Oahu’s Top 5 Most Luxurious Homes For Sale

Oahu has some of the best luxury homes for sale in Hawaii. You can find that perfect blend of luxury with an island lifestyle here. While there’s no shortage of Oahu luxury homes that you can consider, here are my top 5 most luxurious Oahu luxury homes for sale, based on different lifestyle options that Oahu has to offer. 

Top luxury home on Oahu for sale

Let’s take a closer look at what makes them so special, what you can expect these different neighborhoods to be like and what makes the lifestyle of living in each of these properties so unique and different.

Related: What Are The Most Luxurious Neighborhoods on Oahu?

5. North Shore Luxury Home 

Aerial Shot of Luxury Home on the North Shore of Oahu

This 6-bedroom beachfront estate is the premier offering in Haleiwa, Hawai'i on the North Shore of Oahu, located on the esteemed Papailoa Road. Set on an oceanfront lot that includes over half an acre, residents will easily be able to embrace the barefoot luxury lifestyle of the North Shore.

The estate includes a main residence and two expansive guest homes, all designed to maximize privacy and entertainment potential. The open floor plan design and stunning ocean views from throughout the interior of the main home really epitomize the Hawaiian ethos of indoor-outdoor living. The detached guest quarters help you be the perfect host without disturbing the privacy of the main home.

Night shot from upper balcony showing a pool at the left and lush vegetation in background

Key luxurious features include an infinity pool, a secluded hot tub within lush tropical gardens, and easy access to extensive beachfront and community trails. You’ll be steps from two beaches on Oahu’s North Shore, Laniakea Beach and Papa'lloa Beach. Both are known to be sea turtle spotting locations, offering a chance to see them in their natural habitat - but no touching!

Balcony view from property showing sun low in the sky

The beautiful beach is right outside your door, so leisurely strolls along the coast and sunbathing will become second nature. Listed by Deep Blue HI

Related: What You Should Know About Oahu Beachfront & Oceanfront Homes

4. Hawaii Loa Ridge Luxury Home

Casa di Alta Moda exterior view

Hawaii Loa Ridge is a gated custom home neighborhood on the east side of Oahu. It’s slightly removed from the urban core but a short 10-minute drive puts you in the center of the action. Enjoy spectacular and protected views of the coastline with Diamond Head and Koko Head in the distance from your lanai. Casa di Alta Moda stands out among Hawaii luxury homes because of its beautiful, secluded ridge location. From the outside, Casa di Alta Moda looks like a Japanese-style fortress that ensures total privacy and security with its German-made hurricane shelters and a 24/7 security system. You can lock up and go without a care in the world. 

Casa di Alta Moda interiors

Set on an almost 23,000 sqft lot, this 5-bed estate home has been designed by award-winning architect Jeff Long as an ultra-luxury abode. From the Snaidero kitchen cabinets by Pininfarina, a Ferrari design company, to high-end Gaggenau appliances and Molteni&Dada custom Italian closets, every square inch of the place exudes luxury.

Pool at Casa di Alta Moda on Oahu

Step out on your limestone lanai to the most spectacular view in Honolulu, perfect for hosting outdoor parties all year round. The ocean stretches out as far as the eye can see, juxtaposed by the emerald mountain ranges and the palm trees gently swaying in the breeze. Catch the sunsets from your private saltwater infinity pool and hot tub with envious views of the ocean. 

With exclusive community amenities including tennis courts, hiking trails, park, BBQ area, and more, there won't be much you need to leave the privacy of this gated community for. Listed by List Sotheby's Int'l Realty.

Related: Buying A Home In Hawaii - How Do I Get The Best Deal?

3. Kaneohe Luxury Home 

Kaneohe luxury home on Oahu

Kaneohe epitomizes the country setting on the windward side of Oahu. There’s heavier rainfall here so the entire area is extremely lush and green. You’re surrounded by nature in this stretch with the gorgeous Koʻolau mountain looming in the background. The charming local town of Kaneohe is closeby and it’s just a 30-40 minute hop to the urban core, much more convenient than the North Shore. Enjoy living on the land here with beautiful mountains around you in a lush green setting. This 5-bed estate home set on 23 acres is perfect for those who like their creature comforts in seclusion. 

