Makawao/Olinda/Haliimaile Homes under $1.5 million

Makawao/Olinda/Haliimaile Homes under $1.5 million

Welcome to the enchanting neighborhoods of Makawao, Olinda, and Haliimaile, nestled in the lush hills of Maui, Hawaii. This picturesque region offers a unique blend of rustic charm and vibrant local culture, making it an ideal place for those seeking a tranquil lifestyle, yet close to the vibrant energy of the island.

Makawao, known as the heart of Upcountry Maui, boasts a rich paniolo (cowboy) heritage, evident in its historic buildings and local art galleries. Stroll through the charming streets and discover boutique shops, delightful eateries, and the renowned Makawao Steak House. Just a stone’s throw away, Olinda enchants with its panoramic views of the coastline and lush landscapes, perfect for nature lovers and outdoor enthusiasts. Haliimaile, a quaint community, is home to the famous Haliimaile General Store, a must-visit for both locals and visitors alike.

For those looking to call this beautiful area home, there are a variety of charming residences available for under $1.5 million. From cozy cottages surrounded by vibrant gardens to spacious family homes with breathtaking mountain views, the real estate options cater to diverse lifestyles and preferences. Each property reflects the unique character of the region, offering a serene escape from the hustle and bustle of everyday life.

Whether you're drawn to the artistic spirit of Makawao, the scenic vistas of Olinda, or the welcoming community of Haliimaile, this enchanting part of Maui promises a fulfilling and vibrant lifestyle. Discover your dream home in this idyllic paradise and experience the best of Upcountry living!

Newest Makawao/Olinda/Haliimaile Homes under $1.5 million

1199 Freitas Pl Pl, Makawao
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 410916 MLS ⋅ Fee Simple Tenure
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 entertainment room, & an additional room that leads to the covered patio. Enjoy the large fenced lot filled with an abundance of fruit trees, established hedge for privacy, & roomy tool shed. The main bath has been beautifully remodeled with custom tile, counter top, & storage. Kitchen boasts new countertops & tile backsplash. The original kitchen sink stainless steel with side boards, not to be missed. Huge 2 car garage with storage, laundry room & bath with furo. Detached cottage is approx. 660 st. ft with its own electric meter and carport. A blank canvas for you to make it your own. Easy to show. This location is close to the Makawao rest., shops, entertainment, famous Komoda Bakery, schools, gyms, and other amenities.

1199 Freitas Pl Pl, Makawao

Listing courtesy of Chris Bakeman Realty LLC.

328 Kaomi Pl, Makawao
$1,488,000
5 Beds ⋅ 3 Baths ⋅ 410913 MLS ⋅ Fee Simple Tenure
Two homes, over half an acre, and room for whatever you have in mind. Tucked at the end of a quiet cul de sac just off Haleakala Highway, 328 Kaomi Place in Makawao gives you the space upcountry is known for. Mature trees set the stage for a spacious backyard with plenty of room to garden, gather, or simply enjoy the cool upcountry air. The main home offers 5 bedrooms and 2.5 baths with a flexible floor plan, a two car garage, and additional flex space ready for storage, a home gym, a dance or art studio, a workshop, or whatever your needs may be. A separate detached 2 bedroom, 1 bath dwelling adds even more options, whether that's multigenerational living, rental income, or living in it yourself while renting out the main house. Easy access to Pukalani, Kahului, and the rest of the island without giving up the upcountry setting. Contact your favorite REALTOR to schedule a showing.

328 Kaomi Pl, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

245 Mokuahi St Unit Unit A, Makawao
$879,000
2 Beds ⋅ 1 Baths ⋅ 410881 MLS ⋅ Fee Simple Tenure
"Treetops Condominium" is a residential condo sale offerinng the Main dwelling (Unit A) with rights to expand the current footprint and/or build an additional cottage. You'll feel at home in this floor plan that offers comfort and charm. The spacious kitchen with granite countertops, cherrywood cabinets and stainless steel appliances opens to the living room where trees and plants fill every window. Koa laminate flooring connects the living spaces throughout and the generous primary bedroom offers a walk-in closet.The spacious, covered deck adds over 350 sq ft of outdoor entertainment and living space. Underneath the house, you have storage for all your toys, tools and gardening supplies.You’ll love the walkable location to Makawao town with its historical vibe, mixed with boutique shops and dining. From this location, you can be at the airport, shopping, and Baldwin Beach all under 15 minutes. There are no common area maintenance fees. The home is sited on just over 15,000 s.f. of Limited common area yard and serviced by a private cesspool and electric meter. Water usage is shared with the cottage (unit B). Be prepared to submit a pre-approval letter or proof of cash funds with any offer. Listor is Seller and part-owner of the property. Listing Broker/Agent is the Principal and a Sole-Proprietor.

