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21 Akoni Pl, Paia
$1,295,000
3 Beds ⋅ 1 Baths ⋅ 410933 MLS ⋅ Fee Simple Tenure
Classic Paia plantation-style home in an exceptional location just minutes from the beach, shops, restaurants and everything Paia Town has to offer. This unique property combines the charm of old Hawaii with strong rental-income potential. The home is currently arranged as four separate living spaces: a spacious 2-bedroom, 1.5-bath main living area and three additional studio-style spaces. Ideal for an owner-occupant who wants to enjoy the Paia lifestyle while benefiting from rental income, or for an investor seeking a well-located income property. Garage space, shared laundry and a flexible floor plan add to the property’s versatility. Leave the car at home and walk within minutes to Paia’s restaurants, stores and beautiful beaches.

21 Akoni Pl, Paia

Listing courtesy of KM Brokerage LLC.

461-465 Palani Pl, Wailuku
$1,185,000
2 Beds ⋅ 2 Baths ⋅ 410923 MLS ⋅ Fee Simple Tenure
HOUSE + OHANA OR THREE UNITS, TWO BUILDINGS, ONE LOT. This unique Old Wailuku Heights property offers exceptional flexibility as a multigenerational family compound, owner occupant opportunity, or income producing property, with three separate living units across two residences and spectacular ocean, Central Maui and Haleakala views. Set on approximately 10,485 SF with R 3 Residential zoning, the property sits on a private flag lot along a quiet cul de sac with mature fruit trees. 461 Palani is a 500 SF 2BR/1BA cottage built in 1982 and extensively remodeled in 2018 with an updated kitchen, granite countertops, stainless appliances, flooring, windows and bath, plus a spacious 256 SF wraparound deck, 12 owned PV panels, storage, yard, separate laundry and tuck under parking. 465 Palani is an 871 SF, 2BR/2BA main home built in 2022 and currently configured as two separate furnished 1BR/1BA units, each with excellent views, solar hot water, privacy and parking. The home was designed with potential for future second story expansion. Buyer to verify feasibility and permitting. See Documents. At full occupancy, the three units produce approximately $7,700 per month or $92,400 per year in gross rental income, with estimated NOI of approximately $60,000 and a projected 4.7% cap rate at $1,185,000. One unit in 465 is currently vacant. Offered turnkey furnished. Income and expense figures are provided by Seller, are not independently verified and are subject to change. Conveniently located near UH Maui College, MACC, Maui Memorial Medical Center, downtown Wailuku, shopping, parks and other Central Maui amenities. Property is tenant occupied. Do not disturb tenants. Please allow adequate notice for showings. Some County Records and property details are inconsistent. Buyer to conduct independent due diligence. Contact your preferred agent.

461-465 Palani Pl, Wailuku

Listing courtesy of Compass-W.

1199 Freitas Pl Pl, Makawao
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 410916 MLS ⋅ Fee Simple Tenure
Up country living at its best downtown Makawao. Lightfilled 3 bed, 2 bath one story home, new vinyl windows throughout. Expansive living room that moves into a large entertainment room, & an additional room that leads to the covered patio. Enjoy the large fenced lot filled with an abundance of fruit trees, established hedge for privacy, & roomy tool shed. The main bath has been beautifully remodeled with custom tile, counter top, & storage. Kitchen boasts new countertops & tile backsplash. The original kitchen sink stainless steel with side boards, not to be missed. Huge 2 car garage with storage, laundry room & bath with furo. Detached cottage is approx. 660 st. ft with its own electric meter and carport. A blank canvas for you to make it your own. Easy to show. This location is close to the Makawao rest., shops, entertainment, famous Komoda Bakery, schools, gyms, and other amenities.

1199 Freitas Pl Pl, Makawao

Listing courtesy of Chris Bakeman Realty LLC.

3275 Kehala Dr Unit 3275 Kehala Drive, Kihei
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 410912 MLS ⋅ Fee Simple Tenure
Nestled in the highly coveted Maui Meadows neighborhood, 3275 Kehala Drive delivers breathtaking, panoramic ocean views from every single lanai. The main residence boasts a light, airy open-concept floor plan, anchored by a recently remodeled gourmet kitchen. Chefs will love the premium stainless steel gas stove, high-end appliances (including a dedicated ice machine), and striking Labradorite countertops imported directly from Madagascar. The flexible four-bedroom layout features an upstairs primary suite, a private downstairs mother-in-law suite, two additional versatile bedrooms, and a laundry room. Outside, the low-maintenance backyard serves as an island oasis, including a barbecue, storage shed, and a mature, fruit-bearing mango tree. Offering excellent rental income potential, the property includes a detached 1-bedroom, 1-bathroom Ohana unit. Enjoy ultimate peace of mind with a home that has been freshly painted and tented (2026).

