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Your Guide to the Perfect Hawaiian Vacation
August 27, 2024
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Are you planning a trip to the beautiful islands of Hawaii? We’ve created a guide to the perfect Hawaiian vacation to help you prepare for the trip of a lifetime! Here are some things you’ll want to know before you go on your first trip to Hawaii.

Best Island to Visit for the First Time in Hawaii

The first question many people ask is “Which island should I visit for the first time in Hawaii?” To best answer this question, let’s first get familiar with the layout of our favorite Pacific islands, which indeed are part of the United States—meaning no passport needed for US residents.

We’re listing the Hawaiian islands in order of tourism and annual visitors here:

  • Oahu is called “The Gathering Place” and it does! It is the most populated and most visited of all the Hawaiian islands, with approximately 5 million visitors annually. Oahu is also home to the largest airport—Honolulu and nearby famous Waikiki Beach.
  • Maui is known as “The Valley Isle” with about 3 million annual visitors. Maui tends to have higher priced hotel options but is a good mix between laid back island life and the bustle of tourist attractions.
  • Next up is Hawaii “The Big Island” and it lives up to its name with easily over a million visitors each year. Its vast landscape offers active volcanoes, tropical rainforests, and even snow-capped mountains!
  • Kauai is “The Garden Island” and is the farthest west island of the chain. Here you’ll find miles of coastline with relaxing beach vibes. Honeymooners love the seclusion and slow pace of the island.

After these main islands, guests can also visit Lanai and Molokai but these two islands are generally an add on or even a day trip for Hawaiian vacationers who have already experienced multiple islands. Their populations and tourism industries are minimal—if you want to visit either, it’s best to take a ferry or flight from the west side of Maui as a day trip.

For the sake of first time visitors to Hawaii, we’ll focus on the top 4 most popular islands to visit. And we’ll also tackle the questions of where to go, what to see, where to stay and more.

Should I visit Oahu or Maui for the first time in Hawaii?

Our team at Get Away Today spends a lot of time in Hawaii. We suggest Oahu as a wonderful starting point for a first time guest.

We Recommend Oahu for a First Time Hawaii Trip

Here are our top reasons we think you should choose Oahu instead of Maui for your first visit.

  • Honolulu is located on Oahu and offers the most inbound flights from most US mainland destinations, making for ample schedules to choose from and cheaper flight choices.
  • Waikiki is minutes from the airport, in fact you might even see Waikiki Beach as you fly into HNL. Proximity to not only Waikiki but popular destinations like Diamond Head and Park Harbor are only minutes away.
  • Waikiki and the surrounding area has so many hotel and resort choices at every price point. Whether you’re on a budget or ready to live in luxury, we can help you find the perfect home-base for your first Hawaii vacation.
  • Seclusion and slower pace are a short drive away—like Disney’s Aulani Resort or even spots like Turtle Bay and the North Shore. We know all the best spots no matter what you’re looking for.
And of course, if you want to get your feet wet on any other island, we are happy to help you plan visits to Maui, Hawaii and Kauai.

Best Hotels and Resorts for First Time in Hawaii

Hawaii has a huge array of resorts, hotels and rental condos to choose from on each island. In fact, there are so many options that it can be an overwhelming choice on where to stay.

When making your choice, consider your circumstances and these key questions. What is your budget? Are you an adventurer? Do you want a remote location or big city spot? Are you celebrating a honeymoon or anniversary and need something quiet and romantic? Are you planning for a luxury golf experience? Are you traveling with your children and need a bigger space with a full kitchen to prepare meals? Are your children Disney fans?

After you know your objectives and budget, it will be easier to choose the perfect location. You’ll want to make your reservations well ahead of time, and Get Away Today can help you with all the details and point you in the right direction. It is our specialty!

In fact, we’ve even come up with a quick short list for suggestions on resorts and hotels for those exact questions and answers.

Best Oahu accommodations for…

The Adventure Seeking Guest
Hilton Hawaiian Village - there is so much to do at this resort including beach activities, paddle boarding and more all in their filtered lagoon. There are numerous water slides at the pool, you can learn hula, lei making and more of the Hawaiian culture.

