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Please Note

  • An estimate based on public data for similar roles. Not provided by the employer.

Director of Learning & Development - Full time

Hawaii Four Seasons Maui Estimated salary: $90,000–$125,000 per year, potentially supplemented by benefits, incentives, housing assistance, or relocation support
Role summary

Written by MyIslandJob from the job title and employer. See the employer's page for the full description.

The Director of Learning & Development leads the resort’s training strategy, ensuring colleagues receive engaging onboarding, service, leadership, compliance, and professional-development programs. Requirements typically include several years of hospitality training or human-resources experience, strong facilitation and presentation skills, excellent communication, organization, and knowledge of adult-learning principles. Experience in a luxury hotel environment and a relevant degree or professional certification may be preferred. The successful candidate is expected to model Four Seasons service standards, partner effectively with department leaders, evaluate training outcomes, support employee engagement, and create a positive culture of continuous learning. The role also requires discretion, cultural awareness, flexibility, and the ability to manage multiple priorities in a fast-paced resort setting.

About the employer

Four Seasons Hotels and Resorts is a globally recognized luxury hospitality company operating hotels, resorts, residences, and private retreats in destinations around the world. The company is known for highly personalized service, strong attention to detail, and a people-centered workplace culture. Four Seasons Resort Maui at Wailea is a luxury oceanfront property on Maui’s southwestern coast, offering accommodations, restaurants, spa services, recreational activities, and event facilities. Employees are generally expected to deliver warm, discreet, and memorable guest experiences while working collaboratively across departments. Learning and development is an important part of the company’s approach to maintaining consistent service standards and supporting career growth. Benefits and employment conditions vary by position and are normally confirmed during the recruitment process.

What the job usually comes with in Hawaii

Usual for Hawaii, varies by employer. Checked November 2026.

HousingUsually not; rents very high
MealsStaff cafeteria at large resorts
FlightsNone (managers negotiate)
Service chargeF&B service charges go to staff unless guests are told otherwise (by law)
ContractAt will; union rules in Waikiki
LeaveNone by law; employer health insurance (by law)
Income taxFederal 10% to 37% plus state 1.4% to 11%

Senior staff often get more than line staff, for example a single room or a yearly home flight. Ask the employer what the job includes before you accept.

Can I work in Hawaii?

How it works: No ordinary visa for hotel jobs; a J-1 traineeship of up to 12 months is the realistic route.

Never pay anyone for a visa or a job offer. A real employer pays the permit costs and never asks you for money.

Official source: USCIS: working in the United States. Checked November 2026.

Guidance, not legal advice. Rules change; your employer confirms the details for your case.

More about working in Hawaii

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