Maui Real Estate - Ask Josh

Maui Real Estate - Ask Josh Josh Jerman, RB-19728, Hawaii Life. Realtor-Broker of the Year for the Realtors Association of Maui (2019). Top 100 Realtor in Hawaii 2013-2025

I am a top producing broker with Hawaii Real Estate Brokers. In my spare time, I serve on the Realtors Association of Maui (RAM) Board of Directors, RAM Education Committee and the Hawai‘i Association of Realtors’ State Finance Committee. I am also the founder of the Josh Jerman Foundation, the Josh Jerman Maui Nui Scholarship Fund, and an avid supporter of a number of nonprofit organizations and charities here on the Valley Isle.

Just listed in KiheiThis 3-bedroom, 3-bath home offers 2,130 square feet of interior space and is priced at $1,665,000. ...
05/07/2026

Just listed in Kihei

This 3-bedroom, 3-bath home offers 2,130 square feet of interior space and is priced at $1,665,000. Built in 1997, it sits on nearly 9,400 square feet of lushly landscaped grounds in South Kihei, moments from beaches, golf courses, and the food trucks at South Maui Gardens, with Wailea just a short drive away. The open-concept layout features soaring ceilings and flows seamlessly to a wraparound covered lanai with sweeping views of Haleakala and the Pacific Ocean. A pool, hot tub, and award-winning tropical landscaping including mango, starfruit, banana varieties, and dragonfruit make the outdoor space as impressive as the interior. The lower level includes a second kitchen and additional bedroom, ideal for guests or extended family. Additional highlights include an owned 28-panel photovoltaic system with two Tesla Powerwalls, solar hot water, split-system AC, and a two-car garage.

Message me for more details or to schedule a private showing.

https://www.hawaiilife.com/listings/19-hoolalei-way-kihei-hi-96753-2

Just listed in PaiaThis 3-bedroom, 2.5-bath home offers 1,257 square feet of interior space and is priced at $1,250,000....
04/28/2026

Just listed in Paia

This 3-bedroom, 2.5-bath home offers 1,257 square feet of interior space and is priced at $1,250,000. Built in 2003, it’s ideally located in the heart of Paia, just a short walk from local restaurants, boutique shops, and everyday essentials. The layout is bright and functional, with a seamless connection to over 300 square feet of covered outdoor lanai, perfect for enjoying Maui’s indoor-outdoor lifestyle. The private front and backyard are surrounded by mature tropical landscaping, giving the home a peaceful, tucked-away feel while still being minutes from everything. A one-car garage adds convenience, and the overall setting captures the relaxed, walkable lifestyle Paia is known for.

Message me for more details or to schedule a private showing.

https://www.hawaiilife.com/listings/23-hoku-pl-paia-hi-96779

Ground-floor living in one of South Maui’s most sought-after communities.This beautifully renovated 1-bedroom, 2-bath co...
04/20/2026

Ground-floor living in one of South Maui’s most sought-after communities.

This beautifully renovated 1-bedroom, 2-bath condo at Maui Kamaole offers the kind of layout you rarely find, with two full bathrooms and a seamless indoor-outdoor flow.

Enjoy private lanais on both sides that open to lush tropical landscaping, just steps from the pool and BBQ area. Inside, the open-concept design, updated kitchen, split AC, and new furnishings make it easy to settle in or start generating rental income right away.

Located directly across from Kamaole Beach Park III and minutes from Wailea’s dining, shopping, and golf.

View details and more photos here: https://www.hawaiilife.com/listings/2777-s-kihei-rd-l-109-kihei-hi-96753-3

Message me for a private showing.

This top floor 2-bed, 2-bath condo in Maui Vista offers vaulted ceilings and a bright, open feel. Enjoy your morning cof...
04/16/2026

This top floor 2-bed, 2-bath condo in Maui Vista offers vaulted ceilings and a bright, open feel. Enjoy your morning coffee on the lanai with ocean views and unwind in the evening with beautiful sunsets. The kitchen features granite countertops, and the unit sits in a prime South Maui location right across from Charley Young Beach. Residents and guests can enjoy three pools, designated grilling areas, and a relaxed island lifestyle. Whether you are looking for a personal getaway or an investment property, this one is worth a look. Offered at $850,000.

Message me for details or a private showing.

https://www.hawaiilife.com/listings/2191-s-kihei-rd-2419-kihei-hi-96753-2

This 4 bed, 3 bath condo in the Cottages at Kulamalu offers the best of Upcountry living with cool breezes, clean air, a...
04/14/2026

This 4 bed, 3 bath condo in the Cottages at Kulamalu offers the best of Upcountry living with cool breezes, clean air, and beautiful ocean and mountain views. The layout is both practical and flexible, with one bedroom and full bath on the first floor and the rest upstairs. Enjoy a covered entry porch, central AC, and a two car garage, plus a beautifully maintained fenced backyard with a covered lanai that is perfect for relaxing or entertaining. Located just minutes from Foodland, Pukalani Community Center, local restaurants, and everyday essentials, with the airport and Costco about 15 minutes away.

Offered at $999,000.

Message me for details or a private showing.

https://www.hawaiilife.com/listings/46-kuinehe-pl-18-pukalani-hi-96768-2

7700 Kula Hwy offers 58 acres across 8 lots with real infrastructure already in place. This is not just land. It’s a wor...
04/10/2026

7700 Kula Hwy offers 58 acres across 8 lots with real infrastructure already in place. This is not just land. It’s a working property with income potential from day one.

The property includes multiple ag buildings, two fully automated greenhouses, and an off-grid solar system powering the operation. There’s also an office and shop space, making it functional for both business and day-to-day use.

Roughly 40 acres have already been cleared, with additional site work completed to support access and long-term use. Existing leases add immediate income, while the layout allows for future expansion or new uses.

If you’ve been looking for a large-scale property in Upcountry Maui with flexibility and built-in value, this one is worth a closer look.

Message me for details or a private tour.

https://www.hawaiilife.com/listings/7700-kula-hwy-kula-hi-96790-1

This private 3 bed, 4 bath estate offers 3,136 sqft of living on over 4 acres of lush, tropical grounds with mature frui...
04/02/2026

This private 3 bed, 4 bath estate offers 3,136 sqft of living on over 4 acres of lush, tropical grounds with mature fruit trees, peaceful walking paths, and a separate upgraded cottage perfect for guests or extended living. Originally designed by Maui architect Harry Rice and reimagined as a mid-century modern retreat, the home features light-filled interiors, expansive lanais, and a seamless indoor outdoor flow.

The gourmet kitchen is equipped with high end appliances and custom cabinetry, while each bedroom includes its own ensuite bath for comfort and privacy. A spa style outdoor bath with a soaking tub, a treehouse overlooking the forested gulch, and handcrafted details throughout create a true North Shore escape.

Tucked at the end of a quiet country road, this property offers a rare blend of privacy, design, and everyday island living.

https://www.hawaiilife.com/listings/965-hog-back-rd-haiku-hi-96708-2

Video tour: https://player.vimeo.com/video/1178423573?amp;loop=1

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Hawaii Life Real Estate Brokers, 3750 Wailea Alanui Drive , Suite B-16
Wailea, HI
96753

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