3275 Kehala Dr Unit 3275 Kehala Drive, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

400 Palama Dr, Kahului
$1,495,000
4 Beds ⋅ 2 Baths ⋅ 410910 MLS ⋅ Fee Simple Tenure
Imagine the possibilities with this sparkling new, completely remodeled residence at 400 Palama Drive, offering exceptional flexibility with multiple living spaces on a larger 8,858 sq. ft. lot. The Single-level property features a 4-bedroom, 2-bath main, an attached 3-bedroom, 1-bath villa, and an attached studio, providing a variety of options for extended family, guests, or additional living space, all within approximately 1,808 sq. ft. of living area, complemented by an oversized 704 sq. ft. carport and an extensive driveway with ample space for multiple vehicles. Conveniently located in Kahului, the home offers easy access to shopping, schools, restaurants, medical facilities, and other Central Maui amenities.

400 Palama Dr, Kahului

Listing courtesy of Century 21 Island Homes.

257 Kuualoha St, Kahului
$1,329,000
4 Beds ⋅ 3 Baths ⋅ 410908 MLS ⋅ Fee Simple Tenure
Pool, views, space and privacy—this home brings it all together in The Greens at Maui Lani. Beautifully maintained and set along a partial cul-de-sac, this 4-bedroom, 3-bath executive-style home offers a standout combination of generous living spaces and effortless indoor-outdoor living. Step outside to an inviting in-ground pool with a rock waterfall, mature landscaping, private outdoor shower and a breezy lanai overlooking the pool—an exceptional setting for entertaining, relaxing and enjoying Maui’s year-round climate. The versatile floor plan features a bedroom and full bath on the ground level, while upstairs, the primary suite offers a relaxing retreat with a soaking tub, separate shower and beautiful Haleakala views. Expansive views stretch across Central Maui toward the ocean in the distance, bringing a wonderful sense of openness to the home. A generously sized garage provides abundant storage, and the low HOA fee is an added bonus. Conveniently located near schools, shopping, dining, medical services and everyday Central Maui conveniences, this home offers an impressive combination of space, views, outdoor living and location. Don’t miss this opportunity—call your favorite REALTOR® to schedule a showing and experience all that this Maui Lani home has to offer.

257 Kuualoha St, Kahului

Listing courtesy of REMAX Hawaii Maui.

177 Pua Kalaunu Loop, Wailuku
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 410905 MLS ⋅ Fee Simple Tenure
Enjoy all the perks of brand-new construction without the post-closing projects or miscellaneous upcharges. Better than new and completely move-in ready, this single-level residence is situated in one of the most desirable positions within Anuhea at Kehalani, prized for its exceptional privacy and sweeping vistas. Packed with high-value, tasteful upgrades, the home features custom window treatments, complete central air conditioning, full gutters, and a widened driveway. The exterior boasts a premium stone wall and low-maintenance AstroTurf, delivering striking curb appeal with virtually zero yard work. Designed for effortless single-level living, the thoughtful open-concept floor plan pairs modern island style with stunning ocean and mountain views from its elevated Wailuku setting. Ideally located just 15 minutes from the airport and mere minutes from Central Maui’s top schools, parks, shopping, and medical facilities, this home delivers total turnkey quality and complete peace of mind with all the hard work already done.

177 Pua Kalaunu Loop, Wailuku

Listing courtesy of Redfin Corporation.

198 Anamuli St, Kahului
$1,055,000
3 Beds ⋅ 2 Baths ⋅ 410895 MLS ⋅ Fee Simple Tenure
Welcome Home! This gem of a house feels both spacious and cozy. The Legends is a highly sought-after neighborhood on the edge of Kahului, yet still conveniently located close to schools, shopping, dining, golf, parks, recreation, and local businesses. This lovely 3-bedroom, 2-bathroom home offers space for a family/dining room off the kitchen, as well as a comfortable living area. The bedrooms are thoughtfully situated off the main living area for added privacy and quiet. Central air conditioning and leased PV panels further enhance comfort and affordability. Get in touch with your favorite REALTOR® today to arrange a showing before this property is gone! Information is believed to be accurate but is not guaranteed. Buyers are encouraged to independently verify all information and conduct their own due diligence regarding the property and other matters of importance.

