Upcountry Maui Real Estate: Your Guide to Kula, Makawao & Haiku

Upcountry Maui Real Estate

When most people think about buying real estate on Maui, their minds immediately jump to the ocean. They imagine beachfront condos in Kihei, luxury estates in Wailea, or resort living in Ka'anapali. And I get it. The coast is spectacular. But after 16 years of living and working on this island, I can tell you that some of the most unique, sought-after, and frankly underappreciated real estate on Maui is found somewhere else entirely — higher on the slopes of Haleakala.

Upcountry Maui is a world unto itself. The moment you start climbing Haleakalā Highway and the temperature drops a few degrees, the air gets a little crisp, and the landscape shifts from dry coastal scrub to lush green pastures and eucalyptus forests, you understand why so many people fall in love with this part of the island and never look back. I've lived in several different areas on Maui over the years, and Upcountry holds a very special place in my heart.

So let's talk about the three communities you'll hear about most when exploring Upcountry real estate — Kula, Makawao, and Haiku — and what makes each one distinct.

Kula: Wide Open Spaces and Panoramic Views

Kula Real Estate

Kula is the gem of Upcountry Maui for buyers seeking space, privacy, and some of the island's most jaw-dropping views. Sitting at elevations ranging from around 2,000 to 4,000 feet on the slopes of Haleakalā, Kula offers a cooler, drier climate than the rest of Upcountry — it can actually get quite cold in upper Kula, especially at night — and a rural lifestyle that feels worlds away from the resort towns on the coast.

Real estate in Kula is predominantly single-family homes on larger agricultural lots. If you've ever dreamed of having a little farm, growing protea flowers, raising horses, or simply waking up every morning to sweeping views of the ocean and the neighboring islands, Kula is where that dream becomes possible.

Properties here range from modest homes on a half-acre to sprawling multi-acre estates, and the price range reflects that diversity.

One thing buyers often ask me about Kula is the commute. It's a valid consideration. Getting to Kahului, the airport, or the coast takes around 30-45 minutes, depending on exactly where in Kula you are. There is a small hospital in Kula, but it doesn't have all of the capabilities as the main hospital in Kahului. 

For many buyers, that trade-off is absolutely worth it. For others — particularly those who need to travel frequently or have kids with busy schedules — it's something to think carefully about.

Kula Homes For Sale

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1175 Kamehameiki Rd, Kula/Ulupalakua/Kanaio

