@Heather McNicol when you say the program is expensive, can I ask how much the program costs?

The umbrella is a good idea as they are usually not too expensive for the amount of coverage.Get a good STR policy.

🤙 as we all know buying here in Hawaii is very expensive at least for a property.

Bill Maintenance Expense-Aerator I installed the aerator the pressure tank and the well pump ($1,350.00) ($2,142.52) 4/1/2020 ORAM-2910BROUGHAM-2910BROUGHAM Coker, J.

I’m talking about getting thorough with expense estimates, factoring in property taxes, insurance, and a cushion for maintenance.

Read Gary Keller's The Millionaire Real Estate Investor for a deep dive on expenses. 

This reduces exit options and affects the value. 10) Small number of small units is the most expensive residential development there is.

Your quote are all across the board because some could be patching the cracks (cheaper ones), while others could be re-doing the section of wall with cracks (expensive ones).

You could build or flip less expensive units and sell them to your clients/occupants over time.

If not, then you really need a strong legal structure stating how these properties will be governed going forward, including management, tenant selection, capital expenses, etc.