Both platforms will run your portfolio. The decision comes down to how you want to spend your money and how much control you want over automation. Our call: Hostaway for most 5–50 property operators who want flexibility and predictable flat pricing. Guesty for operators scaling past 50 units, running owner-managed portfolios, or who need trust-accounting and enterprise features.

At a glance

Guesty (formerly Guesty Pro) is the enterprise choice. It serves the largest portion of the 100+ unit professional management segment and has the deepest feature set: accounting, owner portals, multi-brand support, API access at every level.

Hostaway is the operator-favorite in the mid-market. Flat-price tiers, strong automation, 200+ integrations, and a product velocity that's outpaced Guesty's for the past two years.

Pricing

Guesty charges as a percentage of booked revenue (typically 2–3%) plus per-unit fees that scale with volume. For a high-revenue portfolio, this adds up fast. Hostaway charges a flat monthly fee per listing (roughly $35–$40/property for mid-tier plans) regardless of revenue. For operators with strong-performing properties, Hostaway's predictable cost is meaningfully cheaper.

Head-to-head by criterion

Automation — Winner: Hostaway

Hostaway's automation builder is more flexible: trigger-based workflows, custom variables, conditional logic. Guesty's automation works but is more rigid, which matters once you have 20+ listings with varied rules.

Trust accounting — Winner: Guesty

If you manage properties for other owners and need trust accounting, owner statements, and monthly owner reports, Guesty's accounting module is the industry standard. Hostaway integrates with Clearing and other external accounting tools but doesn't natively match Guesty's depth.

Integrations — Winner: Hostaway (slight)

Both have 100+ integrations. Hostaway's marketplace moves faster and its open API is more developer-friendly. Guesty has deeper built-in integrations with the biggest names.

Owner-managed portfolios — Winner: Guesty

Owner portals, per-owner reporting, and monthly statements are native and polished in Guesty. Hostaway has owner portal functionality but it's not as refined.

Product velocity — Winner: Hostaway

Hostaway ships meaningful features every quarter. Guesty's product cadence is slower, partly because of the depth of its enterprise feature set.

Support — Roughly even

Both have 24/7 support on mid-tier plans. Both have knowledge bases and active user communities. Response times are comparable.

When to pick Hostaway

You run 5–50 properties you own or co-host with a small number of partners. You want predictable pricing that doesn't scale with revenue. You're comfortable configuring automation and want the flexibility to build your own workflows.

When to pick Guesty

You're a property manager running 50+ units for multiple owners. You need trust accounting, owner statements, and multi-brand support. Your operation is complex enough that the percentage-of-revenue pricing is worth it for the enterprise capability.

Our call

For most mid-market operators, Hostaway wins on cost and flexibility. But if you're a professional manager with owner-accounting obligations, Guesty is still the more complete answer. Both are safe choices — the mistake is picking the wrong one for your operation and having to migrate 18 months in. See our full PMS comparison for the broader landscape.