
October 25, 2025
Aloooooooohaaa! Are you ready to live your best Lilo & Stitch life in Hawaii? Even if you’re not a fan of Lilo and her cute alien roommate, I am still so so so excited to introduce you to one of my favorite places in the world. A place that I’ve visited countless times over the last two decades. With turquoise lagoons, jagged mountain edges, incredibly scenic drives, and enough poke bowls to fuel an army, this 3-day Oahu itinerary packs in just the right mix of adventure and chill. From sunrise hikes and snorkeling with sea turtles to lazy afternoons by the beach, here’s how to make the most of your short trip to Hawaii’s most iconic and populous island (no alien sidekick required).
I promise to show you SO MUCH MORE than just Waikiki and the resorts. Which is why I’m also including a sample 3-day Oahu itinerary that I’ve personally vetted, tested, and approved many many many times over ✅
So hop onboard this Hawaiian roller coaster ride and let’s get into it ⬇️

Read more on Oahu 🌴
This site contains affiliate links, which means I may earn a small commission if you make a purchase through them (which will likely go towards overpriced airport wine or buying my dog more unnecessary toys). However, none of that impacts the integrity of my reviews. All thoughts and opinions are my own.
Short on time? Here are my top picks for the best boutique hotels for your 3-day Oahu itinerary:
Planning your Hawaii trip but not sure where to stay in Oahu? Check out my complete guide breaking down each neighborhood and the best hotels in every area.

I’m going to state the obvious here which is that…Oahu is an island. So for the general population, there’s only one main way of getting to the island. And that’s to take an airplane. In all fairness, you COULD arrive by cruise ship but then you probably wouldn’t be staying the 3 days required for this 3-day Oahu itinerary.
I guess I left out that you could also sail in via your private yacht and/or fly in on your PJ but if you are…I’d be shocked if you were reading this blog. But if you are, hey let me know and we should be friends 😊
In all seriousness, most folks will fly directly into Daniel K. Inouye International Airport (HNL), located just outside Honolulu on the island’s south shore. It’s the main gateway to Hawaii and where nearly all international and domestic flights arrive, including direct routes from major U.S. cities like Los Angeles, San Francisco, Seattle, and New York.
From the airport, Waikiki is about 9 miles (14 km) away, taking around 20–25 minutes by car. The easiest option is a rideshare or taxi, which typically costs between $35–$50 USD, depending on traffic. You don’t need a rental car in Oahu, but I highly suggest getting one so you can truly explore the island beyond just Waikiki.
Pro tip: Oahu’s rental car line can get looooong. I’ve waited over an hour before just to grab a pre-reserved car. That is, until I signed up for Avis preferred (it’s free) and rented through them. I’m sure you can do this with the other brands as well but Avis was just the cheapest for me at the time. This allows you to SKIP THE LINE COMPLETELY and head up directly to the 4th floor to pick up your car. Yes, it’s slightly more expensive than Thrify or Dollar rental but hey – time is money. And I think there’s nothing worse than wasting your time in a rental car line during your 3-day Oahu itinerary when you have limited hours of island time ⌛️
For a cheaper route, the public bus (TheBus) also runs to Waikiki for about $3 USD, though it can take up to an hour.
Confused about where to stay in Oahu? Check out my full guide on where to stay in Oahu, complete with neighborhood breakdowns and hotel recommendations.

I feel like this section of this 3-day Oahu itinerary is somewhat pointless. Don’t worry, I’ll still tell you what the weather experts say in case that affects your planning but I swear by this…THERE IS NEVER A BAD TIME TO VISIT OAHU.
Like, they should do studies on this place because idk how the weather is so freakin consistent all the time.
I can’t tell you how many times I’ve gotten seasonal depression in San Francisco and booked a flight to Oahu to escape the cold. That’s one of the many perks of living on the west coast.
It’s actually funny hooooow many east coasters I talk to and work with that have never been to hawaii just because it’s so far. I totally get it but I promise you – do the trip at least once! Maybe on your way to Japan? You won’t regret it!!!!
Okay so now you know my non meteorologist view on the best time to visit Oahu, I’ll share with you what the experts say about the best time to visit for your 3-day Oahu itinerary.
Still deciding where to stay? Check out my guide to the Best Areas to Stay in Oahu: Top Neighborhoods for First-Time Visitors to Hawaii

Mele Kalikimaka! (which means Merry Christmas in Hawaiian). Visiting in the fall and winter during your 3-day Oahu itinerary offers a completely different kind of island magic. You might even get lucky with a few rainbows like I did if you come during winter!
Fall (September to November) in Oahu brings warm, breezy weather with average temperatures between 75°F and 85°F (24°C to 29°C) which is perfect for beach days without the summer crowds.
Winter (December to February) cools down slightly, averaging 68°F to 80°F (20°C to 27°C), and marks the start of big-wave surf season on the North Shore, drawing pros and spectators from around the world for events like the Vans Triple Crown of Surfing.
It’s also peeeeeaaaak whale-watching season 🐳 and the island gets a festive glow with holiday lights, local craft fairs, and the Honolulu City Lights festival in December. While flights and hotel prices tend to climb around the holidays, fall usually brings better deals and fewer crowds for a more mellow 3-day Oahu itinerary.
Whether you’re here for surf competitions, sunset hikes, or a laid-back tropical winter escape, Oahu’s cooler months are a beautiful (and surprisingly less crowded) time to visit.

Dreaming of that picture-perfect Hawaii getaway? Then spring and summer are the seasons for you! Spending 3 days in Oahu during this time shows off the island at its sunniest and most vibrant. Spring (March to May) brings pleasantly warm days averaging 76°F to 85°F (24°C to 29°C), fewer crowds, and slightly lower hotel rates before peak season hits so it’s perfect for hiking, snorkeling, and catching early summer swells.
Summer (June to August) turns up the heat (and humidity) a bit, with temperatures ranging from 78°F to 88°F (26°C to 31°C), calm ocean conditions on the North Shore, and long golden days ideal for swimming and sunset catamaran cruises in the Pacific.
It’s also when the island comes alive with festivals and events like the King Kamehameha Celebration, the Honolulu Pride Run, and outdoor concerts under the stars — a fun bonus if you’re spending 3 days in Oahu.
Expect higher flight and hotel prices during these months, especially around June and July, but the trade-off is picture-perfect weather and endless sunshine. It’s also a good excuse to get into the credit card points game so you can learn how to get free flights during peak season.
Need help finding the perfect base in Oahu? Check out my full guide on where to stay in Oahu, complete with neighborhood breakdowns and hotel recommendations.

