Best AI Tools for Hostaway Hosts in 2026

Hostaway is a mid-market property management platform with one of the largest app marketplaces in short-term rentals — over 100 integrated apps, spanning pricing, cleaning, and AI guest messaging. Unlike Hospitable or OwnerRez, Hostaway doesn't ship its own native AI messaging feature, so the marketplace is where most Hostaway hosts end up shopping for one. Here's what's actually there.

AI messaging apps in the Hostaway Marketplace

Several dedicated AI messaging apps are listed directly in Hostaway's Marketplace:

• HostBuddy AI — one of the most established apps in the category, built by experienced hosts to automate guest communication with a personalized, human tone.
• Besty AI — offers a choice between full autopilot (24/7 automated responses) or draft mode with human approval, and can go live in about five minutes.
• Stayzy AI — 24/7 messaging with per-property custom responses, plus maintenance-issue detection that auto-generates and assigns tickets to staff.
• PrimeHost AI — similar autopilot-or-draft setup, also positioned around a five-minute install.
• INTO — an AI concierge that answers inquiries 24/7 and also works on filling orphan nights and suggesting upsells, beyond pure messaging.

These tools overlap heavily on the core job — automated, on-brand replies to common guest questions — and differ more on secondary features like maintenance ticketing, upsell suggestions, or how much human review sits between the AI and the guest by default.

Where HostReply fits

To be direct: HostReply's Hostaway integration is not live yet — it's on our roadmap, with a partnership inquiry already submitted to Hostaway. If you're evaluating AI messaging tools for Hostaway today, the apps above are the ones you can actually connect right now.

What HostReply already offers, and what to expect once the Hostaway integration ships: SMS human-in-the-loop escalation (the AI texts you when it's unsure, instead of guessing), tool-based lookups against live property and reservation data rather than a static knowledge base, auto-learning FAQs, and flat $19-per-property pricing with no add-on tiers. HostReply is already live on Hospitable and OwnerRez today, so if you also manage properties on either of those platforms, you can try it there while waiting on Hostaway.

FAQ

Does Hostaway have its own built-in AI messaging?

No. Hostaway doesn't ship a native AI messaging feature — hosts add one from the app marketplace. That's different from platforms like Hospitable or OwnerRez, which include native AI messaging directly.

What are the most popular AI messaging apps for Hostaway?

HostBuddy AI, Besty AI, Stayzy AI, PrimeHost AI, and INTO are all listed in Hostaway's Marketplace and connect directly to a Hostaway account today.

Does HostReply work with Hostaway?

Not yet — the Hostaway integration is coming soon, with a partnership inquiry already submitted. HostReply is live today on Hospitable and OwnerRez.

Should I wait for HostReply or use another tool now?

If Hostaway is your only PMS, one of the marketplace apps above can get you automated messaging today. If you also manage properties on Hospitable or OwnerRez, you can try HostReply there in the meantime — the 14-day free trial has no credit card requirement.

Bottom line

Hostaway hosts have a genuinely deep marketplace of AI messaging options to choose from right now. HostReply isn't one of them yet, but it's on the roadmap — until then, HostBuddy AI, Besty AI, Stayzy AI, PrimeHost AI, and INTO are all real, connectable options worth evaluating on your specific needs.