I currently rent to up to 10 people however, most rentals don’t include more than 4-5.

When done improperly, as so many people do, an LLC is just a "security blanket"; it gives you the illusion of safety and little else.

At this time, 30 day rentals are legally allowed for any property in Kailua (unless the association has stricter rules), and I know some people who do quite well renting their SF homes on a 30 day basis.  

Currently, we have about 60 people on the list, but we will likely grow to 500 next year. 

These forums are a great place to learn and meet people, whether you're just starting out or you're a seasoned investor.

That's why it's not selling.In most markets, your Maximum Allowable Offer (MAO) to a seller should be no more than:        MAO = (70% * ARV) - Repairs - Wholesale_Fee        MAO = (0.7 * 290K) - 40K - Wholesale_Fee        MAO = 203K - 40K - Wholesale_Fee        MAO = 163K - Wholesale_Fee               - OR -        MAO + Wholesale_Fee = 163KSo, you'd need to get this under contract with the seller at under $163K to make any money at all as a wholesaler.At $200K you're NEVER going to get any interest from experienced rehabbers.This is also why you probably got no resistance or pushback from the seller.

Most of the people looking for arbitrage targets look for one-off Mom/Pop outfits that work off some lease they drew up in 10 minutes on Microsoft Word or a notepad, where subletting isn't explicitly prohibited.Because, again: if I have a property, and it can make more money STR than LTR, what sense does it make to give Broke Joe the keys when I can just make the money myself?

Some people do not care, but so do not want a 4-5 year PPP.  

For most yes, for experienced guys we typically can get as many as we want. 

This is such a delusion most people that invest in SFH has and I think it stems from bad BP educators.