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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 82
1 2 3 4 5

3576 Lower Kula in Kula/Ulupalakua/Kanaio

MLS Number: 376497 Bedrooms: 4
Status: ACTIVE Baths: 4.50
Acreage: 2.0800 acres (approx) Interior:7160 sq. ft. (approx)
Price: $3,900,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

This classic and timeless home was inspired by the renowned architect, C.W. Dickey. Located in one of the most desirable elevations in Kula, with fantastic weather year r...

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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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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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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: $1,895,000 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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2725 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 376519 Bedrooms: 6
Status: ACTIVE Baths: 3.00
Acreage: 59.7900 acres (approx) Interior:4490 sq. ft. (approx)
Price: $3,800,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Beautifully and privately situated atop the hills of Olinda, this historic 60 acre Upcountry estate is a treasure to behold! Built in 1912, a wealth of Maui's history run...

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1 Alaluana in Makawao/Olinda/Haliimaile

MLS Number: 377468 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 1.4600 acres (approx) Interior:4276 sq. ft. (approx)
Price: $950,000 Fee Simple Listed By: Millennium Realty, Inc.

Incredible opportunity for the owner builder or contractor to finish this master piece of a HOME! This well designed 5 bedroom 3 bath 2-story home is done to the "rough ...

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12241 Haleakala in Kula/Ulupalakua/Kanaio

MLS Number: 376795 Bedrooms: 5
Status: ACTIVE Baths: 3.50
Acreage: 9.2100 acres (approx) Interior:4030 sq. ft. (approx)
Price: $3,350,000 Fee Simple Listed By: Wailea Realty Corp.

Casual elegance is found in this Kula Estate on over 9 acres of rural beauty. Enter the main house through a decorative glass and wood door, and walk into a spacious ope...

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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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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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515 Kini in Kula/Ulupalakua/Kanaio

MLS Number: 377529 Bedrooms: 3
Status: ACTIVE Baths: 3.00
Acreage: 2.0000 acres (approx) Interior:3685 sq. ft. (approx)
Price: $3,490,000 Fee Simple Listed By: Coldwell Banker Island Prop(S)

This secluded 2 acre property at a perfect 1600ft elevation, is surrounded by lush, expansive ag lands, with access via a gated paved road. Overlooking Makena’s “Big...

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162 Hoopalua in Pukalani

MLS Number: 377499 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 2.0175 acres (approx) Interior:3530 sq. ft. (approx)
Price: $1,960,000 Fee Simple Listed By: Hawaii Life (W)

Come home to Kula 200, one of Upcountry’s premier neighborhoods. Enter this tranquil estate through a private gate and tree-lined driveway. The gracious 4 bedroom, 3 ba...

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140 Kulanani in Kula/Ulupalakua/Kanaio

MLS Number: 376538 Bedrooms: 3
Status: ACTIVE Baths: 3.50
Acreage: 3.8590 acres (approx) Interior:3460 sq. ft. (approx)
Price: $2,900,000 Fee Simple Listed By: Kokua Realty LLC

This amazing Kula estate with sweeping ocean views is one of contemporary design that embraces the natural, yet extremely durable and insect resistant Ipe wood, along wit...

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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: $1,525,000 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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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: $1,888,000 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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2875 Kekaulike in Kula/Ulupalakua/Kanaio

MLS Number: 377085 Bedrooms: 3
Status: ACTIVE Baths: 3.00
Acreage: 2.0000 acres (approx) Interior:3234 sq. ft. (approx)
Price: $935,000 Fee Simple Listed By: Fine Island Properties, LLC

Superb upper Kula location for this larger custom built home. The previous renovations are almost complete and are waiting for your finishing touch. Now the ground floor ...

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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: $1,998,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Spectacular Custom Home on an amazing 6 acres located at the idyllic upcountry elevation of 1,300 feet. Peaceful and private, this 3,200 square foot island home was archi...

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325 Waiahiwi in Makawao/Olinda/Haliimaile

MLS Number: 376128 Bedrooms: 2
Status: ACTIVE Baths: 2.00
Acreage: 151.5700 acres (approx) Interior:3186 sq. ft. (approx)
Price: $7,000,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(W)

Own a portion of the iconic Piiholo Ranch. This is nearly 150 acres of land, including a 1,700 sq.ft. 2 bed/2 bath home with 4,400 sq. ft. barn, riding arenas, stables an...

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2540 Kekaulike in Kula/Ulupalakua/Kanaio

MLS Number: 376695 Bedrooms: 4
Status: ACTIVE Baths: 2.00
Acreage: 0.7000 acres (approx) Interior:3040 sq. ft. (approx)
Price: $990,000 Fee Simple Listed By: Wailea Realty Corp.

Beautiful Kula living on over 30,000 sq. ft. of wooded greenery, this 4 bedroom, 2 bath home is nestled on a gentle slope. This 2-story home features vaulted open-beam ce...

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148 Hoomaikai in Kula/Ulupalakua/Kanaio

MLS Number: 374054 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 5.7700 acres (approx) Interior:3023 sq. ft. (approx)
Price: $2,395,000 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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Displaying results 1 - 20 of
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