Pending Listinigs

$550,000
2 Beds ⋅ 2 Baths ⋅ 410336 MLS ⋅ PENDING Status
Welcome to this beautifully maintained Kualapuu home, built in 2006 and ideally situated to enjoy the area’s peaceful surroundings and desirable cooler climate and next to the coffee fields. This inviting 2-bedroom, 2-bath residence features a spacious open-concept great room and kitchen with a large center island, stainless steel appliances, tiled countertops, and warm bamboo flooring. The primary suite offers a generous walk-in closet, while both bathrooms feature attractive tiled showers. Dual-pane windows throughout enhance comfort and efficiency, while solar panels help keep energy costs low. An enclosed front parlor provides additional versatile living space, and the covered, screened-in lanai offers the perfect setting for year-round indoor-outdoor living. The property also features a two-car garage, gated driveway, beautifully manicured lawn, and a separately gated garden area with multiple storage sheds, offering excellent space for gardening, hobbies, and additional storage. Kualapuu offers a small grocery store, coffee shop, post office, laundry mat, elementary school, private school, Jr High & High school with in walking distance. A wonderful opportunity to enjoy comfortable island living and the refreshing cooler weather of Kualapuu.

1633 Farrington Ave, Kualapuu

Listing courtesy of Molokai Vacation Properties.

$1,285,000
5 Beds ⋅ 3 Baths ⋅ 410279 MLS ⋅ PENDING Status
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).

$989,000
3 Beds ⋅ 3 Baths ⋅ 410278 MLS ⋅ PENDING Status
If you've been looking for a home that checks all the boxes, this is the one. This well-maintained 3-bedroom, 2.5-bath home offers a bright, open feel with vaulted ceilings that make the living space feel even more spacious and inviting. One of the standout features of the home is the beautiful solid wood cabinetry, adding warmth, character, and quality to the home. Thoughtfully designed, these custom cabinets provide both style and functionality, making the kitchen and living spaces feel truly special. You'll appreciate the comfort of four split AC units throughout the home, and the owned photovoltaic (PV) system is a huge bonus. Step outside and enjoy beautiful mountain views that provide the perfect backdrop for your morning coffee or unwinding at the end of the day. Located in the heart of Wailuku, you'll be close to schools, shopping, restaurants, parks, and everything Central Maui has to offer. Come see it for yourself—you'll feel right at home.

978 Lekeona Loop, Wailuku

Listing courtesy of Ihu Properties LLC.

$465,000
3 Beds ⋅ 1 Baths ⋅ 410276 MLS ⋅ PENDING Status
Cute little 3 bedroom 1 bath on the top of Ranch camp. Nice breezes off the ocean, Good size lot with carport and outside closet.

311 Kikipua St, Kaunakakai

Listing courtesy of Molokai Vacation Properties.

$1,199,000
4 Beds ⋅ 2 Baths ⋅ 410269 MLS ⋅ PENDING Status
Welcome to your dream home in the heart of the historic Haliimaile Plantation Village! This beautifully maintained 4-bedroom, 2-bathroom residence offers the perfect blend of Upcountry charm and incredible future potential. Step inside to discover a bright and versatile layout designed to adapt to your lifestyle. Whether you are looking for a spacious family home, an ideal setup for multigenerational living, or a savvy opportunity for potential rental income, this property accommodates it all with ease. The outdoor oasis is an absolute showstopper, boasting a fully fenced garden area that functions as a lush, edible paradise. Harvest your own fresh tropical fruit from a mature orchard featuring White Pirie Mango, Tango Mandarin, Ruby Star Grapefruit, Tahitian Lime, Dragonfruit, Purple Lilikoi, Apple Bananas, Mountain Apple, Kaffir Lime, Avocado, Papaya, and an impressive patch of 50 pineapple plants. The property also features a large chicken coop for farm-fresh eggs, a peaceful pond complete with fish and mature water plants, a wooden children's swingset, and a two-story wood play set. Whether you are relaxing on the shaded back patio or watching the kids play, this backyard is a private island sanctuary. What truly sets this property apart is an extraordinary, future-proof asset: the owners have fully approved permits in hand to build up! Skip the months of county delays and immediately expand your living space to capture breathtaking ocean and mountain views. Location! 40 Leie St places you just moments away from local favorites like the Haliimaile General Store, excellent schools, and the vibrant culture of Makawao town, all while being just a short drive down the hill to Maui’s North Shore beaches. Opportunities with this level of versatility, pre-approved growth potential, and sustainable lifestyle features rarely hit the Haliimaile market. Don’t miss your chance—contact your favorite Realtor today to schedule a private viewing!

