Traveling to Hawaii with an Infant Is Easier Than You Think

Nicki Taylor
Sep 23, 2025
4 min read

You’ve got the flights booked, the dream resort picked out, and the suitcase half-packed with those little tiny cute swimsuits and baby sun hats. But there’s still that lingering thought:

Are we crazy for flying to Hawaii with a baby?

Now, if that’s you — deep breath. You’re not alone, and you’re not crazy.

Here at The Nanny Connection, we’ve supported hundreds of families traveling to Hawaii with infants. And we know the worries. We also know how magical your vacation can be — yes, even with a nap schedule to work around.

All it takes is a little planning, the right kind of support, and someone in your corner who really understands both babies and the islands.

Why Traveling to Hawaii with an Infant Doesn’t Have to Be Overwhelming

Let’s face it: traveling with a baby can feel like prepping for a small expedition. Bottles, swaddles, sound machines, nap times, car seats — and let’s not even start on the flight logistics.

But here’s what many parents find out once they get here:

Island time works in your favor. Hawaii is naturally slow-paced. That alone makes everything — feedings, naps, pool time — more manageable.
Your baby doesn’t need every single piece of gear, especially if you’ve got help.
Support is everything. And that’s where our vacation nannies come in.

Our Professional Nannies Make Traveling to Hawaii with An Infant Easier (and Way More Fun)

We get asked all the time, “Can I really bring a nanny on vacation?” The answer? Yes! And it might just be the smartest decision you make for your trip.

Our professional nannies are:

Infant-experienced and CPR certified
Trained to maintain your baby’s existing routine
Local to the islands — they know the environment and how to keep your little one safe and comfortable in it
Genuinely loving caregivers who become part of your travel ohana (family)

Plus, having a nanny on hand also means:

You don’t have to skip dinner reservations because bedtime is at 7 pm
You can take that sunset sail while your baby naps at the rental
You and your partner can rest

And What About All the Baby Gear While Traveling to Hawaii with an Infant?

You know what’s not fun? Dragging a stroller, portable crib, white noise machine, diaper bag, and six kinds of teething toys through TSA.

So, here’s what helps:

→ You pack lighter. Because your nanny is there to provide attentive, one-on-one care at your hotel or vacation rental — you don’t have to bring everything.

→ We help connect you with local baby gear rental services. Yes, many of our families rent items like cribs, high chairs, or beach-friendly strollers so they can travel lighter

→ Your nanny brings the calm. Babies are sensitive to new environments. That's why our nannies are pros at creating comfort in unfamiliar spaces — which means better sleep and happier babies.

Tips for Flying With a Baby to Hawaii

We’ve gathered advice from parents who’ve done it (sometimes more than once!).

Pick a flight that aligns with nap or bedtime. A drowsy baby is your best travel companion.
Nurse or bottle-feed during takeoff and landing. It helps with ear pressure.
Bring layers. Planes are cold; Hawaii is not.
Pack a change of clothes (for both of you). Accidents happen — in the air and on land.

And if you’re feeling nervous? That’s normal. You’re doing something big. You’re showing your child the world. And that’s brave and beautiful!

What Our Families Say: Traveling to Hawaii with an Infant

“One of our biggest concerns was how our 8-month-old would adjust to the time difference and new routine. Our nanny was incredible — she kept things consistent, eased transitions, and gave us space to enjoy Maui in a way we didn’t think was possible with a baby.”

“We used our nanny for three half-days during our stay in Waikiki — just enough for some snorkeling and a massage. Knowing our son was in such capable, loving hands made all the difference.”

What to Share With Your Nanny Before She Arrives

We recommend giving your vacation nanny the same details you’d share with a trusted family member:

Your baby’s feeding and nap schedule
Favorite toys, songs, and soothing techniques
Allergies or medical needs
House or hotel rules
Emergency contacts

Just note that the more you share, the more seamless the care.

Hawaii Travel with Baby: Can My Nanny Join Us on Excursions?

Absolutely! Many families bring their nanny along for outings! And whether it’s beach time, a hiking stroller adventure, or a cultural event, your nanny can help:

Keep your baby cool, fed, and protected from the sun
Offer another set of hands when navigating terrain
Entertain older kids while paa rents focus on the little one

Also, some parents even plan date nights during excursions, with the nanny handling baby duty while they steal an hour or two for a cocktail and couples photo.

You Deserve This Vacation, Jo— Really

Hawaii is not just a destination. It’s a reset, a breath of fresh (plumeria-scented) air. And just because you’re a parent doesn’t mean you have to miss out on the serenity of it all.

By choosing trusted childcare services while traveling to Hawaii with an infant, you give yourself — and your baby — the gift of calm. You get to rest, reconnect, and savor the joy of parenting and paradise.

And isn’t that what it’s all about?

Let’s Talk About Your Family’s Travel Plans

Whether you’re coming to Oahu, Maui, the Big Island, or Kauai, we’re here to support your ohana. Our vacation nannies are ready to help make your Hawaii vacation with an infant not just doable, but deeply enjoyable.