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Vacation Rental Manager Jobs in Hawaii (NOW HIRING)

Full-Time Property Inspector

Lahaina, HI ยท On-site

$25 - $28/hr

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 ยท On-site

$22.50/hr

Assistant Manager - Maui Vacation Equipment Rentals Maui Vacation Equipment Job Title: Assistant ... Yes Company Opened in 2017, we now have the largest selection of vacation rental equipment on Maui.

Assistant Manager

Kihei, HI ยท On-site

$22.50/hr

Assistant Manager - Maui Vacation Equipment Rentals Maui Vacation Equipment Job Title: Assistant ... Yes Company Opened in 2017, we now have the largest selection of vacation rental equipment on Maui.

Maintenance Technician

Lahaina, HI ยท On-site

$28 - $35/hr

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 ...

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Branch Manager

Lahaina, HI ยท On-site

$77K - $121K/yr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

The position of the Reservation Manager requires a leader that directly supervises the reservations ... Desire previous condo or vacation rental experience. * Ability to interact effectively with all ...

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

About This Job The Property Caretaker supports an assigned portfolio of vacation rental properties with responsibilities including all aspects of property management, including owner and guest ...

About This Job As a Maintenance Technician, you'll travel between multiple vacation rental ... Be available and willing to assist your colleagues and management team and provide cross-coverage ...

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Showing results 1-20

Vacation Rental Manager information

See Hawaii salary details

$24.9K

$59.2K

$107K

How much do vacation rental manager jobs pay per year?

As of Aug 7, 2026, the average yearly pay for vacation rental manager in Hawaii is $59,205.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,800.00 and $65,500.00 per year, depending on experience, location, and employer.

What does a vacation rental manager do?

A Vacation Rental Manager oversees short-term rental properties to ensure smooth operations and guest satisfaction. Their responsibilities include marketing listings, coordinating bookings, managing cleaning and maintenance, and handling guest communication. They also optimize pricing strategies and ensure compliance with local regulations. The goal is to maximize occupancy rates while providing a great experience for guests and property owners.

What are some common challenges faced by vacation rental managers and how can they be addressed?

Vacation Rental Managers often encounter challenges such as handling guest complaints, managing last-minute booking changes, and coordinating timely maintenance or cleaning services. To address these, they must stay proactive with clear communication, maintain a reliable network of local service providers, and use management platforms to streamline operations. Adapting quickly to guest needs and resolving issues efficiently helps ensure positive reviews and repeat bookings. Strong organizational skills and anticipating potential issues can make managing these challenges smoother and more rewarding.

What are the key skills and qualifications needed to thrive as a vacation rental manager?

To thrive as a Vacation Rental Manager, strong organizational skills, attention to detail, and experience in property management or hospitality are essential, often supported by a background in business administration or real estate. Familiarity with property management software, online booking platforms, and basic accounting systems is highly beneficial. Excellent customer service, problem-solving abilities, and effective communication help set top candidates apart in this role. These skills are vital for ensuring guest satisfaction, efficient property operations, and maximizing rental revenue.

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 Manager jobs in Hawaii? For Vacation Rental Manager jobs in Hawaii, the most frequently searched job titles are:
What job categories do people searching Vacation Rental Manager jobs in Hawaii look for? The top searched job categories for Vacation Rental Manager jobs in Hawaii are:
What cities in Hawaii are hiring for Vacation Rental Manager jobs? Cities in Hawaii with the most Vacation Rental Manager job openings:
Infographic showing various Vacation Rental Manager job openings in Hawaii as of August 2026, with employment types broken down into 88% Full Time, 11% Part Time, and 1% Contract. Highlights an 84% Physical, 3% Hybrid, and 13% Remote job distribution, with an average salary of $59,205 per year, or $28.5 per hour.

Full-Time Property Inspector

Better Talent

Lahaina, HI โ€ข On-site

$25 - $28/hr

Full-time

Medical, Dental, Vision

Posted 24 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