Prince Waikiki Hotel - this resort sits right on the marina in Waikiki - it's walking distance to 2 parks, and water excursions.

Paradise Bay- sits on the east coast of Oahu where there's less tourists and traffic. From here you can enjoy multiple beaches, hikes, mountain biking, kite surfing, and more.

Courtyard North Shore - right next door to the Polynesian Cultural center, only 20 minutes from Kualoa Ranch where you can go zip lining, horseback riding, take movie tours, go on hikes, and so much more! They also rent kayaks, snorkel equipment and it's across the street from a very quiet beach. The hotel also has a pickleball court and a large pool with a hot tub.

Secluded Getaways
Turtle Bay - located on the beautiful and quiet end of the island. There are no other resorts within range, the closest one being a 20 minute drive away. The lobby has an amazing ambiance!

Paradise Bay - sits on the east coast. Not many tourists go to the beaches on the east side so it feels so much more secluded than the Waikiki area.

Hilton Hawaiian Village - while still in Waikiki, it's not in the heart of bustle but just a 5-10 minute walk from the center. It's truly a village so it feels very secluded from the crowds in Waikiki but close enough to walk for shopping or dining. This hotel has fireworks every Friday night on the beach year round.

Courtyard North Shore - located in the very small town of Laie where you can eat local food at a fraction of the cost of Waikiki restaurants. This very quaint town offers beaches that aren't ever crowded (unless there happens to be a big wave surf competition!)

Aulani - this Disney Resort may seem like a family getaway but couples love the sophisticated vibe as well which includes plenty of quiet loungers to relax on, a beautiful spa for couples massages and the Disney touch to every element while immersing yourself in the vibrant Hawaiian culture.

Marriott Ko Olina Beach Club - next door to Aulani and has the same privacy at their lagoon, and around the resort.

Kahala Hotel - located on the south/east side of Diamond Head which puts you right outside the hustle of Waikiki, but just a few minutes drive into Waikiki. Waikiki Marriott Beach Hotel - located across the street from the beach and has a large park on the south end of the building so it feels more secluded than other hotels that are right in Waikiki.

Embassy Suites Ko Olina and Hampton Inn Ko Olina - though not on a beach, both properties are away from the cities of Honolulu and Waikiki which offers a quiet and neighborhood-like island lifestyle instead of a city vibe.

Close to All the Attractions
Courtyard North Shore - next door to Polynesian Cultural Center, and just 20 minutes from Kualoa Ranch activities. You’re also 30 minutes from Sunset Beach where they have enormous waves from November through May, come here to watch the surfers tackle the swell.

Prince Waikiki - sits right on the marina and just a short drive to Pearl Harbor, The Aloha Stadium Swap Meet & Marketplace and the Punchbowl.

Ilikai - sits right next door to the Lagoon at Hilton Hawaiian Village. You’ll find a large park on the beach, just a short drive to Pearl Harbor, Diamond Head and more.

Waikiki Marriott Hotel - walking distance to Honolulu Zoo and very short drive to Diamond Head where you can hike, to the blowhole, and China Walls.

More Oahu Hotel Favorites

While we went into a bit of a deeper dive above, there’s still more places we can’t leave out. And each of these properties are available to book at discounted rates through Get Away Today. You might also notice some appear under more than one category—that just shows you how Oahu and the Hawaiian islands cater to all types of guests.

Looking for a Romantic Escape? We suggest:

  • Kahala Hotel
  • Prince Waikiki
  • Sheraton Waikiki
  • Hyatt Regency Waikiki Beach
  • Halekulani
  • Lotus Hotel at Diamond Head
  • The Royal Hawaiian
  • Moana Surfrider
  • Laylow Hotel, an Autograph Collection

Is a Golf Course a must? These resorts all have their own golf course:

  • Aulani
  • Marriott Ko Olina Beach Club
  • Turtle Bay
  • Kahala Hotel

Taking the family and needing a full kitchen? Definitely consider:

