If you do that you'll have plenty of leads hit your door step and it will give you a great opportunity to dial in your PM business operations. 

What are the operating costs associated with this ?

There are still ways to operate, it's more hoops to jump through.

I cant say one way or the other if he is or will be a good operator..

This property was owned free and clear by the previous owner and they've been operating it as an STR for many years.

On Oahu the bottom line of buying in this type of zone is that you will pay higher property taxes and fees, but you have a lot more confidence that you'll be able to continue to operate your property as an STR for years to come.

I cannot operate in D class.

., yes, we purely operate on QuickBooks Online and love it.

This post is coming from someone who is not an expert in either field but someone who is looking to become very familiar with the core concepts of note investing before taking the plunge. 

As a syndicator, I make less money, but the group makes it easy for me to raise money, so I can take down bigger deals than I otherwise would.My wife are owner / operators of 3 apartments, totaling 830 units and are passively invested in over 5,000 units across 8 landlord-friendly, lower-cost, higher cashflow states.