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Showing posts with label Hawaii Vacation. Show all posts
Showing posts with label Hawaii Vacation. Show all posts

Sunday, July 5, 2026

🌺 Final Thoughts: Looking Back on 13 Incredible Days in Hawaii

Final Thoughts: Looking Back on 13 Incredible Days in Hawaii

It's hard to believe that thirteen days, three islands, and countless unforgettable memories could pass so quickly.

When we first started planning this trip, we knew Hawaii would be beautiful. What we didn't know was just how different each island would feel or how much each one would offer. From the energy and history of Oahu to the lush landscapes of Kauaʻi and the adventures of Maui, every island left us with memories we'll never forget.

If there's one thing this trip reminded us, it's that there isn't one "right" way to experience Hawaii. Whether you're spending a week on one island or hopping between several like we did, each destination has something unique to offer. Looking back, we're incredibly glad we chose to experience three different islands, even if it meant a faster-paced itinerary.


Explore Our Hawaii Guides

This article is the starting point.

Over the coming weeks, we'll be publishing in-depth reviews of the places we stayed, restaurants we loved, and excursions we experienced.

You'll find links throughout this guide as each article is published.

Whether you're looking for the perfect hotel, deciding which boat tour to book, or planning your own Road to Hana itinerary, we hope these guides help make planning your trip just a little easier.


Our Hawaii Favorites

🏝️ Favorite Island: This depends on who in our group you ask! 😊 Mine was Kauaʻi, but everyone had a different favorite, and honestly, I think that's one of the best things about Hawaii. Each island offers something completely different.

🏨 Favorite Place We Stayed: The Royal Hawaiian

🍽️ Favorite Restaurant: Mama's Fish House

🤿 Favorite Excursion: Molokini & Turtle Town Snorkeling

🚤 Runner-Up Excursion: Nā Pali Coast Sunset Cruise

🌅 Favorite Beach: Waikīkī Beach

🌄 Favorite Scenic View: Waimea Canyon

🥾 Favorite Hike: Pipiwai Trail to Waimoku Falls

🍌 Favorite Snack: Aunty Sandy's Banana Bread

🛍️ Favorite Shopping Stop: CocoNene at Kihei Kalama Village


Biggest Surprises

One of the biggest surprises of the trip was just how different each island felt.

We expected beautiful beaches and incredible scenery everywhere we went, but each island had its own personality.

  • Oahu blended history, city life, and world-famous beaches.
  • Kauaʻi amazed us with dramatic cliffs, lush landscapes, and incredible outdoor adventures.
  • Maui offered the perfect balance of adventure, relaxation, amazing food, and unforgettable experiences.

How We Budget for a Trip

One thing we always try to do when traveling is balance memorable experiences with smart spending. We try to be intentional with every decision we make while planning a trip. We think carefully about what experiences are worth spending money on and where we can comfortably save without taking away from the overall experience.

One phrase we often joke about is:

"We don't go on vacation to save money."

Meaning, if our goal were simply to save money, we wouldn't travel. We travel because we love experiencing new places, and we're willing to spend money on those experiences. That said, we don't plan or spend frivolously. We believe in spending intentionally.

A few things that helped us keep costs down included:

  • Flying Southwest whenever possible and using travel rewards.
  • Staying in vacation rentals when traveling with a larger group.
  • Grocery shopping for breakfasts, snacks, drinks, and lunches.
  • Packing reusable water bottles.
  • Mixing free activities like beaches and scenic drives with paid excursions.

At the same time, we also learned that some experiences are worth the splurge. Staying at the Royal Hawaiian, dining at Mama's Fish House, and taking the Nā Pali Coast cruise all exceeded our expectations and became some of our favorite memories.


What We'd Do Differently

Every trip teaches us something, and Hawaii was no exception.

If we were planning this itinerary again, we would:

  • Spend additional days on Oahu.
  • Buy fewer groceries (especially when we're hungry 😆).
  • Continue building flexibility into our schedule for changing weather.

Honestly, though, there isn't much we'd change. Most of these are simply small lessons that will make our next Hawaii trip even better.


Would We Do It Again?

Without hesitation.

In fact, we were already talking about our next trip before we boarded the flight home.

There are still so many places we want to explore, beaches we didn't have time to visit, restaurants we want to try, and adventures waiting for us on each island. Hawaii somehow exceeded every expectation we had, and that's not something every destination can say.


🎥 Watch Our Hawaii Adventure (Coming soon!)

