Maintenance Technician

Company Overview

At Heavenly Vacations by Casago, we believe the best vacations begin with local expertise and genuine hospitality. Proudly serving the Hawaiian Islands, our team is passionate about creating exceptional experiences for both homeowners and guests through personalized service, trusted relationships, and an unwavering commitment to excellence. As local experts, we understand that every home, every owner, and every guest is unique, and we take pride in delivering thoughtful, attentive care at every step.

Our culture is rooted in the spirit of aloha, where integrity, respect, stewardship, and service guide everything we do. We believe in treating every property as if it were our own, building lasting relationships through trust and transparency, and working together to create memorable experiences that keep guests returning year after year. Backed by the resources of the trusted Casago network while maintaining our local ownership and personalized approach, Heavenly Vacations offers the opportunity to build a rewarding career with a team that is passionate about hospitality, community, and making a meaningful difference every day.

About This Job

As a Maintenance Technician, you'll travel between multiple vacation rental properties daily, performing general repairs, preventative maintenance, and troubleshooting issues like appliances, HVAC, plumbing, and wifi to ensure guests and owners have exceptional experiences. This role involves coordinating with third-party vendors, participating in on-call coverage for urgent issues, and maintaining company standards for guest satisfaction and efficiency. Perfect for someone who enjoys variety, problem-solving, and takes pride in keeping properties in top condition while providing excellent customer service.

Essential Job Functions

• Complete maintenance tasks and projects as assigned, traveling between multiple worksites each day within the assigned market.
• Create a welcoming environment for our guests and owners by ensuring our homes are well maintained with general repairs, preventative maintenance and inspections.
• Respond to guest issues regarding maintenance, as needed including but not limited to appliance troubleshooting, cable/wifi troubleshooting, basic HVAC repair and light plumbing.
• Coordinate completion of owner-approved maintenance through creation and delegation of maintenance and housekeeping tickets.
• Negotiate, and maintain working relationships with third-party vendors.
• Meet and maintain company standards and metrics such as guest or owner satisfaction, accuracy, efficiency, and annual cost.
• Be part of an on-call coverage rotation within the maintenance team to address urgent issues.
• Establish and maintain open and regular communication and collaborative relationships with team members and management team.
• Be available and willing to assist your colleagues and management team and provide cross-coverage in other roles as needed to address urgent issues.
• Maintain hot tubs as needed - we offer on-site training.
• Collect and remove trash and debris.
• Ensure follow through on assigned maintenance tasks using in-house assignment systems and respond to time-sensitive maintenance needs.
• Coordinate with third-party service providers.
• Other duties as assigned because every day is different in hospitality!

Required Skills + Qualifications

• Experience working in hotel, hospitality, vacation or similar industry is highly preferred.
• 2 years of basic property maintenance experience is highly preferred.
• Working knowledge of basic appliance repair, electrical systems, plumbing repair, HVAC repair, painting, and carpentry skills
• Tech-savvy with experience using various digital systems and applications and comfortable using mobile apps, tablets, and various software platforms.
• Excellent time management skills with the ability to change activity frequently and cope with interruptions.
• Highly responsive and reliable.
• This role involves frequent travel between worksites, so reliable personal transportation is essential.
• Dependable and prepared. Showing up on time and ready to go is key to creating great stays for our guests and peace of mind for our homeowners.
• Must be dependable, self-motivated, and able to work independently while contributing positively to a collaborative team environment.
• Comfortable talking to people—online or in person—and being able to share information in a way that’s clear, thoughtful, and represents the company in a positive way always.

Workplace Environment + Physical Requirements

• Work may take place indoors or outdoors, in a variety of settings including private homes, resorts, offices, and laundry facilities — often in varying weather conditions.
• We’re in hospitality and our schedules can change based on guest and homeowner needs. Shifts may include early mornings, evenings, weekends, and holidays. We require flexibility to support this.
• Reliable transportation required.
• Regular travel within the locally assigned market and / or region.
• Ability to move freely (balancing, climbing, crawling, driving, squatting, standing, stooping, walking, bending, pushing, pulling, reaching, and repetitive hand/finger motions) and lift up to a maximum of fifty (50) pounds without assistance.

Compensation, Benefits & Schedule

• 1 Week Paid Vacation after 1 Year, 2 Weeks Paid Thereafter
• Single Payer Health insurance paid for by company
• Dental insurance
• Vision insurance
• Optional Supplemental Insurance
• 401K
• Opportunity to participate in Professional and Life Educational Seminars
• Employee recognition programs