Founded in 2015, My Perfect Stays is the largest vacation rental management company on the island of Maui, managing over 450 properties with a team of more than 50 employees.
At My Perfect Stays, our goal is to provide the perfect property at the perfect price for every guest. We focus on thoughtful service and clear communication to ensure each stay is comfortable, seamless, and memorable.
Guests receive detailed arrival instructions, independent inspections after every clean, a welcome gift, a live check-in call to confirm satisfaction, and a personal call at departure. Based on Maui, our team is available 24/7 to assist with any questions or needs.
As Maui locals, we’re happy to share recommendations on restaurants, activities, and favorite local spots to help guests experience the island like a resident.
What truly sets My Perfect Stays apart is our team. With more than 50 years of combined business experience, our leadership believes that a strong team creates a great company.
An Owner Relations Manager serves as the primary liaison between property owners and My Perfect Stays, managing all communication related to reservations, guest experience, housekeeping, maintenance, accounting, and overall property performance. Each manager supports a portfolio of approximately 60 owners and properties, acting as a dedicated advocate to ensure each home is cared for properly and performing at its best.
The role focuses on building trusted, transparent relationships while delivering consistent, high-quality service. Owner Relations Managers collaborate closely with internal teams to resolve issues proactively and ensure owners feel informed, supported, and confident in the care of their homes. Please note this position requires applicants live in Maui. This is not a Remote position.
Proactively communicate with assigned owners to keep them informed and supported
Maintain consistent communication with internal teams regarding daily operations for assigned properties
Manage ongoing tasks and requests related to both owners and their properties
Participate in weekly department meetings focused on training and process improvement
Review owner statements monthly to ensure accuracy and resolve discrepancies
Coordinate owner and property needs across departments and team members
Participate in bi-monthly revenue meetings and work with the Revenue Management team to support properties needing additional booking or performance assistance
Must live in Maui, Hawaii
2-3 years of experience in hospitality or short term rentals required
A Bachelor's degree preferred
Exceptional written and verbal communication skills, with the ability to craft professional emails, handle phone inquiries, and provide clear, prompt follow-ups.
Comfortable using industry softwares, experience with Streamline, Breezeway, and the Google suite of products preferred.
Highly motivated, team-oriented professional with a positive attitude, strong work ethic, and the ability to collaborate effectively across departments.
Ability to prioritize tasks and manage workloads efficiently.
Be a self-starter who can work independently or as part of a team.
Must have reliable transportation to and from work.
Hourly, $68,000 - $75,000
Health insurance (includes vision)
Retirement benefits including a 6% match
Paid time off for vacation days after 1 year of employment
10% off vacation rentals apart of My Perfect Stays' parent company, Monarch Collective
Full Time, Monday-Friday 9am-5pm