Featured Properties | The Agency Maui

5 Beds ⋅ 5 Baths ⋅ 406423 MLS ⋅ Fee Simple Tenure

100 Kalelemuku is a newly completed (2025) architectural estate set within Kula I'o, a gated enclave that redefines upcountry luxury. This landmark estate is fully fenced and gated, offering sweeping bi-coastal and mountain views across 3.6 acres. The estate offers 7,085 square feet of interior living space, including a 6,070-square-foot primary residence, a 1,015-square-foot two-bedroom ohana, together with a 2,718-square-foot covered lanai and an expansive 1,728-square-foot garage and storage. Every element is designed to celebrate indoor-outdoor living, with a seamless connection to the estate's refined, beautifully planned outdoor spaces. At the heart of the home is a dramatic great room, airy, open, and braced by vaulted ceilings and Fleetwood glass doors that frame vistas of Haleakala and the Pacific. The space flows into a sculptural Gaggenau kitchen, where waterfall-edge quartzite counters, custom cabinetry, and designer fixtures create a kitchen as elegant as it is functional. The home's layout is thoughtfully designed, featuring dual wings that ensure both seclusion and connection to the living areas. One wing houses the primary suite, complete with a private garden retreat, custom dressing room, and spa-style bath featuring luxurious surfaces and fixtures. Two additional bedroom suites are nearby, each with its own en-suite bath. The second primary suite opens directly to the lanai and a second garden retreat, offering ideal accommodations for guests or multi-generational living. A fourth bedroom and a media/flex room complete this wing, providing versatile space for work or relaxation. Each area offers residents seamless access to outdoor living. A sprawling covered lanai includes a full Lynx barbecue kitchen, outdoor refrigeration, and a 42" Trident grill, all shaded and designed for year-round use. Beyond, a 47-foot pool with a Baja shelf, jetted spa, and panoramic views complete the resort-like experience. Every finish in the home reflects a dedication to craftsmanship and contemporary luxury – exquisite wood flooring, Shibusa Tortora and Pietra Italia tile. Gaggenau appliances are featured throughout the kitchen and bar, including refrigeration columns, dual-zone wine and beverage coolers, and a custom coffee system. The bathrooms are appointed with marble and quartzite counters, soaking tubs and premium fixtures. The Ohana guest residence mirrors the same attention to detail. Fully self-contained with two bedrooms and two bathrooms, it features a Thermador kitchen suite, Teak cabinetry, a private garage, and its own covered lanai with a built-in Blaze grill - perfect for long-term guests. Set against the peaceful rhythm of upcountry life yet elevated by modern design and premium appointments, 100 Kalelemuku is a rare new-build offering in one of Maui's most desirable settings. Whether you're watching the sun rise over Haleakala or winding down with a sunset over the Pacific, every moment is choreographed around its beautiful setting and luxurious amenities. Inquire today for a private tour and the opportunity to see this incredible upcountry estate in person.

100 Kalelemuku Pl, Kula

Listing courtesy of Welcome Hawaii Properties.

$9,950,000

3 Beds ⋅ 3 Baths ⋅ 408390 MLS ⋅ Fee Simple Tenure

Situated on Maui’s Upcountry serene landscape, this Legacy Estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The first parcel of 10.46 acres features a spacious main residence and large detached cottage/studio. The second parcel of 11.79 acres is accompanied with a 2-bedroom 2-bath cottage, ideal for guests or caretakers, with room to build a main residence, and barn. Both parcels have separate water meters. Designed by Hans Riecke and Brian Bolter and constructed by Stephen King and Bill King, this impressive main residence includes an expansive great room with soaring ceilings, four stone fireplaces, a spacious open kitchen with top of the line appliances, dining areas, open sitting-room, office and den, a beautiful primary suite with spacious walk in closets and built-ins, two large guest rooms and covered decks for the enjoyment of the property, providing additional areas for entertaining guests and relaxation. The features throughout the homes exemplify fine craftsmanship with exotic hardwoods and custom finishes. A koa tree forest, producing olive orchard, and citrus orchard are among the many landscape features. This Extraordinary Estate is an Upcountry Maui treasure to behold.

