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Vacation Rental Management Jobs in Hawaii (NOW HIRING)

Better Talent

Full-Time Property Inspector

Lahaina, HI · On-site

$25 - $28/hr

  • Medical

  • Dental

  • Vision

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 ...

Better Talent

Maintenance Technician

Lahaina, HI · On-site

$28 - $35/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

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 ...

Maui Vacation Equipment

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 ... Assisting Management with HR - recruiting, training, ongoing coaching, and motivation of employees.

Maui Vacation Equipment

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 ... Assisting Management with HR - recruiting, training, ongoing coaching, and motivation of employees.

Maui Resort Rentals

Quality Assurance Coordinator

Lahaina, HI

$26 - $30/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Unlike a traditional vacation rental manager that relies heavily on outside contractors, we believe that an employee-based model is the best way to ensure quality and consistency. We also believe ...

Maui Resort Rentals

Quality Assurance Coordinator

Lahaina, HI · On-site

$26 - $30/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Unlike a traditional vacation rental manager that relies heavily on outside contractors, we believe that an employee-based model is the best way to ensure quality and consistency. We also believe ...

Maui Resort Rentals

Quality Assurance Coordinator

Lahaina, HI · On-site

$26 - $30/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Unlike a traditional vacation rental manager that relies heavily on outside contractors, we believe that an employee-based model is the best way to ensure quality and consistency. We also believe ...

Maui Resort Rentals

Quality Assurance Coordinator

Lahaina, HI

$26 - $30/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Unlike a traditional vacation rental manager that relies heavily on outside contractors, we believe that an employee-based model is the best way to ensure quality and consistency. We also believe ...

Sunbelt Rentals

Equipment Rental Specialist

Lahaina, HI · On-site

$23.52 - $27.93/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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 ...

Sunbelt Rentals, Inc.

Equipment Rental Specialist

Lahaina, HI · On-site

$23.52 - $27.93/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Account Manager, Rental Sales, Parts Sales, Service Manager, Customer Service Representative ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Lahaina, HI

$23.52 - $27.93/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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 ...

Better Talent

Property Caretaker

Lihue, HI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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 ...

Better Talent

Maintenance Technician

Lahaina, HI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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 ...

CoralTree Hospitality

Reservation Manager

Kihei, HI · On-site

$78K - $85K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Strong time management, organization and prioritization skills with comfort in being self-directed, following up and meeting deadlines. * Desire previous condo or vacation rental experience.

Enterprise

Entegral Financial Analyst

Mililani, HI · On-site

$75K - $90K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... Rental Management System (ARMS) software by increasing efficiency throughout the claims process ... Entegral also offers a benefits package including paid vacation, paid parental leave, sick leave ...

Enterprise

Entegral Financial Analyst

Waipahu, HI · On-site

$75K - $90K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... Rental Management System (ARMS) software by increasing efficiency throughout the claims process ... Entegral also offers a benefits package including paid vacation, paid parental leave, sick leave ...

Sunbelt Rentals, Inc.

Branch Manager

Lahaina, HI · On-site

$77K - $121K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... Management degree with at least 1 year of Rental Industry experience OR 3-4 years of Rental ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

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Showing results 1-20

All JobsVacation Rental Management JobsVacation Rental Management Jobs in Hawaii

Vacation Rental Management information

See Hawaii salary details

$24.9K

$59.2K

$107K

How much do vacation rental management jobs pay per year?

As of Aug 18, 2026, the average yearly pay for vacation rental management 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 is vacation rental management?

Vacation rental management involves overseeing short-term rental properties, such as homes or apartments, that are leased to guests for vacations or temporary stays. Managers handle tasks like marketing the property, communicating with guests, coordinating cleaning and maintenance, setting pricing, and ensuring compliance with local regulations. Many property owners hire vacation rental managers or companies to maximize their rental income and provide a seamless experience for guests. Effective management can lead to higher occupancy rates, positive reviews, and increased profitability.

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

To thrive as a Vacation Rental Manager, you need strong organizational skills, property management experience, and a solid understanding of hospitality practices, often backed by a relevant degree or professional certification. Familiarity with property management systems (PMS), online booking platforms like Airbnb or VRBO, and digital marketing tools is typically required. Exceptional customer service, problem-solving abilities, and effective communication are crucial soft skills for building guest satisfaction and quickly resolving issues. These skills are essential for maximizing occupancy, maintaining property standards, and ensuring repeat business in a competitive market.

What are some common challenges faced in vacation rental management, and how can they be addressed?

One of the most common challenges in vacation rental management is balancing guest satisfaction with property maintenance and owner expectations. Managers often need to coordinate cleaning, repairs, and guest check-ins on tight schedules, especially during peak seasons. Effective communication, use of property management software, and building strong relationships with local vendors can help address these challenges. Additionally, handling last-minute booking changes and ensuring compliance with local regulations require strong organizational skills and adaptability.

What is the difference between Vacation Rental Management vs Property Management?

AspectVacation Rental ManagementProperty Management
CredentialsExperience in hospitality, rental lawsReal estate licensing, landlord laws
Work EnvironmentShort-term rentals, customer service focusLong-term rentals, maintenance focus
Employer & IndustryVacation rental platforms, hospitality companiesReal estate firms, property owners

Vacation Rental Management primarily focuses on short-term rental properties, guest services, and hospitality, while Property Management handles long-term leases, maintenance, and landlord relations. Both roles require knowledge of rental laws but differ in their daily operations and customer interactions.

Are vacation rental managements still profitable?

Vacation rental management remains profitable when operators effectively handle property maintenance, guest relations, and marketing, often using tools like property management software. Profitability depends on location, occupancy rates, and operational costs, making market research essential for success in this role.

How much do vacation rental managers make?

Vacation rental managers typically earn between $40,000 and $70,000 annually, depending on experience, location, and the size of the rental portfolio. Compensation may include base salary, commissions, or performance bonuses, and strong organizational and customer service skills are often required.

What does a vacation rental management do?

A vacation rental management professional oversees the daily operations of short-term rental properties, including marketing, guest communication, booking management, cleaning coordination, and maintenance. They ensure the property is well-maintained, guest experiences are positive, and revenue goals are met, often using property management software. Strong organizational and customer service skills are essential in this role.

What are popular job titles related to Vacation Rental Management jobs in Hawaii?

For Vacation Rental Management jobs in Hawaii, the most frequently searched job titles are:

What job categories do people searching Vacation Rental Management jobs in Hawaii look for?

The top searched job categories for Vacation Rental Management jobs in Hawaii are:

Vacation Rental Management jobs near you
Infographic showing various Vacation Rental Management job openings in Hawaii as of August 2026, with employment types broken down into 1% As Needed, 82% Full Time, 15% Part Time, and 2% 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 • On-site

$25 - $28/hr

Full-time

Medical, Dental, Vision

Re-posted 5 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