Head-to-head comparison
Hostaway vs Uplisting
A “triple crown” enterprise PMS against a flat-fee, self-serve alternative built for smaller, hands-on portfolios.
By Prayas Choudhary ·
“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 rankings or scores.
| 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
From each tool's review, dated below. Vendors change plans often — 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.