198 Anamuli St, Kahului

Listing courtesy of Coldwell Banker Island Prop(Ka).

98 Mehani Pl, Kihei
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 410893 MLS ⋅ Fee Simple Tenure
Welcome to your piece of paradise in desirable Central Kihei, just a short walk from Kalama Beach Park. Tucked away at the end of a quiet cul-de-sac, this spacious two-story home offers the perfect blend of relaxed island living, comfort, and entertaining. The welcoming entry opens to a spacious living room, dining area, and kitchen, creating an inviting great-room feel ideal for everyday living and gathering with family and friends. A newly remodeled powder room adds convenience on the main level. Upstairs, you’ll find three generously sized bedrooms, including a primary suite featuring a newly remodeled bathroom and a large walk-in closet. A full guest bathroom is conveniently located near the additional bedrooms, while a substantial storage area is located off the third bedroom. Step into the distinctive backyard and discover your own private retreat. Cool off in the premium above-ground saltwater pool, unwind on the custom-built deck, or gather around the propane fire pit beneath Maui’s star-filled skies. The showstopper is the one-of-a-kind, thatched-roof Tiki bar, complete with seating for up to 12—perfect for entertaining and embracing the Aloha lifestyle. Adding even more versatility, a spacious bonus room on the main level features a large bathroom, ample cabinetry, a wet bar, and a sliding door for private access. This flexible space is ideal for extended family, visiting guests, or roommates. Additional improvements include a freshly painted exterior and a new 30-year roof in 2025, offering added peace of mind. This special Maui home offers a wonderful opportunity to enjoy the best of island living.

98 Mehani Pl, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

120 Pauloa Pl, Kihei
$1,359,000
4 Beds ⋅ 3 Baths ⋅ 410892 MLS ⋅ Fee Simple Tenure
Welcome to your private oasis in the heart of North Kihei, where privacy, flexibility, and island living come together. Beyond the custom monstera entry gate, this beautifully renovated two-story, 4-bedroom, 3-bath home is ideally situated in a peaceful neighborhood just blocks from the beach with no HOA. The upper level features three bedrooms and two bathrooms, spacious kitchen and living area highlighted by cathedral ceilings that create an open, airy atmosphere Step outside onto the outdoor lanai to relax, entertain, and take in breathtaking sunsets. The updated kitchen features beautiful quartz countertops and stainless appliances, while a ceiling-concealed split air-conditioning system provides modern comfort to all bedrooms and living spaces. The home features 26 owned photovoltaic panels and two Tesla backup batteries, offering significant utility cost savings and added peace of mind. The lower level offers an additional one-bedroom, one-bath, attractive living space with its own private entrance—ideal for use as a mother-in-law suite or rental unit providing additional income potential. Step outside to a tasteful outdoor garden and front yard space surrounded by a natural terraced rock wall, complete with mature mango and citrus fruit trees. The property is zoned for a secondary cottage, offering a rare opportunity to expand living space or create additional income potential. It's your chance to make this dream home a reality!

120 Pauloa Pl, Kihei

Listing courtesy of Compass.

171 Kualapa Pl Unit 71, Lahaina
$2,400,000
3 Beds ⋅ 3 Baths ⋅ 410891 MLS ⋅ Fee Simple Tenure
Also listed as Condominium (MLS #410886). This is a Residential Condo Property, and this unit is approved for a Main Home. ENJOY SUNSET VIEWS between Molokai and Lanai from this 3 bedroom, 3 bath single level residence that borders the Kaanapali Kai Golf Course's 9th Hole. Certainly the most sought after floor plan in this quiet and centrally located enclave, featuring two generous primary suites; both with westerly view. Home is equipped with the Tesla Powerwall, a compact home battery providing stored energy for outage protection, electrical savings and more; leased from Sunrun Inc.. A must see gem in the heart of Kaanapali. Call your agent today to schedule a visit to this well maintained home. The information provided may contain inaccuracies and is provided without warranty or guaranty of any kind. Agents and Buyers to perform their own due diligence to verify any information they deem material or important to their purchase or offer to purchase.

171 Kualapa Pl Unit 71, Lahaina

Listing courtesy of A Million Or More Corp.

