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81 Kumano Dr, Pukalani
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 407699 MLS ⋅ CLOSED Status
Discover modern Upcountry living in this fully renovated Pukalani home offering flexible space and room to grow. Ideally located in the heart of Upcountry Maui, this beautifully updated 5-bedroom, 3-bath residence blends contemporary comfort with timeless island charm. Thoughtfully redesigned from top to bottom, the home features upgraded plumbing and electrical, new windows, walls, doors, split-system A/C, and a full suite of stainless-steel appliances. Inside, you’ll find high-quality finishes throughout, including luxury vinyl plank flooring, custom cabinetry, quartz countertops, and beautifully tiled walk-in showers. Set on a spacious 10,000 sq ft R-3 zoned lot with no HOA, the property provides generous outdoor space for entertaining, gardening, or future expansion. The versatile layout offers ideal options for multigenerational living or potential rental income. This move-in-ready home is vacant and easy to show on short notice. Don’t miss your chance—contact your favorite Realtor today to schedule a private viewing! One of the Sellers is a licensed REALTOR® in the State of Hawai'i

81 Kumano Dr, Pukalani

Listing courtesy of Berkshire Hathaway Maui Prop-L.

115 Alaluana Rd, Makawao
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 410416 MLS ⋅ CLOSED Status
Secluded at the top of Olinda and surrounded by state forest, 115 Alaluana Road offers privacy and profound quiet above Makawao town. Set on 1.4 agricultural acres, this classic Frank Stiller pole home reflects decades of island living through its natural, lived-in character. The two-bedroom, two-bath residence spans 2,113 square feet across two connected, single-level living spaces. Vaulted open-beam ceilings, skylights, and broad windows draw sunlight and greenery indoors, while twin lofts add versatility. The flexible floor plan offers separate great rooms, each with a wood-burning stove, for hosting, working, or creative pursuits. An open-air entry courtyard welcomes you home, while wraparound decks invite outdoor living. The back lanai sets the stage for morning coffee, relaxed meals, sunset gatherings, and stargazing. Beyond the home, an open lawn and a blue-rock retaining wall define the outdoor space, while a 600-square-foot greenhouse with garden beds offers room for growing and hands-on projects. Beneath the main living area, 1,250 covered square feet provide workspace and storage, complemented by an outdoor shower. 115 Alaluana is a unique Upcountry retreat—offering adaptable living spaces, abundant room to work and create, and an intimate connection to nature for those seeking solitude.

115 Alaluana Rd, Makawao

Listing courtesy of Compass-W.

2806 Iolani St, Makawao
$1,350,000
5 Beds ⋅ 4 Baths ⋅ 410362 MLS ⋅ CLOSED Status
Exceptional multi-generational living or investment opportunity in the heart of Pukalani! Situated on a generous 10,000 sq. ft. lot overlooking the 13th hole of the Pukalani Golf Course, this versatile property offers multiple living spaces, beautiful golf course views, and energy-efficient upgrades. The main residence features a beautifully remodeled single-level 3-bedroom, 2-bath home (updated in 2026) with modern finishes and comfortable living spaces. Upstairs, you'll find a spacious 880 sq. ft. 2-bedroom, 1-bath unit complete with a 176 sq. ft. covered deck, providing a peaceful setting to relax and enjoy the surrounding views. A separate 420 sq. ft. ground-level studio at the rear of the property is currently tenant-occupied, offering excellent income potential. The home is equipped with 62 owned photovoltaic (PV) panels and backup batteries, helping to reduce energy costs while providing added peace of mind. Whether you're looking for a primary residence with rental income, a multi-generational home, or an investment property, this unique Pukalani offering delivers flexibility, location, and value. Enjoy the convenience of Upcountry living with schools, shopping, dining, parks, and community amenities just minutes away.

2806 Iolani St, Makawao

Listing courtesy of Compass.

