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SendSquared
Hotel Messaging That Actually Lives In One Inbox

SMS · WhatsApp · Airbnb · Email · Web Chat · AI Voice

Hotel Messaging That Actually Lives In One Inbox

Hotel messaging used to mean six tools, six logins, and a guest who has to repeat themselves on every channel. SendSquared puts every channel — SMS, WhatsApp, Airbnb, email, web chat, and AI voice — into a single inbox tied to your PMS reservation data. One thread per guest, every channel, every stay.

6 Channels, One Inbox PMS-Connected TCPA Compliant AI Voice Included Two-Way Threading

One Thread Per Guest, Every Channel

Most hotel messaging tools silo each channel — Twilio for SMS, Zendesk for chat, a separate Airbnb dashboard. SendSquared threads every message into the guest's reservation. The front desk sees one conversation, not six broken ones.

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Unified Threading

Email, SMS, WhatsApp, Airbnb, and voice messages threaded by guest, not channel.

Reservation-Linked

Every message ties to a live PMS reservation — past, present, and future stays.

Agent Assignment

Routing rules send messages to the right agent based on property, language, or topic.

Audit Trail

Every message logged with sender, timestamp, channel, and reservation context.

Automate The Patterns That Repeat

80% of hotel messages are predictable: pre-arrival instructions, mid-stay check-ins, post-stay surveys, OTA acknowledgements. SendSquared's automation builder turns those into PMS-triggered sequences across every channel — so your team only handles the messages that need a human.

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PMS-Triggered Sequences

20+ trigger types: booking confirmed, check-in tomorrow, gap-night detected, NPS submitted.

Channel Selection By Guest

Smart routing picks the channel each guest is most likely to respond on.

Smart Send Timing

Guest Time AI optimizes send windows by behavioral history — 45% higher response rates.

AI-Assisted Replies

AI suggests reply drafts based on guest history and reservation context. Agent stays in control.

Compliant By Default, Enterprise-Grade By Design

Hotel messaging touches regulated channels — SMS (TCPA, FCC), WhatsApp Business policy, CAN-SPAM. SendSquared is FCC registered and a participating member of The Campaign Registry, with opt-in management, STOP/HELP handling, and audit trails baked in.

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TCPA & CAN-SPAM Compliant

Double opt-in flows, STOP/HELP keywords, audit-ready consent records.

Tenant-Scoped Permissions

40+ ACL controls for role-based access — agents see only what they should.

Per-Message Audit Log

Every send, reply, and template change logged with timestamp and user.

Rotating Tokens & Sending Domains

Co-branded sending domains and scheduled token rotation for long-term operators.

Built For Real Hospitality Use Cases

What Hotels Actually Use Messaging For

The post-stay piece is where most hotels leave revenue on the table — messaging is the delivery layer for post-stay surveys with NPS scoring and review routing that intercept low scores before they hit Google or TripAdvisor.

Pre-Arrival Sequences

Trigger a sequence — confirmation by email, check-in instructions by SMS, WhatsApp template the day before — all from a single reservation event in your PMS.

In-Stay Two-Way Support

Guest texts about a broken AC. Front desk replies from the unified inbox. Conversation history follows the guest reservation, not a phone number.

Post-Stay Follow-Up

Automated NPS surveys via the channel each guest prefers. Low scores route to manager outreach; high scores route to review-platform prompts.

OTA-to-Direct Conversion

Airbnb messages flow into the same inbox as your direct guests. Capture contact info during the stay so the next booking is direct.

Group & Event Coordination

Send group-specific messages to wedding parties, corporate retreats, or extended-family bookings. Segmentation by reservation, not contact list.

After-Hours Coverage

AI voice agents and automated SMS responses handle inquiries 24/7. Warm escalation to humans during business hours.

Frequently Asked Questions

What is hotel messaging?

Hotel messaging is the practice of communicating with hotel and vacation rental guests across every channel they use — SMS, WhatsApp, Airbnb, email, web chat, and voice — from one platform tied to live PMS reservation data. The result is a single conversation per guest across every touchpoint of their stay.

Which messaging channels do hotel guests actually use?

It varies by demographic and origin. US domestic guests respond fastest to SMS (95% open rate). International guests use WhatsApp. OTA-acquired guests message through Airbnb or VRBO. Younger guests prefer chat over phone calls. A modern hotel messaging platform supports all of them in one inbox.

How is hotel messaging different from a chatbot?

A chatbot is one channel (usually web). Hotel messaging is a discipline that spans every channel and is rooted in the guest record — every message, on every channel, threads back to a single reservation and guest profile. SendSquared adds AI voice agents and AI-assisted reply suggestions, but the platform works whether messages are answered by humans, AI, or a mix.

Does hotel messaging integrate with my PMS?

Yes. SendSquared connects directly to 13+ hospitality PMS platforms (Streamline, Barefoot, <a href="/integrations/escapia-integration/" class="text-accent hover:underline">Escapia</a>, Guesty, <a href="/integrations/hostaway-integration/" class="text-accent hover:underline">Hostaway</a>, Cloudbeds, RDP, RoomKeyPMS, StayNTouch, Versa, Visual One, plus custom integrations on request). Every message is tied to a live reservation, and automations can fire from PMS events like booking confirmed, check-in tomorrow, or checkout complete.

Is hotel messaging compliant with SMS regulations?

SendSquared is FCC registered and a participating member of The Campaign Registry. The platform handles TCPA opt-in language, double opt-in flows, STOP/HELP keyword compliance, and audit trails for every message sent. Same for CAN-SPAM on email and WhatsApp Business policy adherence.

Can AI agents send hotel messages on my behalf?

Yes — two ways. First, SendSquared's native AI Voice agents handle inbound and outbound calls with full PMS context (65-75% autonomous resolution). Second, our Model Context Protocol (MCP) server lets external agents like Claude or ChatGPT compose and send messages, build segments, and trigger campaigns — every action logged and audited.

What does hotel messaging cost?

SendSquared bundles every messaging channel — SMS, WhatsApp, Airbnb, email, web chat, voice — into one platform price tied to portfolio size. Most properties consolidate 4-6 separate vendors (Twilio, SurveyMonkey, CallRail, Mailchimp, Zendesk, etc.) when they migrate, often reducing total tooling spend.

See Hotel Messaging In One Inbox

Book a demo to see SMS, WhatsApp, Airbnb, email, web chat, and AI voice all threaded by guest in a single SendSquared inbox.

Schedule a Demo