Rethink Hospitality + Tourism Marketing with Strategy + Soul
Smart Pineapple is a hospitality-first consultancy helping vacation rentals, boutique hotels, property managers, and destinations grow with clarity, creativity, and practical AI strategies.
So your brand stands apart—attracting the right guests with loyalty-driven marketing that works.
No fluff. No tech overwhelm. Just smart moves tailored to your business, your guests, and your goals.
Design Guest Experiences That Drive Loyalty and Direct Bookings
We combine 30+ years of hospitality experience with digital strategy and AI to help you design guest experiences that spark emotion and drive results. From the first click to the final thank-you, we help you craft moments that lead to better reviews, longer stays, and more direct bookings—without the overwhelm.
& Integration
- AI prompts and workflow design
- Personalized guest communication strategies
- AI content generation guidance
- Review response systems
- Efficiency consulting for small teams
- SEO & local optimization
- Website audits & content planning
- Social media strategy (and realistic posting schedules)
- Email marketing sequences and list-building tools
- Brand voice development and storytelling
- Listing rewrites that convert (without sounding generic)
- Guest journey mapping (from search to stay)
- Loyalty and referral strategies
- On-site and digital touchpoint audits
Whether you run a lakeside cabin, an island eco-lodge, or a city hotel—we design around your reality. No copy-paste plans here.
Rooted in Experience.
Focused on What Matters.
Smart Pineapple was founded by Kay Walten—a hospitality and tourism marketing expert who's been in your shoes since 1996.
If you're ready to grow without the noise, we help you focus on what works—with clarity, warmth, and practical moves that make a difference.
We believe in:
Straight Talk, No Sugarcoating
Happy Clients + Happy Guests
Partnerships Over One-Off Fixes
Innovation with Purpose, Not Hype
Real Strategies.
Real Results.
We don’t believe in funnels or fluff. Just thoughtful work, real strategy, and support built around how your business actually runs.
Project WorkHave a focused need? We take on select projects where we can make a real impact.
Clarity, confidence, and a roadmap. We work alongside you to build the foundation.
Learn the tools and techniques without the overwhelm. We guide what matters most.
Need it handled? We’ve got you. Our small, focused team works quietly behind the scenes to get it done right.
Who We Work With
Want In?
We only work with a handful of hospitality brands each year—those who are ready to stop spinning their wheels and start growing with intention.
If you’re looking for a one-size-fits-all agency, keep scrolling.
If you’re ready to grow smarter, bolder, and more intentionally—reach out.
We specialize in AI for hospitality, helping vacation rentals, boutique hotels, property managers, and tourism brands stay competitive without losing what makes them special.
FAQs
Not at all. We meet you where you are. Whether you’re just curious or already experimenting, we’ll make it practical and understandable.
Vacation rentals, boutique hotels, property managers, and tourism brands. If hospitality is your core, we’re your people.
Both. Some clients bring us in for a reset, others work with us long-term.
Yes. We support the full digital ecosystem—from messaging to execution.
Only a few each year—so we can stay hands-on, collaborative, and clear.
Not Sure Where To Start?
Pick a time that works for you.
No fluff—just a focused conversation to help you move forward faster.
Don’t believe us? People talk
Let’s Start with a Conversation
Not everyone’s a fit—and that’s okay. But if you’re ready for smarter, more strategic growth, drop us a line.
Updates
Best solution in a place where you can get your all problem solution to.