If you’re a hotel lover like me, you’re going to fall hard for Oahu. (And if you’re a design-forward boutique hotel lover, let’s seriously be friends please).
I actually cover all my top boutique hotel picks in a separate post —“Best Areas to Stay in Oahu: Top Neighborhoods for First-Time Visitors to Hawaii” but let’s just say this island knows how to do oceanfront properties and hospitality right.
For first-time visitors, it helps to know that Oahu is the most populated of all the Hawaiian Islands and is home to Honolulu, the state’s capital. Most hotels are centered around Waikiki, a lively beachfront neighborhood in Honolulu that’s packed with restaurants, shopping, and nightlife. It’s where most tourists stay, and for good reason because it has everything you need within a few block radius! If you stay here, just promise me that you’ll venture outside of Waikiki at least once okay? 🙏
If you head north, you’ll hit the North Shore, known for its legendary surf breaks and more laid-back, local vibe. On the opposite side of the island sits Ko Olina, a resort area famous for its calm lagoons and family-friendly luxury resorts.
Torn between North Shore and Ko Olina? I compare them (and more) in my blog on Where to Stay in Oahu.
Neither neighborhood is better than the other; they just offer totally different experiences. It really comes down to convenience and what kind of trip you’re after. I always recommend renting a car so you can easily explore beyond Waikiki, like beach days in Lanikai, hiking Crouching Lion, or grabbing lunch in the surf town of Haleiwa. For a more detailed breakdown of where to stay, check out my other blog post: Best Areas to Stay in Oahu: Top Neighborhoods for First-Time Visitors to Hawaii
I’ve been coming to this island pretty much every year for over a decade and have stayed in more than 15 hotels across Oahu. So if you’re planning your 3-day Oahu itinerary and want a place that matches your vibe (whether that’s poolside cocktails or quiet ocean views), I’ve got you covered.
These are the spots that have truly stood out to me, and ones I’d book again in a heartbeat 💓
Still trying to decide where to stay in Oahu? My complete guide covers all the best areas and hotels, from buzzing Waikiki to the laid-back North Shore.

Wooooooooooo!!! For once, I’m actullly more excited to write about all the best things to do and places to visit during your 3-day Oahu itinerary than normal. Typically, the hotels are my favorite part. But maybe it’s because I already wrote a full post on where to stay in Oahu so this feels more fresh! Also, there are LITERALLY SO MANY THINGS TO DO AND PLACES TO VISIT on this freakin island.
Like, I’m kinda worried about being able to cover all my top spots in this blog post. Are you saying I should write another post??? 😂 No but seriously. This small but mighty island is paaacked with a ton of action and adventure but you can also be a lazy seal and do nothing all day surrounded by pretty views. Which is why I freakin love Oahu. It’s such a versatile island.
Like I mentioned, I’ve been visiting for over a decade so a handful of the photos you’re about to see might be old. But that doesn’t make it any less beautiful. And it also means that while there’s always a list of new, ever-changing things to do in Oahu…there’s also a few places that stay exactly the same, and for good reason. They’re absolutely stunning.
So keep scrolling for a list of my top 10 things to do and places to visit on Oahu in 3 Days 🦈

“Don’t go chasin waterfalls rainbow… please stick to the rivers and the lakes that you’re used to…”
I probably just aged the f*ck out of myself with that sentence but whatever. Idk why that was the first thing that popped into my head, especially because we’re talkin about rainbows and not waterfalls. (Although there are PLENTY of waterfalls to go chase in Oahu)
If you’re up for an adrenaline-pumping adventure (and not afraid of heights), then a trek up to the Pali Notches will be the perfect activity for you! If this isn’t your thing, don’t worry. Keep scrolling for safer recommendations around Oahu that are just as beautiful.
🥾 Ps. If hiking IS your thing though, make sure you head to my other post: Top 10 Best (and Completely Legal) Hikes in Oahu You’ll Love
Pali Notches is a short but steep trail above the famous Nu‘uanu Pali Lookout rewards you with panoramic views of Oahu’s lush windward coast.
The hike involves climbing over rock ridges and notches carved into the cliffs, so it’s best for hikers with a bit more experience — but if you make it to the top, you’ll see why locals say it’s one of the most breathtaking (and humbling) spots on the island. You can find all the details about this hike and more in my post: Top 10 Best (and Completely Legal) Hikes in Oahu You’ll Love

Short on time? Well, this is a 3-day Oahu itinerary so I’m gonna take a stab and assume you only have ~3 days to spend in Oahu. So going on an all inclusive Oahu full-day island tour is definitely the way to go.
Most of these full-day tours hit all the island’s major highlights like Diamond Head’s volcanic crater, the dramatic Halona Blowhole, the serene Valley of the Temples, the scenic North Shore (with a stop for lunch and maybe some shave ice), and even a visit to Waimea Waterfall or Dole Plantation. You’ll learn fun local facts from your guide, get tons of photo ops, and cover more ground in one day than you could on your own.
This exact tour is the one that my mom and I booked a couple years ago. It was her first time to Oahu and I wanted to show her everything, but didn’t want to deal with the hassle of renting a car. We were expecting the day to be really fast-paced but it actually wasn’t which was nice. Besides the hike up to the top of Diamond Head itself, the majority of the tour went at a slow and comfortable pace!
There are sooo many different tour options out there but I did all the research below and rounded up the top 5 Oahu circle island tours, focusing on the ones with thousands of five-star reviews and consistently high ratings for their guides, routes, and overall experience.

