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84 Kilakila Pl, Makawao
$1,195,000
5 Beds ⋅ 3 Baths ⋅ 410149 MLS ⋅ ACTIVE Status
This super charming 5-bedroom, 2.5-bathroom home in Pukalani is set on nearly 14,000 sq.ft., the property showcases sweeping 180-degree ocean and mountain views from its expansive lanai, kitchen, and the primary bathroom's vintage tub! The generous fenced grounds—including a permitted 80-foot shed, large yard, and fruit trees—provide ample space to relax, entertain, or play, while an outdoor shower enhances the island lifestyle. A newly installed 1500-gallon septic system is a very valuable improvement for future owners on Maui! Ideally located near parks, shopping, trendy Upcountry eateries, and the popular Saturday farmers market, this timeless haven blends views, open-air living, opportunity, versatility, and location convenience. Layout and square footage may differ from tax records. Bring your vision to life! Call your realtor, easy to see!

84 Kilakila Pl, Makawao

Listing courtesy of eXp Realty.

16 Makani Rd, Makawao
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 410105 MLS ⋅ ACTIVE Status
Wake up in the heart of Makawao in this charming 1,404 sq. ft 4-bedroom, 3-bath home. Under high ceilings, this thoughtfully designed upgraded kitchen features beautiful granite countertops, stainless-steel appliances, and modern finishes throughout. Opening seamlessly into a living area cooled by a high ceiling fan, this space creates an inviting open-concept layout perfect for entertaining. Step through a double-paned sliding glass door onto an expansive covered lanai ideal for outdoor dining. The floor plan includes two bedrooms on the main level, while upstairs you'll find a loft area and a third bedroom, providing additional space for a home office or a playroom! Around the back of the main house is a separate entrance leading to a private studio-style fourth bedroom complete with its own bathroom and kitchenette. This separate living space offers excellent flexibility for extended family, guests, or anyone seeking added privacy with its own secluded patio area for enjoying the cool afternoons. Outdoor garden beds are ready for planting with a mature lychee tree, papayas, and dragon fruit. This versatile property is a must-see, so call your favorite realtor and take a look. One of the photos is digitally staged.

16 Makani Rd, Makawao

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

15 Olinda Rd, Makawao
$2,350,000
5 Beds ⋅ 4 Baths ⋅ 409724 MLS ⋅ ACTIVE Status
Also listed under Multi-Dwelling (MLS 409725). This unique multi-unit property (4 structures, 8 units) offers a rare opportunity for investors seeking strong cash flow and long-term upside. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features four separate structures with a total of eight tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

15 Olinda Rd, Makawao
$2,350,000
11 Beds ⋅ 8 Baths ⋅ 409725 MLS ⋅ ACTIVE Status
Also listed under Residential MLS #409724. This unique multi-structure, multi-unit property offers a rare opportunity for investors seeking strong cash flow and long-term upside. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features 4 separate structures with a total of 8 tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind Upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

191 Alohilani St, Makawao
$1,249,000
2 Beds ⋅ 2 Baths ⋅ 410052 MLS ⋅ ACTIVE Status
House and cottage! Now offering a $20,000 buyer credit at closing. The main home has two-bedrooms, with a bonus room that could be used as a third bedroom. The cottage has two bedrooms and one half bathroom. The well-cared-for main home includes a covered, screened lanai with ocean and mountain views and an owned solar system to keep electric bills down. A covered hot tub is a great place to watch the sunset and melt away the day’s cares. Plenty of storage is available, including a large closet off the carport and a separate shed for all your yard tools or Maui toys. The cute, cozy cottage has its own lanai with views of Haleakala, the West Maui Mountains, and the ocean. The well-landscaped property offers a mix of beautiful flowers, edibles, and native plants. Handsome stone terraces at the front of the property are interspersed with lime, sugar cane, pohole fern, starfruit, ohia, papaya, banana, and a variety of herbs. The property’s convenient location is within walking distance of Pukalani Park, the Upcountry Pool, and Pukalani Terrace Shopping Center. It is a short drive to Central Maui or North Shore Beaches. It's a tidy, move-in-ready package for Upcountry Home buyers. Contact your favorite Maui Realtor to set up a showing today.

191 Alohilani St, Makawao

Listing courtesy of The Maui Real Estate Team Inc.