468 Kaiwahine St, Kihei
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 410885 MLS ⋅ Fee Simple Tenure
Discover the possibilities at 468 Kaiwahine St. in Kihei! This spacious and versatile 4-bedroom, 3-bathroom home offers comfortable living, inviting outdoor spaces, and plenty of room for family and guests. The home features a functional layout with generous living space and mature, fruiting trees that create a welcoming outdoor setting. An irrigation system helps keep the landscaping maintained, while the extended back deck provides the perfect space for entertaining, outdoor dining or barbecuing. Additional highlights include a 1-car enclosed garage and a convenient Kihei location close to beaches, shopping, dining, schools, and many of Maui's outdoor recreational activities. With four bedrooms and three bathrooms, this property offers the flexibility to accommodate a growing household, visiting guests, a home office, a home gym or additional living space to suit your needs. 468 Kaiwahine St. is ready to welcome you home. Contact your favorite Realtor today to schedule your private showing!

468 Kaiwahine St, Kihei

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

140 Kahala Pl, Kula
$2,495,000
2 Beds ⋅ 1 Baths ⋅ 410870 MLS ⋅ Fee Simple Tenure
3 1/2 acres of fertile farm ground with 1 1/2" water meter and bonus buildings. Seller may Carry Owner Financing with large down and fair terms. (2) 2 Bedroom 1 bath homes plus an addition 4480 sq ft bonus building with septic, electric and plumbing that can be used as farm operations building or you can apply for permit to make it the main house. 710 Sq ft Ohana has it's own cesspool and there is also another bonus stand alone octagonal office or yoga studio. 888 sq ft Main house also has a bonus office/ohana next to it and it's own cesspool. This property is a must see. Close to Makawao town and Pukalani. Only 20 minutes to north shore beaches and Paia. Perfect for Owner Farmer who needs housing for workers or Contractor who needs equipment storage and worker housing. Multiple Mango, Avocado, Lychee, Coconut and other mature fruit bearing trees. Dead end Street for safety and privacy. Seller may consider seller financing with acceptable terms.

140 Kahala Pl, Kula

Listing courtesy of Pacific Shores Realty.

148 E Alulike St, Kihei
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 410867 MLS ⋅ Fee Simple Tenure
Located in Ka Ono Ulu Estates, one of North Kihei's most desirable residential neighborhoods, this versatile single-level home is conveniently located just a short stroll to the beach. Offering a flexible floor plan with 5 bedrooms, 3 bathrooms and a loft, the home can be enjoyed as one spacious residence or configured into two connected living areas with an interior door. Each side features its own private entrance, central A/C system, and dedicated laundry area, making it ideal for multigenerational living, extended family, or added privacy. This home features durable stucco construction, soaring vaulted ceilings, a remodeled kitchen and bathrooms, a propane stove, and a large Daikin wall-mounted A/C unit in the main living room for added comfort. A beautiful custom gate designed by Padilla Designs enhances both privacy and curb appeal, while the oversized concrete driveway provides parking for up to 8 vehicles. Additional highlights include a garage bar, two large storage sheds, an irrigation system, a low-maintenance yard, and mature banana, orange, and avocado trees. Ideally located near beaches, shopping, dining, schools, and parks, this exceptional property offers the perfect blend of comfort, flexibility, and island living. Listor is Seller

148 E Alulike St, Kihei

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

309 Hilu Pl, Kahului
$1,275,000
3 Beds ⋅ 1 Baths ⋅ 410865 MLS ⋅ Fee Simple Tenure
Welcome to 309 Hilu Place! This spacious 10,411 SF corner lot offers exceptional flexibility with two driveways, including an approximately 1,200 SF concrete driveway providing parking for 5+ vehicles. Thoughtfully updated in 2023 with granite kitchen countertops, laminate flooring, new baseboards, fresh interior and exterior paint, and a newly installed wood perimeter fence and gate, providing added privacy and definition to the property. Zoned R-2, offering potential for up to two accessory dwellings, subject to County requirements, permitting, and Buyer verification. Additional enclosed bonus spaces offer versatility for guests, extended family, a home office, hobbies, or additional living needs. Enjoy the added benefit of a 6.48 kW Qcells photovoltaic system with Tesla Powerwall 2 battery storage, currently leased through Sunnova at approximately $322/month. A unique opportunity to own a generously sized Kahului property with parking, flexibility, and future possibilities. Buyers to conduct independent due diligence regarding all improvements, permits, square footage, zoning, and allowable uses.

309 Hilu Pl, Kahului

Listing courtesy of Maui Lifestyle Realty LLC.

