Amazing 4-Day Family Vacation in Maui

Maui, Hawaii, is a great family vacation. There is so much to see and do that we could have easily stayed a whole week. We rented a car and ventured the Road to Hana, experienced the sunset over the clouds, and had some great poke. Here is what we did on our 4-day family vacation in Maui. Use it as a guide for your own family vacation.

Related: How to Plan a Vacation with Kids, Tips for a Multigenerational Family Vacation, Tips for Flying with Kids, and Tips for Traveling with Kids.


We stayed at Maui Bay Villas, a Hilton Grand Vacations Club, in Kihei.

The rooms are spacious with a full kitchen. We stayed in a 1-bedroom so the kids slept on the queen sleeper sofa in the living area. The bathroom was large with a smart toilet, which the kids enjoyed using!

The pool is big and has a fun slide that the kids loved. The property isn’t directly on the beach. You have to cross a street to get there.

Although we didn’t use it, there’s a smaller pool on the beach owned by the hotel.

Paia and the North Shore

On our first day in Maui, we decided to take it easy and go to Paia to walk around, do some shopping, and to have lunch.

Many sites recommended Paia Fish Market or Mama’s Fish House for lunch, but we decided to go to Tobi’s Poke & Shave Ice instead. The name is deceiving as they also have great Poke.

It was so good that we compared any other Poke we had for the rest of the trip against it. Tobi’s always won.

We walked through the streets and did our obligatory souvenir shopping. There is a good mix of local shops, art galleries, and touristy souvenir shops.

4-Day Family Vacation in Maui

We kept on walking past the stores to Lower Pāʻia Park where the kids were able to run around and play for a little bit.

We wanted to go to Baldwin beach, but it proved too far of a walk so we headed back to the car and drove there.

Once we were at Baldwin beach, although picturesque and amazing, it was also extremely windy. So we decided to get back in the car and drive back to the hotel.

Road to Hana

The Road to Hana is a famous drive in Maui. There are waterfalls, hikes, food stalls, and other sites throughout the drive. We saw a black lava beach, walked inside a lava tube, and hiked the Pipiwai Trail. We ate great banana bread and pineapple.

For more information and tips, see my post about the Road to Hana.

Ho’okipa Beach Park

Ho’okipa Beach Park is a great place to see the sunset. It’s also supposed to be a great place to see sea turtles. Although we didn’t get to experience the sea turtles, we did get to see part of the sunset.

It’s a local beach with lots of surfers, reportedly some of the best surfing in Maui. Since we arrived in the evening, the surfers were mostly on the water hanging out on their boards watching the sunset.

There were plenty of other people on the shore waiting for the sun to go down. Beach chairs were lined up waiting for their owners to sit down and witness the spectacular event.

Unfortunately, we didn’t have a lot of time. My daughter had fallen asleep in the car (after the long road to Hana) and my husband was stuck in the car with her. But, for a few minutes my son and I experienced something truly memorable.

Haleakala National Park Sunset or Sunrise

A very popular activity in Maui is watching the sunrise or sunset at Haleakala National Park (the crater side). You can do a tour or reserve ahead of time and do it on your own.

We opted for watching the sunset. The idea of waking up in the middle of the night and navigating the road in the dark was not appealing to us. So, instead, we drove up in the afternoon and waited for the sunset, which was around 7pm.

But, it was very cold, and my daughter and I could not stay outside for very long, so we watched it from the car. We’re from Miami, so anything below 70 degrees is cold for us!

My husband and son would go back and forth between watching it from outside and warming up inside the car.


Take warm clothes: whether or not you do the sunrise or sunset, it is much colder at the top then it is at sea level. A sweater, rain jacket, and long pants are likely enough (unless you are cold-averse).

Car Rental

Renting a car in Maui is a necessity if you want to get around on your own without having to hire a tour guide.

We found a local company, Makoa Rental Car Company, that was very easy to work with. They have older cars, but they are in very good working condition.

The company leaves the car at the airport for you and gives you instructions on how to pick it up and drop it off. You can even rent beach chairs and coolers through them and they will leave them in the car!

Another alternative for renting a car is Discount Hawaii Car Rental. They have deals with all the major car rental companies but at a very reduced rate than what you’ll find going directly through the company.

Overall, it was a wonderful 4-day family vacation in Maui. We experienced the beauty and wonder of this amazing island and we’ll have lots of stories to last us a lifetime.

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