Hightail vs Box Comparison
Hightail
Starting at $12 /Month
- Free Trial
- Large Enterprises
- Medium Business
Hightail is a safe, easy and affordable way to send information from one place to another. Files up to 100MB can be transferred quickly and easily from computer to computer, from computer to mobile device or from mobile…
Box
Starting at $5 /User/Month
- Free Trial
- Large Enterprises
- Medium Business
Box is the next generation of content sharing tools that allow to securely store, manage, share, and access all business files. Box makes it easy for entire organization to: Create: Capture ideas, automate business proce…
Hightail leads on user satisfaction with a 5.0-star rating across 967 reviews.
Hightail vs Box — at a glance
| Feature | Hightail | Box |
|---|---|---|
| Rating | 5.0 / 5 | 3.5 / 5 |
| Reviews | 967 | 146 |
| Starting price | $12 /Month | $5 /User/Month |
| Free trial | Yes | Yes |
| Free version | No | No |
| Best for | Large Enterprises, Medium Business, Small Business | Large Enterprises, Medium Business, Small Business |
| Category | Online Proofing Software | Cloud Content Collaboration Software |
| Platforms | SaaS/Web/Cloud, Mobile - Android, Mobile - iOS | SaaS/Web/Cloud, Mobile - Android, Mobile - iOS, Installed - Windows, Installed - Mac |
| API | — | Available |
| Support modes | Business Hours, Online | 24/7 (Live rep), Online |
| Certifications | GDPR | SOC 2 |
| Data residency | US | Global |
Key differences between Hightail and Box
- Pricing: Hightail starts at $12 /Month, while Box starts at $5 /User/Month.
- User satisfaction: Hightail scores higher with a 5.0-star average.
- Deployment: Hightail supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; Box supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS, Installed - Windows, Installed - Mac.
Hightail vs Box — find the better fit before you commit.
Which tool fits your team best
Which is actually cheaper for your team size
Where each product wins, per real buyers
Most Online Proofing Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.
Biggest differences
Features
Pricing
Buying details
Security
Buyer feedback
Integrations
Product tour
Other options
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Hightail vs Box: Biggest differences
Start here before you go deeper into features.
Best for secure, simple file transfer and remote team collaboration.
- You need a straightforward, user-friendly tool for quick file sharing up to 100MB.
- Your team requires secure document exchange with encryption and time-limited downloads.
- You want cross-device accessibility for seamless transfers between computers and mobile devices.
- Your organization demands extensive customization and advanced integrations.
- You require undo functionality for sent files to mitigate user errors.
Large Enterprises, Medium Business, Small Business
Hightail typically suits Large Enterprises and Medium Business. Box tends to fit Large Enterprises and Medium Business better. The right choice depends on your team size, workflow, and whether a free trial matters.
Description | Hightail is a safe, easy and affordable way to send information from one place to another. Files up to 100MB can be transferred quickly and easily from computer to computer, from computer ... Read More about Hightail | Box is the next generation of content sharing tools that allow to securely store, manage, share, and access all business files. Box makes it easy for entire organization to: Create: Capture ... Read More about Box |
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Entry Level Pricing |
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Free Trial Availability | ||
SpotScoreWhat's this? ↗ | 9.8/10 | Not Available |
User RatingsBased on verified Spotsaas reviews | ||
Best Company Size | Small BusinessMedium Business | — |
Get pricing help | Get pricing help |
Software Demo
Demo |
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How do Hightail and Box Compare on Features?
Total Features | 10 Features | 5 Features |
|---|---|---|
Unique Features | No unique features | No unique features |
Get Quote | Get Quote |
Compare Hightail and Box on pricing
Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.
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Hightail vs Box: Other Details
Organization Types supported |
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Platforms Supported |
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Modes of support |
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API Support |
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Get help choosing | Get help choosing |
Hightail vs Box Security & Compliance
Certifications, data handling, and security controls for IT and compliance evaluators.
SOC 2 | — | ✓ Yes |
|---|---|---|
HIPAA | ✗ No | ✗ No |
GDPR | ✓ Yes | — |
Single Sign-On (SSO) | — | ✓ Yes |
Multi-Factor Auth (MFA) | — | ✓ Yes |
Data Encryption | ✓ Yes | ✓ Yes |
Audit Logs | — | ✓ Yes |
Data Residency | 🇺🇸 US | 🌐 Global |
Hightail User Reviews & Rating Comparison
User Ratings | ||
|---|---|---|
Rating Distribution | ||
Spotsaas Editor’s POV generated by AI | Buyer sentiment Users generally appreciate Hightail's ease of use and reliable file transfer capabilities but note limitations in customization and advanced features. What buyers like
Common complaints
| Buyer sentiment Buyer sentiment is mixed to positive across 174 reviews, with clear strengths and a few common watchouts. What buyers like
Common complaints
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Pros and Cons |
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Positive Reviews | No reviews available for the product | No reviews available for the product |
Hightail and Box Customers
Customers | No Customers information available. |  GE  Coca-Cola  intuit |
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Media and Screenshots
Videos |  3 Videos |  2 Videos |
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Top Alternatives to Hightail and Box in 2026
Alternatives |
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Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].
Frequently asked questions
- Which is better, Hightail or Box?
- Hightail edges out the other on user ratings (5.0 vs 3.5). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
- Do Hightail and Box offer a free trial?
- Yes, both Hightail and Box offer a free trial.
- What is the starting price of Hightail vs Box?
- Hightail starts at $12 /Month. Box starts at $5 /User/Month.
- What are the top alternatives to Hightail?
- Top alternatives to Hightail include ShareFile, Dropbox Business, Microsoft OneDrive for Business, Dropbox Professional, GoProof.
- What are the top alternatives to Box?
- Top alternatives to Box include CollaborateCloud, Microsoft SharePoint, Dropbox Business, FileCloud, ownCloud.