The CheckIn

The Source

Inside hospitality, market by market.

City-by-city hubs for the people running the rooms. The laws to know, the dates that move ADR, the reads worth your morning, and the operators you'd actually call, curated by someone working each market every day.

From The Playbook

2 entries · from the Ohana team

The Playbook

Operator pro tips and Ohana SOPs we use across Hawai'i, Maine, Costa Rica, Vermont, and points in between. The truth on fees, the way to host in 2026, and the small moves that keep guests and crews happy.

Open The Playbook →

Want to be on a list?

If you run reliable work in an STR market we cover, get in touch, every name here came from an operator who'd already used them.

billyo@ohanavacations.com

Billy O'Sullivan

About the author

Billy O'Sullivan

Principal · Ohana Vacations & Ohana Inns

Operating boutique inns, motels, and short-term rentals across Hawaii, Maine, Oregon, Colorado, Idaho, Utah, Arizona, Vermont, Georgia, and Costa Rica. Co-founded Ohana Inns in 2020; previously CEO of ALTIDO. Writes The Check-In because the conversations operators most need aren't happening anywhere else.

Read the full story →·billyo@ohanavacations.com

← Back home