperly. 

But, if you are younger than 59 1/2, you could get whacked with $50k in tax penalties alone. 

You certainly can 1031 exchange from CA to Hawaii, although the California Franchise Tax Board will make it a little more annoying by forcing you file a new form (Form 3840) each year after you sell...failure to file the form will result in taxes owed. 

You will need to figure out what your monthly payment will be for the property (mortgage, insurance, taxes).

A direct attempt at seller financing will result in taxes being recognized for the value of the carryback note (making the exchange less efficient).

Basically in a year where I have a 400-500K loss in stock value, I could sell the stocks to realize the loss, sell one rental house and pay no capital gains tax on its 400-500K profit.But you might be thinking, you still lost 400-500K in the stock market.