Overview
General Manager Jobs in Wailea, HI at Inkinen Executive Search
Title: General Manager
Company: Inkinen Executive Search
Location: Wailea, HI
Position Overview
The Wailea Community Association (WCA), one of Maui’s most prestigious master-planned residential resort communities, is seeking an experienced General Manager (GM) to lead day-to-day operations, long-range planning, and community engagement initiatives. The GM will oversee infrastructure, brand stewardship, financial management, and resident services, while serving as the primary liaison to the WCA Board, local government entities, and community stakeholders. This is a high-impact executive leadership role requiring operational excellence and a deep appreciation for Hawaiian culture and values.
Responsibilities
Manage all operations of the WCA, including infrastructure, vendor oversight, and member communications
Serve as liaison between the WCA Board, Wailea residents, commercial stakeholders, and government agencies
Lead financial planning and oversight, including an operating budget exceeding $4M
Supervise staff and contractors to ensure high-quality service delivery across the community
Champion long-range planning and strategic initiatives related to infrastructure, emergency preparedness, and cultural preservation
Protect and enhance Wailea’s global luxury brand through communications, events, and community partnerships
Foster a high level of resident engagement, transparency, and trust through proactive outreach and public representation
Skills
Executive leadership and multi-functional operations management
Financial acumen, including budgeting, auditing, and reserve planning
Strong interpersonal, communication, and stakeholder management skills
Experience in strategic planning, vendor negotiations, and community governance
Cultural fluency and sensitivity, particularly with Hawaiian values and traditions
Ability to navigate complex legal, infrastructure, and community systems
Requirements
10+ years of experience in nonprofit, resort, property, or community management
5+ years in a senior leadership role with oversight of large-scale operations and budgets
Bachelor’s degree required
Proven experience managing contractors, staff, and cross-sector relationships
Familiarity with Maui communities and/or Hawaii-based operations strongly preferred
Track record of effective board engagement and brand management in a public-facing role