If you'd like to experience this trip alongside us, be sure to check out our Hawaii vlog series on YouTube. From room tours and scenic drives to snorkeling adventures and unforgettable sunsets, we captured as much of this incredible journey as we could.

🎥 Watch the Full Hawaii Series on YouTube (The videos are almost ready, and this blog will be updated when they are)


Mahalo!

Thank you for coming along on our Hawaiian adventure.

One of the reasons we started Windows of Travel was to share honest experiences, practical tips, and the lessons we learn along the way in hopes of making someone else's journey a little easier or inspiring them to book the trip they've been dreaming about.

We hope this guide has done exactly that. Hawaii gave us memories we'll cherish for a lifetime, and we hope this guide helps you create some unforgettable memories of your own.

If you have questions about anything we experienced, we'd love to hear from you in the comments. And if you're planning your own Hawaii adventure, we hope you have an incredible time making memories of your own.

Until the next adventure,

– Krystal & Scott

🌺 Mahalo!

🌺 The Ultimate Hawaii Trip Report

The Ultimate Hawaii Trip Report


Our 13-Day Journey Through Oahu, Kauaʻi & Maui

Hotels • Vacation Rentals • Excursions • Restaurants • Planning Tips • Honest Reviews

There are few destinations that live up to the hype quite like Hawaii. From historic landmarks and world-famous beaches to dramatic coastlines and unforgettable sunsets, every island offers something completely different. After thirteen incredible days exploring Oahu, Kauaʻi, and Maui, we're sharing everything we learned, from how we planned our trip to the places we'd absolutely visit again. If you're dreaming of your own Hawaiian adventure, we hope this guide helps you make the most of it.


Quick Trip Overview

Length of Trip13 Days
Islands VisitedOahu • Kauaʻi • Maui
Travelers5
Accommodations1 Historic Hotel • 2 Vacation Rentals
Rental Cars2
Inter-Island FlightsHawaiian Airlines & Southwest
Favorite ExcursionsPearl Harbor, Nā Pali Coast Boat Tour, Molokini and Turtle Town Snorkeling
Would We Go Again?Absolutely. Tomorrow, if we could.

Why Hawaii?

Hawaii had been on our travel list for years, but this trip actually began with a single destination in mind—Maui.

Friends of ours own a beautiful vacation rental there, and we had always talked about visiting. Once we started looking at flights, though, we realized something: if we were already traveling nearly 4,500 miles to reach Hawaii, why not experience more than one island?

That led us to Oahu.

Scott had dreamed of staying at the iconic Royal Hawaiian Hotel for years, and Pearl Harbor was somewhere we wanted to experience with our family. Since we'd already be island hopping, adding Oahu felt like an easy decision.

Then came Kauaʻi.

Between the five of us traveling, my husband, my dad, and I had all visited Hawaii before, but none of us had ever been to Kauaʻi. It quickly became the island we were most curious about, offering dramatic cliffs, lush rainforests, and a slower pace that perfectly complemented the energy of Waikīkī and the beauty of Maui.

Looking back, choosing three islands gave us a wonderful introduction to Hawaii. Each island had its own personality, and together they created an unforgettable vacation.


Planning Our Trip

One thing we've learned over the years is that successful vacations rarely happen by accident. Planning upfront always makes for a smoother and often less expensive trip.

Flights

Whenever possible, we fly Southwest Airlines. Between earning Rapid Rewards points and having a Southwest Companion Pass, it often makes the most financial sense for our family.

Our flights looked like this:

✈️ Home → Las Vegas → Honolulu (Southwest)

✈️ Honolulu → Līhuʻe (Hawaiian Airlines)

✈️ Līhuʻe → Kahului (Southwest)

✈️ Kahului → Phoenix → Home (Southwest)

The only downside was flying Hawaiian Airlines between Oahu and Kauaʻi. Since we receive complimentary checked bags on Southwest through our credit card benefits, we paid baggage fees we normally wouldn't. It wasn't a deal breaker, but it's something worth considering when comparing airfare.


Rental Cars

We rented vehicles on Kauaʻi and Maui, choosing Enterprise on Kauaʻi and Budget on Maui based on price, vehicle availability, and size.

Since we were traveling with five people and planned several long driving days, including Waimea Canyon and the Road to Hana, we specifically looked for larger SUVs. We ended up receiving three-row vehicles on both islands, giving everyone plenty of space to stretch out and keeping our luggage from feeling cramped.

Looking back, choosing comfort over simply booking the cheapest option was one of the best decisions we made. Those extra few feet of space made the long drives much more enjoyable and left everyone a little less tired at the end of each day.