144 Halau Pl, Kihei
$8,895,000
3 Beds ⋅ 4 Baths ⋅ 410860 MLS ⋅ Fee Simple Tenure
Located behind the gates of Wailea Golf Estates, 144 Halau Place is a designer-furnished, single-level contemporary residence offering privacy, ocean and golf course views, and exceptional indoor-outdoor living of over 5,000+ sq. ft. Expansive openings connect the interiors to covered lanais, a striking zero-edge infinity pool and spa, tropical landscaping, and views across the Wailea Blue Course. The property offers a private setting in the heart of Wailea and within easy walking distance to Wailea's beaches, golf, dining, shopping, and resort amenities. EXCEPTIONAL FINANCING OPPORTUNITY: An existing 2.25% fixed-rate mortgage with approximately 24.5 years remaining may be assumable by a qualified buyer, subject to lender approval and applicable requirements. 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. 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 a zero-edge infinity pools and spa, with built-in tiki torches to enjoy late nights under the stars. European oak flooring and contemporary finishes create a warm, refined aesthetic. The chef's kitchen features top-of-the-line Thermador appliances including a 92-bottle wine refrigerator and a built-in coffee system. 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. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. 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. Listor is one of the owners of the property.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

32 W Kapueone Pl, Wailuku
$1,495,000
4 Beds ⋅ 3 Baths ⋅ 410847 MLS ⋅ Fee Simple Tenure
Priced to Sell! Come home to Sand Hills Estates, a gated Central Maui community where space, privacy, convenience, and spectacular views come together. This custom-built 4-bedroom, 2.5-bath home offers a comfortable setting for your ohana, with central A/C and split-system cooling to help keep everyone comfortable year-round. One of the home's standout features is the ocean and Central Maui views, with Haleakala as a stunning backdrop. From the comfort of your living room, watch cruise ships arrive and depart the harbor while taking in the ever-changing scenery — a view that is truly special. Step outside to a lush and inviting backyard filled with fragrant plumeria and puakenikeni trees that add beauty and the unmistakable feeling of island living. There is plenty of room to relax, garden, entertain, or simply enjoy time with family and friends. A bonus area tucked beneath the interior stairs provides valuable additional space for a playroom, storage, or whatever best suits your lifestyle. Conveniently located near Maui Memorial Medical Center, schools, shopping, dining, and Kahului Airport, this home offers both the peaceful feel of a private community and easy access to the amenities of Central Maui. Come see what makes this Sand Hills Estates home so special and imagine the possibilities for your ohana's next chapter.

32 W Kapueone Pl, Wailuku

Listing courtesy of REMAX Hawaii Maui.

620 Awalau Rd, Haiku
$1,850,000
3 Beds ⋅ 2 Baths ⋅ 410831 MLS ⋅ Fee Simple Tenure
There’s a certain magic that happens when high-end design meets the raw, lush beauty of Haiku, and 620 Awalau Road is the living proof. Set on two meticulously manicured acres, this estate isn’t just a home—it’s a private ecosystem of tranquility, offering a lifestyle defined by ocean views, rolling valley vistas, and the quiet luxury of sustainable living. The main residence spans 2,787 square feet of light-filled, intentional space. At its heart is the Great Room, where a dramatic lava rock fireplace serves as a centerpiece against the warmth of cork-underlay hardwood floors—a dream surface for everything from morning yoga to evening entertaining. The layout is both spacious and intimate, featuring three bedrooms and two bathrooms. The primary suite is a true standout, designed as a self-contained sanctuary with its own entrance, a kitchenette for slow mornings, and a spa-inspired bathroom that feels like a five-star retreat. Beyond the main house, the property unfolds into a creative’s paradise. An architectural octagonal art studio, complete with a covered lanai and an outdoor shower, offers the perfect space to get lost in a project. A second studio provides even more flexibility for hobbies or a quiet workspace. The outdoor living here is unparalleled. Spend your afternoons wandering past the lily pond and organic fruit trees, or host sunset gatherings on the expansive lanai while taking in the views of the gulch and the Pacific beyond. With a spacious garage and plenty of parking, the practicalities are handled, leaving you free to enjoy the serenity. There’s even potential to add a private, ocean-view cottage to further maximize the footprint of this incredible North Shore acreage. This is more than a property; it’s a canvas for a life well-lived.

620 Awalau Rd, Haiku

Listing courtesy of Compass-W.

