Full-Time Property Inspector

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.

We're seeking a dependable and detail-oriented Property Inspector to help deliver exceptional guest experiences across our portfolio of vacation rental homes in Lahaina, Maui. In this hands-on role, you’ll conduct thorough post-cleaning inspections prior to guest arrivals, ensuring every property meets the highest standards of cleanliness, presentation, functionality, and overall guest readiness.

The ideal candidate takes pride in consistency, notices the details others miss, and works well independently in a fast-paced environment. You’ll play a critical role in maintaining quality standards by identifying issues proactively, documenting inspection results accurately, and coordinating closely with housekeeping and maintenance teams to ensure each home is fully prepared for an outstanding guest stay.

• Inspect vacation rental properties after housekeeping services are completed

• Ensure units meet My Perfect Stays cleanliness and presentation standards

• Verify all rooms, bathrooms, kitchens, lanais, and common areas are fully guest-ready

• Check for cleanliness, damages, missing items, odors, maintenance concerns, and proper staging

• Report maintenance issues, inventory shortages, or housekeeping deficiencies promptly

• Submit detailed inspection reports using company software and mobile applications

• Communicate professionally with Coordinators, Housekeepers, and Management

• Follow arrival schedules and prioritize units based on guest check-in times

• Assist with quality control and uphold company standards across all properties

• Ensure all unit amenities, supplies, linens, and toiletries are properly stocked

• Occasionally assist with light troubleshooting or coordination between departments

• Maintain professionalism while representing My Perfect Stays on property sites

• Reliable vehicle and valid driver's license required

• Active and reliable cell phone service required

• Ability to use mobile applications, email, and inspection software

• Must be dependable, punctual, and highly organized

• Strong attention to detail and problem-solving skills

• Ability to work independently with minimal supervision

• Flexible schedule including weekends and holidays as needed

• Physically able to:

  • Walk properties frequently throughout the day

  • Climb stairs multiple times daily

  • Lift up to 30 pounds

  • Bend, stoop, kneel, and stand for extended periods

• Previous housekeeping, hotel, resort, or property management experience preferred but not required

• Must maintain a professional appearance and positive attitude

$25 - $28

• Health, Dental, and Vision insurance

• Full-Time

• Weekend availability required

• Holidays and peak season availability required

• Typical shifts may vary based on occupancy and arrivals