Maui Properties and Real Estate - Bob Cella

Maui Properties

Showing 80 - 100 of 135 | Page

2450 Piiholo - 3 Bed | 4 Bath

  • Price: $4,750,000
  • Area: Makawao/Olinda/Haliimaile
  • Beds: 3
  • Bath: 4
  • Living Area: 3,229 Sq Ft
  • Land Area: 10.15 Acres
  • Days on Market: 116
  • SF w/Det Ohana or Cottage

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.

25 Lumahai - 4 Bed | 3 Bath

  • Price: $1,999,000
  • Area: Makawao/Olinda/Haliimaile
  • Beds: 4
  • Bath: 3
  • Living Area: 2,732 Sq Ft
  • Land Area: 2.89 Acres
  • Days on Market: 121
  • SF w/Det Ohana or Cottage

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.

144 Kula I'o - 2.780004 Acres

  • Price: $1,295,000
  • Area: Kula/Ulupalakua/Kanaio
  • Land Area: 2.780004 Acres
  • Days on Market: 121
  • Unimproved Land

Set on 2.78 remarkably usable acres at approximately 2,300 feet in elevation, this exceptional property captures one of the most expansive panoramas in all of Kula I'O. From Maui's north shore, sweeping south along the coastline to the deep blue channel between the islands, the West Maui Mountains, and the distant shoreline stretching toward Makena, the views unfold in nearly every direction. Behind you, Haleakala rises in quiet grandeur, its slopes shifting from gold to violet as the day gives way to evening. There is no obstruction. No compromise. Just Islands, Ocean, Mountain, and Sky. What makes this offering particularly compelling is not only the view, but the land itself. Unlike many Upcountry properties where acreage is shaped by steep terrain or limited building options, this parcel is exceptionally usable from boundary to boundary. The gently contoured landscape provides uncommon flexibility for a private estate, agricultural pursuits, guest accommodations, or a thoughtfully designed retreat that embraces the surrounding scenery. More than a vacant parcel, this is an opportunity to secure acreage within one of Upcountry Maui's established and sought-after communities. Kula I'O was shaped around the natural contours of the land, with generous lot sizes, protected view corridors, private infrastructure, and a commitment to preserving the character that defines this part of the island. The result is a community that feels both established and enduring, where the landscape remains the defining feature and each property benefits from the vision that gave the subdivision its form. At this elevation, the Kula Climate reaches a balance that residents spend years searching for. Warm days, cool evenings, gentle trade winds, make this elevation one of the most desireable and livable on the island, as well as one of the most productive for agriculture. It is a setting defined as much by how it feels as by what it offers. In rural Upcountry Maui, water infrastructure is among the most consequential considerations in land ownership. Kula I'O delivers through a state-of-the-art private well system pumping to two 60,000 gallon potable water tanks and a 1.6 million gallon Ag reservoir, providing both to each parcel via three-quarter-inch potable water and three-quarter-inch agricultural water meters. The subdivision's common areas are serviced by two County of Maui water meters. The infrastructure is already in place, allowing future owners to direct their energy toward what they create rather than what must first be solved. For buyers seeking land that offers both inspiration and confidence, that distinction matters. The setting is proven. The views are protected. The community is established. The infrastructure is here. Few properties bring these elements together with a vantage point this commanding over the breadth of Maui. Some land asks you to imagine what could be. This property allows you to begin with what already exists: extraordinary views, exceptional usability, and a setting that has earned its standing as one of Upcountry Maui's most desirable addresses. The Canvas is Exceptional. The Rest is Yours.