40 Leie St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$750,000
3 Beds ⋅ 1 Baths ⋅ 410211 MLS ⋅ PENDING Status
Hollow tile house and cottage on a 1/2-acre lot in Pukalani. Both need EXTENSIVE work including but not limited to new roofs. This is a "contractor special". Both homes have significant termite damage in the wood (roof beams, around windows, etc.) however the hollow tile walls seem to be fairly intact. CASH SALE ONLY. Owners will be present at all showings. Do not go on the property without an appointment.

3289 Iolani St, Pukalani

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

$915,000
1 Beds ⋅ 1 Baths ⋅ 410205 MLS ⋅ PENDING Status
Wonderful opportunity in the desirable Pukalani area! This charming 984 sq. ft. home is situated on a level half-acre lot, offering ample space and potential for expansion, including the possibility of constructing a secondary dwelling, subject to county regulations and approvals. While the home could benefit from some updating and TLC, it presents an excellent opportunity to create your ideal Upcountry residence or investment property. Conveniently located near schools, shopping, parks, the aquatic center, and the golf course, this property combines everyday convenience with the peaceful ambiance of one of Maui's most sought-after neighborhoods. Enjoy beautiful views of the majestic Haleakala mountain range from your doorstep. Fumigated in July 2026.

254 Alalani St, Makawao

Listing courtesy of Shore To Shore Realty, Inc..

$1,600,000
3 Beds ⋅ 3 Baths ⋅ 410173 MLS ⋅ PENDING Status
Contemporary single-level home on 5.8 acres on Molokai's west end with sweeping ocean and sunset views. Built in 2015, this property offers vaulted wood-beam ceilings, terracotta tile throughout, and a spacious great room that opens to a huge, covered lanai for indoor-outdoor living. The chef's kitchen features a custom granite wraparound island, commercial-grade refrigerator and freezer, ample prep space, and a walk-in pantry. The primary suite includes an oversized ocean-view shower. Additional features include split A/C units, an Endless Pool overlooking the landscape, an attached double garage with workshop, a whole­house generator, photovoltaic solar panels, and smart home technology. Located minutes from Po'olau Beach and the three-mile Papohaku Beach, this property offers privacy, acreage, and modern island comfort.

3820 Kalua Koi Rd, Maunaloa

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,398,000
3 Beds ⋅ 3 Baths ⋅ 410150 MLS ⋅ PENDING Status
Live Aloha in Anuhea at Kehalani! This newly built home, completed in 2023 now includes brand new split air conditioning in each bedroom and brand new landscaping with irrigation just installed last month. Beautiful features vaulted ceilings in the second-floor great room, 9-foot ceilings throughout, oversized dual-glazed vinyl windows, Corian countertops, and a full kitchen appliance package including refrigerator, range, microwave, washer, and dryer. Luxury vinyl plank flooring flows throughout the home including stairways, with carpet in the bedrooms for comfort and window coverings included. Located near the Kehalani walking and biking paths and neighborhood parks, this home offers incredible views of Haleakala, the West Maui Mountains, and the ocean and harbor facing the North Shore. Exterior photos were taken prior to the new lawn installation. A transferable limited builder’s warranty provides added peace of mind. Here’s your opportunity to become part of a vibrant new community in the heart of Wailuku.

36 Kupaloke St, Wailuku

Listing courtesy of Emerald Club Realty Inc.

