2 Weeks in Hawaii Itinerary: Your Ultimate Island Hopping Guide

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Ready to plan the dreamiest 2 weeks in Hawaii? Hawaii is truly paradise on Earth. Each island has its own unique vibe—from adventurous hikes and jaw-dropping waterfalls to pristine beaches and lava fields straight out of another world. It’s impossible not to fall in love with every single one!

I spent a summer living on Oahu, soaking up its surf, sunsets, and spirit, so it’s definitely the island I know best (and maybe have a tiny soft spot for). But finally getting the chance to explore Maui, Kauai, and the Big Island was beyond magical. Picking a favorite? Nearly impossible. Each one left me saying, “Okay, this is my favorite… no, wait!” You may just end up feeling the same!

Planning Your 2 Weeks in Hawaii

So, you’re ready to plan your Hawaiian adventure but wondering, Which islands should I visit, and how long should I stay on each one? Here’s the fun part: there’s no wrong way to do it!

This 2-week itinerary gives you the chance to experience all four of Hawaii’s main islands—Maui, Big Island, Oahu, and Kauai—each with its own magical personality. That said, if one island is calling your name louder than the others, feel free to tweak the plan or extend your stay to soak up more of what you love.

Quick tips for planning: Hawaii’s average temperature is a dreamy 75–85°F year-round, though winter tends to bring a bit more rain (don’t worry, the sunshine always comes back!). Book accommodations, rental cars, and reservations for popular activities ahead of time, especially during peak seasons.

And trust me, a rental car on each island is worth it if you want the freedom to explore. Ready? Let’s make some aloha-filled memories!

Day 1-3: Maui

For my 2 weeks in Hawaii, we started with Maui, aka The Valley Isle! Known for its jaw-dropping beaches, lush valleys, and iconic Road to Hana, Maui is a perfect blend of laid-back vibes and adventure.

It’s where you’ll find Haleakalā, the world’s largest dormant volcano, and one of the best sunrise views on the planet (seriously, it’s worth waking up at 3 AM for).

Maui is also home to charming towns like Lahaina (they are in the process of rebuilding after the horrible 2023 wildfires) and Paia, where you can shop, eat, and soak in that chill island energy. Maui’s beaches are often rated among the best in the world—Black Sand Beach and Big Beach are just a couple of the standouts!

Where to Stay on Maui

Choosing where to stay in Maui is a big decision—it’s all about finding your perfect island vibe! Kaanapali and Kapalua are both pretty popular areas and located near plenty of action. And if you can swing it, spending a night in Hana makes the Road to Hana even more magical. Just remember, lodging is limited there, so book early!

While Maui isn’t exactly budget-friendly, booking in the off-season or planning far in advance might help snag a deal. Here are some options:

• Aston Kaanapali Shores and Aston Maui Kaanapali Villas— Both are comfortable, close to the beach, and somewhat more affordable options in the area!
• Hana-Maui Resort by Hyatt Residence— Great for last-minute bookings with a touch of luxury.
• Heavenly Hana Paradise— Affordable, cozy, and great reviews—perfect for a night or two in Hana!

Check out all available options and pricing for Kaanapali, Kapalua, and Hana for your dates!

Day 1: Arrive + Ocean Vodka Organic Farm and Distillery

Ease into island life on your first day in Maui! After your flight, pick up your rental car, and head to the Ocean Vodka Organic Farm and Distillery. It’s just 15 minutes from the airport. This spot is a dream! Think stunning mountain-top views, a farm-to-table restaurant serving up incredible dishes, and cocktails infused with fresh ingredients straight from their own farm.

We were able to squeeze into their last tour of the day at 5 PM, and if you can I totally recommend it! I found it to be very interesting, and loved getting to try their spirits!

Afterward, take it easy and settle into your accommodations—you’ll want to rest up because day two is going to be epic!

Day 2: Road to Hana + Mama’s Fish House

Road to Hana

Start the day bright and early (like still dark out early—4:30 AM!) and gear up for the Road to Hana. This iconic drive is all about adventure, with its legendary winding roads, lush rainforests, and jaw-dropping waterfalls. There are three route options, but we opted for the “reverse” Road to Hana, which covers the entire route and takes most of the day. If you’re up for the challenge, it’s so worth it!