Don’t want to hike? Don’t want to go on a tour? NO PROBLEM! THAT’S WHY WE LOVE HAWAII!!!!!
I always get so much shit from people when I tell them that there are days that I don’t actually want to leave the hotel pool. I’m about to be 35. Not 25. Which means I’m tired. And alllll I want is THE SUN since we never see it in San Francisco. Also, I paid a shit ton of money to stay at The Sheraton Waikiki (or sometimes even the Four Seasons Oahu).
So you better believe I’m gonna soak up every inch of the hotel!
Tbh, you can sip on poolside cocktails pretty much anywhere in Oahu (and if you’re still hotel-hunting, check out my other blog post on the best areas to stay in Oahu), but the infinity pool at the Sheraton Waikiki hits different.
It’s easily one of the best sunset spots on the island and you get an unobstructed view of Diamond Head. And then when you’re ready for a change of scenery, you can head to RumFire and Duke’s Waikiki just steps away. Both are absolute classics for drinks, live music, and that beachfront energy Oahu does so well 🔥
Searching for more views that’ll blow your mind (and your calves)? You’ll want my Oahu hiking list next.

Yes, I love America and I love my country. If this isn’t your first Discover Over There post, then you might already know that I’m a huge history nerd but particularly, anything related to WWII. When I travel to Europe, I always make a point of seeking out historical sites and museums related to the war so you already know one of my top recommendations will be to pay a visit to Pearl Harbor.
Visiting Pearl Harbor is one of the most meaningful experiences you can have in Oahu. It’s a place that blends history, remembrance, and reflection. All set against the calm waters of Honolulu.
If it’s your first time visiting Pearl Harbor, I highly recommend booking the full experience. It’s seriously worth every penny. A lot of tours even offer hotel pickup so you’re already saving on the price of roundtrip ubers (which can sometimes be around $50).
For the full day experience, you’ll probably start your day with a friendly local guide who shares fascinating stories on the drive over, followed by a short film that walks you through the events of December 7, 1941. From there, you’ll board a quiet boat ride to the USS Arizona Memorial, where you can pay your respects to the 1,177 sailors and Marines who lost their lives. It’s moving, educational, and something everyone should experience at least once.
If tours aren’t your thing, you can also visit on your own! I’ve done it both ways and both were equally fantastic, just different. If you’re a history nerd like me, opt for the tour. There’s nothing better than getting to ask questions in real-time and to have a knowledgeable guide providing insight you otherwise would’ve never known.
The Passport to Pearl Harbor ticket (~$99 USD/person) is the official, complete self-guided experience at the Pearl Harbor Historic Sites. Just keep in mind that tickets to the USS Arizona Memorial are not included with Self-Paced Tours but can be purchased separately.

If there’s one hike you have to do on Oahu, it’s this one. And no it’s not Diamondhead. Idk about you but walking on a paved trail just doesn’t feel like a hike to me. Also, that one requires some advance planning with their reservation system. Whereas you can just show up, be respectful, and hike Lanikai all within an hour or so.
The Ka‘iwa Ridge Trail, better known as the Lanikai Pillbox hike, is practically a local rite of passage and a must-do on any 3-day Oahu itinerary. It’s short (just 1.6 miles round trip) but packs in some of the best sunrise views on the island. You’ll climb up a dusty ridge dotted with old WWII bunkers, and when the sun starts rising over the the mokes (Mokulua Islands), it becomes pure magic.
Pro tip: go early. Not just for the sunrise, but because parking in Lanikai’s residential area is limited. And please, keep the music off. Respect the neighborhood, soak in the views, and maybe keep going to the second pillbox to escape the crowds. You’ll thank me later.
🥾 Looking for more hikes around the island? Make sure you head to my other post: Top 10 Best (and Completely Legal) Hikes in Oahu You’ll Love

I still remember my first time ziplining…I had no idea what I was getting myself into. I totally thought it’d feel like skydiving (which I did for my best friends bday at 25 and instantly regretted). But it turned out to be way more peaceful than terrifying!! And it honestly felt like gliding through the air!
If you’re looking to add a little adventure between beach days, ziplining through Oahu’s lush landscapes is such a fun way to do it. You’ll soar over tropical valleys, dense forests, and/or ocean views straight out of a movie. Most tours feature several lines of different lengths and speeds, plus a few suspension bridges for extra fun.
Oahu is great for zip-lining because there’s a ton of different locations you can do it. So you can choose whether you want Jurassic Park vibes or to try your luck at Coral Crater Adventure Park!

I’ll be the first to admit that I totally thought luaus were a total tourist gimmick. And maybe they are. But that doesn’t mean they’re totally worth skipping. If for nothing else, you should go for the bomb buffet food and island desserts 🤤
A Hawaiian luau is one of those experiences that turns a regular vacation night into a full-blown celebration. You’ll be welcomed with leis and tropical drinks before settling in for a night of live Polynesian music, hula dancing, and fire-knife performances under the stars.
Most luaus include a buffet dinner loaded with local favorites like kalua pig, poke, and fresh creamy desserts. My mom and I went to the Chief’s Luau awhile back and thought it was great! They talked about the history of Hawaii, there was fire-dancing, a headband-weaving class, and unlimited fooood. We even got a couple POG (passion-orange-guava) cocktails included in our ticket.
Everything was great except my only caveat is that it was hosted at Wet ‘n’ Wild Hawaii which is in Kapolei, about a 20 minute drive outside of Waikiki. If you’re staying in Waikiki like we were, I’d probably suggest prioritizing a luau that’s a bit closer.
But overall it was a great experience and one I’d totally do again! There’s so many different kinds to check out!

