Hightail pricing
Hightail has a free plan. Paid plans start at $12 per month, billed annually ($15 billed monthly).
Black Friday: is there a Hightail sale?
Plans and prices
- Starts at
- $12 per month, billed annually ($15 billed monthly)
- Free plan
- Lite: 2 GB storage, files up to 100 MB, send links expire after 7 days, limited previews, and 30 recipients per send.
- Free trial
- None listed
| Plan | Price | What you get |
|---|---|---|
| Lite | $0 | 2 GB storage, 100 MB files, 7-day expiry, limited previews and precise comments. |
| Pro | $12per month, billed annually ($15 billed monthly) | Unlimited storage, 25 GB files, configurable expiry, password protection and 5 nested folders. |
| Teams | $24per user / month, billed annually ($30 billed monthly) | 1 to 30 users, 50 GB files, version control, approval routing, dashboards and phone support. |
| Business | $36per user / month, billed annually ($45 billed monthly) | For 3+ users: 500 GB files, 30 nested folders, enterprise-grade security and a dedicated support team. |
Read from hightail.com on Nov 12, 2026. Prices change, so confirm with Hightail before you buy.
Ways to pay less for Hightail
- Annual discountRoughly 20% off with annual billing
The pricing FAQ gives Pro at $144 a year, Teams at $288 per user and Business at $432 per user, and says annual billing saves about 20% a month.
Stated on hightail.com
How Hightail's price compares
| Tool | Starts at | Free plan | |
|---|---|---|---|
| Hightail | $12 per month, billed annually ($15 billed monthly) | Yes | |
| WeTransfer | $8 per month, billed monthly | Yes | Compare |
| Dropbox | $9.99 per month, billed yearly | Yes | Compare |
| Box | $5 per user / month, billed annually (minimum 3 users) | Yes | Compare |
| ShareFile | $16.50 per user / month, billed annually ($18.15 billed monthly) | No | Compare |
| Smash | $6 per month, billed annually ($10 billed monthly) | Yes | Compare |
Each price is the vendor’s own, with its billing basis as stated. Check dates are on each tool’s page.
Hightail pricing questions
Is Hightail free?
Hightail has a free plan. Lite: 2 GB storage, files up to 100 MB, send links expire after 7 days, limited previews, and 30 recipients per send. Paid plans start at $12 per month, billed annually ($15 billed monthly).
How much does Hightail cost?
Hightail lists 4 plans. Lite: $0. Pro: $12 per month, billed annually ($15 billed monthly). Teams: $24 per user / month, billed annually ($30 billed monthly). Business: $36 per user / month, billed annually ($45 billed monthly). Prices were read from hightail.com on Nov 12, 2026.
Does Hightail have a free trial?
No free trial was listed on hightail.com when it was checked on Nov 12, 2026.
Is Hightail cheaper with annual billing?
Roughly 20% off with annual billing. The pricing FAQ gives Pro at $144 a year, Teams at $288 per user and Business at $432 per user, and says annual billing saves about 20% a month.
When were Hightail's prices last checked?
On Nov 12, 2026, against hightail.com. Vendors change prices without notice, so confirm on their site before you buy.