Pro tip: Download the Shaka Guide app ahead of time and grab the tour for your chosen route. It’s like having a personal local guide right in your car for under $20! The app syncs with your GPS (works offline, too) and gives you all the deets on the best stops—and which ones you can totally skip if you’re feeling wiped.

They have an app for each island, as well as Utah, Arizona, and Nevada!

Mama’s Fish House

After a full day of exploring, there’s no better way to reward yourself than with a meal at Mama’s Fish House. This spot is a must! From fresh, locally caught seafood to dreamy tropical cocktails, it’s a slice of foodie paradise.

Reservations are a hot commodity, so try to book months ahead. We were lucky enough to snag some bar seats when we went without a reservation.

For a morre detailed guide including which Road to Hana stops we made read my full 3-day itinerary for Maui.

Day 3: Haleakala or Snorkeling + Whalers Village

Haleakala

If you’re craving epic views and unique hikes, head to Haleakalā National Park to explore the jaw-dropping crater. Sunrise at Haleakalā is a once-in-a-lifetime experience, but it requires reservations well in advance, so plan ahead! If you miss out, no worries—you can visit after sunrise without a reservation.

That said, after our marathon Road to Hana drive, we were in need of a slower-paced morning.

Snorkel at Kapalua Bay

For a more laid-back start, grab a cup of joe at Badass Coffee (the name says it all) before hitting up Kapalua Bay for some of the best snorkeling on the island! You’ll get to experience a massive coral reef alive with tropical fish, turtles galore, and even the occasional eel or dolphin!

We saw so many turtles, it felt like an underwater turtle parade. This was honestly the best place that I have ever snorkeled without having to take a boat!

Dinner at Whalers Village

After soaking up the underwater magic, head back to your hotel, freshen up, and get ready for a delicious dinner. Whalers Village is a perfect spot with plenty of dining options. Aim for happy hour and snag a table at Monkeypod and Hula Grill and try a little from each!

Day 3-6: Big Island

After three days on Maui, it’s time to head to the Big Island. The Big Island of Hawaii is one of the most beautiful and diverse islands in the world. During your 4 days here, you’ll get a taste of everything that makes it so special!

The Big Island is divided into two sides; Hilo, on the rainy side of the island, has a more tropical feel, and Kona, on the dryer side of the island, has a slightly more touristy feel. I do suggest experiencing them both if you’re up for it!

This island is home to Hawai’i Volcanoes National Park, where you can see real-life lava flows and explore massive craters. It’s also famous for stargazing; Mauna Kea’s observatory has some of the clearest skies in the world. Did you know the Big Island is bigger than all the other Hawaiian Islands combined? Yep, it’s true—so be prepared to drive a bit if you want to see it all.

The vibe is a mix of rugged and laid-back. Whether you’re hiking through lava fields, sipping Kona coffee from local farms, or snorkeling with manta rays under a glowing night sky, you’re sure to find plenty of opportunity for adventure here!

Where to Stay on the Big Island

The Big Island of Hawaii has a little something for everyone when it comes to accommodations, whether you’re all about oceanfront views, luxurious resorts, or cozy budget-friendly stays. We split our stay in half with two days in Hilo and two days in Kona. Here are some top picks for each side of the island:

In Hilo:

• SCP Hilo Hotel— Ideal for the adventure traveler or cultural seeker, they have an excellent location, and an emphasis on local culture and locally sourced goods.
• Castle Hilo Hawaiian Hotel— A classic choice offering great amenities and a prime location.

Check out all of the accommodation options for Hilo for your dates here.

In Kona:

• Royal Kona Resort— Beachfront bliss with a pool, spa, and restaurants to keep you pampered.
• Kona Seaside Hotel— Comfy rooms with easy access to the beach, shops, and dining.
• Holiday Inn Express— A practical option where we stayed using points—simple and convenient. Plus an excellent location!
• Four Seasons Resort Hualalai at Historic Ka’upulehu— The ultimate in luxury with jaw-dropping ocean views, world-class amenities, and activities like golf and tennis.

Check out all of the accommodation options for Kailua-Kona here!

