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Vacation Rental Jobs in Hawaii (NOW HIRING)

Company Overview 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 ...

Assistant Manager

Kihei, HI · On-site

$22.50/hr

Yes Company Opened in 2017, we now have the largest selection of vacation rental equipment on Maui. We supply resorts and vacation rentals with baby, beach, snorkel, bedding, mobility and camping ...

Assistant Manager

Kihei, HI · On-site

$22.50/hr

Yes Company Opened in 2017, we now have the largest selection of vacation rental equipment on Maui. We supply resorts and vacation rentals with baby, beach, snorkel, bedding, mobility and camping ...

Utility Attendant

Lahaina, HI · On-site

$24.69/hr

Supporting the day-to-day operations of our vacation rental company by ensuring guest units are clean, well-maintained, and ready for occupancy. This position performs unit inspections, light ...

Company Overview 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 ...

$18.50/hr

In this outdoor role, you will inventory vehicles across our airport rental lots and enter vehicle status and other information into a mobile handheld device. You'll help ensure cars are clean ...

In this outdoor role, you will inventory vehicles across our airport rental lots and enter vehicle status and other information into a mobile handheld device. You'll help ensure cars are clean ...

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Vacation Rental information

See Hawaii salary details

$5

$15

$22

How much do vacation rental jobs pay per hour?

As of Aug 3, 2026, the average hourly pay for vacation rental in Hawaii is $15.58, according to ZipRecruiter salary data. Most workers in this role earn between $14.23 and $16.73 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the Vacation Rental position, and why are they important?

To thrive in vacation rental management, you need strong organizational skills, attention to detail, and experience in hospitality or property management. Familiarity with property management systems (PMS), online booking platforms like Airbnb or Vrbo, and knowledge of local rental regulations are often essential. Excellent customer service, problem-solving abilities, and communication skills set top performers apart. These qualifications ensure guests have a positive experience, properties are well-maintained, and operations run smoothly and compliantly.

What is a Vacation Rental job?

A Vacation Rental job involves managing short-term rental properties, such as those listed on platforms like Airbnb or Vrbo. Responsibilities may include guest communication, booking management, property maintenance, and housekeeping coordination. Some roles also involve marketing, pricing strategy, and ensuring compliance with local rental regulations. The goal is to provide a seamless and enjoyable stay for guests while maximizing rental income for property owners.

What are the typical daily responsibilities of a vacation rental manager?

A vacation rental manager's daily tasks often include handling guest check-ins and check-outs, managing booking calendars, responding to guest inquiries or concerns, and coordinating housekeeping and maintenance services. They also monitor property listings on various platforms to ensure accuracy and attractiveness. Working closely with property owners, cleaning teams, and sometimes local contractors is common. The job requires flexibility and prompt problem-solving to address guest needs and maintain a high standard of hospitality.

What are the most commonly searched types of Vacation Rental jobs in Hawaii? The most popular types of Vacation Rental jobs in Hawaii are:
What are popular job titles related to Vacation Rental jobs in Hawaii? For Vacation Rental jobs in Hawaii, the most frequently searched job titles are:
What job categories do people searching Vacation Rental jobs in Hawaii look for? The top searched job categories for Vacation Rental jobs in Hawaii are:
What cities in Hawaii are hiring for Vacation Rental jobs? Cities in Hawaii with the most Vacation Rental job openings:
Infographic showing various Vacation Rental job openings in Hawaii as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $32,412 per year, or $15.6 per hour.

Full-Time Property Inspector

Better Talent

Lahaina, HI

$25 - $28/hr

Full-time

Medical, Dental, Vision

Posted 20 days ago


Job description

Company Overview

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.

Position Summary

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.

Key Responsibilities
  • 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

Required Qualifications
  • 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

Compensation, Benefits, & ScheduleHourly Salary

$25 - $28

Benefits
  • Health, Dental, and Vision insurance

Schedule
  • Full-Time

  • Weekend availability required

  • Holidays and peak season availability required

  • Typical shifts may vary based on occupancy and arrivals