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Vacation Rental Management Jobs in Hawaii (NOW HIRING)

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... of our vacation rental properties. This is an in-person position combining reservation ... Enter and update reservations accurately in our reservation and property-management systems.

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 ...

Maintenance Technician

Lahaina, HI · 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 ...

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.

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.

Revenue Manager

Honolulu, HI · On-site

$70K - $74K/yr

Job Responsibilities Lead revenue strategy and distribution for condominium and vacation rental ... Manage OTA performance, ensuring optimized listings, rate parity, and brand compliance. Provide ...

Revenue Manager

Honolulu, HI · On-site

$60 - $80/hr

Lead revenue strategy and distribution for condominium and vacation rental portfolios to maximize ... Manage OTA performance, ensuring optimized listings, rate parity, and brand compliance. Provide ...

Equipment Rental Specialist

Lahaina, HI · On-site

$23.52 - $27.93/hr

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 ...

Equipment Rental Specialist

Lahaina, HI · On-site

$23.52 - $27.93/hr

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 ...

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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 Sep 8, 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:

Infographic showing various Vacation Rental Management job openings in Hawaii as of August 2026, with employment types broken down into 89% Full Time, and 11% Part Time. Highlights an 100% In-person job distribution, with an average salary of $59,205 per year, or $28.5 per hour.

Guest Host & Vacation Rental Operations Coordinator

Hawaii Americana Realty

Honolulu, HI • On-site

$20 - $25/hr

Full-time

Medical, Dental, PTO

Posted 6 days ago

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Job description

We are seeking a dependable, organized, and guest-focused team member to support the daily operation of our vacation rental properties. This is an in-person position combining reservation administration, guest communication, basic technology assistance, and visits to properties.


Responsibilities

  • Enter and update reservations accurately in our reservation and property-management systems.
  • Monitor and respond promptly and professionally to guest messages received through Airbnb, Vrbo, and other booking platforms.
  • Help guests resolve common issues involving Wi-Fi, televisions, air-conditioning controls, appliances, and other property features.
  • Program, update, and troubleshoot electronic door codes at various properties.
  • Visit properties to assist guests or address operational issues when remote support is insufficient.
  • Coordinate with cleaners, maintenance providers, property managers, and other team members.
  • Document guest issues, actions taken, and any required follow-up.
  • Escalate maintenance, safety, or service concerns appropriately.
  • Help maintain accurate property instructions, access information, and guest records.


Qualifications

  • Strong written and verbal communication skills.
  • Friendly, calm, and professional when assisting guests.
  • Comfortable using computers, smartphones, messaging platforms, and online reservation systems.
  • Able to learn basic troubleshooting for Wi-Fi, televisions, air-conditioning controls, electronic locks, and similar property equipment.
  • Organized, detail-oriented, and able to manage several requests at once.
  • Dependable and able to work independently.
  • Prior hospitality, vacation-rental, hotel, customer-service, or property-management experience is preferred but not required.
  • Must have reliable transportation and be able to travel between properties during scheduled working hours.
  • Must possess a valid driver’s license and meet any applicable driving requirements.


Physical and scheduling requirements

  • Ability to travel between multiple properties.
  • Ability to walk through properties, use stairs where applicable, and perform light hands-on troubleshooting.
  • Availability for weekends/weekends/holidays

Company Description

Boutique real estate company, short term vacation rental and hotel operator located in Waikiki.