Day 3: Arriving to Big Island

We hopped on a Southwest flight from Maui to Kona and then made the drive to Hilo. Thanks to points, the flight was ridiculously cheap—like, 5,000 points cheap! While Hilo does have its own airport, we couldn’t snag a direct flight. If you can, it might be worth checking out!

After landing in Kona, we made a pit stop for food since there weren’t many options along the drive. Lucky for us, Kona has a little foodie area with just about everything you could crave: hot chicken, poke, sushi, Kona Brewing, and more. We decided to mix things up with Willie’s Hot Chicken (so good!) but came back to this spot later in our trip to try more of the local eats.

Our VRBO was perfectly situated between Hilo and Volcanoes National Park—ideal for our itinerary. After the two-hour drive, we arrived around 8 PM, totally wiped from the day’s travel. We called it an early night to rest up for our first full day exploring the Big Island!

Day 4: Waterfalls + Volcanoes National Park

Alright, adventurers, get ready because this day is not for the faint of heart! We packed so much into Day 4, I’m still impressed we managed it all. The good news? Most of these spots are close to each other, so you’ll be able to cover a lot of ground without feeling rushed—okay, maybe just a little.

Start your morning the right way: with coffee and breakfast from Just Cruisin Coffee. There’s nothing like sipping on a Hawaiian brew to fuel your epic day ahead.

Here’s a play-by-play of everything we tackled. Take notes because you’ll definitely want to add these stops to your Big Island adventure:

• Akaka Falls State Park— Kick things off with this quick 30-minute detour. The 0.4-mile paved trail takes you to Akaka Falls, a jaw-dropping 442-ft waterfall. It’s a mini-hike with maximum payoff.
• Hilo Farmers Market— Grab some fresh fruit (they’ll even slice it for you!) and enjoy a juicy snack while you explore.
• Rainbow Falls— No hiking necessary here! Just hop out of your car to see this 80-ft waterfall cascading over a lava tube. It’s a quick stop, but the view is magical.
• Boiling Pots & Pe’epe’e Falls— Another easy overlook stop. While the waterfall was a little dry when we went, I hear it’s extra stunning during the rainier months.
• Kaumana Caves— Prepare to be amazed as you explore a massive lava tube created by Mauna Loa in 1881. It’s a wild, free, and unforgettable experience—bring a flashlight!
• Volcano Winery— Take a little break and treat yourself to a wine flight. Hawaiian wine? Yes, please!
• Thai Thai Bistro & Bar— You’ll need some fuel before your next big adventure, and this spot serves up quick and delicious bites.

Finally, it’s time for the grand finale: Volcanoes National Park! You’ll explore steaming craters, lava fields, and some of the most unique landscapes on the island. Check out my full 4-day Big Island itinerary for detailed tips on how to make the most of this unforgettable stop!

Trust me, you’ll feel like a total rockstar at the end of this action-packed day. Take it all in and enjoy every waterfall, cave, and lava-filled moment!

Day 5: Head to Kona + Happy Hour Sunset

Coffee Shop, Brewery, + Poke

Day 5 is all about taking it easy—because after yesterday’s marathon, you’ve earned it! Start by wrapping up anything you missed from your Hilo adventures or hit the road and head straight to Kona.

Before the 2-hour drive, fuel up at The Sippin Siren for coffee and breakfast. It’s a quick, tasty pit stop that totally hit the spot for us!

Once in Kona, we took some time to explore and settle in. Ola Brew was our first stop, where we tried a cider flight. Their Kona Gold Pineapple & Dragonfruit Lemonade cider were both so unique and refreshing.

Lunch at Umekes followed, and the seafood was so fresh we ended up going back for round two during our stay! Poke is a must-try food in Hawaii, and Umekes was easily some of the best poke I’ve had.

Nap, Happy Hours, + Sunset

Feeling the post-road trip crash? No shame in a little nap (we indulged too) before heading out for happy hour vibes. Huggo’s on the Rocks kicked off our evening with $6 mai tais and dreamy waterfront views. Then it was off to Don’s Mai Tai Bar at the Royal Kona Resort, where we snacked on coconut shrimp and sipped $10 lava flows—basically piña coladas with fruity upgrades like guava or mango.

Take it slow, soak up the sunset, and let the Kona vibes carry you into a chill evening.

