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What should you consider when moving to Maui?

Posted by on March 22, 2021

So you have made up your mind, to relocate to one of the most dreamed about paradise locations on the planet. 

Good for you! Escaping the concrete jungle, the traffic, the smog, and most of all, never having to scrape snow and ice off your windshield ever again! (Although, surprise! That is still possible here on Maui, read on!)

What are some of the biggest considerations that should be on your list when you plan your relocation to Maui? 


Did you know that Maui is home to 13 different mico climates? 

While most imagine the beautiful swaying palm trees, and beaches, when they think Hawaii paradise, Maui is additionally home to dense jungles, beautiful waterfalls, expansive forests, and mountainous terrain where yes, sometimes you can experience snowfall! Maui regions range both in biodiversity, climate, as well as culture. Each of the listed regions comes with a slightly differing cost of living and a differing lifestyle altogether. 

These regions include Southside, West Side, Central, North Shore, and Upcountry areas. Here is a quick rundown about each side: 

South Side – Includes Kihei, Wailea, and Makena areas. These regions are characterized by year-round beautiful weather, gorgeous sandy beaches, a plethora of shops and restaurants. Culture-wise, this region houses entrepreneurial, outdoorsy, highly active health-conscious individuals. Pack your sunhat, beach chair, and your reef-safe sunscreen, and hit the beach! This side of the island is home to some of the most elite properties on Maui with locations next to some of the most sought-after golf courses, and right on the oceanfront. 

West Side – This side of Maui includes Lahaina, Kaanapali, and north of Kapalua coast, and the infamous Honolua Bay. Similar to the south side, this side is a bustling location, also home to beautiful weather and daily rainbows as a bonus. There are also a plethora of dining options, gorgeous beaches, and most of all, on-water activities, such as boating, scuba diving, kayaking, and paddleboarding. This side of the island also home to some of the most beautiful elite properties, both for residential and investment opportunities purposes. 

Central Maui – Central Maui includes Wailuku and Kahului as well as the stunning Iao Valley. The gorgeous misty green mountains overlook the central Maui area making it breathtaking to those who prefer the more mountainous terrain. Kahului offers easy access to all modern-day necessities to those who are used to living the city life, and still offers incredible outdoor activities such as hiking and on water, kiteboarding. 

NorthShore Maui -The north coast of Maui includes areas such as Haiku, Paia, and of course the infamous road to Hana. If you desire to experience the lush green jungle paradise, head north, but be sure to bring a change of clothing, rain jacket, and don’t forget your mosquito spray. The charming town of Paia is perfect to visit for an afternoon offering lots of bohemian-style boutiques and galleries. There are a variety of amazing eateries, especially Mama’s Fish House! While the water on the north shore is a little rough for snorkeling, surfing is all the rage on this coast, especially if you want to catch the big wave competition at the most sought-after waves on the planet, Jaws. 

Keep driving if you dare on the windy Road to Hana taking you over 59 bridges to get there to feast your eyes on stunning waterfalls and dramatic coastline views. 

If you are looking for your next retreat property, Haiku and Hana offers oceanfront properties with dramatic cliff drops and creates for perfect locations to host your next vegan, organic farming, sustainability, or yoga retreat here. 

Upcountry Maui – If you desire to relocate to Maui but are not a fan of hot tropical weather, then the upcountry may just be your place to call home. The upcountry region includes the towns of Kula, Makawao, and Haleakala national forest home to jaw-dropping Haleakala Crater at 14k elevation!. Be sure to bring your jacket if you decide to take a venture up!

Some of the most charming and unique places to enjoy food and drink are at Ulupalakua Ranch in Kula where you can enjoy the grass-fed bison and venison burgers. Head on over to Maui Wine afterward. If eucalyptus forests, cooler weather, and livestock farms for those country girls or boys at heart, are what you are craving, then a farm property in the upcountry may be your next purchase. 

Budgeting and Cost  

What should you take into consideration when relocating to Maui? 

When budgeting your move to Maui, whether keeping your job, or have your own business, make sure to calculate out your monthly expenses with consideration to heightened prices of gas, food, and other necessities. Since most goods have to be shipped here, please bear this mind that some necessities are sold at a markup to account for this.

Depending on which location you choose to call home, there are ways to save on living expenses, and each region will have slightly different pricing variations. Both in properties as well as living expenses. 

Additionally be sure to save up and budget extra funds to be able to enjoy all the newcomer attractions, such as whale watching trips, scuba diving, and gear rentals, luaus, Lomi lomi massages, new restaurants, and other activities. All the new entertainment can add up quickly! 

If you are relocating here without a place of employment be sure to have at least 2-3 months of your living expenses saved up, with the above-listed considerations, and be diligent about researching the wages that you receive as you apply for employment on the island and budget accordingly with the marked-up cost. Make sure you research what industries are hiring and if your areas of expertise can be utilized as an asset. 

Lifestyle and Recreational Activities 

There is a plethora of outdoor activities and recreational sports to enjoy on Maui. One of the biggest things when it comes to picking and choosing where you desire to live is knowing what kind of lifestyle you would like to create. Surfing? Organic farming? Daily beach and snorkeling? 

When you have picked the location and figured out your costs of living, now you can consider, what kind of fun would you like to have to make the most of your time here? (Click here for south side recreations article) 

The good rule of thumb any new sport requires a gear and lessons investment to start off, whether it would be surfing, scuba diving, stand-up paddleboarding, etc. Maui has an immensely health-conscious population and you are certainly going to find something here for you that will fit your lifestyle and recreational appetite, along with new friends to enjoy it with. 

Property Values 

If you are a keen and savvy investor, who is not only interested in securing your livelihood on Maui to live your best life but also is looking out to secure your retirement and financial future, every single one of the above-listed factors will play into property values on Maui and the return on your investment properties. 

Whether you desire to have your gorgeous beachfront mansion, a condo that you can rent out short term, a beautiful space where you can create an organic farming retreat center, consider all of the above factors as Maui offers a fruitful market for you to secure your portfolio’s future for years to come. 

If you have any additional questions, Maui is home to some of the happiest and friendliest people on the planet, can you blame us? Be sure to reach out to us at and we will point you in the right direction.

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