Hawaii's Best: Travel Tips and Guides for Your Hawaii Vacation

10 Things I Wish I Would Have Known Before Visiting Hawaii

• Bryan Murphy of Hawaii's Best | Hawaii Travel Tips & Vacation Planning • Episode 164

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Did you know that even after 30+ trips to Hawaii, I still remember the mistakes I made on my very first visit in 2007?

When I first stepped foot on Oahu as a newlywed, I arrived with a suitcase full of expectations and honestly, a lot of naivety about what Hawaii was really like beyond the postcard-perfect images.

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Today, I reveal the 10 specific things I wish I would have known before visiting Hawaii—going far beyond typical "bring sunscreen" advice to give you the real insider knowledge.

👉In this episode, you will:

  • Learn the cultural insights and local etiquette that will help you experience Hawaii more authentically and respectfully.
  • Discover practical tips about everything from packing smart to understanding island microclimates and reservation requirements.
  • Understand how to travel thoughtfully and contribute positively to the communities you're visiting rather than just consuming an experience.

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Scroll up ⬆️ and hit play now to learn from my mistakes and make your Hawaii trip smoother, more meaningful, and truly unforgettable.

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đź’»Related blog posts:

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🤓Chapters:

  • 0:55 - Personal Hawaii Experience
  • 2:48 - Packing Tips for Hawaii
  • 4:37 - Reservations and Planning Ahead
  • 5:47 - Driving Etiquette in Hawaii
  • 7:15 - Supporting Local Businesses
  • 8:33 - Exploring Beyond Waikiki
  • 9:47 - Unique Island Personalities
  • 10:52 - Respecting Hawaiian Culture
  • 12:06 - Understanding Hawaii's History
  • 16:03 - Microclimates and Weather Tips

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This podcast is for travelers looking to plan a trip to Hawaii. Discover travel tips, itineraries, and traveling tips & hacks with guides to help you explore Hawaii. Whether you’re planning a vacation to the Hawaiian islands, dreaming of a Hawaiian getaway, or visiting Honolulu, Maui, Kauai, Oahu, or Big Island we’ll help you travel with aloha.

Edge of the Ocean, Stick Figure (w/ permission)

Ukulele and Chill, Coby G (w/ permission)

164_10 Things I Wish I Would Have Known Before Visiting Hawaii


[00:00:00] Introduction and Personal Experience[00:00:00] Introduction and Overview

[00:00:00] Bryan Murphy: Today, I'm Sharon. The 10 things I wish I would've known before visiting Hawaii. I'm going beyond the typical brain sunscreen, book your flights early, those types of tips, and giving you practical things. I personally wish I would've known before visiting Hawaii. And honestly, a few of these I'm still struggling with.

[00:00:22] Bryan Murphy: Aloha. Welcome to Hawaii's Best, the podcast, helping Travelers Plan an unforgettable Hawaii vacation with insider tips in featuring local voices. I'm Brian Murphy, a husband dad of three, and certified Hawaii destination expert. Each week I share local insights, travel tips, and up-to-date news, sometimes with guests across Hawaii and sometimes solo.

[00:00:44] Bryan Murphy: All to help you. Plan your next trip to Hawaii

[00:00:52] Bryan Murphy: Loha and welcome to Hawaii's Best.

[00:00:55] Personal Hawaii Experience

[00:00:55] Bryan Murphy: I remember my very first trip to Hawaii with my wife Ali back in 2007. Newly married and visiting. Hawaii, beautiful island of Oahu in Colina area with my in-laws, and I arrived with. A bunch of expectations. Things I thought I knew about Hawaii going into it, and man, almost 20 years later I can look back and see how naive I was on some of those expectations.

[00:01:25] Bryan Murphy: Hawaii is really one of those places that captures your imagination long before you ever step foot on any of its beautiful islands. Maybe you're like me and you picture endless beaches, perfect weather, and maybe a few hula dancers and ukuleles in the background. And while Hawaii is absolutely beautiful and welcoming, there are a lot of things I wish I'd known before my first trip.