One of the reasons I love Hawaii so much is because of how much Japanese influence there is on the island. Also why the fooooood scene is so freakin good. It’s right up my taste bud alley.
Well it’s not just the food that has major Japanese influence. Located at the base of the Koʻolau Mountains, the Byodo-In Temple is a hidden gem inside the Valley of the Temples Memorial Park. Built in 1968 to commemorate the 100-year anniversary of the first Japanese immigrants in Hawaii, this non-practicing Buddhist temple is a replica of Japan’s 950-year-old Byodo-In Temple in Uji.
Visitors can ring the giant bon-sho (sacred bell) for good luck before crossing the bridge to the temple itself, which houses a massive golden Buddha statue. The grounds so photogenic and stunning, filled with koi ponds, peacocks wandering around, and the peaceful sounds of running water.
It’s a beautiful place to slow down, reflect, and experience a quieter side of Oahu away from the beaches and perfect for adding balance to your 3-day Oahu itinerary.
⛩️ Admission Prices – Buy tickets via the main website here.
Hours of Operation
Temple Grounds: 8:30am – 4:30pm daily (Last entrance at 4:15pm)
Gift Shop: 8:30am – 4:30pm daily

You can’t come to Hawaii and not eat poke. Even if you don’t like raw fish like my husband. He still manages to eat an ahi tuna poke bowl everyday. He just doesn’t like the texture but once you combine it with rice, edamame, and seaweed salad – he’s alll in. Thank goodness because I’d be second-guessing how I married a man who doesn’t like poke 🤪
Sorry, you’re probably wondering what the hell “poké” even is. It’s Hawaii’s go-to comfort food aka fresh cubes of ahi tuna or salmon tossed in soy sauce, sesame oil, and a little onion. Simple, flavorful, and unbelievably fresh.
Grab a bowl from a local spot like Foodland or Ono Seafood, take it to the beach, and dig in. Trust me, after this, grocery store poke will never hit the same.

And last but not least…one of my favorite viewpoints and things to do in Oahu is to watch the Halona Blowhole in action! Formed by volcanic lava tubes centuries ago, the blowhole shoots powerful bursts of seawater high into the air whenever waves crash into the rocks below. If you go on a windy day, the spray can soar dozens of feet, creating a misty rainbow against the turquoise ocean backdrop 🌈
Another local favorite is nearby Halona Beach Cove, just a short hike down from the Halona Blowhole lookout. Tucked inside a volcanic cove, it’s a small, secluded stretch of sand that feels worlds away from the crowds.
FYI: The path down is steep, sandy, and uneven, but once you reach the bottom, you’re rewarded with some of the clearest turquoise water on the island 💧
Didn’t see your favorite activity here? Don’t worry — I’ve got a whole post dedicated to Oahu’s top 10 best (and completely legal) hikes waiting for you.

I think you promised me earlier that you WOULD venture outside of Waikiki right? Even if it was only for a little bit? Okay well now it’s time to come back because most of the really good food in “in town” aka Waikiki.
There’s a ton of other great food + restaurants around the island (helllooooo Haleiwa bowls in North Shore and Cinnamon’s in Kailua) buuut for the purpose of this post, I’m gonna mostly focus on food and drink in Waikiki/Honolulu.
So here are my top 3 favorite places to eat & drink in Waikiki that you absolutely can’t miss during your 3-day Oahu itinerary 👇
📍 Paia Fish Market Waikiki
2299 Kūhiō Ave., Honolulu, HI 96815

Pronounced PIEEE-YAHHH fish market, this is easily one of my favorite places to eat in Waikiki. It’s a no-frills place with some of the most delicious cuts of fish you’ll ever have. It’s also a great place for picky eaters because you can mix and match your fish to a bunch of different bases and sauces. My favorite is the Blackened Mahi Mahi fresh catch plate w. a side of rice OR the Ahi Charbroiled Burger 🍔
📍Marugame Udon
2310 Kūhiō Ave., Honolulu, HI 96815

If fish isn’t your thing then maybe noodles are?! Right across the street from Paia Fish Market, Marugame Udon is Japanese noodle heaven. Think freshly made udon, customizable toppings, and that perfect chewy texture that makes every bite a little addictive. Don’t be intimidated by the long line! The line moves fast and the payoff is so worth it. Add this spot to your 3-day Oahu itinerary for a taste of local comfort food done right.
Ps. Get the tempura side pieces! Their tempura batter is sooooo flaky and delicious.
📍Waiola Shave Ice
2135 Waiola St, Honolulu, HI 96826

Everyone will tell you to go to Island Vintage and I’m here to tell you NO. (It’s not bad, it’s just not proper Hawaiian shave ice). Which means you can’t leave Oahu without a stop at Waiola 🍧
This isn’t your average icy treat! They offer every flavored syrup under the sun, including Hawaiian classics like Li Hing (sour dried plum) and POG (passion-orange-guava) along with traditional flavors like blue raspberry, strawberry, cherry, and more. It’s sooooooo freakinnnnn good. It’s always one of my first stops once I get to the island.
Pro tip: bring cash and go early, it gets busy for good reason.
Check out my sample Oahu 3-day itinerary below ⬇️
Ps Still need help choosing your home base? My blog on Best Areas to Stay in Oahu: Top Neighborhoods for First-Time Visitors to Hawaii covers the top spots for every type of traveler.

To help you plan your 3-day Oahu itinerary, here are some commonly asked questions for first time visitors to Oahu 🌴
I told you earlier there’s no bad time to visit! And I meant that. But if you’re someone who plans around the weather (like most people on this earth) then April to early June or September to mid-December are ideal. You’ll get great weather, fewer crowds, and better hotel rates — perfect if you’re following my 3-day Oahu itinerary.
Three to five days is plenty. That gives you enough time to beach-hop, explore the North Shore, and eat your way through Honolulu
Technically no because Honolulu is walkable, buuuuuut a lot of Oahu’s best spots are spread out. A car gives you the freedom to explore on your own time, which makes a big difference when following my 3-day Oahu itinerary.
Gorgeous beaches, iconic surf breaks, Pearl Harbor, and unreal food. It’s the perfect blend of adventure, culture, and island vibes. My favorite type of vacayyyyy 😎

