Babysitters at the
Four Seasons Maui
Tutti Vacation connects families staying at the Four Seasons Resort Maui at Wailea with background-checked local babysitters who come directly to your room or villa.
Staying at the Four Seasons Resort Maui at Wailea? Tutti connects your family with trusted, background-checked local babysitters who come directly to your resort. Enjoy a private dinner at Ferraro's, a morning at the spa, or a full day on the water - while your kids are in great hands.
Trusted in-resort babysitting at the Four Seasons Wailea
The Four Seasons Resort Maui at Wailea is one of the most celebrated family resorts in Hawaii - and Tutti makes it even better. Our vetted local babysitters serve families staying in beachfront villas, ocean-view suites, and pool bungalows across the property. Whether you need a few hours of childcare for a couple's dinner at Ferraro's Bar e Ristorante, or a full day while you snorkel Molokini Crater, Tutti has you covered.
Unlike the resort's own concierge arrangements, Tutti gives you full visibility into your sitter's profile, reviews from other traveling families, and transparent hourly rates - before you commit. Many families pair a Tutti sitter with the resort's complimentary Kids For All Seasons program and dedicated kids' pool area for full-day coverage, then bring a sitter back in the evening for bedtime and beyond. You choose who cares for your children. Want to explore other Maui resorts or the full island? See all Maui babysitters.
- Verified and background-checked babysitters
- Sitters come directly to the Four Seasons - no meetups needed
- Pairs well with the resort's Kids For All Seasons program for full-day coverage
- Transparent pricing - $25 to $45/hour, no hidden fees
- Rated by real families who stayed in Wailea

Should you book through Tutti or the Four Seasons concierge?
The Four Seasons Wailea's own concierge desk can also arrange in-room babysitting - both routes bring a sitter directly to you, but they work differently:
- See who's coming before you book. Tutti lets you browse each sitter's profile, experience, and family reviews first. Concierge-arranged childcare is typically assigned from the resort's contracted agency without a profile to review in advance.
- Pricing is published upfront. Tutti sitters list their hourly rate directly on their profile ($25-$45/hour). Resort-arranged childcare is usually billed through the hotel at the contracted agency's rate, which isn't always visible until after you request it.
- Booking speed. Concierge-arranged sitters often need advance notice and can be harder to secure during peak season. Tutti families are typically matched within 15-30 minutes of sending an inquiry, including same-day requests.
- Use both together. Many families pair the resort's complimentary Kids For All Seasons daytime program with a Tutti sitter for evenings, bedtime, and date nights - you're not choosing one over the other.

How to book a babysitter at the Four Seasons Maui
Most families are matched and confirmed within 15 minutes of sending their inquiry.
Browse babysitters
Explore verified sitters serving Wailea and the Four Seasons. Review profiles, experience, and rates.
Send your inquiry
Share your resort, dates, and childcare needs. Available sitters respond within minutes.
Book and enjoy Maui
Confirm your booking securely. Your sitter comes directly to the Four Seasons - so you can actually relax.
Everything you need to know
Can I book a babysitter at the Four Seasons Maui at Wailea?
Are Tutti babysitters background-checked?
How quickly can I book a babysitter at the Four Seasons Wailea?
What is the cost of a babysitter at the Four Seasons Maui?
Enjoy the Four Seasons
while we handle the rest.
Book trusted childcare at the Four Seasons Resort Maui at Wailea. Verified sitters, transparent pricing, in-resort service.