Explore the Luxury of Maui's 10 Most Expensive Homes
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Explore the Luxury of Maui's 10 Most Expensive Homes
Explore the pinnacle of Hawaiian luxury real estate with these ten premier properties. From oceanfront estates to sprawling upcountry ranches, these listings represent the best of what Maui has to offer.
1. $75,000,000 – 5670 Hana Hwy, Hana
2 Bed | 2 Bath
An iconic 3,500-acre ranch along Maui’s lush Hana coast. Unmatched privacy, views, and potential for sustainable development.
2. $65,000,000 – 3200 S Kihei Rd, Kihei
8 Bed | 8 Bath
“Casa En Maui” — a luxurious beachfront villa with exquisite architecture and indoor-outdoor design steps from the sand.
3. $38,000,000 – 186 Piiholo Rd, Makawao
A rare legacy estate with multiple parcels and homes, located on 258 acres of rolling pastures and forest land in Upcountry Maui.
4. $38,000,000 – 810 Piiholo Rd, Makawao
4 Bed | 3 Bath
Part of the same Hokunui development, this property includes two elegant homes with eco-conscious systems and sweeping mountain views.
5. $37,000,000 – 7191 Makena Rd, Kihei
This 160-acre ranch in Makena is a one-of-a-kind development opportunity in South Maui, combining coastline and agricultural zoning.
6. $33,900,000 – 7505 Makena Rd, Kihei
7 Bed | 8 Bath
A modern beachfront compound with stunning open-air living spaces, nestled right on the edge of the ocean.
7. $32,500,000 – 3060 S Kihei Rd, Kihei
4 Bed | 6 Bath
Sophisticated and spacious, this oceanfront home offers privacy, luxury finishes, and world-class views.
8. $31,000,000 – 3254 S Kihei Rd, Kihei
5 Bed | 5 Bath
Architectural beauty meets Maui beachfront living in this modern luxury estate with expansive lanais and a private lawn.
9. $25,000,000 – 215 Plantation Club Dr, Lahaina
An elite estate in Kapalua’s Plantation Estates, offering panoramic views of the ocean, golf course, and outer islands.
10. $25,000,000 – 7595 Makena Rd, Kihei
A rare and serene Makena estate surrounded by turquoise waters and dramatic lava rock coastline.
Explore Maui’s Finest Estates
Dreaming of oceanfront elegance or a private upcountry retreat? Let us help you find your perfect piece of paradise.
Thinking About Buying or Selling a Luxury Maui Home?
Luxury real estate requires specialized market knowledge, strategic pricing, and expert negotiation. Whether you're buying a premier oceanfront estate or preparing to sell a high-end Maui property, the Maui Property Team offers the local insight and personalized service to help you achieve your real estate goals.
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An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. ...
- 8 Beds
- 8 Baths
- 409860 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Hawaii Life (W).
MAKENA RANCH -160 ACRES OF OCEANVIEW LEGACY LAND Offered at $37 Million I Fee Simple Makena Ranch encompasses approximately 160 acres across 13 agricultural-zoned parce...
- 408242 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop-Ku.
This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamles...
- 5 Beds
- 6 Baths
- 410387 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Discovery Makena Realty LLC.
Close to an acre on Keawakapu Beach, where South Kihei Road ends and Wailea begins. Roughly 170 feet along the water lets the homes stand far back behind a wide green law...
- 3 Beds
- 5 Baths
- 410926 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Hawaii Life (L).
Hana Ranch is the largest offering on Maui and one of the few remaining private holdings of this size in Hawai‘i. Established as a working cattle ranch in 1944, it remain...
- 2 Beds
- 2 Baths
- 408193 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Hawaii Life (PR).
Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from th...
- 4 Beds
- 6 Baths
- 410368 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Discovery Makena Realty LLC.
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtakin...
- 5 Beds
- 6 Baths
- 407766 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Discovery Makena Realty LLC.
THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, ...
- 6 Beds
- 6 Baths
- 409734 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Compass-W.
What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining ...
- 4 Beds
- 5 Baths
- 410474 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Compass-W.
One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern stru...
- 4 Beds
- 6 Baths
- 408751 MLS
- ACTIVE Status
- Fee Simple Tenure
Listing courtesy of Coldwell Banker Island Prop(S).