Top Hawaii Homes For Sale 2019

Posted by Alex Cortez R(B) on Wednesday, October 9th, 2019 at 7:02am.

Hawaii Luxury Home

Hawaii has always been a haven for the world's most affluent, with year-round picture perfect weather, some of the most acclaimed amenities anywhere, an inviting culture of Aloha, and a natural environment as diverse as its people - from top-rated beaches, to tropical mountains and everything in between. As such, it's no surprise that luminaries from technology, finance, business, entertainment and more call Hawaii their second home. 

Although the 2019 Hawaii luxury market ($10M+) is on a slow down, Hawaii offers among the most luxurious and unique properties anywhere. It is important to note that each island offers something incredibly different - from Oahu's urban oasis in the Pacific, to Kauai's quiet, undeveloped tropical heaven, to Big Island's stark difference between lava and beaches, to Maui's perfect balance between world-class amenities yet an unassuming, welcoming culture. With that said, let's look at the top homes on each island:


9 Bay Drive, Kapalua

9 Bay Drive Kapalua

A once-in-a-lifetime opportunity to own one of the most unique waterfront properties anywhere in Hawaii. With over 6K square feet of interior living space, seamlessly expanded with over 4K of outdoor space, the property offers absolute privacy and out-of-this-world ocean views, while being steps away from the Montage and all the amenities for which Kapalua is known. Built in 1996 and remodeled in 2016, 9 Bay Drive offers a much larger living space and proximity to the ocean than what could be built under current State regulations. Ask us about the conservation zoning and how that further enhances the unique attributes of this luxury estate.

A worthy mention: 4680 Makena Road - one of Maui luxury real estate's strongest values to come on the market in many years. Located on over an acre of land, this Tim Farrington-designed beach home offers sweeping ocean views in an extremely private locale beachfront to one of Maui's best beaches, yet within walking distance to Wailea's resorts, which include the Four Seasons, Grand Wailea, and Fairmont Kea Lani.


4505 Kahala Ave

4505 Kahala Ave Oahu

With over 15K square feet of interior living space, 4505 Kahala Avenue represents by far one the largest homes ever to hit the Hawaii luxury real estate market. Located in the posh Kahala area of Diamond Head, this is home to some of the most affluent residents of Oahu. While still a manageable drive to the Honolulu Metropolis and the hip Kakaako area, the home offers the convenience of being access to the Oahu's center while exuding a high level of privacy and exclusivity.


4200 Anini Vista Hanalei

4200 Anini Vista
Mark Zuckerberg made headlines with his record-shattering purchases on Kauai and it is easy to see why: The Garden Isle offers a much slower pace than the other islands, it is an absolute tropical paradise, has been a welcoming place for some of the world's most famous people and features world-class resorts, restaurants, spas, and much more. 4200 Anini Vista in Hanalei offers over 10K square feet of interior living space atop nearly 7 acres of prime Kauai real estate overlooking Kohola Point, one of Kauai's hidden secrets. Built in pod-style, with over 18K square feet under roof, this compound is perfect for entertainment and enjoying Kauai's North Shore lifestyle.

Big Island

78-107 Holoa Rd, Kailua Kona

78-107 A Holua Rd Big Island

Kailua Kona has become one of Hawaii's fastest growing pockets of affluence and Haikaua Village has garnered a reputation as the best among the best that the area has to offer. Complete privacy, over 700 feet of water frontage, and over 12K square feet of meticulously designed and masterfully crafted makes 78-107 Holoa Rd among the most uniquely attractive options in the uber high-end of real estate nationwide. Affectionally referred to as a 'village', it absolutely feels as such, offering space for a discerning individual, guests, support staff, and logistics to be in place while maximizing privacy. 

For those considering the purchase or sale of a luxury property on Hawaii, we humbly ask for your consideration. Our team has members Statewide with pertinent experience in the high-end sector who are eager to be of assistance and provide useful insights. Whether looking for a Hawaii Beachfront home or a golfcourse property in Hawaii, our site makes it easy to navigate the entire State all at once.

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Specializing in Makena and Wailea real estate, Alex Cortez is fully dedicated to representing his clients ethically and diligently. Contact him at 808.385.5034 or for more information.

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