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HomeCompareHEY Email vs Guesty

HEY Email vs Guesty

Side-by-side comparison of features, pricing, and ratings

Live tool data as of 2026-07-06
Reviewed by our team on 2026-07-03
Saved

At a glance

DimensionHEY EmailGuesty
Pricingpaid · from HEY for You $99/yearfreemium · from Lite $0/mo
Best forPrivacy-conscious email users tired of spam and tracking, Professionals drowning in transactional and newsletter clutterProperty managers with 4-199 listings needing AI-driven automation, Enterprise operators with 200+ listings requiring custom PMS solutions
Standout featuresScreener: block or allow first-time senders before they reach you · Imbox: focused inbox for important email only · Paper Trail: auto-sort receipts, confirmations, notificationsAI agent for guest messaging based on learned preferences · AI-powered bank reconciliation · Unified inbox with AI auto-reply (ReplyAI)
Viability score77/10095/100
APINoYes

HEY Email is the stronger pick for privacy-conscious email users tired of spam and tracking; Guesty fits better for property managers with 4-199 listings needing ai-driven automation.

Built from live tool data, last verified 2026-07-06.

HEY Email
HEY Email

Reinvented email + calendar: screen senders, banish spam, own your inbox.

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Guesty
Guesty

AI-driven vacation rental property management for hosts to enterprise operators.

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Pricing
Paid
Freemium
Plans
$99/year
$179/year
$10/user/month
$12/user/month
$999/year
$349/year
$0/mo
Custom quote
Custom quote
Popularity
1 views
7.2k views
Skill Level
Beginner-friendly
Intermediate
API Available
Platforms
WebMobileDesktop
WebMobile
Categories
⚡ Productivity
⚡ Productivity
Features
Screener: block or allow first-time senders before they reach you
Imbox: focused inbox for important email only
Paper Trail: auto-sort receipts, confirmations, notifications
Feed: scrollable newsletter and long-read reader
HEY Calendar with Journal for daily notes and meeting minutes
Reply Later: defer emails to a dedicated pile
Set Aside: temporarily archive reference emails
Spy pixel blocking: detect and block email trackers
Merge threads: combine related email threads into one
Workflows: define custom stages to track email progress
Contact Notes: add searchable notes to any contact
Quiet notifications: off by default, per-contact override
Cover Art: custom images cover seen emails
HEY World: publish email as a public blog post
Link multiple email accounts (import from Gmail, Outlook, etc.)
AI agent for guest messaging based on learned preferences
AI-powered bank reconciliation
Unified inbox with AI auto-reply (ReplyAI)
Multi-calendar syncing across 60+ channels
Dynamic pricing via PriceOptimizer add-on
Branded direct booking website builder
Task management for cleaning and maintenance
Automated workflows and triggers
CRM with pipeline view
Reviews automation with AI summaries
Guest verification via GuestVerify add-on
Damage protection add-on
Liability coverage add-on
Mobile app for iOS and Android
Open API for custom integrations
Integrations
Airbnb
Booking.com
Vrbo
Expedia
TripAdvisor
Google Vacation Rentals
Agoda
Stayz
Hopper
HomeToGo
Siteminder
Kigo
Lodgify
Priceline
Orbitz

Who should pick which

  • Solo vacation rental host with 2 properties
    Pick: Guesty

    Guesty's free Lite tier covers up to 3 listings with essential channel management and AI guest messaging, no cost needed.

  • Enterprise property manager with 200+ listings
    Pick: Guesty

    Guesty's enterprise solutions (custom pricing) offer AI reconciliation, multi-channel syncing, and advanced automation to scale operations.

  • Freelancer tired of spam and email overwhelm
    Pick: HEY Email

    HEY's Screener, Imbox, and Paper Trail eliminate spam and auto-sort transactional emails, reducing inbox noise dramatically.

  • Family wanting shared private email accounts
    Pick: HEY Email

    HEY for Families bundles up to 4 accounts for a flat $999/year, with full privacy and no tracking.

  • Remote team needing shared inbox on custom domain
    Pick: HEY Email

    HEY for Domains provides team email with Workflows and Reply Later, though lacks IMAP/API for integrations.

Frequently Asked Questions

Which is better, HEY Email or Guesty?

The best choice between HEY Email and Guesty depends on your specific use case — we compare them independently on features, current pricing, integrations, and real-world signals (with an on-demand sentiment scan available for each). See the side-by-side breakdown above to match them to your needs.

What are the main differences between HEY Email and Guesty?

The key differences include pricing model, feature set, platform support, and skill level requirements. Review the full comparison on RightAIChoice for a detailed breakdown.

Is there a free version of HEY Email or Guesty?

Check the pricing section in the comparison for the latest pricing details on both tools, including free tiers, trial options, and paid plans.

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Explore each tool further

HEY Email
View HEY Email reviewHEY Email alternatives
Guesty
View Guesty reviewGuesty alternatives

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