Kahakuloa is one of my favorite off the beaten path places in Maui. Not for the faint of heart, getting there is a bit white knuckling, but well worth it. To get there, you have to drive down a one lane paved road along a sea cliff without guard rails. If you run across another car, someone has to back up to a wide spot in the road to let you by. Remember, the person going downhill has the right-of-way. Before heading down into Kahakuloa, stop at the little shaved ice stand at the top of the hill. You will get great views of the town below and Kahakuloa Head – also known as King Kahekili’s Leap.
The legend is that mid-1700’s Maui’s last independent ruler, King Kahekili, the chief rival of Kamehameha, spent time in this area. It is said that in the early morning, the King would climb up the hill and “leap” into the ocean below from about the 200 foot height. There is supposedly a trail along the head, but it’s supposed to be very narrow and dangerous. Besides, who wants to take that risk when there’s better things to be doing – like eating banana bread below in town.
Which brings me to my next point – definitely stop for the banana bread. Their claim to fame is that it’s the best banana bread in the world and well – it just might be. I’m writing this and eating banana bread as we speak. It’s pretty darn good!
Last time I didn’t stop and pick up banana bread – and now I know that I missed out. There are a few different places to sample the local banana bread, but I stopped at the little green stand near the other end of town. The nice local lady also had some tasty coconut candy to sample.
Traveling up the hill and out of the other side of town is also a one way paved lane. Make sure you look ahead to see if another car is coming and drive slowly. There are quite a few blind corners. Up on top of the hill is my favorite art gallery in the world. Yes – it’s definitely worth the trip! I’ll post more about the gallery later.


