On-Site Maui Level 2 IT Support Technician

Hawaiian Breeze Solutions; Hawaii; On-site; USD 60,000 - 80,000; Full time

Job summary

Hawaiian Solutions is seeking an experienced Level 2 IT Support Technician based on Maui, with on-site duties and occasional inter-island travel. You will own escalated tickets, perform system fixes, and help create SOPs to improve service quality.

The role requires strong Windows, AD and Microsoft 365 skills, plus IT security awareness. Travel to client sites and participation in an on-call rotation are expected.

Qualifications

• Four or more years of IT support experience.
• Experience resolving escalated issues in an MSP or multi-client environment.
• Experience creating technical documentation and repeatable procedures.
• Willingness to travel to other islands as needed.

Responsibilities

• Take ownership of escalated Level 1 tickets and see them through resolution or formal escalation.
• Troubleshoot issues not covered by SOPs across computers, accounts, and applications.
• Perform system-level fixes and adjust configurations.
• Notify leadership when a broad impact or service disruption is identified.
• Work on advanced monitoring alerts and escalate when necessary.

Skills

Windows OS

Active Directory

Microsoft 365

Networking basics

Troubleshooting

Customer communication

Education

High school diploma

Technical education or equivalent

CompTIA Network+ or similar

Tools

Autotask

IT Glue

Datto RMM

NinjaOne

Job description

Hawaiian Solutions is seeking an experienced Level 2 IT Support Technician based on Maui, with on-site duties and occasional inter-island travel. You will own escalated tickets, perform system fixes, and help create SOPs to improve service quality.

The role requires strong Windows, AD and Microsoft 365 skills, plus IT security awareness. Travel to client sites and participation in an on-call rotation are expected.