95 & 285 Kekaulike Ave, Kula

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

$9,900,000

3 Beds ⋅ 4 Baths ⋅ 408037 MLS ⋅ Fee Simple Tenure

BEING WELL. For those that crave a holistic environment that nourishes the mind, body, and soul, in a tropical, private Hawaiian environment, the estate at 223 Plantation Club Drive is the home for YOU. Extremely private & serene, this extraordinary 2.18-acre sanctuary consists of mature luscious tropical landscaping with over 40 fruit plantings while being steps away from the 15th & 17th holes of the Kapalua Plantation Golf Course. The WELLNESS amenities include an ALL-IN PLUNGE® (cold water immersion), sauna, resort-sized pool & spa (complete with slides, pirate-themed smoke & lighting features), fire-pit, Koi-pond, vegetable-planter boxes, steam shower, workout facility and billiard table. This sprawling, single-level estate consists of 3 bedrooms, 3 bathrooms, and 1 1/2 half-bath spread across 5,366 living square feet. The residence showcases impeccable craftsmanship, state-of-the-art upgrades, and refined details throughout. Inside, discover 64 feet of motorized pocket doors that disappear into the walls, seamlessly blending the interior with over 2,000 square feet of covered lanai. The open floor plan features soaring 12-foot ceilings, two elegant living spaces, a dining area, a private office, a wine cellar, and two fireplaces. The gourmet kitchen boasts double islands, a new 48” Wolf range, and a Wolf grill at the outdoor bar, ensuring effortless entertaining. Two additional guest suites, all with 10-foot ceilings, provide ample accommodation for family & visitors. Outdoors, the estate’s transformation is nothing short of spectacular. The completely renovated pool features a grotto, two water slides, a 7-foot waterfall with a jumping rock, and an adjoining spa, creating a resort-like atmosphere. Hundreds of strategically placed landscape lights illuminate the lush grounds, koi pond, and tropical gardens, turning the property into a breathtaking paradise after sunset. The fully automated Savant system enhances the experience, providing control over nearly every aspect of the home, from lighting and sound to the 10 tiki torches and more. Additional features include a sprinklered orchard with over 40 fruit trees (bananas, avocado, mangos, lemons, limes, oranges, grapefruits, mountain apples, starfruit, papayas & more), an inviting outdoor shower, a spacious three-car garage with a home gym, and ample storage. The Plantation Estates of Kapalua is one of the most prestigious & exclusive golf-course gated communities in the Hawaiian Islands. This agricultural-zoned community consists of 53 Plantation Estates & 50 Honolua Ridge (phase 1 & 2) parcels. The community is home to the PGA’s annual Sentry Tournament of Champions Invitational and the Plantation Restaurant. Owners have easy access to the Kapalua Resort amenities including world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Montage massage/spa & the incredible shopping & fine-dining experiences. The quintessential luxury retreat, the estate at 223 Plantation Club Drive inspires you to attain a level of relaxation that YOU desire and deserve. YOUR Time Is Now.