818 Kumulani Dr, Kihei
$1,999,000
2 Beds ⋅ 3 Baths ⋅ 410821 MLS ⋅ Fee Simple Tenure
Experience the Maui Meadows lifestyle where space, privacy, and relaxed island living come together in one of South Maui’s most desirable residential neighborhoods. Set on a generously sized lot in an exceptionally quiet setting, this unique property offers the flexibility to create a private Maui residence with potential rental income or an inviting multi-generational family compound with room for everyone to enjoy their own space. This residence features a distinctive brick exterior and tile roof, a combination that not only adds character but also helps keep the interior naturally cooler in Maui’s warm tropical climate. Two split-system air conditioners provide additional year-round comfort, while the home’s flexible layout lends itself beautifully to everyday island living. Adding even more versatility is the detached ohana, remodeled in 2021 with a new roof and water heater. The separation between the main residence and ohana creates wonderful possibilities for extended family, guests, a home office, additional private living space or rental income. Outside, the expansive grounds and outdoor living areas invite you to embrace the lifestyle Maui is famous for—morning coffee in the fresh island air, relaxed afternoons at home, and evenings spent outdoors under the Maui sky. The large fully fenced lot provides a sense of openness and privacy that can be increasingly difficult to find in South Maui. Maui Meadows is prized for its peaceful residential atmosphere, larger properties, and proximity to the best of South Maui. This private Estate is just minutes from world-famous beaches, Wailea and Kihei restaurants, shopping, championship golf courses, resorts, and countless opportunities to enjoy the ocean and outdoors. Whether you envision a private island retreat or a multi-generational Maui home with space to gather and room to spread out, this home offers a rare combination of location, flexibility, privacy, and the laid-back lifestyle that makes Maui Meadows so special.

818 Kumulani Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

401 Palani Pl, Wailuku
$1,200,000
6 Beds ⋅ 2 Baths ⋅ 410810 MLS ⋅ Fee Simple Tenure
401 Palani Pl sits up in Wailuku Heights, where the elevation brings cooler air and views that stretch out over the ocean and up to Haleakala. Step inside and the vaulted ceilings and open, multi-level layout give the home a scale you don't find in a typical Wailuku property. 6 bedrooms and 2 baths spread across 2,373 sq ft, with ocean views reaching several of the main living spaces. Built in 1970, the home needs extensive updating throughout, but the layout is genuinely flexible room for a large family under one roof, a multi-generational setup, or a dedicated guest wing. Outside, a 3 stall carport, 0.38-acre lot gives you real room to spread out, with mature landscaping and fruit trees scattered around the property. You’re minutes from Iao Valley and the Iao Needle, with a quiet, elevated setting that's hard to find this close to town. Some homes are better understood in person than on paper, come see this one for yourself.

401 Palani Pl, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ki.

765 Wailupe Dr, Wailuku
$1,198,000
5 Beds ⋅ 3 Baths ⋅ 410799 MLS ⋅ Fee Simple Tenure
Nestled in the heart of Wailuku, this single-family residence on Wailupe Drive offers exceptional potential for those looking to create their ideal island home. Set against the stunning backdrop of the West Maui Mountains, the property benefits from cooling trade winds and a layout ready for your personal touch. The location provides convenient access to public and private schools, essential amenities, and local dining. You are situated just minutes from the charming boutiques and cafes of Historic Market Street, Maui Memorial Medical Center, Kahului Airport, and retail hubs like Queen Ka?ahumanu Center, beach parks and golf course. Tax records reflect a 3-bedroom layout; however, an enclosed lanai is currently utilized as an additional bedroom, bringing the functional configuration to 5 bedrooms.

765 Wailupe Dr, Wailuku

Listing courtesy of Pacific Century Realty.

53 Meheu Cir, Kahului
$979,000
3 Beds ⋅ 3 Baths ⋅ 410790 MLS ⋅ Fee Simple Tenure
Welcome to a unique opportunity to own a rarely available perimeter lot within the highly desirable Traditions at Maui Lani. This pristine 2-story 3-bedroom, 2.5-bath home has an open concept layout perfectly positioned to capture refreshing cool breezes with dual mountain views. Premium interior finishes feature sleek porcelain tile flooring throughout the first floor and luxury vinyl laminate planking upstairs. The kitchen boasts a beautiful island with built-in storage, elegant espresso cabinets, a striking tiled backsplash, and Corian countertops. Upstairs, a versatile landing area serves as a cozy second living space. Primary bedroom features a generous walk-in closet and an ensuite bathroom with double vanity. Backyard is a private outdoor oasis, lined with beautiful palm trees and lush grass ideal for pets and entertaining. Features an owned, net-metered photovoltaic solar system, solar water heater, two split A/C units and irrigation system. Parking is effortless with a 2-car garage plus driveway to accommodate two additional vehicles. Perfectly situated in the heart of Central Maui within walking distance to the award-winning Pomaikai Elementary School and moments away from the Regional Sports Complex, Medical Center, Costco, golfing, shopping, dining, airport and more. This move-in ready residence captures the very essence of island living.

