Hawaii for the Whole Ohana: Your Dream Summer Family Vacation

Aloha, Summer! Why Hawaii Is the Perfect Escape for Your Next Family Vacation

When the school bell rings for the last time before summer break, families across the country start dreaming of warm beaches, unforgettable adventures, and quality time together. If you're searching for the ultimate destination that offers something for everyone — from toddlers to grandparents — look no further than Hawaii. With its mix of natural beauty, rich culture, outdoor activities, and luxury accommodations, Hawaii is the ideal place to reconnect with your loved ones and create memories that last a lifetime.

A Destination Made for All Ages

Whether you're planning a getaway for just your immediate family or a full-blown multigenerational reunion, Hawaii checks every box. Each of the major islands offers a unique vibe, but all boast stunning beaches, delicious cuisine, and a deep sense of hospitality that makes every traveler feel welcome.

On Maui, you’ll find luxe resorts with family-friendly amenities, scenic drives like the Road to Hana, and calm beaches perfect for kids to swim and snorkel. Resorts like the Fairmont Kea Lani, Maui offer spacious suites and villas ideal for families, along with a kids' club and cultural activities that appeal to all ages. For those seeking a blend of adventure and elegance, The Ritz-Carlton Maui, Kapalua delivers with championship golf, nature preserves, and oceanfront dining.

Oahu offers a vibrant mix of culture, history, and excitement, from the surf town charm of the North Shore to the educational experiences at Pearl Harbor and the Polynesian Cultural Center. Stay at The Kahala Hotel & Resort for a tranquil, beachfront retreat just minutes from Waikiki — perfect for families who want a quieter pace without being far from the action. Or choose Four Seasons Resort Oahu at Ko Olina, where luxury meets laid-back island life with lagoon-style beaches, water sports, and indulgent spa options.

Looking for nature and serenity? Kauai is a haven of natural wonder — perfect for unplugged family time, scenic hikes, and stunning helicopter tours over the Nā Pali Coast. The Grand Hyatt Kauai Resort & Spa offers an expansive pool area with a lazy river, saltwater lagoon, and activities like lei-making and hula lessons, making it a family favorite.

On Hawaii Island (The Big Island), explore volcanoes, stargaze from Mauna Kea, or relax in the laid-back luxury of Mauna Lani, Auberge Resorts Collection — where cultural immersion meets barefoot elegance. With snorkeling, historic fishponds, and spacious residences, it’s a dream base for multigenerational families. 

Built-In Bonding: Adventures That Bring Families Together

Hawaii’s appeal lies not only in its beauty but in the experiences it offers — ones that feel tailor-made for family connection. Think sunrise snorkeling with sea turtles, sailing along the coast on a catamaran, or roasting marshmallows around a firepit at your resort. Hawaii encourages you to slow down, be present, and enjoy the moment.

Adventure seekers can zipline through lush valleys, hike to hidden waterfalls, or explore lava tubes. Families with young children can take part in cultural workshops — like ukulele lessons or hula dancing — that are as fun as they are meaningful. And for older adults or grandparents who might prefer a more relaxed pace, Hawaii’s scenic drives, oceanfront luaus, and world-class spas offer the perfect way to unwind while still feeling part of the action.

Where to Stay: Luxury Meets Ohana (Family)

One of the most important parts of any vacation — especially a multigenerational one — is where you stay. Hawaii’s resorts and vacation rentals are designed with comfort, space, and flexibility in mind. Classic Vacations® offers access to an exceptional portfolio of properties that cater specifically to families.

Andaz Maui at Wailea Resort offers modern luxury and a vibrant atmosphere, complete with family-style villas and immersive cultural programming. For a truly private escape, Hualalai Villas & Homes on the Big Island combine the privacy of a residence with the perks of a luxury resort.

Many properties even provide connecting rooms, kids’ menus, beach gear, and dedicated concierges to make planning seamless — because the best family vacations start with a stress-free arrival. 

Hawaii Is Where Our Story Began

At Classic Vacations, Hawaii isn’t just one of our top destinations — it’s part of our DNA. Founded in Hawaii in 1978, Classic has spent over 45 years helping travelers experience the islands in a way that’s seamless, personalized, and unforgettable. What began as a small, local company has grown into a global luxury travel brand — but our deep connection to Hawaii remains stronger than ever.

Our longstanding partnerships across the islands — including many of Hawaii’s most beloved luxury resorts — mean travelers get access to curated experiences, exclusive values, and insider knowledge that can transform a great vacation into an extraordinary one.

Travel Made Easy — With a Little Help

Planning a big family trip can feel overwhelming, but it doesn’t have to be. That’s where a trusted travel advisor comes in. Travel advisors who work with Classic Vacations have access to exclusive pricing, premium accommodations, and white-glove service — all designed to take the stress out of travel planning.

From inter-island flights to private airport transfers, special room requests to curated excursions, your travel advisor ensures every part of your trip runs smoothly. And with limited-time offers like resort credits, upgrades, and kids-stay-free deals, your Hawaii vacation can be more rewarding than ever.

Your Summer Starts Here

This summer, trade screen time for sunset walks. Swap video calls for shared laughter on a beach. Whether you’re reuniting with loved ones or simply looking to treat your family to something extraordinary, Hawaii offers the space, spirit, and scenery to make it happen.

Because in Hawaii — and with Classic — it’s not just a vacation. It’s an experience built on heritage, hospitality, and the joy of ohana.