Head-to-head comparison · Updated July 2026
Hostaway vs Uplisting
A “triple crown” enterprise PMS against a flat-fee, self-serve alternative built for smaller, hands-on portfolios.
“Triple crown” OTA partner status and 100+ marketplace integrations for scaling teams
Flat $29/property/month, unlimited listings, no sales calls required
The quick verdict
Hostaway (80/100) is the only PMS with “triple crown” preferred-partner status across Airbnb, Vrbo and Booking.com, backed by 100+ marketplace integrations and AI-driven automation handling 93% of guest messaging — but pricing is custom (typically $40+/listing, $100-500 setup fee, 2-8 hours of onboarding). Uplisting (74/100) skips all of that: $29/property/month flat, unlimited listings and users, no setup fee, and self-serve onboarding you can start today. If you’re scaling past 20 listings and want deep automation, Hostaway wins. If you run a smaller portfolio and want transparent pricing without a sales call, Uplisting is the simpler, cheaper path.
…you’re scaling past 20 listings and want the deepest OTA partnerships and automation, with budget to match a custom quote.
…you run 1-20 properties and want simple, published flat-fee pricing with self-serve setup instead of a custom quote.
Hostaway vs Uplisting at a glance
Scores come from our hands-on testing rubric — how we test STR software. Vendors can’t pay for placement.
| Our score | 80/100 | 74/100 |
| Best for | Scaling operations (20+ listings) wanting deep OTA automation | Small-mid hosts (1-20 listings) wanting flat, published pricing |
| Starting price | Custom quote, typically $40+/listing (min ~$160/mo) + setup fee | $29/property/month flat, no setup fee |
| Integrations | 10/10 — 100+ marketplace apps, triple-crown OTA status | 7/10 — core OTAs plus locks, pricing tools, Zapier |
| Automation | 9/10 — AI automates 93% of guest/staff messaging | 7/10 — solid automated workflows, no built-in AI |
| Setup & onboarding | 2-8 hours, no free trial, sales demo required | Self-serve, no setup fee, cancel anytime |
| Ease of use | 7/10 | 9/10 |
| Team scale | 9/10 — scales to 10,000+ listings | 7/10 |
| Dynamic pricing | Built-in, plus PriceLabs/Wheelhouse/Beyond | None built-in — pairs with PriceLabs/Wheelhouse/Beyond |
| Full review | Hostaway review → | Uplisting review → |
Score battle: rubric results side by side
Sub-scores from the same testing rubric we apply to every tool in the property management software directory.
The full breakdown
4 dimensions that actually decide which tool fits, based on running both on real listings.
01Pricing & transparency
Winner: UplistingUplisting’s published flat fee beats Hostaway’s custom-quote model for anyone under enterprise scale.
Uplisting charges a flat $29/property/month (or $24/month on annual billing for the Professional tier) with unlimited listings and users, no setup fee, and cancel-anytime terms — published on its pricing page with nothing hidden.
Hostaway’s pricing starts around $40+ per listing with an estimated $160/month minimum, plus a $100-500 setup fee, but the real number only comes from a sales quote — its own review flags this lack of transparency as a genuine shortcoming. Larger portfolios do earn volume discounts down to roughly $20/listing.
- Starter: ~$40+/listing, custom quote
- Growth: $20-40/listing, volume discounts
- Enterprise: custom deal, $1,000-5,000+/mo
- Standard: $29/property/month
- Professional: $24/property/month (annual)
- Enterprise: custom, volume discounts
02Channel & marketplace integrations
Winner: HostawayHostaway’s triple-crown OTA status and 100+ integrations are unmatched at this price tier.
Hostaway is the only PMS holding preferred-partner status simultaneously with Airbnb, Vrbo and Booking.com, plus 22+ direct channels and a 100+ app marketplace spanning smart locks, insurance, screening and AI messaging tools.
Uplisting covers the core channels well — Airbnb, Booking.com, Vrbo, plus RemoteLock/August/Yale locks and PriceLabs/Wheelhouse/Beyond pricing tools — but its own review notes marketplace integrations are limited beyond those core categories.
03Automation depth
Winner: HostawayHostaway’s AI messaging automation (93%) is a different tier from Uplisting’s rule-based workflows.
Hostaway scored 9/10 on automation, driven by AI that handles an estimated 93% of guest and staff messaging plus built-in dynamic pricing that Hostaway claims lifts revenue 22.3% per listing on average.
Uplisting scored 7/10 — its automated guest messaging, review requests and checklist-based task management cover the essentials well, but there’s no AI layer and no native dynamic pricing engine.
04Setup & ease of use
Winner: UplistingUplisting is live same-day; Hostaway requires a sales demo and multi-hour onboarding.
Uplisting scored 9/10 on both usability and setup — no free trial needed because there’s no sales gate at all; you sign up and configure listings yourself, with unlimited team members from day one.
Hostaway scored 7/10 usability and just 6/10 on setup: there’s no self-service trial, onboarding typically takes 2-8 hours, and its own review flags the process as better suited to serious property managers than casual hosts.
Current pricing, plan by plan
Pulled from our reviews and re-checked against vendor pricing pages. Always confirm on the vendor site before committing.
1-20 listings, basic PMS, channel management, automation
$100-500 setup fee, custom pricing required
20-100 listings, advanced features, marketplace access
Commission-based option: 2% of monthly revenue
100+ listings, custom solutions, dedicated support
White-label options, API customization
Unlimited listings, messaging, calendar sync, automations, direct booking website
No setup fee, cancel anytime
All Standard features + team roles, advanced automations, custom domains
20% discount for yearly payment
Custom features, dedicated support, SLA
Ideal for agencies and large portfolios
Which one should you choose?
Choose Hostaway if…
- You’re managing 20+ listings and want the deepest OTA channel automation
- “Triple crown” preferred-partner status with Airbnb, Vrbo and Booking.com matters to you
- You want AI-driven guest messaging handling the bulk of routine communication
- You have budget for custom enterprise pricing and don’t mind a sales quote
- 24/7 phone support across six continents is a requirement
Choose Uplisting if…
- You run 1-20 properties and want transparent, published flat-fee pricing
- You’d rather self-serve setup today than book a sales demo
- Unlimited listings and team members at one flat rate appeals to you
- You’re comfortable pairing Uplisting with a separate pricing tool like PriceLabs
- A no-setup-fee, cancel-anytime structure matters more than deep automation
The bottom line
Hostaway and Uplisting sit at opposite ends of the PMS market despite both scoring well in our testing. Hostaway’s triple-crown OTA status, 100+ integrations and AI-driven automation are built for property managers scaling well past 20 listings who can absorb custom pricing and a multi-hour onboarding process.
Uplisting strips that complexity away: one flat published price, unlimited listings, and a setup you can complete yourself this afternoon. For hosts under 20 properties who want predictable costs over maximum automation, it’s the more practical starting point — and nothing stops you from migrating to Hostaway later if you outgrow it.
Hostaway vs Uplisting: FAQ
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Best Property Management SoftwareWe test every tool hands-on and vendors cannot pay for rankings or scores. Some links are affiliate links — if you buy through them we may earn a commission at no cost to you, which funds independent testing. See our disclosure.