Found 38 blog entries tagged as kapalua.

Maui Luxury Market Update – September 2026

Maui Luxury Market Report

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 

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 Luxury Real Estate on Maui

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 (marketing strategy) 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…

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Is Now a Good Time to Buy on Maui? A Mid-2026 Reality Check

Is Now a Good Time to Buy on Maui?

Quick Answer:  Maui is a buyer's market right now, and real estate prices haven't been this low in years. Savvy buyers can land serious deals on great properties that they could have been priced out of just 3-4 years ago. However, elevated interest rates make financing a property more expensive, and there are questions about how much lower prices could go before they correct. 

The question is never really about the timing of the market, really, it's about the timing in your life, and whether now is a good time to buy for you? 

There are so many reasons my clients purchase property here on Maui. Buying a primary residence, second home, or investment property all carry different…

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The Complete Guide to Buying a Second Home on Maui

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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A Guide For Maui's Short-Term Rental Rules in 2026

Maui Short Term Rental Rules

As a realtor on Maui who has helped buyers and sellers of short-term rental condos for years across many complexes on the island, I have developed a guide to help anyone navigate Maui County's rules on short-term rentals. 

In this guide, I’m going to discuss why Maui is such a popular choice for a location for investing in short-term rental condos (STR), all of the things you need to know about owning and operating an STR on Maui, and how the rules for short-term rentals govern owning and operating your investment here. 

You may be aware that Maui County is currently in the middle of efforts to pass a proposal from the Mayor to ban short-term rental rights for around 7,000 condo units across…

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Choosing the Best Interior Designer on Maui

Maui Interior Designers

Transforming your space with the perfect interior design is easier said than done. Maui is a location unlike any other, and there are some unique challenges to successfully designing or redesigning your living space. Great designers will embrace the laid-back vibe of island life while balancing your taste, needs, and budget. 

Many of the newer condos and homes on Maui feature open floor plans and ample indoor-outdoor living spaces, while older properties may lack a contemporary layout and require more remodeling.

Either way, a great interior designer will usually strive to incorporate a tropical aesthetic with materials that withstand the area’s salty air and intense UV rays.

The best interior…

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Maui's Best Vacation Rentals to Rent or Own

Vacation Rentals Maui

From Maui’s incredible beauty and world-class beaches to its unforgettable sunsets and breathtaking scenery, it is the ultimate destination for a tropical island getaway.

When searching for a vacation rental on Maui, either to rent or to own, most people are looking for something that combines the comforts and luxuries of home with the authentic feel of the islands.  However, with numerous vacation rentals on Maui to choose from, identifying the property that’s the best fit for you can be a little overwhelming.

After 16 years of living and working on Maui, with intimate knowledge of these complexes, I’ve put together a short list of some of the best options Maui has to offer at a variety of price…

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

1031 Exchange Maui

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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Montage at Kapalua to Become St. Regis 

St Regis Maui

It was recently announced that Marriott International signed a management agreement with the Tennessee-based owners of the Montage Resort at Kapalua Bay, KWC Management.

The former management agreement was between KWC Management and White Label Asset Management, who continued to operate under the Montage brand after KWC had purchased the property in November of 2023. Marriott will now operate the Resort under their luxury St. Regis Resort Division. 

The Montage Kapalua property has consistently been regarded as one of the very best resorts in the State of Hawaii, and last traded hands when Lantern Asset Management purchased it in 2013 through a foreclosure sale, after it was owned by the infamous Lehman…

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