Property Caretaker

vacasa· Field Operations
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📍 Kailua-Kona, HI, United States

About this role

About the Company
We’re a vacation rental company where great people create exceptional experiences. From our humble beginnings with a simple idea, we've grown into a trusted industry leader delivering genuine hospitality to every guest. What sets us apart isn't just our advanced technology or high property standards, but our culture of doing things the right way, building trust, and supporting each other as a team. When you join Casago, you're not just taking a job—you're becoming part of a company that values your contributions, invests in your growth, and gives you the opportunity to make a real impact on the homeowners and guests we serve every day.

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 $100 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

Casago is an equal opportunity employer committed to fostering a diverse and inclusive workplace. We do not discriminate against applicants based upon race, color, religion, sex (including pregnancy, gender identity, and sexual orientation), national origin, age, disability, genetic information, or other classes protected by applicable law. Veterans are encouraged.  Casago is committed to maintaining a safe and productive work environment. Possession, use, or being under the influence of alcohol or illegal drugs in the workplace is prohibited.

Some positions may require that you drive a personal vehicle and/or company vehicle for work purposes. Employees who are required to drive a personal vehicle must have reliable transportation, a valid driver’s license, and be at least 18 years of age. Employees who are required to drive a company vehicle must have a valid driver’s license, be at least 21 years of age, and have been a licensed driver for no less than 3 years.

An offer of employment for this role will be contingent upon the successful completion of a background check and / or an OFAC screening, country dependent.

Frequently Asked Questions

Is the salary disclosed for the Property Caretaker position at vacasa?
The salary for this Property Caretaker role at vacasa is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Property Caretaker position at vacasa located?
This Property Caretaker role at vacasa is based in Kailua-Kona, HI, United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Which team or department does the Property Caretaker at vacasa belong to?
This Property Caretaker position is part of the Field Operations department at vacasa. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Property Caretaker position at vacasa?
Click the "Apply Now" button on this page. You will be redirected to vacasa's official application portal hosted on greenhouse where you can submit your application directly.
When was the Property Caretaker job at vacasa posted?
This Property Caretaker position at vacasa was posted on May 18, 2026. Apply as soon as possible — early applications are often reviewed first.
Property Caretaker
vacasa
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