With its beautiful white sand beaches, crystal clear water, and decadent food, Hawaii’s akin to paradise, capturing the imaginations of travelers from the world over and right here at home. We have no better way to explore our beautiful state than on a road trip – like the unforgettable journey outlined below. Pack your swimming gear for your trip to some of Hawaii’s best swimming spots, and satisfy that sweet tooth at a few wildly popular ice cream shops. The itinerary takes you all around Maui, covering more than 140 miles and taking you to five absolutely breathtaking swimming holes and three ice cream shops that will keep you coming back for more. When you’re done exploring for the day, indulge in a luxurious night’s sleep at a Best Western hotel in Hawaii. This is one road trip in Hawaii you won't soon forget!
1. Ching’s Pond – Haiku
A short stroll will lead you to some of Hawaii’s most beautiful sapphire blue pools, also known as Ching’s Pond, and a local favorite. Look for Mile Marker 16 on the Hana Highway. Then drive about .09 of a mile, and you’ll find two trails to the Hawaii swimming hole. The easier one starts by a massive tree (you can’t miss it). Soak up the sun and enjoy the crystal clear waters. A few words of warning: avoid swimming if it’s been raining a lot in recent days as flash flooding is common when it rains. Because the water depth changes in the pools, diving is extremely dangerous.
2. ʻOheʻo Gulch/Seven Sacred Pools – Hana
Our next stop takes us to one of Mother Nature’s marvels – a waterfall swimming hole. The two-tiered waterfall drops into a beautiful swimming hole, earning it a nod as one of the most iconic spots in Hawaii. That said, the gorgeous swimming hole can get really busy. If you want to avoid the crowds, go earlier in the day. Please note: you will have to pay an admission fee to Haleakala National Park to access the swimming hole. As with Ching’s Pond, the swimming hole is susceptible to flash flooding, so steer clear after heavy rains.
3. Coconut Glen's – Haiku
Only one thing rivals an epic swimming hole, and that’s a scrumptious ice cream treat. We’re heading to Coconut Glen’s for a goody on our next stop. If you love fresh coconuts, consider this a stop in heaven. The shop scoops up vegan ice cream that’s been named the best in the world, but you really have to try this coconut-based ice cream for yourself. Flavors vary but may include lilikoi, vanilla bean, or pineapple banana.
4. Pua'a Ka'a Falls – Haiku
Slip on a pair of comfy shoes for our next stop, which includes a gorgeous .04-mile hike that leads to a breathtaking waterfall swimming hole. Because it’s hidden and not as well-known as other Hawaii swimming holes, you shouldn’t run into many people. Just be prepared to cross a high bridge and for some muddy terrain along the trail that takes you to this secluded spot.
After a long day of sun, swimming, and delicious ice cream, are you ready for a luxurious night’s sleep? Check into the Best Western Pioneer Inn.
5. Breakwall Shave Ice Co – Lahaina
Let’s start our day with a delicious breakfast and a cold treat from Breakwell Shave Ice Co. The popular eatery serves breakfast, lunch, and dinner, so it’s perfect no matter what time of the day you drop by. Dig into some delicious breakfast dishes such as chicken and waffles or hotcakes and flakes. The star of the menu, though, is the shave ice, available in a generous assortment of flavors – from coconut and pineapple to grape and pickle juice.
6. Keawakapu Beach – Kihei
Our next stop takes us to the jaw-dropping Keawakapu Beach, the perfect place to soak up the sun on the sandy shore and wade in the water. Snorkeling is also hugely popular, and a unique way to enjoy the water. Keep an eye out, too, for passing humpback whales, which are usually spotted during the winter. If you’re up for an entire day at the beach, you’ll be treated to a spectacular sunset.
Be careful of high surf and big swells, and avoid going into the water if you see either as it can be incredibly dangerous, even if you’re a strong swimmer.
Depending on time, you might want to head back to Best Western Pioneer Inn for another dreamy night’s sleep. If you’re up for more adventure today, head to our next stop.
7. Makena Beach – Kihei
Makena Beach is perhaps best known for its bodysurfing and boogie boarding. Snorkeling is also popular. However, you can also venture into the water to cool off, after sunbathing on the sandy beach. If you do go swimming, just keep an eye out for large waves, which can make it dangerous. Hiking is also popular at Makena Beach State Park and a pleasant way to explore more of Hawaii’s natural beauty.
8. Lappert's Hawaii – Wailea
Let’s end an amazing day and an epic road trip in Hawaii with a delicious treat from Lappert’s Hawaii. Be prepared for a delightfully delicious dilemma when it comes to choosing flavors. Lappert’s scoops up a large assortment, including classic chocolate, Kauai pie, and macadamia nut. Take a peek at the volcanic sundaes, too, that are piled high with goodies that will satisfy your sweet tooth. If you love a scrumptious cup of coffee, you'll find this is one of the best places in Hawaii to order one.
Are you ready to start packing and hit the road on this road trips to some of Hawaii’s best swimming spots and ice cream shops? Which stop are you most looking forward to exploring? Let us know in the comments! After an unforgettable road trip in Hawaii, you can fall asleep in a gorgeous Best Western hotel in Hawaii.
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