Annnnd there you have it! A full 72 hour tour of Lilo’s home. I hope you enjoyed your stay on the island as much as I do everytime. Oahu. holds such a special place in my heart and is truly one of those places where 3 days isn’t enough. But hey, we all have real jobs to get back to.
Unless you’re the one that flew in on the PJ. Then maybe you don’t 🤪
With only 3 days in Oahu, your short might not have turn you into a full-blown local, but it’ll definitely have you wishing to come back!
Did you get a chance to spend 3 days in Oahu? Let me know in the comments below!
Check out my other travel guides on Oahu here!
Check out my other travel guides on Hawaii here!
October 25, 2025
Aloooooooohaaa! Are you ready to live your best Lilo & Stitch life in Hawaii? Even if you’re not a fan of Lilo and her cute alien roommate, I am still so so so excited to introduce you to one of my favorite places in the world. A place that I’ve visited countless times over the last two decades. With turquoise lagoons, jagged mountain edges, incredibly scenic drives, and enough poke bowls to fuel an army, this 3-day Oahu itinerary packs in just the right mix of adventure and chill. From sunrise hikes and snorkeling with sea turtles to lazy afternoons by the beach, here’s how to make the most of your short trip to Hawaii’s most iconic and populous island (no alien sidekick required).
I promise to show you SO MUCH MORE than just Waikiki and the resorts. Which is why I’m also including a sample 3-day Oahu itinerary that I’ve personally vetted, tested, and approved many many many times over ✅
So hop onboard this Hawaiian roller coaster ride and let’s get into it ⬇️

Read more on Oahu 🌴
This site contains affiliate links, which means I may earn a small commission if you make a purchase through them (which will likely go towards overpriced airport wine or buying my dog more unnecessary toys). However, none of that impacts the integrity of my reviews. All thoughts and opinions are my own.
Short on time? Here are my top picks for the best boutique hotels for your 3-day Oahu itinerary:
Planning your Hawaii trip but not sure where to stay in Oahu? Check out my complete guide breaking down each neighborhood and the best hotels in every area.

I’m going to state the obvious here which is that…Oahu is an island. So for the general population, there’s only one main way of getting to the island. And that’s to take an airplane. In all fairness, you COULD arrive by cruise ship but then you probably wouldn’t be staying the 3 days required for this 3-day Oahu itinerary.
I guess I left out that you could also sail in via your private yacht and/or fly in on your PJ but if you are…I’d be shocked if you were reading this blog. But if you are, hey let me know and we should be friends 😊
In all seriousness, most folks will fly directly into Daniel K. Inouye International Airport (HNL), located just outside Honolulu on the island’s south shore. It’s the main gateway to Hawaii and where nearly all international and domestic flights arrive, including direct routes from major U.S. cities like Los Angeles, San Francisco, Seattle, and New York.
From the airport, Waikiki is about 9 miles (14 km) away, taking around 20–25 minutes by car. The easiest option is a rideshare or taxi, which typically costs between $35–$50 USD, depending on traffic. You don’t need a rental car in Oahu, but I highly suggest getting one so you can truly explore the island beyond just Waikiki.
Pro tip: Oahu’s rental car line can get looooong. I’ve waited over an hour before just to grab a pre-reserved car. That is, until I signed up for Avis preferred (it’s free) and rented through them. I’m sure you can do this with the other brands as well but Avis was just the cheapest for me at the time. This allows you to SKIP THE LINE COMPLETELY and head up directly to the 4th floor to pick up your car. Yes, it’s slightly more expensive than Thrify or Dollar rental but hey – time is money. And I think there’s nothing worse than wasting your time in a rental car line during your 3-day Oahu itinerary when you have limited hours of island time ⌛️
For a cheaper route, the public bus (TheBus) also runs to Waikiki for about $3 USD, though it can take up to an hour.
Confused about where to stay in Oahu? Check out my full guide on where to stay in Oahu, complete with neighborhood breakdowns and hotel recommendations.

I feel like this section of this 3-day Oahu itinerary is somewhat pointless. Don’t worry, I’ll still tell you what the weather experts say in case that affects your planning but I swear by this…THERE IS NEVER A BAD TIME TO VISIT OAHU.
Like, they should do studies on this place because idk how the weather is so freakin consistent all the time.
I can’t tell you how many times I’ve gotten seasonal depression in San Francisco and booked a flight to Oahu to escape the cold. That’s one of the many perks of living on the west coast.
It’s actually funny hooooow many east coasters I talk to and work with that have never been to hawaii just because it’s so far. I totally get it but I promise you – do the trip at least once! Maybe on your way to Japan? You won’t regret it!!!!
Okay so now you know my non meteorologist view on the best time to visit Oahu, I’ll share with you what the experts say about the best time to visit for your 3-day Oahu itinerary.
Still deciding where to stay? Check out my guide to the Best Areas to Stay in Oahu: Top Neighborhoods for First-Time Visitors to Hawaii

Mele Kalikimaka! (which means Merry Christmas in Hawaiian). Visiting in the fall and winter during your 3-day Oahu itinerary offers a completely different kind of island magic. You might even get lucky with a few rainbows like I did if you come during winter!
Fall (September to November) in Oahu brings warm, breezy weather with average temperatures between 75°F and 85°F (24°C to 29°C) which is perfect for beach days without the summer crowds.
Winter (December to February) cools down slightly, averaging 68°F to 80°F (20°C to 27°C), and marks the start of big-wave surf season on the North Shore, drawing pros and spectators from around the world for events like the Vans Triple Crown of Surfing.
It’s also peeeeeaaaak whale-watching season 🐳 and the island gets a festive glow with holiday lights, local craft fairs, and the Honolulu City Lights festival in December. While flights and hotel prices tend to climb around the holidays, fall usually brings better deals and fewer crowds for a more mellow 3-day Oahu itinerary.
Whether you’re here for surf competitions, sunset hikes, or a laid-back tropical winter escape, Oahu’s cooler months are a beautiful (and surprisingly less crowded) time to visit.

Dreaming of that picture-perfect Hawaii getaway? Then spring and summer are the seasons for you! Spending 3 days in Oahu during this time shows off the island at its sunniest and most vibrant. Spring (March to May) brings pleasantly warm days averaging 76°F to 85°F (24°C to 29°C), fewer crowds, and slightly lower hotel rates before peak season hits so it’s perfect for hiking, snorkeling, and catching early summer swells.
Summer (June to August) turns up the heat (and humidity) a bit, with temperatures ranging from 78°F to 88°F (26°C to 31°C), calm ocean conditions on the North Shore, and long golden days ideal for swimming and sunset catamaran cruises in the Pacific.
It’s also when the island comes alive with festivals and events like the King Kamehameha Celebration, the Honolulu Pride Run, and outdoor concerts under the stars — a fun bonus if you’re spending 3 days in Oahu.
Expect higher flight and hotel prices during these months, especially around June and July, but the trade-off is picture-perfect weather and endless sunshine. It’s also a good excuse to get into the credit card points game so you can learn how to get free flights during peak season.
Need help finding the perfect base in Oahu? Check out my full guide on where to stay in Oahu, complete with neighborhood breakdowns and hotel recommendations.