Hotels vs. Vacation Rentals

We intentionally mixed our accommodations throughout the trip.

On Oahu, we wanted the full resort experience, so we stayed at the legendary Royal Hawaiian Hotel.

On Kauaʻi and Maui, vacation rentals made more sense.

Traveling with five people, splitting the cost of vacation rentals gave us more living space, multiple bedrooms, and full kitchens, all while lowering our nightly cost compared to booking multiple hotel rooms.

The kitchens also allowed us to prepare breakfast, pack lunches, and enjoy snacks between excursions, helping offset Hawaii's famously high food prices.


Grocery Shopping

One of the biggest money-saving tips we can share is to grocery shop after arriving on each island.

On Kauaʻi, our shopping list was intentionally small: bottled water, electrolytes, coffee, and breakfast snacks. Since we were only there three nights, there wasn't much reason to buy more.

Maui was different because we'd be staying longer, so we stocked up on lunch foods, drinks, snacks, and breakfast items.

One lesson we thought we already knew, but apparently needed to relearn? 😆 Never grocery shop while you're hungry.

We definitely bought more food than we needed and ended up throwing some away before flying home. Next time we'll shop a little more conservatively and make a second trip if necessary (at least that is the plan, lol).


Our Philosophy

When planning this trip, we tried to strike a balance between seeing as much as possible while still allowing ourselves time to relax.

We knew we didn't want every day to feel rushed.

Some days were packed with excursions and sightseeing.

Others were intentionally slower, spent enjoying beaches, resort pools, or simply watching another Hawaiian sunset.

That balance ended up making the trip much more enjoyable.


Our 13-Day Hawaii Itinerary

Here's a quick look at everything we experienced during our trip. We'll dive into each day in detail throughout the rest of this guide.

📍 Oahu

Day 1

  • Arrive in Honolulu
  • Check into the Royal Hawaiian Hotel
  • Lunch at the Mai Tai Bar
  • Waikīkī Beach
  • Dinner at Cheeseburger in Paradise

Day 2

  • Pearl Harbor Tour
    • USS Arizona Memorial
    • USS Missouri
  • Dinner at Cuckoo Coconuts

📍 Kauaʻi

Day 3

  • Fly to Kauaʻi
  • Grocery pickup
  • Lunch at Lava Lava Beach Club
  • Check into our vacation rental
  • Hike to Turtle Cave
  • Dinner at Happy Talk Lounge

Day 4

  • Drive through Waimea Canyon
    • Waimea Canyon Lookout
    • Puʻu Hinahina Lookout

    • Kalalau Lookout
  • Nā Pali Coast Sunset Cruise (Dinner)

Day 5

  • Wailua River Kayak Tour (Secret Falls Hike)
  • Dinner at Tahiti Nui

Day 6

  • Lunch at Bubba's Burgers
  • Flight to Maui

📍 Maui

Day 6

  • Check into our condo
  • Grocery shopping
  • Dinner at Manoli's Pizza

Day 7

  • Ulua Beach
  • Dinner at Maui Brewing Company

Day 8

  • Road to Hana
    • Keʻanae Arboretum (to see the Rainbow Eucalyptus)
    • Aunty Sandy's Banana Bread (buy extra, you will thank yourself later)
    • Upper Waikani Falls
    • Hamoa Beach
    • Wailua Falls
    • Pipiwai Trail
    • Seven Sacred Pools
    • Waimoku Falls

Day 9

  • Calypso Tours: Molokini Snorkeling & Turtle Town
  • Dinner at Mama's Fish House

Day 10

  • Farmers Market (souvenir shopping)
  • Kihei Kalama Village (souvenir shopping)
  • Te Au Moana Luau

Day 11

  • Lahaina Driving Tour (it rained out our beach day)
  • Dinner at South Shore Tiki Lounge

Day 12

  • Polo Beach
  • Kihei Kalama Village (last-minute souvenir shopping)
  • Dinner at Moose McGillycuddy's

Day 13

  • Packing
  • Pool
  • Lunch at Fred's Mexican Cafe
  • Flight Home

Explore Our Hawaii Guides

This article is the starting point of our complete Hawaii series.

If you'd like to dive deeper into any part of our trip, we've written detailed reviews of the hotels, vacation rentals, excursions, restaurants, and itineraries that made this vacation so memorable.

 Island Guides


Where We Stayed


Excursions


Itineraries


Dining


Watch the Adventure

  • ▶️ Watch Our Hawaii YouTube Series (Videos coming soon!)