$1,200,000

Kula/Ulupalakua/Kanaio

1175 Kamehameiki Rd, Kula/Ulupalakua/Kanaio

3 Beds 2 Baths 1,320 SqFt Residential MLS® # 410974

Days on Market: 1

Coldwell Banker Island Prop(Ka) Cell: 808-870-0553

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$2,900,000

Kula/Ulupalakua/Kanaio

Hoomaikai Pl Lot 7, Kula/Ulupalakua/Kanaio

0 Beds 0 Baths 0 SqFt Land MLS® # 410932

Days on Market: 5

Coldwell Banker Island Prop-Ku Cell: 808-385-3992

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$1,900,000

Kula/Ulupalakua/Kanaio

0 Kamehameiki Rd, Kula/Ulupalakua/Kanaio

0 Beds 0 Baths 0 SqFt Land MLS® # 410896

Days on Market: 8

Carol Ball & Assocs Cell: 808-283-9043

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$725,000

Kula/Ulupalakua/Kanaio

0 Kamehameiki Rd, Kula/Ulupalakua/Kanaio

0 Beds 0 Baths 0 SqFt Land MLS® # 410879

Days on Market: 10

Coldwell Banker Island Prop(Ka) Cell: 808-870-0553

Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

Read the Guide
Listing Image for 140 Kahala Pl 1 of 34 Listing Image for 140 Kahala Pl 2 of 34 Listing Image for 140 Kahala Pl 3 of 34 Listing Image for 140 Kahala Pl 4 of 34 Listing Image for 140 Kahala Pl 5 of 34 Listing Image for 140 Kahala Pl 6 of 34 Listing Image for 140 Kahala Pl 7 of 34 Listing Image for 140 Kahala Pl 8 of 34 Listing Image for 140 Kahala Pl 9 of 34 Listing Image for 140 Kahala Pl 10 of 34 Listing Image for 140 Kahala Pl 11 of 34 Listing Image for 140 Kahala Pl 12 of 34 Listing Image for 140 Kahala Pl 13 of 34 Listing Image for 140 Kahala Pl 14 of 34 Listing Image for 140 Kahala Pl 15 of 34 Listing Image for 140 Kahala Pl 16 of 34 Listing Image for 140 Kahala Pl 17 of 34 Listing Image for 140 Kahala Pl 18 of 34 Listing Image for 140 Kahala Pl 19 of 34 Listing Image for 140 Kahala Pl 20 of 34 Listing Image for 140 Kahala Pl 21 of 34 Listing Image for 140 Kahala Pl 22 of 34 Listing Image for 140 Kahala Pl 23 of 34 Listing Image for 140 Kahala Pl 24 of 34 Listing Image for 140 Kahala Pl 25 of 34 Listing Image for 140 Kahala Pl 26 of 34 Listing Image for 140 Kahala Pl 27 of 34 Listing Image for 140 Kahala Pl 28 of 34 Listing Image for 140 Kahala Pl 29 of 34 Listing Image for 140 Kahala Pl 30 of 34 Listing Image for 140 Kahala Pl 31 of 34 Listing Image for 140 Kahala Pl 32 of 34 Listing Image for 140 Kahala Pl 33 of 34 Listing Image for 140 Kahala Pl 34 of 34

$2,495,000

Kula

140 Kahala Pl, Kula/Ulupalakua/Kanaio

2 Beds 1 Bath 888 SqFt Residential MLS® # 410870

Days on Market: 12

Pacific Shores Realty

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$1,484,000

Kula/Ulupalakua/Kanaio

1587 Polipoli Rd, Kula/Ulupalakua/Kanaio

2 Beds 2 Baths 1,460 SqFt Residential MLS® # 410825

Days on Market: 17

Island Sotheby's International Realty(M) Cell: 808-283-2552

In Escrow
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$995,000

Kula Lani Estates

11 Akea Pl, Kula/Ulupalakua/Kanaio

0 Beds 1 Bath 500 SqFt Residential MLS® # 410809

Days on Market: 18

Coldwell Banker Island Prop(P) Cell: 808-264-3112

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$1,250,000

Kula/Ulupalakua/Kanaio

Malanani Dr, Kula/Ulupalakua/Kanaio

0 Beds 0 Baths 0 SqFt Land MLS® # 410792

Days on Market: 21

Hawaii Life (W) Cell: 808-283-2222

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Makawao: Small Town Charm Meets Island Cool

Makawao Real Estate

If Kula is the wide-open countryside, Makawao is the charming small town that anchors the heart of Upcountry. This historic paniolo (Hawaiian cowboy) town has evolved over the decades into one of Maui's most beloved communities, with a thriving arts scene, great local restaurants, boutique shops, and a sense of community that's hard to find anywhere else on the island.

According to the United States Postal Service, Pukalani is a part of Makawao; however, Pukalani is really its own area, a sliver of homes and businesses between Makawao and Kula that is unique unto itself. Although so close to Makawao, Pukalani is still noticeably drier and warmer year-round.

Makawao in Hawaiian means "edge of the rainforest," and Pukalani means "hole in the heavens". Most of the homes in Pukalani are around the Pukalani Golf Course, but neighborhoods like Kula 200 and Kulamanu Hilltop are still in Pukalani near both the Carden Academy and King Kamehameha School. 

From a real estate perspective, Makawao offers a nice mix of options. You'll find older plantation-style homes, newer construction, and everything in between. One of my favorite neighborhoods up here is Maui Uplands, which sits at around 1,000 feet elevation — right in what I call the "Goldilocks zone" of Upcountry. You can also find wonderful agricultural subdivisions, such as Baldwin Ranch Estates.

It's cooler than the coast but not too cold, gets enough rain to stay green without being overly wet, and the agriculturally zoned lots (typically around half an acre) give you the space to spread out.

Many of these lots can be CPR'd or have an ohana added, making them particularly attractive to buyers looking to maximize their investment's value.

Makawao also has great schools nearby (one of the main reasons people move Upcountry is Seabury), easy access to Haleakalā Highway for the commute down to central Maui, and a community vibe that draws a mix of longtime locals, artists, young families, and people who've relocated from the mainland seeking something more rural than resort living.

