How to Spend a Week in Hawaii

Perhaps no place has surprised me as much as Hawaii. I always imagined it to be overrun with tourists, all staying at all-inclusive resorts, sunning themselves over overpriced mai tais. But instead, what I found on my trip back in 2011 was hearty food with Asian influences, road trips to every corner of the islands and secret beaches without another soul in sight.

There is something to do for every preference, whether you seek sports or the arts, cities or small towns, luxury or budget. While you may find that a few days is plenty of time to see one place, each island has its own features worth checking out. I didn’t visit Molokai or Maui, so they aren’t included in this post, but here’s how to plan a weeklong trip to Hawaii.

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Getting Around Hawaii

When it comes to getting around the islands, there are a few ways to do it. If you’re traveling from one part of the island to another, there are some methods of public transportation, but they aren’t always reliable or far-reaching. This is why car rentals are especially popular.

You may also find people hitchhiking, although it’s technically against the law. When you want to island hop, you have your choice of a few carriers, but prices are generally the same. I flew Hawaiian Air during my entire trip and had a great experience. You get POG (pineapple orange and guava) juice with your flights! Island Air and Mokulele are other options.

Food and Drink in Hawaii

Hawaii is a unique place to dine because it incorporates many traditional American favorites with Asian influences. Almost everything is served with rice, no matter what meal. Malasadas make for a great breakfast, as they’re balls of dough deep fried and topped with sugar and cinnamon, all while retaining a soft center. 

Poke is a dish made from raw fish that is a light, refreshing lunch. For something heartier, opt for spicy shrimp from one of the many food trucks or the plate lunch, Hawaii’s answer to the “meat and three.” Top it all off with shave ice, made with or without ice cream.

The Islands of Hawaii

Oahu

Honolulu

What to Do

Any visit to Honolulu should start at Pearl Harbor, which was the only place an attack had taken place on American soil prior to 9/11. Watch the film, which gives visitors background information about what led up to the attack before you venture out to the visitor’s complex.

See the scratched through paper holding FDR’s famous “day that will live in infamy” speech as well as replicas of the ships. Then board a ferry to see the USS Arizona memorial, which is a modern structure with a glass bottom to see the wreckage on the sea floor. You can tour on your own or take an Intimate USS Arizona Memorial and Historic Honolulu Tour.

Also, make time for a hike to Diamond Head State Monument, the best views of the city. While the hike can be steep, especially when you arrive at the straight incline stairs, but locals do it with ease every morning and the Japanese tourists do it in heels. Bring a rain jacket as weather can turn quickly, wear sunscreen, and fill up your water bottle before embarking. It’s also by reservation only.

Iolani Palace is another important place to visit to understand the history of Hawaii and the dubious circumstances in which it became America’s 50th state. It’s the last remaining royal residence in the United States. It was built in 1879 and takes its inspiration from the buildings of Europe that the king had seen on his travels.

In 1893, the United States overthrew the monarchy and imprisoned Queen Lili’uokalani here before it became an executive building, military headquarters, and the state capitol.

Where to Eat

Honolulu has become a foodie destination in its own right, thanks to chefs like Alan Wong and Roy Yamaguchi. I got most of my restaurant recommendations from an episode of Anthony Bourdain’s No Reservations and he didn’t steer us wrong. 

Leonard’s Bakery is an important stop to pick up malasadas, the Portuguese doughnuts. Side Street Inn was an odd combination between sports bar and buffet. I enjoyed a massive portion of pork chops with all the fixings. I didn’t make it to Rainbow Drive-In, but I heard great things about their plate lunches. A Honolulu food tour also can introduce you to local favorites.

Where to Stay

We started our trip at the Hilton Hawaiian Village Waikiki Beach Resort, a massive resort with dozens of restaurants, pools, beach space and more. Check out the Church on the Rock and the Chinese Gardens as well. It wasn’t the same hotel when I stayed there, but many of the same features from The Edition Waikiki are now at The Modern Honolulu, including the Morimoto restaurant and the Study bar. For a well-located budget sleep, try the Seaside Hawaiian Hostel. It’s just steps away from Waikiki Beach and the restaurants and shopping downtown.