2450 Piiholo Rd, Makawao
$4,750,000
3 Beds ⋅ 4 Baths ⋅ 409873 MLS ⋅ ACTIVE Status
This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

25 Lumahai Pl, Makawao
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 409809 MLS ⋅ ACTIVE Status
Spacious, private, and full of character, 25 Lumahai Place, just off Olinda Road, sits on 2.88 acres with sweeping ocean and West Maui mountain views, cool fresh air, and temperatures that feel like spring year round. A 2,732 square foot main home and detached cottage, 5-7 minutes from Seabury Hall and Makawao Town. The main home's soaring wood-beam ceilings and wood-burning fireplace set a warm, welcoming tone from the moment you walk in. The living and dining areas flow naturally to a the lanai where the views take center stage. The kitchen is generous in size, flooded with natural light, and thoughtfully appointed with granite and butcher block countertops, a farmhouse sink, walk-in pantry, and a picture window perfectly framing the landscape outside. New refrigerator and stove were added in 2026, along with an updated under-sink water filtration system. A solar PV system with battery storage keeps energy costs in check. The primary suite is privately situated with vaulted ceilings, a gas stove, and a beautifully updated ensuite featuring dual vanities, walk-in shower, and soaking tub. Fresh paint and a fully redone second bathroom reflect the care and attention put into this home. Two additional bedrooms, a dedicated laundry room, built-in storage, and a finished loft, ideal as a library, playroom, or fun creative space, complete the main level. Downstairs, a separate 1-bedroom, 1-bath space with its own entrance and newly added sliding door offers excellent flexibility for guests, extended family, or a home office. The recently remodeled detached cottage has its own driveway, parking area, and cement stairs, providing true separation and privacy, and built to last. Perfect for multigenerational living, long-term guests, or rental income. Extensive eucalyptus clearing has opened up the property, improving views, natural light, and usable space while preserving its peaceful Upcountry character. Wake to birds singing and fall asleep to the sound of wind moving through the trees.

25 Lumahai Pl, Makawao

Listing courtesy of Compass-W.

2840 Koea Pl, Makawao
$989,000
3 Beds ⋅ 2 Baths ⋅ 409804 MLS ⋅ ACTIVE Status
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.

61 Kee Rd, Makawao
$3,400,000
4 Beds ⋅ 3 Baths ⋅ 409325 MLS ⋅ ACTIVE Status
If home is where your horse is, try imagining yourself on this 9.618-acre ranch in the heart of Maui's cowboy town, Makawao! With a 16-stall horse barn and a climate-controlled tack room, a huge riding arena used for horse shows, training, and riding lessons, and farm buildings filling every corner, this has been a working ranch for the last 25 years. The primary dwelling was originally built as a barn but was converted into a 4-bedroom, 3-bath, 2,914 sq. ft. amazing home with windows looking out on the ranch as well as barn-high ceilings that give a spacious feeling to the heart of the house! Enjoy extreme comfort with cooling and heating mini-splits in every room! Wind down the rustic center spiral staircase to the mother-in-law style lower-level, where you'll find 2 of the bedrooms and the laundry room. Across from the main arena is the original home that is now a completely rebuilt cottage with a large attached studio... a great place for a ranch manager to live. The possibilities are endless with this versatile property!

61 Kee Rd, Makawao

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

2811 Liholani St Unit #5, Pukalani
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 409260 MLS ⋅ ACTIVE Status
Pukalani Fairway Estates – Unit #5 offers a rare blend of Upcountry charm, privacy, and natural beauty in one of Pukalani’s most desirable communities: 24 homes nestled on the greens of the Pukalani Golf Course. This 3-bedroom, 2.5-bath single-family Residential Condo is uniquely positioned to capture stunning views of Mauna Kahalawai and the central valley creating a serene backdrop to everyday living. The upper level features an open-concept design with vaulted ceilings and abundant natural light, flowing to a spacious lanai—perfect for relaxing or entertaining. The sellers have installed concrete steps and railings leading from the garage to the yard below. The house foyer is enclosed - allowing entrance from the garage directly into the home. The lower level includes three bedrooms and access to a truly special outdoor space. The entire yard has been thoughtfully planted with native Hawaiian plants and enhanced with garden paths creating a park like retreat. Enjoy being among o'hia and other native plants and alongside the rare yellow hibiscus (ma'o hau hele), Hawaii’s State Flower. The primary suite offers an ensuite bath, dual vanity, and walk-in closet. Additional highlights include a 2-car garage with full-sized laundry. Easy access to the golf course, shops, Farmers Market, and restaurants. Listing is a Residential condominium.

2811 Liholani St Unit #5, Pukalani

Listing courtesy of REMAX Hawaii Maui.

