Piilani Highway : Driving the back road to Hana

Rough paved section of Piilani HIghway near Kaupo

They said not to do it!

They said to take the Hana Highway (State Highway 360) all the way to Kipahulu, past Hana, and then drive back the same long winding way, even if the curvy road makes you sick.

The guidebooks cautioned against driving on the Piilani Highway, despite it being the most obvious, shorter and faster, way to come back to West Maui from Kipahulu. The rental car company said it would void the rental agreement, and we would be on our own in case the car breaks down. The numerous websites cautioned against falling rocks, flash floods, unpaved and crooked roads, livestock on the road, and, failing all the above, the wrath of God in various forms.

But we knew we had to see what Piilani Highway was all about.

And glad we did. For it remains our most memorable drive in Maui, along with the Kahekili Highway drive along the north west Maui coast.

Piilani Haighway (also known as State HIghway 31), is the road south of Mount Haleakala approximately between Ulupalakua and Kipahulu. On our trip to Hana, and beyond to Kipahulu, we drove back to West Maui on Piilani Highway. And we lived to tell the story. Believe me, Piilani Highway not half as scary as it is painted out to be, unless you are traveling the road after a rain-storm, or at night. Yes, its bumpy, one-and-a-half-lane-hugging-the-cliff at places, but its what memories are made of.

Piilani Highway from Kipahulu to Ulupalakua, HI

Piilani Highway from Kipahulu to Ulupalakua, HI

When we reached Hana after a long and arduous drive, it was one in the afternoon. It was pouring in Hana, like they said it would. So we drove through Hana, and before we knew we were outside the town. The road started to get narrower slowly, and finally asymptoted into one-and-a-half-lane windiness. There were houses along the road, with great views of the ocean. There appeared to be a large number of artists’ studios. Perhaps such isolation breeds creativity. We drove past a lady aimlessly walking on the road. She had that hint of deep-rooted melancholy in her eyes. The creative kind, I thought to myself.

The first interesting diversion came a little later, round a bend called South Wailua. There was a tall waterfall (200 ft or so by various claims), called the South Wailua falls. It was pretty, wispy, and framed well by the foliage. There really was not all that much water falling down, which made it possible to walk down the short trail to get a closer look. It was perhaps the best waterfall we have seen on the road to Hana. The nearby roadside parking lot was overflowing with six or so cars, three of them red Mustang convertibles. We had to wait for some couple of minutes to find a spot to park our red Ferrari Enzo. Ah well, make it a regular-issue rental Dodge Jalopy or something. :-)

South Wailua falls near Hana

South Wailua falls near Hana

The nest stop, not too far away, was the Haleakala National Park at Kipahulu. The piece de resistance here is Ohe’o Gulch and the Seven Sacred Pools. (Note to myself: learn from this incredible marketing technique; there were twenty or so, not seven, pools, and no one knew why they were sacred). Oheo Gulch is where the Oheo stream comes down the mountain side to the ocean; on the way it flows over lava outcroppings, and forms these beautiful pools. There were people swimming in them, though its not recommended because of the common presence of Leptospirosis bacteria.

The Oheo Gulch area had very little water at this time, but its not always the case. Flash floods can occur that are known to raise the water level by some four feet in ten minutes. You can find a picture of such a flash flood in Oheo Gulch here.

Oheo Gulch, Haleakala National Park

Oheo Gulch, Haleakala National Park

Oheo Gulch, Haleakala National Park

Oheo Gulch, Haleakala National Park

By the time we decided to leave Oheo Gulch to hit the Piilani Highway back to West Maui, it was 2:30pm. This is where the highway starts to get real hairy. The pavement disappears at places, and the road climbs to the cliff side, as it navigates Lelekea Bay. The mountain side is literally held by chains on the right at places, to avoid falling rocks from hitting the motorists. The hairpin bends are completely blind, but there is almost no traffic. If in doubt, honk. This road is not so bad; there are worse roads in the world that I have been on.

A rocky beach at Lelekea Bay past Oheo Gulch

A rocky beach at Lelekea Bay past Oheo Gulch

A bend on Piilani Highway near Lelekea Bay

A bend on Piilani Highway near Lelekea Bay

Looking back to Piilani Highway near Lelekea Bay

Looking back to Piilani Highway near Lelekea Bay

Once you have successfully navigated the sheer cliffs, blind curves, and unpaved roads, you reach Kaupo. The landmark of Kaupo, at least as seen from Piilani Highway, is the Kaupo general store. This being Christmas, it was shuttered. Thats a pity, cause I heard that they have a large collection of antique cameras.

Kaupo Gneral store, Kaupo

Kaupo General store, Kaupo

Next, by the wayside is the St. Joseph’s Church. You cannot miss it. It sits by the ocean, in its splendid isolation, and makes for some great photographs.

Facade of St. Joseph's church near Kaupo

Facade of St. Joseph's church near Kaupo

The next few miles on Piilani Highway are partially paved, but bumpy. The unpaved part is perhaps smoother. But, this is perhaps the most photogenic part of Piilani Highway in the afternoon sunshine.

