The Area Managing Director will lead CoralTree Residential Resort Management in Hawaii, overseeing multiple homeowner associations and vacation rental operations across premier resort destinations. This senior leader will drive day-to-day operations, inspire executive teams, and serve as a key advisor to HOA Boards. They will also spearhead strategic growth initiatives, securing new management contracts and expanding CoralTree’s footprint in Hawaii. With a focus on exceptional service, operational excellence, and owner satisfaction, this role fosters teamwork, collaboration, and innovation—ensuring each property thrives while maintaining its unique identity.

• Achieve property financial/business plan goals and expectations as established in the annual business plan for all areas of responsibility while organizing and implementing strategic and tactical plans to facilitate this aim.
• Maintain the physical properties in a “first-class” condition.
• Address homeowner and Board member requests and needs in a timely manner and ensure consistent communication via emails, phone calls, newsletters and website postings.
• Be fully responsible for the operating success of the properties and homeowners associations and work to achieve their financial objectives while optimizing profit, and individual owner earnings.
• Ensure that the selection, training and ongoing direction for property team members is such that it maintains a high level of job satisfaction/morale/teamwork among team members in all areas.
• Provide innovative/creative thinking and strategies to effectively differentiate the properties and residential resorts from their competitive set and continue to exceed fair market share.
• Consistently deliver accurate forecasting projections for areas of responsibility and implement effective adjustments as required with labor and other cost drivers to ensure profit integrity.
• Demonstrate a strong operational expertise in homeowner association, resort and vacation rental service delivery.
• Proven ability to effectively plan and implement short and long-range strategic capital projects and project management.
• Effectively represent the properties and the Company in the local community, regionally and nationally.
• Ensure the properties are operated safely and securely according to company accounting standards.
• Ensure all homeowner’s associations are managed in compliance with the association’s governing documents, state statutes and all other local regulations.
• Proven ability to influence groups and key decision makers to grow our rental business and acquire new associations for management.
• Ensures all guests enjoy an authentic high-quality experience.
• Supports and ensures successful impact of the Colleague Recognition programs.
• Continuously improves Quality Assurance program results, measured by post stay guest survey scores and online/social media guest feedback.
• Resolves guest issues promptly and with great care and effectiveness.
• Serves as the senior advisory to homeowners association Boards and Board Presidents to ensure strategic alignment.

• Experienced General Manager with multi-property experience operating and positioning a resort property, vacation rental company or comparable asset.
• Prior Homeowners Association Board management experience is required.
• Multi-unit operational experience preferred.
• Previous experience within an independent group and leisure property environment is preferred.
• Experience overseeing large capital projects preferred.
• Flexible work schedule, especially on holidays and weekends.
• Experience managing homeowner associations, with Hawaii HRS 514B knowledge a plus.
• Experience managing condominium/residential vacation rental operations.

As a valued member of the CoralTree team, you'll receive a comprehensive benefits package that includes:

• Group medical, dental, vision, life, and disability benefits.
• Participation in a pre-tax flexible benefit plan for healthcare and dependent care reimbursement
• An employee assistance program.
• Paid time off/sick time
• Participation in a 401(k) plan with a company match.
• Team member free room night program.

Join us in creating unforgettable experiences for our guests, building vibrant communities, and shaping the future of travel and hospitality.

Salary range: $175,000 - $225,000/yr.