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"With the magnificent Pacific views and elegant Maui condos along the beach, our stay here was magical."

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“Top 5 Best Free Winter Activities on Maui”photo

Maui is the second largest island in the Hawaiian Islands with a variety of attractions for families, romance and groups. Here are Destination Resorts Hawaii’s top five picks of free activities and events in Maui this winter.

5. Windsurfers at Ho’okipa Beach

Love to live vicariously through others? Then stop by Ho’okipa Beach to watch some of the world’s best windsurfers make Maui’s ocean their playground. We recommend getting there early for a prime parking spot and bringing snacks because you will not want to leave. Don’t forget to bring the camera!

4. Sunset on the beach

Maui is famous for its pristine beaches - perfect locations for catching the island’s postcard-perfect sunsets. Our favorite place is from Maluaka Beach, fronting our Makena Surf resort. It’s one of Maui’s lesser-known beaches – translation: you may have a one-on-one with the sunset.

3. Largest Private Art Collection in Hawaii

Within walking distance from Destination Resort Hawaii’s beach and ocean-front Wailea villas, Grand Wailea has the largest private art collection in the Hawaiian Islands. It’s home to more than 70 sculptures, mosaics, murals, paintings and artifacts from artists such as Fernando Botero, Fernand Leger, Shige Yamada, Herb Kane, Jan Fisher and Yvonne Cheng. A narrated art tour starts at the Napua Gallery at 10 am every Tuesday and Friday. 808-874-0510

2. Maui Friday Town Parties

Live music, retailers, restaurants, boutiques, crafters and gallery owners pull out all the stops at these weekly neighborhood town parties. They are great gatherings for the community while supporting the local economy. 808-270-7710

  • First Friday of the month – Wailuku
  • Second Friday – Lāhainā
  • Third Friday – Makawao
  • Fourth Friday – Kīhei

1. Humpback Whale-Watching

They are Maui’s most loyal and favorite visitors: the gentle and acrobatic humpback whales. They call Maui home from December to May and make these protective, warm waters a place to mate and breed. Though there are plenty of boat tours you can take, you can also see them from shore, especially Makena and Wailea’s beaches. Below is a photo taken from our Polo Beach Club.

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