While this isn't the cheapest hotel on the list (it starts at $800 per night), it's a luxurious, family-friendly resort with some of the largest rooms on Maui.
Entry-level guest rooms measure a vast 600 square feet and a sofa bed is always included, and an additional crib is available on request. They also come with an oversized marble bathroom with a deep soaking tub, separate shower, and double-basin vanity; a private outdoor living space; plus a bar area with a refrigerator, tea setup, and Nespresso machine.
It's worth noting that small suites are just the next room category up, offering 840 square feet with a separate bedroom and pull-out sofa in the living space.
It's pricey, but I'm always one to factor in the massive value associated with an on-property kids' club, which I make liberal use of when I travel with my family. And in my experience, Four Seasons hotels have some of the best. Here, the Kids for All Season kids club offers a range of age-appropriate programming for a dreamy camp-like experience all included in the room rate. And although this hotel is the filming location for HBO's "The White Lotus," here's hoping your own family trip won't attract the same level of drama.