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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 85
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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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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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: $3,950,000 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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2210 olinda in Makawao/Olinda/Haliimaile

MLS Number: 375176 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 39.7500 acres (approx) Interior:2637 sq. ft. (approx)
Price: $3,500,000 Fee Simple Listed By: Green Realty Group

Beautiful 39.76 acres of Lush Forest in Beautiful Olinda Maui. Ocean Views from almost every angle. There is county water (1 water meter) and (2) electric meters on the ...

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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.

New Price for this fabulous 19.5 acre estate in Kula! The soaring loft style main home is designed by renowned architect Bart Prince and includes a separate bath house wi...

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1860 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 374010 Bedrooms: 5
Status: PENDING - CONT. TO SHOW 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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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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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: $2,450,000 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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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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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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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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450 Hoopalua in Pukalani

MLS Number: 373629 Bedrooms: 4
Status: ACTIVE Baths: 4.00
Acreage: 2.0030 acres (approx) Interior:4620 sq. ft. (approx)
Price: $1,995,000 Fee Simple Listed By: Equity One Real Estate Inc (P)

Enter these GRAND and STATELY GROUNDS amidst glorious rock walls in Kula 200! This truly elegant home was lovingly built and has never been offered before on the market. ...

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2460 Omaopio in Kula/Ulupalakua/Kanaio

MLS Number: 374692 Bedrooms: 3
Status: ACTIVE Baths: 2.50
Acreage: 24.3500 acres (approx) Interior:3247 sq. ft. (approx)
Price: $1,988,000 Fee Simple Listed By: Maui Luxury Real Estate LLC

Spectacular 24.35 acres of pastureland with breathtaking bi-coastal ocean plus mountain views. The circular driveway welcomes you to the crowning glory of the single lev...

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3610 Lower Kula in Kula/Ulupalakua/Kanaio

MLS Number: 375643 Bedrooms: 3
Status: ACTIVE Baths: 2.50
Acreage: 2.0030 acres (approx) Interior:3777 sq. ft. (approx)
Price: $1,895,000 Fee Simple Listed By: Hawaii Life (W)

This thoughtfully crafted luxury residence is located in Kula View Estates, one of Kula’s premier neighborhoods. A professional designer custom built this classic home ...

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100 Kawehi in Kula/Ulupalakua/Kanaio

MLS Number: 375776 Bedrooms: 3
Status: ACTIVE Baths: 3.00
Acreage: 5.2400 acres (approx) Interior:2912 sq. ft. (approx)
Price: $1,825,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Located on one of Kula's most magical roads, Kawehi Place, this quiet gem offers stunning bi-coastal views and charming surrounds. The unassuming exterior does not prepar...

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13214 Kula in Kula/Ulupalakua/Kanaio

MLS Number: 372607 Bedrooms: 4
Status: ACTIVE Baths: 2.50
Acreage: 4.2200 acres (approx) Interior:3897 sq. ft. (approx)
Price: $1,799,997 Fee Simple Listed By: Hawaii Life (W)

Seller will entertain offers between $1,499,944 and $1,799,997!! THIS IS A DYNAMIC PROPERTY! Beautiful, majestic ~ extraordinary ~ Ulupalakua ...bordered by hundreds of...

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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: $1,795,000 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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1001 Copp in Kula/Ulupalakua/Kanaio

MLS Number: 369871 Bedrooms: 2
Status: ACTIVE Baths: 1.50
Acreage: 11.6000 acres (approx) Interior:820 sq. ft. (approx)
Price: $1,700,000 Fee Simple Listed By: Pacific Shores Realty

11.6 acres with panoramic ocean views with an 820 Sq Ft plantation style home with wrap around lanai. (1) 5/8" water meter currently installed. Plans currently submitte...

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47 Naniuka in Makawao/Olinda/Haliimaile

MLS Number: 375924 Bedrooms: 3
Status: ACTIVE Baths: 3.50
Acreage: 2.5500 acres (approx) Interior:3302 sq. ft. (approx)
Price: $1,550,000 Fee Simple Listed By: Elite Pacific Properties, LLC

Now offered for sale on Maui, a stunning agricultural estate in the tranquil community of Olinda with views of Maui's coastline. This masterfully built custom residence o...

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Displaying results 1 - 20 of
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