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Upcountry Maui Real Estate Search

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Upcountry Maui Real Estate

What Mauians call “upcountry” consists of Makawao/Olinda, Pukalani, and Kula (from wettest to driest respectively). Being up at elevation on the slopes of Haleakala, these neighborhoods have a cooler temperature and amazing views of the central valley and Mount Kahalawai. In general prices rise as the elevation rises from Pukalani to Kula. Keep driving up beyond Kula and you will finally reach the top of Haleakala, one of the tallest Volcanoes in the world at 10,023 feet.

Latest Listings in Upcountry Maui

85 Ulana St, Makawao image
85 Ulana St, Makawao $1,700,000

Welcome to 85 Ulana Street, a versatile Upcountry property located in the desirable Maui Uplands neighborhood of Makawao. Situated in a peaceful residential setting, the ...

  • 5 Beds
  • 3 Baths
  • 411184 MLS
  • Fee Simple Tenure
Courtesy of Commercial Prop of Maui LLC

Listing courtesy of Commercial Prop of Maui LLC.

3260 Kihapai Pl, Makawao image
3260 Kihapai Pl, Makawao $1,449,000

This is it! A super convenient location, a house and ohana, heated swimming pool and best of all… The seller is offering a 4.25% Assumable VA loan…and yes, non-veterans a...

  • 3 Beds
  • 3 Baths
  • 411172 MLS
  • Fee Simple Tenure
Courtesy of Welcome Hawaii Properties

Listing courtesy of Welcome Hawaii Properties.

1521 Kanaio-kalama Park Lot C Rd, Kula image
1521 Kanaio-kalama Park Lot C Rd, Kula $4,995,000

AN ESTATE WITHOUT EQUAL. A SETTING BEYOND COMPARE: VILLA ROCAVALLO: A Tuscan-Inspired Estate in the Heart of Maui’s Ulupalakua Wine Country...Welcome to VILLA ROCAVALLO, ...

  • 4 Beds
  • 4 Baths
  • 411128 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

1521 Kanaio-kalama Park Rd Unit Lot A, Kula image
1521 Kanaio-kalama Park Rd Unit Lot A, Kula $995,000

"Private and serene" buildable ohana lot portion of this three lot 8.575 acre CPR consisting of a gated 2.109 acre gently sloping cleared lot (Lot A) at ideal 1300 foot e...

  • 411127 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

734 Upper Kimo Dr, Kula image
734 Upper Kimo Dr, Kula $975,000

Welcome to 734 Upper Kimo Drive, where breathtaking bi-coastal views, Upcountry charm, and numerous possibilities come together in one extraordinary setting. Perched alon...

  • 2 Beds
  • 1 Baths
  • 411123 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

462 Ainakula Rd, Kula image
462 Ainakula Rd, Kula $4,500,000

Views Galore. Kula Orchards Coffee Farm Estate is Maui’s gem, a true estate on the slopes of Haleakala at 3200ft elevation with a sweeping wide unobstructed bicoastal vie...

  • 3 Beds
  • 4 Baths
  • 411120 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(L)

Listing courtesy of Island Sotheby's International Realty(L).

845 Puapana Pl, Makawao image
845 Puapana Pl, Makawao $808,000

Makawao Oasis, over 8800 sq. ft. lot, Haleakala View, Bananas galore, on a flag lot. Tiny home that lives large, approx. 400 sq. ft. 2 Loft bedrooms, (one king size, the...

  • 2 Beds
  • 1 Baths
  • 411092 MLS
  • Fee Simple Tenure
Courtesy of Chris Bakeman Realty LLC

Listing courtesy of Chris Bakeman Realty LLC.

122 Ka Dr, Kula image
122 Ka Dr, Kula $1,875,000

Expansive ocean and island views take center stage from this spacious 3-bedroom, 2.5-bath, 3,034 sq. ft. home near the top of popular Kula Kai. The open main level is fil...

  • 3 Beds
  • 3 Baths
  • 411090 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(M)

Listing courtesy of Island Sotheby's International Realty(M).