If you’re a hotel lover like me, you’re going to fall hard for Oahu. (And if you’re a design-forward boutique hotel lover, let’s seriously be friends please).
I actually cover all my top boutique hotel picks in a separate post —“Best Areas to Stay in Oahu: Top Neighborhoods for First-Time Visitors to Hawaii” but let’s just say this island knows how to do oceanfront properties and hospitality right.
For first-time visitors, it helps to know that Oahu is the most populated of all the Hawaiian Islands and is home to Honolulu, the state’s capital. Most hotels are centered around Waikiki, a lively beachfront neighborhood in Honolulu that’s packed with restaurants, shopping, and nightlife. It’s where most tourists stay, and for good reason because it has everything you need within a few block radius! If you stay here, just promise me that you’ll venture outside of Waikiki at least once okay? 🙏
If you head north, you’ll hit the North Shore, known for its legendary surf breaks and more laid-back, local vibe. On the opposite side of the island sits Ko Olina, a resort area famous for its calm lagoons and family-friendly luxury resorts.
Torn between North Shore and Ko Olina? I compare them (and more) in my blog on Where to Stay in Oahu.
Neither neighborhood is better than the other; they just offer totally different experiences. It really comes down to convenience and what kind of trip you’re after. I always recommend renting a car so you can easily explore beyond Waikiki, like beach days in Lanikai, hiking Crouching Lion, or grabbing lunch in the surf town of Haleiwa. For a more detailed breakdown of where to stay, check out my other blog post: Best Areas to Stay in Oahu: Top Neighborhoods for First-Time Visitors to Hawaii
I’ve been coming to this island pretty much every year for over a decade and have stayed in more than 15 hotels across Oahu. So if you’re planning your 3-day Oahu itinerary and want a place that matches your vibe (whether that’s poolside cocktails or quiet ocean views), I’ve got you covered.
These are the spots that have truly stood out to me, and ones I’d book again in a heartbeat 💓
Still trying to decide where to stay in Oahu? My complete guide covers all the best areas and hotels, from buzzing Waikiki to the laid-back North Shore.

Wooooooooooo!!! For once, I’m actullly more excited to write about all the best things to do and places to visit during your 3-day Oahu itinerary than normal. Typically, the hotels are my favorite part. But maybe it’s because I already wrote a full post on where to stay in Oahu so this feels more fresh! Also, there are LITERALLY SO MANY THINGS TO DO AND PLACES TO VISIT on this freakin island.
Like, I’m kinda worried about being able to cover all my top spots in this blog post. Are you saying I should write another post??? 😂 No but seriously. This small but mighty island is paaacked with a ton of action and adventure but you can also be a lazy seal and do nothing all day surrounded by pretty views. Which is why I freakin love Oahu. It’s such a versatile island.
Like I mentioned, I’ve been visiting for over a decade so a handful of the photos you’re about to see might be old. But that doesn’t make it any less beautiful. And it also means that while there’s always a list of new, ever-changing things to do in Oahu…there’s also a few places that stay exactly the same, and for good reason. They’re absolutely stunning.
So keep scrolling for a list of my top 10 things to do and places to visit on Oahu in 3 Days 🦈

“Don’t go chasin waterfalls rainbow… please stick to the rivers and the lakes that you’re used to…”
I probably just aged the f*ck out of myself with that sentence but whatever. Idk why that was the first thing that popped into my head, especially because we’re talkin about rainbows and not waterfalls. (Although there are PLENTY of waterfalls to go chase in Oahu)
If you’re up for an adrenaline-pumping adventure (and not afraid of heights), then a trek up to the Pali Notches will be the perfect activity for you! If this isn’t your thing, don’t worry. Keep scrolling for safer recommendations around Oahu that are just as beautiful.
🥾 Ps. If hiking IS your thing though, make sure you head to my other post: Top 10 Best (and Completely Legal) Hikes in Oahu You’ll Love
Pali Notches is a short but steep trail above the famous Nu‘uanu Pali Lookout rewards you with panoramic views of Oahu’s lush windward coast.
The hike involves climbing over rock ridges and notches carved into the cliffs, so it’s best for hikers with a bit more experience — but if you make it to the top, you’ll see why locals say it’s one of the most breathtaking (and humbling) spots on the island. You can find all the details about this hike and more in my post: Top 10 Best (and Completely Legal) Hikes in Oahu You’ll Love

Short on time? Well, this is a 3-day Oahu itinerary so I’m gonna take a stab and assume you only have ~3 days to spend in Oahu. So going on an all inclusive Oahu full-day island tour is definitely the way to go.
Most of these full-day tours hit all the island’s major highlights like Diamond Head’s volcanic crater, the dramatic Halona Blowhole, the serene Valley of the Temples, the scenic North Shore (with a stop for lunch and maybe some shave ice), and even a visit to Waimea Waterfall or Dole Plantation. You’ll learn fun local facts from your guide, get tons of photo ops, and cover more ground in one day than you could on your own.
This exact tour is the one that my mom and I booked a couple years ago. It was her first time to Oahu and I wanted to show her everything, but didn’t want to deal with the hassle of renting a car. We were expecting the day to be really fast-paced but it actually wasn’t which was nice. Besides the hike up to the top of Diamond Head itself, the majority of the tour went at a slow and comfortable pace!
There are sooo many different tour options out there but I did all the research below and rounded up the top 5 Oahu circle island tours, focusing on the ones with thousands of five-star reviews and consistently high ratings for their guides, routes, and overall experience.

