Hawaiian-Owned & Operated
Trusted Wailea Babysitter & Nanny Service
Background-checked, CPR & First Aid certified nannies who come directly to your Wailea hotel, resort, vacation rental, or private home — for date nights, full vacation days, or just a couple of quiet hours by the pool.
5.0 on Google · 23+ Reviews
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Wailea Babysitting, the Local Way
Looking for a Wailea babysitter you can actually trust with your kids on vacation? Professional Nannies Hawaii connects families staying in Wailea with local, carefully vetted caregivers — the same nannies Maui families request for their own children. We're a small, Hawaiian-owned business built around one idea: your trip shouldn't come with childcare stress.
Whether you need a Wailea nanny for a single evening or babysitting in Wailea for the length of your stay, requests are usually matched with a local caregiver within hours, not days.
Hotel, Resort & Vacation Rental Babysitting
Most of the families we work with in Wailea are staying at a resort or a vacation rental rather than a private home, so our nannies are used to coming straight to your room, suite, or condo. We regularly bring Maui resort babysitting to guests staying near the Four Seasons Resort Maui at Wailea, Grand Wailea, Fairmont Kea Lani, Andaz Maui at Wailea, Wailea Beach Resort, Hotel Wailea, and the Wailea condo communities along South Kihei Road — as well as private homes throughout the area.
To be clear: we aren't affiliated with, employed by, or an official childcare provider for any hotel or resort we mention above — we're an independent local service that families staying nearby choose to book.
Date Nights & Vacation Childcare
A trip to Maui usually comes with at least one dinner reservation, sunset sail, or spa afternoon you'd rather not bring the kids to. A hotel babysitter in Wailea gives you a few hours to yourselves while your children stay in a familiar space with someone attentive and background checked. Book a single evening, a full vacation day, or a standing sitter for the length of your stay — whatever the trip calls for.
Infant & Young Child Care
Traveling with an infant or toddler adds its own logistics, and we match those requests with nannies who are comfortable with bottle schedules, naps in an unfamiliar room, and close supervision near pools and the ocean. Every nanny is CPR and First Aid certified, and our founder personally water-safety briefs each caregiver before they're approved to sit — worth knowing in a resort town built around pools and beach access.
Every Nanny Is Vetted, Not Just Listed
Handing your kids to someone new is hard enough at home — on vacation, in a place you don't know, it's a bigger ask. Every caregiver in our network is background-checked, CPR and First Aid certified, and personally water-safety briefed by our founder before they're approved to sit. Most are locals raising their own families on Maui.
If we're ever unable to find a nanny for your dates, your booking fee is fully refunded — no questions asked. You can read our reviews directly on Google, or meet some of the nannies who cover the Wailea area on our Meet Our Nannies page.
How Booking Works
- Request your nanny. Fill out your dates, times, and where you're staying in Wailea.
- Get matched, usually within hours. We confirm a local, vetted nanny for your booking.
- Pay two ways. A booking fee goes to Professional Nannies Hawaii to secure the match; the hourly rate is paid directly to your nanny.
- Enjoy your time off. Your nanny comes straight to your resort, rental, or home at the time you booked.
Pricing
Visiting Wailea
$53 booking fee with code BOOK10
$30/hr for 1 child, paid directly to your nanny
+$5/hr for each additional child
3-hour minimum
Kamaʻāina Rate
$42 booking fee
$30/hr for up to 2 children
+$5/hr for each additional child
No travel fee for Wailea bookings. Holiday dates carry a separate booking fee — details are shown when you request your nanny.
Wailea Babysitter FAQ
How last-minute can I book a babysitter in Wailea?
As last-minute as same day, in many cases — most requests are matched with a nanny within hours. That said, we recommend booking at least a week out when you can, especially during peak season, since the most requested time slots fill up first.
Do your nannies come to hotel rooms and resorts?
Yes. Most of our Wailea bookings are at a hotel, resort, or vacation rental rather than a private home, so our nannies are used to sitting in a room or suite and are comfortable coordinating with front desk or concierge if needed.
Are your babysitters actually background checked?
Yes — every nanny is background-checked, CPR and First Aid certified, and personally water-safety briefed by our founder before they're approved to take bookings.
Can I book a sitter for an infant or toddler?
Yes. Let us know your child's age when you submit your request so we can match you with a nanny comfortable with infant and toddler care, including nap and feeding schedules in an unfamiliar room.
What if no nanny is available for my dates?
Your booking fee is fully refunded, no questions asked, if we're unable to find you a nanny.
How much does a babysitter in Wailea cost?
Visitor bookings start at a $53 booking fee (with code BOOK10) plus $30/hr for one child, with a 3-hour minimum. Kamaʻāina (Hawaii resident) rates are $42 plus $30/hr for up to two children. Full pricing details are above.
Who do I pay, and how?
You'll pay a booking fee to Professional Nannies Hawaii to secure your match, and the hourly rate is paid directly to your nanny.
Ready to Book Your Wailea Nanny?
Tell us your dates and where you're staying, and we'll match you with a vetted local nanny — usually within hours.
Request Your NannyHave questions first? Visit our full FAQ or contact us directly.