53 Meheu Cir, Kahului

Listing courtesy of ENRG Realty.

277 Keonekai Rd, Kihei
$2,750,000
7 Beds ⋅ 4 Baths ⋅ 410789 MLS ⋅ Fee Simple Tenure
Located on desirable Keonekai Rd, this newly renovated home comes with a brand new stainless steel roof. The main residence features 3 bedrooms and 2 bathrooms, with an attached ohana that can be opened via an internal connecting door to create a flexible 5-bedroom, 2-story layout on the ground floor — ideal for extended family or rental income. Upstairs of the ohana unit is 2 more bedrooms and a full kitchen, connecting to downstairs via interior stairs. Enjoy a spacious backyard, two-car garage, and additional storage room and laundry facilities. Conveniently located near Kihei beaches, shopping, dining, schools, and just minutes from Wailea and South Maui amenities. A great opportunity for buyers looking for space, flexibility, and a move-in-ready home or investment property in a convenient Kihei location. Bedroom/bathroom count as marketed does not match TMK records. Buyer and buyer's agent to conduct their own due diligence.

277 Keonekai Rd, Kihei

Listing courtesy of Fortress Realty Hawaii LLC.

311 Door Of Faith Rd, Haiku
$3,985,000
4 Beds ⋅ 3 Baths ⋅ 410782 MLS ⋅ Fee Simple Tenure
5 STRUCTURE OCEANFRONT COMPOUND | OFFERED AT $ 3,985,000. An exceptional opportunity to own a private oceanfront estate overlooking breathtaking Waipio Bay in beautiful Huelo. Set behind electronic gates and surrounded by a protective hedge on 2 acres, this fully permitted sanctuary offers the rare combination of privacy, expansive ocean views, multiple living spaces, lush tropical grounds and a remarkable degree of self-sufficiency. The main residence features 4 bedrooms/3 baths, beautiful teak flooring and a Primary Suite spa inspired bathroom with a private entrance to the pool. The Primary Suite entry doors and bed are custom made from Koa Wood, adding to the tropical elegance. A large gazebo next to the main house has a private ocean view deck, shower and spa as your guests will enjoy yoga, stargazing, whale watching or cocktails at sunset with the outdoor lifestyle Maui is known for. A beautifully renovated 2 bedroom/1 bath ohana provides a private retreat for guests, extended family or tenants, with its own patio and spa and expansive ocean views. A 4-car garage includes a 1 bedroom/1 bath apartment with a deck up above. A separate Garden Cottage with a kitchen adds yet another peaceful area for naps, personal seclusion or the perfect artist’s studio. You’ll find an abundance of fruit trees, tropical flowers and a large organic garden with a nearby equipment shed to support the property’s practical side. The grounds are a true delight with a pool and waterfall feature surrounded by mature tropical, low maintenance landscaping. Designed with 2 large capacity water catchment tanks and pump house, propane for hot water and cooking, security system and established hardscape walkways, while only 30 minutes to the airport and Costco. A property of this scale, privacy, oceanfront setting and versatility is rarely offered at this price point. Come experience it in person by appointment through your favorite Realtor.

311 Door Of Faith Rd, Haiku

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

50 Alawa Pl, Kahului
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 410780 MLS ⋅ Fee Simple Tenure
Located in the Parkways at Maui Lani this single-level Makena/Plan 3 offers 1,817 square feet of interior living space with 3 bedrooms and 2 bathrooms on a 9,447-square-foot lot. The property is located along the Dunes at Maui Lani Golf Course with convenient access to schools, shopping, restaurants, parks, and golf. The open floor plan connects the kitchen, dining, and living areas, with additional outdoor living provided by a covered lanai and front porch. The kitchen features bay windows, space for a breakfast table, a large bar top, GE appliances, Corian countertops, and a separate formal dining area. The primary suite includes a walk-in closet and bathroom with a soaking tub, separate shower, and private toilet room. Additional features include 9-foot ceilings, 8-foot custom doors, LVP flooring throughout the main living areas, porcelain tile, upgraded carpeting and bathroom countertops, an interior laundry room, full insulation, solar hot water, and a finished garage.

50 Alawa Pl, Kahului

Listing courtesy of Hawaii Life (W).

