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Makawao/Hali’imaile, Upcountry Maui

Makawao and Hali’imaile sit along the slopes of Haleakalā, offering a cooler Upcountry setting close to Central Maui.

Makawao and Hali’imaile are two adjacent Upcountry communities tucked along the slopes of Haleakalā, both known for their cooler climate and laid-back lifestyle. While they sit just minutes from Central Maui, life here feels firmly rooted in local culture and everyday island living. Though geographically close, Makawao and Hali’imaile offer distinct personalities − a difference that often shapes where buyers feel most at home when exploring Upcountry Maui real estate.

Understanding those differences is often the key to finding the right fit in Upcountry Maui.

Min. Price
Max. Price
Beds
Baths
1065 Ehu Rd Makawao, HI 96768
$2,495,000
5 Beds 4 Baths 3,264 Sqft Listing No. 406582 Property Type: House camera (50) Listing by Hawaii Life (W) Cell: 808-359-8500
Details
200 Hoopalua Dr Makawao, HI 96768
$2,300,000
1 Beds 2 Baths 1,156 Sqft Listing No. 408070 Property Type: House camera Virtual Tour camera (50) Listing by Island Sotheby's Int'l Rlty(M) Cell: 808-283-9613
Details
1365 Piiholo Rd Makawao, HI 96768
$1,999,000
3 Beds 1 | 1 Baths 3,433 Sqft Listing No. 406954 Property Type: House camera Virtual Tour camera (39) Listing by Keller Williams Realty Maui-Ka Cell: 808-542-8059
Details
1854 Olinda Rd Makawao, HI 96768
$1,995,000
1 Beds 2 Baths 1,304 Sqft Listing No. 408071 Property Type: House camera (26) Listing by Island Sotheby's International Realty(M) Cell: 808-283-9613
Details
179 Maiaku St #Lot 165 Makawao, HI 96768
$1,825,000
4 Beds 3 Baths 1,456 Sqft Listing No. 407512 Property Type: House Listing by Island Sotheby's International Realty(L) Cell: 808-799-6922
Details
139 Maiaku St #Lot 168 Makawao, HI 96768
$1,725,000
4 Beds 2 | 1 Baths 2,280 Sqft Listing No. 407513 Property Type: House Listing by Island Sotheby's Int'l Rlty(M) Cell: 808-357-1844
Details
329 Na Mahoe St #Lot 20 Makawao, HI 96768
$1,675,000
4 Beds 3 Baths 1,960 Sqft Listing No. 407511 Property Type: House Listing by Island Sotheby's Int'l Rlty(W) Cell: 808-280-6987
Details
65 Oliona St #Lot 140 Makawao, HI 96768
$1,625,000
4 Beds 3 | 1 Baths 2,095 Sqft Listing No. 405946 Property Type: House Listing by Island Sotheby's International Realty(L) Cell: 808-799-6922
Details
1115 Pookela Rd Makawao, HI 96768
$1,595,000
4 Beds 3 Baths 1,888 Sqft Listing No. 408002 Property Type: House camera Virtual Tour camera (37) Listing by Coldwell Banker Island Prop-Ku Cell: 808-280-3341
Details
1199 Freitas Pl Makawao, HI 96768
$1,575,000
3 Beds 2 Baths 1,635 Sqft Listing No. 407661 Property Type: House camera Virtual Tour camera (48) Listing by Compass-W
Details
2400 Piiholo Rd Makawao, HI 96768
$1,549,000
3 Beds 2 Baths 2,760 Sqft Listing No. 408348 Property Type: House camera (39) Listing by Coldwell Banker Island Prop(Ka) Cell: 808-268-2322
Details
293 Na Mahoe St #Lot 17 Makawao, HI 96768
$1,455,000
4 Beds 2 | 1 Baths 1,715 Sqft Listing No. 406214 Property Type: House Listing by Island Sotheby's International Realty(L) Cell: 808-799-6922
Details
 1065 Ehu Rd, Makawao, HI 96768
Fee Simple
camera (50)
price

$2,495,000

beds

5 5 Beds

baths

4 4 Baths

lot size

3,264 Sqft 3,264 Sqft

listing no.

406582 Listing No. 406582

property type

House Property Type: House

gallery photos

camera (50)

Listing by Hawaii Life (W) Cell: 808-359-8500

 200 Hoopalua Dr, Makawao, HI 96768
Fee Simple
camera VIRTUAL TOUR camera (50)
price

$2,300,000

beds

1 1 Beds

baths

2 2 Baths

lot size

1,156 Sqft 1,156 Sqft

listing no.

408070 Listing No. 408070

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (50)

Listing by Island Sotheby's Int'l Rlty(M) Cell: 808-283-9613

 1365 Piiholo Rd, Makawao, HI 96768
Fee Simple
camera VIRTUAL TOUR camera (39)
price

$1,999,000

beds

3 3 Beds

baths

1 | 1 1 | 1 Baths

lot size

3,433 Sqft 3,433 Sqft

listing no.