32 Ohia Lehua Pl, Makawao
$1,715,000
3 Beds ⋅ 3 Baths ⋅ 409975 MLS ⋅ CLOSED Status
LUXURY UPSCALE Home in KULAMALU HILLTOP GATED COMMUNITY Available for purchase is this beautifully updated custom home located in the highly sought-after Kulamalu Hilltop neighborhood in Lower Kula. Tucked within a private gated enclave of only 12 custom residences, this exceptional home offers the perfect balance of Upcountry tranquility and everyday convenience. Enjoy walking distance to the popular Saturday Upcountry Farmers Market, restaurants, shops, and services, while maintaining quick access to schools (Seabury, Carden, Kamehameha, King Kekaulike, Waldorf), Kahului, and the rest of Maui. Inside, the spacious open-concept floor plan is filled with natural light and thoughtfully updated with designer finishes throughout. Recent improvements include a stunning remodeled fireplace, custom windows and trim, upgraded lighting, AC throughout, and modern fixtures that create a warm island aesthetic. The gourmet kitchen features extensive cabinetry, a large island, and seamless flow into the dining and living spaces—perfect for entertaining or everyday family living. The oversized primary master suite offers a peaceful retreat with abundant natural light and elegant finishes. Property Highlights: • Approximately 2,800 sq ft • Oversized two car garage • 3 Bedrooms, 2.5 Bathrooms • Private gated community with only 12 homes • Spacious open-concept floor plan • Remodeled designer fireplace feature wall • Custom windows, trim, and upgraded lighting • Split-system air conditioning • Gourmet kitchen with oversized island • Beautiful primary suite • Professionally landscaped fully fenced yard • Walking distance to Kulamalu Farmers Market • Convenient access to schools, shopping, dining, and the highway This is a rare opportunity to enjoy one of Upcountry Maui's most desirable neighborhoods in a thoughtfully upgraded custom home.

32 Ohia Lehua Pl, Makawao

Listing courtesy of Hawaii Life (W).

71 Makawao Ave Unit 2, Pukalani
$745,000
2 Beds ⋅ 2 Baths ⋅ 409165 MLS ⋅ CLOSED Status ⋅ Gardens Upcountry BLDG.
Sophistication and simplicity do a remarkable tango together at this rarely offered upcountry condo. Located between Makawao and Pukalani, this elegant courtyard style group of townhouses is cleverly hidden in its own world isolated from road noise and the bustle of Paniolo life. This second floor unit has cathedral ceilings and light coming in from all angles plus an efficient split system A/C with 4 separately controllable outlets. Move in ready, the condo features a bonus third floor retreat loft, and a generous kitchen featuring Wolf and Jenn Air appliances. We had fun with virtual staging to give you a sense of the possibilities! Two full bathrooms round out the offering with copious amounts of storage sprinkled throughout the residence. Two dedicated side by side parking stalls are right out the front door. Walk to Pukalani Superette, Joy's place and many other tasty upcountry legends.

71 Makawao Ave Unit 2, Pukalani

Listing courtesy of Hawaii Life (MA).

3289 Iolani St, Pukalani
$710,000
3 Beds ⋅ 1 Baths ⋅ 410211 MLS ⋅ CLOSED Status
Hollow tile house and cottage on a 1/2-acre lot in Pukalani. Both need EXTENSIVE work including but not limited to new roofs. This is a "contractor special". Both homes have significant termite damage in the wood (roof beams, around windows, etc.) however the hollow tile walls seem to be fairly intact. CASH SALE ONLY. Owners will be present at all showings. Do not go on the property without an appointment.

3289 Iolani St, Pukalani

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

136 Tam Yau Pl Unit 12H, Makawao
$1,085,000
3 Beds ⋅ 3 Baths ⋅ 410426 MLS ⋅ CLOSED Status
This property is the Main house of a residential CPR. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and Upcountry convenience. Ideally situated in Pukalani with easy access to Haleakala Highway. The thoughtfully designed floor plan features bright, open living spaces, contemporary finishes, and a well-appointed kitchen with stainless steel appliances, creating a welcoming atmosphere for everyday living and entertaining. Step outside to a spacious yard with plenty of room for children, furry family members, gardening, or weekend gatherings. Additional highlights include a spacious two-car garage with a dedicated 220-volt outlet, making it ready for electric vehicle charging, along with ample room for storage and outdoor gear. A solar hot water system adds to the home’s energy-efficient features. Conveniently located near some of Upcountry Maui’s highly regarded schools, parks, shopping, dining, and recreational opportunities, this move-in-ready home offers quality construction, modern amenities, and the relaxed Upcountry lifestyle you’ve been searching for.

