5 Big Things to Consider When Preparing for Your Big Move to Hawaii

What I Wish I knew before Moving to Hawaii

Hawaii is among the most popular vacation destinations in the United States thanks to its stunning landscapes and warm weather. With everything from rich culture to world-class beaches, renowned golf courses and more, many people who visit Hawaii dream of living the island life on a permanent basis themselves.

As someone who has personally made the big move across the Pacific Ocean, I appreciate so many different things about life in the Aloha state.  The weather, the adventure, beautiful views at every turn, the friendly people, the amazing food, beaches, surfing, hiking, diving, and, well, you get the picture, there's a lot to like! However, relocating to Hawaii is a major event that requires plenty of planning and prep work. 

Hawaii is also the most expensive state to live in the United States.  A few years ago, I wrote an article about my experience moving to Maui, and after speaking with so many people about these things, I wanted to write about what I wish I had known before moving here. So here we go!

1. How To Pronounce Everything

The number one thing I wished I had known before moving to Hawaii was how to pronounce everything! One of the great things about Hawaii is the beautiful language and the beautiful words used to describe many things from plants and fruits to fish, town names, street names, geographical areas, and more. 

At first glance, many of the longer names look very difficult to pronounce, such as the state fish, the humuhumunukunukuapua'a; however, with some fundamentals and practice, you can unlock the code to not sound like a tourist.

In the Hawaiian language, there are only seven consonants. H-K-L-M-N-P-W. Typically, these are all pronounced in the same way that you are accustomed to pronouncing them. Where things get a little tricky are the vowels. Each of the 5 vowels has one distinct pronunciation 

  • A is always the soft 'ah' sound, not a hard 'A' sound. 
  • E is always an 'eh' sound, not an 'eee' sound.
  • I is actually the 'eee' sound.
  • O is always an 'oh' sound and never an 'ah' sound.
  • U is always a hard 'u' sound and not an 'uh' sound.

Hopefully, I didn't make that too confusing there! Once you have the single pronunciation of each vowel, it's important to remember that every letter will be pronounced separately. One of the most commonly mispronounced places on Maui is Ka'anapali. The word Ka'anapali, meaning rolling cliffs or divided hill, has what's called an 'Okina' in its name. That's the character after Ka and before anapali. The Okina indicates a glottal stop in pronunciation, which is simply a slight pause.

So, taking the glottal stop(pause) and pronouncing each letter properly, we get Kah-Ah-Nuh-Pah-Lee. Don't worry, you'll get the hang of it eventually!

2. What To Bring to Hawaii Versus What To Leave Behind

Hawaii Moving

Moving to a new home in Hawai'i from the mainland can be expensive, and the cost to ship all your belongings to your new home on Oahu, Maui, or another island could make your eyes water.

The good news is that many of your belongings may not need to make the trip. For example, there is no need for a full winter wardrobe when you live on the island. Hawaii’s warm, humid weather conditions are ideal for long afternoons at the beach. 

However, because some materials are conducive to mold growth in humid environments like Hawaii, you may not want to bring your grandmother’s antique dining table or your leather sofa with you.

You also should only move what you will have space for in your new house or condo. Anything else should be sold, donated, or gifted to a friend or family member. Less is more in Hawaii.

Make Plans for Your Car

You will undoubtedly do plenty of driving while living in Hawaii, including making your daily commute to work or exploring every nook and cranny of your new island home. Rather than trying to sell your old car before moving and buying a new car on the island, consider shipping your vehicle using a transport service.

Generally, it may be more cost-effective to ship your vehicle or buy from the mainland if you are moving from San Francisco or another location on the West Coast. However, if you are moving from the East Coast, the cost may be more prohibitive. When you are shipping your household belongings and car to Hawaii, pay attention to shipping times. The last thing that you want to do is pay for an expensive rental car and sleep on an air mattress for weeks on end while waiting for your items to arrive.

3. It's Best To Start You're Job Search Before Moving

Job Search in Hawaii

Unless you’re moving to Hawaii to retire or specifically for a job you havee lined up, I recommend starting your job search before you even arrive on the island. When many people move to Hawaii, they assume that it will be relatively easy to find a job. However, job opportunities can be limited, and finding a job may require far more time and effort than you think.

