All Things Maui Real Estate - In-Depth Maui Short Term Rentable Condo Guides

Wailea Palms vs. Palms at Wailea: Choosing The Right Wailea Condo

Palms at Wailea vs. Wailea Palms: How to Tell These Two Condo Communities Apart

If you've spent any time searching for condos in Wailea, you've probably run into this exact mix-up.

Palms at Wailea and Wailea Palms sit right next to each other on Wailea Alanui Drive, share the same Mediterranean-style architecture, stucco exteriors, and red barrel tile roofs, and were originally developed as a single project: Palms at Wailea I and Palms at Wailea II. 

Even longtime locals occasionally have to pause and double-check which one they're talking about.

Why These Two Communities Are So Similar

Both complexes sit on Wailea Alanui Drive within a short walk of each other; both were built in 1992 and share the same architectural style: stucco…

129 Views, 0 Comments

Wailea Ekahi vs. Wailea Ekolu: Beachfront or Golf Course Living in Wailea

Wailea Ekahi vs. Wailea Ekolu

Ekahi, Elua, and Ekolu are the Hawaiian words for one, two, and three. So, it's no coincidence that Wailea Ekahi and Wailea Ekolu are sister communities, part of the same three-village master plan from Wailea's earliest days that also gave us Wailea Elua.

Ekahi came first in 1978, right on the sand at Keawakapu Beach. Ekolu followed a year later, up on the hillside overlooking the Wailea Blue Golf Course. Decades later, they're still two of the most beloved condo communities in the resort, and for good reason. Low-rise buildings, mature tropical landscaping, a genuine sense of privacy you don't always find in a resort setting, and owners who tend to stick around for years, sometimes decades.

Both communities let…

280 Views, 0 Comments

What You Should Know Before Buying Maui Property

What You Should Know Before Buying Maui Property

Selling real estate on Maui, or anywhere for that matter, is rarely, if ever, as glamorous as the reality TV shows like Selling Sunset or Million Dollar Listing make it look.

My day-to-day life as a Realtor looks a lot more like early morning emails with 17 open tabs on my Chrome browser, hours a day in my car driving around the island for appointments or check-ins, often making the whole circuit from Upcountry to Kapalua to Wailea and back while making calls and texts, to return home, just to send a few more emails. 

The best part of my work day is when I’m with clients, either on the phone or in person. I spend the rest of my time in front of the soft glow of my iMac, moving deals forward and…

2242 Views, 0 Comments

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…

377 Views, 0 Comments

Is Now a Good Time to Buy Real Estate on Maui? What the 2026 Data Tells Us

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

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…

731 Views, 0 Comments

Short Term Rental Rules on Maui in 2026

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

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…

14347 Views, 0 Comments

Top 13 Vacation Rentals on Maui to Rent or Own

Maui's Best Vacation Rentals to Rent or Own

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…

662 Views, 0 Comments

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…

11598 Views, 0 Comments

Montage Kapalua To Become St. Regis Under Marriott Management

Montage at Kapalua to Become St. Regis 

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…

3932 Views, 0 Comments

HOA Fees on Maui : Explained

HOA Fees on Maui: Explained

Homeowners’ Associations have been around in the United States since the mid-20th century. They operate as non-profit organizations whose primary objectives are to organize, maintain, and protect properties along with their owners within planned communities or subdivisions, condominium complexes, and cooperative ownership agreements. There is a wide variety of HOAs across the country, and specifically on Maui. 

Some HOAs can be very small, with only a few properties in the association, while others can involve 1,000s of homeowners. The most common type of HOA on Maui is a condominium community HOA.

There are hundreds of condo complexes on Maui, and their HOAs use the funds they collect from owners to cover things…

3210 Views, 0 Comments