245 Mokuahi St Unit Unit A, Makawao

Listing courtesy of Cheryl L Lee.

284 Alalani St, Makawao
$1,150,000
2 Beds ⋅ 1 Baths ⋅ 410747 MLS ⋅ Fee Simple Tenure
Discover the possibilities with this captivating 2-bedroom, 1-bathroom cottage situated on a little over half an acre of flat, fully usable land. Built in 2013, this well-maintained property was thoughtfully updated in 2022 with a remodeled kitchen and luxury vinyl plank flooring throughout. Enjoy gorgeous ocean views from the patio and beautiful mountain views throughout the property. The cottage features stainless steel appliances, split A/C in the primary bedroom and living room, a solar water heater, and 25 owned photovoltaic panels for added energy efficiency. The expansive lot offers plenty of room to enjoy the outdoors while providing significant future potential. The property also includes a small wood-frame shed for additional storage. The high-capacity septic system was intentionally designed to accommodate the future addition of up to a 5-bedroom home, offering flexibility for expansion along with a concrete tank and leech field. There is ample room to add a main house and potentially another cottage, subject to County approvals, permitting, zoning, and applicable regulations. Recent improvements include new exterior paint, adding to the property's inviting appeal. Whether you're looking for a comfortable cottage, additional space for future development, or a property with room to grow, this unique offering provides an exciting combination of usable land, views, solar infrastructure, and potential. Some photographs have been virtually staged for illustrative purposes.

284 Alalani St, Makawao

Listing courtesy of Shore To Shore Realty, Inc..

30 Pahaa Pl, Makawao
$1,095,000
4 Beds ⋅ 3 Baths ⋅ 410550 MLS ⋅ Fee Simple Tenure
Welcome to 30 Paha‘a Place, a beautifully updated and exceptionally versatile Upcountry Maui home tucked away on a flag lot at the end of a quiet cul-de-sac in Pukalani. Situated on approximately ¼ acre, this private property offers generous indoor and outdoor living, a flexible floor plan, mature landscaping and numerous recent improvements, including nearly 1000 additional square feet of bonus living space with beautiful ocean views from the backyard and Haleakala views from the front yard. The bright and refreshed main residence features new interior paint and numerous updated doors, fixtures and finishes. The well-appointed kitchen offers cherry cabinetry, granite countertops, stainless steel appliances and gas cooking. Photovoltaic solar panels, solar hot water and seven split-system A/C units add comfort and energy efficiency throughout the property. A converted garage now serves as a spacious bonus room/gym with Murphy bed, offering flexible possibilities for recreation, work or guests. The attached nohana space has also been substantially upgraded with a remodeled kitchen and bathroom, stacked washer/dryer and an enclosed former porch creating additional usable space. Outside, a newly stained deck and patio overlook the spacious, fully fenced yard shaded by mature fruit trees, with two sheds providing additional storage and garden space. Multiple avocado trees, fig, citrus, banana, lime, dragonfruit, pineapple and a bountiful spice garden offers options for additional income, or just to enjoy the bounties of island living. Conveniently located near Pukalani and Makawao shopping, schools, parks and Upcountry amenities, and approximately 15 minutes from Kahului and the North Shore, 30 Paha‘a Place offers the space, flexibility and relaxed lifestyle that make Upcountry Maui living so special. Private. Updated. Versatile. Energy-conscious. And ready for its next chapter.