Consider that the most populous island is Oahu, and it’s home to fewer than a million residents. The Big Island has a population of 187,000, and Maui only has 145,000 residents. Tourism is the primary industry in Hawaii, and other major industries are retail, food services, manufacturing, and agriculture.

4. Finding Quality Housing In Hawaii Can Be a Challenge

If you're firmly committed and ready to purchase and have not already started working with a real estate agent, this is the time to do so. If you're going to be renting, I suggest Facebook marketplace and Hotpads.com as alternatives to Craigslist which has gotten sketchier. Regardless of the type of home in Hawaii that you are searching for, be aware that inventory is relatively limited. The homes and condos that are put on the market often remain for a few weeks or less. This is particularly true for properties that are priced well and are in an ideal location.

If you plan to live in a hotel or Airbnb for a few weeks while you look around, make your reservation well in advance. Your real estate agent can help you learn about popular residential areas. You can also take advantage of your agent’s contacts with title companies, appraisers, and others throughout your purchase.

Newest Maui Properties For Sale

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Listing Image for 500 Kapalua Dr 12t-1 1 of 41 Listing Image for 500 Kapalua Dr 12t-1 2 of 41 Listing Image for 500 Kapalua Dr 12t-1 3 of 41 Listing Image for 500 Kapalua Dr 12t-1 4 of 41 Listing Image for 500 Kapalua Dr 12t-1 5 of 41 Listing Image for 500 Kapalua Dr 12t-1 6 of 41 Listing Image for 500 Kapalua Dr 12t-1 7 of 41 Listing Image for 500 Kapalua Dr 12t-1 8 of 41 Listing Image for 500 Kapalua Dr 12t-1 9 of 41 Listing Image for 500 Kapalua Dr 12t-1 10 of 41 Listing Image for 500 Kapalua Dr 12t-1 11 of 41 Listing Image for 500 Kapalua Dr 12t-1 12 of 41 Listing Image for 500 Kapalua Dr 12t-1 13 of 41 Listing Image for 500 Kapalua Dr 12t-1 14 of 41 Listing Image for 500 Kapalua Dr 12t-1 15 of 41 Listing Image for 500 Kapalua Dr 12t-1 16 of 41 Listing Image for 500 Kapalua Dr 12t-1 17 of 41 Listing Image for 500 Kapalua Dr 12t-1 18 of 41 Listing Image for 500 Kapalua Dr 12t-1 19 of 41 Listing Image for 500 Kapalua Dr 12t-1 20 of 41 Listing Image for 500 Kapalua Dr 12t-1 21 of 41 Listing Image for 500 Kapalua Dr 12t-1 22 of 41 Listing Image for 500 Kapalua Dr 12t-1 23 of 41 Listing Image for 500 Kapalua Dr 12t-1 24 of 41 Listing Image for 500 Kapalua Dr 12t-1 25 of 41 Listing Image for 500 Kapalua Dr 12t-1 26 of 41 Listing Image for 500 Kapalua Dr 12t-1 27 of 41 Listing Image for 500 Kapalua Dr 12t-1 28 of 41 Listing Image for 500 Kapalua Dr 12t-1 29 of 41 Listing Image for 500 Kapalua Dr 12t-1 30 of 41 Listing Image for 500 Kapalua Dr 12t-1 31 of 41 Listing Image for 500 Kapalua Dr 12t-1 32 of 41 Listing Image for 500 Kapalua Dr 12t-1 33 of 41 Listing Image for 500 Kapalua Dr 12t-1 34 of 41 Listing Image for 500 Kapalua Dr 12t-1 35 of 41 Listing Image for 500 Kapalua Dr 12t-1 36 of 41 Listing Image for 500 Kapalua Dr 12t-1 37 of 41 Listing Image for 500 Kapalua Dr 12t-1 38 of 41 Listing Image for 500 Kapalua Dr 12t-1 39 of 41 Listing Image for 500 Kapalua Dr 12t-1 40 of 41 Listing Image for 500 Kapalua Dr 12t-1 41 of 41

