Founded in 2015, My Perfect Stays is the largest vacation rental management company on the island of Maui, managing over 450 luxury vacation homes and condos with a team of more than 50 local hospitality professionals.
Our mission is simple: provide the perfect stay for every guest and complete peace of mind for every homeowner.
We believe exceptional hospitality comes from great people. Our team works together to deliver thoughtful service, clear communication, and consistently high standards for every property we manage.
Guests enjoy:
• Detailed arrival instructions
• Independent inspections after every clean
• Welcome gifts upon arrival
• Live check-in calls to ensure satisfaction
• Local recommendations from our Maui-based team
Our team is local, responsive, and available 24/7, ensuring every stay and every home is cared for with attention and pride.
The Maintenance Technician is responsible for performing interior maintenance and repair work across our short-term rental portfolio. This role reports to the local operations team and is a field-based, mobile position — meaning the technician travels between properties throughout the week to complete assigned work orders.
Day-to-day responsibilities involve responding to maintenance tickets submitted through our task management platform, completing repairs independently, and communicating updates via mobile app. This is a hands-on role requiring reliable transportation, personal tools, and the ability to work both weekdays and weekends as scheduling demands.
Perform drywall repair and replacement for damaged areas up to 4'x4' on walls and ceilings
Complete electrical work including replacing receptacles, outlets, and light fixtures
Conduct paint prep and painting for small patch areas as well as full wall or ceiling surfaces
Repair tile and grout in kitchen and bathroom settings
Troubleshoot appliance issues and replace faulty parts as needed
Travel between assigned properties to complete scheduled and urgent work orders
Receive, update, and close maintenance tasks using a designated mobile app
Maintain a professional appearance per dress code standards while on property
Demonstrated experience in interior residential or hospitality building maintenance
Proficiency in drywall repair, basic electrical work, tile/grout repair, painting, and appliance servicing
Valid driver's license and reliable personal transportation
Availability to work weekdays and weekends
Ownership of tools necessary to perform assigned maintenance tasks
Tech-savvy with a personal smartphone capable of running task management applications
Professional appearance: polo shirt, closed-toe shoes, and neutral-colored pants or shorts in good condition (no holes or rips)
Prior experience working in short-term rental, hotel, or multifamily residential maintenance
Familiarity with property management or work order platforms (e.g., Breezeway, Streamline)
Ability to self-prioritize across multiple properties in a single workday
Basic knowledge of plumbing or HVAC as supplemental skills
$28 - $35
Health, Dental, and Vision insurance
Retirement benefits or accounts
Paid time off such as PTO, sick days, and vacation days