Helping the Little Guys Punch Above Their Weight
Smart Pineapple supports independent properties and tourism organizations with strategy, tools, and creativity—so you can stand out, drive bookings, and strengthen your community in a crowded marketplace.


What Drives Us
From first steps to long-term strategy, see what working together can look like—built around your goals, not just services.
We’ve walked in your shoes—running boutique hotels, launching vacation rentals, supporting destinations. That’s why we build tools and strategy that actually work for you.
We’re here to level the playing field. That means tech made human, storytelling made simple, and marketing made meaningful—for those without a corporate budget or full-time team.
We take on just a handful of clients each year. That lets us give you the strategy, support, and clarity you deserve—without the noise.

Kay Walten
35+ years in international hospitality and tourism. Visionary strategist with a no-BS approach to marketing, growth, and guest experience.

Camilo Olea
Certified full-stack marketer blending SEO, paid media, and revenue strategy into sharp, measurable results.

Liz González
Brings fresh strategy to paid, social, and Substack—plus smart AI moves and sharp consumer insights. Bilingual.
Big ideas. No big ego.
We bring sharp strategy, human-centered thinking, and a calm, collaborative approach to help you grow sustainably.
No fluff. Just the kind of skills that stick.
That’s why we don’t just use AI or digital tools—we teach them, too. So whether you're doing it yourself or leaning on us, you stay in control.