$1,195,000

Kapalua Golf Villas 12T-1

500 Kapalua Dr 12t-1, Kapalua

1 Bed 2 Baths 987 SqFt Residential MLS® # 409539

Days on Market: 132

Coldwell Banker Island Prop-KP Cell: 808-457-0604

Listing Image for 3950 Kalai Waa St C102 1 of 17 Listing Image for 3950 Kalai Waa St C102 2 of 17 Listing Image for 3950 Kalai Waa St C102 3 of 17 Listing Image for 3950 Kalai Waa St C102 4 of 17 Listing Image for 3950 Kalai Waa St C102 5 of 17 Listing Image for 3950 Kalai Waa St C102 6 of 17 Listing Image for 3950 Kalai Waa St C102 7 of 17 Listing Image for 3950 Kalai Waa St C102 8 of 17 Listing Image for 3950 Kalai Waa St C102 9 of 17 Listing Image for 3950 Kalai Waa St C102 10 of 17 Listing Image for 3950 Kalai Waa St C102 11 of 17 Listing Image for 3950 Kalai Waa St C102 12 of 17 Listing Image for 3950 Kalai Waa St C102 13 of 17 Listing Image for 3950 Kalai Waa St C102 14 of 17 Listing Image for 3950 Kalai Waa St C102 15 of 17 Listing Image for 3950 Kalai Waa St C102 16 of 17 Listing Image for 3950 Kalai Waa St C102 17 of 17

$969,880

↓ $8,920

Wailea Fairway Villas C102

3950 Kalai Waa St C102, Wailea/Makena

2 Beds 2 Baths 949 SqFt Residential MLS® # 409538

Days on Market: 133

Nathalie Mullinix Rlty Universal Inc

Short Term Rental
Listing Image for 2481 Kaanapali Pkwy 420 1 of 33 Listing Image for 2481 Kaanapali Pkwy 420 2 of 33 Listing Image for 2481 Kaanapali Pkwy 420 3 of 33 Listing Image for 2481 Kaanapali Pkwy 420 4 of 33 Listing Image for 2481 Kaanapali Pkwy 420 5 of 33 Listing Image for 2481 Kaanapali Pkwy 420 6 of 33 Listing Image for 2481 Kaanapali Pkwy 420 7 of 33 Listing Image for 2481 Kaanapali Pkwy 420 8 of 33 Listing Image for 2481 Kaanapali Pkwy 420 9 of 33 Listing Image for 2481 Kaanapali Pkwy 420 10 of 33 Listing Image for 2481 Kaanapali Pkwy 420 11 of 33 Listing Image for 2481 Kaanapali Pkwy 420 12 of 33 Listing Image for 2481 Kaanapali Pkwy 420 13 of 33 Listing Image for 2481 Kaanapali Pkwy 420 14 of 33 Listing Image for 2481 Kaanapali Pkwy 420 15 of 33 Listing Image for 2481 Kaanapali Pkwy 420 16 of 33 Listing Image for 2481 Kaanapali Pkwy 420 17 of 33 Listing Image for 2481 Kaanapali Pkwy 420 18 of 33 Listing Image for 2481 Kaanapali Pkwy 420 19 of 33 Listing Image for 2481 Kaanapali Pkwy 420 20 of 33 Listing Image for 2481 Kaanapali Pkwy 420 21 of 33 Listing Image for 2481 Kaanapali Pkwy 420 22 of 33 Listing Image for 2481 Kaanapali Pkwy 420 23 of 33 Listing Image for 2481 Kaanapali Pkwy 420 24 of 33 Listing Image for 2481 Kaanapali Pkwy 420 25 of 33 Listing Image for 2481 Kaanapali Pkwy 420 26 of 33 Listing Image for 2481 Kaanapali Pkwy 420 27 of 33 Listing Image for 2481 Kaanapali Pkwy 420 28 of 33 Listing Image for 2481 Kaanapali Pkwy 420 29 of 33 Listing Image for 2481 Kaanapali Pkwy 420 30 of 33 Listing Image for 2481 Kaanapali Pkwy 420 31 of 33 Listing Image for 2481 Kaanapali Pkwy 420 32 of 33 Listing Image for 2481 Kaanapali Pkwy 420 33 of 33

