Feedback has not suggested property needs additional repairs/work, only that they are looking in a different area.

So, when investing in areas they don’t really know, investors should research the different property Class submarkets.

How long it takes to be financially ready is different for everyone.

the cash flow you are referring to, are you attributing that to the $900 difference between the PITI and the gross rents?

I'm considering investing in STR in Hawaii to diversify my investment portfolio (mainly for capital appreciation) as well as it being a regular vacation place for my family.

Whether it’s sprucing up a property with a few renovations or doing a full-scale flip, a good contractor can make all the difference.

A wedding venue is way different than STR but it does diversify your holdings. 

I have multiple listings across different parts of Florida and I don't even live in FL.

You can always hire a different PM company.

It is the same as an umbrella when it comes to liability coverage and covers you if anything happens but the difference is it only covers the property while umbrella covers auto and property.