136 Tam Yau Pl Unit 12H, Makawao

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

1131 Kehau Pl, Makawao
$1,078,000
3 Beds ⋅ 2 Baths ⋅ 410138 MLS ⋅ CLOSED Status
Perched just above Makawao Town, 1131 Kehau Place captures the essence of Upcountry living with sweeping ocean and West Maui Mountain views, cool trade winds, and the convenience of being just minutes from schools, restaurants, shopping, and everyday essentials. This move-in-ready home has been thoughtfully updated with remodeled bathrooms and a refreshed kitchen featuring new stainless steel appliances. Large windows and inviting living spaces frame the stunning views, creating a seamless connection between indoor comfort and Maui’s natural beauty. Situated on a 5-bedroom septic system, the property offers flexibility and future potential. The lower level provides additional space that could serve a variety of uses, including a home office, guest quarters, or future expansion possibilities. Whether you’re enjoying morning coffee while taking in the panoramic views or unwinding at sunset as the West Maui Mountains glow in the distance, this property offers the perfect blend of privacy, convenience, and the Upcountry lifestyle that so many seek. Easy to show and ready for its next chapter.

1131 Kehau Pl, Makawao

Listing courtesy of Compass-W.

530 Olinda Rd, Makawao
$930,000
2 Beds ⋅ 2 Baths ⋅ 410725 MLS ⋅ CLOSED Status
Sold before listed.

530 Olinda Rd, Makawao

Listing courtesy of REMAX Hawaii Maui.

1423 Olinda Rd, Makawao
$2,500,000
3 Beds ⋅ 2 Baths ⋅ 409998 MLS ⋅ CLOSED Status
Spanning 19.5 acres of rolling countryside on coveted Olinda Road, this remarkable Upcountry Maui property feels like a step back to a simpler time. Framed by expansive open land, mature trees, and the cool elevations of Olinda, the property embodies the charm and character of Maui’s ranching heritage while offering endless possibilities for its next chapter. At its heart sits a classic plantation-style homestead, rich with history and timeless appeal. Whether thoughtfully restored, expanded, or reimagined, the home provides a wonderful foundation for creating a legacy estate, working farm, or peaceful country retreat. As one wanders the grounds, you'll discover mature landscaping, established avocado and fruit trees, and a landscape that has been lovingly cultivated over the years. The land itself is both beautiful and functional, offering ample space for agriculture, animals, gardens, or simply enjoying the privacy and serenity of country living. Complementing the property are a spacious five-car carport, workshop, and agricultural studio, providing flexibility for ranching operations, equipment storage, creative pursuits, or entrepreneurial ventures. Surrounded by panoramic Upcountry beauty and conveniently located within one of Maui's most desirable locations, this property offers a rare opportunity to embrace and live Maui’s island lifestyle.

1423 Olinda Rd, Makawao

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

80 Mokuahi St, Makawao
$1,211,000
3 Beds ⋅ 3 Baths ⋅ 410128 MLS ⋅ CLOSED Status
Great opportunity to own a beautiful property in Makawao, priced to sell quickly! A precious 3 bed, 3 bath home on a 1/2 acre lot with close to 400 sq ft lanai, and large over-sized primary bedroom, new paint, renovated with new plumbing, new appliances, granite countertops, partial handicap access, separate downstairs Man Cave/family/game room, surf board shaping workshop, carport, fruit trees, sunset views, a must see! Call your favorite Realtor today!

80 Mokuahi St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

254 Alalani St, Makawao
$920,000
1 Beds ⋅ 1 Baths ⋅ 410205 MLS ⋅ CLOSED Status
Wonderful opportunity in the desirable Pukalani area! This charming 984 sq. ft. home is situated on a level half-acre lot, offering ample space and potential for expansion, including the possibility of constructing a secondary dwelling, subject to county regulations and approvals. While the home could benefit from some updating and TLC, it presents an excellent opportunity to create your ideal Upcountry residence or investment property. Conveniently located near schools, shopping, parks, the aquatic center, and the golf course, this property combines everyday convenience with the peaceful ambiance of one of Maui's most sought-after neighborhoods. Enjoy beautiful views of the majestic Haleakala mountain range from your doorstep. Fumigated in July 2026.

254 Alalani St, Makawao

Listing courtesy of Shore To Shore Realty, Inc..

