The ten most expensive homes for sale on Maui Hawaii November, 2026. These luxury homes have list prices ranging from $20.5M to $45M. Eight of the homes are located on South Maui in Kihei, Makena, and Wailea. One of the homes is located on West Maui in Kapalua. One of the homes is located on East Maui in Hana. There is no shortage of unique luxury properties for sale on the beautiful island of Maui!


Please click the link below to view all the photos and detailed information about each property.

The Top 10 Most Expensive Homes Currently For Sale On Maui

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. ...

Listing courtesy of Hawaii Life (W).

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...

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...

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...

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...

Listing courtesy of Discovery Makena Realty LLC.

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

THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, ...

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 ...

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...

Listing courtesy of Coldwell Banker Island Prop(S).

7595 Makena Rd, Kihei image
7595 Makena Rd, Kihei$23,000,000 ▼

Set on one acre surrounded by 6ft stone walls, 7595 Makena Road is a contemporary Makena residence defined by privacy, endless ocean views, and an exceptional connection ...

Listing courtesy of Compass-W.

3146 S Kihei Rd, Kihei image
3146 S Kihei Rd, Kihei$20,500,000

Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless...

Listing courtesy of Hawaii Life (W).

*Information for these properties has been provided by the Realtors Association Of Maui and the Paragon MLS which I am a member of. I am not the listing agent of these homes.*