Happy Guest + Hostaway:
Own the guest experience
Happy Guest layers on top of Hostaway to run everything after the booking - rental agreements, ID verification, damage protection, upsells, guidebooks, and messaging.
Nothing to migrate. No app to download.
Full set up is done for you, completely free.
Pop in your email to see the calendar.
Two products.
The full guest experience.
Hostaway
Pair Hostaway with Happy Guest and every confirmed reservation triggers a fully automated pre-arrival flow. Rental agreement, ID verification, damage protection, upsells, and your digital guidebook, all completed before guests get their arrival details.
How your Hostaway account works with Happy Guest:
Your Hostaway property listings sync automatically. No setup needed.
Happy Guest generates personalized reservation links for each guest
Happy Guest automates the full check-in flow
Deposits and damage waivers are handled before guests ever arrive.
After check-in, every guest receives a personalized guidebook packed with local tips
Door codes are delivered at the right time based on the reservation
Happy Guest
Happy Guest picks up right where Hostaway leaves off - automating the guest experience from the moment someone books to after they check-out. Your guest does three things, Happy Guest does the rest.
In under two minutes, on their phone, no app required:
1. Signs your rental agreement and house rules
2. Uploads a government-issued ID
3. Covers the protection by paying the deposit, authorizing the hold, or accepting the damage waiver, whichever you require
Once those three steps are complete, the door code releases automatically. No completion, no code—it's that simple. Everything else runs itself, on every reservation, without any extra effort on your part.
HAPPY GUEST WORKS WITH EVERY
OTA & PMSBuilt to work with Hostaway
Hostaway is a property management platform built around what real operators need as they grow. Hostaway’s partnership with Happy Guest extends the same operational structure to the guest experience.
Once a booking lands, Happy Guest handles the rest, running a psychology-backed guest journey through check-in, compliance, and beyond without a single manual step from your team.
The result is a hosting business that runs like clockwork, and guests who feel taken care of from the moment they book.
What Hostaway offers:
Channel Manager: Sync listings, rates, and availability across Airbnb, Vrbo, Booking.com, Expedia, and more from a single dashboard
Unified Inbox: Every guest conversation from every channel in one place, with templates and AI-assisted replies
Direct Booking Engine: Your own bookable website to build a direct channel
Dynamic Pricing: Automated rate adjustments based on market trends, seasonality, and local demand
Task Management: Cleaning schedules, maintenance assignments, and team workflows are organized around each reservation
Reporting & Accounting: Owner statements, financial reporting, and accounting integrations built for scale
What Happy Guest users are saying
"Using Happy Guest has been a great addition to my workflow. It's made the process of getting guests to sign rental agreements seamless and professional. What I appreciate most is how clearly everything is explained to guests!"
"Happy Guest got me started when I knew absolutely nothing about the business. The mentoring and support alone is infinitely valuable. The guest portal is far more robust than a protection plan!"
"Happy Guest has been amazing for our business. I would recommend them to every PM I could."
hostaway & HAPPY GUEST WORK TOGETHERHostaway runs your properties. Happy Guest runs your guests.
Hostaway handles the reservations, calendars, payments, and owners.
Happy Guest takes over from there, creating a seamless guest journey from pre-arrival through check-out. The rental agreement. The ID verification. The deposit or damage waiver. The upsells. The guidebook. The messages. And the moment the door code releases.
Two jobs, two tools, working together. Nothing to migrate.
Book a free call
Pop your email in and we'll show you the calendar.
Wait — Is it actually free? Yes.
Here’s why:
Frequently asked questions about Happy Guest & Hostaway
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You need a Hostaway account and a free Happy Guest account. Log into your Happy Guest account, navigate to the connections settings, and select Hostaway from the list of supported Property Management Systems (PMS). Follow the on-screen prompts to authorize the connection using your Hostaway account credentials or API key so reservations sync automatically.
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No. Reservations, calendars, channels and billing stay where they are on Hostaway. Happy Guest runs the guest journey after the booking.
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There isn't one. No setup fee, no onboarding fee, no monthly charge, no per-property fee, no contract. We earn a share only when a guest buys something.
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Yes — team logins, plus multi-account access for separate portfolios and brands.
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No. Happy Guest layers on top of your existing Hostaway setup. It doesn't replace your PMS messaging or automation, it specifically handles the compliance and check-in tasks that guests complete before arrival.
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Yes. Happy Guest pulls each reservation's details from Hostaway and generates the right check-in flow per guest or per unit, whether you manage a handful of listings or a large portfolio.
Get a demo for your STR
Book a 45 minute 1-on-1
We'll show you exactly what your guests would see, building your account with you. It's the setup, not a sales pitch. Completely free.