246 Hololani St, Makawao
$1,230,000
3 Beds ⋅ 2 Baths ⋅ 410120 MLS ⋅ CLOSED Status
Experience the best of Upcountry Maui with this beautifully updated single-level home overlooking the Pukalani Golf Course. Brand new flooring, interior paint, stylish light fixtures, and ceiling fans, this move-in-ready home offers comfortable island living in one of Maui's most sought-after communities. Enjoy stunning views of majestic Haleakala from the property while relaxing in the beautifully manicured yard, complete with mature Samoan coconut palms that create a peaceful tropical setting. The spacious two-car garage includes an additional storage area that is perfect for a workshop, hobby space, home gym, or extra storage. One of the unique benefits of this home is direct access to the Pukalani Golf Course, where residents can enjoy peaceful evening walks along the fairways after play has concluded. Pukalani's cool trade winds and ideal year-round climate are complemented by convenient access to Upcountry's charming restaurants, shopping, schools, and farmers markets. World-famous Hookipa Beach Park and Baldwin Beach are just a short drive away, offering the perfect combination of cool Upcountry living and Maui's beautiful North Shore beaches. Whether you're searching for a full-time residence or a peaceful island retreat, this thoughtfully updated home combines comfort, convenience, and the relaxed Maui lifestyle.

246 Hololani St, Makawao

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

1115 Pookela Rd, Makawao
$1,460,000
4 Beds ⋅ 3 Baths ⋅ 408002 MLS ⋅ CLOSED Status
Welcome to your luxury upcountry home, just a short stroll to Makawao Town but worlds apart. This 4 bedroom, 3 bath house is located at the bottom of a gated driveway inside a master planned development, providing privacy and a "front row seat" on the panoramic, bi-coastal ocean views found there. Upstairs you will find the great room, 3 bedrooms, 2 baths and a spacious, partially covered deck (already roughed in for a hot tub) with elevated north and south shore views. The 4th bedroom and 3rd bath are located on the lower level with a family room and separate entrance, providing a flexible living space that is also perfect for extended family or guests. The spacious 2 car garage has storage alcoves for all the Maui toys, as well as a large workshop area and separate storage room inside. Two outdoor sheds provide additional storage. Other extras include an owned, 24 panel PV solar system on a net meter, a level 2 EV charger, and hard wired surround sound and deck speakers. This home is built to last with lpe decking, hardie board siding, and copper flashings on the exterior, along with bamboo and tiger wood flooring and natural stone interiors. It is sold turn-key, and includes high end custom furnishings. Owner's personal items inside the garage are excluded. This is a Residential CPR. Buyer and Buyer's Agent shall do their own due diligence regarding the use and structures on the property. Owner listed.

1115 Pookela Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop-Ku.

1160 Makawao Ave, Makawao
$1,100,000
410443 MLS ⋅ CLOSED Status
Sold before List. Prime Commercial Location in Makawao Town with B-CT zoning consisting of two retail units of approximately 616 sf & 550 sf with parking.

1160 Makawao Ave, Makawao

Listing courtesy of Compass-W.

129 Kumano Dr, Pukalani
$920,000
3 Beds ⋅ 1 Baths ⋅ 407006 MLS ⋅ CLOSED Status
Property is a flag lot with approximately 11,025 sf of land. It appears a large capacity septic tank is in place and recently installed roof on both the main and cottage. The improvements need some upgrades, so now is the time to put your personal added touches to make it your home. Most of the property has concrete to accommodate extra cars. Close to the Pukalani Shopping Center and county pool and recreation center. A must see, looks better in person.

129 Kumano Dr, Pukalani

Listing courtesy of East Gate Realty.

2756 Leolani Pl, Makawao
$1,010,000
3 Beds ⋅ 2 Baths ⋅ 409751 MLS ⋅ CLOSED Status
2756 Leolani Place offers a unique opportunity to own a single-level home in the heart of Upcountry Maui. Situated on approximately 11,630 square feet, this 3-bedroom, 2-bath home enjoys ocean views, West Maui vistas, and colorful sunset skies from a setting that combines open space, privacy, and convenience. The property's location is a standout feature. Adjacent to agricultural land and the Pukalani Golf Course fairway, the setting provides a sense of space and visual openness. Vaulted ceilings, a large view-facing picture window, and a spacious 2-car garage provide a solid foundation for the next owner to imagine the potential and make the home their own. Built in 1988, the home offers approximately 1,240 square feet of living area along with the practical benefits of underground utilities, sewer service, and owned photovoltaic panels. Pukalani is known for its comfortable Upcountry climate and convenient access to many of Central and Upcountry Maui's everyday amenities. Schools, parks, the community center, shopping, restaurants, farmers markets, medical services, and Kahului Airport are all within easy reach, making this home a practical choice for everyday living. With views, open surroundings, and a location that balances accessibility with an Upcountry setting, 2756 Leolani Place offers the chance to create something special.