Day 6: Snorkeling + Manta Rays

Coffee + Snorkel

Start your day with a little caffeine kick (if that isn’t obvious at this point)—grab an ube latte or cold brew from HICO Coffee (because Hawaiian coffee hits differently). Once you’re fueled up, head to Pu’uhonua O Honaunau National Historical Park.

We spent about an hour here, but you can adjust depending on your vibe. It’s $20 per vehicle unless you have a National Parks Pass (score!). There’s parking, and we left our car here while we snorkeled at Two Step, which is conveniently right next door.

Two Step is the spot for snorkeling. You won’t find much sand here, but people set up on the lava rocks like pros. The water is clear, the marine life is incredible, and the vibe? Chef’s kiss.

IMPORTANT: Water conditions are more extreme in the winters and this park is often closed.

Kona Brewing + Manta Rays

Hungry after all that snorkeling? Kona Brewing is a no-brainer. Their beer selection is fantastic, but don’t sleep on the food—those roasted garlic and pizza rolls with homemade ranch were next-level. Wings and pizza also got major table-envy vibes.

Now for the grand finale: swimming with giant manta rays. Kona is one of the best places in the world for this mind-blowing experience! Watching these gentle giants do flips and glide through the water at night is pure magic. Trust me, this is bucket-list stuff you’ll never forget.

Book your tour here!

Day 6-11: Oahu

After soaking up all the adventure on the Big Island, it’s time to jet off to Oahu, the most populous island in Hawaii and the vibrant home of Honolulu, the state’s capital city. Oahu is where the magic happens: think gorgeous beaches, like Waikiki and Kailua and rich cultural attractions that will give you a true taste of Hawaiian history and local flavor. Whether you’re into surfing, hiking, or exploring local food spots, Oahu has it all!

Oahu is home to over half of Hawaii’s population, and it’s the island that really brings the aloha spirit to life! From the iconic Diamond Head crater to the stunning North Shore surf spots, Oahu offers a perfect balance of adventure, relaxation, and cultural immersion.

I’ve visited Oahu three times (and spent a total of three months here!), so I’ve seen a lot of the island’s charm. Instead of breaking it down by day (because let’s face it, it’s hard to narrow down Oahu’s awesomeness into just a few days), I’m going to share my personal fave things to do and places to eat across the island’s different areas.

My tip? Split your time between the North Shore (half the island’s laid-back charm and epic beaches) and either Kailua or Honolulu for the other half. I’m personally a fan of Kailua over Honolulu—it just feels a little more relaxed, but you do you!

Where to Stay on Oahu

Oahu has something for everyone when it comes to accommodations, whether you’re looking for luxury, budget-friendly options, or unique stays. Here are some great picks:

Honolulu

• The Royal Hawaiian – The iconic “Pink Palace of the Pacific” offers luxury and history.
• Moana Surfrider – Another historic gem right on Waikiki Beach.
• Sheraton Waikiki – Beachfront vibes and tons of amenities.
• Holiday Inn Express Waikiki – Budget-friendly (or as budget friendly as you can get in Honolulu) with a fab location, free breakfast, and fun rooftop games.
• Ritz Carlton Waikiki – Stunning ocean and city views with top-tier amenities. (We loved it here a couple of years ago!)

Heads up: Many places in Honolulu have resort fees and parking charges, so be prepared for those extras.

North Shore

• A great area for larger groups, with rental houses and vacation homes.
• For solo travelers, finding accommodations can be trickier, but it’s still worth looking! There is an affordable hostel you could check out.
• Check out rental options in Haleiwa Town for a laid-back, North Shore experience.

Kailua & Kaneohe

• These areas don’t have many hotels, but there are a few cozy options for accommodations.
• Be sure to book in advance since there’s limited availability.
• Check out your options for Kailua and Kaneohe during your dates here.

Van Life

• While van life can be super fun and give you a unique way to explore the island, keep in mind that it’s not technically allowed in all areas. If you’re up for it, just be prepared for some extra planning and potential anxiety.

North Shore

Oahu’s North Shore is the ultimate escape from the hustle and bustle of Honolulu. Known for its stunning beaches, epic surf breaks, and a vibe so chill it practically forces you to relax, this is where you’ll experience the true aloha spirit.

