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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.

Browse all luxury Maui homes

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.

Contact the Maui Property Team Today

Listings Updated Daily

4640 & 4650 Makena Rd, Kihei image
4640 & 4650 Makena Rd, Kihei $45,000,000

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
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

7191 Makena Rd, Kihei image
7191 Makena Rd, Kihei $37,000,000

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
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

34 Maluaka Pl Unit Unit 9, Kihei image
34 Maluaka Pl Unit Unit 9, Kihei $36,900,000

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
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

5670 Hana Hwy, Hana image
5670 Hana Hwy, Hana $35,000,000

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
Courtesy of Hawaii Life (PR)

Listing courtesy of Hawaii Life (PR).

18 Maluaka Pl Unit Unit 1, Kihei image
18 Maluaka Pl Unit Unit 1, Kihei $34,000,000 ▼

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
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

5050 Makena Rd, Kihei image
5050 Makena Rd, Kihei $29,900,000

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
Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

7505 Makena Rd, Kihei image
7505 Makena Rd, Kihei $26,500,000

THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceans...

  • 6 Beds
  • 6 Baths
  • 409734 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

215 Plantation Club Dr, Lahaina image
215 Plantation Club Dr, Lahaina $26,000,000

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 ...

  • 3 Beds
  • 5 Baths
  • 410474 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

3060 S Kihei Rd, Kihei image
3060 S Kihei Rd, Kihei $24,500,000 ▼

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
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

3254 S Kihei Rd, Kihei image
3254 S Kihei Rd, Kihei $24,500,000 ▼

Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located w...

  • 5 Beds
  • 6 Baths
  • 408059 MLS
  • ACTIVE Status
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

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Welcome to The Maui Property Team at Compass, where our passion for the stunning island of Maui drives everything we do. Our foundation is built on a commitment to putting our clients first, ensuring their needs and aspirations are at the forefront of our operations.  Having sold hundreds of homes, Robert and his Maui Property team have grown to be one of Maui's Top Selling real estate teams. 

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1075 Makawao Ave #432

Makawao, HI 96768

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Maui Property is a real estate team affiliated with The Maui Property Team. The Maui Property Team is a licensed real estate broker with a principal office in Maui, Hawaii, and abides by all applicable equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from reliable sources but is subject to errors, omissions, and changes in price, condition, sale, or withdrawal without notice. No statement is made as to the accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting, or other professional advice outside real estate brokerage.

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