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Maui Upcountry Real Estate Listings

There are some who argue that the climate of Maui's Upcountry is the best in the world. Scroll down to see our Maui Upcountry real estate listings. If you have questions or wish to discuss a property, please contact the Maui Real Estate Team at (800) 579-1525 or by email. We'll be happy to help.

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Displaying results 1 - 20 of 96
1 2 3 4 5

2372 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 371007 Bedrooms: 5
Status: ACTIVE Baths: 5.50
Acreage: 35.0000 acres (approx) Interior:5210 sq. ft. (approx)
Price: $12,800,000 Fee Simple Listed By: Coldwell Banker Island Prop(P)

Welcome to 2372 Baldwin Avenue, the legendary Plantation Ranch of Paholei. In 1889, Paholei was known as the Haliimaile Plantation, eventually to become a pivotal part of...

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2301 Omaopio in Kula/Ulupalakua/Kanaio

MLS Number: 374602 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 27.6180 acres (approx) Interior:1536 sq. ft. (approx)
Price: $7,500,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

An incredible opportunity to acquire one of Hawaii’s top producing landscape and flower nurseries. Established in 1979, Howard’s Nurseries provides and ships througho...

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12241 Haleakala in Kula/Ulupalakua/Kanaio

MLS Number: 374020 Bedrooms: 5
Status: ACTIVE Baths: 3.50
Acreage: 9.2100 acres (approx) Interior:4030 sq. ft. (approx)
Price: $4,950,000 Fee Simple Listed By: Emerald Club Realty, Inc.

This very rare 9.21 acre property is an oasis within the thousands of acres of Haleakala Ranch Land. Private, gated and all useable, the pastures are gorgeous and perfec...

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3576 Lower Kula in Kula/Ulupalakua/Kanaio

MLS Number: 369240 Bedrooms: 4
Status: ACTIVE Baths: 4.50
Acreage: 2.0800 acres (approx) Interior:7160 sq. ft. (approx)
Price: $4,250,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

The timeless architecture of this gracious island home was inspired by renowned architect, C.W. Dickey, executed by one of Maui's premier architectural firm and impeccabl...

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14830 Haleakala in Kula/Ulupalakua/Kanaio

MLS Number: 373525 Bedrooms: 5
Status: ACTIVE Baths: 5.50
Acreage: 3.6100 acres (approx) Interior:4372 sq. ft. (approx)
Price: $4,195,000 Fee Simple Listed By: Maui Real Estate Advisors LLC

Historically, the home of 'Princess Abigail Kapiolani Kawananakoa', the 'Haleakala Princess Estate', not only piques one's imagination, but upon 'being there' satisfies o...

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8000 KULA HWY in Kula/Ulupalakua/Kanaio

MLS Number: 373388 Bedrooms: 3
Status: ACTIVE Baths: 3.50
Acreage: 15.0030 acres (approx) Interior:3850 sq. ft. (approx)
Price: $3,595,000 Fee Simple Listed By: Haiku Properties

A magnificent 15 acre estate with the best bi-coastal views, a private forest, top of the line horse facilities including meandering trails surround the architecturally d...

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3051 Omaopio in Kula/Ulupalakua/Kanaio

MLS Number: 371754 Bedrooms: 5
Status: ACTIVE Baths: 5.50
Acreage: 5.0300 acres (approx) Interior:4410 sq. ft. (approx)
Price: $2,895,000 Fee Simple Listed By: Delmore Realty

Omaopio treasure with heavenly palm-tree lined driveway. Set in an ideal drier climate of Omaopio on the lower slopes of Haleakala at approx 1,350 ft elevation, this 4,41...

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891 Holopuni in Kula/Ulupalakua/Kanaio

MLS Number: 374118 Bedrooms: 4
Status: ACTIVE Baths: 4.00
Acreage: 2.1100 acres (approx) Interior:4748 sq. ft. (approx)
Price: $2,700,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Beautiful Upcountry Estate on 2.11 acres with expansive views, established landscaping and sweeping lawns! The Main 4 Bedroom/4Bath Home features two entrances, a two-ca...

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214 Kawehi in Kula/Ulupalakua/Kanaio

MLS Number: 370863 Bedrooms: 2
Status: ACTIVE Baths: 2.50
Acreage: 19.3000 acres (approx) Interior:4023 sq. ft. (approx)
Price: $2,695,000 Fee Simple Listed By: Wailea Realty Corp.

Imagine the Possibilities! 20 Gorgeous Acres in Kula with huge bicoastal views. The elevation change is from 3500 to 4000 feet from the bottom of the property to the top ...