406954 Listing No. 406954

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (39)

Listing by Keller Williams Realty Maui-Ka Cell: 808-542-8059

 1854 Olinda Rd, Makawao, HI 96768
Fee Simple
camera (26)
price

$1,995,000

beds

1 1 Beds

baths

2 2 Baths

lot size

1,304 Sqft 1,304 Sqft

listing no.

408071 Listing No. 408071

property type

House Property Type: House

gallery photos

camera (26)

Listing by Island Sotheby's International Realty(M) Cell: 808-283-9613

 179 Maiaku St #Lot 165, Makawao, HI 96768
Fee Simple
price

$1,825,000

beds

4 4 Beds

baths

3 3 Baths

lot size

1,456 Sqft 1,456 Sqft

listing no.

407512 Listing No. 407512

property type

House Property Type: House

Listing by Island Sotheby's International Realty(L) Cell: 808-799-6922

 139 Maiaku St #Lot 168, Makawao, HI 96768
Fee Simple
price

$1,725,000

beds

4 4 Beds

baths

2 | 1 2 | 1 Baths

lot size

2,280 Sqft 2,280 Sqft

listing no.

407513 Listing No. 407513

property type

House Property Type: House

Listing by Island Sotheby's Int'l Rlty(M) Cell: 808-357-1844

 329 Na Mahoe St #Lot 20, Makawao, HI 96768
Fee Simple
price

$1,675,000

beds

4 4 Beds

baths

3 3 Baths

lot size

1,960 Sqft 1,960 Sqft

listing no.

407511 Listing No. 407511

property type

House Property Type: House

Listing by Island Sotheby's Int'l Rlty(W) Cell: 808-280-6987

 65 Oliona St #Lot 140, Makawao, HI 96768
Fee Simple
price

$1,625,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

2,095 Sqft 2,095 Sqft

listing no.

405946 Listing No. 405946

property type

House Property Type: House

Listing by Island Sotheby's International Realty(L) Cell: 808-799-6922

 1115 Pookela Rd, Makawao, HI 96768
Fee Simple
camera VIRTUAL TOUR camera (37)
price

$1,595,000

beds

4 4 Beds

baths

3 3 Baths

lot size

1,888 Sqft 1,888 Sqft

listing no.

408002 Listing No. 408002

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (37)

Listing by Coldwell Banker Island Prop-Ku Cell: 808-280-3341

 1199 Freitas Pl, Makawao, HI 96768
Fee Simple
camera VIRTUAL TOUR camera (48)
price

$1,575,000

beds

3 3 Beds

baths

2 2 Baths

lot size

1,635 Sqft 1,635 Sqft

listing no.

407661 Listing No. 407661

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (48)

Listing by Compass-W

 2400 Piiholo Rd, Makawao, HI 96768
Fee Simple
camera (39)
price

$1,549,000

beds

3 3 Beds

baths

2 2 Baths

lot size

2,760 Sqft 2,760 Sqft

listing no.

408348 Listing No. 408348

property type

House Property Type: House

gallery photos

camera (39)

Listing by Coldwell Banker Island Prop(Ka) Cell: 808-268-2322

 293 Na Mahoe St #Lot 17, Makawao, HI 96768
Fee Simple
price

$1,455,000

beds

4 4 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,715 Sqft 1,715 Sqft

listing no.

406214 Listing No. 406214

property type

House Property Type: House

Listing by Island Sotheby's International Realty(L) Cell: 808-799-6922

This information is believed to be accurate. It has been provided by sources other than the Realtors Association of Maui and should not be relied upon without independent verification. You should conduct your own investigation and consult with appropriate professionals to determine the accuracy of the information provided and to answer any questions concerning the property and structures located thereon. Featured properties may or may not be listed by the office/agent presenting this brochure. 1995-2026, REALTORS® Association of Maui, Inc. All Rights Reserved.
By using this website, you agree to the Website Terms of Use. .
Properties on this site include Land Tenure information on their detail listing pages.

RAM data last updated at February 4, 2026, 7:17 AM HAST
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MAKAWAO: THE CULTURAL HEART OF THE UPCOUNTRY

Makawao is the heart of Upcountry Maui’s creative spirit. Its paniolo roots are still visible, especially during long-standing events like the Makawao Rodeo, one of Hawaii’s largest rodeos.

Downtown Makawao is walkable and lively. You’ll find art galleries, local boutiques, coffee shops, and restaurants that cater to locals and visitors. Community events, sidewalk chats, and familiar storefronts give the town a lived-in charm that appeals to long-time residents and new homeowners.

HALI’IMAILE: QUIET, GROUNDED, AND LOW-KEY

Just north of Makawao, Hali’imaile offers a peaceful atmosphere. This community developed as a residential area during Maui’s sugar plantation era and has mostly remained that way. Businesses are limited, with most activity centered around homes, schools, and neighborhood streets.