Makawao Homes For Sale

New
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$1,525,000

Hokuula

189 Hokupa St Lot 36, Makawao/Olinda/Haliimaile

4 Beds 2.5 Baths 1,715 SqFt Residential MLS® # 410946

Days on Market: 2

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

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$1,200,000

Makawao/Olinda/Haliimaile

1199 Freitas Pl Pl, Makawao/Olinda/Haliimaile

3 Beds 2 Baths 1,635 SqFt Residential MLS® # 410916

Days on Market: 5

Chris Bakeman Realty LLC

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$1,488,000

Makawao/Olinda/Haliimaile

328 Kaomi Pl, Makawao/Olinda/Haliimaile

5 Beds 2.5 Baths 1,752 SqFt Residential MLS® # 410913

Days on Market: 6

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

Listing Image for 245 Mokuahi St Unit A 1 of 50 Listing Image for 245 Mokuahi St Unit A 2 of 50 Listing Image for 245 Mokuahi St Unit A 3 of 50 Listing Image for 245 Mokuahi St Unit A 4 of 50 Listing Image for 245 Mokuahi St Unit A 5 of 50 Listing Image for 245 Mokuahi St Unit A 6 of 50 Listing Image for 245 Mokuahi St Unit A 7 of 50 Listing Image for 245 Mokuahi St Unit A 8 of 50 Listing Image for 245 Mokuahi St Unit A 9 of 50 Listing Image for 245 Mokuahi St Unit A 10 of 50 Listing Image for 245 Mokuahi St Unit A 11 of 50 Listing Image for 245 Mokuahi St Unit A 12 of 50 Listing Image for 245 Mokuahi St Unit A 13 of 50 Listing Image for 245 Mokuahi St Unit A 14 of 50 Listing Image for 245 Mokuahi St Unit A 15 of 50 Listing Image for 245 Mokuahi St Unit A 16 of 50 Listing Image for 245 Mokuahi St Unit A 17 of 50 Listing Image for 245 Mokuahi St Unit A 18 of 50 Listing Image for 245 Mokuahi St Unit A 19 of 50 Listing Image for 245 Mokuahi St Unit A 20 of 50 Listing Image for 245 Mokuahi St Unit A 21 of 50 Listing Image for 245 Mokuahi St Unit A 22 of 50 Listing Image for 245 Mokuahi St Unit A 23 of 50 Listing Image for 245 Mokuahi St Unit A 24 of 50 Listing Image for 245 Mokuahi St Unit A 25 of 50 Listing Image for 245 Mokuahi St Unit A 26 of 50 Listing Image for 245 Mokuahi St Unit A 27 of 50 Listing Image for 245 Mokuahi St Unit A 28 of 50 Listing Image for 245 Mokuahi St Unit A 29 of 50 Listing Image for 245 Mokuahi St Unit A 30 of 50 Listing Image for 245 Mokuahi St Unit A 31 of 50 Listing Image for 245 Mokuahi St Unit A 32 of 50 Listing Image for 245 Mokuahi St Unit A 33 of 50 Listing Image for 245 Mokuahi St Unit A 34 of 50 Listing Image for 245 Mokuahi St Unit A 35 of 50 Listing Image for 245 Mokuahi St Unit A 36 of 50 Listing Image for 245 Mokuahi St Unit A 37 of 50 Listing Image for 245 Mokuahi St Unit A 38 of 50 Listing Image for 245 Mokuahi St Unit A 39 of 50 Listing Image for 245 Mokuahi St Unit A 40 of 50 Listing Image for 245 Mokuahi St Unit A 41 of 50 Listing Image for 245 Mokuahi St Unit A 42 of 50 Listing Image for 245 Mokuahi St Unit A 43 of 50 Listing Image for 245 Mokuahi St Unit A 44 of 50 Listing Image for 245 Mokuahi St Unit A 45 of 50 Listing Image for 245 Mokuahi St Unit A 46 of 50 Listing Image for 245 Mokuahi St Unit A 47 of 50 Listing Image for 245 Mokuahi St Unit A 48 of 50 Listing Image for 245 Mokuahi St Unit A 49 of 50 Listing Image for 245 Mokuahi St Unit A 50 of 50

$879,000

Makawao/Olinda/Haliimaile

245 Mokuahi St Unit A, Makawao/Olinda/Haliimaile

2 Beds 1 Bath 912 SqFt Residential MLS® # 410881

Days on Market: 10

Cheryl L Lee Cell: 808-214-2536

Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

Read the Guide
In Escrow
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$1,185,000