Don’t want to hike? Don’t want to go on a tour? NO PROBLEM! THAT’S WHY WE LOVE HAWAII!!!!!
I always get so much shit from people when I tell them that there are days that I don’t actually want to leave the hotel pool. I’m about to be 35. Not 25. Which means I’m tired. And alllll I want is THE SUN since we never see it in San Francisco. Also, I paid a shit ton of money to stay at The Sheraton Waikiki (or sometimes even the Four Seasons Oahu).
So you better believe I’m gonna soak up every inch of the hotel!
Tbh, you can sip on poolside cocktails pretty much anywhere in Oahu (and if you’re still hotel-hunting, check out my other blog post on the best areas to stay in Oahu), but the infinity pool at the Sheraton Waikiki hits different.
It’s easily one of the best sunset spots on the island and you get an unobstructed view of Diamond Head. And then when you’re ready for a change of scenery, you can head to RumFire and Duke’s Waikiki just steps away. Both are absolute classics for drinks, live music, and that beachfront energy Oahu does so well 🔥
Searching for more views that’ll blow your mind (and your calves)? You’ll want my Oahu hiking list next.

Yes, I love America and I love my country. If this isn’t your first Discover Over There post, then you might already know that I’m a huge history nerd but particularly, anything related to WWII. When I travel to Europe, I always make a point of seeking out historical sites and museums related to the war so you already know one of my top recommendations will be to pay a visit to Pearl Harbor.
Visiting Pearl Harbor is one of the most meaningful experiences you can have in Oahu. It’s a place that blends history, remembrance, and reflection. All set against the calm waters of Honolulu.
If it’s your first time visiting Pearl Harbor, I highly recommend booking the full experience. It’s seriously worth every penny. A lot of tours even offer hotel pickup so you’re already saving on the price of roundtrip ubers (which can sometimes be around $50).
For the full day experience, you’ll probably start your day with a friendly local guide who shares fascinating stories on the drive over, followed by a short film that walks you through the events of December 7, 1941. From there, you’ll board a quiet boat ride to the USS Arizona Memorial, where you can pay your respects to the 1,177 sailors and Marines who lost their lives. It’s moving, educational, and something everyone should experience at least once.
If tours aren’t your thing, you can also visit on your own! I’ve done it both ways and both were equally fantastic, just different. If you’re a history nerd like me, opt for the tour. There’s nothing better than getting to ask questions in real-time and to have a knowledgeable guide providing insight you otherwise would’ve never known.
The Passport to Pearl Harbor ticket (~$99 USD/person) is the official, complete self-guided experience at the Pearl Harbor Historic Sites. Just keep in mind that tickets to the USS Arizona Memorial are not included with Self-Paced Tours but can be purchased separately.

If there’s one hike you have to do on Oahu, it’s this one. And no it’s not Diamondhead. Idk about you but walking on a paved trail just doesn’t feel like a hike to me. Also, that one requires some advance planning with their reservation system. Whereas you can just show up, be respectful, and hike Lanikai all within an hour or so.
The Ka‘iwa Ridge Trail, better known as the Lanikai Pillbox hike, is practically a local rite of passage and a must-do on any 3-day Oahu itinerary. It’s short (just 1.6 miles round trip) but packs in some of the best sunrise views on the island. You’ll climb up a dusty ridge dotted with old WWII bunkers, and when the sun starts rising over the the mokes (Mokulua Islands), it becomes pure magic.
Pro tip: go early. Not just for the sunrise, but because parking in Lanikai’s residential area is limited. And please, keep the music off. Respect the neighborhood, soak in the views, and maybe keep going to the second pillbox to escape the crowds. You’ll thank me later.
🥾 Looking for more hikes around the island? Make sure you head to my other post: Top 10 Best (and Completely Legal) Hikes in Oahu You’ll Love

I still remember my first time ziplining…I had no idea what I was getting myself into. I totally thought it’d feel like skydiving (which I did for my best friends bday at 25 and instantly regretted). But it turned out to be way more peaceful than terrifying!! And it honestly felt like gliding through the air!
If you’re looking to add a little adventure between beach days, ziplining through Oahu’s lush landscapes is such a fun way to do it. You’ll soar over tropical valleys, dense forests, and/or ocean views straight out of a movie. Most tours feature several lines of different lengths and speeds, plus a few suspension bridges for extra fun.
Oahu is great for zip-lining because there’s a ton of different locations you can do it. So you can choose whether you want Jurassic Park vibes or to try your luck at Coral Crater Adventure Park!

I’ll be the first to admit that I totally thought luaus were a total tourist gimmick. And maybe they are. But that doesn’t mean they’re totally worth skipping. If for nothing else, you should go for the bomb buffet food and island desserts 🤤
A Hawaiian luau is one of those experiences that turns a regular vacation night into a full-blown celebration. You’ll be welcomed with leis and tropical drinks before settling in for a night of live Polynesian music, hula dancing, and fire-knife performances under the stars.
Most luaus include a buffet dinner loaded with local favorites like kalua pig, poke, and fresh creamy desserts. My mom and I went to the Chief’s Luau awhile back and thought it was great! They talked about the history of Hawaii, there was fire-dancing, a headband-weaving class, and unlimited fooood. We even got a couple POG (passion-orange-guava) cocktails included in our ticket.
Everything was great except my only caveat is that it was hosted at Wet ‘n’ Wild Hawaii which is in Kapolei, about a 20 minute drive outside of Waikiki. If you’re staying in Waikiki like we were, I’d probably suggest prioritizing a luau that’s a bit closer.
But overall it was a great experience and one I’d totally do again! There’s so many different kinds to check out!

