High risk, high reward.

It was a rewarding success for everyone involved.Lessons learned?

Wishing you the best of luck on your real estate adventure; may it be both rewarding and fulfilling!

I do not desire to reward tenants for poor behavior.I explain the consequences of an eviction to the tenant.

One that rewards churn and that doesn't hold a manager accountable for bad decisions.

Cool.Anyways, I decided to test on my own properties and share my findings here what could get them booked again.My thesis was "if I was as big as Airbnb, and I SHIFTED my focus on what HOSTS want to what GUESTS want - how would I reward that?"

I’ve been looking at different STR models lately (not Hawaii specifically), and one thing that keeps coming up is how big of a difference the marketing side makes compared to traditional PM.A couple things I’ve noticed from other investors’ experiences:• Direct booking + strong branding can make a huge impact in high-end STR markets• Relying fully on OTAs (Airbnb/VRBO) in luxury areas usually leaves money on the table• Having solid boots-on-the-ground is huge — not just for cleaning/turnovers, but for fast response times, quality control, and protecting the guest experience• Areas with high traveler expectations tend to reward hosts who manage the “guest journey” themselvesBreak-even cash flow being important makes sense, especially with Hawaii’s pricing and regulations.

Some owners like to keep control so they can use autopay or earn rewards on a credit card.

High risk, high reward.

If your subject (0.5 acres) looks more like the lower end of the lot sizes, value it against those.Only give premium value to land if the market clearly rewards it (rural, equestrian, estate-style, or where people actually shop by acreage).If all comps are bigger (0.75–1.25 acres), we mentally adjust down a bit, not a percentage, just enough to keep our ARV conservative.