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Insurance Property Inspection Jobs in Hawaii (NOW HIRING)

Better Talent

Property Caretaker

Lihue, HI

Conduct regular inspections prior to guest and owner arrivals. * Works to resolve guest and ... Vision insurance * Optional Supplemental Insurance * 401K * Opportunity to participate in ...

SVN - GO Commercial

Property Manager

Kailua Kona, HI · On-site

$60K - $80K/yr

Health insurance * Opportunity for advancement * Training & development Benefits/Perks (Why this is ... Conduct regular property inspections to assess and address maintenance needs * Build and maintain ...

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All JobsInsurance Property Inspection JobsInsurance Property Inspection Jobs in Hawaii

Insurance Property Inspection information

What is insurance property inspection?

Insurance property inspection is the process where an inspector evaluates a property to assess its condition, safety, and potential risks for insurance purposes. This inspection helps insurance companies determine the level of risk associated with insuring a property and influences the coverage terms and premiums. Inspectors review aspects such as the building’s structure, electrical systems, plumbing, roofing, and any potential hazards. The findings are documented and provided to the insurer to help with underwriting decisions. Property owners may also receive recommendations for repairs or improvements to mitigate risks.

What are the key skills and qualifications needed to thrive as an insurance property inspector?

To thrive as an Insurance Property Inspector, you need a solid understanding of building structures, risk assessment, and insurance policy standards, often supported by relevant certifications or experience in property inspection or construction. Familiarity with inspection reporting software, digital cameras, and mobile data collection tools is typically required. Strong attention to detail, effective communication, and time management are vital soft skills for accurately documenting findings and interacting with clients. These skills ensure comprehensive, reliable inspections that support accurate underwriting and claims processes for insurers.

What are some common challenges faced by insurance property inspectors in the field?

Insurance Property Inspectors often encounter challenges such as managing a high volume of inspections within tight deadlines, accurately documenting property conditions in various weather conditions, and communicating effectively with property owners who may have concerns or questions. Additionally, inspectors must stay updated on local building codes and insurance guidelines to ensure thorough and compliant assessments. Working both independently and with underwriting or claims teams requires strong organizational skills and adaptability to changing schedules.

What is the difference between Insurance Property Inspection vs Insurance Adjuster?

AspectInsurance Property InspectionInsurance Adjuster
CredentialsTypically requires state-specific licenses or certifications, knowledge of property standardsRequires licensing, often with additional certifications in claims or insurance
Work EnvironmentFieldwork inspecting properties, often on-site at residential or commercial locationsField or office work assessing claims, sometimes involving site visits
Employer & Industry UsageInsurance companies, independent inspection firms, property managementInsurance carriers, claims departments, adjusting firms
Search & Comparison IntentUnderstanding inspection roles, certification requirements, job dutiesComparing claims assessment roles, licensing, and responsibilities

Insurance Property Inspectors focus on evaluating property conditions for underwriting or claims purposes, while Insurance Adjusters handle claims assessments, often making decisions on payouts. Both roles require licensing and involve fieldwork, but their primary responsibilities differ in scope and decision-making authority.

How do you become an insurance property inspector?

To become an insurance property inspector, you typically need a high school diploma or equivalent, along with knowledge of building structures and inspection procedures. Many employers require relevant certifications, such as the Certified Insurance Inspector (CII), and experience in construction, appraisal, or related fields can be beneficial. Inspectors often work independently and must be detail-oriented with good communication skills.

Is it hard to become an insurance property inspector?

Becoming an insurance property inspector typically requires knowledge of building structures, damage assessment, and relevant regulations. Many inspectors complete training programs or obtain certifications, and some states or companies may require licensing, but the entry process is generally straightforward for those with attention to detail and technical skills.

What are popular job titles related to Insurance Property Inspection jobs in Hawaii?

For Insurance Property Inspection jobs in Hawaii, the most frequently searched job titles are:

What job categories do people searching Insurance Property Inspection jobs in Hawaii look for?

The top searched job categories for Insurance Property Inspection jobs in Hawaii are:

What cities in Hawaii are hiring for Insurance Property Inspection jobs?

Cities in Hawaii with the most Insurance Property Inspection job openings:

Insurance Property Inspection jobs near you
Infographic showing various Insurance Property Inspection job openings in Hawaii as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 22% Part Time, and 5% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution.

Full-Time Property Inspector

Lahaina, HI

Better Talent
Traveler Accommodation • 11 - 50 employees
Learn more about Better Talentexternal

$25 - $28/hr

Full-time

Medical, Dental, Vision

Re-posted 2 days ago

Job description

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 50 local hospitality professionals.

Our mission is simple: provide the perfect stay for every guest and complete peace of mind for every homeowner.

We believe exceptional hospitality comes from great people. Our team works together to deliver thoughtful service, clear communication, and consistently high standards for every property we manage.

Guests enjoy:

• Detailed arrival instructions
• Independent inspections after every clean
• Welcome gifts upon arrival
• Live check-in calls to ensure satisfaction
• Local recommendations from our Maui-based team

Our team is local, responsive, and available 24/7, ensuring every stay and every home is cared for with attention and pride.

Position Summary

We're seeking a dependable and detail-oriented Property Inspector to help deliver exceptional guest experiences across our portfolio of vacation rental homes in Lahaina, Maui. In this hands-on role, you’ll conduct thorough post-cleaning inspections prior to guest arrivals, ensuring every property meets the highest standards of cleanliness, presentation, functionality, and overall guest readiness.

The ideal candidate takes pride in consistency, notices the details others miss, and works well independently in a fast-paced environment. You’ll play a critical role in maintaining quality standards by identifying issues proactively, documenting inspection results accurately, and coordinating closely with housekeeping and maintenance teams to ensure each home is fully prepared for an outstanding guest stay.

Key Responsibilities

  • Inspect vacation rental properties after housekeeping services are completed

  • Ensure units meet My Perfect Stays cleanliness and presentation standards

  • Verify all rooms, bathrooms, kitchens, lanais, and common areas are fully guest-ready

  • Check for cleanliness, damages, missing items, odors, maintenance concerns, and proper staging

  • Report maintenance issues, inventory shortages, or housekeeping deficiencies promptly

  • Submit detailed inspection reports using company software and mobile applications

  • Communicate professionally with Coordinators, Housekeepers, and Management

  • Follow arrival schedules and prioritize units based on guest check-in times

  • Assist with quality control and uphold company standards across all properties

  • Ensure all unit amenities, supplies, linens, and toiletries are properly stocked

  • Occasionally assist with light troubleshooting or coordination between departments

  • Maintain professionalism while representing My Perfect Stays on property sites

Required Qualifications

  • Reliable vehicle and valid driver's license required

  • Active and reliable cell phone service required

  • Ability to use mobile applications, email, and inspection software

  • Must be dependable, punctual, and highly organized

  • Strong attention to detail and problem-solving skills

  • Ability to work independently with minimal supervision

  • Flexible schedule including weekends and holidays as needed

  • Physically able to:

    • Walk properties frequently throughout the day

    • Climb stairs multiple times daily

    • Lift up to 30 pounds

    • Bend, stoop, kneel, and stand for extended periods

  • Previous housekeeping, hotel, resort, or property management experience preferred but not required

  • Must maintain a professional appearance and positive attitude

Compensation, Benefits, & ScheduleHourly Salary

$25 - $28

Benefits

  • Health, Dental, and Vision insurance

Schedule

  • Full-Time

  • Weekend availability required

  • Holidays and peak season availability required

  • Typical shifts may vary based on occupancy and arrivals