Some of the best things to do on Oahu’s North Shore:

• Toa Luau— There are tons and tons of luaus to choose from, and I researched a lot before deciding to go with Toa Luau. The experience was amazing and the price is great for what was included. You even get free admission to Waimea Valley!
• Go cage diving with sharks— Feeling brave? Head out at sunrise to experience the thrill of cage diving with sharks! I’ve done this twice (yes, TWICE) and even had the guts to swim with sharks without the cage on my last trip (peep the video here). Terrifying? Absolutely. Worth it? 100%!
• Cliff jumping at Waimea Bay— Whether you’re a daredevil or a beach bum, Waimea Bay is a must-visit. The golden sand, turquoise water, and chill vibes make it one of the best beaches on the island..
• Surf lesson— If you’ve ever dreamed of riding the waves, the North Shore is the place to do it! Book a surfing lesson that includes all the gear and a quick 15-minute tutorial before you paddle out. Some tours even throw in a turtle-spotting adventure for an extra dose of Hawaiian magic.

Check out my full guide on the best things to do on the North Shore!

Some of the best restaurants on the North Shore:

• Banzai Sushi— Not only is Banzai Sushi one of the best restaurants on the North Shore, it’s some of the best sushi I have ever had!
• Kono’s North Shore— Konos has several locations on the island (we actually visited them all, because we liked it that much!), so no matter where you are, you can most likely find their heavenly Kalua pig plates, breakfast bombers, and milkshakes.
• Farm to Barn— Farm To Barn is a healthy cafe located just a short distance from its own organic farm and serves cold-pressed juice and tasty, reasonably priced farm-to-table meals. Their acai bowls are amazing!
• Food truck fare— Having at least one food truck experience while you’re on Oahu’s North Shore is a must! The Aji Limo truck is one of my faves.

Kailua and Kaneohe

Over on Oahu’s windward side, Kailua and Kaneohe offer a perfect mix of outdoor adventure, jaw-dropping views, and laid-back island vibes.

Kailua is a charming coastal town with a small-town feel, offering a variety of outdoor activities such as kayaking and stand-up paddleboarding in the crystal clear waters of Kailua Bay. The town is also home to the serene and picturesque Lanikai Beach, which is often ranked as one of the best beaches in the world.

Kaneohe is a suburban town that is home to the largest freshwater marsh in Hawaii, Kaneohe Bay, which is a popular spot for fishing and boating.

Some of the best things to do in Kailua and Kaneohe

• Lanikai Pillbox hike— This sunrise hike is pure magic! It rewards you with panoramic views of Lanikai Beach and the iconic Mokulua Islands. A must-do every time I visit Oahu!
• Kayak at Kailua Bay— Paddle through turquoise waters, explore hidden coves, and maybe even spot some sea turtles with Kailua Beach Adventures.
• Snorkel at the Kaneohe Sandbar— This snorkeling and swimming paradise feels like a secret hideaway. Without a boat, it’s tricky to reach, but Captain Bruce Private Yacht Charters has you covered. Trust me, it’s worth it!
• Byodo-In Temple— Nestled against the lush green mountains, this Japanese-inspired temple is a peaceful escape. Admission is only $5, and the serene vibes are priceless.
• Ho’omaluhia Botanical Garden— Once you’re done at the Byodo-In Temple, you may as well head 20 minutes south to check out the Ho’omaluhia Botanical Garden. Bring your camera because every corner of this lush garden is Insta-worthy.

Check out my full guide on the best things to do in Kailua and Kaneohe!

Some of the best restaurants in Kailua and Kaneohe

• Haleiwa Joe’s— Simply iconic. This isn’t just dinner—it’s an experience. Between the heavenly food, cocktails that hit just right, and jaw-dropping views of the Ko‘olau mountains, Haleiwa Joe’s is pure magic. Trust me, you’ll go back again and again.
• Kailua Town Pub and Grill— I love the casual atmosphere here, and the prices are extremely reasonable. They have seafood, pizza, soups, sandwiches, and other general pub fares.
• The Boardroom— This place knows how to do fresh, local, and tasty. Their tapas menu is chef’s kiss, and their craft cocktails are reason enough to stick around all night.