The majority of these properties are owner-occupied and have been held for a long time. There’s a strong sense of community, and locals live a laid-back lifestyle. For shopping and dining, Makawao or Central Maui is just a short drive, but Hali’imaile offers a calm, familiar pace when you return home.

MAKAWAO AND HALI’IMAILE REAL ESTATE

Makawao/Hali’imaile, Upcountry Maui

A quiet residential setting typical of Upcountry neighborhoods like Hali’imaile, where modest homes and lush gardens shape everyday life.

Real estate in Makawao and Hali’imaile is appealing to buyers seeking a primary residence rather than a short-term investment. These regions attract long-term residents due to their cool climate, proximity to schools, and easy access to Central Maui. Homes for sale in Makawao, Maui are typically multigenerational properties that have been updated to accommodate modern living.

Common features

AT HOME

Most properties are single-family residences with yards, gardens, or outdoor living spaces. Architectural styles vary, combining plantation-inspired designs with modern updates. You’ll often see practical improvements, such as energy-efficient windows, covered lanais, and layouts designed for good airflow.

IN THE COMMUNITY

Makawao and Hali’imaile are renowned for their great local pride and a close-knit atmosphere. Residents enjoy easy access to Makawao’s town center and Hali’imaile’s quiet streets, cooler temperatures than those on the coast, and a lifestyle that encourages walking, connecting with neighbors, and participating in local events.

LIFE IN MAKAWAO AND HALI’IMAILE

Makawao/Hali’imaile, Upcountry Maui

A moment from the Makawao Rodeo, a long-time celebration of the town’s paniolo heritage and community spirit.

Dining, shopping, and everyday essentials

LOCAL RESTAURANTS AND CAFÉS

SHOPS AND SERVICES

  • Maui Hands. A cooperative gallery and shop featuring locally made art, jewelry, and gifts.

  • Pink by Nature. A boutique offering apparel, accessories, and home items with an island aesthetic.

  • Makawao town services. Banks, salons, postal services, and professional offices that cover most everyday needs.

Arts, culture, and community events

CULTURAL ATTRACTIONS

  • Makawao Rodeo. One of Hawaii’s largest rodeos, celebrating the area’s paniolo heritage each summer.

  • Makawao Stampede. A community event tied to rodeo season that brings residents together through parades and festivities.

  • Makawao Union Church and Kaahumanu Church. Historic churches that highlight the town’s long history as a center for the Upcountry community.

GALLERIES AND CREATIVE SPACES

  • Viewpoints Gallery. Showcasing contemporary works by local Maui artists.

  • Makai Glass Maui. A working glass studio offering handcrafted pieces and demonstrations.

  • Small artist studios. Scattered throughout town, contributing to Makawao’s everyday creative presence.

HANDS-ON CULTURAL AND AGRICULTURAL EXPERIENCES

  • Haku Maui. A working flower farm and design studio known for lei-making workshops and seasonal floral experiences. Visiting gives you insight into traditional Hawaiian practices while working directly with locally grown materials.

  • Maui Pineapple Plantation Excursion. A guided experience through active pineapple fields near Hali’imaile, offering a behind-the-scenes look at one of Maui’s most recognizable crops.

  • Maui Pineapple Tour. A relaxed farm tour focused on cultivation, harvesting, and tasting, with fresh pineapple often included. It’s a low-key way to learn how agriculture still shapes Upcountry life today.

Outdoor recreation

  • Makawao Forest Reserve. A popular spot for walking, trail running, and mountain biking, with shaded paths and varied terrain just minutes from town.

  • Kula Forest Reserve. Offers quieter trails and cooler conditions, ideal for hiking and longer nature outings away from busier areas.

  • Polipoli Spring State Recreation Area. A higher-elevation park with forested trails, picnic areas, and seasonal wildflowers, providing a different perspective on Maui’s landscape.

  • Haleakalā National Park (Summit and Sliding Sands area). Known for hiking, sunrise views, and expansive volcanic landscapes, all within a straightforward drive from Makawao and Hali’imaile.

FAQs

Is Makawao more walkable than Hali’imaile?

Yes. Makawao has a well-defined town center with shops and dining options, while Hali’imaile is primarily residential and typically requires a car for errands.

Are the homes here mostly owner-occupied?

Yes. As many homes are occupied full-time, they help maintain neighborhood stability and steady home prices.

How close are Upcountry areas to Central Maui?

Makawao and Hali’imaile are approximately 10 to 15 minutes from Central Maui, depending on traffic.

FIND HOMES FOR SALE IN MAKAWAO AND HALI’IMAILE, MAUI

Makawao and Hali’imaile may sit side by side, but they offer distinctly different ways of experiencing Upcountry Maui. From the energy of Makawao’s town center to the quieter streets of Hali’imaile, we help our clients find the place that truly feels like home. Explore more of what Upcountry living has to offer, and let’s find the right fit together.

Call us − Maui Real Estate Collective − at 808.633.3936 or send us an email to schedule a free real estate consultation.

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