223 Plantation Club Dr Unit 14, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$9,750,000

3 Beds ⋅ 3 Baths ⋅ 408478 MLS ⋅ Fee Simple Tenure

A truly rare offering in coveted Keokea. This exceptional Upcountry estate is perfectly positioned between Kula and Ulupalakua, presenting an unparalleled living experience in one of Maui’s most sought-after areas. Surrounded by sweeping natural beauty and rich island heritage, Keokea embodies tranquility and timeless charm. Set on 6.5 acres of meticulously manicured grounds, the property offers remarkable privacy while remaining conveniently close to shops, dining, and endless outdoor pursuits. Unobstructed ocean and Haleakala views serve as a breathtaking backdrop from every vantage point. Offered for sale by the original owner—renowned builder Keith Troxel—this custom, rustic-contemporary ranch-style residence is ideally situated at 2,300 feet in elevation, just below the Oprah Winfrey Estate and Sun Yat Sen Park. Enter through solid wrought iron doors that open to the elegant main residence with two primary suites thoughtfully positioned at opposite ends of the home for enhanced privacy. Interiors are appointed with acacia wood and travertine flooring throughout, while the expansive chef’s kitchen showcases a custom Monkeypod wood island, premium appliances, and granite countertops—perfect for both entertaining and everyday living. Seamlessly blending indoor and outdoor living, the home opens to an expansive lanai overlooking a resort-style pool and spa, set amidst park-like grounds and framed by panoramic ocean vistas. Enhancing the estate is a beautifully designed carriage-style cottage with a three-car garage below, offering flexibility for guests or extended living. The property is fully fenced and gated, complete with a barn and arena, and features a large ¾-inch water meter, allowing for potential future expansion. This is a once-in-a-lifetime opportunity to own a slice of heaven that is so unique, you will not find it anywhere else on Maui. Lister is owner.

337 Kealakapu Rd, Kula

Listing courtesy of Compass-W.

$9,675,000

5 Beds ⋅ 6 Baths ⋅ 406996 MLS ⋅ Fee Simple Tenure

Set within the premier gated community of Honolua Ridge, 94 Keoawa Place is a reimagined Kapalua residence offering more than 7,199 square feet of refined living space on nearly four acres of gently sloping land. Designed to embody world-class island living, the estate captures panoramic views of the Pacific Ocean, Molokai, Lanai, and the dramatic West Maui Mountains. 94 Keoawa Place stands as one of the most significant estates in Kapalua, uniting scale, seclusion, and a premier location with the assurance of a recent comprehensive, "down-to-the-studs" renovation. The house blends timeless island architecture with modern sophistication and state-of-the-art technology. For example, a new fully integrated Lutron system provides seamless control of audio and video throughout, including the dedicated theater room. Every element has been renewed—custom hardwood floors, new wiring and plumbing, fresh stucco, and all-new fascia and gutters, and a new tile roof. New Marvin windows and doors frame the views, while a 300K photovoltaic system with multiple backup batteries ensures both sustainability and independence. Inside, the residence offers 6 bedrooms, 5 full bathrooms and 2 half baths, thoughtfully arranged for comfort and versatility. Highlights also include a newly designed office, a lighted custom pantry, refreshed powder and laundry rooms, and elegantly updated bathrooms. There is a new stairway and railings that add architectural presence, while the main level features an all-new kitchen and dining area with an abundance of natural light. The outdoor spaces are equally striking. Expansive lanais flow into lush tropical landscaping, where a heated in-ground pool and spa overlook the Pailolo Channel. Here, sunsets are unforgettable, and in winter, humpback whales can be seen breaching against the horizon of Lanai and Molokai. Practical features include a three-car garage, underground utilities, private water and septic systems, cable TV, and automatic sprinklers—all designed for ease of living without compromising luxury. Life in Honolua Ridge offers privileged access to the best of Kapalua: two championship golf courses, including the famed Plantation Course, home of the PGA TOUR's Sentry Tournament of Champions; the Ritz-Carlton Maui and Montage Kapalua Bay resorts; acclaimed dining; hiking trails; and pristine white-sand beaches. For those seeking a private retreat in one of Hawaii's most celebrated resort communities, this residence is without equal. This property is being sold by the Bankruptcy Trustee, and the sale is subject to U.S. Bankruptcy Court approval. The sale is “As-Is, Where-Is,” with no warranties or representations of any kind. The Trustee has no personal knowledge of the property’s condition; prospective buyers are advised to conduct full independent due diligence.