$1,649,000

↓ $150,000

Whaler 420

2481 Kaanapali Pkwy 420, Kaanapali

1 Bed 1 Bath 901 SqFt Residential MLS® # 409535

Days on Market: 133

Maui Westside Properties

Listing Image for 2150 Kamaile St 1 of 50 Listing Image for 2150 Kamaile St 2 of 50 Listing Image for 2150 Kamaile St 3 of 50 Listing Image for 2150 Kamaile St 4 of 50 Listing Image for 2150 Kamaile St 5 of 50 Listing Image for 2150 Kamaile St 6 of 50 Listing Image for 2150 Kamaile St 7 of 50 Listing Image for 2150 Kamaile St 8 of 50 Listing Image for 2150 Kamaile St 9 of 50 Listing Image for 2150 Kamaile St 10 of 50 Listing Image for 2150 Kamaile St 11 of 50 Listing Image for 2150 Kamaile St 12 of 50 Listing Image for 2150 Kamaile St 13 of 50 Listing Image for 2150 Kamaile St 14 of 50 Listing Image for 2150 Kamaile St 15 of 50 Listing Image for 2150 Kamaile St 16 of 50 Listing Image for 2150 Kamaile St 17 of 50 Listing Image for 2150 Kamaile St 18 of 50 Listing Image for 2150 Kamaile St 19 of 50 Listing Image for 2150 Kamaile St 20 of 50 Listing Image for 2150 Kamaile St 21 of 50 Listing Image for 2150 Kamaile St 22 of 50 Listing Image for 2150 Kamaile St 23 of 50 Listing Image for 2150 Kamaile St 24 of 50 Listing Image for 2150 Kamaile St 25 of 50 Listing Image for 2150 Kamaile St 26 of 50 Listing Image for 2150 Kamaile St 27 of 50 Listing Image for 2150 Kamaile St 28 of 50 Listing Image for 2150 Kamaile St 29 of 50 Listing Image for 2150 Kamaile St 30 of 50 Listing Image for 2150 Kamaile St 31 of 50 Listing Image for 2150 Kamaile St 32 of 50 Listing Image for 2150 Kamaile St 33 of 50 Listing Image for 2150 Kamaile St 34 of 50 Listing Image for 2150 Kamaile St 35 of 50 Listing Image for 2150 Kamaile St 36 of 50 Listing Image for 2150 Kamaile St 37 of 50 Listing Image for 2150 Kamaile St 38 of 50 Listing Image for 2150 Kamaile St 39 of 50 Listing Image for 2150 Kamaile St 40 of 50 Listing Image for 2150 Kamaile St 41 of 50 Listing Image for 2150 Kamaile St 42 of 50 Listing Image for 2150 Kamaile St 43 of 50 Listing Image for 2150 Kamaile St 44 of 50 Listing Image for 2150 Kamaile St 45 of 50 Listing Image for 2150 Kamaile St 46 of 50 Listing Image for 2150 Kamaile St 47 of 50 Listing Image for 2150 Kamaile St 48 of 50 Listing Image for 2150 Kamaile St 49 of 50 Listing Image for 2150 Kamaile St 50 of 50