50 Kaalele Pl, Kula image
50 Kaalele Pl, Kula $2,700,000

At the top of Kula’s sought-after Kulamanu neighborhood sits Kaalele Place: where the sunlight reflects off the manicured hedgerows, framing some of the best views on the...

  • 4 Beds
  • 3 Baths
  • 411081 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(M)

Listing courtesy of Island Sotheby's International Realty(M).

1018 Ulele St Unit Unit B, Makawao image
1018 Ulele St Unit Unit B, Makawao $744,000

Upcountry Cottage with Ocean Views & Open Yard This freestanding 2-bedroom, 1-bath cottage offers approximately 600 sq. ft. of living space and was renovated in 2023. The...

  • 2 Beds
  • 1 Baths
  • 411070 MLS
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

93 Piiholo Rd Unit B, Makawao image
93 Piiholo Rd Unit B, Makawao $725,000

This is a Residential Condo Property, Unit B of the Piiholo Meadows Condominium, and is approved for a cottage (farm dwelling of up to 1,500 square feet of living area). ...

  • 411068 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

93 Piiholo Rd Unit A, Makawao image
93 Piiholo Rd Unit A, Makawao $1,025,000

This is a Residential Condo Property, Unit A of the Piiholo Meadows Condominium, and is approved for the main house. Sweeping North Shore ocean views define this 12.007-a...

  • 411067 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

26 Kula Hwy Unit Unit D, Pukalani image
26 Kula Hwy Unit Unit D, Pukalani $548,000

BUILD YOUR MAUI HOME HERE. New Developer Offering! This shy 3/4 acre property is one of two CPR’d Spatial Units currently being offered for sale. Plenty of Room to BUILD ...

  • 411061 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

26 Kula Hwy Unit Unit E, Pukalani image
26 Kula Hwy Unit Unit E, Pukalani $298,000

BUILD YOUR MAUI HOME HERE. New Developer Offering! This is one of two CPR’d Spatial Units currently being offered for sale. Room to BUILD YOUR OHANA (Accessory Dwelling) ...

  • 411062 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

41 Poha Pl, Pukalani image
41 Poha Pl, Pukalani $2,700,000

1973 was the year Secretariat ran the fastest Triple Crown in history, American troops came home from Vietnam, and lines at gas stations wrapped around the block. But in ...

  • 4 Beds
  • 3 Baths
  • 411027 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(M)

Listing courtesy of Island Sotheby's International Realty(M).

1160 Ehu Rd, Makawao image
1160 Ehu Rd, Makawao $1,500,000

Enjoy the space, privacy and cooler climate of Upcountry living in this single-level 3-bedroom, 2-bath home set on 2.5 level, usable acres. High vaulted ceilings create a...

  • 3 Beds
  • 2 Baths
  • 411002 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(M)

Listing courtesy of Island Sotheby's International Realty(M).

11 Huliamahi Pl Unit Unit B, Makawao image
11 Huliamahi Pl Unit Unit B, Makawao $750,000

Looking to build Upcountry? 11 Huliamahi Place offers a compelling combination of location, views, and usability. This B unit of a two-unit CPR offers an acre of gently s...

  • 411001 MLS
  • Fee Simple Tenure
Courtesy of The Maui Real Estate Team Inc

Listing courtesy of The Maui Real Estate Team Inc.

143 Leiohu Cir, Makawao image
143 Leiohu Cir, Makawao $2,641,000

Enjoy cool upcountry breezes, bicoastal views and the convenience of nearby Makawao Town in this thoughtfully upgraded ranch style residence. Situated in a gated communit...

  • 3 Beds
  • 3 Baths
  • 410991 MLS
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ki

Listing courtesy of Keller Williams Realty Maui-Ki.

1175 Kamehameiki Rd, Kula image
1175 Kamehameiki Rd, Kula $1,200,000

Coming soon. Currently tenant occupied.

  • 3 Beds
  • 2 Baths
  • 410974 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(Ka)

Listing courtesy of Coldwell Banker Island Prop(Ka).

189 Hokupa St Unit Lot 36, Makawao image
189 Hokupa St Unit Lot 36, Makawao $1,525,000

Discover Hoku’ula in the charming town of Haliimaile, set on the mild slopes of Haleakala and overlooking Maui’s famous North Shore. Construction is underway, with an ...