94 Keoawa Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$9,500,000

6 Beds ⋅ 6 Baths ⋅ 409677 MLS ⋅ Fee Simple Tenure

Welcome to 1949 W Kuiaha Rd: a rare opportunity to acquire a one of a kind, legacy Maui country estate within one of the most beautiful microclimates of all the Hawaiian islands. On 39 acres of pristine land, two skillfully crafted homes look out onto expansive, gently sloping green pastures with full panoramic ocean views. Enjoy tranquil ocean, garden & mountain views from the entire downstairs great room as well as from the 818 sq ft covered lanai of the 4 bed 3.5 bath main home. Notable features are massive beam construction, Venetian plaster walls, a 1050 sq ft Primary suite with a fireplace, clawfoot tub & its own 756 sq ft private Ipe deck with incredible ocean views, a 659 sq ft multipurpose room with its own stairwell entrance, a 200 sq ft office, a 1933 sq ft garage, 531 sq ft of storage & an owned PV system. Just beyond the bamboo grove is a quaint 2 bed/2.5 bath, 1495 sq ft cottage which features a stunning 586 sq ft covered lanai & Ipe deck offering prime ocean views, Monkeypod slab counters in the kitchen & living room, a fireplace, 2 offices, semi outdoor shower & a gorgeous vaulted cupola roof. In addition, there are 4 fenced pastures, 2 partially enclosed sheds totaling 782 sq ft, 1 garden shed, 3 additional loafing sheds & a hitching post. The impressive array of fruit & ornamental trees, Rainbow Eucalyptus & Cook Pine forests, 2 acre garden, a seasonal stream, 3 property entrances, inspiring Haleakala, Giggle Hill, West Maui mountain & Pacific ocean views, incredible privacy, immersion in nature, general potential & future value that this property offers is unlike any other. There is much to explore, enjoy & create. This property is an equestrian’s and rancher's dream. 1949 W Kuiaha Rd is well-positioned in Haiku Pauwela with close proximity to Haiku, Makawao & Paia towns, Baldwin beach, Twin falls, exceptional schools, the best farmer’s markets on the island, private & international airports. This property is a gem & must be seen in person to appreciate. Seller is open to selling all or part of the property: A four unit CPR is in progress. Once completed, individual lots will be available to purchase separately at an elevated value. Seller may be open to trades. Contact Listing agent for more information. Listing agent is related to Seller.

1949 W Kuiaha Rd, Haiku

Listing courtesy of Hawaii Life (MA).

$9,395,000

3 Beds ⋅ 4 Baths ⋅ 408748 MLS ⋅ Fee Simple Tenure

Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is UNBEATABLE FINANCING. This home features an assumable mortgage at a fixed 2.25% interest rate, with 25 years remaining!! Seller is also open to exploring cryptocurrency transactions. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Pristine, peaceful, and thoughtfully finished with European oak floors, bespoke cabinetry, and curated design elements throughout. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. The designer chefs kitchen is appointed with a Thermador appliance suite, including a 48” gas range, built-in coffee system and a 92-bottle built-in wine refrigerator. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by one of the few zero-edge infinity pools and spas in Wailea, with built-in tiki torches to enjoy late nights under the stars. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Just moments from Wailea’s world-class beaches, fine dining, golf, and boutiques, yet quietly removed from the crowds. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

$8,900,000

5 Beds ⋅ 6 Baths ⋅ 409338 MLS ⋅ Fee Simple Tenure

Perched atop 45 acres of Launiupoko’s most coveted slopes, this extraordinary estate offers a rare sanctuary of privacy, space, and incomparable Maui beauty. Sweeping panoramic ocean, outer island, and sunset views define every horizon, while gentle trade winds and the serenity of open land create an unparalleled sense of escape. The 5,863 sq. ft. residence is a masterpiece of thoughtful design, featuring 5 ensuite bedrooms—including dual master suites—5.5 baths, and expansive living spaces that flow effortlessly to multiple lanais. An 80-foot infinity-edge pool frames the horizon, perfect for sunset gatherings or quiet reflection. The 3-car garage has been transformed into a high-end gym, reflecting a lifestyle that values wellness and leisure. Not one, but two 14,999-gallon gravity-fed water tanks provide both potable and agricultural water, supporting a property designed for flexibility, whether as a private compound, agricultural estate, or multi-structure retreat. A 3,800 sq. ft. barn offers extraordinary potential for equestrian, guest, or creative uses. This property is a CPR'd/residential condo property: Main home parcel of 45 acres off a 50 acre parcel. This is more than a home—it is a legacy property, a place where every day is defined by space, privacy, and the timeless rhythm of island life. For the discerning buyer seeking the ultimate Maui retreat, 554 Punakea Loop is a rare and unmatched opportunity.

