Hawaii Travel Made Easy Podcast

How to Choose the Right Hawaiian Island for Your Trip

• Marcie Cheung • Episode 3

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Choosing the Perfect Hawaiian Island for Your Vacation

In this episode of the Hawaii Travel Made Easy Podcast, Marcie, a seasoned Hawaii traveler, helps you decide which Hawaiian Island is best suited for your next vacation. She breaks down the unique features, attractions, and vibes of each island—Oahu, Maui, Kauai, the Big Island, Molokai, and Lanai—based on various travel preferences like relaxation, adventure, culture, luxury, and more. Marcy also offers detailed seven-day itineraries and island hopping guides available on her blog and Amazon to simplify your travel planning. Tune in to get tips on the best times to visit and how to maximize your Hawaiian experience.

00:00 Welcome to Hawaii Travel Made Easy

00:32 Choosing the Right Hawaiian Island

02:16 Oahu: The Heart of Hawaii

05:16 Maui: Relaxation and Adventure

06:48 Kauai: The Scenic Island

08:19 The Big Island: Volcanoes and Stargazing

09:22 Molokai: Authentic Hawaiian Experience

10:48 Lanai: Luxury and Seclusion

11:34 What to Expect on Each Island

13:11 Island Hopping Tips

14:13 Best Time to Visit Hawaii

14:57 Conclusion and Final Tips

Buy my Hawaii guides on my blog or Amazon

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 Aloha and welcome to the Hawaii Travel Made Easy Podcast, your go-to resource for planning an unforgettable Hawaii vacation. I'm Marcy, a mom of two and a total Hawaii travel fanatic. I've been to Hawaii more than 40 times. Yes, you heard that right? I've traveled as a couple with my kids, with friends, and with extended family staying everywhere from luxury resorts to budget friendly condos.

I've experienced every kind of Hawaiian vacation from adventure packed itineraries. To laid back luxury stays. If you're here, you're probably in the early stages of planning your trip, and you might be wondering which Hawaiian Island should I visit? Each island has its own personality, attractions, and vibe, and today I'm gonna break it all down so you can choose the perfect one for your trip.

And before we jump in, I also want to mention that if you're looking for a detailed stress-free itinerary. I have seven day itineraries for each Hawaiian island, as well as an island hopping guide with one to three day itineraries for each island. These guides are available on my blog and on Amazon, and they include my favorite hotels, restaurants, and must do activities, plus links to book tours and experiences.

So you can plan your trip with ease. So grab a notepad or just sit back and relax and let's dive in. 📍 



Before we go into the details of each island, let's start by asking some important questions. These will help narrow down your options and make your decision easier. So what kind of vacation are you looking for? Relaxation, adventure, culture, or a mix. Do you prefer an, do you prefer a lively nightlife and city vibe, or a quiet nature filled escape?

Are you more into beaches, hiking, or sightseeing? Do you want luxury resorts, vacation rentals, or budget friendly stays? How important is easy accessibility and transportation? Are you traveling with kids as a couple or solo? Do you plan not to rent a car or would you prefer to use public transportation?

By keeping these questions in mind as we go through each island, you'll have a much clearer idea of which one is the best fit for you.

Each Hawaiian Island has its own unique features and personality. Let's compare them side by side. Oahu is best for first timers, history lovers, and nightlife enthusiasts. It's home to Waikiki Beach, Pearl Harbor and North Shore Surf culture. You'll get a mix of urban excitement and natural beauty.

Maui is great for luxury travelers, honeymooners and nature lovers. It has some of Hawaii's best beaches. The Road to Hana and Haleakala Sunrise Hawaii is ideal for outdoor enthusiasts, photographers, and those wanting fewer crowds. You'll find dramatic cliffs, lush rainforests, and incredible hiking trails.

The big island is perfect for adventurers, geology, buffs, and stargazers. You can see lava flow, black sand, beaches, waterfalls, and experience diverse landscapes. Molokai is best for authentic Hawaiian culture and a quiet off the beaten path experience. This island has no big resorts, a slower pace, and a chance to see Hawaiian traditions alive and well.

Finally, Lanai is perfect for luxury seekers and secluded getaways. This small island is home to exclusive resorts. Remote beaches and rugged landscapes. If you're still unsure, consider taking a quiz style approach. Give each island points based on your travel style and see which one comes out on top.

All right, let's get into the in-depth island comparisons. Oahu is best for first timers and nightlife. Oahu is the heart of Hawaii. It's a mix of city life, historic sites, incredible beaches, and fantastic nightlife. It's home to Honolulu, which means you'll have access to world class restaurants, shopping and entertainment, but you can also escape to quieter areas like the North Shore.