  • Hilton Vacation Club or Grand Waikikian Suites by Hilton Vacations which is part of the Hilton Hawaiian Village Resort so you enjoy all of those amenities, plus a kitchen
  • The Grand Islander by Hilton Vacations is also a part of the Hilton Hawaiian Village Resort so you enjoy all of those amenities, plus a kitchen
  • Ilikai has 1 and 2 bedroom suites and some have kitchenettes
  • Paradise Bay
  • Marriott Ko Olina Beach Club
  • Aulani Villas
  • Embassy Suites Waikiki Beach & in Ko Olina don’t offer kitchens, but their 2 bedroom suites sleeps up to 8 and you can purchase a package that has breakfast included

When to Go for the First Time in Hawaii

Hawaii is a popular destination year-round due to its excellent weather and temperatures. And it doesn’t matter if you’re looking for big waves and surf competitions or serene bays for little swimmers. The coastal tides tend to switch in winter and summer months, so there’s a little bit of everything no matter when you go.

For fewer crowds, consider a visit in late winter (January to early March), late spring (late April to early June), and fall (September to mid-December). But trust us and go when is best for your family because we truly recommend Hawaii all year round.

When you get there, remember there are many options for getting around the island. Renting a car gives you the ultimate freedom for exploring. If you don’t want to hassle with renting a car and navigating yourself there are options such as guided tours, taxis and public transportation.

Most resorts offer an airport transfer service to help you get to and from the airport. We are also happy to help you arrange your ground transportation—and even island hopping or an inter-island cruise if that's something you’d like to add to your itinerary.

What to Do on a First Trip to Hawaii

Most people travel to Hawaii to experience the breathtaking beaches. Water sports are hugely popular and any visitor can experience activities like snorkeling, surfing, paddle boarding, boogie boarding, scuba diving, sailing, kayaking and more.

Just remember to take the necessary precautions by always getting the proper training, using the proper equipment and heeding the weather warnings and cautions.

Protect your skin from the sun, and be sure to drink plenty of water every day. If you need a break from the sun and sand, there are many stunning hikes and adventures you can experience inland as well.

Make sure to include a festive luau in your plans to experience true Hawaiian culture. Ultimately there is so much to see and do, your days will fly by and you’ll be wishing for more time to experience everything Hawaii has to offer. If you are headed to Oahu, be sure to read more specifics in this article.

What to Pack on Your First Trip to Hawaii

The key to packing for any trip is to pack lightly. When packing for a beach vacation it is easy to accomplish this because you’ll need less heavy clothing than other destinations. Consider packing all you’ll need in a carry-on suitcase and a backpack or shoulder bag.

Your shoulder bag can double as your beach bag during your trip. Bring along your beachwear, some casual outfits and one dressy option for a nice evening out. Take along a hoodie or light jacket for your evening strolls along the beach.

You’ll mostly wear your sandals, but you’ll want water shoes and athletic shoes for your hikes and swims in rainforest ponds and waterfalls. Pack small versions of your toiletries and medical supplies to save room and to comply with airline security policies.

Extra items that are essential include hats, sunglasses, beach towels (but most resorts have those available for you as well) and reef-safe sunscreen. If you have snorkel gear and have room to bring it, it will save you from having to rent when you get to the island, but know that it is very inexpensive to rent equipment once you arrive.

Remember your camera, batteries and memory cards. Having a waterproof case for your phone camera or a waterproof camera is a must for your amazing ocean experiences. A nice guide book to read before your trip and on the flight over is great for helping you plan your days and comes in handy once you are there trying to navigate the island.

Book Your First Hawaiian Vacation Here

Traveling to Hawaii is a dream vacation for many, and we are here to help you plan every detail. Planning with Get Away Today will help you fully enjoy the best of what Hawaii has to offer, and we’ll make sure you have the trip of a lifetime from beginning to end!

You can book your Hawaii vacation online, or call any of our vacation experts at 855-GET-AWAY. Either way, we'd love to help you plan your first escape to the Aloha State.

 First Time to Hawaii: Your Guide to the Perfect Hawaiian Vacation || Get Away Today

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