Interior view of Kaneohe luxury home

Beautifully designed in the Mediterranean style, every room of this home provides unmatched views of the mountains and the coastline. Transition seamlessly from indoor to outdoor living on the gorgeous lanai that boasts an infinity pool, outdoor kitchen, and custom folding outswing patio doors.

Have a quiet moment of reflection in your private zen garden or a picnic by the koi pond. From delightful, intimate walks in the moonlight to hikes up the Ko'olau Mountains, there aren’t many Oahu luxury homes for sale that help you connect with nature at such a deep level. 

Zen garden at Kaneohe luxury home

You get the best of both worlds here, a luxurious home in a secluded setting embraced by nature, with a thriving, bustling metropolis in close proximity. Listed by Keller Williams Honolulu.

2. Diamond Head Luxury Home 

Luxury home on Diamond Head

Diamond Head is an active lifestyle oasis with multiple world-class surf spots and the amazing Kapiʻolani as your backyard. Go on one of Oahu’s best hikes up Diamond Head and run the whole loop spanning four miles. You get all this while being just slightly removed from the urban core, with the bustling district of Waikiki just a short walk away. The beach is literally steps from the property so you'll be fully immersed in the island lifestyle.

Bedroom of a Diamond Head luxury home

This 4-bed award-winning property is located down a private lane in Diamond Head. From treatments in your private spa to a library, office, and game room, this luxury Oahu home will be your private oasis. It also features a state-of-the-art home automation system, an elevator, and enough parking spaces for all of your cars. The design prioritizes sweeping views of the coastline from every room while being distinctly warm and cozy.

Diamond Head luxury home lanai

Imagine starting your day out on the large lanai, feeling the gentle breeze against the sounds of the waves washing up on the shore, as you decide whether you’d like a dip in the ocean or in your private pool. 

When the mood strikes, go and catch some waves. Enjoy kiteboarding or windsurfing on the windy days, or just go for a leisurely stroll along miles of pristine golden sand with your loved ones. Island living never looked so good. Listed by Coldwell Banker Realty.

Related: Buying Your First Home in Hawaii

1. Beachside Kailua Luxury Home

Kailua Beachside Luxury Home

Kailua is a small, boutique beach town based around two amazing beaches, Kailua and Lanikai, the latter being voted world’s best beach multiple years. It’s a small community with a laid back vibe and an almost European feel to it with al-fresco seating at cafes and shops. Kailua is an ocean playground for surfing, open ocean swimming, canoeing, etc. You’re also right over the hill to Honolulu so a 30 minute drive is all it takes to be in the center of it all.

Interior view of Kailua Beachside Home

This 8-bed oceanfront estate home is one of the best beachfront Hawaii luxury homes for sale right now. Designed by the award-winning Gast Architects of San Francisco, it’s a privately gated estate with 125 feet of beachfront width on one of the world’s best beaches.

Kailua luxury home indoor outdoor living spaces

You get unobstructed views of the ocean from much of the 11,000+ square feet of indoor-outdoor living spaces. Spectacular sunsets become the norm and so do the sounds of the swells washing up on the shore, but it never gets old. 

The beach is mere steps from the property and stretches for miles. You can walk, swim, etc at your leisure. It even has a presidential seal of approval, seeing how President Obama stayed nearby during Christmas holidays when he was in office! Listed by Carvill Sotheby's Intl. Realty.

Related: 5 Tips for Remotely Buying a Home in Hawaii

Wrap Up

Looking to buy a  luxury home on Oahu? We can help! These are just a few of the amazing homes on the market right now. Once we understand your needs, we can assist you in finding the perfect Hawaii mansion, by drawing on our decades of experience helping buyers from across the globe find the most exclusive and luxurious properties on Oahu. Reach out via the contact form below or give us a call at 1-(808)-400-8854 and we’ll reach out to you promptly.

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