Check out my full list of the best restaurants in Kailua and Kaneohe here!

Honolulu + Waikiki

Waikiki and Honolulu are popular tourist areas on the island. It’s where I spend least of my time when I visit, but there are still really cool things to do here! Waikiki is a neighborhood within the city of Honolulu, known for its beautiful beaches, world-class hotels, and vibrant nightlife. The area is a popular destination for tourists from around the world, partially because it is home to the iconic Waikiki Beach.

Honolulu, the capital of Hawaii, has a nice mix of urban and natural attractions. Experience the city’s history at sites like the Iolani Palace and the USS Arizona Memorial, or take a stroll through the historic neighborhoods of Chinatown and Kakaako.

Some of the best things to do in Honolulu/Waikiki:

• Watch the sunset at Tantalus Lookout— This is one of my favorite free thing to do in Oahu! Such a stunning scenic lookout. Kick back, soak in killer views of Waikiki and Diamond Head, and watch the sky light up with colors.
• Diamond Head— Diamond Head is probably the most photographed attraction in Hawaii. Hiking to the summit of this saucer-shaped crater is one of the most famed activities on the island and it offers the most astounding views of Waikiki.
• Whale watching tour— Visiting during whale season? Lucky you! Set sail and spot these majestic giants up close.
• Cruise— Dance the evening away on a cruise with a DJ, chill with drinks on an open bar sail, or snorkel with turtles by day—so many ways to make waves!

Some of the best restaurants in Honolulu/Waikiki:

• Dukes— A beachfront classic serving fresh seafood, poke bowls, and Hawaiian BBQ. An iconic restaurant in Honolulu!
• The Surfing Pig— Trendy gastropub with must-try pork sliders, poke nachos, and truffle fries.
• 53 by the Sea— Upscale dining with jaw-dropping ocean views and dishes like lobster risotto. Perfect for date night or celebrations. (Peep my TikTok here!)
• Moku Kitchen— Farm-to-table favorites in Kakaako, known for their mai tais, happy hour, and Pacific Rim-inspired menu.
• Redfish Poke— Fresh, locally-sourced poke bowls with build-your-own options. My second favorite poke spot from our 2 weeks in Hawaii (Big Island’s Umekes takes first place).

Day 11-14: Kauai

Your grand finale for your epic 2 weeks in Hawaii leads you to Kauai, the lush and untamed “Garden Island” of Hawaii. This island is all about nature—think dramatic cliffs, emerald jungles, and beaches straight out of a dream.

Kauai’s vibe is effortlessly laid-back, with a touch of adventure for those ready to explore. You’ll find jaw-dropping sights like Waimea Canyon, often called the “Grand Canyon of the Pacific,” and the iconic Napali Coast, where towering sea cliffs meet turquoise waters.

Where to Stay on Kauai

Kauai Shores Hotel is the perfect place to stay on Kauai! I stayed here during my 3-day trip, and it was the best decision. Located right on the ocean and smack dab in the middle of the island in Kapaa, it’s great for exploring all the island has to offer.

You’ll get all the essentials like free Wi-Fi, a pool, and the fantastic Lava Lava Beach Club restaurant! Plus, they have free bikes for you to cruise around, and morning yoga classes to start your day right. Whether you’re after a romantic getaway or some island adventures, this place has you covered.

Check out all the options on Kauai for your dates here!

Day 12: Raft Tour + Waimea Valley

Raft Tour

Alright, so I skipped over Day 11 because we got in pretty late, just had time to check out the property, and hit the sack early for a big day ahead! And trust me, you’ll want to pack lots of snacks for this action-packed day!

Start off with an early 7 AM raft tour with Go Blue Adventures! You’ll zip through caves, waterfalls, and the breathtaking Na Pali Coast—seriously, it was one of my favorite things I did during my entire 2 weeks in Hawaii! The 5-hour tour includes snorkeling time and tons of chances to jump off the raft for a refreshing dip with dolphins, tropical fish, and sea turtles.

Waimea Valley + Lava Lava Beach Club

After all that excitement, you’ll be a little wiped, but don’t skip out on exploring Waimea Valley, which is just a short hop away! This place is bursting with lush landscapes, historical spots, and scenic hikes. Whether you’re in the mood for a full-on hike or just a scenic drive with stops at lookout points, it’s the perfect spot to continue your adventure.