Some of the top attractions for travelers include Waikiki Beach. This is one of the most famous beaches in the world with great nightlife, luxury hotels, and incredible sunsets. There's also Pearl Harbor, which is a must visit for history lovers. Be sure to book your USS Arizona tickets in advance. Hanauma Bay is one of the best places to snorkel in Hawaii.

Lani Kai Beach is consistently ranked as one of the most beautiful beaches in the world, and Makapu'u Lighthouse Trail is a scenic paved hike with incredible ocean views. There's also Diamond Head, which is very popular, hike and viewpoint. A few unique experiences include a helicopter tour over Oahu, which is a jaw dropping way to see the island's natural beauty.

There's also shark cage diving on the north shore, which is a thrilling experience for adventure seekers. There's also a sunset sail from Waikiki where you can enjoy cocktails while watching the sunset over Diamond head. Do you want a done for you itinerary? My seven day Oahu itinerary includes links to my favorite hotels, tours and attractions, so you can plan your trip with ease.

The links for that is down in the show notes. All right. Let's talk about Maui. Maui is all about relaxation and adventure with some of the most beautiful beaches, scenic drives, and luxury resorts in Hawaii. They did have a fire in August of 2023, just in the Lahaina area. And they are very excited to welcome tourists back to Maui.

A few of the top attractions for travelers include the Road to Hana, which is a legendary drive with waterfalls, lush rainforests, and hidden beaches. There's also Haleakala National Park, where you're watching the sunrise from. The summit is a once in a lifetime experience. There's also the Molokini Crater snorkeling.

It's one of the best snorkeling spots in Hawaii, and it's only accessible by boat. There's Ka'anapali Beach, which is home to stunning resorts, great snorkeling, and the famous black rock cliff diving. And my favorite is Upcountry Maui, which is a quieter side of the island with lavender farms, cowboy culture and breathtaking views.

A few of the unique experiences on Maui include whale watching, which of course is seasonal. So from December to April you can see humpback whales up close. There's also sunset at Haleakala, so if you can't make it for sunrise, which requires reservations, the sunset is just as stunning. Finally, there's Maui wine tasting.

Yes, there is a winery on Maui and their pineapple wine is fantastic. And just a reminder, if you need a stress-free plan, I've got a seven day Maui itinerary that has everything you need to book your dream trip. Okay? Let's talk about Kauai. Kauai is Hawaii's most scenic island with dramatic cliffs, lush jungles, and hidden beaches.

It's less commercialized, making it perfect for travelers who want peace, quiet, and natural beauty. A few of the top attractions for travelers going to Kauai include the Na Pali coast, which is best explored by a boat or helicopter, or you can hike. There's also Waimea Canyon, which is called the Grand Canyon of the Pacific, with jaw dropping views.

There's Hanalei Bay, which is a stunning crescent shaped bay surrounded by lush mountains. It is stunning. It is beautiful. Poipu Beach is great for snorkeling, surfing and spotting monk seals, and there's also Wailua falls and Opaekaa falls, which are two of the most famous waterfalls on Kauai, and they are beautiful.

A few unique experiences you can do on Kauai include kayaking the Wailua River, where you can paddle to a secret waterfall. There's also tubing through an old sugarcane plantation. This is a unique, fun adventure through old irrigation canals. My family has done it, and it is a fun adventure that is not too adventurous for people.

There's also sunset at Shipwreck Beach, which is a lesser known dramatic spot for incredible sunsets and gorgeous photo opportunities. Of course, I've got a done for You Guide My seven day Kauai itinerary includes all the must do experiences. Plus links to my favorite hotels and activities. There's also the big island, which is best for volcanoes and star gazing.

The big island is perfect for adventurous travelers with active volcanoes, black sand, beaches, waterfalls, and epic stargazing. A few of the top attractions for travelers going to the big island include Hawaii Volcanoes, national Park, where you can walk on lava fields and see craters.

There's also Maunakea Summit, which is the best stargazing in the world. There's Punalu'u Black Sand Beach, which is a must, which is a must visit beach for turtle lovers, which is a must visit beach for turtle lover lovers, which is a must visit beach for turtle lovers. There's also Akaka Falls, which is a towering waterfall in the rainforest.

You can also do manta ray night snorkeling, which is swimming with giant manta rays after sunset. If you're planning a big island adventure, don't forget, my seven day big island itinerary makes trip planning simple with all my favorite spots linked for easy booking.