One of the reasons I love Hawaii so much is because of how much Japanese influence there is on the island. Also why the fooooood scene is so freakin good. It’s right up my taste bud alley.
Well it’s not just the food that has major Japanese influence. Located at the base of the Koʻolau Mountains, the Byodo-In Temple is a hidden gem inside the Valley of the Temples Memorial Park. Built in 1968 to commemorate the 100-year anniversary of the first Japanese immigrants in Hawaii, this non-practicing Buddhist temple is a replica of Japan’s 950-year-old Byodo-In Temple in Uji.
Visitors can ring the giant bon-sho (sacred bell) for good luck before crossing the bridge to the temple itself, which houses a massive golden Buddha statue. The grounds so photogenic and stunning, filled with koi ponds, peacocks wandering around, and the peaceful sounds of running water.
It’s a beautiful place to slow down, reflect, and experience a quieter side of Oahu away from the beaches and perfect for adding balance to your 3-day Oahu itinerary.
⛩️ Admission Prices – Buy tickets via the main website here.
Hours of Operation
Temple Grounds: 8:30am – 4:30pm daily (Last entrance at 4:15pm)
Gift Shop: 8:30am – 4:30pm daily

You can’t come to Hawaii and not eat poke. Even if you don’t like raw fish like my husband. He still manages to eat an ahi tuna poke bowl everyday. He just doesn’t like the texture but once you combine it with rice, edamame, and seaweed salad – he’s alll in. Thank goodness because I’d be second-guessing how I married a man who doesn’t like poke 🤪
Sorry, you’re probably wondering what the hell “poké” even is. It’s Hawaii’s go-to comfort food aka fresh cubes of ahi tuna or salmon tossed in soy sauce, sesame oil, and a little onion. Simple, flavorful, and unbelievably fresh.
Grab a bowl from a local spot like Foodland or Ono Seafood, take it to the beach, and dig in. Trust me, after this, grocery store poke will never hit the same.

And last but not least…one of my favorite viewpoints and things to do in Oahu is to watch the Halona Blowhole in action! Formed by volcanic lava tubes centuries ago, the blowhole shoots powerful bursts of seawater high into the air whenever waves crash into the rocks below. If you go on a windy day, the spray can soar dozens of feet, creating a misty rainbow against the turquoise ocean backdrop 🌈
Another local favorite is nearby Halona Beach Cove, just a short hike down from the Halona Blowhole lookout. Tucked inside a volcanic cove, it’s a small, secluded stretch of sand that feels worlds away from the crowds.
FYI: The path down is steep, sandy, and uneven, but once you reach the bottom, you’re rewarded with some of the clearest turquoise water on the island 💧
Didn’t see your favorite activity here? Don’t worry — I’ve got a whole post dedicated to Oahu’s top 10 best (and completely legal) hikes waiting for you.

I think you promised me earlier that you WOULD venture outside of Waikiki right? Even if it was only for a little bit? Okay well now it’s time to come back because most of the really good food in “in town” aka Waikiki.
There’s a ton of other great food + restaurants around the island (helllooooo Haleiwa bowls in North Shore and Cinnamon’s in Kailua) buuut for the purpose of this post, I’m gonna mostly focus on food and drink in Waikiki/Honolulu.
So here are my top 3 favorite places to eat & drink in Waikiki that you absolutely can’t miss during your 3-day Oahu itinerary 👇
📍 Paia Fish Market Waikiki
2299 Kūhiō Ave., Honolulu, HI 96815

Pronounced PIEEE-YAHHH fish market, this is easily one of my favorite places to eat in Waikiki. It’s a no-frills place with some of the most delicious cuts of fish you’ll ever have. It’s also a great place for picky eaters because you can mix and match your fish to a bunch of different bases and sauces. My favorite is the Blackened Mahi Mahi fresh catch plate w. a side of rice OR the Ahi Charbroiled Burger 🍔
📍Marugame Udon
2310 Kūhiō Ave., Honolulu, HI 96815

If fish isn’t your thing then maybe noodles are?! Right across the street from Paia Fish Market, Marugame Udon is Japanese noodle heaven. Think freshly made udon, customizable toppings, and that perfect chewy texture that makes every bite a little addictive. Don’t be intimidated by the long line! The line moves fast and the payoff is so worth it. Add this spot to your 3-day Oahu itinerary for a taste of local comfort food done right.
Ps. Get the tempura side pieces! Their tempura batter is sooooo flaky and delicious.
📍Waiola Shave Ice
2135 Waiola St, Honolulu, HI 96826

Everyone will tell you to go to Island Vintage and I’m here to tell you NO. (It’s not bad, it’s just not proper Hawaiian shave ice). Which means you can’t leave Oahu without a stop at Waiola 🍧
This isn’t your average icy treat! They offer every flavored syrup under the sun, including Hawaiian classics like Li Hing (sour dried plum) and POG (passion-orange-guava) along with traditional flavors like blue raspberry, strawberry, cherry, and more. It’s sooooooo freakinnnnn good. It’s always one of my first stops once I get to the island.
Pro tip: bring cash and go early, it gets busy for good reason.
Check out my sample Oahu 3-day itinerary below ⬇️
Ps Still need help choosing your home base? My blog on Best Areas to Stay in Oahu: Top Neighborhoods for First-Time Visitors to Hawaii covers the top spots for every type of traveler.

To help you plan your 3-day Oahu itinerary, here are some commonly asked questions for first time visitors to Oahu 🌴
I told you earlier there’s no bad time to visit! And I meant that. But if you’re someone who plans around the weather (like most people on this earth) then April to early June or September to mid-December are ideal. You’ll get great weather, fewer crowds, and better hotel rates — perfect if you’re following my 3-day Oahu itinerary.
Three to five days is plenty. That gives you enough time to beach-hop, explore the North Shore, and eat your way through Honolulu
Technically no because Honolulu is walkable, buuuuuut a lot of Oahu’s best spots are spread out. A car gives you the freedom to explore on your own time, which makes a big difference when following my 3-day Oahu itinerary.
Gorgeous beaches, iconic surf breaks, Pearl Harbor, and unreal food. It’s the perfect blend of adventure, culture, and island vibes. My favorite type of vacayyyyy 😎

Annnnd there you have it! A full 72 hour tour of Lilo’s home. I hope you enjoyed your stay on the island as much as I do everytime. Oahu. holds such a special place in my heart and is truly one of those places where 3 days isn’t enough. But hey, we all have real jobs to get back to.
Unless you’re the one that flew in on the PJ. Then maybe you don’t 🤪
With only 3 days in Oahu, your short might not have turn you into a full-blown local, but it’ll definitely have you wishing to come back!
Did you get a chance to spend 3 days in Oahu? Let me know in the comments below!
Check out my other travel guides on Oahu here!
Check out my other travel guides on Hawaii here!
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