  • 4 Beds
  • 3 Baths
  • 410946 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(L)

Listing courtesy of Island Sotheby's International Realty(L).

71 Makawao Ave Unit 3, Pukalani image
71 Makawao Ave Unit 3, Pukalani — Gardens Upcountry $935,000

These units rarely come on the market in this highly desirable small condo complex in Pukalani/Makawao. Built in a U shape around a very sweet courtyard and elegant park ...

  • 2 Beds
  • 3 Baths
  • 410936 MLS
  • Gardens Upcountry Bldg.
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

Hoomaikai Pl Unit Lot 7, Kula image
Hoomaikai Pl Unit Lot 7, Kula $2,900,000

Discover an extraordinary opportunity in Lower Kula with this exceptional 35-acre property located within the exclusive seven-lot Makani O Kula community. Set at approxim...

  • 410932 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

1199 Freitas Pl Pl, Makawao image
1199 Freitas Pl Pl, Makawao $1,200,000

Up country living at its best downtown Makawao. Lightfilled 3 bed, 2 bath one story home, new vinyl windows throughout. Expansive living room that moves into a large e...

  • 3 Beds
  • 2 Baths
  • 410916 MLS
  • Fee Simple Tenure
Courtesy of Chris Bakeman Realty LLC

Listing courtesy of Chris Bakeman Realty LLC.

Kamehameiki Rd, Kula image
Kamehameiki Rd, Kula $1,900,000

Discover the beauty and tranquility of Kula with this exceptional 9.2-acre agricultural property with bi-coastal ocean and Haleakala views and a 5/8” county water meter, ...

  • 410896 MLS
  • Fee Simple Tenure
Courtesy of Carol Ball & Assocs

Listing courtesy of Carol Ball & Assocs.

Kamehameiki Rd, Kula image
Kamehameiki Rd, Kula $725,000

Create your own private retreat on this stunning parcel in the highly desirable area of Kula on the island of Maui. At an ideal elevation, this lot offers breathtaking bi...

  • 410879 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(Ka)

Listing courtesy of Coldwell Banker Island Prop(Ka).

140 Kahala Pl, Kula image
140 Kahala Pl, Kula $2,495,000

3 1/2 acres of fertile farm ground with 1 1/2" water meter and bonus buildings. Seller may Carry Owner Financing with large down and fair terms. (2) 2 Bedroom 1 bath ho...

  • 2 Beds
  • 1 Baths
  • 410870 MLS
  • Fee Simple Tenure
Courtesy of Pacific Shores Realty

Listing courtesy of Pacific Shores Realty.

23 Kino St, Pukalani image
23 Kino St, Pukalani $599,000

Gently sloping lot with an installed water meter. Zoned R-3 so a house and cottage are possible. Newer neighborhood on the Makawao side of Haleakala Hwy. Sign on lot.

  • 410854 MLS
  • Fee Simple Tenure
Courtesy of Tri-Isle Rlty & Dev Co Inc

Listing courtesy of Tri-Isle Rlty & Dev Co Inc.

1587 Polipoli Rd, Kula image
1587 Polipoli Rd, Kula $1,484,000

Breathtaking Multi-Island Views & Serene Upcountry Living on 2+ Acres! Welcome to your pristine retreat tucked away and perched in the cool Kula air with stunning, unobs...

  • 2 Beds
  • 2 Baths
  • 410825 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's International Realty(M)

Listing courtesy of Island Sotheby's International Realty(M).

3586 Kalua Place, Makawao image
3586 Kalua Place, Makawao $1,125,000

Your whole family will have space in this energy efficient, turnkey, Bungalow Style, multi-level "Mini Mansion". It's nestled Upcountry on Haleakala. Walking distance to ...

  • 3 Beds
  • 2 Baths
  • 202617427 MLS
  • FS - Fee Simple Tenure
Courtesy of Nathalie Mullinix R. U., Inc.

Listing courtesy of Nathalie Mullinix R. U., Inc..