In this series, we'll share our honest thoughts on everything we experienced, from one of our favorite hotels we've ever stayed in to unforgettable boat tours, breathtaking drives, fantastic restaurants, and a few lessons we learned along the way.

We'll also link to our in-depth reviews of the accommodations, excursions, and restaurants featured throughout this trip so you can dive deeper into anything that catches your interest.

Whether you're planning your first visit to Hawaii or your fifth, we hope our experiences help you build an itinerary that's perfect for you.

Thank you for coming along on our Hawaiian adventure! We hope our experiences, tips, and honest reviews help you plan an unforgettable trip of your own. If you have any questions about our itinerary or experiences, we'd love to hear from you in the comments. And if this guide helped you plan your trip, we'd love for you to share it with another traveler. Until the next adventure, aloha! 🌺



🌴 Maui: Beaches, Banana Bread & Unforgettable Adventures

Maui: Beaches, Banana Bread & Unforgettable Adventures

After a few adventure-filled days on Kauaʻi, we boarded our flight to Maui, the island that started this entire trip idea in the first place.

Friends of ours own a vacation rental on Maui, and visiting their condo was actually the original reason this Hawaii trip came together. Once we started planning, the trip grew into three islands, but Maui remained the heart of the trip, and it ended up being the perfect place to slow down, explore, eat incredible food, and wrap up our Hawaiian adventure.


Our Home on Maui

For our time on Maui, we stayed in a three-bedroom vacation rental, which worked perfectly for our group of five. The condo quickly became more than just a place to sleep. We used it as our home base for beach days, Road to Hana, snorkeling, shopping, and slower mornings with coffee on the lanai. The views overlooking the golf course and ocean were beautiful, and the sunsets from the property were one of our favorite parts of the stay.

After checking in and unpacking, we headed to Safeway for groceries. Since we were staying on Maui longer than the other islands, we stocked up on breakfast items, snacks, drinks, and lunch foods. This was convenient and helped us save money, but we also relearned an important lesson: don't grocery shop hungry. We definitely bought more than we needed.

👉 Read our complete Maui Vacation Rental Review


Settling Into Island Life

Our first full day on Maui was exactly what we needed: a beach day.

We went to Ulua Beach, and while the weather was cloudy and the water felt a little chilly without the sun, it was still a great day. The beach was not overly crowded, and after several days of flights, excursions, and moving between islands, it felt good to simply enjoy the ocean.

That evening, we had dinner at Maui Brewing Company, which ended up being one of our favorite casual meals on Maui. The food was delicious, the beer was great, and the atmosphere was fun with live music and a unique indoor space. We also had an unexpected visit from the resident cat roaming around the restaurant, very interested in everyone's food when it arrived. It gave us a laugh and made the evening even more memorable.


Road to Hana

Road to Hana was one of the days we were most excited about, and one of the days we learned the most from.

We had a full itinerary planned, including Keʻanae Arboretum, Aunty Sandy's Banana Bread, Upper Waikani Falls, Hamoa Beach, Wailua Falls, the Seven Sacred Pools, Pipiwai Trail, and Waimoku Falls.

The day was absolutely worth it, but our biggest takeaway is simple: leave earlier than you think you need to.

We didn't get on the road until around 8:30 a.m., which meant we were driving back in the dark. That part of the day was nerve-wracking, especially after already spending so many hours on winding roads. If we did it again, we would leave earlier and give ourselves more daylight for the return drive.

Even with that lesson learned, Road to Hana was incredible.

Keʻanae Arboretum gave us a chance to see the famous rainbow eucalyptus trees, which were even more colorful and unique in person. Aunty Sandy's Banana Bread was a must-stop, and yes, buy extra. You will thank yourself later. Upper Waikani Falls and Wailua Falls gave us beautiful waterfall views along the way, while Hamoa Beach was a peaceful stop before the biggest adventure of the day.

The highlight for us was the Kīpahulu District, where we visited the Seven Sacred Pools and hiked the Pipiwai Trail to Waimoku Falls. The bamboo forest was beautiful, the trail felt like a true adventure, and reaching Waimoku Falls made the long day feel completely worthwhile.

👉 Read our complete Road to Hana Itinerary

 

💡 Windows of Travel Tip: If the Road to Hana is on your itinerary, start early, and keep to a time limit for your stops. Even if you are used to packed travel days like we are, this is one day where extra daylight makes a big difference.


Molokini & Turtle Town Snorkeling

The next day brought another major Maui adventure: snorkeling at Molokini Crater and Turtle Town with Calypso Tours.

