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What My Clients Say

Absolutely loved working with Jack! He went above and beyond to help us find the perfect unit. Jack was extremely knowledgeable letting us know all of the details of each area and explained to us in depth any Maui regulations we were unfamiliar with. Extremely honest/ transparent with his opinions and even FaceTimed us the property when we were unavailable to view it. 10/10 would recommend and use Jack again in the future.

We feel so lucky to have met Jack! He is knowledgable, persistent, thorough and someone we felt we could truly trust with our transaction. He made the buying process painless for us by paying attention to all of the details and doing so with such ease. He even loves to surf! :) We feel really lucky to call him our real estate agent, but also our friend.

Jack was hugely helpful and flexible! He showed us around places when we were on island and showed us places remotely when we couldn't be there. He was always quickly responsive and on top of things, gave us great advice on how to get our offer accepted, and helped us through more than one tricky contract issue. I would highly recommend working with him.

Jack was excellent. He went above and beyond to help us get our house ready to sell when we had to move off island with short notice. A genuine person that wants what's best for his clients.

Very professional and knowledgeable of the Maui real estate market. Friendly, courteous and never missed answering the phone for many of my questions.

What's My Home Worth?

Newest Listings

$3,025,000
410498 MLS ACTIVE Status
Welcome to Maluaka Mauka, an exclusive gated community of just 53 homesites nestled across 28 acres in the heart of Makena. Ideally located just moments from the sandy shoreline of Maluaka Beach and adjacent to the world-class Makena Golf & Beach Club, this exceptional community offers an unparalleled island lifestyle. Ownership at Maluaka Mauka includes coveted membership application rights to the private Makena Golf & Beach Club. Enjoy close proximity to Maluaka Beach, one of South Maui's most beautiful swimming and snorkeling beaches, as well as convenient access to the Club's beachfront restaurant and bar, ocean pursuits activities, pools, fitness center, sports fields, and other amenities. Golf cart access provides a seamless connection to the Club's championship golf course and racquet sports complex. Offering privacy, open space, and an exceptional location, Maluaka Mauka presents a rare opportunity to build your dream home in one of Maui's most sought-after coastal communities. Unit 11 is ideally situated on a quiet cul-de-sac, offering an exceptional sense of privacy within the exclusive Maluaka Mauka community. Bordered on one side by a protected open space cultural preserve, this desirable homesite enjoys a tranquil natural setting with enhanced seclusion and no adjacent neighbor along the eastern property line. An ideal location to create a custom island residence, Unit 11 combines the serenity of preserved open space with convenient access to Maluaka Beach and the world-class amenities of the Makena Golf & Beach Club. Disclaimer: Pricing reflects individual homesite offerings within a master-planned community. All renderings, photography, floor plans, site plans, maps, dimensions, specifications, amenities, and other marketing materials are conceptual in nature and are provided for illustrative purposes only. They are subject to change without notice and should not be relied upon as a representation of the final product. Makena Golf & Beach Club Membership Disclaimer: Membership rights and privileges are subject to application and approval by Makena Golf & Beach Club, including completion and satisfactory approval of the Club’s required background screening process. Membership is not guaranteed and is subject to the Club’s then-current membership requirements, policies, and approval procedures.