2756 Leolani Pl, Makawao

Listing courtesy of Hawai'i Modern Realty.

3275 Kihapai Pl, Makawao
$1,305,000
3 Beds ⋅ 2 Baths ⋅ 409897 MLS ⋅ CLOSED Status
Lovingly cared for by original owners, this property offers an abundance of storage/worksheds, carports, and endless possibilities. Situated on a spacious 18,700 sq. ft. lot, fenced on 3 sides, there is plenty of room to grow your own food and enjoy the Upcountry lifestyle. The main home is a single level 3 bedroom, 2 bath, residence featuring a large covered lanai, storage and carport. In addition, there is a detached 2 bedroom, 1 bath cottage with its own storage & carport. A third unit offers 1 bedroom, 1 bath, and a separate electric meter. Additional features include an owned PV system and a recently installed septic system. Conveniently located with easy access to town and upcountry amenities. Tax records may not match existing improvements; buyers and buyers' agent should conduct their own due diligence. Easy to show, wont last long. Tenant in one cottage donot walk the property without appointment.

3275 Kihapai Pl, Makawao

Listing courtesy of Chris Bakeman Realty LLC.

2740 Liholani St Unit #3, Makawao
$894,000
3 Beds ⋅ 3 Baths ⋅ 409193 MLS ⋅ CLOSED Status ⋅ Liholani Golf Villas BLDG.
Also listed as Single Family Home, MLS #409194 Beautiful golf course home—your opportunity to step into island living with this move-in ready retreat. The charming backyard features lush tropical landscaping, vibrant flowering plants, and a fruit-bearing mango tree, all set against the scenic backdrop of the golf course. Water is included in the HOA, making it easy to cultivate your own garden. Enjoy peaceful mornings and breathtaking sunsets overlooking the 5th fairway, a favorite of the current owners. Spacious covered lanais in both the front and back provide ideal spaces for morning coffee, relaxing, or birdwatching.The well-designed kitchen is equipped with stainless steel appliances and solid surface countertops. Additional highlights include tastefully tiled bathrooms, vaulted ceilings, and a cedar-lined walk-in closet. Major updates include a new roof, water heater, and refrigerator in 2021. The garage offers generous overhead storage—perfect for beach gear and outdoor essentials. Located in a serene upcountry setting with convenient access to central Maui amenities. Easy to show to pre-qualified buyers.

2740 Liholani St Unit #3, Makawao

Listing courtesy of Hawaiian Style Realty LLC.

1630 Olinda Rd, Makawao
$4,920,000
4 Beds ⋅ 5 Baths ⋅ 409844 MLS ⋅ CLOSED Status
Some properties are simply beautiful. Others leave you feeling something long after you’ve gone. Perched along the breathtaking slopes of Olinda Road on over 2 private acres, this extraordinary Upcountry estate is the kind of place people spend years hoping to find on Maui. Expansive yet deeply inviting, refined yet grounded, it offers a rare sense of peace and awe the moment you arrive. Towering skies, sweeping bi-coastal views, cool Olinda air, and the feeling of being completely surrounded by Maui’s natural beauty make this property truly unforgettable. Designed for gathering, celebrating, resting, and living fully, the estate offers a stunning 5,000+ sq ft main residence, attached apartment, detached cottage, and expansive barn/workspace creating an incredibly rare opportunity for multigenerational living, deep community, creativity, and connection. At the center of the home, the kitchen naturally draws people together with its breathtaking Spalted Mango island, custom cabinetry, artistic concrete countertops, and walls of windows framing Maui’s North and South Shores. It is easy to picture slow mornings with coffee as the clouds roll over Haleakala, long meals shared around the table, and evenings where conversations continue long after sunset. Outside, the grounds feel abundant and alive. Mature avocado trees produce some of the best avocados you will ever taste alongside thriving banana and citrus trees woven throughout the property. The infinity-edge pool, spa, pickleball court, basketball court, expansive lawns, and countless outdoor gathering spaces create an environment where family and friends naturally want to linger. Inside, every space has been thoughtfully designed to feel both grand and welcoming. Multiple living areas, a sunroom with a fireplace, spacious bedrooms, and beautifully curated finishes throughout create a home that lives as comfortably as it entertains. Whether hosting intimate dinners, large celebrations, retreats, weddings, or simply enjoying a quiet evening under the stars, the property adapts effortlessly to every season of life. What makes this estate truly special is not simply its size, amenities, or breathtaking views. It is the feeling of possibility that exists here. It is a place where generations can gather, where children can run freely, where creativity can flourish, and where some of life's most meaningful moments naturally unfold. Rarely does a property combine luxury, privacy, functionality, and soul in such a remarkable way. 1630 Olinda Road is more than a home. It is a legacy property, an Upcountry sanctuary, and a once-in-a-lifetime opportunity to own one of Maui's truly exceptional estates.

