Discover Maui Meadows
LISTINGS
Latest Homes for Sale in Maui Meadows
OVERVIEW

Luxury Homes for Sale in Maui Meadows, HI
Maui Meadows is a prestigious residential community nestled on the lower slopes of Haleakala, above Wailea, offering an unparalleled blend of rural tranquility and high-end island living. For those seeking Maui Meadows homes for sale, this neighborhood represents one of the few places in South Maui where you can find expansive half-acre minimum lots that provide a true sense of privacy and space. Unlike the more densely packed resort developments nearby, Maui Meadows features an eclectic mix of architectural styles, ranging from classic mid-century Hawaii ranch-style homes to modern multimillion-dollar estates. The community’s unique elevation delivers slightly cooler temperatures and breathtaking panoramic views of the Pacific Ocean, Molokini Crater, and the neighboring islands of Lanai and Kahoolawe.
Top Reasons to Buy in Maui Meadows, HI
Unmatched Privacy and Space
One of the most significant draws for residents is the generous land allocation found here. As one of the premier large lot homes above Wailea, properties in this neighborhood offer enough space for lush tropical orchards, private tennis courts, or sprawling infinity pools that overlook the South Maui coastline. The absence of strict sidewalks and streetlights contributes to a secluded, rural ambiance that is increasingly rare in such a sought-after coastal region.
Versatile Investment Potential
The Agricultural zoning in this community is particularly attractive to savvy buyers because it allows for an additional accessory dwelling unit. This flexibility provides an excellent opportunity for cottage rental income, whether used for long-term tenants or as a private space for visiting family. Because the lots are so substantial, these detached “ohanas” can often be positioned to maintain total privacy from the main residence, making them a functional and financial asset.
Infrastructure and Upgrades
While many homes in the area were established in the late 1960s and 1970s, the neighborhood has seen a significant wave of modernization. Prospective buyers will find many listings that feature recent septic system upgrades to meet modern environmental standards, as well as extensive interior renovations. Investing in a Maui Meadows property for sale often means acquiring a home that combines the “Old Hawaii” charm of mature mango and avocado trees with the sophisticated finishes expected in a luxury estate.
Maui Meadows, Wailea-Makena, HI Real Estate Snapshot
- Price Range: Homes typically range from $1,800,000 to over $6,000,000 for luxury estates.
- Typical Year Built: Development began in the early 1970s, with a mix of original homes and new custom builds from the 2000s–2020s.
- Interior Square Footage: Residences generally range from 1,800 to 5,500 square feet.
- Typical Lot Size: Minimum of 0.5 acres, with some larger parcels exceeding 2 acres in gated enclaves like Kai Man Estates.
- Market Trend: Properties often feature a “main house plus cottage” configuration, maximizing the utility of the large agricultural-zoned lots.
DEMOGRAPHICS
Who Lives in Wailea/Makena
ENTERTAINMENT
Things to do around Maui Meadows
Keawakapu Beach
A stunning white sand beach perfect for swimming and snorkeling.
The Shops at Wailea
Premier destination for luxury shopping, fine dining, and cultural events.
Wailea Village
Home to fine dining, luxury shops, a weekly farmers market and the Wailea Blue Golf Course clubhouse.
Wailea Golf
Features three award-winning courses: the Wailea Blue Golf Course, Wailea Gold, and Wailea Emerald Course.
Maui Ocean Center
An award-winning aquarium showcasing Hawaii's unique marine life and reefs.
SCHOOLS
Schools near Maui Meadows
ON THE MAP
Maui Meadows on the Map
Reaching this hillside retreat is a straightforward drive from the main hubs of South Maui. From the Pi’ilani Highway (Highway 31) heading south toward Wailea, you can enter the community via Kilohana Drive or Okolani Drive. Both of these major roads lead eastward and upward into the neighborhood, with the elevation increasing as you move toward the upper boundary bordering the Ulupalakua Ranch.