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67+ Kailua (Maui) Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Kailua (Maui)

Discover more than 67 treehouse rentals in Kailua (Maui), perfect for your holiday adventure. Treehouse offers treetop accommodations with everything you need for a relaxing escape near Kailua (Maui), HI.

Whether you're seeking luxury multi-level treehouses, rustic forest cabins, cozy off-grid retreats, or family-friendly treehouse lodgings, we can help you find the ideal place. Our rentals feature top-notch amenities such as private decks, fully equipped kitchens, fire pits, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group getaway to Kailua (Maui)? TreeHouse guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Kailua (Maui) pet-friendly treehouse rentals and easily book your dream treehouse vacation rental in Kailua (Maui) with TreeHouse.

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Frequently Asked Questions About Kailua (Maui) Holiday Rentals

There are a lot of options in Kailua (Maui). If you plan on staying in the Kailua (Maui) area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Kailua (Maui):

There are many holiday rentals available in Kailua (Maui); however, here are a few of the most popular holiday homes listed in Kailua (Maui) on our website:
At Treehouse Rentals most of our places to stay are perfect for families. Check out the complete list of holiday homes in Kailua (Maui) to find one that works for you.
Yes, there are 67 self-catering family homes and holiday rentals in Kailua (Maui).
There are more than 67 luxury holiday homes in or near Kailua (Maui), according to 2025 data from Treehouse Rentals. Consider these homes for your next holiday:
Yes, there are 67 pet friendly rentals that are available in Kailua (Maui).