---
description: Compare Windward System Five vs QuickBooks Online regarding their features, reviews, pricing, specifications, screenshots & more.
image: https://gdm-localsites-assets-gfprod.imgix.net/images/software_advice/og_logo-55146305bbe7b450bea05c18e9be9c9a.png
title: Windward System Five vs QuickBooks Online Comparison
---

Breadcrumb: [Home](/) > [Retail Management Software](/directory/2025/retail-management/software) > [Windward System Five \<span\>vs\</span\> QuickBooks Online](https://www.softwareadvice.ie/compare/161668/393202/windward-system-five/vs/quickbooks-online)

# Compare Windward System Five vs QuickBooks Online

Canonical: https://www.softwareadvice.ie/compare/161668/393202/windward-system-five/vs/quickbooks-online

> Detailed comparison between Windward System Five and QuickBooks Online. Check ratings, reviews, pricing, and features to make the best decision for your business.

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## At a Glance

| Metric | Windward System Five | QuickBooks Online |
| **Overall rating** | 3.8/5 | 4.3/5 |
| **Total Reviews** | 189 | 8447 |
| **Starting Price** | US$155.00 | €38.00 |
| **Free Trial** | Yes | Yes |
| **Free Version** | No | No |
| **Deployment** | Cloud, SaaS, Web-based, Windows (Desktop), Windows (On-Premise), Linux (On-Premise) | Cloud, SaaS, Web-based, Mac (Desktop), Windows (Desktop), Android (Mobile), iPhone (Mobile), iPad (Mobile) |
| **Support** | Email/Help Desk, FAQs/Forum, Knowledge Base, Phone Support, 24/7 (Live rep) | Email/Help Desk, FAQs/Forum, Knowledge Base, Phone Support, 24/7 (Live rep) |
| **Training** | In Person, Live Online, Webinars, Documentation, Videos | Live Online, Webinars, Documentation, Videos |

## Key features

### Windward System Five

- API
- Asset Tracking
- Billing & Invoicing
- CRM
- Commission Management
- Discount Management
- Employee Management
- Inventory Management
- Inventory Tracking
- Invoice Management
- Multi-Currency
- Order Management
- Point of Sale (POS)
- Real-Time Data
- Real-Time Reporting
- Receipt Management
- Reporting & Statistics
- Reporting/Analytics
- Sales Tax Management
- Scheduling

### QuickBooks Online

- API
- Asset Tracking
- Billing & Invoicing
- CRM
- Commission Management
- Discount Management
- Employee Management
- Inventory Management
- Inventory Tracking
- Invoice Management
- Multi-Currency
- Order Management
- Point of Sale (POS)
- Real-Time Data
- Real-Time Reporting
- Receipt Management
- Reporting & Statistics
- Reporting/Analytics
- Sales Tax Management
- Scheduling

## Links

- [View Windward System Five Profile](https://www.softwareadvice.ie/software/161668/windward-system-five)
- [View QuickBooks Online Profile](https://www.softwareadvice.ie/software/393202/quickbooks-online)
- [View Original Comparison](https://www.softwareadvice.ie/compare/161668/393202/windward-system-five/vs/quickbooks-online)

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