Planning the Perfect Maui Windsurfing or Kiting Vacation

December 30, 2017

As a North Shore, Maui born company, we meet a lot of vacation rental owners and guests who are crazy about their water sports, some of our team members at Hawaii Chee definitely are! Maui is at the heart of both windsurfing and kiting. 

Here are our top recommendations for the ultimate Maui windsurfing or kiteboarding vacation.

Spreckelsville: Great for Families

Spreckelsville (“Sprecks”) is a great option if you are looking to stay in a luxurious home with a family or larger group. It’s a neighborhood right off of Hana Highway five minutes before you hit Paia that is littered with expansive, beautiful homes. 

Many of the homes are 3–4+ bedrooms and include family-friendly amenities such pools, large yards, and outdoor activities. 

Most of these oceanfront homes are on rocky shores. There are, however, several amazing sandy beaches within walking distance.

Top vacation home picks: Luxury Vacation Estate, Coconut Cove Beach HouseMaui Plantation Home

Paia: Best Shopping & Restaurants

If you are like most visitors on Maui, then you probably want to experience some of the food, nightlife, and shopping that the island has to offer. Paia is the best of both worlds for those that want to windsurf/kite during the day (5–10 minutes to any good water sport beach), then want to wander the shops and get a beer and pizza at night. Paia Bay is directly next to Paia, and is a top pick for boogie boarding and surfing. 

Paia is known for its restaurants featuring organic, locally sourced food, such as Paia Fish Market and Flatbread Company

Both are musts if you are in the area! The noise at night may be noticeable if your vacation rental is situated close to town.

Top vacation home picks: Mangolani Inn,  Makani Akau

Kuau: Best for Advanced Windsurfers/Kiters

Jimmie Hepp Photography

If you are traveling to Maui for windsurfing or kite the famous Ho’okipa, then Kuau is the absolute closest you can get. In fact, the neighborhood backs up to Mama’s Fish House and Mama’s beach, which is right around the corner from Ho’okipa.

This is also a great option for those who are looking to windsurf or kite at other beaches in the area, but still want to pop over to Ho’okipa to watch the professionals. 

More often than not on any given windy day, especially in the winter, you’ll see 30+ of the best windsurfers and kiters in the world!

Top vacation home picks: Friendly Beach, Nellies Milo Cottage

Haiku: Best for Budget and Outdoor Adventure

Haiku is probably the most underrated area on the North Shore of Maui, which is why the vacation rentals are slightly cheaper. 

Don’t let the cheaper prices fool you: the area is full of beautiful farms and huge properties. It is about five minutes past Ho’okipa Beach, and since it is the beginning of the Road to Hana, it offers a lush and tropical feeling. 

One downside to consider is that it’s rainier than other parts of the island. If you are staying at a vacation rental or Bed and Breakfast, you’ll likely have fresh mango, star fruit, or bananas that you can pick on the property. 

There are tons of hikes and outdoor activities nearby, such as the famous Twin Falls just 10 minutes down the road. There are some amazing hidden restaurants as well, and if you are staying in the area you’ll have to try Nuka and Colleen’s!

Top vacation home picks: Haiku Makai, Mangolani Inn

Kihei: 2nd Pick for Families

Kihei is arguably a better option for families than Sprecks. There are hundreds of condos and hotels, and most will be a 5 minute walk to some of the calmest beaches on Maui. There is a great spot for kids to take surf lessons at with consistently soft, small waves. 

The weather is typically the best on the island, which is sure to make any family happy. The area is bike friendly and everything is close by, so you can walk to dinner every night. 

However, it is about a 35–40 minute drive from Kihei to any windsurfing or kiting beach (unless the Kona wind comes through, then you can windsurf/kite out of Kihei).

Top vacation home picks: Kahana Sunset, Kihei Ohana

Pris Lee

Aloha! I'm Pris and I am the head of marketing at Hawaii Chee. I'm quite partial to a good cup of coffee, hiking and horse back riding along the beach. And chocolate. Always chocolate...

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