Chip And Jessica’s guidebook

Chip And Jess
Chip And Jess
Chip And Jessica’s guidebook

Our Favorite Beaches

Favorite all around beach. Nice white sand gentle surf, bathrooms and you can always rent chairs or hit up the local resorts for good food. Stay here for a spectacular sunset or luau.
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Wailea Beach
Wailea Alanui Dr
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Favorite all around beach. Nice white sand gentle surf, bathrooms and you can always rent chairs or hit up the local resorts for good food. Stay here for a spectacular sunset or luau.
Although we typically like to avoid the big resort areas, whaler's village and Kaanapili Beach are exceptions. Great shopping restaurants, and a play area for kiddos makes this an ideal stop for adults and families alike. Excellent upscale restaurant options.
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Kaanapali Beach
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Although we typically like to avoid the big resort areas, whaler's village and Kaanapili Beach are exceptions. Great shopping restaurants, and a play area for kiddos makes this an ideal stop for adults and families alike. Excellent upscale restaurant options.
Take the scenic route and get here via the woods beside dragon's teeth. We found loads of coral and shells and it was a great open beach for everyone. Surf is not always gentle so maybe not the best swimming for novices.
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Fleming Beach
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Take the scenic route and get here via the woods beside dragon's teeth. We found loads of coral and shells and it was a great open beach for everyone. Surf is not always gentle so maybe not the best swimming for novices.
A rocky outcropping shelters this beach and provides a natural baby pool. Great for littles and a must when heading north.
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Baby Beach, Sprecklesville Area
207 Kealakai Pl
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A rocky outcropping shelters this beach and provides a natural baby pool. Great for littles and a must when heading north.
Huge white sand beach. No crowds and great views of molikini. Snorkeling gets good this far south, only caveat is its paid parking.
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Makena Big Beach
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Huge white sand beach. No crowds and great views of molikini. Snorkeling gets good this far south, only caveat is its paid parking.
A secret (sorta) beach. This tiny hidden beach is unbelievably idyllic. The most beautiful beach I've seen. Surrounded by lava rock with some wild surf, this place has beautiful shady trees and incredible tide pools. Bring your slippers the rocks are sharp ( and so are the sea urchins)
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Makena Cove
6468 Makena Alanui
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A secret (sorta) beach. This tiny hidden beach is unbelievably idyllic. The most beautiful beach I've seen. Surrounded by lava rock with some wild surf, this place has beautiful shady trees and incredible tide pools. Bring your slippers the rocks are sharp ( and so are the sea urchins)
Great place to hop in and surf. Its crowded with locals and tourists alike but what a fun place. Gentle little rollers are perfect for catching your first waves.
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Kamaole Beach Park II
South Kihei Road
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Great place to hop in and surf. Its crowded with locals and tourists alike but what a fun place. Gentle little rollers are perfect for catching your first waves.
You've been driving to Hana for hours, you've arrived. Take a dip here basically locals only beach. Incredible for bodysurfing and a nice sandy beach with bathrooms.
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Hāmoa Beach
Hamoa Beach
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You've been driving to Hana for hours, you've arrived. Take a dip here basically locals only beach. Incredible for bodysurfing and a nice sandy beach with bathrooms.

Food scene

May have to wait a minute for the table but being on the beachfront you'll easily forget it. Worth the wait, but best time is happy hour to get great deals and stay for sunset and live music.
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Hula Grill
2435 Kaanapali Pkwy
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May have to wait a minute for the table but being on the beachfront you'll easily forget it. Worth the wait, but best time is happy hour to get great deals and stay for sunset and live music.
Best shave ice on island. Get macadamia nut ice cream with it....trust us.
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Ululani's Hawaiian Shave Ice
61 S Kihei Rd
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Best shave ice on island. Get macadamia nut ice cream with it....trust us.
2 locations and both are good. Come for the mai tai with the foam stay for the fish.
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Monkeypod Kitchen by Merriman
10 Wailea Gateway Pl
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2 locations and both are good. Come for the mai tai with the foam stay for the fish.
Outstanding little spot for Hawaiian plates. The Kalua pig is our favorite here. Guy Fieri approves.
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Da Kitchen
1215 South Kihei Road
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Outstanding little spot for Hawaiian plates. The Kalua pig is our favorite here. Guy Fieri approves.
Beer and pizza, live music and an open space for games and running. A true brewery and a great family friendly place too.
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Maui Brewing Company
605 Lipoa Pkwy
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Beer and pizza, live music and an open space for games and running. A true brewery and a great family friendly place too.
Eat the Kalua Pig Loco Moco and you will think about it for the rest of your life. Long line for a reason. Worth the wait. Perfect place to carb load before a big day of adventures.
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Kihei Caffe
1945 S Kihei Rd
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Eat the Kalua Pig Loco Moco and you will think about it for the rest of your life. Long line for a reason. Worth the wait. Perfect place to carb load before a big day of adventures.
Great spot for fresh fish sandwiches. Best location is the original here in Paia. Our favorite is the Mahi Burger or seafood salad.
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Paia Fish Market
100 Baldwin Ave
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Great spot for fresh fish sandwiches. Best location is the original here in Paia. Our favorite is the Mahi Burger or seafood salad.