Haleakala Ranch Homestead

3650 Piikea Pl, Makawao/Olinda/Haliimaile

4 Beds 2.5 Baths 1,600 SqFt Residential MLS® # 410811

Days on Market: 18

Compass-W

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$1,599,000

Makawao/Olinda/Haliimaile

640 Makawao Ave, Makawao/Olinda/Haliimaile

4 Beds 2 Baths 1,602 SqFt Residential MLS® # 410773

Days on Market: 23

Keller Williams Realty Maui-Ka Cell: 808-870-0674

In Escrow
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$1,100,000

Makawao/Olinda/Haliimaile

742 Kekona Pl, Makawao/Olinda/Haliimaile

3 Beds 2 Baths 1,030 SqFt Residential MLS® # 410627

Days on Market: 37

Coldwell Banker Island Prop-Ku Cell: 808-757-6161

Listing Image for 1102 Mailuna Pl 1 of 50 Listing Image for 1102 Mailuna Pl 2 of 50 Listing Image for 1102 Mailuna Pl 3 of 50 Listing Image for 1102 Mailuna Pl 4 of 50 Listing Image for 1102 Mailuna Pl 5 of 50 Listing Image for 1102 Mailuna Pl 6 of 50 Listing Image for 1102 Mailuna Pl 7 of 50 Listing Image for 1102 Mailuna Pl 8 of 50 Listing Image for 1102 Mailuna Pl 9 of 50 Listing Image for 1102 Mailuna Pl 10 of 50 Listing Image for 1102 Mailuna Pl 11 of 50 Listing Image for 1102 Mailuna Pl 12 of 50 Listing Image for 1102 Mailuna Pl 13 of 50 Listing Image for 1102 Mailuna Pl 14 of 50 Listing Image for 1102 Mailuna Pl 15 of 50 Listing Image for 1102 Mailuna Pl 16 of 50 Listing Image for 1102 Mailuna Pl 17 of 50 Listing Image for 1102 Mailuna Pl 18 of 50 Listing Image for 1102 Mailuna Pl 19 of 50 Listing Image for 1102 Mailuna Pl 20 of 50 Listing Image for 1102 Mailuna Pl 21 of 50 Listing Image for 1102 Mailuna Pl 22 of 50 Listing Image for 1102 Mailuna Pl 23 of 50 Listing Image for 1102 Mailuna Pl 24 of 50 Listing Image for 1102 Mailuna Pl 25 of 50 Listing Image for 1102 Mailuna Pl 26 of 50 Listing Image for 1102 Mailuna Pl 27 of 50 Listing Image for 1102 Mailuna Pl 28 of 50 Listing Image for 1102 Mailuna Pl 29 of 50 Listing Image for 1102 Mailuna Pl 30 of 50 Listing Image for 1102 Mailuna Pl 31 of 50 Listing Image for 1102 Mailuna Pl 32 of 50 Listing Image for 1102 Mailuna Pl 33 of 50 Listing Image for 1102 Mailuna Pl 34 of 50 Listing Image for 1102 Mailuna Pl 35 of 50 Listing Image for 1102 Mailuna Pl 36 of 50 Listing Image for 1102 Mailuna Pl 37 of 50 Listing Image for 1102 Mailuna Pl 38 of 50 Listing Image for 1102 Mailuna Pl 39 of 50 Listing Image for 1102 Mailuna Pl 40 of 50 Listing Image for 1102 Mailuna Pl 41 of 50 Listing Image for 1102 Mailuna Pl 42 of 50 Listing Image for 1102 Mailuna Pl 43 of 50 Listing Image for 1102 Mailuna Pl 44 of 50 Listing Image for 1102 Mailuna Pl 45 of 50 Listing Image for 1102 Mailuna Pl 46 of 50 Listing Image for 1102 Mailuna Pl 47 of 50 Listing Image for 1102 Mailuna Pl 48 of 50 Listing Image for 1102 Mailuna Pl 49 of 50 Listing Image for 1102 Mailuna Pl 50 of 50

$1,569,500

Meadows at Makawao

1102 Mailuna Pl, Makawao/Olinda/Haliimaile

3 Beds 3 Baths 2,323 SqFt Residential MLS® # 410602

Days on Market: 40

Equity One Real Estate Inc (P) Cell: 808-283-1775

View 6 More Listings

Haiku: Lush, Private, and Off the Beaten Path

Haiku Real Estate Upcountry

Haiku is where Upcountry meets the Northshore, and it attracts a very specific type of buyer — one who values privacy, nature, and a deeply laid-back lifestyle above everything else.

