Climb to the top of the Ancient Kahakuloa Head

Tom’s experience climbing Kahakuloa Head:

Kahakuloa Head is a steep hill outside of the quaint village of Kahakuloa in Maui. Getting to the trailhead requires a short drive along a treacherous bit of highway.
Climb Kahakuloa Head

The trailhead is a dirt pullout right next to the highway overlooking the steep ocean coastline along northern Maui past the Nakalele Blowhole if you come from the west.

Hawaii Kahakuloa Head

There is no real trail to the summit of the Kahakuloa Head so you will have to bush wack and crawl under bushes some. The trail is very steep and nearly vertical in some areas. At the summit there is a survey marker to let you know you made it.

Kahakuloa Head Hawaii

Getting down is more difficult than getting up. The grass you are hiking through is often moist from dew or rain and the hill is so steep it is easy to slide down.

Maui Kahakuloa Head

Be careful if you try to climb this. Legend has it that King Kahekili would climb 200 feet up the Kahakuloa Head and then dive into the rough and shallow waters below.

Kahakuloa Head Maui

The summit of Kahakuloa is 646 feet above sea level.

Tom’s Rating:

Trail Info: The trailhead is easy to find but difficult to reach. From the Nakalele Blowhole, continue along highway 30 until it becomes highway 340. 340 is very narrow in spots but is mostly paved. The trailhead is on the ocean side of the highway after the town of Kahakuloa.


Parking Lot: 20.99848,-156.545691

Kahakuloa Head Summit: 21.000821,-156.545311

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Climbing the exotic Chutes and Ladders trail

Tom’s experience at Chutes and Ladders:

Chutes and Ladders is a really fun but very dangerous adventure along the coast of Maui. The trailhead is a little difficult to find but the hike is not very long.
Chutes and Ladders Trail

You start hiking through some over growth on a dirt road. This will lead to a fork, take the left fork and it will lead directly to the ocean.

Chutes and Ladders Hike

The coast is very steep and rocky. You will need to carefully climb down to a small trail along the ocean. When we went there were some worn ropes that were put up to assist people down.

Chutes and Ladders Climb

Be careful and test the ropes before putting your body weight on the ropes. The climb is not overly difficult but a fall will lead to a serious injury and most likely death.

Chutes and Ladders Maui

Once you reach the bottom of the climb there is a trail that is narrow in one spot but pretty easily followed. I would recommend good shoes for this adventure. The lava rock is sharp and the trail can be slippery.

Maui Chutes and Ladders

Follow the trail around the cliffs and it will lead to a small pool that you can swim in. Be careful if the ocean is high enough to spill into the pool if you do swim in it that you don’t get carried away out to the ocean.

Chutes and Ladders Pool

Also there is a sign near the beginning of the trailhead saying the trail is dangerous and not to go down. Use your own judgement.

Tom’s Rating:

Trail Info: The trailhead is difficult to find. It is along highway 30 in between Lahaina and the Nakalele Blowhole. There is a small pullout along the street just after mile marker 37.5 on the coast side. Park here and there are a few signs warning you to not trespass and to be careful along the dangerous cliffs.


Parking Lot: 21.029228, -156.600672

Chutes and Ladders Pool: 21.030358,-156.604067

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