We spent quite a bit of time comparing snorkeling tours before booking. Since part of our group is prone to seasickness, we liked that Calypso used a larger boat with onboard bathrooms and more space to move around. We also appreciated the longer tour duration and later departure time.

The boat was comfortable, the crew was fantastic, and the food selections were very good. The snorkeling itself was incredible. The water clarity at Molokini Crater was breathtaking, and seeing the reef below so clearly was an unforgettable experience.

Our second stop at Turtle Town was equally memorable. Seeing sea turtles in their natural habitat was one of those moments that remind you exactly why Hawaii is so special.

The only stressful part happened before departure. Scott cannot go underwater without earplugs. We accidentally forgot them and were told over the phone that earplugs were available onboard, only to find out at check-in that they were not. Thankfully, we asked again before boarding and had just enough time to jog to a nearby store and make it back before departure.

Even with that hiccup, the tour itself was excellent and one we would absolutely recommend.

👉 Read our complete Molokini Snorkeling Review


Mama's Fish House

After a morning of snorkeling, we had dinner planned for one of the meals we had been looking forward to most: Mama's Fish House.

Scott made our reservation nearly six months in advance because he knew how quickly it books up, and we are so glad he did. Our reservation was at 7:15 p.m., which ended up being a beautiful time to enjoy the sunset and evening ocean breeze.

From the moment we arrived, the entire experience felt special. The setting was gorgeous, the service was exceptional, and every bite of food lived up to the hype. The seafood was incredibly fresh, the drinks were excellent, and the Polynesian Black Pearl dessert was unforgettable.

This was not just dinner. It was an experience, and it became one of the highlights of our entire trip.

👉 Read our complete Mama's Fish House Review

 

Shopping, Souvenirs & a Maui Luau

The next day started with a local farmers' market. It was smaller than expected, with only a handful of booths, but we still found some great deals.

We also stopped at Kihei Kalama Village, which ended up being a great find for souvenir shopping. Yes, it is touristy, but it has a little bit of everything. This is also where we spotted South Shore Tiki Lounge, which we mentally bookmarked for another night, and found CocoNene, one of our favorite souvenir stops from the trip.

That evening, we attended the Te Au Moana Luau at the Wailea Beach Marriott Resort.

We underestimated how long it would take to park and walk through the resort to the luau grounds, so we arrived later than planned and missed some of the pre-show activities. If you book this luau, plan to arrive earlier than you think you need to.

The food was good, though not the most memorable part of the evening. The real highlight was the performance. The storytelling, music, and dancing were beautiful, engaging, and captivating. The oceanfront setting was stunning, though we did wish there had been a few moments built into the schedule to enjoy the sunset before the show began.

Overall, we are glad we experienced it, and the performance was absolutely the highlight.

👉 Read our complete Te Au Moana Luau Review


Rainy Day Changes & Lahaina

Our next day was supposed to be a beach day, but Hawaii had other plans. It rained almost the entire day, and after a failed beach attempt, we adjusted.

Instead of forcing the original plan, we drove up the coast toward Lahaina to see the area and the progress being made after the devastating fires. We were able to sit on the beach for about 15 minutes before the rain started again, but even that short stop was meaningful.

One thing we've learned over the years is that not every travel day goes according to plan, and that's okay. Sometimes changing the plan leads to experiences you weren't expecting, and this was a good reminder to leave room for flexibility, especially in a destination where the weather can shift quickly.

That evening, we went to South Shore Tiki Lounge, the spot we had noticed while shopping earlier in the trip. It ended up being a great choice, with live music, friendly staff, good drinks, and food we really enjoyed.


Our Last Full Day on Maui

For our final full day, we got up early and headed to Polo Beach.

The beach itself was beautiful, with lava rock borders and large waves that made for a fun morning in the water. The tide came up quite high, and by early afternoon, there was not much beach left. We also noticed the surf warning flag as we were leaving, which was a good reminder to always check beach conditions before getting in the water.

After cleaning up, we returned to Kihei Kalama Village for last-minute souvenir shopping before heading to dinner at Moose McGillycuddy's.

Moose McGillycuddy's ended up being such a fun final dinner. The location offered great beach views, the food and drinks were good, and we arrived during happy hour. The best part of the night, though, was bingo. It made dinner feel more interactive, and I even got BINGO and won a prize!

It was a lighthearted, fun way to wrap up our last full day in Hawaii.


Departure Day

Our flight home wasn't until 8:30 p.m., so we still had almost a full day on Maui.