30 Pahaa Pl, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

3566 Kalua Pl, Makawao
$835,000
4 Beds ⋅ 2 Baths ⋅ 410447 MLS ⋅ Fee Simple Tenure
Warm 4-bedroom, 2-bath home in the heart of Makawao! Conveniently located within walking distance to schools, parks, shopping, and local restaurants, this property offers the charm of Upcountry living in a well-established neighborhood where neighbors know and care for one another. Situated on a quiet, private street, the home provides a peaceful setting while remaining close to everyday conveniences. This longtime family home has been expanded over the years, creating additional living space. The improvements were completed without permits, and county records do not reflect the current configuration. Buyers are advised to conduct their own due diligence regarding the property's condition, improvements, and county records. Property is served by county water, a cesspool, and county trash service. Open House: Sunday, August 9, from 10:00 AM to 2:00 PM. Come explore the possibilities this centrally located Makawao home has to offer!

3566 Kalua Pl, Makawao

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

305 Iini Way, Makawao
$1,333,333
4 Beds ⋅ 4 Baths ⋅ 410393 MLS ⋅ Fee Simple Tenure
In the Hawaiian language, Iini means "to desire, yearn for, or long for"—a fitting introduction to this tastefully renovated 4-bedroom, 3.5-bath home with a new shingle roof conveniently located in Makawao. The well-designed floor plan places the spacious living and dining areas at the center of the home, separating two bedrooms on each side to provide both privacy and functionality. The remodeled kitchen features custom cabinetry, a gas range, and a convenient pass-through window to the outdoor dining area, making entertaining a breeze. This versatile space can also serve as a covered carport when desired. Recent upgrades include luxury vinyl plank flooring, split A/C throughout, instant water heater shared by primary bath and 2nd bedroom bath, and numerous thoughtful updates throughout. Beyond the dining area, the covered pavilion and expansive interlocking deck tile patio create an inviting outdoor retreat with plenty of room for relaxing, entertaining, or enjoying Makawao's comfortable Upcountry climate. 305 Iini Way—a home you'll be longing to come home to.

305 Iini Way, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

37 Pukiki Pl Unit B, Makawao
$999,000
2 Beds ⋅ 1 Baths ⋅ 410243 MLS ⋅ Fee Simple Tenure
Nestled on a private road, 37 Pukiki Place offers the peace, privacy, and tranquility that define Upcountry Maui living. This recently renovated single-level residence is located in one of Maui’s most sought-after microclimates, where cool trade winds, beautiful ocean and North Shore views, and a serene setting create an exceptional place to call home. Thoughtfully designed with an emphasis on indoor-outdoor living, the spacious 253 square foot covered lanai and enclosed carport provide the perfect space for entertaining, dining, or simply unwinding while enjoying the surrounding beauty. Recently CPR’d and complete with its own septic system, this move-in-ready home offers the ideal blend of comfort, functionality, and low-maintenance living. The fully fenced yard provides ample space for pets, gardening, and enjoying the Upcountry lifestyle, with room to create your own private oasis. Conveniently located just minutes from Makawao Town’s charming boutiques, local restaurants, cafés, and renowned art galleries, you’ll also appreciate easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s top public and private schools. If you’ve been searching for the “right-sized” Upcountry home that combines privacy, convenience, breathtaking views, and a true sense of tranquility, 37 Pukiki Place delivers. This is a CPR Residential condo Unit #B.