[00:01:52] Bryan Murphy: Things that would have made my experience smoother, more meaningful, and a lot more respectful, I think, to the islands, honestly. And to the people who call. Hawaii home, especially the native population. So today I'm sharing these 10 things and there's probably a lot more, but specifically these 10 things I narrowed down to what I wish I would've known before visiting Hawaii.

[00:02:16] Bryan Murphy: These aren't typical, you know, bring your sunscreen, book your flights early. Those are good tips. But these are a little more beyond that and are about the cultural insights, local customs and practical realities that most guidebooks often miss, and what most travel agents don't talk about. I. By the end of this episode, you'll feel more prepared and confident about your Hawaii trip, and you'll know how to get beyond the tourist version of Hawaii to experience something more authentic, which I think is something that we all want.

[00:02:48] Packing Tips for Hawaii[00:02:48] Packing Tips for Hawaii

[00:02:48] Bryan Murphy: So let's get started with number one, and that is don't overpack. This is something I still struggle with. I think I'm gonna need this. I think I'm gonna need that. Maybe it's my A DHD. I don't know. But this tip might sound obvious, but it's a mistake that almost everyone makes on their first trip to Hawaii, or maybe their 30th trip to Hawaii.

[00:03:09] Bryan Murphy: I. I see people arrive with 2, 3, 4 giant suitcases packed, like they're moving to the islands for a year. But the reality, you're probably gonna live in swimmer shorts, t-shirts, slippers, flip flops, sandals, however you want to translate that. That's pretty much it. Maybe a light jacket, maybe a sundress collared shirt for a fancy evening out at Merriman's.

[00:03:34] Bryan Murphy: Who knows? A lot of the other stuff you probably won't touch. Hawaii's dress code is pretty casual and the weather is warm year round. Most restaurants and venues don't require formal attire. Locals call flip flops like I mentioned, slippers, and you'll understand why within your first few hours of being there, you want to leave room in your suitcases for local souvenirs.

[00:03:58] Bryan Murphy: Maybe you might get at a farmer's market. Here's a bonus, not sure where you're booking your hotel or your vacation rental, but most include a washer and dryer so you can pack even lighter, especially if it's staying for like two weeks. You'll want swimwear. A few casual outfits, a good hat and comfortable walking shoes for hiking, and maybe even shoes you wouldn't mind destroying because the dirt in Hawaii can stain your shoes red.

[00:04:29] Bryan Murphy: And that's really all you need, so save yourself the hassle and baggage feeds and not packing four giant suitcases. Number two.

[00:04:37] Reservations and Planning Ahead[00:04:37] Reservations and Planning Ahead

[00:04:37] Bryan Murphy: Many spots require reservations, especially today in 2025. This one surprises a lot of people. Hawaii used to be a place where you could just show up and explore, but that's changed Some of the most popular hikes, beaches, attractions require advanced reservations.

[00:04:55] Bryan Murphy: Places like Diamond Head, Han Bay, Halala Ha, state Park on Kauai. All require you to book ahead sometimes weeks in advance. Why? Well, Hawaii's popularity as a vacation destination has led to overcrowding and environmental damage at some of these sites, reservation systems were put in place to protect the land and improve the experience for everyone.

[00:05:18] Bryan Murphy: When you do get to your reservation, you'll notice the difference. There'll be usually fewer crowds, more space, and a better chance to actually enjoy the scenery or wherever you're going. As soon as you know your travel dates, start booking those key activities. Don't wait until you're on island, and if you do, you might find yourself missing out or scrambling for backup plans.

[00:05:42] Bryan Murphy: Planning ahead is key to making the most out of your trip.

[00:05:47] Driving Etiquette in Hawaii[00:05:47] Driving Etiquette in Hawaii

[00:05:47] Bryan Murphy: Number three, local etiquette for driving. For me, being from Southern California and being familiar with places like LA traffic and being on the defense and looking out for yourself and making sure that you're defensive driving and you know, 10, 20 miles above the speed limit, so you go with the flow of traffic that is completely different.