321 Puumakani Pl, Kahului
$2,500,000
9 Beds ⋅ 7 Baths ⋅ 410778 MLS ⋅ Fee Simple Tenure
Rare Kahului opportunity offering 4,570 sq. ft. of versatile living space with 9 bedrooms and 6.5 bathrooms! Perfect for multigenerational living or hosting extended guests, this expansive two-story residence features TWO PRIMARY SUITES—one on the main level for convenient single-level living and one upstairs for added privacy. The property also presents potential rental and income-producing opportunities, including the possibility for care home or assisted-living use. The heart of the home boasts soaring ceilings, elegant travertine flooring, and a spacious chef's kitchen with quartz countertops. Stay comfortable year-round with brand-new split A/C systems in living/dining areas and most bedrooms. Outdoor living shines with a covered downstairs lanai and a huge upstairs deck. Includes accessible roll-in showers and flexible layout options. Exceptional space, comfort, and potential in central Kahului! Easy to show.

321 Puumakani Pl, Kahului

Listing courtesy of Realty 1st Inc.

3251 Aina Mahiai Pl Unit 13, Lahaina
$5,250,000
4 Beds ⋅ 4 Baths ⋅ 410774 MLS ⋅ Fee Simple Tenure
YOUR WAIT IS TRULY OVER! Surrounded by the world’s finest coffee groves, YOU will enjoy stunning breathtaking views of ocean, sunset, Molokai, Lanai’I & Kaanapali resort views from YOUR spacious lanai, pool, spa or inground trampoline! The private estate located at 3251 Aina Mahiai Place offers it all! Consisting of 4 bedrooms, 3.5 bathrooms & den, this home is spread across 2,698 living square feet. Additionally, the estate also offers a detached flex-structure perfect for a game room or additional storage for vehicles. Built in 2022, recent additions include pool, spa, fire-table, inground trampoline, photovoltaic & Telsa batter system, Blackstone lanai kitchen & outdoor shower. The garden boxes & rich landscaping reinforce this tropical environment. The interior improvements range from home automation to art/frame-televisions as well as new window treatments. This modern yet comfortable island decor makes for a one-of-a-kind property. Sold furnished (with exceptions). The 6-seater golf cart rides to the world-renowned Kaanapali beaches await YOU from YOUR home in Paradise! Kaanapali Coffee Farms is an exclusively gated community consisting of over 336 acres zoned agriculture. Kaanapali Coffee Farms Phase 1 consists of 51 lots ranging 4 to 7 acres Fee Simple lots with approximately 1-acre homesites. Your Time Is Now.

3251 Aina Mahiai Pl Unit 13, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

640 Makawao Ave, Makawao
$1,549,000
4 Beds ⋅ 2 Baths ⋅ 410773 MLS ⋅ Fee Simple Tenure
Over two acres on Makawao Avenue, held by the same owners for generations. The property sits up on a rise in the band between Pukalani and Makawao, with Haleakala above it and open sky in every direction. Cool mornings, usable ground, and a location that needs no explaining to anyone who knows upcountry. The parcel is zoned agricultural and largely open. Room for pasture, orchard, gardens, animals, or equipment, with space left over. A 4 bedroom, 2 bath home sits on the property and is ready to live in now. Makawao town and the shops and restaurants along Baldwin Avenue are minutes away, with Kahului a short drive down the hill. Over two acres fronting Makawao Avenue rarely becomes available, and property held this long tends to sell once and stay put. Come see it in person, since the size and the setting read differently on the ground than they do in photos. Contact your agent to schedule a private showing.

640 Makawao Ave, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

3375 Kuaua Pl, Kihei
$2,389,000
4 Beds ⋅ 3 Baths ⋅ 410769 MLS ⋅ Fee Simple Tenure
Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place in Maui Meadows. This unique property features a nicely refreshed 1,900 square foot main home designed for seamless indoor outdoor island living, alongside a separate detached 676 square foot cottage situated on low maintenance grounds. The main residence offers a flexible 4 bedroom, 3 bathroom layout with exposed beamed ceilings, an open and airy living area, and private lanais on both levels that invite year round sunsets and whale watching. Steps away, the charming 1 bedroom, 1 bath cottage has its own open beamed ceilings and private lanai, making it perfect for guests or rental income. Both dwellings feature split air conditioning. Additionally, the main home features an owned photovoltaic system. Located just minutes from Wailea’s world class beaches, resorts, shopping, and golf, this property offers the absolute best of South Maui living.

3375 Kuaua Pl, Kihei

Listing courtesy of Compass-W.

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