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Maui's only winery, pouring estate syrah and sparkling pineapple wine in a cottage built for King Kalākaua on a working cattle ranch.
Photo: Alistair CunninghamCC BY 3.0
The drive is half of it. From Kīhei you climb Highway 31 to Highway 37 and keep going past Kēōkea until the condos and the kiawe scrub are long behind you and the road is running through open pasture at around 1,800 feet, with the whole isthmus and both coastlines laid out below. Then a stand of enormous camphor and jacaranda trees appears on the left, and that is ʻUlupalakua.
The land has been a ranch since the 1850s, when James Makee bought it, planted sugar and called it Rose Ranch. King Kalākaua was a regular guest — fond enough of the place that a cottage was built here in the 1870s for his visits. That building is now the tasting room, which means you drink a flight in a small wooden house that was put up for a Hawaiian monarch. The ranch around it still runs cattle across roughly eighteen thousand acres.
The winery itself dates to 1974, when ranch owner C. Pardee Erdman and winemaker Emil Tedeschi planted vines on volcanic soil nobody else thought would take grapes. Vines need years, so while they waited they made wine out of the one crop Maui had in abundance: pineapple. That stopgap became the thing the winery is best known for, and the sparkling pineapple wine — made by the traditional method, second fermentation in the bottle — is still the bottle most visitors carry home. It was the first of its kind in Hawaiʻi.
The estate wines are the quieter surprise. Syrah, malbec, grenache, viognier and chenin blanc all come off the ʻUlupalakua vineyard, grown at an elevation and on a cinder-and-lava soil that produce something distinctly not Californian. Ask for the estate flight rather than the fruit-wine flight if you want to understand why anyone planted here.
Two practical notes before you set off. The tasting room is closed one day a week, and the winery warns that satellite navigation routes people incorrectly — follow Highway 37 through Kēōkea rather than whatever your phone suggests.
Take Highway 37 (Kula Highway) south and stay on it — through Kula, past Kēōkea, and roughly six miles beyond. The entrance is on the left beneath a stand of very large camphor and jacaranda trees, opposite the ʻUlupalakua Ranch Store.
From Kīhei or Wailea, climb Highway 31 to Highway 37 rather than trying to cut across; from Kahului take Haleakalā Highway to Route 37 at Pukalani. Allow about an hour from either. From Kāʻanapali, allow closer to two.
The winery states plainly that satellite navigation may route visitors incorrectly, so follow the highway numbers rather than the phone. The last section is unlit two-lane road through ranch land, so plan to be back below the cloud line before dark, and bring a driver who is not tasting.
Parking is free on gravel and grass under the trees.
Flights, wines by the glass and wine cocktails are poured at a table in the cottage, with bottles and picnic supplies available to take away. Reservations are taken online and are worth having on a weekend or a cruise-ship day.
Prices and flight formats change with the season and with what is released, so treat any number you find online as indicative. Shipping is available to most mainland states, which saves your luggage allowance.
ʻUlupalakua is a working cattle operation, not a wine estate with cows for decoration. The pasture you are looking at from the tasting-room lawn is grazed, the paniolo who work it live Upcountry, and the ranch has been in the Erdman family since 1963.
Across the highway, the ʻUlupalakua Ranch Store is the other half of the stop: a green plantation-era building with carved wooden figures sitting on the porch bench, a small grill window, and a grocery counter that has served this end of the island for generations. The grill has historically offered ranch-raised beef and, at times, elk and lamb burgers. Hours are short and can change without much notice, so if lunch is the plan, have a fallback.
Beyond the store the road narrows and becomes the Piʻilani Highway, which continues around the dry back side of Haleakalā towards Kaupō and eventually Kīpahulu. That route is remote, in places rough, and frequently excluded by rental-car agreements. Read your contract before you decide the loop looks appealing on a map, and understand there is no fuel, no cell coverage and no help for a long way.
MauiWine sits at 14815 Piʻilani Highway, which is a Kula postal address but is a long way past anything most people think of as Kula. The winery itself warns that GPS routes visitors incorrectly.
The route that works: from Central Maui or Kīhei, get onto Highway 37 (Kula Highway) and stay on it south through Kula and Kēōkea. You will pass a well-known coffee house in Kēōkea; continue roughly six more miles. The winery entrance is on the left under the big trees, and the ranch store is opposite.
Times to allow, driving conservatively: about an hour from Kīhei or Kahului, closer to 50 minutes from Wailea, and an hour and three-quarters or more from Kāʻanapali. The last stretch is two-lane, unlit and shared with ranch traffic.
Two things that catch people out. The air up here is cool and often wet — cloud rolls across the pasture in the afternoon and it can be twenty degrees cooler than the beach you left. And because this is a tasting room at the end of a winding mountain road, a designated driver is not an abundance of caution, it is the plan.
Late morning is the best window. The tasting room opens late morning, the cloud has usually not come in yet, and you get the long view down over the isthmus with both the north and south coasts visible at once — a thing you can only see from this side of the mountain.
By mid-afternoon the cloud typically sits on the slope and the view shortens to the lawn. That is not a bad thing, but it is a different experience, and photographs taken then look like a garden rather than a mountain.
The winery is closed one day a week and the day has moved over the years, so confirm before driving an hour. Jacaranda along the Kula stretch of Highway 37 flowers spectacularly in roughly March to May, which is the one time the approach outshines the destination.
It pairs naturally with the Kula gardens and the lavender farm, all of which sit on the same climb. It does not pair well with anything on the Hāna side or in West Maui on the same day.
Operators run these trips past MauiWine, or stop there as part of a longer route. We list what the booking data supports — not everything that mentions the name.
Booking through these earns us a commission from Viator. You pay the same, and payment did not decide what is listed.

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It is if you treat the drive as part of it. The winery is around an hour from Kīhei or Kahului through Kula and Kēōkea, climbing to roughly 1,800 feet of open cattle pasture with both of Maui's coastlines visible at once. If you only want a glass of wine, it is a long way to go. If you want the Upcountry landscape, the ranch history and a tasting room that was built as a cottage for King Kalākaua, it earns the mileage.
Reservations are taken online and are strongly advised at weekends and on cruise-ship days, when the small tasting room fills. Walk-ins are often accommodated midweek. The tasting room is closed one day a week and the closing day has changed over the years, so check the current schedule before driving up rather than assuming.
Two families. The pineapple wines, including a sparkling one made by the traditional bottle-fermentation method, which began as a stopgap in the 1970s while the vines matured and became the winery's signature. And the estate wines grown on the ʻUlupalakua vineyard — syrah, malbec, grenache, viognier and chenin blanc — which carry noticeably more acidity than most visitors expect from Hawaiian-grown fruit.
The ranch store directly across the highway has a small grill window that has historically served ranch-raised beef burgers and occasionally elk or lamb, plus a grocery counter. Hours are short and can change, so bring a backup plan if lunch matters. The winery itself sells picnic provisions and bottles to take onto the lawn rather than running a restaurant.
Physically, usually yes; contractually, often no. Past the ranch store the Piʻilani Highway continues around the dry southern flank of Haleakalā towards Kaupō and Kīpahulu. It is remote, narrow, rough in sections, and frequently excluded by rental-car agreements. There is no fuel, no reliable cell coverage and no quick help. Read your rental contract before treating it as a scenic loop.