1630 Olinda Rd, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

44 Lino Pl, Makawao
$1,124,000
3 Beds ⋅ 1 Baths ⋅ 409996 MLS ⋅ CLOSED Status
Experience a true time capsule sanctuary in the cool climate of Pukalani. This beautifully preserved 1961 “island on an island” estate perfectly captures the essence of classic Hawai'i living. Impeccably maintained to its original vintage style, visitors frequently describe this property as a peaceful Shangri-la. Step into a bygone era of authentic island architecture while enjoying total peace of mind. This home features top-tier modern upgrades designed for longevity and sustainability. Upgrades include: a premium new standing seam roof, an eco-friendly, custom, high capacity, seamless rain gutter system that services 800 gallons of water catchment. Ultra durable, fire resistant, high-end composite siding. 14 panel solar system, equipped with Tesla battery. Designed entirely around the outdoor lifestyle, the backyard is a bustling food forest and tropical wonderland. The gardens are irrigated for effortless upkeep. Harvest fresh Mango, Avocado, Papaya, Guava, Lilikoi, Tangelo, Lemon, Ruby Red Grapefruit, and Valencia Orange. Pick fresh Red Flame and Thompson grapes, and harvest highly nutritious Moringa and Mamaki. Walk through a vibrant canopy of rare Jade Vine, 'Ohi'a Lehua, Hong Kong Orchid, fragrant Plumeria, exotic Ti’ and a plethora of orchids. Embrace the ultimate farm-to-table lifestyle right in your own backyard. This property features five expansive fully established above ground garden beds. Cultivate your own culinary herbs and vegetables just steps from your kitchen, offering a seamless transition from garden to gourmet dining. Fully fenced property for your pets and privacy. Not included in the main house, are 2 additional flex-spaces ready for your vision. This rare Pukalani treasure seamlessly blends historical charm, sustainability, and an agricultural paradise.

44 Lino Pl, Makawao

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

240 Nalani St, Makawao
$1,285,000
4 Beds ⋅ 3 Baths ⋅ 409008 MLS ⋅ CLOSED Status
Front Row on the 15th! Situated at the end of the 15th hole of Pukalani Golf Course, with impressive bi-coastal and fairway views, this 4-bedroom, 3-full bath split-level home with soaring ceilings has been genuinely invested in over time. A three-year-old roof with 50-year shingles, three split ACs intalled in 2024, photovoltaic with net metering to keep electric bills low, remote-controlled shades, an expansive 1-year-old wood deck and newer carpet and are the kind of upgrades that reflect real value. The bedrooms are generously sized, with two on the upper level and two on the lower level. The oversized 2-car garage has storage for all your hobbies. Outside, mature professionally-landscaped gardens surround the fenced-in yard and reveal years of cultivation. The house is not visible from the street and is set at the end of a long private drive. Homes with this combination of setting, condition, and views are rare.