46 Kuinehe Pl Unit 18, Pukalani
$1,015,000
4 Beds ⋅ 3 Baths ⋅ 409246 MLS ⋅ ACTIVE Status ⋅ Cottages At Kulamalu BLDG.
Enjoy cool, clean air and Upcountry living in this meticulously maintained residential condominium in the Cottages at Kulamalu. This 4-bedroom, 3-bathroom home features ocean and mountain views, a covered entry porch, central A/C, and a two-car garage. The property also includes a beautifully manicured fenced backyard with a covered lanai. The layout offers three bedrooms and two bathrooms on the second level, with one bedroom and one bathroom conveniently located on the first floor. The home is ideally situated near Longs Drugs and is just minutes away from Foodland, the Pukalani Community Center, the Upcountry Pool, local restaurants, and banks. Several schools: Carden Academy, Montessori School of Maui, Seabury Hall Preparatory Academy, and Haleakala Waldorf School are all located within a 2 to 15-minute drive. Additionally, it is only 15 minutes from the airport and Costco.

46 Kuinehe Pl Unit 18, Pukalani

Listing courtesy of Hawaii Life (W).

1088 Mamalu Pl, Makawao
$955,000
3 Beds ⋅ 2 Baths ⋅ 409182 MLS ⋅ ACTIVE Status
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.

35 Ohia Lehua Pl, Pukalani
$4,395,000
4 Beds ⋅ 4 Baths ⋅ 409092 MLS ⋅ ACTIVE Status
When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

3586 Kalua Pl, Makawao
$1,125,000
3 Beds ⋅ 2 Baths ⋅ 408939 MLS ⋅ ACTIVE Status
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.

2400 Piiholo Rd, Makawao
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 408348 MLS ⋅ ACTIVE Status
Bring your vision to this peaceful Upcountry property nestled just below the cool cloud line of Upper Piiholo. Set on two (2) beautifully established acres, this three (3) bedroom two (2) bath home offers more than twenty six hundred (2600+) square feet of interior space along with views that create an inspiring backdrop for a thoughtful renovation. Native trees, tall pines, and fragrant eucalyptus surround this property, offering both privacy and a deep connection to the land. The home is ready for someone who appreciates character and craftsmanship and wants to restore it to its original charm. A generous wraparound deck already frames the exterior, inviting a seamless indoor and outdoor lifestyle. Inside, the main level features an open living, dining and kitchen area with vaulted ceilings and a striking stone accented fireplace. Two (2) bedrooms and a full bath completes this floor. The primary suite rests on the upper level, offering treetop views and natural light. The finished basement offers a one (1) car parking garage and a large room, perfect for a home office, home theatre or possibly a work out/yoga studio. With internet available and plenty of room to reimagine both indoor and outdoor spaces, this property is a rare opportunity to create something truly special. Whether you update the existing layout or transform it into a more modern Upcountry retreat, the setting and foundation are already in place. This much loved home is waiting for its next chapter.

2400 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(Ka).

2 Lots Kupaoa St, Pukalani
$3,962,000
408225 MLS ⋅ ACTIVE Status
Also Listed in Vacant Land MLS 408220. TWO large commercial lots totaling 1.65 acres present a rare offering in a highly desirable corner location in Pukalani's Kulamalu Commercial Subdivision. With SWEEPING VIEWS of Maui and excellent visibility, these adjacent parcels are being sold together- ideal for a wide range of commercial or mixed-use development opportunities. Situated next to established restaurants, produce markets, medical offices, and labs, the lots benefit from strong neighboring businesses and consistent traffic. Across the street are some fabulous food trucks and Upcountry's finest drug store. A prime opportunity for investors or developers seeking a standout site with exceptional potential.

2 Lots Kupaoa St, Pukalani

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

2 Lots Kupaoa St, Pukalani
$3,962,000
408220 MLS ⋅ ACTIVE Status
Also listed under 'Commercial' MLS 408225 TWO large commercial lots totaling 1.65 acres present a rare offering in a highly desirable corner location in Pukalani's Kulamalu Commercial Subdivision. With SWEEPING VIEWS of Maui and excellent visibility, these adjacent parcels are being sold together- ideal for a wide range of commercial or mixed-use development opportunities. Situated next to established restaurants, produce markets, medical offices and labs, the lots benefit from strong neighboring businesses and consistent traffic. Across the street are some fabulous food trucks and Upcountry's finest drug store. A prime opportunity for investors or developers seeking a standout site with exceptional potential.

2 Lots Kupaoa St, Pukalani

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

Makani Rd, Makawao
$1,084,100
408106 MLS ⋅ ACTIVE Status
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

Makani Rd, Makawao

Listing courtesy of Commercial Prop of Maui LLC.

11047 Haleakala Hwy, Makawao
$12,230,500
408104 MLS ⋅ ACTIVE Status
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

11047 Haleakala Hwy, Makawao

Listing courtesy of Commercial Prop of Maui LLC.

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