112 Manauea St Unit Unit 11, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$5,500,000
410497 MLS ACTIVE Status
Welcome to Maluaka Mauka, an exclusive gated community of just 53 homesites nestled across 28 acres in the heart of Makena. Ideally located just moments from the sandy shoreline of Maluaka Beach and adjacent to the world-class Makena Golf & Beach Club, this exceptional community offers an unparalleled island lifestyle. Ownership at Maluaka Mauka includes coveted membership application rights to the private Makena Golf & Beach Club. Enjoy close proximity to Maluaka Beach, one of South Maui's most beautiful swimming and snorkeling beaches, as well as convenient access to the Club's beachfront restaurant and bar, ocean pursuits activities, pools, fitness center, sports fields, and other amenities. Golf cart access provides a seamless connection to the Club's championship golf course and racquet sports complex. Offering privacy, open space, and an exceptional location, Maluaka Mauka presents a rare opportunity to build your dream home in one of Maui's most sought-after coastal communities. Unit 9 is one of the most desirable homesites within the exclusive Maluaka Mauka, ideally positioned along the perimeter of the community. Overlooking the amenities of the Makena Golf & Beach Club, this premier homesite is bordered on one side by a dedicated cultural preserve, providing a rare sense of openness and a protected natural setting. This unique location offers an extraordinary opportunity to create an island retreat while enjoying convenient access to Maluaka Beach and the world-class lifestyle amenities that make Makena one of Maui's most sought-after destinations. Disclaimer: Pricing reflects individual homesite offerings within a master-planned community. All renderings, photography, floor plans, site plans, maps, dimensions, specifications, amenities, and other marketing materials are conceptual in nature and are provided for illustrative purposes only. They are subject to change without notice and should not be relied upon as a representation of the final product. Makena Golf & Beach Club Membership Disclaimer: Membership rights and privileges are subject to application and approval by Makena Golf & Beach Club, including completion and satisfactory approval of the Club’s required background screening process. Membership is not guaranteed and is subject to the Club’s then-current membership requirements, policies, and approval procedures.

136 Manauea St Unit Unit 9, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$1,295,000
2 Beds 2 Baths 410488 MLS ACTIVE Status Kihei Beach BLDG.
Experience the very best of oceanfront South Maui living at Kihei Beach #101, a beautifully renovated, hotel-zoned, ground-floor condominium situated directly on the golden sands of Sugar Beach. Thoughtfully remodeled in 2019, this spacious end-unit, two-bedroom, two-bath residence offers an exceptional blend of luxury, comfort, and investment potential with seamless indoor-outdoor living just steps from the Pacific Ocean. The open-concept floor plan features central air conditioning, in-unit laundry, luxury finishes, and a spacious chef's kitchen with an oversized island designed for entertaining family and friends. Expansive glass doors fill the home with natural light and open to a private covered lanai with direct access to the heated swimming pool, oceanfront lawn, barbecue area, and miles of sandy beachfront beyond. The desirable ground-floor location allows you to walk directly from your lanai to the beach, creating the ultimate Maui indoor-outdoor lifestyle. Offered fully furnished and turnkey, subject to seller exclusions, the residence has an established vacation rental history and is located within one of South Maui's desirable hotel-zoned oceanfront communities, making it ideal as a personal beachfront retreat, luxury second home, or continued income-producing vacation rental. Kihei Beach Resort is a boutique oceanfront property fronting spectacular Sugar Beach, where nearly six miles of uninterrupted shoreline invite morning walks, paddleboarding, kayaking, swimming, seasonal whale watching, and unforgettable sunsets. Its convenient South Maui location provides easy access to Wailea's championship golf courses, world-class resorts, Makena's beaches, Maalaea Harbor, shopping, dining, and Kahului Airport. Whether you're seeking a legacy family beach home, a luxury island escape, or an established vacation rental investment, Kihei Beach #101 offers a rare opportunity to own an irreplaceable piece of Maui's coastline where exceptional beachfront living, proven rental performance, and long-term ownership value come together.

36 S Kihei Rd Unit 101, Kihei

Listing courtesy of Compass-W.

$1,557,000
2 Beds 2 Baths 410487 MLS ACTIVE Status Wailea Palms BLDG.
Welcome to Wailea Palms 2703, move-in-ready and fully furnished, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to a large covered wrap around lanai with ocean views and lush tropical landscaping, perfect for indoor-outdoor living and entertaining. Recent upgrades include fully remodeled bathrooms (2025), travertine flooring, brand new fans and appliances throughout, custom cherry wood cabinetry, and handcrafted built-ins by Olivery Woodworking - including a custom breakfast nook, dining table, bathroom cabinetry, and custom glass and wood doors. A built-in Murphy bed in the second bedroom adds flexibility, allowing the space to function as either a guest suite or home office. Every detail has been designer curated, including designer furnishings, décor, accessories and kitchenware. Truly turn-key. Wailea Palms amenities include a spectacular ocean-view pool and spa, fitness center, barbecue pavilion, and beautifully landscaped grounds. Just moments from Wailea's world-class beaches, golf courses, luxury resorts, fine dining, The Shops at Wailea and the scenic Wailea Beach Path, this exceptional residence offers the privacy, quality, and lifestyle that make Wailea one of Maui's premier destinations. Call to schedule a showing!

