Evening Nanny for Two Boys in Kailua

A warm Kailua family is looking for a dependable nanny to provide an extra set of hands.. Mom works full-time from home and is looking for support during the busiest part of the day, navigating dinner, homework, and activities in the evening.

The family values open communication, reliability, and teamwork. They would love someone who can help both boys build independence and responsibility while bringing a good balance of structure and fun.

About the Family
This family recently relocated from California to Kailua and the family values raising children who are respectful of everyone.. They want to welcome an experienced nanny's ideas for helping both boys develop independence, responsibility, and positive behavior.

Mom works remotely and may often be physically home during nanny hours, but her west coast work schedule means she may be in meetings and unavailable to manage the boys' routines. The goal is for the nanny to confidently take ownership of what's happening with the children during scheduled care.

Position Details
Location: Kailua, Oʻahu
Start Date: October 11, 2026 or later
Children: Two boys, ages 4 and 12
Schedule: Any weekday, 6:00–8:00 PM (Mom is flexible on the day)

Responsibilities
Help with dinner and the evening routine
Homework/tutoring worksheet support
Engage children in activities beyond screen time
Supervise outdoor and pool activities
Provide an extra set of hands while Mom handles other household needs
Light Household Support (if time permits)
Fold laundry
Load/unload dishwasher
Light meal prep and general tidying as time allows

Ideal Candidate
Dependable, organized, and proactive
A clear and thoughtful communicator
Warm, engaging, and comfortable with both age groups
Comfortable encouraging independence and positive behavior
Confident supervising children around a pool
Comfortable driving children to school/activities
Collaborative and happy to work as part of a team

Compensation & Benefits
Hourly Rate: $25/hr
W2 employment with tax withholding
Paid vacation days, sick days, and paid holidays
Mileage reimbursement at the IRS rate ($0.76/mile) for driving

Required
3+ years of paid childcare experience
Valid driver's license and clean driving record (required — this role drives daily)
Reliable vehicle, valid driver's license, and current auto insurance
Current CPR and First Aid certification
Currently lives on Oʻahu
Comfortable around water and supervising children in a pool

How to Apply
This is a great opportunity to make a meaningful difference for a family during a season when mom will be balancing work and solo parenting. Rather than simply supervising the boys, you'll become a trusted teammate who helps mornings and evenings feel calmer and more manageable. The family values communication, consistency, and a nanny's experience.

Please apply through Hānai Nanny Agency and include your relevant experience and availability. Candidates who can cover mornings only, evenings only, or the full schedule are encouraged to apply