A Memorable Family Stay at the Waldorf Astoria Grand Wailea in Hawaii
- Caroline Thomas
- Aug 27
- 3 min read
Our family’s first trip to Hawaii was truly magical, largely thanks to our stay at the Waldorf Astoria Grand Wailea. From the moment we stepped through the doors, we were captivated by the hotel's beauty, which seamlessly melded luxurious accommodations with a warm Hawaiian atmosphere.
Upon entering the lobby, we were welcomed by stunning decor that embodied the island's natural charm. The open-air design let the gentle Hawaiian breeze flow through, creating a refreshing and inviting environment. The efficient check-in process set a positive tone for our ten-night adventure.

While we were offered an upgrade to the Napua for $400 per night, we chose to stick with our ocean view room for convenience, especially since we were traveling with our young child. The ocean view was stunning, giving us a picturesque backdrop for our family memories.
Dining at the hotel was another highlight of our stay. Initially, the breakfast options in the little market seemed limited. However, after about eight days, we discovered we could order extras off the menu, such as a side of bacon or sausage. This small change dramatically improved our breakfast experience.
To complement our breakfasts and lunches, we enjoyed a pleasant half-mile walk to a nearby shopping area. There, we picked up snacks and essentials to keep in our room.
Dinner options at the hotel were simply delightful. One evening, we indulged in fresh sushi from the lobby restaurant, which did not disappoint. The Luau was another standout event. It offered an abundance of food and entertainment while showcasing the vibrant Hawaiian culture.

The most memorable dining experience was the Humuhumunukunukuāpuaʻa sunset meal. Seated at a table overlooking the ocean, we witnessed one of the best sunsets we’ve ever seen. The staff graciously took family photos for us, which we've cherished. The prefix meal was perfectly portioned, and every dish burst with flavor.
The expansive pool area at Waldorf Astoria Grand Wailea proved to be a paradise for our daughter. She spent hours gliding down slides and floating in the lazy river. We also got our exercise by walking back up the slides with her multiple times!
Our room was both luxurious and spacious, featuring attention to detail that added to our comfort. The bathroom was a highlight, outfitted with high-end amenities that offered a touch of indulgence to our stay.
We also indulged in a spa day, treating ourselves to a basic manicure. While my daughter's nails fell off within hours, the staff were exceptionally kind, ensuring that she enjoyed her spa experience. Their warmth made us feel valued and welcomed.

One standout feature of the hotel was the abundance of entertainment and activities. From cultural events to family-friendly diversions, there was always something to engage us. The walkable surroundings made it easy to explore, and we enjoyed leisurely strolls along the beach.
Reflecting on our stay at the Waldorf Astoria Grand Wailea, it felt like a dream. The blend of luxurious accommodations, fantastic dining experiences, and a family-friendly atmosphere made it the ideal destination for our first trip to Hawaii. We left with wonderful memories and a desire to return to this beautiful paradise.
If you are thinking about a trip to Maui, I wholeheartedly recommend the Waldorf Astoria Grand Wailea. With its appeal for families, couples, and everyone in between, you are sure to create unforgettable experiences. Aloha!
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