Pro tip: download the Shaka Guide app—it’s a total game-changer for guiding your way through this valley!

End the day at Lava Lava Beach Club for some well-deserved relaxation and an epic oceanfront dinner. Trust me, you’ll love it so much that you might just find yourself going back again (we did!).

After all that fun, take a well-deserved rest—you’ve got another exciting day ahead tomorrow!

Check out my Hawaii packing list recommendations!

Day 13: Explore Kauai’s North Shore

Get ready for another adventure-packed day! Today, we’re hitting the road to explore Kauai’s North Shore—prepare to be amazed by the lush greenery and stunning beaches. It’s a total paradise up here!

Start your day right with a coffee and breakfast at Java Kai (trust me, you’ll need that caffeine boost). Once you’re fueled up, here’s your must-see list for the day:

• Hanalei Valley Lookout—This spot gives you the kind of views that’ll make you stop in your tracks. The Hanalei Valley is all lush, rolling hills and dramatic scenery!
• Waiʻoli Huiʻia Church—If you’re into history (or just want a peaceful stop), this charming church is the oldest functioning church on the island, dating back to 1834.
• Tunnels Beach—Snorkel heaven! This beach is great for all skill levels.
• Hanalei Town—Time to shop ‘til you drop and grab some lunch! Pop into Hanalei Poke for the freshest poke on the island.
• Queen’s Bath—Ready to get your swim on? This lava rock-enclosed tidal pool is perfect for swimming and snorkeling. It’s a bit of a hike to get down (only 0.5 miles, but it’s steep). Check the tide and conditions before you go!

After all that adventure, you’ve earned a delicious surf and turf dinner at Oasis on the Beach. Located at Waipouli Beach Resort, this beachfront restaurant serves up fresh, local ingredients—over 90% of what’s on your plate is sourced straight from Kauai’s farmers, ranchers, and fishermen.

For all the deets and tips on each of these stops, be sure to check out my full Kauai 3-day itinerary!

Day 14: Kapaa Bike Path, Kauai Coffee Company, + Koloa Rum Company

Your final day in Kauai is here—let’s make it count! Start at Kauai Shores Hotel bright and early (7 AM) with a free bike rental and ride along the scenic Kapaa Bike Path. The views of the beach are a perfect way to say goodbye to the island.

Next, fuel up at Kauai Coffee Company—one of the largest coffee producers in the U.S. It’s the perfect spot to learn about the coffee process and sample some local brews.

After your caffeine fix, head over to Makauwahi Cave Reserve. This limestone cave is a hidden gem filled with fossils and a short, easy trail. Perfect for a little adventure!

For lunch, don’t skip Fish Express—grab a poke bowl with fresh fish and tons of toppings. Wrap up your day with a visit to Kōloa Rum Company for a free rum tasting. Sip on tropical flavors like coconut, lime, and pineapple—but get there early since it’s first-come, first-served.

We had an evening flight, but still managed to fit in all these fun activities before heading home!

Traveling Between the Islands

Getting around Hawaii is a breeze! The easiest way to hop between islands is by plane, which usually takes about 30 minutes to an hour. There are plenty of daily flights, so you can easily find one that fits your schedule.

The main airports are Honolulu International Airport (Oahu), Kahului Airport (Maui), Lihue Airport (Kauai), and Kona International Airport (Big Island). Just keep in mind that you’ll want to leave enough time for your flight.

Two top airlines, Southwest and Hawaiian Airlines, offer inter-island flights.

Are you ready for an epic 2 weeks in Hawaii?!

And that’s a wrap on your two-week Hawaiian adventure! From the lush landscapes of Kauai to the iconic beaches of Waikiki, you’ve experienced the best of what these stunning islands have to offer. Whether you’ve been snorkeling with sea turtles, hiking up volcanoes, or sipping cocktails with ocean views, I hope this 2-week itinerary has given you all the inspiration you need for your dream Hawaiian getaway!

Before you go, be sure to follow me on Insta @guidedbydestiny and check out some of my other Hawaii posts:

Epic things to do in Lahaina

Amazing Haleiwa restaurants

Best coffee shops in Honolulu