AI Guest Messaging for Hostaway

Guestar integrates deeply with Hostaway to automate guest communications, upsells, and 24/7 support across Airbnb, Booking.com, VRBO, and all connected channels.

Why Hostaway + Guestar

Calendar-Aware Responses

Guestar syncs with your Hostaway calendar in real-time. Guest responses include accurate check-in dates, booking status, and availability.

Automated Upsells

Early check-in, late checkout, and booking extensions are offered automatically during guest conversations — only when your calendar allows.

Teachable Knowledgebase

Guestar learns your property details from Hostaway data plus your custom knowledgebase entries, ensuring accurate answers about amenities, rules, and local tips.

All Channels Covered

Messages from Airbnb, Booking.com, VRBO, and all other channels connected to Hostaway are handled automatically.

Human-in-the-Loop

Smart escalation notifications ensure you are alerted when the AI needs help. Mute the AI for specific conversations to handle VIP guests personally.

100+ Languages

Automatically detect and respond in each guest's native language across all Hostaway-connected channels.

Setup in 5 Steps

1

Create Your Guestar Account

Sign up at app.guestar.ai with your email and Hostaway Account ID.

2

Generate a Hostaway API Key

In Hostaway, navigate to Settings > Hostaway API and create a new API key named "Guestar".

3

Connect and Test

Enter your API credentials in the Guestar sign-up form and click Test Connection. Select your timezone and currency.

4

Complete Property Knowledgebase

Add property-specific details like WiFi codes, parking instructions, and house rules so the AI can respond accurately.

5

Enable AI Messaging

Toggle on AI Messaging, Early Check-in, Late Check-out, and Booking Booster for each property.

Frequently Asked Questions

How long does the Hostaway integration take to set up?
The initial setup takes about 10 minutes. Guestar then syncs all your property data from Hostaway in approximately 2 hours.
Does Guestar work with all Hostaway-connected channels?
Yes. Guestar communicates with guests on all channels connected to your Hostaway account, including Airbnb, Booking.com, VRBO, and direct booking websites.
Will Guestar affect my Hostaway settings?
No. Guestar reads data from Hostaway via the API but does not modify your Hostaway configuration, calendar, or booking settings.
Can I use Guestar without Hostaway?
Guestar also integrates with Hostify (live since March 2026). If you use a different PMS, you can request your integration on our website. Hostaway and Hostify are the two fully supported platforms today.

Ready to connect Guestar with Hostaway?