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Writer's pictureRose@WhereToGoTravelCo

From Grandparents to Grandkids: How to Plan the Ultimate Hawaii Family Vacation

Updated: Aug 22

Hawaii’s allure goes beyond its stunning scenery, sandy beaches, and warm, friendly locals—it’s a paradise where family members of all ages can find something to love. As multigenerational travel gains popularity, more families are eager to create lasting memories together, and there’s no better destination than Hawaii to make that happen.


 

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Multigenerational family trip to Hawaii

Why Hawaii is Perfect for Multigenerational Family Travel


Traveling to Hawaii is logistically simple—no need for passports, currency exchanges, or long customs lines. This makes it easy to get your whole family ready for the adventure. Plus, Hawaii’s diversity in activities and landscapes means there’s truly something for everyone, from toddlers to grandparents.


Activities for All Ages


Whether your family craves adventure or prefers a relaxed pace, Hawaii offers a wide range of activities that cater to every interest:


For the Adventurous:

  • Water Fun: Surfing, kayaking, deep-sea diving, snorkeling, swimming with dolphins, and night diving with manta rays.

  • Land Adventures: Ziplining, hiking through canyons, lava fields, rainforests, and lush valleys.


For the Relaxed:

  • Island Tours: Explore the islands at a leisurely pace with guided tours.

  • Beach Time: Enjoy lounging on the beach, watching wildlife, and soaking in the beauty.

  • Botanical Gardens: Visit one of Hawaii’s many gardens to experience its unique flora.


Cultural Experiences:

  • Luau: No trip to Hawaii is complete without attending an authentic Hawaiian Luau. Feast on traditional foods like Kalua Pig, Haupia, and Poi while enjoying performances that tell stories through hula dance. It’s an experience your family will talk about for years.


Family surf lessons on Oahu, Hawaii
Family surf lessons; Photo credit: Hawaii Tourism Authority (HTA) / Ben Ono

For family members who are not adventure buffs and would instead enjoy their vacation with slower-paced activity, there are tons of options. They can take a guided tour of the island, hang out at the beach, watch the wildlife, or tour one of several botanical gardens.


Family tours coffee farm in Hawaii
Coffee farm tour. Photo credit: Hawaii Tourism Authority (HTA) / Ben Ono

Multigenerational family travel allows you to introduce your family to new things. Hawaii is an excellent place for your family to embrace healthy eating. Farm to table is a big part of Hawaiian cuisine. Having the perfect climate for growing fruits like mango, lilikoi, and pineapple, Hawaii is the ideal place to introduce them to new fruits and vegetables that are delicious and fresh.


Family eating healthy food in Hawaii at the beach
Family eating acai bowls at the beach; Photo credit: Hawaii Tourism Authority (HTA) / Ben Ono

You cannot visit Hawaii without attending an authentic Hawaiian Luau. You will feast on foods like Kalua Pig, Haupia, and Poi while performers tell stories through hula dance. Your family will talk about the Luau for years to come.


Accommodating Everyone: Finding the Perfect Stay


Choosing the right accommodations is key to ensuring everyone has a great time. Hawaii offers a range of options that cater to different needs and preferences:


Family-Friendly Resorts:


  • Kids’ Clubs: Resorts with kids’ clubs keep the youngest members entertained with fun activities.

  • Pools with Features: Look for resorts with lazy rivers, water slides, and splash pads.

  • Shared Spaces: Enjoy communal spaces for family meals, game nights, or just hanging out together.

  • Proximity to Activities: Consider staying close to the activities your family is most interested in, whether that’s the beach, hiking trails, or cultural sites.


Resort on Oahu, Hawaii
Disney's Aulani Resort, Oahu

Tips for Planning a Large Family Vacation to Hawaii


When planning a multigenerational trip, it’s important to consider the diverse needs and preferences of everyone involved. Here are some tips to make the planning process smoother:


Choose the Right Island:


  • Oahu: Ideal for families who want a mix of urban and outdoor activities. Waikiki Beach, Pearl Harbor, and the North Shore offer something for everyone.

  • Maui: Perfect for families looking for a balance between adventure and relaxation. Enjoy the Road to Hana, Haleakalā National Park, and beautiful beaches.

  • Big Island: Best for adventurous families interested in volcanoes, waterfalls, and stargazing.

  • Kauai: Great for nature-loving families who want to explore lush landscapes, dramatic coastlines, and peaceful beaches.

Plan Group Activities and Free Time:

  • Mix scheduled group activities with free time to ensure everyone has a chance to do what they love.

  • Consider interests across age groups—while some may enjoy a morning hike, others might prefer a leisurely breakfast.

Dining Options:

  • Look for restaurants that offer something for everyone, from local Hawaiian cuisine to familiar favorites.

  • Consider booking a private chef for a few meals at your vacation rental—this can be a fun way to enjoy local flavors without leaving your home base.


Making Your Hawaii Family Vacation a Success


Planning a large family trip can be overwhelming, but with the right help, it doesn’t have to be. I specialize in organizing luxury travel experiences to Hawaii, ensuring your family’s needs are met at every step. From booking premium tours with knowledgeable guides to coordinating your stay at the perfect resort or vacation home, I’ll handle all the details so you can focus on making memories.


Let’s make your multigenerational family vacation to Hawaii stress-free and unforgettable. Contact me today to start planning your dream trip!


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If you're wanting to plan a trip to Hawaii, you don't want to miss our planning guide. We dive into the most important parts of planning a successful trip to the Aloha State and we dive a little deeper into each island and what there is to do there.

 

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