30 Opalipali - 3.5 Acres

  • Price: $995,000
  • Area: Kula/Ulupalakua/Kanaio
  • Land Area: 3.5 Acres
  • Days on Market: 128
  • Unimproved Land

One of the final remaining vacant parcels in the private gated community of Kula Meadows, this exceptional 3.5 acre homesite offers an increasingly rare opportunity to build your Upcountry Maui dream estate. Privately situated within a boutique subdivision of only 16 lots, the property captures breathtaking bi-coastal ocean views, stunning Haleakala vistas, and unforgettable sunsets, all while offering remarkable convenience to the island’s key destinations. Positioned in the lower portion of the subdivision, this premier parcel enjoys minimal rooflines within the view plane, creating an exceptional sense of openness and privacy. Multiple potential build sites allow you to thoughtfully design a custom estate that maximizes the panoramic scenery and ideal year-round Kula climate. Located in the highly desirable lower Kula area, Kula Meadows offers the perfect balance of peaceful Upcountry living and accessibility, approximately 12 minutes to Kahului, 25 minutes to Maui’s South Shore, and 20 minutes to the North Shore. With completed building plans, HOA approval, and Maui County permits ready to be pulled, this property is primed for the next owner to bring their vision to life. Surrounded by luxury estates in one of Maui’s most coveted communities, this is a rare chance to secure one of the last available lots in Kula Meadows and create a legacy property with some of the island’s most captivating views.

8515 Kula - 2 Bed | 3 Bath

  • Price: $4,999,999
  • Area: Kula/Ulupalakua/Kanaio
  • Beds: 2
  • Bath: 3
  • Living Area: 2,743 Sq Ft
  • Land Area: 22.24 Acres
  • Days on Market: 149
  • SF w/Det Ohana or Cottage

Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

0 Haleakala - 0.339003 Acres

  • Price: $559,000
  • Area: Kula/Ulupalakua/Kanaio
  • Land Area: 0.339003 Acres
  • Days on Market: 151
  • Unimproved Land

Building in Upcountry Maui can be a lengthy process, making opportunities like Pohakuokala Views Unit 1 especially appealing for buyers looking to save time and move forward more quickly. Building plans have already been submitted for permit review, providing future owners with the option to continue moving forward with the current design or pursue their own vision. Either way, much of the early groundwork has already been completed. Positioned at the upper portion of the development along a natural gulch, this 0.339-acre CPR homesite enjoys exceptional privacy along with sweeping South Shore, ocean, and mountain views. The setting feels established and grounded, with mature avocado, loquat, peach, and silver dollar eucalyptus trees thoughtfully retained throughout the property. The homesite has been selectively cleared to maximize usability while preserving the character of the land, creating an ideal balance between functionality and natural beauty. The submitted plans are designed for a 1,200 sq ft two-story residence, though buyers may choose to modify the plans or pursue their own design subject to applicable approvals. Located within the gated community of Pohakuokala Views, Unit 1 is part of a thoughtfully planned 10-unit CPR consisting of nine residential homesites and a dedicated native restoration area. County water service is provided through a shared system, with Unit 1 allocated for a residence of up to three bedrooms and two bathrooms. Owners also benefit from a private fire protection system currently being installed and infrastructure planning that has already addressed many of the challenges typically associated with vacant land development. Just 15 minutes from Kulamalu Town Center, farmers markets, restaurants, and daily conveniences, the property offers the ideal balance of privacy, views, and accessibility. For buyers who want to spend less time navigating the permitting process and more time planning their future home, Unit 1 presents a compelling opportunity within one of Upcountry Maui's most thoughtfully designed communities. Contact your Realtor today for additional information, submitted plans, and a private tour of the property.

1260 Naalae - 5 Bed | 4 Bath

  • Price: $4,499,000
  • Area: Kula/Ulupalakua/Kanaio
  • Beds: 5
  • Bath: 4
  • Living Area: 3,644 Sq Ft
  • Land Area: 2.376 Acres
  • Days on Market: 175
  • Single Family Residence