[00:06:10] Bryan Murphy: Driving in Hawaii is different, much more different than driving on the continental us. The pace is slower, the roads are often narrow and windy. You know, think road ohana, and there's a strong emphasis on courtesy. Actually thinking about other people driving with aloha is a real thing. In Hawaii on scenic roads like road ohana or highways around the big island of Hawaii, it's customary to pull over for faster drivers.

[00:06:39] Bryan Murphy: Usually locals who are getting to and from their day-to-day grind, you know, work or, or wherever they're, whatever they're doing, is just pull over where you can at a, at a turnout. And if someone lets you pass, give 'em the chaka. It's a simple way to say thank you and show respect. And another key thing is don't ever honk your horn.

[00:06:59] Bryan Murphy: Unless it's an emergency, Hawaii isn't an angry honking place, so be patient. Drive slower than you think you need to, and really enjoy the journey and the beautiful scenery as you drive. Number four, the importance of supporting local.

[00:07:15] Supporting Local Businesses[00:07:15] Supporting Local Businesses

[00:07:15] Bryan Murphy: This is something I've learned just recently, I think I say recently, probably within the last seven years, five, seven years.

[00:07:22] Bryan Murphy: But one of the best ways to experience Hawaii is through its local businesses, farmers markets, food trucks, and small shops offer. Authentic flavors and unique finds you won't get anywhere else, like a chain restaurant or big box stores. And when you spend your money at local businesses, more of that money stays within the community of Hawaii, supporting families in preserving traditions.

[00:07:46] Bryan Murphy: Hawaii's food truck culture is legendary, has some of the best food on island. No matter what island you're visiting, you'll find real poque made with locally caught fish malasadas from family recipes and plate lunches that reflect the island's multicultural history. Farmers' markets are a great place to try fresh tropical fruits, Kona Coffee and locally grown tarot.

[00:08:10] Bryan Murphy: Also look for the Made in Hawaii or grown in Hawaii labels. And don't be afraid to ask locals where they eat or shop. The best recommendations usually come from people who live there year round. One thing to keep in mind is that supporting local isn't just about getting better food or souvenirs. It's really about helping the local community thrive as well.

[00:08:33] Exploring Beyond Waikiki[00:08:33] Exploring Beyond Waikiki

[00:08:33] Bryan Murphy: Number five, this was a big one for me, but Hawaii is more than Waikiki being on the island of Oahu. Waikiki is iconic, and there's nothing wrong with spending some time there. But if that's all you see, you're definitely missing out on what makes Hawaii truly special. Each island has its own personality and hidden gems that most tourists never discover.

[00:08:55] Bryan Murphy: Even on Oahu where Waikiki is located, you can drive about 30 minutes and find yourself in a completely different world, quiet beaches, lush valleys, and small towns where life moves. At a different place than the busy streets of Waikiki, Hawaii Island. The big island has active volcanoes and black sand beaches.

[00:09:17] Bryan Murphy: Hawaii is known for its dramatic cliffs and rainforests, and Maui offers local luxury in the famous road, Ohana and Haleakala. Many locals don't spend their days in Waikiki. They have their own favorite beaches, restaurants, and hiking spots. So venture out beyond the tourist hubs and you'll find places that feel more authentic, less crowded, and often more beautiful than the famous spots everyone talks about on Waikiki Beach.

[00:09:43] Bryan Murphy: Number six, every island is unique.

[00:09:47] Unique Island Personalities

[00:09:47] Bryan Murphy: This is something that's mentioned in guidebooks, but it's often kind of glossed over. Over six of Hawaii's eight main islands are open to visitors, and each one is distinct and has its own personality. I. The big island is all about volcanic landscapes and adventure.

[00:10:05] Bryan Murphy: It's wide, it's big, it's spread out. Kauai is lush and beautiful, perfect for nature lovers or people who just wanna have a quieter time visiting Hawaii. Maui has a mix of luxury. And laid back charm. Oahu is most known for urban with the blend of city life and surf culture, but it also has some country as well.