We spent the morning packing, then enjoyed a few hours at the pool in our rental complex before heading toward the airport. On the way, we stopped at Fred's Mexican Cafe for one last meal.

As luck would have it, we were there on Taco Tuesday. The tacos were fresh and flavorful, the chips and salsa were delicious, and the beach views made it a great final lunch before starting the long journey home.

It was hard to believe that thirteen days, three islands, countless meals, several excursions, and so many unforgettable views had already come and gone.


Our Thoughts on Maui

Maui was the perfect island to end our trip.

It gave us some of our biggest adventures, including Road to Hana, Molokini, Turtle Town, and the luau, but it also gave us space to relax. Beach days, sunset views from the lanai, souvenir shopping, and slow mornings at the condo balanced out the busier parts of the itinerary.

What stood out most was the variety. In just one island, we experienced beaches, waterfalls, bamboo forests, snorkeling, incredible food, scenic drives, and cultural performances. Maui gave us a little bit of everything.

Even with a few rainy moments and lessons learned along the way, our time on Maui was unforgettable.


Our Maui Favorites

🍽️ Favorite Restaurant: Mama's Fish House

🌊 Favorite Beach: Polo Beach

⭐ Most Memorable Experience: Road to Hana

🤿 Favorite Excursion: Molokini & Turtle Town Snorkeling

🛍️ Favorite Souvenir Stop: Kihei Kalama Village and CocoNene

🌅 Favorite Relaxing Moment: Sunset views from the condo lanai


Would We Come Back?

Absolutely.

Maui is the island that started this entire trip idea, and after spending a week there, it is easy to understand why so many travelers return again and again. We loved the mix of adventure, beaches, food, and relaxation. There is still so much more we would love to see and do, and we would return in a heartbeat.


Windows of Travel Tips

  • Leave earlier than you think you need to for the Road to Hana.
  • Buy extra banana bread at Aunty Sandy's.
  • Check beach warning flags before getting in the water.
  • Book Mama's Fish House as early as possible.
  • Build in backup plans for rainy days.
  • Don't underestimate driving times on Maui. Distances may look short on the map, but winding roads and scenic stops can make every drive take longer than expected.

Continue Planning Your Hawaii Trip

🏡 Read our Maui Vacation Rental Review

🚗 Read our Road to Hana Itinerary

🤿 Read our Molokini & Turtle Town Snorkeling Review

🌺 Read our Te Au Moana Luau Review

🍽️ Read our Best Restaurants We Tried in Hawaii

🌿 Kauaʻi: Dramatic Coastlines, Waterfalls & Island Adventure

Kauaʻi: Dramatic Coastlines, Waterfalls & Island Adventure

Leaving the energy of Waikīkī behind, we boarded a short flight to Kauaʻi, often called the "Garden Isle." Almost immediately, the pace of life slowed down. The towering hotels gave way to lush mountains, winding roads, and small beach towns, revealing an entirely different side of Hawaii.


Our Home on Kauaʻi

Rather than staying in a hotel, we chose a vacation rental in Princeville on Kauaʻi's North Shore.

Traveling with five people, staying in a vacation rental simply made more financial sense. We had multiple bedrooms, a full kitchen, plenty of space to spread out, and beautiful ocean views.

While staying in Princeville meant longer drives to several of our excursions, it also allowed us to explore the North Shore, an area we may not have made time for with our busy itinerary. Between the incredible scenery, beautiful beaches, and great restaurants, we're really glad we chose it as our home base.

👉 Read our complete Kauaʻi Vacation Rental Review


First Impressions of Kauaʻi

Before heading to our rental to check in, we stopped for groceries, then headed to Lava Lava Beach Club for lunch.

There's something special about starting a vacation day with lunch overlooking the ocean, and Lava Lava Beach Club delivered exactly that. Great food, beautiful scenery, a few curious roosters roaming around (it's Kauaʻi, after all 😆), and the relaxed atmosphere immediately made us feel like we had arrived somewhere special.

After checking into our rental and getting settled, we headed out for a short hike to Turtle Cave.

The trail itself was surprisingly challenging, but reaching the coastline, the waves crashing against the cliffs, and the opening to the cave made it well worth the walk. It was an unexpected introduction to Kauaʻi's rugged coastline.

That evening, we enjoyed dinner at Happy Talk Lounge, where great food, live music, and mountain views wrapped up our first full day on the island.


Waimea Canyon & the Nā Pali Coast

Our second day on Kauaʻi turned out to be one of our favorite days of the entire trip.