Welcome to perfection in Upcountry Kula. Imagine a private retreat spanning 2.367 acres, surrounded by the abundant natural beauty of the land, combined with pristine bi-coastal ocean views reaching to Moloka’i and Lana’i. A legacy estate of this caliber defines tranquil upcountry living at its best, creating a home to celebrate life’s landmarks. Resting at 2,200 feet on Haleakala’s western slope, this unique residence enjoys the best of the mild upcountry climate. Kula residents appreciate year-round Springtime with gentle Pacific breezes and consistently comfortable temperatures. Panoramic views of the Pacific greet you throughout the home’s interiors. Oversized picture windows in the living room and primary suite frame these reach-out-and-touch unequaled vistas, changing throughout the day as the light does. The main residence’s light-filled, lofty spaces seamlessly meld together with 5 bedrooms and 3.5 baths, spanning 3,644 square feet. The home's custom Mediterranean architecture and local craftsmanship embrace simplicity, which defines the unique upcountry lifestyle. In addition to those ocean views, there are forty native fruit trees (avocado, mango, citrus, mangosteen, star apple, lychee, peach, nectarine, star fruit), honoring the land and the year-round outdoor living experience. A separate suite with a private entrance is the perfect flex space for a creative studio, work-from-home office, full-size gym with infrared sauna, second kitchen, full bathroom, private deck, and yard. The main residence has brand-new Wolf appliances, including an induction range, refrigerator, and dishwasher. Custom new white oak hardwood flooring throughout is the canvas for your personal design statement. Discover the custom yurt with 20ft ceilings, including ocean and unequaled Haleakala’s views. Walking trails wind throughout the property's landscape, with ocean views at every turn, and are a natural amenity to this perfect retreat. The redesigned pool and spa are the home’s centerpiece, boasting a 40-foot saltwater pool with solar heating. Imagine experiencing the best of Kula from sunrise to sunset, 365 days a year. Visit this Upcountry Kula home, and you will discover it is exactly where you are meant to be.

2811 Liholani - 3 Bed | 3 Bath

  • Price: $1,100,000
  • Area: Pukalani
  • Beds: 3
  • Bath: 3
  • Living Area: 1,734 Sq Ft
  • Land Area: 4.41 Acres
  • Days on Market: 175
  • Single Family Residence

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.

7700 Kula - 58 Acres

  • Price: $13,999,000
  • Area: Kula/Ulupalakua/Kanaio
  • Land Area: 58 Acres
  • Days on Market: 177
  • Single Family Residence

Exceptional 58-acre agricultural estate comprised of eight separate TMKs, featuring a unique combination of high-quality improvements, established income, and long-term flexibility. The property includes four substantial ag buildings, two fully automated commercial greenhouses, and extensive infrastructure throughout. Improvements include a 1,300 sq ft Ag Office/Studio (2023) with slab-on-grade construction, 2x6 framing, Marvin windows, hardwood floors, split-pitch roof, R-19/R-30 insulation, Lutron automated lighting and shades, and Sonos audio. A 4,200 sq ft Ag Shop/Storage/Office offers 12’ walls, a 12/12 standing-seam metal roof, loft with hardwood flooring, and a Solark/Discovery off-grid PV system with 74kW storage. A 5,000 sq ft bolt-together Curvco galvanized corrugated metal ag shop with (2) 11' x 11' roll-up doors provides additional covered workspace and storage. A 2,400 sq ft Ag Warehouse with 12’ walls and standing-seam metal roof is also supported by the same off-grid solar system. Two 3,600 sq ft Agri-Tech Solar-Lite greenhouses, both fully automated and have supported a proven agricultural operation. Existing leases generate substantial income. Significant site work has been completed, including approximately 4,000 linear feet of 12-foot-wide asphalt drive providing secondary ingress/egress, an additional 800 linear feet of asphalt and concrete, four 12’ x 100’ concrete swales, and approximately 8,000 linear feet of perimeter game fencing. Roughly 40 acres have been cleared of old-growth wattle. This is a solid opportunity to acquire a large-scale, income-producing agricultural property with new infrastructure, multiple revenue streams, and long-term value.

Showing 80 - 100 of 135 | Page