What is the most expensive part of Hawaii?

HONOLULU (KHON2) — Data from tech real-estate marketplace company Zillow reveals the most expensive homes in Hawaii from May 2022. Using this data, Stacker compiled the Top 30 results. Hanalei was ranked the most expensive city with a typical home value of $3,103,946 — that's nearly 250% higher than the state average.



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When it comes to the wealthiest cities in Hawaii, two neighborhoods stand out: Kahala and Hawaii Kai. These exclusive areas are known for their luxurious homes and stunning oceanfront views. Located on the eastern edge of Honolulu, Kahala is home to some of the most expensive real estate in the state.

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In fact, Oahu is the cheapest of the Hawaiian islands for lodging, coming in behind both the Big Island and Kauai. Add to this its lower costs for food and transportation, and Oahu becomes a much more affordable option than Maui.

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Oahu will be the most expensive Hawaiian island on a price per square foot basis but the size of homes and lots will be much smaller than the other islands.

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Most Affordable Places to Live in Hawaii
  • Hana, Maui.
  • Hilo, Island of Hawaii.
  • Kahuku, Oahu.
  • Kahului, Maui.
  • Kapa'a, Kauai.
  • Waianae, Oahu.
  • Wailuku, Maui.
  • Waimalu, Oahu.


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April thru June and mid-August thru mid-September are Hawaii's low seasons, and airfares are lower then. No matter what time of year you travel, you may be able to score better deals if you travel midweek.

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The average per-person cost for a Hawaii vacation is about $4000 for a one-week trip. This includes $1000 for flights, $2000 for accommodation, $550 for meals, $250 for a rental car, and $300 for tours and activities.

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Maui's natural beauty, stunning beaches, and vibrant culture make it a top choice for travelers from around the world. With over 3 million visitors per year, the demand for accommodation on the island is consistently high. This high demand leads to increased competition for hotel rooms, driving up prices.

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With such great variety, there's always a reason to come back again.
  • Oahu Brings the Best of City Life and Country Living. ...
  • Maui is Considered Heaven on Earth. ...
  • Hawaii Island is for Volcano Lovers. ...
  • Kauai is Nature at Its Finest. ...
  • Molokai and Lanai Offer a Laidback Getaway.


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The average daily cost (per person) in Kauai is $190, while the average daily cost in Maui is $275. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment.

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Oahu, home to capital city Honolulu, is generally more crowded than Maui. It boasts the best-known destinations in Hawaii. You can book one of the many hotels on Waikiki Beach, visit the U.S.S.

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Oprah Winfrey and Jeff Bezos are among those who have part-time homes on the island. The wildfires that have killed at least 55 in Maui are burning on an island that also contains the part-time homes of billionaires, including Oprah Winfrey, Peter Thiel and Jeff Bezos.

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Maui is known for many things: its white sand beaches, its plethora of snorkelling spots, and its waterfalls are just a few. But the island – the second-largest of Hawaii's islands – is also known around the world as a destination for ultra-wealthy holidaymakers.

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Where do billionaires stay in Hawaii? The Kohanaiki club isn't a place that you can just show up and hang out in: It's a 450-acre patch of land on the Kona Coast of Hawai'i, the Big Island where the richest of the rich—literally billionaires, as they claim—come to live in what essentially amounts to a luxury commune.

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O'ahu (Population 876,156, Area 597 sq. miles) The most populated island, where Honolulu is the Capital City, the principal port, the major airport, and business and financial center, and the educational heart of the State. O'ahu is the military command center of the Pacific.

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Oahu. Oahu, also known as “The Gathering Place,” is home to some of the most iconic beaches in Hawaii, including world-famous Waikiki Beach, Lanikai Beach, and Sunset Beach. Waikiki Beach is one of the most popular beaches in the world and is known for its stunning views of Diamond Head, a volcanic cone.

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The best time to visit this Hawaiian island to avoid tourist crowds is April to June and September to November. Lanai and Molokai are the least visited islands and are the perfect rural getaways for introverts.

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Pineapple Hill and Plantation Estates are the most exclusive locations for those who want the privilege of expansive land. The Plantation Estates surround the famous Plantation Golf Course and offer spectacular views of the course, the ocean, and the islands of Molokai and Lana.

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If you're looking for the best deals on accommodations, spring and fall are the cheapest months to visit the island because demand is down. This means the island is less crowded as well, which is another benefit of visiting during these months. Our personal preference is April - May.

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For a one week trip, that means you'll spend anywhere from $350 to $1000 per week. Just remember that if you do choose to get a car rental in Hawaii, you'll need to be aware of parking fees. Parking fees around the cities cost just a few dollars per hour.

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In 2019 we estimated that a comparable mid-range trip to Hawaii would cost $10,100 for a family of four. In 2021 the same trip cost $8,914. The price increased 37 percent in 2022 to $12,239 as demand for Hawaii vacations surged once travel restrictions ended.

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Even if you're staying somewhere with restaurants close by or accessible continental breakfasts, you will likely have to purchase and cook most of your food. The average cost for ??breakfast is $15 per person, lunch is $25 per person, and dinner is $45 per person.

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