Maui Properties and Real Estate - Bob Cella

Maui Properties

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1365 Piiholo - 3 Bed | 2 Bath

  • Price: $2,200,000
  • Area: Makawao/Olinda/Haliimaile
  • Beds: 3
  • Bath: 2
  • Living Area: 3,433 Sq Ft
  • Land Area: 2 Acres
  • Days on Market: 7
  • SF w/Det Ohana or Cottage

Discover tranquility and ultimate privacy at this exceptional Upcountry Maui estate. Nestled on the slopes of Haleakala and bordered by a lush gulch, this 3,433 sqft residence and detached cottage are set on two sprawling acres, creating a serene personal retreat. Step into the main home and you will be greeted by an inviting atmosphere. With soaring vaulted ceilings and large picture windows that perfectly frame the expansive ocean views, you will feel like you have nowhere else to be. The recently remodeled kitchen allows you to seamlessly transition to outdoor living on the generous wrap-around lanai, and enjoy breathtaking sunsets year-round. The primary bedroom is on the main floor and the home also has a loft space, perfect for an art studio or yoga space. This home is both expansive, yet cozy, creating a perfect sanctuary. The lower level offers incredible flexibility with a spacious 2-bedroom, 1-bathroom suite, ideal for extended family or guests, as well as a detached cottage that is seperately metered, and has it's own driveway & entrance. Attached to the main home is a 1 car garage as well as a separate 2 car carport along with plenty of space for storage. This is a rare chance to own a versatile and secluded piece of paradise, where the beauty of Upcountry living unfolds around you.

1115 Pookela - 4 Bed | 3 Bath

  • Price: $1,795,000
  • Area: Makawao/Olinda/Haliimaile
  • Beds: 4
  • Bath: 3
  • Living Area: 1,888 Sq Ft
  • Land Area: 0.2346 Acres
  • Days on Market: 35
  • Single Family Residence

Welcome to the jewel of the Pookela Paradise crown, just a short walk to Makawao Town but worlds apart. This 4 bedroom, 3 bath home is located at the bottom of a gated driveway inside a master planned development, providing privacy and a “front row seat” on the panoramic 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 Ipe decking, hardie board siding, and copper flashings on the exterior, along with hardwood flooring and natural stone interiors. It is sold turn-key, and includes high end custom furnishings. Staging items and and owner’s personal items are excluded. This is the main house in the Pookela Paradise 1 Condominium Property Regime (CPR). Buyer and Buyer’s Agent shall do their own due diligence regarding the use and structures on the property. Listing agent is the seller. This is a Residential CPR.

1065 Ehu - 5 Bed | 4 Bath

  • Price: $2,595,000
  • Area: Makawao/Olinda/Haliimaile
  • Beds: 5
  • Bath: 4
  • Living Area: 3,264 Sq Ft
  • Land Area: 2.2197 Acres
  • Days on Market: 47
  • SF w/Det Ohana or Cottage

Private Forest Retreat on 2.13 Acres Bordering the majestic Makawao Forest Reserve and set above a peaceful gulch, this exceptional Upcountry estate offers the perfect blend of privacy, flexibility, and natural beauty. Located in the highly desirable Pi?iholo area—known for its crisp air, lush landscape, and serene forest setting—this fully fenced property sits at the end of a quiet cul-de-sac, just 12 minutes from historic Makawao town. The main home spans 3,264 sq ft with 5 BD and 4 full BA, featuring vaulted ceilings, elegant Marbau wood floors, travertine bathrooms, and in-floor central heating—ideal for cooler Upcountry mornings. Designed with openness and warmth in mind, the floor plan lends itself to relaxed living and entertaining. On the opposite end of the property, the detached Ohana offers 1,232 sq ft of comfortable living space with 3 BD, 2 BA, extended lanai space and a sizable 560 sq ft garage —perfect for extended family, long-term rental, or visiting guests. Additional amenities include a one-car garage with a connected exercise room and art studio, and a charming tiny home with a full kitchen and expansive lanai—ideal for a caretaker, guest hideaway, or creative retreat. The gently sloped acreage is dotted with mature fruit trees—including avocado, apple, grapefruit, orange, lemon, and peach—and surrounded by the tranquil sights and sounds of nature. Wake to the chirping of forest birds and savor the peaceful energy of Pi'iholo’s higher elevation. Whether you're looking for a multigenerational compound, income-generating property, or a private sanctuary immersed in nature, this one-of-a-kind retreat delivers Upcountry living at its best.

1733 Piiholo - 3 Bed | 2 Bath

  • Price: $1,575,000
  • Area: Makawao/Olinda/Haliimaile
  • Beds: 3
  • Bath: 2
  • Living Area: 1,755 Sq Ft
  • Land Area: 1.14 Acres
  • Days on Market: 86
  • Single Family Residence

Welcome to 1733 Pi'iholo Road, a unique Upcountry Maui property offering charm, flexibility, and natural beauty. This rare opportunity includes two separate TMKs totaling 1.14 acres — a well-built 3-bedroom, 2-bath cedar home on 0.2 acres, and an adjoining 0.94-acre agricultural lot, currently 11th on the County water meter list. Both parcels are being sold together, providing a future owner with space and potential for growth, creative use, or additional development. Perched at approximately 3,000 feet elevation, the home enjoys cooler temperatures and fresh mountain air. Inside, vaulted ceilings and oversized windows fill the home with natural light and frame views of the surrounding trees and distant ocean. Cedar construction and a wraparound deck add warmth and a strong connection to the outdoors. The open-concept layout is perfect for comfortable living and entertaining, while the expansive land offers room for gardens, fruit trees, or additional structures. The adjoining parcel enhances the property’s value—whether for extended family, agriculture, or long-term investment. There is also an option for furnishings to be included in the sale, offering a convenient turnkey opportunity. Located just minutes from Makawao Town and near Makawao Forest Reserve and Waihou Springs, you’ll have quick access to hiking, biking, and riding trails—while still enjoying the peace and privacy of Upcountry living. This is a versatile and inviting property—ideal for investors or multi-generational families looking to create a legacy in one of Maui’s most desirable regions.

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