Best Islands to Visit in Hawaii – My Top Picks for First-Time Travelers

Hawaii is a special place, no matter how you look at it. Each island feels like its own little world, offering something different. After exploring the Hawaiian Islands, I’ve picked up a lot of useful insights—things I wish I’d known the first time around. This guide will help you figure out which island fits your plans, your pace, and your personality.

Here’s everything you need to know about Oahu, Maui, Kauai, Big Island, Lanai, and Molokai, from must-see spots to small details that can make a big difference in your trip.

Getting to Know the Hawaiian Islands

Before diving into the specifics, it’s worth understanding how Hawaii works as a destination. While there are six main islands you can visit, inter-island flights take time and planning, so don’t assume you’ll hop from one to the next with ease. Each island has its own pace, vibe, and focus, which means some are perfect for relaxation, while others are all about adventure or culture.

Oahu: Where History Meets Energy

Oahu is the busiest island in Hawaii, home to Honolulu, Pearl Harbor, and the iconic Waikiki Beach. It’s ideal if you like a mix of city life and nature.

• What You’ll Love:
  Oahu has a little bit of everything—beaches, historical sites, shopping, and food. Hike to the top of Diamond Head for sunrise views or head to the North Shore for laid-back surf towns and incredible food trucks.
• Must-Do Activities:
  • Hike Diamond Head for panoramic views.
  • Visit the Polynesian Cultural Center to learn about island traditions.
  • Snorkel at Hanauma Bay or surf the North Shore waves.
• What You Might Not Expect:
  Waikiki can feel crowded, especially during peak travel seasons. If you’re looking for peace and quiet, check out Kailua or Lanikai Beach on the windward side.
• What I Wish I Knew:
  Hanauma Bay (a famous snorkeling spot) requires reservations now, and they sell out quickly. Book in advance to avoid disappointment.
• Small Tip:
  Go to Leonard’s Bakery early in the morning to snag fresh malasadas (Portuguese doughnuts). They sell out fast, and the warm ones are unbeatable.

Maui: Adventure and Relaxation Combined

Maui strikes a great balance between adventure and relaxation. It’s no wonder couples and honeymooners flock here, but it’s also great for families or anyone wanting variety.

• What You’ll Love:
  The sunrise at Haleakalā National Park is unforgettable, and the Road to Hana drive is packed with waterfalls, quirky roadside stands, and breathtaking views.
• Must-Do Activities:
  • Catch the sunrise at Haleakalā National Park (reserve ahead).
  • Drive the scenic Road to Hana, stopping at waterfalls and black sand beaches.
  • Snorkel at Molokini Crater.
• What You Might Not Expect:
  The Road to Hana is not just about the destination—it’s the stops along the way. Take time to explore small waterfalls and hikes, but be aware that the roads are narrow and windy.
• What I Wish I Knew:
  Haleakalā’s summit is freezing in the morning, even in summer. Bring layers and gloves if you’re going for sunrise.
• Small Tip:
  If snorkeling at Molokini Crater is on your list, book the earliest tour possible to beat the crowds.

Kauai: Pure Nature and Quiet Charm

Kauai, the oldest island, feels untouched and peaceful. It’s the perfect place for anyone who loves nature and doesn’t mind slowing down.

• What You’ll Love:
  The Napali Coast is jaw-dropping. Whether you see it by boat, helicopter, or hike it, it’s one of the most beautiful sights in Hawaii. Waimea Canyon is another must-visit spot for incredible hikes and views.
• Must-Do Activities:
  • Explore the Napali Coast by boat, helicopter, or trail.
  • Hike Waimea Canyon, often called the “Grand Canyon of the Pacific.”
  • Relax at Hanalei Bay.
• What You Might Not Expect:
  Kauai gets a lot of rain, especially on the north side. This makes it lush and green but also means plans might need to be flexible.
• What I Wish I Knew:
  Some beaches on the north shore (like Ke’e Beach) require permits. Look up restrictions before you go.
• Small Tip:
  Hanalei Town is charming and worth spending a few hours exploring. Stop for a poke bowl or a smoothie made from local fruits.