$778,000
3 Beds ⋅ 2 Baths ⋅ 410146 MLS ⋅ PENDING Status
This legacy home perched perfectly between Wailuku and Kahului in the established Pu'uone Tract neighborhood is move-in ready & priced to sell! Recently updated with new interior paint, new carpet, laminate flooring, ceiling fans, range and more. The property boasts peekaboo ocean views together with a large, flat backyard elevated/away from the roadway that might be utilized for existing home extension and/or ohana, as well as ample front and side yards. Carport area includes a laundry room, storage and half bath for convenience. Conveniently located with great walkability to the MACC, War Memorial & Keopuolani Regional Park nearby. Note: some photos virtually staged. Contact your favorite Realtor today!

572 Pio Dr, Wailuku

Listing courtesy of Bello Realty Inc.

$1,100,000
3 Beds ⋅ 3 Baths ⋅ 410128 MLS ⋅ PENDING Status
Great opportunity to own a beautiful property in Makawao, priced to sell quickly! A precious 3 bed, 3 bath home on a 1/2 acre lot with close to 400 sq ft lanai, and large over-sized primary bedroom, new paint, renovated with new plumbing, new appliances, granite countertops, partial handicap access, separate downstairs Man Cave/family/game room, surf board shaping workshop, carport, fruit trees, sunset views, a must see! Call your favorite Realtor today!

80 Mokuahi St, Makawao

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,239,000
3 Beds ⋅ 2 Baths ⋅ 410120 MLS ⋅ PENDING Status
Experience the best of Upcountry Maui with this beautifully updated single-level home overlooking the Pukalani Golf Course. Brand new flooring, interior paint, stylish light fixtures, and ceiling fans, this move-in-ready home offers comfortable island living in one of Maui's most sought-after communities. Enjoy stunning views of majestic Haleakala from the property while relaxing in the beautifully manicured yard, complete with mature Samoan coconut palms that create a peaceful tropical setting. The spacious two-car garage includes an additional storage area that is perfect for a workshop, hobby space, home gym, or extra storage. One of the unique benefits of this home is direct access to the Pukalani Golf Course, where residents can enjoy peaceful evening walks along the fairways after play has concluded. Pukalani's cool trade winds and ideal year-round climate are complemented by convenient access to Upcountry's charming restaurants, shopping, schools, and farmers markets. World-famous Hookipa Beach Park and Baldwin Beach are just a short drive away, offering the perfect combination of cool Upcountry living and Maui's beautiful North Shore beaches. Whether you're searching for a full-time residence or a peaceful island retreat, this thoughtfully updated home combines comfort, convenience, and the relaxed Maui lifestyle.

246 Hololani St, Makawao

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

$518,000
3 Beds ⋅ 2 Baths ⋅ 410117 MLS ⋅ PENDING Status
Newly Listed 3 bedroom/2 ba at the top of the Heights! Enjoy ocean views and breezes from this privately situated home on Aahi Pl. A nicely maintained single level home with original flair that's reminiscent of the old Hawaiian Plantation Style. Some of the improvements the 1956 property has undergone since it was purchased in 1993 include a driveway apron, rock wall, tile work in bathrooms, vinyl siding, a new roof in 2025 and a freshly painted interior. It has charming louvered jaulousie windows and a large covered courtyard for enjoying the outdoors in any type of weather. A door was installed in the back bedroom for direct access to this space as well as it's 2nd bathroom. It boasts a nice flowing layout and a good amount of closet space as well as a home water filter. The mauka side of the property abuts up to wide open ranchlands where you may see the abundant axis deer grazing, franklins frolicking or pueos soaring through the sky at dusk. The discreet yard is deceptively spacious and has an irrigation system that waters many mature trees, including cactus, mango, coconut and lychee. This little gem is hidden on the hill and waiting for it's next forever family. Being sold As-Is. Buyer/Buyers agent to do thier own due dilligence.

265 Aahi Pl, Kaunakakai

Listing courtesy of Molokai Island Properties.

$995,000
3 Beds ⋅ 1 Baths ⋅ 410108 MLS ⋅ PENDING Status
Located at the top of a cul-de-sac in a prime Central Maui location, this 11,079 sq. ft. property is home to the original family residence and is being offered for sale for the first time. The spacious lot features flat, usable front and back yards with ample room for outdoor living, gardening, and future expansion, including the potential for an additional cottage, subject to county approval. Conveniently located near shopping, schools, parks, and municipal services, this property presents a rare opportunity to own a large homesite with endless possibilities. Property is being sold As Is.

