Aloha From Paradise – 13 Trips & Counting: Our Ultimate Guide to Hawaii by Island
Yes, you read that right, we’ve traveled to Hawaii 13 times (and counting!). It’s our tropical home away from home, a place we return to again and again for the breathtaking beauty, warm aloha spirit, and unforgettable adventures. From lush rainforests and stunning beaches to jaw-dropping volcanoes and underwater wonders, each island offers something completely unique.
Whether you’re planning your first island escape or just looking for new things to do on your next trip, this guide will help you uncover the best experiences on each island, including the local coffee spots that made us fall in love, cup after cup.
🌴 Maui – The Valley Isle
Maui is where island dreams come true. With stunning drives, epic waterfalls, and picture-perfect beaches, it’s the ideal mix of adventure and relaxation.
Must-Do Activities in Maui:
- 🌊 Snorkeling at Molokini Crater – crystal clear waters & tons of marine life
- 🐋 Whale Watching (seasonal: Nov–May) – it’s magical!
- 🚗 The Road to Hana – lush rainforests, waterfalls, and black sand beach at Wainapanapa!
- 🌺 Traditional Luau Experience – sunset, music, and hula dancing
- 🏄♀️ Paddle Boarding & Kayaking in calm coastal waters
- 🌅 Sunrise at Haleakalā Crater – bundle up, it’s worth it!
- 🚁 Helicopter tour over waterfalls & jungle
Coffee Shops to Try:
- ☕ Akamai Coffee Co. (Kihei) – artisanal lattes + amazing pastries
- ☕ Grandma’s Coffee House (Kula) – cozy, local, and family-run since 1918
- ☕ Maui Coffee Roasters (Kahului) – awesome beans to take home too
Our tip: Leave early for Hana, pack snacks, and don’t miss Wainapanapa State Park!
🌋 The Big Island – Island of Adventure
This island is full of contrast—volcanoes and snow-capped peaks, black sand beaches and vibrant underwater life. It’s a playground for thrill-seekers and nature lovers.
Must-Do Activities on The Big Island:
- 🌋 Visit Hawaiʻi Volcanoes National Park – see real lava (yes, active volcanoes!)
- 🌌 Night Snorkeling with Manta Rays – one of the most surreal experiences ever
- 🐎 ATV Tours through lava fields and lush forests
- 🐠 Sea Horse Farm Tour – great for kids and adults alike
- 🚴 Bike Maunakea’s slopes – unreal views!
- 🖤 Black sand beaches (like Punaluʻu)
- 🚗 Explore both the Kona & Hilo sides for full contrast
Coffee Shops to Try:
- ☕ Greenwell Farms (Kona) – coffee tour + tasting = yes, please!
- ☕ Hilo Coffee Mill – perfect mid-day break on the east side
- ☕ Kaya’s Coffee (Kealakekua) – artsy, boho, and veggie-friendly bites
Our tip: Bring layers! It can be sunny at the beach and chilly at the volcano summit.
🏝 Kauai – The Garden Isle
Kauai is pure nature—the most lush and green of the islands, perfect for slow travel and deep exploration.
Must-Do Activities in Kauai:
- 🚁 Helicopter tour over the Nā Pali Coast – no words. Just wow.
- 🚣 Kayak the Wailua River to hidden waterfalls
- 🧗♀️ Ziplining & ATV tours for adventurous souls
- 🏖 Beach hopping – check out Hanalei Bay and Poipu Beach
- 🌿 Hike in Waimea Canyon – “The Grand Canyon of the Pacific”
Coffee Shops to Try:
- ☕ Little Fish Coffee (Poipu + Hanalei) – colorful, vibrant, delish!
- ☕ Java Kai (Kapaa) – best iced lattes + beach town vibes
- ☕ Kauai Coffee Company – go for the tour & tastings!
Our tip: Pack hiking shoes—this island is full of trails you’ll want to wander.
🌺 Oʻahu – The Gathering Place
The perfect blend of island charm and city energy, Oahu gives you a little bit of everything—history, nightlife, surf, and serene escapes.
Must-Do Activities in Oʻahu:
- 🍍 Visit the Dole Pineapple Plantation – pineapple ice cream is a must!
- 🏄 Watch surfers at North Shore – or take a lesson!
- 🏞 Hike Diamond Head – incredible views of Honolulu
- ⛱ Relax at Lanikai Beach – powdery soft sand
- 🏰 Visit Pearl Harbor – a powerful and moving experience
- 🌅 Parasailing in Waikiki – thrilling & scenic
Coffee Shops to Try:
- ☕ ARS Café (Diamond Head) – hipster aesthetic, excellent espresso
- ☕ Island Vintage Coffee (Waikiki) – acai bowls + 10/10 lattes
- ☕ Morning Glass Coffee (Manoa) – tucked-away gem with baked goods
Our tip: Rent a car to explore beyond Honolulu—you’ll find hidden gems in every direction.
🌈 Why We Keep Coming Back
Hawaii has a piece of our hearts—every visit feels like coming home. It’s not just the stunning sights, but the people, the culture, the food, the vibe. As a family of four, we’ve made countless memories here—from building sandcastles on the beach to dancing under the stars at a luau. Whether you’re chasing adventure or simply want to slow down and soak it all in, Hawaii delivers.
And after 13 visits (with the camera roll to prove it 😄), I’m still in awe every single time. Whether you’re traveling solo, as a couple, or with your family like us, Hawaii will fill your soul and steal your breath.
🌺 Let me know which island you’re headed to—I’d love to share more tips, full itineraries, or even restaurant recs that are vegetarian-approved and family-loved!