[00:10:26] Bryan Murphy: Lanai and Molokai are quieter offering a glimpse into old Hawaii. I. But don't try to see them all in one trip. It can be tempting, but you'll spend more time in airports than actually experiencing the islands. So pick one or two islands, depending on how, how long your trip is and really get to know them.

[00:10:44] Bryan Murphy: Each island takes days to explore properly. What you love about one might not exist on the other.

[00:10:52] Respecting Hawaiian Culture[00:10:52] Respecting Hawaiian Culture and History

[00:10:52] Bryan Murphy: Number seven is respect the culture. Hawaii has a rich indigenous culture that predates tourism by centuries. Learning a few basic Hawaiian words like Aloha, Mahalo, and Kapu shows respect and shows that you've taken initiative to at least learn some about the culture that you're visiting.

[00:11:12] Bryan Murphy: It's also important to follow posted signs at sacred sites hiking trails. Many places in Hawaii are considered sacred by native Hawaiians, and you'll see. See signs explaining their significance. Never take lava rocks or sand as souvenirs. It's illegal and it's considered deeply disrespectful. There are even stories of people mailing rocks back to Hawaii because they believe they've taken something and has brought them bad luck.

[00:11:38] Bryan Murphy: The curse of Pele, as some people think it is. The Malama Hawaii Initiative encourages visitors to give back through volunteer work, beach cleanups, and supporting local conservation efforts. So consider participating in these programs during your visit. This is something that Ali and I we've done before and it really has deepened our love for Hawaii and its land working with some of the locals in helping to care for the land.

[00:12:06] Understanding Hawaii's History

[00:12:06] Bryan Murphy: Number eight is something that I'm still learning honestly, and it's something that I didn't really have a good understanding of visiting my first time, and that is understanding Hawaii's history and its complex relationship with tourism. Hawaii's history has deep roots in indigenous Polynesian culture and a sometimes difficult relationship with tourism and outside influence.

[00:12:31] Bryan Murphy: The Hawaiian Kingdom was overthrown in 1893 and annexed by the United States in 1898 and became a state in 1959. So understanding this history helps you appreciate the culture and political complexities that still exists today. Tourism is Hawaii's still largest industry, contributing billions to the state's economy and providing jobs for many residents.

[00:12:58] Bryan Murphy: But this success comes with its challenges. Many native Hawaiians and longtime residents feel that tourism has contributed to the rising of housing costs, environmental degradation, and the loss of traditional ways of life. Some popular areas have become so crowded that locals avoid them entirely. Some locals embrace tourism because it provides jobs and economic opportunities, while others feel the islands are being loved to death with too many visitors causing strain on infrastructure, natural resources in local communities.

[00:13:34] Bryan Murphy: So understanding this dynamic doesn't mean you shouldn't visit Hawaii. It means you should visit thoughtfully, support local businesses, respect the environment, learn about the culture, and consider how your presence affects the place you're visiting. This awareness adds depth to your visit and helps you travel more responsibly.

[00:13:52] Bryan Murphy: You're not just a tourist consuming and experience, but you're a visitor, and that's why I like to use the word visitor more than tourists. A visitor, is that you're understanding the complex relationship between tourism and the place you're exploring. Alright, number nine, the Aloha spirit is real, but not to be taken for granted.

[00:14:14] Bryan Murphy: The Aloha spirit has become a catchy phrase, but it's more than just marketing. It's a real living value in Hawaii. It's about kindness, patience, and genuine respect. And in fact, the Aloha Spirit is written into Hawaii state law as a guiding principle for how people should treat one another. But here's the thing to consider is that the aloha spirit isn't automatic.

[00:14:37] Bryan Murphy: You don't just get it because you bought a plane ticket to Hawaii. It's something you participate in. It's about approaching every interaction with humility and openness, and recognizing that you're a guest in someone else's home. So when you show this genuine respect and patient, locals often respond with incredible warmth and generosity.

