Oahu Luxury Real Estate

If you're looking for Hawaii luxury homes, then you've come to the right place. Whether you're looking for a beachfront home on the North Shore of Oahu, a Waikiki penthouse with panoramic views of the ocean, or a Diamond Head hilltop mansion overlooking Honolulu, I'll help you find the distinctive property of your dreams. Representing buyers and sellers of high-end homes in Hawaii is my specialty, which means that you will get outstanding service and the highest level of discretion.

Read more about Hawaii luxury real estate or see all Hawaii luxury homes for sale below.

Luxury Homes in Oahu

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Oahu Luxury Homes & Condos

The high-end housing market is definitely thriving here in Hawaii. Buyers will find the pinnacle of luxury living in neighborhoods such as Diamond Head, Kahala, Hawaii Kai and Kailua, with houses listing for upwards of $20 million. On Oahu, there are grand oceanfront and beachfront estates with majestic views of the ocean and mountains available for those with the highest standards.

Search for Hawaii Luxury Homes by Area

Luxury Real Estate Specialist

My expertise is in the Hawaii luxury real estate market, and I am committed to providing outstanding client representation, market knowledge, and unparalleled online marketing. I offer service with integrity, honesty, and a commitment to excellence. I can help you find an Oahu luxury home anywhere on the island, from Diamond Head to Kailua. I will provide highly confidential representation for buyers and sellers of Hawaii's most upscale estates.

To arrange a private showing or listing presentation, call (808) 201-3577.

Contact Oahu REALTOR ®, Tony Kawaguchi, to learn more about buying or selling Oahu luxury homes.

Hawaii Luxury Homes & Condos for Sale

508 N Kalaheo Avenue, Kailua $50,000,000

Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With ...

12 Beds
15 Baths
202327941 MLS
FS - Fee Simple Tenure

Courtesy of Compass

Listing courtesy of Compass.

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
Fee Simple Tenure

Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

4324 Kaikoo Place, Honolulu $37,500,000

The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this ...

5 Beds
9 Baths
202528159 MLS
FS - Fee Simple Tenure

Courtesy of Compass

Listing courtesy of Compass.

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
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 $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
Fee Simple Tenure

Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

3234 S Kihei Rd, Kihei $35,000,000

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
Fee Simple Tenure

Courtesy of Hawaii Life (L)

Listing courtesy of Hawaii Life (L).

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
Fee Simple Tenure

Courtesy of Hawaii Life (PR)

Listing courtesy of Hawaii Life (PR).

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
Fee Simple Tenure

Courtesy of Discovery Makena Realty LLC

Listing courtesy of Discovery Makena Realty LLC.

72-3177 Punaloa Pl, KAILUA KONA $34,000,000 ▲

Property owners are extended the opportunity to apply to the Kukio Golf & Beach Club: an oceanfront private club with world class amenities including Tom Fazio designed 1...

6 Beds
7 Baths
726361 MLS
['Fee Simple'] Tenure

Courtesy of Kukio Properties

Listing courtesy of Kukio Properties.

72-1174 Kekahawaiole Dr, KAILUA KONA image

72-1174 Kekahawaiole Dr, KAILUA KONA $33,000,000

Brand-new luxury residence on a spacious 1.02-acre homesite within the prestigious gated community of Kaupulehu. Offered fully furnished and move-in ready, this exception...

5 Beds
6 Baths
731430 MLS
['Fee Simple'] Tenure

Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.