240 Nalani St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

7 Hoolai St, Makawao
$999,999
3 Beds ⋅ 2 Baths ⋅ 409706 MLS ⋅ CLOSED Status
Nestled in the heart of charming Makawao town, 7 Hoolai St is a private sanctuary that blends island living with modern comfort. Surrounded by lush, tall hedges and secured with fencing and a gated entry, this 3-bedroom, 2-bath home offers both serenity and convenience. Step inside to discover a freshly painted interior with an inviting open floor plan, abundant natural light, and airy spaces designed for relaxed living. The large windows bring the outdoors in, while the gas range in the kitchen adds a practical yet stylish touch for home chefs. Outside, a spacious open lanai beckons for morning coffee, evening gatherings, or simply soaking in the peaceful surroundings. The beautifully landscaped yard showcases tropical touches, including some of the best banana plants you’ll ever find. This move-in-ready home also offers flexibility—configure part of the layout into a mother-in-law suite with its own living area and kitchenette, perfect for extended family or potential rental income. Need extra storage? The large storage building on the property has you covered. Enjoy the best of Makawao’s vibrant community while retreating to your own private oasis. This property is truly a rare find—don’t let it slip away!

7 Hoolai St, Makawao

Listing courtesy of Compass-W.

1733 Piiholo Rd Rd, Makawao
$1,363,950
3 Beds ⋅ 2 Baths ⋅ 408402 MLS ⋅ CLOSED Status
“Pending Continue To Show” Sellers accepting back up offers. Perched in the serene elevations of Upcountry Maui, this property combines breathtaking views with privacy and expansive land, offering exceptional potential for the future. At approximately 3,000 feet above sea level, it enjoys cool, crisp mountain air and a unique natural setting. Consisting of two separate TMKs totaling 1.14 acres. This Lindal Cedar residence offers three bedrooms and two bathrooms on approximately 0.20 acres, along with an adjacent 0.94-acre agricultural parcel that is currently seventh on the County water meter waitlist. Both parcels are being sold together, allowing flexibility for expansion, creative use, or long-term planning. The property embraces its surroundings with vaulted ceilings and large windows that capture views of mature trees and distant ocean scenery. With a wraparound deck, enjoy a warm and inviting interior with a strong connection to the outdoors. Featuring a welcoming open-concept layout, the home is designed for both effortless daily living and seamless entertaining. With the adjacent parcel, the property’s potential is elevated for agricultural use, thoughtful accommodation, or future expansion. Property is Pending continue to show. Sellers are open to taking any backup offers and/or showings.

1733 Piiholo Rd Rd, Makawao

Listing courtesy of Ihu Properties LLC.

270 Pau Hana Rd Unit B, Makawao
$1,010,000
2 Beds ⋅ 1 Baths ⋅ 409525 MLS ⋅ CLOSED Status
Step into the charm of 270 Pau Hana Road, nestled in the peaceful heart of Makawao, Maui. This beautifully designed, contemporary 2-bedroom, 1-bathroom home effortlessly combines comfort and style. 744 square feet of inviting living space, (can be expanded to 1,500 sf) with an additional 312 square feet of covered lanai—ideal for soaking up Maui’s breathtaking beauty. Perched on over a half-acre of level, fully useable, CPRd land, this comfortable home offers plenty of room to unwind, entertain, or simply bask in privacy. From the lanai, delight in stunning sunsets, ocean vistas and views of Kahakuloa, while indoors, a thoughtfully crafted interior awaits. The chef’s kitchen is a standout, complemented by sleek, high-tech glass sliding doors that blur the line between indoor and outdoor living. Whether you’re savoring morning coffee with a view or hosting an intimate gathering under the stars, this home is ready to deliver the ultimate island lifestyle. Move-in-ready and brimming with tranquility, this is your chance to embrace Makawao's serene vibe and call this little slice of paradise your own. Don’t wait—your Maui retreat awaits!

270 Pau Hana Rd Unit B, Makawao

Listing courtesy of Compass-W.

272 Hololani St, Makawao
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 409143 MLS ⋅ CLOSED Status
On the fairway at Pukalani Country Club, with Cook pines lining the edges and the ocean visible on the horizon, 272 Hololani Street is the kind of Upcountry address that doesn't come up often. The covered lanai faces west toward the golf course, with North Shore and South Shore coastline visible in either direction. Sunsets here are a show, almost every night. The trees that line the golf course bring the birds, and the birds bring the mornings to life. A private pool sits just off the main living area. The setting is easy, open, and green in every direction. Twenty-two net-metered PV panels keep the bills in check. The two-car garage keeps the practical side covered. And Pukalani Country Club, with its cooler temperatures, sometimes uncrowded fairways, and community feel, keeps the lifestyle exactly where Upcountry buyers want it.