$4,895,000

Wailuku Country Estates

2150 Kamaile St, Wailuku

4 Beds 5.5 Baths 3,175 SqFt Residential MLS® # 409534

Days on Market: 141

Berkshire Hathaway Maui Prop-L

Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

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Listing Image for 476 Kamoku Pl 1 of 30 Listing Image for 476 Kamoku Pl 2 of 30 Listing Image for 476 Kamoku Pl 3 of 30 Listing Image for 476 Kamoku Pl 4 of 30 Listing Image for 476 Kamoku Pl 5 of 30 Listing Image for 476 Kamoku Pl 6 of 30 Listing Image for 476 Kamoku Pl 7 of 30 Listing Image for 476 Kamoku Pl 8 of 30 Listing Image for 476 Kamoku Pl 9 of 30 Listing Image for 476 Kamoku Pl 10 of 30 Listing Image for 476 Kamoku Pl 11 of 30 Listing Image for 476 Kamoku Pl 12 of 30 Listing Image for 476 Kamoku Pl 13 of 30 Listing Image for 476 Kamoku Pl 14 of 30 Listing Image for 476 Kamoku Pl 15 of 30 Listing Image for 476 Kamoku Pl 16 of 30 Listing Image for 476 Kamoku Pl 17 of 30 Listing Image for 476 Kamoku Pl 18 of 30 Listing Image for 476 Kamoku Pl 19 of 30 Listing Image for 476 Kamoku Pl 20 of 30 Listing Image for 476 Kamoku Pl 21 of 30 Listing Image for 476 Kamoku Pl 22 of 30 Listing Image for 476 Kamoku Pl 23 of 30 Listing Image for 476 Kamoku Pl 24 of 30 Listing Image for 476 Kamoku Pl 25 of 30 Listing Image for 476 Kamoku Pl 26 of 30 Listing Image for 476 Kamoku Pl 27 of 30 Listing Image for 476 Kamoku Pl 28 of 30 Listing Image for 476 Kamoku Pl 29 of 30 Listing Image for 476 Kamoku Pl 30 of 30

$1,595,000

Lanai

476 Kamoku Pl, Lanai

4 Beds 3 Baths 2,930 SqFt Residential MLS® # 409530

Days on Market: 133

Okamoto Realty LLC 808-565-7519

Short Term Rental
Listing Image for 940 S Kihei Rd B314 1 of 36 Listing Image for 940 S Kihei Rd B314 2 of 36 Listing Image for 940 S Kihei Rd B314 3 of 36 Listing Image for 940 S Kihei Rd B314 4 of 36 Listing Image for 940 S Kihei Rd B314 5 of 36 Listing Image for 940 S Kihei Rd B314 6 of 36 Listing Image for 940 S Kihei Rd B314 7 of 36 Listing Image for 940 S Kihei Rd B314 8 of 36 Listing Image for 940 S Kihei Rd B314 9 of 36 Listing Image for 940 S Kihei Rd B314 10 of 36 Listing Image for 940 S Kihei Rd B314 11 of 36 Listing Image for 940 S Kihei Rd B314 12 of 36 Listing Image for 940 S Kihei Rd B314 13 of 36 Listing Image for 940 S Kihei Rd B314 14 of 36 Listing Image for 940 S Kihei Rd B314 15 of 36 Listing Image for 940 S Kihei Rd B314 16 of 36 Listing Image for 940 S Kihei Rd B314 17 of 36 Listing Image for 940 S Kihei Rd B314 18 of 36 Listing Image for 940 S Kihei Rd B314 19 of 36 Listing Image for 940 S Kihei Rd B314 20 of 36 Listing Image for 940 S Kihei Rd B314 21 of 36 Listing Image for 940 S Kihei Rd B314 22 of 36 Listing Image for 940 S Kihei Rd B314 23 of 36 Listing Image for 940 S Kihei Rd B314 24 of 36 Listing Image for 940 S Kihei Rd B314 25 of 36 Listing Image for 940 S Kihei Rd B314 26 of 36 Listing Image for 940 S Kihei Rd B314 27 of 36 Listing Image for 940 S Kihei Rd B314 28 of 36 Listing Image for 940 S Kihei Rd B314 29 of 36 Listing Image for 940 S Kihei Rd B314 30 of 36 Listing Image for 940 S Kihei Rd B314 31 of 36 Listing Image for 940 S Kihei Rd B314 32 of 36 Listing Image for 940 S Kihei Rd B314 33 of 36 Listing Image for 940 S Kihei Rd B314 34 of 36 Listing Image for 940 S Kihei Rd B314 35 of 36 Listing Image for 940 S Kihei Rd B314 36 of 36

