Upcountry Maui Kid friendly Holidays

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    Packages with flights are ATOL protected

FAQs: family holidays in Upcountry Maui

How can I find the best family-friendly holidays in Upcountry Maui?

At Expedia, it’s super-easy to find family-friendly holidays in Upcountry Maui in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place.

Are there any cheap Upcountry Maui family holidays?

Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, Upcountry Maui family getaways start at . Prices and availability are subject to change and additional terms may apply.

Can I book an all-inclusive Upcountry Maui family holiday package?

All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in Upcountry Maui and book the whole package in just a few clicks.

How can I book the best family activity holiday in Upcountry Maui?

Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime.

Can I find luxury family holidays in Upcountry Maui?

To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in Upcountry Maui by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too.

How can I search for Upcountry Maui family holiday deals?

Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available Upcountry Maui family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times.

Can I book a Upcountry Maui family vacation package with free cancellation and/or flexible dates?

Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too.

Why should I book my Upcountry Maui family trip with Expedia?

Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to Upcountry Maui in no time.

Top Kid friendly Upcountry Maui Hotels

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

3.5 out of 5
1813 Baldwin Ave, Makawao, HI
  • 32 min drive from Haleakala National Park
Stay at this 3.5-star boutique hotel in Makawao. Enjoy free breakfast, on-site spa services and a garden. Popular attractions Hali imaile Farmer's Market and ...
8.6/10 Excellent! (205 reviews)
"A wonderful, off-the-beaten path experience away from all the tourists."

Reviewed on 31 May 2025

Lumeria Maui Educational Retreat Center
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

Makawao, HI
  • 29 min drive from Haleakala National Park
Stay at this family-friendly holiday home in Makawao. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Hui Noʻeau Visual Arts Center and ...
9.8/10 Exceptional! (47 reviews)

Families like: Kitchen, games and toys, washer and dryer, laundry

Beautiful Setting
"The log cabin was very comfortable and accommodating for our multi-generational family of 8. The setting is gorgeous and the Sacred Garden a must. Eve, our host, was very responsive and there for everything we needed without being intrusive. Highly recommend!"

Reviewed on 22 Apr 2025

PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!
Bamboo Valley Inn

Bamboo Valley Inn

3.5 out of 5
1444 West Kuiaha Rd, Haiku, HI
  • 33 min drive from Haleakala National Park
Stay at this 3.5-star B&B in Haiku. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Haleakala Bike Company and Hui Noʻeau Visual Arts ...
"I recently stayed at Bamboo Valley Inn, and while I had high hopes based on its charming description, my experience fell short in several areas. First, I was disappointed to find that the claim of “breakfast included” was misleading. Upon arrival, I learned that no breakfast was provided, which was ..."

Reviewed on 3 Jan 2025

Bamboo Valley Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.