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Maui Neighborhoods


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The majority of tourist-type guidebooks will tell you that Makawao is a "paniolo" (cowboy) town. Not any more. However, the vestiges of its history as a service center for the ranches, plantations and homesteads that surround the area remain in the local-style Dodge City look of the old buildings along Baldwin and Makawao Avenues and their retro-looking mates. The paniolo tradition continues, as well, in the theme for the Fourth-of- July parade that trundles through town from the Makawao Veterans Cemetery to the Eddie Tam Memorial Gym every year before the start of the annual Makawao Rodeo, the Maui Roping Club's biggest, drawing rodeo fanatics from all over the world.
Nowadays, if you were to make a survey of the shops and businesses lining Baldwin and Makawao Avenues, the two main arteries of the L-shaped town center (which is basically only one building wide on either side of the two streets), what you would find are fancy boutiques, art galleries and craft stores and excellent eateries. Tucked among more mundane things like real estate offices, hair stylists, a general store, bakery, bar, liquor shop, convenience store, and assorted financial wizards, are colorful shops and services for folks who are into alternative lifestyles and holistic medicine.
Maui's old "Paniolo" or cowboy town offers health spas, hip art galleries, and trendy boutiques alongside the feed stores and saddle shops. The Old West atmosphere prevails in the buildings and hitching posts lining the narrow streets. Cowboys and artists live side-by-side in this area. Real estate here, like its residents, is laid back and diverse. From cute starter homes located around the historic town center, to larger rural lots, farms, and ranch estates.
Haliimaile still looks like an old plantation camp even though the homes in the camp are privately owned, now, and no longer company worker housing. As a typical self-contained camp, Haliimaile had its own camp store, a theatre (long-gone now), as well as a dispensary (also defunct) and a gym and recreational activities. Parents sent their children to Makawao for schooling and on Sundays, the families attended church in Makawao as well.
Hali'imaile is a small village of homes surrounded by sugar cane fields with country living convenient to town or the beach. Located between Pukalani and Makawao, it offers cute small homes near a community park, a farmers market, and five star dining at Halii Maile General Store Restaurant.
Olinda - The word "Piiholo" literally means "climb run." The road, which winds its way up past pineapple fields and pastures, through old eucalyptus trees and evergreens is certainly steep enough to warrant the name. Old-timers say the loop road cutting through the wet forests and pastures above Makawao town that is now the Piiholo and Olinda Roads were once named, respectively, "East Piiholo" and "West Piiholo." Then Samuel T. Alexander built a home on West Piiholo. It is said the home was called "Olinda," after a place in Spain.
The tree-lined roads are often narrow and winding. The views between the trees can be breathtakingly beautiful. The beauty of the area has always attracted those who wish to escape the hustle and bustle of town life and those drawn to a rural lifestyle. Old family estates of island movers and shakers mingle with rustic farmsteads and more modern designer homes amid pastures and forest.
Crisp, clean air, cool nights, and million dollar views in a quiet country setting make Olinda properties some of the most sought after on the island of Maui. The famous Olinda Road, where Mark Twain once lived, features amazing homes and gorgeous views of North, South, and West Maui. Ranches and farms proliferate in this area, with wide expanses of open land.

Makawao/Olinda/Haliimaile News

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