When my partner Bryan first pitched the idea of starting a short-term rental (STR) property management company on Oahu, he described a glaring gap in the market. Many of his real estate clients—investors who had purchased STRs—were frustrated with the…
Most people are shocked to learn that Marriott owns only about 6% of the real estate they operate. You’d think one of the world’s largest hotel brands would own more of their properties, but nope—they don’t. And if you’re in…
Your STR Shouldn’t Be a Commodity The short-term rental (STR) game is not about playing the lowest-cost provider. If you’re treating your property like a commodity—just another bed and a roof—you’ve already lost. The most successful STRs differentiate themselves. They…
Most Airbnb hosts make the same mistake: They try to appeal to everyone. They throw together a generic listing with “great location” and “fast Wi-Fi” and hope the bookings roll in. But when you try to be everything to everyone,…
Why podcasts? They’re the cheat codes of the 21st century. In under an hour, you can download years of expertise from people who’ve been in the trenches. Whether you’re scaling your short-term rental (STR) portfolio, looking to optimize operations, or…
The world of short-term rental (STR) investing is as diverse as the properties in it. From chic urban condos to rustic mountain cabins, the opportunities are endless—and so are the types of investors jumping in. But here’s the catch: if…
If you’ve dipped your toes into the short-term rental (STR) world, you’ve probably heard the advice: “Go multichannel with your property listings!” The logic seems bulletproof—list your property on Airbnb, Vrbo, Booking.com, Expedia, [that random niche platform your cousin swears…
When faced with the question, “Do I need a property manager?” most people overcomplicate it. It’s debated endlessly in forums, with opinions ranging from “Always self-manage to save money!” to “Never touch it, hire a pro!” But in reality, the…
If you’re reading this, you’ve probably heard about mid-term rentals (MTRs)—that intriguing middle ground between traditional long-term rentals (LTRs) and short-term rentals (STRs). Think of them as the Goldilocks of real estate: not too hot, not too cold, but just…
The short-term rental (STR) industry isn’t what it used to be. Back in the Wild West days of Airbnb, guests were thrilled to sleep on a pullout couch in your basement. Fast-forward to 2025, and expectations have skyrocketed. STRs are…