All Things Maui Real Estate - Luxury

Maui Luxury Real Estate Market Update – September 2026

Maui Luxury Market Update – September 2026

September 12, 2026 – This page gets updated regularly with current data across Maui's luxury markets, so bookmark it if you're tracking pricing, inventory, or trends at the high end of the island's real estate. Below is where things stand as of Q3 2026.

Current Maui Luxury Snapshot by Area

Wailea and Makena — Maui's most established luxury corridor. Luxury home sales are holding a median price around $2.65 million, with the overall Wailea and Makena single-family median sitting near $2.8 million, well above the island-wide figure. 

Makena inventory remains extremely thin, with only a handful of active listings at any given time, typically ranging from $9 million to $30 million. Wailea condo…

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How to Approach Buying Luxury Real Estate on Maui

How to Approach Buying Luxury Real Estate on Maui 

Most buyers researching a luxury purchase on Maui focus on the fun parts first: ocean views, architecture, and which resort community fits their lifestyle.

As we should. This is the right-brain side of real estate, the emotional side – the falling-in-love aspect. I believe a property and community should speak to the buyer first before engaging the left brain – the analytical aspect.

It’s just as important to fall in love as it is to bring our analytical side to the deal.

Everyone is different; many clients lead with the emotional side and complement it with the analytical side, and vice versa; others are more left-brain dominant and focus on the numbers before anything else. 

My…

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Selling a Luxury Property on Maui – Fact vs. Fiction

Selling a Luxury Property on Maui - Fact vs. Fiction

Fact: Luxury listings that sit on the market for months rarely have a problem with the property itself. They either have a problem with the plan or the price. That’s not to say market conditions aren’t a factor; they absolutely are, but how we navigate and position the property makes all the difference. 

Generic photos without a cinematic video, no price adjustment despite months of market data, and no real marketing beyond the MLS – that's the pattern behind most stalled luxury listings, and it's completely avoidable with the right approach from day one.

That's the pattern I see on stale luxury listings on Maui. The property itself is rarely the problem, just the plan. 

Why Luxury…

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Wailea Beach Villas vs. Wailea Point: Which Wailea Condo Community Is Better For You?

How to Choose Between Wailea Beach Villas and Wailea Point

First of all, if you are deciding between these two amazing properties, congrats!

Either way you go, you won't be disappointed, but usually buyers know which community feels right for them after visiting. Beyond the numbers, these two communities just feel different the moment you walk in.

Wailea Point has an older, more Hawaiiana soul to it, low-rise buildings tucked into mature, terraced landscaping that's had almost 40 years to grow in, with a slower, more residential pace to match.

Wailea Beach Villas feels newer and more modern by comparison, sleeker finishes, a tighter footprint, and a bit more density since everything sits closer together on its 10 acres.

Both…

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Buying a Second Home on Maui: Insight, Tips, Do's and Don'ts

The Complete Guide to Buying a Second Home on Maui

Buying a second home on Maui can be one of the most exciting and life-changing decisions a person can make. I've worked with a lot of second-home buyers over the years, and what I've found is that most of them have been thinking about this for a long time.

Maybe they started coming to Maui as kids, and as adults, they want to share that with their children. Maybe they fell in love with the island on a honeymoon and have always felt a connection. Maybe they've been renting for longer periods each year and have finally decided it makes more sense to own than to keep renting.

Whatever has you thinking about buying a second home on Maui, I want to share my experience and help you navigate this…

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Using a 1031 Exchange on Maui | What It Is and How It Works

Using a 1031 Exchange on Maui to Leverage Up Without Losing Your Gains to Taxes

From the stable cash flow of rental income to the exceptional growth of property value and more, Maui investment properties hold tremendous financial potential. When you sell a rental property or second home, you will ideally enjoy a handsome profit. As is the case with all types of income, Uncle Sam try to take a cut.

Depending on how much appreciation your subject property of the 1031 exchange has had, tax liabilities from selling can be substantial. So, you'll understandably want to avoid taxes, if possible, and maximize your return on your initial investment. Fortunately, you can do so legally with one of the largest wealth-building tools for real estate…

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The 10 Best Luxury Residential Condos on Maui

The 10 Best Luxury Residential Condo Communities on Maui

While much of the focus on Maui’s condo communities over the last two years has centered on short-term rental complexes and which ones are possibly affected by Bill 9, many buyers still prefer condos for personal use only, as primary residences or second homes. 

There are many benefits of using a condo zoned for long-term use only if your plans are to live in it full-time or spend more than just a few weeks in the unit per year. The first benefit is significant savings on property tax rates. 

Short-term rental condo owners pay a much higher property tax rate, approximately double that of the non-owner-occupied rate. If you're purchasing the unit as your primary residence, you’ll pay an…

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The Best Golf Course Homes and Neighborhoods on Maui

The Best Golf Course Homes and Neighborhoods on Maui — and What They’re Asking

I should start by saying that I’m writing this from the perspective of a true golf lover. Taught to play by my grandfather, I’ve been playing since I was about 7. Admittedly, I should score better than I do for having played for over 35 years now, I just love the game.  One of the reasons I moved to Maui back in 2010 was to be able to play golf in near-perfect weather 12 months a year. 

I’ve played all of the golf courses on Maui.  Many of them I’ve played dozens, if not hundreds, of times. Safe to say, I’m a fan. 

I also know a few things about real estate and golf course homes on Maui. I actually live on a golf course myself. So, this isn’t some generic AI…

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Buying New Construction Homes on Maui: Overview and Guidance

Buying New Construction Homes on Maui

Buying a new construction home on Maui is an exciting opportunity — not just to own your own piece of a Hawaiian paradise, but to shape it into exactly what you want from day one. Often, the appeal of a completely brand new home with the most modern architectural and design elements leads many to purchase a new construction custom home. 

Maui regularly has new development opportunities on the market, either with more uniform ‘track home’ developments, a pre-construction home, or with a  ‘spec home’, short for speculative home, that was built without a buyer in mind yet.

Before getting into a search for the perfect new development or custom home site, it's important to understand Maui’s unique building and…

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The Best Condo Communities in Wailea Maui

The Best Condos in Wailea, Maui

Wailea is a master-planned community that is a part of the larger Wailea-Makena area in South Maui. Established in 1971 as a low-density resort community, the incomparable Wailea Resort covers over 1,500 acres and is home to world-class beaches, hotels, shopping, dining, golf, and much more.

The beaches of Wailea include Keawakapu, Mokapu, Ulua, Wailea, and Polo beaches. Nearby, you will find 54 holes of exceptional golf at the Wailea Golf Club, dozens of great restaurants, fine shopping destinations, and other fun island activities.

Many who visit Wailea regularly decide to invest in a home or condo for themselves and want to know what the best condo complexes in Wailea are. Having a condo in Wailea offers…

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