For WonderStay, adding 9 properties in 4 months is just the beginning

WonderStay is a tech-savvy property management company operating 26 single-family homes and condos across Hawaii and Washington, including Seattle, Kirkland, Bellevue, and Redmond. Built from the ground up over the past three years, WonderStay serves both individual homeowners and real estate agents, offering professional management paired with in-house technology solutions—including proprietary apps—to optimize every step of the guest and owner experience.

With a reputation for consistent 4.96+ Airbnb ratings, WonderStay’s success stems from strong sourcing partnerships, responsive operations, and a passion for building trust with clients. After a rapid expansion from 17 to 26 listings in just four months, the company now aims to double its portfolio annually, targeting 40 listings by the end of the year and 100+ in the next five.

Before switching to Guesty, WonderStay used Hostaway, which fell short on the features that mattered most to a growing, tech-enabled operation. According to WonderStay, Hostaway did not support direct bookings, had limited customization for branding, and offered only a very basic owner portal that didn’t meet WonderStay’s expectations. Communication was slow, and public API functionality—critical for WonderStay’s in-house development needs—was lacking.

What changed everything was Guesty’s combination of powerful native tools and flexible integrations. Direct booking capabilities, customizable URLs, and a significantly improved owner portal helped reintroduce WonderStay’s brand to guests and owners alike. Most importantly, Guesty’s Open API allowed the team to build and expand its own applications, saving time and opening new possibilities for automation.

Automated onboarding and communication: From listing setup to guest messaging, automation has saved valuable time and reduced management overhead.

Public API integration: Guesty’s Open API enables WonderStay to connect custom-built apps, power inbox automations, and push critical updates to listings.

Direct booking infrastructure: With customizable URLs and full support for direct bookings, WonderStay is building a stronger brand and reducing OTA dependence.

Owner experience upgrades: A richer owner portal offers clearer visibility into bookings and revenue, helping build long-term trust.

Multi-market visibility: Centralized tools make it easy to monitor performance across multiple cities and adapt to market trends.

WonderStay is positioning itself as a major player in multi-state property management, with aspirations to expand internationally in the coming years. As WonderStay continues to grow, Guesty remains a critical partner, enabling the company to move faster, manage smarter, and deliver exceptional experiences to guests and owners alike.