$1,500,000

Luana Kai B314

940 S Kihei Rd B314, Kihei

3 Beds 3 Baths 1,268 SqFt Residential MLS® # 409531

Days on Market: 133

Century 21 Island Homes

Listing Image for 52 Kuukama St 1 of 32 Listing Image for 52 Kuukama St 2 of 32 Listing Image for 52 Kuukama St 3 of 32 Listing Image for 52 Kuukama St 4 of 32 Listing Image for 52 Kuukama St 5 of 32 Listing Image for 52 Kuukama St 6 of 32 Listing Image for 52 Kuukama St 7 of 32 Listing Image for 52 Kuukama St 8 of 32 Listing Image for 52 Kuukama St 9 of 32 Listing Image for 52 Kuukama St 10 of 32 Listing Image for 52 Kuukama St 11 of 32 Listing Image for 52 Kuukama St 12 of 32 Listing Image for 52 Kuukama St 13 of 32 Listing Image for 52 Kuukama St 14 of 32 Listing Image for 52 Kuukama St 15 of 32 Listing Image for 52 Kuukama St 16 of 32 Listing Image for 52 Kuukama St 17 of 32 Listing Image for 52 Kuukama St 18 of 32 Listing Image for 52 Kuukama St 19 of 32 Listing Image for 52 Kuukama St 20 of 32 Listing Image for 52 Kuukama St 21 of 32 Listing Image for 52 Kuukama St 22 of 32 Listing Image for 52 Kuukama St 23 of 32 Listing Image for 52 Kuukama St 24 of 32 Listing Image for 52 Kuukama St 25 of 32 Listing Image for 52 Kuukama St 26 of 32 Listing Image for 52 Kuukama St 27 of 32 Listing Image for 52 Kuukama St 28 of 32 Listing Image for 52 Kuukama St 29 of 32 Listing Image for 52 Kuukama St 30 of 32 Listing Image for 52 Kuukama St 31 of 32 Listing Image for 52 Kuukama St 32 of 32

$1,576,543

↓ $19,456

Kahului

52 Kuukama St, Kahului

3 Beds 3 Baths 2,195 SqFt Residential MLS® # 409529

Days on Market: 133

Coldwell Banker Island Prop(S) Cell: 808-866-3074

View 7 More Listings

5. The Hawaii Life Can Be Expensive

Saving Money in Hawaii and Maui

You may have already heard that Hawaii has a high cost of living, and you hopefully have already taken a hard look at your budget. However, while it is the most expensive state to live in the country, there are great ways to stretch your dollar while enjoying life in Hawaii. If you are not already accustomed to looking for deals and shopping sales, you may be pleasantly surprised at how quickly the savings can add up.

Keep in mind that most things on the island have to be shipped across the ocean, so things like food and gas can cost a small fortune. Purchasing a more fuel-efficient vehicle, becoming a Costco member, and growing your own foods are only a few of the many ways that you can reduce your living expenses.

Online Shopping Is More Expensive in Hawaii and Slower

While taking advantage of Amazon Prime is incredibly popular on the mainland, it is a slightly different experience in Hawaii. While still popular, folks in Hawaii can expect their Amazon Prime packages to arrive in a week or two rather than a day or two. Other online retailers also have lengthy shipping times and may have extraordinary shipping fees. Other conveniences like Door Dash, Uber, etc will also cost a little more and take a little longer. 

Some retailers will not ship to Hawaii at all. Because of freight costs, many retailers won't ship extremely heavy items directly to your door and most Hawaii residents prefer to simply head to the store to pick up what they need. A good thing about this aspect of island life is that you may be less inclined to make impulse purchases online.

Not All Major Banks Have Local Branches

Many aspects of banking today can be completed online, by phone, or through your bank’s mobile app. However, there are times when you simply must visit a local branch in person. Be aware that national banks like Chase, Bank of America, and Wells Fargo do not have local branches in Hawaii.

Many people who relocate to Hawaii choose to set up a new account at the Bank of Hawaii or another local bank. If you prefer to keep your account at a major bank, ensure that your bank offers all of the remote services that you need.

Final Thoughts

While there are some important things to keep in mind before moving to Hawaii, few things compare to living the island life. I moved to Maui back in 2010 and haven’t looked back since.

As someone who works in the real estate industry and has done the big move personally, I know finding a beautiful place to call home is an important step in your transition to living in Hawaii. As an experienced, local real estate agent in Maui, I would be happy to help you buy that perfect home or condo to help you live your very best island life. 

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

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