Local Operations Manager (Kauai)

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

We are seeking a hands-on and service-driven Local Operations Manager in Kauai to oversee the day-to-day performance of a portfolio of vacation rental homes while leading and supporting a local team. This role serves as the primary operational leader for assigned properties, ensuring homes are guest-ready, well-maintained, and consistently deliver the exceptional experience our homeowners and guests expect.

Success in this role requires a unique combination of leadership, operational excellence, problem-solving, and customer service. You'll build trusted relationships with homeowners, coach and develop team members, coordinate across departments, respond to guest and property needs, and jump in wherever needed—from resolving maintenance issues and conducting property inspections to handling complex homeowner conversations. Every day is different, making this an ideal opportunity for someone who thrives in a fast-paced hospitality environment, enjoys leading by example, and takes pride in creating exceptional experiences.

Essential Job Functions

• Lead and develop a team of employees through effective coaching, mentoring, and performance management. Conduct regular one-on-one meetings and annual evaluations to support professional growth and ensure alignment with company goals.

• Oversee daily operations and workflow management of assigned portfolio of properties to optimize team productivity and meet departmental objectives. Identify areas for improvement, and implement process enhancements to drive efficiency and quality outcomes.

• Provide cross-coverage for your team and management when necessary.

• Conduct regular inspections prior to guest and owner arrivals.

• Support your team with escalated guest and homeowner concerns by responding to emails, calls and tickets.

• Develop and grow a relationship with the owners of the properties by proactively communicating and becoming the subject matter expert of those properties ensuring they are clean, maintained and well cared for.

• Meet and maintain company standards and metrics such as NPS, standard unit appearance, and efficiency.

• Support the budget for your portfolio adhering to set annual costs, with the ability to perform a cost-benefit analysis. 

• Partner and assist your Onboarding team when new units join the portfolio.

• Ability to perform light home maintenance (light bulbs, fix door hinges, unclog a toilet, etc).

• Foster a collaborative work environment that promotes open communication, innovation, and employee engagement. Address team conflicts constructively and in a timely manner as they arise. 

• Assist the recruiting process with interviewing, selection and onboarding new team members while ensuring compliance with company policies and employment regulations. 

• Establish and maintain open, collaborative relationships with fellow regional team members and upper management team 

• Other duties as assigned because every day is different in hospitality!

Required Skills + Qualifications

• 1+ years experience working in operational support roles; housekeeping and maintenance highly preferred.

• Experience working in hotel, hospitality, vacation or similar industry is highly preferred.

• Prior experience in supervisory or management level positions in a similar industry is highly preferred.

• Technical computer skills required on all forms of hardware - laptops, tablets and mobile devices

• 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.

• Hybrid work environment with in-person local office worktime required.

• 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

Annual Salary: $58,000 - $68,000 depending on experience

Benefits

• 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