37 Pukiki Pl Unit B, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

35 Pukiki Pl Unit A, Makawao
$1,350,000
6 Beds ⋅ 4 Baths ⋅ 410242 MLS ⋅ Fee Simple Tenure
Tucked away on a peaceful private road, 35 Pukiki Place presents a rare opportunity to enjoy the best of Upcountry Maui living in one of the island’s most desirable microclimates. Recently renovated, this expansive 6 bedroom, 4 bathroom residence captures refreshing trade winds, beautiful ocean and North Shore views, and the privacy and tranquility that make this area so special. This two-story home’s greatest asset is its remarkably versatile floor plan, thoughtfully designed to provide exceptional separation of living spaces, with separate entrances for both levels, that feels like getting two homes for the price of one. Whether accommodating multigenerational living, extended family, long-term guests, a private home office, creative studio, fitness space, or simply providing room for everyone to spread out, the possibilities are endless. Indoor and outdoor spaces blend seamlessly, creating an inviting setting for entertaining, gathering with family and friends, or enjoying peaceful mornings and cool Upcountry evenings surrounded by nature. The fenced yard offers ample room for pets, gardening, outdoor recreation, or creating your own private sanctuary. Recently CPR’d and move-in ready, this property offers flexibility rarely found in today’s market. Conveniently located just minutes from Makawao Town’s acclaimed restaurants, cafes, boutiques, and renowned art galleries, while also providing easy access to Seabury Hall, Carden Academy, Montessori School of Maui, and many of the island’s premier public and private schools. Whether you’re seeking room to grow, a flexible layout to fit your evolving lifestyle, or simply a peaceful retreat with room for everyone, 35 Pukiki Place delivers an exceptional combination of space, comfort, privacy, and convenience in one of Upcountry Maui’s most coveted locations. Experience the side of Maui where life slows down. This is a CPR Residential condo Unit #A.

35 Pukiki Pl Unit A, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

2840 Koea Pl, Makawao
$989,000
3 Beds ⋅ 2 Baths ⋅ 409804 MLS ⋅ Fee Simple Tenure
Perched in coveted Upcountry Maui, this original Plantation-style 3-bedroom home captures breathtaking north and south shore views, sweeping across the entire Central Valley to the majestic West Maui Mountains. Large picture windows in the living room take in the huge view as does the kitchen window. A full bath adjoins the bedrooms while a half bath completes the laundry room. An enclosed patio opens up with patio doors to the living room and the large 2 car garage and work area. Rich with timeless charm and character, this property offers an incredible opportunity to restore and create one of the area's most desirable residences. Set up high on a spacious lot, the property features a magnificent mature monkeypod tree, expansive outdoor space, and endless potential for indoor-outdoor island living. With R-3 zoning, there is also the added possibility of constructing an additional dwelling, making this an exceptional investment or multigenerational opportunity. Bring your vision and transform this special property into a true Upcountry gem — where stunning views, classic Hawaiian charm, and future potential come together in one remarkable setting.

2840 Koea Pl, Makawao

Listing courtesy of Corcoran Pacific Properties.

1088 Mamalu Pl, Makawao
$955,000
3 Beds ⋅ 2 Baths ⋅ 409182 MLS ⋅ Fee Simple Tenure
Now offered at an exceptional new price, this beautifully maintained single-level home is an incredible opportunity to own on a quiet cul-de-sac in the heart of Makawao. Filled with natural light and refreshing Upcountry breezes, this inviting 3-bedroom, 2-bath home features vaulted ceilings, wood flooring, owned photovoltaic panels, solar hot water and a functional layout designed for comfortable island living. Step outside to a spacious backyard that's perfect for entertaining, gardening or creating your own private outdoor retreat. The oversized two-car garage with soaring ceilings provides abundant storage and exciting potential for additional living space, offering flexibility to fit your future needs. Conveniently located just minutes from charming Makawao Town, Eddie Tam Park, schools, shopping and local dining and only about 15 minutes from Kahului and Maui's beautiful beaches, this home offers the perfect blend of Upcountry charm and everyday convenience. Offering exceptional value in the heart of Makawao, this home is priced to sell and ready for its next owner. Don't miss this incredible opportunity. Schedule your private showing today!

1088 Mamalu Pl, Makawao

Listing courtesy of Compass.

3586 Kalua Pl, Makawao
$1,125,000
3 Beds ⋅ 2 Baths ⋅ 408939 MLS ⋅ Fee Simple Tenure
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 schools and Historical Makawao Town and short drive to town, beaches, and airport. 3 bedroom 2 baths can be divided into a separate 1 bd 1 ba attached ohana with private yard, kitchen, driveway, and entrance that easily could be rented. A new perimeter fence has created 5 enclosed unique yards. Living on a private road is safe for kids and pets. Extra large, tall carport with a workshop and observation deck on top with an incredible view creates one of the best spaces on the property. Pictures don't do it justice I'm able to email more detailed pictures I look forward to hearing from you.

3586 Kalua Pl, Makawao

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

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