Performance indicators for the Makawao short-term rental market based on reliable data.
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The highest-performing listings in Makawao.
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Challenging to Investors
STRs are allowed but split into paths: apartment/hotel‑zoned units can operate without STRH permits but face a pending Bill 9 phase‑out risk by 2028/2030, and single‑family/ohana units are capped at a tight 15 STRH permits for the Makawao‑Pukalani‑Kula region with moderate permitting and compliance. Combined with evolving policy and tax/advertising obligations, the setting is challenging for investors.
Local STR Agent
STR specialist · Makawao, HI
Makawao is a small, eclectic upcountry town set on the verdant slopes of Haleakalā, on the island of Maui in Maui County, Hawaii. With a population of approximately 7,000 residents, the town has long been associated with paniolo, or Hawaiian cowboy, heritage and a laid-back, arts-oriented small-town character. Its tree-lined main street is dotted with wooden storefronts, boutiques, art galleries, and locally owned eateries, giving the community a distinctive feel that blends plantation-era roots with contemporary creative energy. Makawao sits at roughly 1,600 feet of elevation, just below the road that climbs to the island's high country, and is about a fifteen- to twenty-minute drive uphill from Kahului, Maui's main commercial center and the location of the island's primary airport.
Just up the mountain from town, Haleakalā National Park is the marquee attraction of the region. The park encompasses the massive dormant volcano that gives the island its name, with a summit that reaches above 10,000 feet. Visitors come for the otherworldly crater landscape, the famous sunrise and sunset views from the summit, and the unique high-elevation ecosystems, including the rare ʻāhinahina, or Haleakalā silversword. The park's main entrance and the road to the summit are about a thirty- to forty-minute drive from Makawao, making the town a natural overnight base for early-morning summit trips.
Down the mountain and toward the coast, Ho'okipa Beach Park is one of Maui's most celebrated windsurfing and surfing spots, known for consistent trade-wind swells and frequent sightings of Hawaiian green sea turtles resting on the sand. The beach lies roughly twenty-five to thirty minutes by car from Makawao, and the descent passes through the colorful surf town of Pāʻia, which is itself a popular stop for food trucks, beachwear shops, and a glimpse of Maui's north-shore scene.
Just minutes south of Makawao, the surrounding Kula area offers a slower-paced complement to the higher-elevation park. The neighborhood is known for its cooler climate, small farms, and several gardens and agricultural attractions, including lavender farms, goat dairies, and MauiWine, a hill-slope winery with a tasting room that welcomes visitors. Together, these stops make Kula an easy half-day detour for travelers based in town.
Makawao appeals to short-term-rental owners because it occupies a sweet spot between coast and summit. Guests who stay here can reach Haleakalā's high-elevation landscapes in well under an hour, drive down to Pāʻia and Ho'okipa for ocean time in roughly half an hour, and still return to the cool, quiet atmosphere of an upcountry town with walkable galleries, restaurants, and a distinctly Hawaiian small-town identity. That combination of accessibility, character, and proximity to two of Maui's defining landscapes gives the town enduring appeal for travelers planning a Maui getaway.