554 Punakea Loop Unit A, Lahaina

Listing courtesy of The Agency Maui.

$8,900,000

3 Beds ⋅ 3 Baths ⋅ 407830 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Positioned in the coveted front row of Wailea Point, Residence 502 sits just 75 feet from the surveyed shoreline, offering commanding southwest-facing views of Molokini Crater and the resort’s iconic blowhole. Given the slight elevation directly on the ocean, the home is perfectly situated for dramatic vistas and exceptional privacy from the oceanfront path below. The residence underwent a complete and elegant remodel in 2003, crafted with timeless design by interior designers Gretchen Schoch of Fairacres Studios and Cynthia Bengier, and brought to life by general contractor Dave Graham. At the heart of the home, a spacious open-concept kitchen captures breathtaking views and is appointed with granite countertops, custom wood cabinetry, a SubZero refrigerator, Thermador ovens, Décor range, Maytag washer and dryer, Wolf barbecue, and a Franke stainless steel sink with hot and cold filtered water, a soap dispenser, and Kitchenaide disposal. A reverse osmosis filtration system discreetly housed in a lanai cabinet supplies pristine water to the kitchen. Luxury furnishings of the highest quality are included, though most artwork is excluded. In 2019, new windows were installed throughout the residence, including a stunning mitered glass bay window in the main living area, amplifying the coastal light and breathtaking views. The expansive lanai is enclosed by a premium NanaWall system—effortless to operate and designed to blur the lines between indoor and outdoor living in one of the world’s most temperate climates. Wailea Point features exceptional quality construction; a very low density (just over 4 units per acre) garden environment; largely concrete low-rise buildings; 24-hour gated & roving security; two elaborate pool pavilions with 4 pools including a 2-lane, 25-meter lap pool, 2 whirlpool spas & full kitchens; lighted tennis court, 2 pickleball courts; superb fitness gym; barbeque areas; fruit & herb gardens; ample parking; fun, golf-cart friendly property. Beautifully landscaped and maintained, Wailea Point IS a beautiful garden. Enjoy the Four Season and Fairmont Kea Lani Hotels as immediate neighbors and all the 5-star services they offer. Furnishings included except art pieces. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 502, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$8,800,000

3 Beds ⋅ 4 Baths ⋅ 408938 MLS ⋅ Fee Simple Tenure

If architecture is a language and the built form its voice, then a great architect is, ultimately, a master storyteller. 29 Kolonahe is evidence of such mastery from architect Ron Radziner, co-founder of renowned firm Marmol Radziner. This upcountry Maui home, built by legendary craftsman John Cahill, is an enduring, livable work of art—and Marmol Radziner’s first house in Hawaii. At the edge of a dramatic tropical valley, a triad of structures rises from an impeccably landscaped garden: main house, art studio and office, and carport and music studio. Glass, cedar, and honed lava playfully direct sunlight throughout the day—from its morning appearance to its dramatic sunset finale. Outside, gardens of native 'Ohi'a lehua, Koa, Puakenikeni, 'A'ali'i, Alahe'e and orchards of banana, papaya, mango, lychee, longan, citrus, avocados and more adorn the hillside. Listening to the voices of the land, the site, and the vision of his clients (fine artist, musician, and actor), Radziner created an oasis of modern design, inspired artistry, and native landscaping that simply feels good to live in. Radziner’s design at 29 Kolonahe tells a story of beauty, ease, and delight: the power of inhabiting a space that’s brilliantly crafted in alignment with the land where it is situated. Experience it yourself. This property is a Residential CPR and includes 1.719 acres of land.

29 Kolonahe Pl Unit A, Kula

Listing courtesy of Hawaii Life (W).