356 Hilu Pl, Kahului

Listing courtesy of REMAX Hawaii Maui.

$1,135,000
4 Beds ⋅ 3 Baths ⋅ 410105 MLS ⋅ PENDING Status
Wake up in the heart of Makawao in this charming 1,404 sq. ft 4-bedroom, 3-bath home. Under high ceilings, this thoughtfully designed upgraded kitchen features beautiful granite countertops, stainless-steel appliances, and modern finishes throughout. Opening seamlessly into a living area cooled by a high ceiling fan, this space creates an inviting open-concept layout perfect for entertaining. Step through a double-paned sliding glass door onto an expansive covered lanai ideal for outdoor dining. The floor plan includes two bedrooms on the main level, while upstairs you'll find a loft area and a third bedroom, providing additional space for a home office or a playroom! Around the back of the main house is a separate entrance leading to a private studio-style fourth bedroom complete with its own bathroom and kitchenette. This separate living space offers excellent flexibility for extended family, guests, or anyone seeking added privacy with its own secluded patio area for enjoying the cool afternoons. The property has outdoor garden beds ready for planting and a mature lychee tree, papayas, and dragon fruit. And parking allows for 4 cars! This versatile property is a must-see, so call your favorite realtor and take a look. One of the photos is digitally staged.

16 Makani Rd, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

$600,000
3 Beds ⋅ 2 Baths ⋅ 410095 MLS ⋅ PENDING Status
Oceanfront on Molokai's south shore, about 4.5 miles from Kaunakakai town, with views straight across to the island of Lanai. The reef out front is part of the longest fringing reef in the country, with calm water for your favorite water activities. Listen to the surf break over the reef, and in winter, hear the whales offshore. Picture your morning coffee on the covered lanai while the channel wakes up, and quiet evenings by the standalone fireplace when the tradewinds turn cool. This is the unhurried side of life on Molokai, where the day is set by the tide and the light more than the clock. The home is a 3 bedroom, 2 bath cottage on a generous 18,124 square foot oceanfront lot, with a large covered lanai, a carport, and a storage and utility room. Offered as is. It will need some work before it is move-in ready, and the price reflects that. Think of it as a blank canvas in a location you cannot replicate, ready to become just what you envisioned. The house is a project. The location is permanent. On a lot this size, at this price, oceanfront on Molokai does not come along often. Bring your vision and make it your own.

2655 Kamehameha V Hwy, Kaunakakai

Listing courtesy of Hawaii Life (MO).

$898,000
2 Beds ⋅ 2 Baths ⋅ 410074 MLS ⋅ PENDING Status
Tucked into a convenient and desirable North Kihei location, this charming single-level residence is full of island warmth and timeless potential. A nostalgic gem from 1978, the property features 2 bedrooms, 2 bathrooms, and 1,158 sq. ft. of comfortable living space, offering an inviting opportunity to create your own Maui retreat. The open-concept floor plan is thoughtfully designed, with the bedrooms and bathrooms situated on opposite sides of the residence for added privacy and flexibility. Large windows and sliding doors welcome Maui's gentle trade winds and abundant natural light, while the kitchen enjoys peaceful views overlooking the fenced backyard and newly constructed lava rock wall—a perfect setting for morning coffee, weekend gatherings, or simply enjoying the tranquil outdoor ambiance. Additional features include a solar water heater, two-car carport, and spacious outdoor areas ready for gardening, pets, or relaxing under the Hawaiian skies. Rich with vintage character and island charm, this home presents a wonderful opportunity for thoughtful updates and personal touches. Whether you're envisioning a full renovation or simply refreshing its classic appeal, the possibilities are abundant. Conveniently located near beaches, parks, dining, and shopping, this North Kihei property offers the ideal blend of comfort, potential, and the relaxed Maui lifestyle. Note, physical post address shows 219 Awa Pl.