Rough paved section of Piilani highway near Kaupo

Rough paved section of Piilani highway near Kaupo

Looking at cloud-covered Haleakala from Piilani highway near Kaupo

Looking at cloud-covered Haleakala from Piilani highway near Kaupo

The beautiful part of Piilani Highway ends in some five or so miles, but the bad bumpy road continues for a few miles more. Meanwhile, we had a small stopover at the Nuu Bay, which had not much to offer but a black rock beach. There was a rumbling sound of lava rocks tumbling in the ocean waves and hitting each other underwater. We decided to stay out of the water, and drove on to see the Lava sea arches (or Natural Bridges by other accounts) by the roadside a few miles ahead.

Rocky beach at Nuu Bay on Piilani Highway

Rocky beach at Nuu Bay on Piilani Highway

The natural bridge near Nuu Bay

The natural bridge near Nuu Bay

Somewhere after the arches, the road sudenly became paved for a full 50 feet, and then turned unpaved again. But not for long. Soon the road was fully paved, but without any shoulder, which made stopping anywhere difficult, or even dangerous. We were approaching an area marked on the map known as “Virginia’s Place”, and the road was climbing uphill in a wild up and down, winding kind of way. But we were getting closer to the south-west corner of East Maui island. It was about 5pm by this time. From the road you could see the cinder cones from the last eruption of Haleakala (circa 1790). They made a beautiful sight against the setting sun.

Roadside grass flowers in afternoon sunshine close to Virginia's place along Piilani highway

Roadside grass flowers in afternoon sunshine close to Virginia's place along Piilani highway

Cinder cones near Virginia's place along Piilani Highway

Cinder cones near Virginia's place along Piilani Highway

The road, meanwhile, was getting crooked in all kinds of strange ways. Here is a picture of the road at Mile 17 that tells the story.

The croocked mile near Virginia's place on Piilani highway

The croocked mile near Virginia's place on Piilani highway

It was about sunset by the time we reached Ulupalakea. There was a beautiful orange glow all over the western sky, and so we decided to stop by the wayside and enjoy the sunset from our perch some 3000 ft above the ocean.

It was a glorious sunset over Maui.

Sunset over Molokini island

Sunset over Molokini island




More images of Maui, Hawaii are here.



  1. J-dog February 12th, 2011
    0:28 EST

    Sounds like you had a great time, we’re planning on going soon and taking the road backwards, starting from the south and looping back towards the north…i figure less traffic and will provide a unique experience.

  2. Linh February 18th, 2011
    5:37 EST

    I’m waiting to read your continued story on the way back to Lahaina. I will travel to Maui for the first time next month. I get useful information from your blog. Love almost your pictures. Thanks for sharing them.

  3. Steven Devol February 27th, 2011
    23:20 EST

    Just saw your blog post a few hours after making the drive along Pilani Highway. I couldn’t agree more. I have no idea what all the hand-wringing is about this highway. Granted, you need to be prepared and hold off if the weather’s bad, but otherwise it’s a walk in the park. What unpaved road? There were two or three patches of dirt road, the rest basically mottled asphalt that makes for a bumpy ride. I’ve driven many a dirt road in the Mojave in rented cars that were many times more dicey than this drive. Your photos are great! I regret not stopping more to get pictures. Got a few shots at St. Joseph Church. Thanks again for the great post and pictures.

  4. Amit Basu March 1st, 2011
    12:26 EST

    @Linh: The road from Ulupalakea to Lahaina is not half as beautiful or exciting as the drive on the Piilani Highway. So I am afraid there is not much to write about that part of the trip.

  5. Amit Basu March 1st, 2011
    12:30 EST

    @Steven: I agree. The Piilani Highway is a dream ride with minor bumps. Just don’t drive it after a major rain storm, or at night.

  6. Kelly Fitzgerald March 26th, 2011
    22:58 EDT

    Hi Amit, I just came across your blog. Thank you so much for the post on the Piilani Highway. Thank you for sharing your images and for all of the information. I hope to make the trip in the very near future. Cheers!

  7. Harley January 22nd, 2012
    15:35 EST

    The problems with this road are overstated. Assuming there was no heavy rain, leave Hana around 4:00pm to ensure you make it to the 2 lane section by dark… although it is less than an hour of problematic driving… also if you leave by 4:00pm there are fewer vehicles coming towards you… drive slowly and be cautious on narrow turns. The gravel portion is minor. Half way through the drive the vegetation disappears and it is much easier to see ahead of you… only problem is that the driver needs to focus on driving and can’t look out window. A jeep is unnecessary.

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Life is how you see it. A long time ago, when I used to look at life through my eyes wide open, I saw it all at the same time. The order, and the clutter. The good, the bad, and the ugly.

Something changed over the last few years as I have started looking through the constraining frame of a camera viewfinder. The world is suddenly a different place. I am beginning to see things I didn’t know existed. I am able to find beauty in strange things.

I live in beautiful California. I have learned to combine the other things I enjoy most, visiting places and hiking, to photography. So I am very rarely outdoors without a camera.

There so much to see in this world.

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