We spent the morning driving through Waimea Canyon State Park, stopping at several overlooks along the way. 

Each stop offered a different perspective, but Waimea Canyon Lookout and Puʻu Hinahina Lookout were easily our favorites. Pictures simply don't do justice to the scale of the canyon or the dramatic cliffs stretching toward the Nā Pali Coast. Every turn seemed to reveal another breathtaking view, making it difficult not to stop every few minutes for another photo.


Nā Pali Coast Sunset Cruise

The Nā Pali Coast Sunset Cruise became one of the highlights of our Hawaii vacation.

The towering sea cliffs, waterfalls cascading into the ocean, sea caves, and one of the most beautiful sunsets we've ever seen combined to create an unforgettable experience.

The crew did an outstanding job throughout the evening, and despite some fairly rough water at times, the trip was incredible. If you're debating whether a Napali Coast tour is worth adding to your itinerary, our answer is an easy yes. I'll also admit that I'm a huge Jurassic Park nerd, so seeing many of the filming locations from the water made the experience even more memorable for me.

👉 Read our complete Nā Pali Coast Sunset Cruise Review


Wailua River & Secret Falls

Our final full day on Kauaʻi brought another adventure. (We weren't lacking these this trip 😆)

We booked a guided kayak tour along the Wailua River, followed by a hike to Secret Falls.

Paddling through the lush scenery and hiking to a beautiful waterfall was an incredible experience. The hike included some very muddy sections that definitely added to the adventure, but also made it more memorable.

One of the things we appreciated throughout the tour was how knowledgeable our guide was, sharing stories about Hawaiian culture and the surrounding landscape as we made our way upriver and to the waterfall.

After working up an appetite, we finished the day with dinner at Tahiti Nui. We loved the laid-back atmosphere, live music, and delicious food. The only downside was that we wished the service had been as good as the meal.

👉 Read our complete Wailua River Kayak Tour Review


One Last Stop Before Maui

Before catching our flight to Maui, we squeezed in one final lunch at Bubba's Burgers.

Sometimes the simplest meals become the most memorable, and Bubba's Burgers was exactly that. It was the perfect casual lunch before saying goodbye to Kauaʻi and heading to Maui.




Our Thoughts on Kauaʻi

Kauaʻi ended up being the biggest surprise of our trip.

Before arriving, we expected beautiful scenery. What we didn't expect was just how lush the island would feel. Everywhere we looked seemed greener than the last, making Kauaʻi one of the most naturally beautiful places we've ever visited.

Between Waimea Canyon, the Nā Pali Coast, Secret Falls, and countless ocean views, Kauaʻi offered some of the most spectacular scenery we've ever experienced.

Even with a packed itinerary, the scenic drives, unforgettable excursions, and incredible landscapes made every stop feel worthwhile. Kauaʻi quickly became one of our favorite islands and a place we'd return to in a heartbeat.


Our Kauaʻi Favorites

🍽️ Favorite Restaurant: Lava Lava Beach Club

⭐ Most Memorable Experience: Nā Pali Coast Sunset Cruise

🥾 Favorite Adventure: Wailua River Kayak & Secret Falls


Would We Come Back?

Absolutely. Kauaʻi surprised us in the best possible way. Before visiting, we expected incredible scenery, but we didn't expect to fall in love with the island itself. There's still so much we didn't get to experience, and we'd return in a heartbeat to continue exploring.

🌺 Oahu: History, Waikīkī & the Pink Palace

Oahu: History, Waikīkī & the Pink Palace

After months of planning, our Hawaiian adventure finally began with a flight to Honolulu. Oahu served as the perfect introduction to the islands, combining the energy of Waikīkī with the history of Pearl Harbor and one of the most iconic hotels in all of Hawaii.

We only spent two nights on Oahu, but we packed a lot into those two days and wouldn't have changed our itinerary for this trip. That said, Oahu left us wanting more, and it's definitely an island we plan to spend more time exploring on a future visit.


  

Staying at the Royal Hawaiian

There was never much debate about where we wanted to stay on Oahu.

Scott had talked about staying at The Royal Hawaiian, better known as the "Pink Palace of the Pacific," for years. With such a rich history and an unbeatable location directly on Waikīkī Beach, it felt like the perfect way to begin our Hawaiian vacation.

From the moment we arrived, we understood why this hotel has earned such a legendary reputation.

The grounds were immaculate, the tropical landscaping was stunning, and every member of the staff made us feel genuinely welcome. Even simple interactions, such as passing housekeeping in the hallway or returning after dinner, were met with warm smiles and friendly conversations that felt authentic rather than rehearsed.

