How to Avoid Cookie-Cutter Hawaii Vacation Packages

how to avoid mistakes
Hawaii Aloha Travel > Podcast > How to Avoid Cookie-Cutter Hawaii Vacation Packages

Today I’m talking about mistakes people make when planning Hawaii Vacations. And why you should think twice before doing this all online. Through my years of experience, I’ve learned that travelers naturally come from distinct travel types. Here’s how I carefully tune into their preferences to create memorable, personalized vacations rather than standard one-click Hawaii vacations. 

hawaii vacation packages
Cookie-Cutter Hawaii Vacation Packages on Sites like Expedia all Look the SAME!

There are a lot of cookie-cutter Hawaii bundles online. Does this sound familiar? You want to come to Hawaii. The internet is a direct link to booking platforms such as Expedia and Travelocity, with Costco being another major player. Bingo. You’re on the way to Hawaii….WHOOOT! – so convenient, right? You place your items into the shopping cart by clicking through the website. Within 10 minutes, you can have your booking confirmed. You believe that your choice is perfect. And maybe it is. But what ifit isn’t? But how will you know? Let’s dive in. You found me, so I trust you have good research skill sets. Your effort to locate me proves you’ve searched thoroughly.

 If your Hawaii vacation doesn’t meet your exact needs it becomes your only opportunity to experience it. The majority of visitors here are either starting their journey or experiencing their first trip. After mastering the process of traveling to Hawaii you can manage the trip by yourself. I strongly recommend that you proceed with this approach. Knowing this destination turns repeat visits into an enjoyable experience. If you can afford it. Because obviously, budget is a concern. 

Big Online Travel Site Hawaii Vacation Packages

Today I want to discuss some of these travel package types. These airline big-box travel sites present attractive vacation packages. These travel sites attract customers by setting appealing prices. And inconvenient flight times. And getting you to the wrong airport. Countless times people have reached out to me because they planned trips from Oahu to the Big Island. Travelers made the mistake of believing the Big Island was Oahu. Things like this. Rookie mistakes. The travelers ended up much farther from the beach than they believed they were. The hotel details provided were not as precise as they believed. The outcome failed to deliver everything they expected. 

Woman making mistake
Woman Making Mistake Booking the Wrong Airport!

Pro tip- Hold Up – Don’t book your airfare first!

A common way people choose Hawaii Vacation Packages is by spotting a great airfare deal. They purchase their air tickets without knowing that finding their preferred lodging will be very difficult. And how expensive it is. Travelers find themselves paying substantially more than they initially anticipated. So don’t do that. Hacker Tip: This travel advice originates from my previous recommendations. Always evaluate your entire travel plan before finalizing your airfare booking.

Huh? No all Inclusive’s?

Customization of your vacation experience is something I’m emphasizing directly to you because it truly holds significant importance. Over the years, I’ve come to realize that while a one-size-fits-all solution works well for some travelers, it simply doesn’t resonate with everyone. That’s why I focus on tailoring each trip to the individual. At the same time, our website offers ‘all-inclusive’ Hawaii vacation packages—mainly because many people specifically request them. However, even those packages can be customized to better fit your personal travel style and needs I typically manage to persuade people away from them because they don’t really fit their needs. We do not offer all-inclusive hotels and resorts in Hawaii, they just don’t exist. Hawaii’s not an all-inclusive type of place. It’s an à la carte type of place. Listen to my podcast from three or four weeks ago where I compare all-inclusive Hawaii vacations to traditional à la carte Hawaii vacation packages. After listening to that you will receive all the associated tips from me. 

What Kind of Traveler Are You? 

You have to choose the right island. Choose multiple islands when planning a multi-island package vacation. I’m going to give you some categories that I find people fall into:  

  • The Adventure Traveler – This adventure travel experience will deliver intense activity throughout. People who go out of the box.  Skydivers can leap from helicopters above the North Shore Waterfall and rappel down while serious hikers explore rainforests. I talk about this experience on Kauai.  Hiking Traveler We try to put together hiking packages: Our packages consist of hiking experiences that include moderate and vigorous trails and highlight portions of major trails on the Big Island. When selecting family packages remember the demographic considerations which typically involve six to eight members.
  • Multi-generational? Infant + a six to 17 year-olds? Resorts with kid-friendly pools. Interactive experiences for ages 3–9. Nine to twelve-year-olds: Tweens and teens behave as young adults who display intelligence and strong opinions. Want to do everything. The majority of parents who participate in these activities. They’re young adults, and because they enjoy doing activities as a group, it’s important to keep them engaged. Therefore, both the activities and the accommodations really matter. In particular, when you have tweens and teens sharing a living space, the setup becomes crucial—four people in one room can quickly start to feel extremely cramped. As a result, having the right room configuration makes a big difference in their overall comfort and experience. Accommodations are key.
Multi-generation family
Multi-generation family
  •  Five Star Hawaii Vacation Packages – These five-star hotel vacation packages represent Luxury Traveler. Over the top. You say: We will arrange everything you need for your vacation. Private excursions. Chef-curated experiences. Helicopter rides. Waterfall landings. Sunset cruises. Places like: Four Seasons Hualalai on the Big Island or Fairmont Kealani Villas in Maui or the 1Hotel Hanlei on Kauai.
Honeymoon couple on kauai
Honeymoon Couple n a Multi Island Hawaii Honeymoon
  •  Honeymoon Packages –  Honeymoon Packages are almost the same as luxury, focused on couples. We often plan a longer stay for a Honeymoon, the most popular being a two-island trip. Remember not to be overambitious. Especially when planning a honeymoon. The rule of thumb, therefore, is to spend at least three Nights per island.
  • The Golden Ager Package – Designed for individuals over 60 offers food tours on all islands. It includes museums and botanical gardens. For older folks who are still active, our packages include all the necessary elements; however, they are thoughtfully customized to ensure comfort while maintaining a manageable pace and easy accessibility

 I hope this clarifies how to avoid making mistakes when considering Hawaii Vacation Packages.  Call me: extension 22, at 1-800-843-8771. One of our advisors or I is available to assist you. We’re right in Hawaii. Hawaii’s experts. We’ll assist you in both planning your vacation and starting the process.


Hawaii Vacation Connection
Hawaii Vacation Connection
Bruce Fisher

The Hawaii Vacation Connection is a one-of-a-kind podcast that is produced live every Monday, straight from a recording studio in Hawaii Kai, Oahu. Hosted by Hawaii Aloha Travel owner Bruce Fisher, the podcast touches on an array of Aloha state news topics and is dedicated to Hawaii’s guests. Whether you’re a first time visitor or repeat traveler, the Hawaii Vacation Connection keeps you in the loop and in the local know.