Grandma and grandpa are the new travel companions, with nearly one-third of global travelers embracing skip-generation travel (according to Hilton’s 2026 Travel Report). Family travel is shifting toward more meaningful one-on-one experiences across generations, filled with quality time and bonding while giving parents a break.
For families leaning into this trend, Hawaii offers a well-rounded destination with something for every age, from relaxing beach days for grandparents to cultural experiences and outdoor adventures for grandkids. Aqua-Aston Hospitality’s portfolio of condo-style properties across the islands is particularly well suited for skip-generation travel, with spacious multi-bedroom accommodations, full kitchens, and easy access to family-friendly attractions and authentic local experiences.
If so, Aqua-Aston offers several examples of how the different islands cater to skip-generation travelers:
- For an easy, walkable vacation: Aston Waikiki Beach Tower, Oʻahu
o Located directly in the bustle of Waikīkī Beach, the property’s spacious multi-bedroom accommodations with full kitchens and private lanais, combined with its proximity to attractions like the Honolulu Zoo, Waikīkī Aquarium, and Diamond Head, make it easy for grandparents and grandchildren to explore without spending much time in the car.
- For shared cultural experiences: Aston Kāʻanapali Shores, Maui
o With two picture-perfect outdoor pools surrounded by lush vegetation and direct access to Kāʻanapali Beach, this resort is perfect for grandparents and kids to embrace the tropical lifestyle and learn more about the culture with on-site programming, including lei making, hula and ukulele lessons, and weekly Polynesian performances.
- For a slower-paced getaway: Aston Islander on the Beach, Kauaʻi
o Situated along Kauaʻi’s Coconut Coast, the property offers access to quiet beaches, a scenic coastal walking path, and nearby waterfront dining in Kapaʻa, as well as attractions like ʻŌpaekaʻa Falls, making it ideal for a relaxed itinerary.
- For active grandparents and adventurous grandkids: Aston Kona by the Sea, Hawaiʻi Island
o Set along the Kona Coast with oceanfront views, the property provides a convenient base for exploring Hawaiʻi Volcanoes National Park, Kealakekua Bay, and the island’s diverse landscapes, while spacious multi-room accommodations make it easy for grandparents and grandchildren to unwind between outdoor adventures.