One of our favorite parts of each day was simply walking around the property. During the day, the lush gardens and historic architecture were beautiful, but at night the landscape lighting transformed the resort into something even more magical.

If you're looking for luxury with a sense of history, The Royal Hawaiian delivers.

👉 Read our complete Royal Hawaiian Hotel Review


Our First Afternoon in Hawaii

After checking into the hotel, we wasted no time embracing island life.

Lunch at the Mai Tai Bar, located right on the beach, was the perfect way to begin the vacation. Great food, tropical drinks, and the sound of the waves crashing just steps away were exactly what we'd imagined while planning the trip.

The rest of the afternoon was intentionally relaxed.

Instead of trying to squeeze in sightseeing after a long travel day, we spent time enjoying Waikīkī Beach and the hotel pool. Sometimes the best way to start a vacation is simply slowing down and appreciating where you've finally arrived.

That evening, we walked to Cheeseburger in Paradise for dinner. It was a casual, fun atmosphere with generous portions and beautiful ocean views. The walk there was part of the experience. Since the hotel is right in the heart of Waikīkī, we enjoyed strolling through the shopping district, people-watching, and window shopping along the way.

 



Windows of Travel Tip

Don't over-plan your arrival day.

Long flights, time zone changes, and travel delays can make the first day exhausting. Giving yourself time to relax lets you start your vacation feeling refreshed instead of rushed.


Day Two: Pearl Harbor

Our second day was dedicated to one of the places we had looked forward to experiencing together the most: Pearl Harbor.

Although we'd both learned about December 7, 1941, in school, standing where history unfolded is something entirely different.

Visiting the USS Arizona Memorial was emotional, quiet, and incredibly moving. Seeing the memorial suspended above the remains of the battleship serves as a powerful reminder of the lives lost that day.

The USS Missouri offered an entirely different perspective. Walking the decks where World War II officially ended added another remarkable layer to the experience.

We chose a guided tour rather than exploring on our own, and it proved to be a great decision. Our guide handled all of the logistics, kept the group organized, and shared historical information throughout the day, making the visit much less stressful than navigating everything ourselves.

While we would have appreciated a little more quiet time during the bus rides, the overall experience was outstanding and remains one of the highlights of our entire Hawaii trip.



Dinner in Waikīkī

After returning from Pearl Harbor, we spent the evening exploring more of Waikīkī before dinner.

We chose Cuckoo Coconuts because we were looking for live music and a lively atmosphere. While the staff worked incredibly hard throughout the evening, the overall experience didn't quite meet our expectations.

The food was average, the music wasn't really our style, and the restaurant was so loud that holding a conversation became difficult.

Even so, every trip has experiences that are simply "good" rather than unforgettable, and that's part of honest travel.

👉 Read our complete Hawaii Restaurant Guide


Our Thoughts on Oahu

Even though we only spent two days on Oahu, it offered an incredible mix of history, relaxation, and classic Hawaiian scenery.

Waikīkī exceeded our expectations, not because it was quiet or secluded (because it isn't), but because of its energy. Watching surfers, strolling along Kalākaua Avenue, enjoying oceanfront dinners, and ending each evening back at the Royal Hawaiian created the perfect beginning to our trip.

Pearl Harbor, meanwhile, was one of the most meaningful experiences of our entire vacation. It's one thing to read about history; it's another to stand where it happened.

Could we have spent more time on Oahu? Absolutely. In fact, we already know we'll dedicate more time to the island on a future trip.

There were several places we didn't have time to visit, including Diamond Head, the North Shore, and Hanauma Bay. But knowing we were continuing on to Kauaʻi, we felt two days struck the right balance for this particular itinerary.


Our Oahu Favorites

🏨 Favorite Stay: The Royal Hawaiian

🍽️ Favorite Meal: Breakfast at the Royal Hawaiian Bakery

⭐ Most Memorable Experience: Pearl Harbor

🌴 Most Relaxing Moment: Watching the sunset from Waikīkī Beach after our first afternoon in Hawaii.


Windows of Travel Tips

  • Stay at least two nights, even if you're combining Oahu with other islands.
  • Spend your arrival day relaxing instead of sightseeing.
  • Book Pearl Harbor tickets or a guided tour well in advance; they do sell out.
  • Make time to simply enjoy Waikīkī; it's easy to get caught up checking attractions off a list.
  • If staying at The Royal Hawaiian (well worth the splurge), take time to explore the property both during the day and after sunset.