217 Awa Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,030,000
3 Beds ⋅ 2 Baths ⋅ 410071 MLS ⋅ PENDING Status
Located toward the top of Keonekai Road near the end of a quiet street in South Kihei, this 3 bed, 2 bath home offers an excellent opportunity to update and make it your own. Just blocks from Kamaole Beach Parks II & III and minutes from Kamali'i Elementary School, shops, dining, and a popular dog-friendly park. The home features ocean and mountain views from the back lanai, along with picturesque views of Molokini and Kahoolawe. All bedrooms open via sliding doors to a private lanai. Conveniently close to Wailea and Makena beaches with world-class golf courses and other amenities just a short drive away. This is a rare opportunity to buy in a highly desirable neighborhood at an outstanding price. Call your Realtor today to schedule a showing.

2860 Ohina St, Kihei

Listing courtesy of Compass-W.

$1,549,000
3 Beds ⋅ 2 Baths ⋅ 410069 MLS ⋅ PENDING Status
Welcome to 691 Auwaha St Unit A at Haiku Town Acres, a rare opportunity to own over an acre in one of Haiku's most desirable and private agricultural subdivisions. This thoughtfully improved property offers stunning Haleakala views, a glimpse of the ocean, and the peaceful upcountry lifestyle that makes Haiku so special. The centerpiece of the property is a newly constructed and fully permitted agricultural building featuring a spacious garage, dedicated workroom, half bath, and an incredible amount of storage space. Whether you need room for equipment, hobbies, a workshop, or agricultural pursuits, this versatile structure provides the flexibility and functionality that are increasingly difficult to find. The level, usable acreage has been enhanced with a newly built perimeter fence and is home to a variety of young fruit and citrus trees that will continue to mature for years to come. Additional features include an owned photovoltaic solar system with battery storage. Located within the highly sought-after Haiku Town Acres community, this home offers the perfect balance of privacy, convenience, and country living, just minutes from Haiku Town, schools, restaurants, and the North Shore's world-class beaches and outdoor recreation. This is Unit A of a residential CPR.

691 Auwaha St Unit Unit A, Haiku

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,025,000
3 Beds ⋅ 2 Baths ⋅ 410062 MLS ⋅ PENDING Status
A true gem of Kihei, this completely remodeled and solar-powered home is 1.5 blocks from the beach with a view of Haleakala from the backyard. A fully fenced-in front and back yard with an additional buffer of a bordering community easement in the back creates a spacious and very private oasis, yet moments away from all the amenities of Central Kihei. This location is unbeatable; close to Kahului and a few minutes to the best beaches Maui has to offer! Inside is turn-key perfection, offering a flexible floorplan to accommodate a variety of needs. 2022, 2024 remodel includes quartz countertops and backsplashes, Samsung Bespoke appliances, Mitsubishi A/C splits in each room, ceiling fans, updated fixtures, skylights, whole-house water filtration, and more. Four new oversized sliders, approximately 850 square feet of lanai space, pergolas, and two outdoor showers were added to expand the relationship to a truly private backyard oasis. Fully-owned 23-panel PV system complete with Tesla battery and EV charger. New roof in 2017. Whether it’s your forever home or a turn-key investment, don’t miss the opportunity to make this very special and lovely home yours! Monthly HOA fee covers all water use and premium 3x weekly trash service.

23 Kuapapa Pl, Kihei

Listing courtesy of Redfin Corporation.

$799,000
6 Beds ⋅ 2 Baths ⋅ 410035 MLS ⋅ PENDING Status
PRICED TO SELL! Rare opportunity to own a high-demand property at one of Maui's premier surf spots. Wake up to the sound of waves and panoramic ocean views. This 6-bedroom, 2-bath home offers 2,827 sq. ft. of living space on a spacious 9,711 sq. ft. lot, providing a true canvas for your vision. At every turn, you're greeted by the stunning blue Pacific, with Haleakala providing a dramatic backdrop. Mornings are unforgettable, with breathtaking sunrises that feel straight out of a postcard. This property is ready for transformation and requires significant TLC, making it ideal for investors, renovators, or buyers looking to create a custom beachfront retreat. With its size, location, and views, the potential is undeniable. Whether you envision a luxury surf getaway, income-producing property, or your own private oasis, this is a chance to own in a highly sought-after stretch of Maui coastline. Cash Buyer Required.