North Shore

What to Do

A short drive from the beaches of Waikiki and you’ll feel like you’re in a totally different place. The North Shore is dotted with unique towns, each with their own attractions. Polynesian Cultural Center is where you’ll learn about the history of the people that live in Hawaii and other Pacific islands. They host daily luaus and shows.

Dole Plantation started as a simple fruit stand in the 1950s but has grown to be one of the largest pineapple producers in the country. Take a tram ride through the fields where the fruits grow and also chow down on fresh fruit or the famous Dole Whip. There’s even a maze in the shape of a pineapple!

Kualoa Ranch is a 4,000-acre working ranch with views of Chinaman’s Hat. It’s become a tourist attraction in recent years because of its use as a filming location for shows like Lost and movies like Jurassic Park and 50 First Dates. In addition to the movie sites tour, you can take ATV and horseback tours and go on their zip line.

Byodo-In Temple is actually located in a cemetery and memorial park, but it’s a favorite spot for visitors who have seen its Japanese temple on Lost. The gardens feature natural plant species and peafowl roam the property.

See the highlights of the North Shore on an Oahu Grand Circle Island Day Tour with Dole Plantation.

Where to Eat

Giovanni’s Shrimp Truck is a favorite for both locals and visitors and has the longest line, despite the fact that other food trucks park alongside it. Choose from garlic shrimp or, my favorite, the spicy shrimp, both paired with rice. Be prepared to get your hands dirty as you peel the shells off and grab a POG juice to cool down.

Hukilau Cafe was also featured in 50 First Dates as well as Man vs. Food, the food is solid at Hukilau, including the burgers and loco moco. Their hours vary and you may have to wait for a table, as it’s a small restaurant. They serve both breakfast and lunch and are cash only.

Luibueno’s Mexican and Latin Cuisine was perhaps our favorite non-Hawaiian meal from our trip. Fresh seafood tacos, authentic salsa, and tasty margaritas are what makes this restaurant a worthwhile stop. Don’t forget churros with chocolate sauce for dessert!

Where to Stay

Turtle Bay Resort is the most well-known resort on the North Shore. We ate a few meals here as well as had some poolside drinks. The rooms are basic but nice. Ke Iki Beach Bungalows offers self-contained bungalows with both beach and garden views. They vary in size but can accommodate at least 2 guests and have their own living spaces and kitchens. Budget-conscious can opt for Backpackers, an inn and hostel with a variety of sleeping options.

Kauai

What to Do

Known as the Garden Isle, Kauai has plenty to offer travelers interested in experiencing nature. Wailua Falls is just one of many in the area. The double-stream, 80-foot falls have been featured on Fantasy Island.

Hanapēpē is a historic town that was “discovered” on one of the early expeditions to Hawaii. Here you’ll find the Glass Beach, where there’s more colorful sea glass than sand, the Swinging Bridge and Talk Story Bookstore. The town was the inspiration behind Lilo & Stitch.

Take a hike through Waimea Canyon State Park, where you’ll find a colorful canyon that rivals those on the mainland and waterfalls to cool off in. There are two main trails, one less than a mile and the other almost three miles.

Jack Harter Helicopters is the most highly recommended operator of open-door helicopter rides on the Na Pali coast. While cruises will let you see the coastline, there’s nothing quite like seeing it from above.

Where to Eat

We found Deli & Bread Connection by accident when we were getting hangry and passed the strip mall that houses the deli. Here I had one of the best sandwiches of the trip, using the sweet rolls that Hawaii is known for.

If you’re in the mood for Mexican with a Hawaiian twist, head to Island Taco. The simple taco shop offers large burritos and tacos filled with local pork and tuna as well as tofu or ground beef, depending on your preference.

Sometimes all you want is a good burger, so local chain Bubba Burgers does just that. They say they’re “always juicy, never greasy” and I have to agree. Pair with fries before going next door for shave ice.

Where to Stay

Waimea Plantation Cottages was probably my favorite accommodation of the trip. The self-contained cottages felt like summer camp, but with roosters roaming around and the pool and beach nearby. The St. Regis Princeville Resort is on the top tier of resorts in Kauai while the Garden Island Inn is more appropriate for budget-conscious travelers.

