From Wailea's resorts to Kihei's easy condos and Hana's rainforest hideaways — the best Maui areas to book, each with direct links to Airbnb, Vrbo and Booking.com.
Maui rewards picking the right neighborhood more than the right building. Below are the ten areas we send people to most — matched to how you like to travel. Tap any platform to see live availability and prices.
Manicured gold-sand beaches, a scenic coastal path and some of the island's best dining. Wailea's condos and resort residences are the splurge end of South Maui, and worth it for a special trip.
The classic West Maui resort strip, fronted by a long beach and the Black Rock snorkel spot. Beachfront condos here put you steps from the water and the nightly cliff-diving ceremony.
The unpretentious heart of South Maui: walkable beaches, food trucks and the most rentals for the money. A favorite base for families who want sun and simplicity.
The west coast around historic Lahaina is rebuilding after the 2023 fire. Stays in the wider Ka'anapali–Napili area support the recovery; check current availability and visit respectfully.
A softer, low-key alternative to the big resorts, built around a protected turtle bay with superb sunsets. Small condo complexes here feel like a neighborhood.
Bohemian Paia sits beside windsurf-famous Ho'okipa, with the Road to Hana starting just past town. Rentals here suit travelers who want character over resort polish.
On Haleakala's green slopes, Kula's cottages and farm stays trade the beach for cooler air, big views and easy access to the sunrise summit and Upcountry farms.
At the far east end of the famous highway, Hana is genuinely remote and gloriously unplugged: rainforest, waterfalls, black-sand beaches and almost no crowds.
Just south of Wailea, Makena is where South Maui turns wild — Big Beach, snorkel coves and a sense of seclusion, while still minutes from Wailea's restaurants.
At the northwest tip, Kapalua pairs an award-winning swim beach with golf, quiet luxury and dramatic West Maui mountain backdrops. A refined, restful base.
RentMauiNow.com — the design, the booking engine, this guide and the journal — is a turnkey Premium-Tier build you can own for $25,000.