Malanani Dr, Kula image
Malanani Dr, Kula $1,250,000

Build your dream home on this 2.38-acre Upcountry Maui parcel with stunning bi-coastal ocean views. Pursuant to Maui County Code, Rural 0.5-acre zoning, the property prov...

  • 410792 MLS
  • Fee Simple Tenure
Courtesy of Hawaii Life (W)

Listing courtesy of Hawaii Life (W).

640 Makawao Ave, Makawao image
640 Makawao Ave, Makawao $1,549,000 ▼

Over two acres on Makawao Avenue, held by the same owners for generations. The property sits up on a rise in the band between Pukalani and Makawao, with Haleakala above i...

  • 4 Beds
  • 2 Baths
  • 410773 MLS
  • Fee Simple Tenure
Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

9900 Kula Hwy, Kula image
9900 Kula Hwy, Kula $850,000

Perched along the slopes of Haleakala in serene Upcountry Kula, this rare 3.865-acre agricultural parcel offers an exceptional canvas for your dream island estate, privat...

  • 410767 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

275 Kealakapu Rd, Kula image
275 Kealakapu Rd, Kula $1,800,000

Positioned along the tranquil countryside of Keokea, this exceptional 22.356-acre Upcountry estate parcel presents an unparalleled legacy ownership opportunity on Maui. A...

  • 410762 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

2480 Upper Kanaio Rd, Kula image
2480 Upper Kanaio Rd, Kula $1,350,000

For those who value privacy, peace, and a life removed from the busy pace of life, 2480 Upper Kanaio Road offers a rare opportunity to embrace the quiet beauty of Kanaio....

  • 3 Beds
  • 3 Baths
  • 410746 MLS
  • Fee Simple Tenure
Courtesy of The Agency Maui

Listing courtesy of The Agency Maui.

190 Aliiolani St, Pukalani image
190 Aliiolani St, Pukalani $1,659,000

Unique on Maui, and nestled in the sought-after Upcountry community of Pukalani, this multi-unit property presents a rare chance to own a plantation style home, inviting ...

  • 3 Beds
  • 2 Baths
  • 410729 MLS
  • Fee Simple Tenure
Courtesy of Compass-W

Listing courtesy of Compass-W.

8 Paliuli Pl, Kula image
8 Paliuli Pl, Kula $1,685,000 ▼

Experience the Upcountry lifestyle with this exceptional value in sought-after Kulamanu. Nestled on a large and private corner lot, this well-established 4-bedroom, 3.5...

  • 4 Beds
  • 4 Baths
  • 410722 MLS
  • Fee Simple Tenure
Courtesy of Kulamanu Realty

Listing courtesy of Kulamanu Realty.

221 Kalelemuku Pl Unit Lot #1, Kula image
221 Kalelemuku Pl Unit Lot #1, Kula $2,445,000

There is a freedom that comes with having enough land to think beyond the home itself. Lot 1, encompassing approx. 25 acres, looks out across an extraordinary stretch of...

  • 410713 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

275 Kula I'o Rd Unit Lot #7, Kula image
275 Kula I'o Rd Unit Lot #7, Kula $1,945,000

There is a freedom that comes with having enough land to think beyond the home itself. Lot 7, encompassing 15+ acres, looks out across an extraordinary stretch of Maui, ...

  • 410711 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

257 Kula I'o Rd Unit Lot #6, Kula image
257 Kula I'o Rd Unit Lot #6, Kula $1,895,000

There is a freedom that comes with having enough land to think beyond the home itself. Lot 6 represents the last remaining developer parcel at Kula I'O, encompassing 15+...

  • 410712 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

301 Hoohele Malie Pkwy Unit Lot #8, Kula image
301 Hoohele Malie Pkwy Unit Lot #8, Kula $1,895,000

There is a freedom that comes with having enough land to think beyond the home itself. Lot 8, encompassing 15+ acres, looks out across an extraordinary stretch of Maui, ...

  • 410709 MLS
  • Fee Simple Tenure
Courtesy of Maui Real Estate Advisors LLC

Listing courtesy of Maui Real Estate Advisors LLC.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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