3150 Wailea Alanui Dr Unit 2703, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$20,500,000
3 Beds 4 Baths 410482 MLS ACTIVE Status
Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$26,000,000
3 Beds 5 Baths 410474 MLS ACTIVE Status
What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui microclimate and sited according to Chinese feng shui principles, the estate captures panoramic views of Moloka'i, Lana'i, and the Au'au Channel, where humpback whales winter and calve. Across the road is Honolua Bay, Maui's iconic surf break, with the Plantation Golf Course 200 yards away. Recovery is built into the architecture. The primary suite features a 15-foot rain shower and soaking tub, while the pool house includes a Pilates studio and aromatherapy steam shower. Outside, a heated 22-by-60-foot saltwater pool, spa, and cold plunge create a daily ritual of restoration. This isn't a house with amenities. It's a private wellness compound with bedrooms attached. More than 90 fruit trees across 16-plus varieties are irrigated by a private cistern, complemented by an outdoor kitchen with a wood-fired pizza oven. A detached five-car garage with high-lift doors accommodates 10 vehicles. Fully furnished in Plantation Estates near Kapalua Resort, beaches, golf, and dining. Offered below replacement cost - an opportunity that can't be recreated today.

215 Plantation Club Dr, Lahaina

Listing courtesy of Compass-W.

$2,900,000
3 Beds 5 Baths 410469 MLS ACTIVE Status
This phenomenal slice of paradise was appraised for $2,700,000.00 (Listed price), in July 2026. It consists of 5.05 Splendid acres on an AG Zoned parcel, in the heart of Haiku. Emerald green pastures dotted with various fruit trees, flowers, and room for horses, sheep, goats, chickens, etc. This Legacy property is as close to heaven on earth, as can be. The owner/ builder imagined everything with a purpose, and it shows in the quality upgrades throughout the Main home and property. Lychee, coconut, mango, mountain apples, and avocado trees are a few of the trees that frame the acreage, and make for wonderful eating. The Lychee were planted so that they would stagger bloom every other year. The flowers are a variety of Hibiscus, Gardenias, and several other fragrant, and tropical treasures!! The farm also features a small barn, and extra tool shed. Construction includes vaulted ceilings, a large covered exterior living area, featuring a kitchen, great space to watch sports, and large windows taking in the verdant lawns, in addition, another fabulous wrap around lanais, with yet another barbeque covered lanais. This owner built main home, boasts everything you need to run a farm/ranch, and then some. The 4064 sq. ft., Main home is a large single- story home, constructed on post and piers. The home is on a slight hillside, permitting for a large under- home work shop, providing both power, and water, as well as an extra half bath, for the workers. Main home features multi-generation living. It boasts 2 large kitchens, 3 En Suite Bedrooms, an extra full, and half bath, a media room, library, a large den, formal full bar, and separate office. All the bedrooms are equipped with TV access. Included are several large aquariums, which will remain in the main home. The sellers have installed an electric gate for access to the main home. There is a separate entrance to the cottages. There are also two fully permitted 1000 square foot, 3 bed 2 bath - cottages. One of the cottages features a 2-car garage. These cottages are tenant occupied, and are now rented on a month- to- month basis. The main home, and one of the cottages are equipped with Photo voltaic panels. The property is on one water, and electric meter. Qualified buyers may arrange to view the property, keeping in mind, that a 48 hour -notice is required to view the Ohanas. The property is being sold AS IS. The current Owner/Trustee was not on site when the property was built. The Trustee who built it, passed away in 2016, so Seller’s Disclosure will be limited.

1525 Kaupakalua Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop-KP.

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