Located on Maui's windward side, Haiku is lush, green, and gets significantly more rainfall than Kula or Makawao, which means the landscape is tropical and incredibly beautiful.

The real estate in Haiku tends to be on larger lots, often agriculturally zoned, often CPR'd, with a mix of older homes and some really unique custom-built properties tucked away down long jungle driveways. It's the kind of place where you might have a waterfall on your property, wake up to roosters and birdsong, and feel genuinely off the grid — even though you're still only about 20-25 minutes from Kahului.

The trade-off with Haiku is the rain and the distance from the sunny south- and west-side beaches. There are many great things to do in Haiku. If your ideal day off involves hiking, surfing the Northshore, and coming home to a lush tropical setting, Haiku has what you're looking for. 

Haiku might be your perfect match. If you're a beach person who wants to be close to Wailea or Ka'anapali, it's probably not the right fit, but if you're a surfer or windsports person, Haiku could be perfect for its proximity to the breaks in Paia. 

Haiku Homes For Sale

New
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$1,049,000

Ohukai

356 Hoalike St, Kihei

3 Beds 2 Baths 1,892 SqFt Residential MLS® # 410977

Days on Market: 1

Keller Williams Realty Maui-Ka Cell: 808-276-6473

New Short Term Rental
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$1,189,000

Kapalua Ridge 2511

100 Ridge Rd 2511, Kapalua

1 Bed 2 Baths 1,162 SqFt Residential MLS® # 410976

Days on Market: 2

Ridge Realty Rentals LLC

New
1175 Kamehameiki Rd, Kula/Ulupalakua/Kanaio

$1,200,000

Kula/Ulupalakua/Kanaio

1175 Kamehameiki Rd, Kula/Ulupalakua/Kanaio

3 Beds 2 Baths 1,320 SqFt Residential MLS® # 410974

Days on Market: 1

Coldwell Banker Island Prop(Ka) Cell: 808-870-0553

New
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$2,087,000

Haiku Ranch Estates

1316 Hogback Rd, Haiku

3 Beds 2 Baths 1,983 SqFt Residential MLS® # 410972

Days on Market: 2

Maui Home and Life LLC

New Short Term Rental
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$385,000

Paniolo Hale N-4

100 Lio Pl N-4, Molokai

1 Bed 2 Baths 967 SqFt Residential MLS® # 410971

Days on Market: 1

Molokai Vacation Properties Cell: 808-658-1717

New
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$1,199,900

Ke Alii Ocean Villas K202

24 Kilolani Ln K202, Kihei

2 Beds 2 Baths 1,233 SqFt Residential MLS® # 410970

Days on Market: 1

Coldwell Banker Island Prop(S) Cell: 808-344-0180

New Short Term Rental
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$549,000

Napili Shores C122

5315 Lower Honoapiilani Rd C122, Napili/Kahana/Honokowai

0 Beds 1 Bath 448 SqFt Residential MLS® # 410969

Days on Market: 1

Coldwell Banker Island Prop(S) Cell: 808-269-7999

New
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$579,000

Villas at Kenolio 12B

45 Halili Ln 12b, Kihei

2 Beds 2 Baths 770 SqFt Residential MLS® # 410968

Days on Market: 1

Coldwell Banker Island Prop-Ku Cell: 808-303-7685

View 6 More Listings

Is Upcountry Right for You?

The best area of Maui for any buyer really comes down to lifestyle priorities, and Upcountry is no exception. What I love most about this part of the island is that it offers something genuinely different — a slower pace, more land, cooler temperatures, and a strong sense of community that is unique to the area. While Upcountry offers a slower pace, the area has many great things to do. 

From a real estate value perspective, Upcountry also represents one of the more accessible entry points into Maui real estate ownership, particularly compared to beachfront or resort-area properties. You tend to get significantly more land and square footage for your dollar, and agricultural zoning opens up creative opportunities for buyers willing to think a little outside the box.

If you're curious about what's available Upcountry right now or want to talk through whether this part of the island might be the right fit for your lifestyle, feel free to reach out. I've spent years getting to know every corner of this island, and I'd love to help you find your perfect spot on it.

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

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