Jobs in Hawaii 2026 (Now Hiring) - Smart Auto Apply

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 relations, maintenance, and housekeeping. Supports cross-functionally across the team.

Compensation

• $23 - $25 / hour. Actual pay will vary based on a candidate's skill, experience, education and/or location.
• Up to $250 per month car allowance for eligible employees.
• More benefits and company perks information below.

Essential Job Functions

• Assists in the daily operations of the assigned portfolio of homes. Identify areas for improvement, assisting managers in process enhancements to drive efficiency and quality outcomes.
• Support the team with escalated guest and homeowner concerns by responding to emails, calls and tickets.
• Perform light home maintenance (light bulbs, fix door hinges, unclog a toilet, etc).
• Conduct regular inspections prior to guest and owner arrivals.
• Works to resolve guest and homeowner concerns by responding to emails, calls and tickets. Partners with the management team on escalated issues. 
• Partners and assists your Business Development Representative and management team when new units join the portfolio.
• Supports cross-functionally across the team as needed.
• Other duties as assigned because every day is different in hospitality!

Skills + Qualifications 

• Experience working in hotel, hospitality, vacation or similar industry is highly preferred.
• Minimum 1 year experience in housekeeping, maintenance or similar role. 
• Excellent time management skills with the ability to change activity frequently and cope with interruptions.
• Strong attention to detail.
• Tech-savvy with experience using various digital systems and applications and comfortable using mobile apps, tablets, and various software platforms.
• 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.

Benefits + Perks

• Health/dental/vision insurance based on hours worked
• Employer Sponsored & Voluntary Supplemental Benefits based on hours worked
• 401K retirement savings plan with immediate 100% company match on the first 4% you contribute
• Health & Dependent Care Flexible Spending Accounts based on hours worked
• Paid Vacation & Sick Time
• Employee Assistance Program (EAP)
• Employee Discounts
• Please visit our careers page to review our full benefits offerings