272 Hololani St, Makawao

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

101 Ulana St Unit B, Makawao
$965,000
2 Beds ⋅ 2 Baths ⋅ 409078 MLS ⋅ CLOSED Status
Welcome to Maui Uplands! This beautiful 2-bedroom, 2-bath home with views of the West Maui mountains was fully renovated in 2023. Luxury vinyl flooring, custom bathrooms, a bright and functional kitchen are just some of the wonderful features of this spacious 1,012 sqft home. Attic insulation was installed to maximize the efficiency of a new Bosch central AC and heating system for those hot summer days and cool upcountry winter mornings. A 200amp power upgrade was completed to the home in April of 2024 along with a Tesla Wall Charger. A privacy fence, brand new hot tub, and concrete slab are the icing on the cake to this sweet upcountry retreat. Maui Upland residents enjoy access to a private, gated pool and tennis courts. Whether you're relaxing indoors or taking in the Mountain views from your lanai, this home is designed to provide a comfortable and enjoyable living experience, making it a perfect place to call home. This is unit B of a CPR Property.

101 Ulana St Unit B, Makawao

Listing courtesy of Pacific Image Properties.

690 Olinda Rd, Makawao
$2,550,000
3 Beds ⋅ 2 Baths ⋅ 409252 MLS ⋅ CLOSED Status
Beautiful, ocean view Kama’aina estate ideally located in Lower Olinda…just ¼ mile to Seabury Hall. Completely remodeled, charming and elegant plantation-style home built in the 1939 has all the character of times gone by with the refined touches of today’s thoughtful upgrades. Wrap-around covered lanai overlooks the pool, spa, views and natural beauty of the grounds. Entry lanai opens to spacious living room with fir floors and fireplace. Bright & open kitchen and dining area are also positioned to enjoy the ocean and sunset views and also opens up to covered lanai. Upper level also features three bedrooms and one bath—including beautiful primary bedroom with private lanai. Completely remodeled downstairs works as an ideal guest quarters and features nice bedroom area, disappearing privacy doors, large bathroom, kitchenette and open living area with fireplace…from which you may step right out to pool area and spa. Enjoy the fruit and ambiance of having many mature trees. Nicely landscaped grounds feature design by Chris Curtis with automated sprinklers, large amazing fruit trees, irrigation and dramatic night lighting. Tasteful circular driveway welcomes you from the gated entry off of Olinda Road. Workshop/studio space with toilet/sink and outdoor shower off of garage. Solar hot water, Photo voltic grid-tie plus battery system and gas fireplaces. Abundant built in storage, book-cases and drawers. Mature & fruit trees include: mango, avocado, acai berry, lemon, lime, kukui, coffee, lychee, grapefruit, surnam cherry, tangerine, longuan, magnolia, coral & monkeypod. Completely fenced.

690 Olinda Rd, Makawao

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

185 Hololani St, Pukalani
$1,079,000
3 Beds ⋅ 3 Baths ⋅ 406195 MLS ⋅ CLOSED Status
New price as of 3/31/26, bring your offer! Interior remodeled to include all new light fixtures, electrical outlets, switches, toilets, paint, ceiling fans, quartz counter tops and a new split AC system. Room to build a cottage on this 10,700 sqft parcel, just shy of a quarter acre. Don’t miss out on this unique property— so much room to expand or build an ADU on the parcel. Perfect for hobbyists or anyone needing extra workspace with a great workshop connected to the carport. A fantastic opportunity to own a spacious Pukalani 3-bedroom, 2.5-bath home with a separate office or use it as a 4th bedroom. This home is one street off the golf course and close to Pukalani Community Center where residents can take advantage of the large swimming pool, skate park & recreation fields. The living room has a new split AC system. A 124 gallon LPG tank that currently supplies a cooking range & clothes dryer. There are 3 carports for ample covered parking and a long driveway to accommodate more vehicles. No septic or cesspool as home is connected to a sewage treatment facility. Close to shopping & many schools.

185 Hololani St, Pukalani

Listing courtesy of Keller Williams Honolulu.

2981 Aina Lani Dr, Makawao
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 409870 MLS ⋅ CLOSED Status
Sold Before Listed

2981 Aina Lani Dr, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

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