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$1,199,000
4 Beds ⋅ 2 Baths ⋅ 410269 MLS ⋅ Fee Simple Tenure
Welcome to your dream home in the heart of the historic Haliimaile Plantation Village! This beautifully maintained 4-bedroom, 2-bathroom residence offers the perfect blend of Upcountry charm and incredible future potential. Step inside to discover a bright and versatile layout designed to adapt to your lifestyle. Whether you are looking for a spacious family home, an ideal setup for multigenerational living, or a savvy opportunity for potential rental income, this property accommodates it all with ease. The outdoor oasis is an absolute showstopper, boasting a fully fenced garden area that functions as a lush, edible paradise. Harvest your own fresh tropical fruit from a mature orchard featuring White Pirie Mango, Tango Mandarin, Ruby Star Grapefruit, Tahitian Lime, Dragonfruit, Purple Lilikoi, Apple Bananas, Mountain Apple, Kaffir Lime, Avocado, Papaya, and an impressive patch of 50 pineapple plants. The property also features a large chicken coop for farm-fresh eggs, a peaceful pond complete with fish and mature water plants, a wooden children's swingset, and a two-story wood play set. Whether you are relaxing on the shaded back patio or watching the kids play, this backyard is a private island sanctuary. What truly sets this property apart is an extraordinary, future-proof asset: the owners have fully approved permits in hand to build up! Skip the months of county delays and immediately expand your living space to capture breathtaking ocean and mountain views. Location! 40 Leie St places you just moments away from local favorites like the Haliimaile General Store, excellent schools, and the vibrant culture of Makawao town, all while being just a short drive down the hill to Maui’s North Shore beaches. Opportunities with this level of versatility, pre-approved growth potential, and sustainable lifestyle features rarely hit the Haliimaile market. Don’t miss your chance—contact your favorite Realtor today to schedule a private viewing!

40 Leie St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,350,000
4 Beds ⋅ 3 Baths ⋅ 410040 MLS ⋅ Fee Simple Tenure
Incredible property located in lush, tropical Haiku. Large, well-built home almost 2500 sf with a flexible floor plan that has been recently updated. Roof only 2 years old. Currently lives as a 3 BR / 2 BA with a huge 500 sf added room upstairs, a 2 BR /1 BA downstairs and a BONUS 1 BR/ 1 BA suite off of the side yard. Each with separate parking and entrances! Home is easy to open up and be one single family home of grandeur. The upstairs has vaulted ceilings, is airy and bright with greenery from nature as your backdrop out of every window. The 2 BR / 1 BA downstairs has brand new paint, flooring and ceiling fans. Large 2 car garage with dedicated laundry. Main home features include solid wood and custom tile flooring throughout, fresh interior paint and recently the ceiling has been re-taped and drywalled. Roof replaced in 2024 and home fumigated in 2025. Septic already installed. There is even a very cute “shed” on the property that could be used in a multitude of ways. This could be the north shore home you have been waiting for with various options to either have as a single family or rental income producing dream. One of the listing agents is the Seller.

590 Kaiapa Pl, Haiku

Listing courtesy of Coldwell Banker Island Prop(P).

$1,499,000
409750 MLS ⋅ Fee Simple Tenure
Rare opportunity to build your vision on 2.5 acres of cleared, ready-to-build land in the heart of coveted Haiku. This parcel comes with serious momentum — stamped plans for a 1,500 sq. ft. cottage currently at permitting, plus a dedicated build site at the rear of the property for a main residence. Mature landscaping throughout provides a natural buffer between the lots, offering privacy and a sense of established character from day one. Adding to the flexibility, the property is currently in the process of being CPR'd, giving a future buyer the ability to separate, sell, or develop each unit independently — a significant advantage for investors and owner-occupants alike. Whether you're looking to establish a private Upcountry estate, generate rental income, or both — this land offers the infrastructure, the location, and the optionality that's nearly impossible to find in today's market.

2175 Kauhikoa Rd Unit 7, Haiku

Listing courtesy of Coldwell Banker Island Prop(S).

$1,600,000
3 Beds ⋅ 3 Baths ⋅ 409671 MLS ⋅ Fee Simple Tenure
Located in the heart of Haiku, this unique country property offers the perfect blend of privacy, flexibility, and island charm on approximately 2.01 fee simple acres. The property features a 3-bedroom, 3-bath main home along with a detached 2-bedroom, 1-bath cottage that provides additional living space and versatility. Surrounded by lush tropical scenery, the property offers a peaceful setting with ample room to enjoy the outdoor lifestyle that Haiku is known for. Conveniently situated near Haiku Town, North Shore beaches, and Upcountry amenities, this property presents a rare opportunity to enjoy tranquil Maui living while remaining within easy reach of shopping, dining, and recreation.

1630 Kauhikoa Rd, Haiku

Listing courtesy of Shore To Shore Realty, Inc..

$1,430,000
409544 MLS ⋅ Fee Simple Tenure
Unique, Untouched Opportunity Awaits on this Lush 4 acre lot off of Haumana Rd located in the Hui Kuai Aina O Peahi Subdivision. Lots of nearly level pastureland, quiet neighborhood, with endless possibilities and opportunities for animals and agricultural uses. Co-listor is seller.

Haumana Rd Unit Lot 101-B, Haiku

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

$999,000
3 Beds ⋅ 2 Baths ⋅ 408664 MLS ⋅ Fee Simple Tenure
This refreshed 3-bed, 2-bath plantation-style home sits on a spacious 10,000+ sq ft lot just minutes from Haiku town center. Surrounded by lush greenery and mature fruit trees, it offers a peaceful, tropical setting with plenty of room to grow. Bright, flexible floor plan and freshly updated, open kicheck, and a charming pass-through window to the enclosed lanai. Sunroom with double-paned windows showcases serene views, while a detached bonus space is perfect for a workshop, office, or yoga studio. With potential to add an Ohana (buyer to verify), this move-in ready home blends classic Hawaiian architecture with modern updates, an ideal balance of comfort, character, and convenience.

815 Kuulei St, Haiku

Listing courtesy of Real Broker.

$1,375,000
3 Beds ⋅ 2 Baths ⋅ 408424 MLS ⋅ Fee Simple Tenure
Sprawling 7.78-acre property with incredible potential. This vintage home needs repairs and updating and is located just minutes from Makawao and Haiku towns, conveniently close to Paia. Set in a highly desirable North Shore Maui setting, the mostly overgrown land includes a gulch and mature eucalyptus trees, offering privacy and a true sense of space while remaining easily accessible. Maui’s North Shore is known for its charming, unique towns with local shopping and dining, as well as Ho‘okipa’s world-class surfing and scenic coastal views. Zoned Agricultural, the property provides a variety of options including farming, gardening, or future improvement. The hollow tile structure with masonry framing offers a blank canvas for renovation and personalization. With its acreage, location, and versatile zoning, this property is well suited for those seeking space, privacy, and long-term potential.

2475 Kaupakalua Rd, Haiku

Listing courtesy of Island Sotheby's Int'l Rlty(W).

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.