528 Kaikoo Pl, Wailuku

Listing courtesy of Coldwell Banker Island Prop-Ku.

$989,000
3 Beds ⋅ 2 Baths ⋅ 410032 MLS ⋅ PENDING Status
Welcome home to this charming 3-bedroom, 2-bath residence tucked away on a quiet cul-de-sac in desirable Kenolio Subdivision in North Kihei. Situated on a spacious lot with room for expansion, this property offers the perfect blend of comfort, convenience, and island living.Inside, you'll find a functional layout featuring central A/C, a dedicated laundry room, and plenty of space for everyday living. Step outside from the Primary bedroom onto the large covered lanai, the perfect spot for morning coffee or simply relaxing while overlooking the expansive backyard and catching a glimpse of Maalaea Bay.The generous yard is highlighted by a beautiful mature mango tree and offers plenty of room for gardening, entertaining, or enjoying Maui's year-round sunshine. Partial ocean & Haleakala views add to the home's appeal, creating a pleasant island backdrop. A large carport provides ample covered parking with additional storage space. This home also features a photovoltaic system with 18 owned panels and battery back-up. The convenient North Kihei location offers easy access in and out of Kihei, making commuting to Kahului, Wailea, or other parts of the island a breeze.If you're looking for a peaceful setting with a large yard, island charm, and a convenient location, contact your favorite Realtor and come see it for yourself.

145 Lanakila Pl, Kihei

Listing courtesy of Hawaii Life (W).

$1,155,000
3 Beds ⋅ 2 Baths ⋅ 410014 MLS ⋅ PENDING Status
Tropical dream home with indoor outdoor space! Airy, bright, and beautifully updated single-family home in a quiet Kihei neighborhood just four blocks from the ocean. This 3-bed, 2-bath, 1,550 sq. ft. home features LVT flooring throughout, remodeled bathrooms, granite kitchen countertops, new appliances, and AC units in every living space and bedroom. The spacious living room includes wall-to-wall built-ins, a 55” LG TV, and new furniture. Enjoy true indoor–outdoor living on the 350 SF long covered lanai perfectly positioned for Haleakala sunrise views and cool afternoon trade winds. The fully fenced backyard is a private tropical garden with fruit-producing strawberry guava, starfruit, papaya, and dragon fruit trees. Recently installed solar hot water heater system. Additional features include a newer roof <5 years with cool-roof insulation, irrigated front and back yards, two sliding doors to the lanai, a two-car garage with modern side mount opener, attic storage, and included furnishings. Located on a corner lot on a quiet circle, walking distance to beaches, Kalama Park, Starbucks, and local shops. No HOA. Delivered furnished, vacant and move-in ready.

125 Mehani Pl, Kihei

Listing courtesy of Source Hawaii Realty.

$1,649,000
3 Beds ⋅ 2 Baths ⋅ 410013 MLS ⋅ PENDING Status
Peaceful Haiku living on 2 mature acres. Incredible opportunity to own a beautifully established agricultural property featuring dozens of fruit and flowering trees. The single-level main residence offers flexible living options with 3-bedroom, 2-bath floor plan that can easily function as a 2-bedroom, 1-bath home with a separate 1-bedroom, 1-bath living area—ideal for extended family, guests, or potential rental income. The main living space features an abundance of large picture windows bringing in so much natural light. A spacious covered lanai off the main adds more than 600 square feet of additional living space, seamlessly blending indoor and outdoor island living. The main home also features a two-car carport with laundry, an attached workshop, storage & 17 owned PV panels. Additional improvements to this level & fully fenced property include abundant covered parking, a barn with an attached studio, multiple storage areas, and a hoop house ready for cultivation. Whether you're seeking an agricultural property, multi-generational living opportunities, or a peaceful country retreat, this versatile Haiku estate offers exceptional flexibility and endless possibilities.

169 Waipalani Rd, Haiku

Listing courtesy of REMAX Hawaii Maui.