Big Island: Variety and Adventure

The Big Island is massive compared to the others, and its diverse landscapes make it stand out. Here, you can experience everything from lava flows to green sand beaches.

• What You’ll Love:
  Hawai’i Volcanoes National Park is unlike anywhere else, with active lava viewing (if conditions are right). The stargazing at Mauna Kea is world-class, but keep in mind it’s very cold at the summit.
• Must-Do Activities:
  • Visit Hawai’i Volcanoes National Park to see lava flows.
  • Stargaze at Mauna Kea.
  • Snorkel with manta rays at night.
• What You Might Not Expect:
  The distances are long. Driving from one side of the island to the other can take several hours, so plan your itinerary wisely.
• What I Wish I Knew:
  Green Sand Beach requires a long hike or a 4×4 vehicle. It’s not as easy to access as it might look in pictures.
• Small Tip:
  Stop by a local farmers’ market to sample fresh fruit you won’t find anywhere else—lilikoi (passionfruit) and dragonfruit are local favorites.

Lanai: Peace and Solitude

Lanai is Hawaii’s quietest island, perfect if you want to unplug. It’s mostly privately owned, which keeps it exclusive.

• What You’ll Love:
  The Four Seasons Resort here is pure luxury, and the beaches (like Hulopo’e Bay) are pristine. The Garden of the Gods is a fascinating landscape worth exploring.
• Must-Do Activities:
  • Relax at Hulopo’e Bay.
  • Go off-roading on the Munro Trail.
  • Visit the Garden of the Gods for surreal landscapes.
• What You Might Not Expect:
  There’s no big nightlife or extensive activities list—it’s all about quiet and relaxation.
• What I Wish I Knew:
  Lanai is a quick ferry ride from Maui, making it an easy day trip if you’re short on time.
• Small Tip:
  Rent a 4×4 vehicle if you want to explore the island’s dirt roads and hidden spots.

Molokai: Hawaii, Unfiltered

Molokai is a glimpse into what Hawaii used to be before tourism took over. It’s not for everyone, but it’s special for those who appreciate simplicity and culture.

• What You’ll Love:
  Kalaupapa National Historical Park has a moving history, and the beaches are often empty, giving you the feeling of having the island to yourself.
• Must-Do Activities:
  • Hike to Kalaupapa National Historical Park.
  • Explore Halawa Valley with a local guide.
  • Visit Papohaku Beach, one of the largest white sand beaches in Hawaii.
• What You Might Not Expect:
  Services and amenities are limited. You won’t find big resorts or fancy restaurants here.
• What I Wish I Knew:
  Molokai shuts down early. Plan your meals and activities accordingly.
• Small Tip:
  Respect the local pace of life—Molokai isn’t about rushing or packed itineraries.

A Few Things I Learned the Hard Way

1. Timing Matters: Some islands (like Kauai) are rainier than others. Check weather patterns for the time of year you’re visiting.
2. Book Early: Popular activities like sunrise at Haleakalā or tours on the Napali Coast sell out months in advance. Don’t wait.
3. Travel Light: Island hopping with bulky luggage is a hassle. Stick to the essentials.
4. Respect Local Customs: Hawaii’s culture is deep and meaningful. Take the time to learn about it and be respectful.

Picking Your Island

Still unsure which island is right for you? Here’s a quick summary:

• Want variety? Oahu is a safe choice.
• Seeking adventure and luxury? Go to Maui.
• Looking for peace and nature? Try Kauai.
• Curious about diverse landscapes? The Big Island won’t disappoint.
• Craving quiet? Lanai or Molokai are for you.

Whichever island you choose, take your time, soak in the views, and enjoy the aloha spirit that makes Hawaii so special.

Have questions or need advice? Share them in the comments—I’d love to help you plan your trip!