Sightseeing

It's a national park and incredibly unique. It gets chilly so bring a jacket and travel above the clouds to an alien landscape
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Haleakala Crater
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It's a national park and incredibly unique. It gets chilly so bring a jacket and travel above the clouds to an alien landscape
Inside Kapalua is a great find. A must see and a mostly easy hike for everyone. Don't miss the hidden maze, and sacred hawaiian burial ground.
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Dragon's Teeth Access Trail
Dragon's Teeth Access Trail
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Inside Kapalua is a great find. A must see and a mostly easy hike for everyone. Don't miss the hidden maze, and sacred hawaiian burial ground.
Its the first stop on the road to Hana. And the hot tip is... if its crowded (and you will see the cars) don't go. But when its not its a sweet place and easy hike in (even keikis) to see to big falls.
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Twin Falls Mauin vesiputous
6300 Hana Hwy
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Its the first stop on the road to Hana. And the hot tip is... if its crowded (and you will see the cars) don't go. But when its not its a sweet place and easy hike in (even keikis) to see to big falls.
Don't skip it, it's not a scary drive but do plan for the trip. Bring lots of water and snacks and be prepared to with a guide book. (Maui Revealed is the BEST) stop often, and just count the waterfalls on your way. Stop at Uncle Harry's for a snack.
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Hana Highway
Hana Highway
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Don't skip it, it's not a scary drive but do plan for the trip. Bring lots of water and snacks and be prepared to with a guide book. (Maui Revealed is the BEST) stop often, and just count the waterfalls on your way. Stop at Uncle Harry's for a snack.
Tough to park or find at first but worth the hunt and the short hike in. Nothing like it on the island. Really. Strong swimmers only. But come be a lookie-loo to those daring enough to cliff jump into this deep pool fed by the ocean
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Waioka Pond
Hana Highway
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Tough to park or find at first but worth the hunt and the short hike in. Nothing like it on the island. Really. Strong swimmers only. But come be a lookie-loo to those daring enough to cliff jump into this deep pool fed by the ocean
The road after Hana. The back half. Please keep going. Its a long day but I promise you wont regret it. Make sure youve got snacks and are ok with peeing on the side of the road.
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Kula
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The road after Hana. The back half. Please keep going. Its a long day but I promise you wont regret it. Make sure youve got snacks and are ok with peeing on the side of the road.
Cool stop in upcountry. A really fun scavenger hunt for the kiddos and beautiful grounds to explore.
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Ali'i Kula Lavender Farm
1100 Waipoli Rd
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Cool stop in upcountry. A really fun scavenger hunt for the kiddos and beautiful grounds to explore.
All around great place to hike. Lots of short trails follow several waterways in this sacred spot. Breathtaking views and a couple fun secret swimming holes. Paid parking.
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Iao Valley
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All around great place to hike. Lots of short trails follow several waterways in this sacred spot. Breathtaking views and a couple fun secret swimming holes. Paid parking.

City/town information

Eclectic artsy town with a hippie flair. Cool art galleries and good food. A must stop. Heck you may even see the owners artwork here.
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Paia
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Eclectic artsy town with a hippie flair. Cool art galleries and good food. A must stop. Heck you may even see the owners artwork here.
It's the iconic stop for a reason. See the giant banyan tree, the historic square. A ton of restaurants and tourists but worth the visit and walk down the main street.
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Lahaina
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It's the iconic stop for a reason. See the giant banyan tree, the historic square. A ton of restaurants and tourists but worth the visit and walk down the main street.