Transportation Driver at Four Seasons Lanai, A Four Seasons Resort

*January 2026 Start Date*

TRANSPORTATION DRIVER 

Sensei Lāna’i, A Four Seasons Resort, is looking for a Transportation Driver who shares a passion for excellence and who infuses enthusiasm into everything they do. Our teams’ have the opportunity to shape our guest experience by providing exceptional knowledge of the island of Lana’i, both Four Season Resorts, and exemplifying the Golden Rule in each interaction. Work authorization required. 

WHAT YOU’LL DO 

The Transportation Drivers assist hotel guests by providing transportation to and from local destinations within a defined geographical area. Responsibilities include, but are not limited to, the following: 

• Greet all guests with a smile, make eye contact, and speak clearly in a friendly manner while upholding the highest level of hospitality and professionalism in all guest interactions, aligning with Four Seasons benchmark standards. 

• Provide seamless and intuitive transportation by picking up guests at designated locations on Lana’i for both resorts, displaying the hotel greeter sign. 

• Assist with luggage, able to lift, load, and offload onto carts and vehicles. 

• Maintain the general cleanliness of assigned transportation vehicles, ensuring they are free of dust and debris, and that seats and windshields are clean. 

• Provide a safe and comfortable ride for hotel guests; ensure the vehicle is in good repair and stocked with amenities such as bottled water, magazines, and newspapers. 

• Act as a guest liaison when not in transit by opening hotel and vehicle doors, engaging in conversation, offering suggestions, directions, and other information. Personalize guest interaction through “Talking Story,” offering activity information and captivating island stories as well as details about the city and surrounding areas. 

• Maintain appropriate logs noting guests transported and transportation details. 

• Possess strong knowledge of city streets to ensure timely guest transportation to and from destinations. 

• Inspect the vehicle daily, ensure scheduled maintenance is completed, and report any operating difficulties. 

• During transport, initiate “Talk Story” with guests, sharing historical tours, activity information, and stories of the island. 

• Assist and perform errands for guests and the hotel. 

• Provide guests with directions, recommendations, and information about the city, surrounding areas, and attractions. Hail taxis as needed and load luggage for departing guests. 

• Accommodate special requests whenever possible; resolve guest complaints and assist with inquiries regarding hotel services, hours of operation, key personnel, and in-house events. 

• Perform all other duties as assigned, including administrative tasks and other responsibilities as directed by management or supervisors. 

• Support and collaborate with other departments, integrating various tasks as assigned based on business needs. 

• Take action in all matters related to the safety, security, satisfaction, and well-being of hotel guests and employees when senior managers are unavailable. Respond swiftly and effectively in any emergency or safety situation. 

• Comply with Four Seasons’ Category One and Category Two Work Rules and Standards of Conduct as set forth in The Employee Handbook. 

• Anticipate guest needs, ascertain satisfaction, offer suggestions, and respond promptly to guest concerns and requests. 

• Complete both AM and PM driver inspection reports to ensure vehicles remain safe and operable throughout shifts. 

• Maintain the cleanliness of assigned vehicles during downtime by cleaning interiors and exteriors, vacuuming, removing trash, wiping surfaces, and washing as needed. 

• Support additional driving tasks as directed by management, including special events, private group transfers, and shuttle services outside regular routes. 

• Provide full luggage assistance, escort guests inside the main terminal, assist through the Lana‘i Air check-in process or other designated airline procedures, and ensure a smooth, professional departure experience reflecting Four Seasons’ standards. 

• Assist with transporting non-hotel guests as directed by management, maintaining professionalism and service standards at all times. 

• Adhere to radio communication protocols and use designated verbiage set by management, remaining respectful, professional, and responsive throughout scheduled shifts. 

• Be open to working flexible AM and PM shifts based on flight itineraries, which may require starting earlier or ending later than originally scheduled. 

• Adhere to all traffic rules and regulations, adopting a defensive driving approach and implementing necessary safety precautions in the absence of posted limits or rules. 

• Observe traffic rules and state regulations, wearing seat belts at all times and encouraging passengers to do the same. 

• Abstain from consuming alcohol at least 10 hours prior to the start of a shift. 

• Refrain from using personal handheld mobile devices while driving, except when using an approved hands-free system as required by management. 

• Always carry the company’s radio and Bluetooth earpiece throughout the shift for internal communications. 

• And More! 

WHAT TO BRING 

• Successful candidate must possess legal work authorization in United States 

• Must have a valid U.S driver's license and must require to obtain a Hawaii Driver’s License within 90 days of employment.  

• Ability to stand for extended periods, lift up to 200lbs, and push/pull as needed during shifts    

• Weekend and Holiday availability required. Drivers must be open to working flexible AM and PM shifts based on flight itineraries, which are subject to change. This may require starting earlier or ending later than originally scheduled.   

JOIN OUR ‘OHANA & ENJOY OUR AMAZING BENEFITS: 

• Hourly Rate: $25 

• 100% Employer contributed Medical, Dental, and Vision benefits 

• Competitive wages and other benefits (Retirement Plan, Wellness Credit, etc.) as well as Paid Time Off & Holiday Pay 

• Inclusive and diverse employee engagement & recognition events all year-round 

• Complimentary stays and exclusive discounts at Four Seasons Worldwide  

• Complimentary Employee Meals & Dry Cleaning for Employee Uniforms 

• Owner subsidized on-island housing, inter-island airfare to Oahu and other resources 

• Comprehensive learning and development programs to help you master your craft 

• Energizing Employee Culture where you are encouraged to be your true self! 

• And so much more! 

We look forward to receiving your application!  

Please note that due to the large number of responses we receive, only candidates being considered for the above position will be contacted for an interview. 

Learn more about what it's like to work at Four Seasons Resorts Lana’i, visit us: 

Twitter: https://twitter.com/FSLanai