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251 Auli'i in Pukalani

MLS Number: 374218 Bedrooms: 4
Status: ACTIVE Baths: 4.00
Acreage: 2.0018 acres (approx) Interior:4817 sq. ft. (approx)
Price: $2,688,000 Fee Simple Listed By: Elite Pacific Properties, LLC

The combined elegance and country location makes this, 4,817 sq. ft. estate, with an open and airy floorplan, four en-suite bedrooms, three half baths, a must see. Some...

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1860 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 374010 Bedrooms: 5
Status: ACTIVE Baths: 4.50
Acreage: 2.6333 acres (approx) Interior:3992 sq. ft. (approx)
Price: $2,600,000 Fee Simple Listed By: Tim Gardner Realty

PRICED TO SELL AFTER $500,000 PRICE REDUCTION! OWNERS WANT IT SOLD NOW! Located in magical Olinda, high above Historic Makawao Town, this estate is known as "Angel's N...

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148 Hoomaikai in Kula/Ulupalakua/Kanaio

MLS Number: 374054 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 5.7700 acres (approx) Interior:3023 sq. ft. (approx)
Price: $2,525,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(W)

Stunning single level 4 bedroom 3 bath custom built Plantation designed home in Kula, Maui. Enjoy unobstructed, spectacular bicoastal ocean views and equally beautiful H...

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101 Ikena Kai in Kula/Ulupalakua/Kanaio

MLS Number: 371501 Bedrooms: 3
Status: ACTIVE Baths: 2.50
Acreage: 6.6610 acres (approx) Interior:3204 sq. ft. (approx)
Price: $2,495,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Classic Island Custom Home on 6 acres located at the idyllic upcountry elevation of 1,300 feet. Not too hot, not too cold, and close to town and upcountry’s excellent a...

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126 Hoomaikai in Kula/Ulupalakua/Kanaio

MLS Number: 370617 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 4.00
Acreage: 10.0000 acres (approx) Interior:3897 sq. ft. (approx)
Price: $2,395,000 Fee Simple Listed By: Haiku Properties

Spectacular sunsets, 10 acres of privacy, pleasant climate and easy access to town make this lower Kula estate an ideal up-country home. The 3897 sq. ft. single level res...

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220 Ohaoha in Makawao/Olinda/Haliimaile

MLS Number: 374091 Bedrooms: 3
Status: ACTIVE Baths: 4.50
Acreage: 2.0760 acres (approx) Interior:2739 sq. ft. (approx)
Price: $2,395,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Discover resort style living merely minutes from Makawao Town, Hali’imaile and some of Upcountry’s finest schools, with Pa’ia and the North Shore beaches a short dr...

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1265 Pulehuiki in Kula/Ulupalakua/Kanaio

MLS Number: 368243 Bedrooms: 2
Status: PENDING - CONT. TO SHOW Baths: 2.50
Acreage: 9.0900 acres (approx) Interior:1616 sq. ft. (approx)
Price: $2,295,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Live among kings in pastoral Kula. This architecturally designed plantation style home is perched atop a nine acre working Protea flower farm, offering the best of pristi...

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64 Kawehi in Kula/Ulupalakua/Kanaio

MLS Number: 374049 Bedrooms: 2
Status: ACTIVE Baths: 2.00
Acreage: 1.7900 acres (approx) Interior:1858 sq. ft. (approx)
Price: $2,265,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

This charming, gracious and timeless property commands ocean and bi-coastal views set amongst 1.79 acres of a lovely rolling lawn, rock walls and beautiful gardens. Enter...

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16290 Haleakala in Kula/Ulupalakua/Kanaio

MLS Number: 374925 Bedrooms: 2
Status: ACTIVE Baths: 2.50
Acreage: 1.5002 acres (approx) Interior:1552 sq. ft. (approx)
Price: $2,257,000 Fee Simple Listed By: KW Island Living (Ka)

As the gates open at White Star Ranch, you enter a fully fenced private estate with open air installation of evening lit life size bronze sculptures. Estate includes mai...

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48 Ohaoha in Makawao/Olinda/Haliimaile

MLS Number: 373947 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 2.0600 acres (approx) Interior:4653 sq. ft. (approx)
Price: $2,250,000 Fee Simple Listed By: Coldwell Banker Island Prop(P)

Built in 2006, designed for gatherings to relax and take in the wide views of West Maui Mountains and the ocean views from west to east. An area held closely by the Baldw...

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31 Welina in Pukalani

MLS Number: 374589 Bedrooms: 2
Status: ACTIVE Baths: 2.50
Acreage: 2.0700 acres (approx) Interior:2217 sq. ft. (approx)
Price: $2,226,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(W)

This Kula 200 gem on 2 acres, is fully fenced and beautifully gated, located on a quiet cul-de-sac, of one of upcountry Maui’s, most sought after neighborhoods. The 2 b...

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Displaying results 1 - 20 of
1 2 3 4 5

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