Hawaii

Hilo

What to Do

Lush vegetation takes you to Akaka Falls, where you’ll see not one, but two waterfalls. Stop by the small town of Honomu on your way out for shave ice and cookies to reward yourself after a long hike.

Hawaiʻi Volcanoes National Park is the reason most visitors come to the Big Island. While it’s difficult to actually see lava flows unless you’re in a helicopter, you can see the damage it’s done in eroding the roads. Drive the rim road or see it by foot. The Hawaii Volcanoes National Park Waterfall and Lava Full-Day Tour from Hilo is a great way to see the park if you don’t have a car.

Punalu‘u Beach is known for its black sand beaches while Papakolea Green Sand Beach has green tinted sand.

Where to Eat

Ken’s House of Pancakes was our savior after we flew in late and couldn’t find our hotel. The 24-hour restaurant is similar to a diner. You can get just about anything at any time of day. In addition to pancakes, you’ll find tacos, prime rib, and burgers.

For your daily jolt, try Hilo Shark’s Coffee Shop, which serves only the best Hawaiian grown coffee. They also serve sandwiches and light bites.

Cronies is the neighborhood sports bar, offering tasty burgers, cold beer and plenty of TVs to watch your favorite game. They offer a Hawaiian twist with Kalua pig wraps and teriyaki burgers.

Where to Stay

Hilo Bay Hostel is set in a 1913 hotel downtown. Opt for dorm rooms or private rooms with easy access to the national park. The hostel includes lockers, Internet, a full kitchen, patio and comfy lounge space.

Castle Hilo Hawaiian Hotel is your mid-range hotel in Hilo. The chain offers rentals throughout the islands, but this is a full-service property. They have their own restaurant and views of the water.

Hawaii Volcano House Hotel is the main lodging in the national park, but it was closed for renovations during my visit. I wish I’d been able to stay there instead of the not-so-nice place we ended up staying in. It features unrivaled views of the park for both dining and rooms. They also have small cabins.

Kona

What to Do

Kona is home to the yearly Ironman competition, but the rest of the year, it’s quieter. Stop by one of the many coffee farms to experience Kona coffee from farm to cup. Kona Blue Sky Coffee Co is a great place to start. You can even bike to coffee farms!

Mauna Kea is one of the world’s top observatories and located at 14,000 feet above sea level. The visitor’s information center is open daily from 9 am to 10 pm for you to learn more information about the research facility.

Where to Eat

Kona Brewing Co & Brewpub is the main brewery for the beer company, but they also have a restaurant that uses the spent grain and yeast on pizzas and sandwiches. Take a tour of the facility (with samples!) before you chow down on the buffalo chicken pizza.

Da Poke Shack is your go-to spot for poke with views of the ocean. Seafood is at its freshest here, so opt for the different styles in either a bowl or plate. Other options include plates of pulled chicken and sashimi.

Ultimate Burger offers the freshest burgers on the island. They put an emphasis on local ingredients and don’t use items harmful to the environment like styrofoam.

Where to Stay

Four Seasons Resort Hualalai has the island’s most luxurious accommodations that you’d expect from the Four Seasons brand. The property includes both standard rooms and suites for larger parties.

Holiday Inn Express & Suites Kailua-Kona offers everything you expect from the hotel chain.

Pineapple Park Hostel – Kona is one of the few budget options in Kona. WiFi and coffee are free and you can stay in a dorm or private rooms.

What to Pack for Hawaii

I recommend traveling light, as you won’t need much, and fitting it all in a carry-on bag if you’re island hopping. Remember that the liquids rule applies from island to island on flights, so find a TSA-approved bottle of sunscreen. Your bag is also subject to screening from quarantine.

For more on what to pack for a trip to Hawaii, see this post I wrote on Her Packing List.

• 2 swimsuits
• sarong or Turkish towel
• athletic shoes
• 2 casual dresses
• comfortable sandals
• toiletries
• undergarments
• camera
• books or e-reader
• sunscreen (it costs more here!)

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