[00:14:58] Bryan Murphy: Though I know that. There are some cases that that hasn't happened, but it's something that I've experienced firsthand, is that coming with a humble spirit, you'll get to know more about the islands. For example, as you're in conversation with locals, they might share their favorite spots, you know, give directions or recommend a hidden gem of a restaurant.

[00:15:21] Bryan Murphy: But entitlement kills the aloha spirit so fast acting like locals owe you something. Being impatient or treating Hawaii like your personal playground creates tension and really closes doors. The aloha spirit works both ways. If you give respect, U usually will get respect back. Even if you don't just, just keep at it.

[00:15:42] Bryan Murphy: You know, everyone is human. If you approach situations with kindness and understanding, that's often what you'll receive in return. But it's not just about being polite just to get what you want. It's about recognizing that Hawaii isn't just a vacation destination. It's home to real people with real lives, real jobs, real families, real communities.

[00:16:01] Bryan Murphy: I. All right, and number 10.

[00:16:03] Microclimates and Weather Tips

[00:16:03] Bryan Murphy: This is actually a big one that I had no idea about before my first visit, is that each island has its own microclimates. One of the most surprising things about Hawaii is how quickly the weather can change. You might experience sunshine, rain, and wind all in the same day.

[00:16:20] Bryan Murphy: Sometimes just a few miles apart. The big island, for example, has 10 of the world's 14 climate zones. So you can be on a sunny beach in the morning and then cool and snowy, maybe in the afternoon up on Mona, on Ka. It might be pouring rain in Hana. Lei wa Poipu is sunny and dry. On Oahu, it might be rainy in the Koala mountains while Waikiki is perfectly clear, or the west side in Colina, kale area is dry and sunny.

[00:16:52] Bryan Murphy: This happens often because of Hawaii's unique geography. Its mountains create rain shadows. Trade winds bring moisture to certain areas, and elevation changes everything. But don't let a rainy forecast discourage you. Often you can drive to another part of the island and find completely different weather like the haole and poipu example on Kauai.

[00:17:13] Bryan Murphy: So pack for this reality. Always have a light rain jacket bring layers because temperature changes. Because temperatures can change with elevation. And don't forget the sunscreen because even on cloudy days, the UV rays can be strong, but the microclimates are actually part of what makes Hawaii special.

[00:17:29] Bryan Murphy: You can experience multiple environments in a single day, but just be aware and be prepared for it. Alright, so let's quickly recap the 10 things that I wish I would've known before visiting Hawaii. That would be don't over pack. Number two, many spots require reservations. Number three, learn local driving etiquette.

[00:17:49] Bryan Murphy: Number four, support local businesses and farmers' markets, food trucks. Number five, Hawaii is more than Waikiki. Number six, every island is unique. Number seven, respect Hawaiian culture by learning basic words and following posted signs. Number eight, understand Hawaii's complex history and relationship with tourism.

[00:18:12] Bryan Murphy: Number nine, the aloha spirit is real, but requires your participation as well. And number 10, the islands have dramatic microclimate, so pack accordingly and stay flexible. Really, my goal with this isn't to overwhelm me with all these things that I wish I would've known, but part of visiting Hawaii is learning some of these on your own as well.

[00:18:30] Bryan Murphy: But having these in your back pocket to be aware of prior to visiting can make your first or your 10th time to the islands be more meaningful, respectful, and have an incredible experience in Hawaii. Thanks for making it all the way to the end of this episode. If you found it helpful. Go ahead and hit follow if you're not already following on Apple or Spotify.

[00:18:53] Bryan Murphy: That really just helps me be able to create more episodes like this in sharing my love of Hawaii with you as we all strive to travel to Hawaii with aloha. And until next time, as always, live with Aloha

[00:19:10] Bryan Murphy: Mala for listening to this episode of Hawaii's. Best to stay up to date on future episodes. Hit follow on your podcast app. Hawaii's Best is a production of shore break media group with editing by easy podcast solutions and music courtesy of our friends stick figure.


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