kitio.aiMailMaestro vs Hiwriter
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. Hiwriter is completely free, while MailMaestro is freemium.
At a glance
Best for
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- AI email drafts
- Thread summaries
- Tone and length control
- Shared templates
- Outlook add-in
- Email draft generation
- Thread-aware replies
- Tone and style selector
- Built-in translation
- Regenerate variations
| Feature | MailMaestro | Hiwriter |
|---|---|---|
| Best for | AI email writer and summariser for Outlook and Gmail | Gmail add-on that drafts emails and replies with GPT |
| Category | Writing | Writing |
| Pricing model | Freemium | Free |
| Starting price | See pricing page | Free |
| Free plan | Yes | Yes, fully free |
| Made by | Maestro Labs | Rebump |
| Based in | United Kingdom | – |
| Rating | No ratings yet | No ratings yet |
| Key features |
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Pricing compared
Hiwriter is completely free, while MailMaestro is freemium.
Free plan
Cheapest paid plan
Top plan
Free trial
4 plans
Email
$12/seat/mo billed yearly
- Per seat
- Write, reply and improve emails
- AI agents that label and draft
- Thread summaries
Meetings
$17/seat/mo billed yearly
- Per seat
- Notes, transcripts, summaries
- Teams, Meet and Zoom
- 40+ languages
MaestroDuo
$25/seat/mo billed yearly
- Per seat
- Email and Meetings in one plan
Enterprise
Contact sales
- SSO, SOC 2, HIPAA
- Custom data retention
- 100+ seats
Prices in USD, checked Oct 28, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
MailMaestro
- Works inside Outlook natively
- Free plan for light use
- Good thread summaries
- Gmail support is less complete than Outlook
- Team features need paid seats
Hiwriter
- Works inside Gmail on mobile too
- Translates drafts before sending
- Free to install
- Only works with Gmail
- Runs on the older GPT-3.5 model
- Improve feature still marked as coming soon
Which one should you choose?
Choose MailMaestro if you want:
- Works inside Outlook natively
- Free plan for light use
- Good thread summaries
Watch out: gmail support is less complete than outlook.
Choose Hiwriter if you want:
- Works inside Gmail on mobile too
- Translates drafts before sending
- Free to install
Watch out: only works with gmail.
MailMaestro vs Hiwriter FAQ
What is the difference between MailMaestro and Hiwriter?
MailMaestro: AI email writer and summariser for Outlook and Gmail. Hiwriter: Gmail add-on that drafts emails and replies with GPT. Both are writing tools.
Is MailMaestro or Hiwriter cheaper?
Hiwriter is completely free, while MailMaestro is freemium.
Do MailMaestro and Hiwriter have free plans?
MailMaestro: Yes. Hiwriter: Yes, fully free.
Who makes MailMaestro?
MailMaestro is made by Maestro Labs, based in United Kingdom.
Who makes Hiwriter?
Hiwriter is made by Rebump.
Which should I choose, MailMaestro or Hiwriter?
Choose MailMaestro if you value works inside outlook natively and free plan for light use. Choose Hiwriter if you value works inside gmail on mobile too and translates drafts before sending.