When it comes to AirBnB I have found its location, number of beds then amenities like kitchens and outdoor spaces that attract quality guests and demand higher prices. 

Do you think it will affect the types of deals they pursue, or will the demand for flexible financing options like private lending continue to grow regardless?

To me STR and hotel caters to different groups of travelers and so despite competition as long as the travel demand of Hawaii remains (as you pointed out is a robust assumption) I think both will continue to do well.  

Appreciation is a real thing and not only this the demand for quality low-income housing is real. 

you are right on both counts - it is saturated and there is tremendous demand within all asset classes / niches, AND real estate is constantly changing hands and there are still deals out there. 

Would you demand they pay for the fix?  

.- Tenant submitted a work order for low water pressure in 2 bathrooms- Tenant submitted a work order because the garage door doesn't close all the way and left a 2-3 inch gap at the bottom- Owner initially refused to address either work order- Owner demanding the tenants place furniture pads on each piece of furniture- Owner calling multiple times to speak through the work orders, asking when they've been scheduled, calling a couple days later requesting the invoices- Owner calling because they want to access their storage in the basement so they can remove several pieces of furniture being stored- Owner now emailing requesting multiple property inspections throughout the lease cycle- Owner questioning my experience and relative PM knowledge because I'm not following up with her in a timely manner (the following day after the work order)Keep in mind, this is 2 weeks after the tenants had moved in and the tenants are very happy in the home.This is something we see on a regular basis.

Hi Sean, Within my 20 years of experience, owning 30 properties and managing over 300, I’ve seen busy professionals like you scale successfully while working demanding W-2 jobs.

Be sure that you're applying whatever late fee your lease allows to every late payment and demanding same from the tenant.

Don I think what most investors miss with these funds is the lack of liquidity as in none until the investment cycles or the sponsor wants  to pay out.. the idea that folks can have a need for money after the investment and the Sponsor should pay it out upon demand only works if there is a mechanism in the offering to allow that.