Performance indicators for the Paia short-term rental market based on reliable data.
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The highest-performing listings in Paia.
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Challenging to Investors
Short‑term rentals are allowed but tightly regulated through a capped STRH permitting regime (48 permits in Paia‑Haiku CPA; 77% already used), with strict operational, compliance, and reporting requirements, plus emerging legislative constraints and property‑specific eligibility for condos that may not apply to single‑family homes.
Local STR Agent
STR specialist · Paia, HI
Paia is a small, laid-back town on the north shore of the island of Maui, in Maui County, Hawaii. With a population of roughly 2,500 residents, it has the feel of a former sugar-plantation village that has reinvented itself as a bohemian hangout, drawing surfers, windsurfers, artists, and travelers who appreciate its relaxed pace. The town is best known as a gateway to the world-famous Road to Hana and as the closest hub of restaurants, cafés, and shops to several of Maui's most celebrated north shore beaches. Paia sits about 10 minutes, or roughly 7 miles, east of Kahului, the island's main commercial center and home to Maui's primary airport.
Just east of town, Ho'okipa Beach Park is one of the most recognized stretches of coastline in Hawaii, famous for its consistent trade winds and powerful waves that attract world-class windsurfers and big-wave surfers. The park's bluff and beach are also a reliable vantage point for spotting Hawaiian green sea turtles, which often haul out on the sand. It is essentially at Paia's doorstep, just a few minutes' drive from the town's center.
A short drive inland and uphill leads to Makawao, a small upcountry town that complements Paia with its paniolo (Hawaiian cowboy) heritage, wooden storefronts, boutiques, and small art galleries. About 15 to 20 minutes from Paia, Makawao offers visitors a quieter, ranch-style contrast to the beach culture below and is a common stop for travelers exploring the slopes of Haleakala.
Speaking of which, Haleakalā National Park is the marquee natural attraction of the island, encompassing a massive shield volcano whose summit rises more than 10,000 feet above sea level. From Paia, the drive to the Haleakalā Visitor Center at the top of the volcano is roughly 1.5 to 2 hours, winding through upcountry ranches and tropical forest before breaking out above the clouds. Visitors typically come for sunrise or sunset above the crater, or for hikes through the otherworldly volcanic landscape, while stargazing in the park is also exceptional after dark.
Paia's appeal as a short-term-rental base is rooted in its location and atmosphere. Travelers can spend the morning surfing or paddleboarding at a nearby north shore beach, browse the town's boutiques and bakeries in the afternoon, and then set out for Hana, Haleakalā, or the upcountry without ever needing a long commute. The combination of walkable small-town character, a year-round tropical climate, and proximity to Maui's most iconic experiences makes Paia a natural fit for visitors who want something more intimate than a resort stay while still being within easy reach of everything the island has to offer.