Molokai is the place to go for a truly authentic Hawaiian experience. There are no big resorts, no traffic lights, and few tourists. Instead, you'll find rugged landscapes, quiet beaches, and a deep sense of Hawaiian culture in history. A few of the top attractions include Papo Haku Beach, which is one of the longest white sand beaches in Hawaii.

Often it's empty. There's the Halawa Valley, which is a lush sacred valley with waterfalls and Hawaiian cultural tours. There's the Molokai Sea Cliffs for some of the tallest sea cliffs in the world, which are best viewed by boat or helicopter. There's also Kana Kakai Town, which is the island's largest town where you can experience true small town Hawaiian life.

I will say that Molokai is a very small, less touristy island, but that, I will say that while Molokai is. I will say that while I will say that while Molokai is beautiful, they aren't as tourist friendly, meaning that you won't find luaus, you won't find tons of restaurants or activities to book.

It's perfect if you want to rent a condo and sit at the beach and just soak up Hawaii. Finally, there's Lana'i, and that is a small, remote and exclusive island offering both high-end luxury and rugged outdoor adventure. It's home to only a handful of resorts, but offers some of the most untouched landscapes in Hawaii.

A few of the top attractions for Travelers include hula Poe Bay, a pristine beach with great snorkeling and tide pools. Garden of the Gods, which is a surreal Mars like landscape of Red Rock formations. Shipwreck Beach, which is a rugged remote beach with the remains of a historic shipwreck, Poe Hula Beach, which is a secluded two mile stretch of sand with no crowds, and the Lanai Cat Sanctuary, which is home to more than 600 rescued cats.

This is a must visit for animal lovers. Okay, so let's talk about what to expect on each island. Each island offers a different experience. Let's go over what you can expect for Oahu. Expect crowds, fast-paced, city life, and an abundance of activities. Honolulu is a major city with traffic, but it also has excellent public transportation.

Resorts, restaurants and nightlife are concentrated in Waikiki, but the North Shore offers a completely different laid back vibe. Maui is more relaxed and scenic with stunning beaches, luxury resorts, and great drives like the road to Hana. Maui has fewer crowds in Oahu, but is still very popular. If you want high-end accommodations, incredible snorkeling and diverse landscapes.

Maui delivers. Kauai is a place for seclusion in nature, expect more rain, especially on the North shore, but that's what makes it so lush. Fewer tourists make for a quieter experience, and there's plenty of space for hiking and exploring. The big island is massive, much bigger than all the islands combined.

Expect longer drive times between attractions. The Kona side is sunny and dry while the Hilo side is lush and rainy. The volcanic landscapes are unlike anywhere else. Molokai has very low tourism, untouched speeches and rich Hawaiian traditions. It's great if you want peace and history and cultural experiences.

Lana'i is a luxury retreat with world-class resorts and rugged beauty. It's perfect for travelers who want seclusion, private beaches and off-road adventures. So one of the biggest questions Travelers ask is whether they should visit more than one island. Here's what you need to know. Island hopping takes time. You'll need at least three to four days per island to make it worth the effort. Actually five to seven days is ideal. The flights between air, the flights between islands are short, but require airport time at the regular airport plan for at least half a day of travel. And you'll still need to. Factor in returning rental cars, getting new rental car rental cars, waiting at baggage claim, all the normal stuff at an airport.

If this is your first trip to Hawaii, I would stick to one island unless you have at least 10 days. A few of the best island combinations include Oahu and Maui. If you like city, luxury and adventure, Maui in the big island. If you want scenic drives and volcanoes and Kauai in the big island. If you like nature and adventure.

And if you want to island hop, check out my island hopping guide for detailed one to three day itineraries per island. So when's the best time to visit each island? Hawaii is a year-round destination, but here's some things you need to know. Winter time, which runs December through April, is peak season with the highest prices and biggest crowds.

It's great for whale watching spring, which is April through June is shoulder season. Besides spring break, you'll get fewer crowds, better prices, and great weather. Summer is June through August, and this is family travel season. Prices rise, but there's still great weather and fall.

September to November is the best time to visit for deals, lower crowds in warm weather. If you're looking for the best value, plan your trip in May or sometime September or October. All right. That's a wrap on today's episode. Hopefully you now have a better idea of which Hawaiian Island is the best fit for your vacation.

If you're still undecided, download my seven day Hawaii itineraries or my island hopping guide on my blog or on Amazon to take this stress outta planning. Also, I'd love to hear from you. Which island are you leaning toward for your trip? DM me on Instagram at Hawaii, travel with kids, or visit my blog for even more in-depth guides.

If you found this episode helpful, please subscribe and leave a review. It helps more travelers plan their dream trip to Hawaii. Mahalo for listening and I'll see you in the next episode. Aloha.