It makes sense to me that an individual property will eventually be paid off but the rent income continues.

To do a full depth analysis of a property for Airbnb you have to take into consideration: quality of furniture/eventual replacement of furniture, bedsheets/towels, consumables, laundry, cleaning, location of property, high and low seasons, competition in your area, cost of management, what amenities you should offer and eventual upgrades of those amenities...That being said, I do run the BP calculator on my deals to make sure they will work as a long term rental in case I have to resort to plan B.

Eventually they'll both be paid off and cash flow. 

Eventually you will recognize a good investment immediately .

No nosy questions (might have come eventually) or demands that my husband vouch for me or raising the rent already. 

Eventually, I let the contractors supply the small stuff and building materials.

@Karl PlatzerWhy would anyone worry about business entities, taxes, and all that dull stuff from Oahu?

I think I would eventually cash flow after a few years with rent price increasing, but not much. 

Seems like being in the vicinity of local wineries and Dulles airport may present good opportunity-- just not sure it's worth the cost of renovating and furnishing one of these two-property lots... 

This alone is probably eventually $5K per unit in the next few years.