$2,750,000
3 Beds ⋅ 2 Baths ⋅ 409998 MLS ⋅ PENDING Status
Spanning 19.5 acres of rolling countryside on coveted Olinda Road, this remarkable Upcountry Maui property feels like a step back to a simpler time. Framed by expansive open land, mature trees, and the cool elevations of Olinda, the property embodies the charm and character of Maui’s ranching heritage while offering endless possibilities for its next chapter. At its heart sits a classic plantation-style homestead, rich with history and timeless appeal. Whether thoughtfully restored, expanded, or reimagined, the home provides a wonderful foundation for creating a legacy estate, working farm, or peaceful country retreat. As one wanders the grounds, you'll discover mature landscaping, established avocado and fruit trees, and a landscape that has been lovingly cultivated over the years. The land itself is both beautiful and functional, offering ample space for agriculture, animals, gardens, or simply enjoying the privacy and serenity of country living. Complementing the property are a spacious five-car carport, workshop, and agricultural studio, providing flexibility for ranching operations, equipment storage, creative pursuits, or entrepreneurial ventures. Surrounded by panoramic Upcountry beauty and conveniently located within one of Maui's most desirable locations, this property offers a rare opportunity to embrace and live Maui’s island lifestyle.

1423 Olinda Rd, Makawao

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

$3,199,000
6 Beds ⋅ 6 Baths ⋅ 409990 MLS ⋅ PENDING Status
19 Holomakani Place presents a rare opportunity to own the only single-family residence currently offered within the Ka'anapali Resort District. The estate is available at a price point seldom seen for one of its size, location, and quality. The former home of ten-time Grammy-winning jazz legend George Benson, the property carries a quiet provenance befitting its exceptional setting. Offering 4,097 square feet of living space, 19 Holomakani Place features 6 bedrooms and 5 bathrooms, and has been thoughtfully expanded and updated over time: vaulted ceilings, abundant natural light, custom wood accents, and quality finishes create an inviting atmosphere throughout. Three primary en-suite bedrooms, including two with private entrances on the main level, provide exceptional flexibility for guests, multigenerational living, or private accommodations. Outside, the property opens into a private resort-inspired estate built for entertaining at scale: a 45,000-gallon tiled heated pool, three hot tubs, two saunas, two outdoor showers, a full alfresco kitchen, gazebo, firepit, games room with billiards and arcade, and a spacious entertainment deck framed by mature tropical landscaping that beautifies and acts as a natural privacy screen. Set on the Ka'anapali Kai championship golf course within Ka'anapali Vista, the property sits on a quiet cul-de-sac of just nine homes. With no HOA, owners enjoy a level of freedom and flexibility rarely available this close to the center of the resort district. The result is a West Maui oasis designed for entertaining, relaxation, and the relaxed island lifestyle that continues to make Ka'anapali one of Hawaii's most sought-after destinations. Significant long-term efficiency comes from a fully owned solar package: 68 photovoltaic panels on net metering, dedicated solar hot water, and solar radiant pool heating, all offering substantial savings in a market where energy is one of the largest ongoing costs of ownership. For buyers who have been waiting for the right opportunity to enter the Maui market, 19 Holomakani Place offers a compelling combination of location, scale, amenities, and value in one of Hawaii's most desirable destinations.

19 Holomakani Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$1,335,000
3 Beds ⋅ 2 Baths ⋅ 409937 MLS ⋅ PENDING Status
E Komo Mai! Welcome home to 828 Mahealani Street, where everyday living feels like a stay at your own private resort. Located in Piilani Phase I, this 3 bedroom with a den home is beautifully maintained single-level residence offers the perfect blend of comfort, style, and island living. Designed for both relaxation and entertaining, the property features a sparkling saltwater pool and spacious covered outdoor patio, creating an ideal setting for gatherings with family and friends or peaceful evenings enjoying the gentle Maui tradewinds. Inside, you'll find quality finishes including mango wood cabinetry, elegant quartz countertops, and central air conditioning for year-round comfort. The home's thoughtful single-level floor plan provides convenient living, while the photovoltaic system helps enhance energy efficiency. Outside, tropical landscaping showcases vibrant Hawaiian flowers, fruit trees, and lush greenery, creating a private oasis that reflects the beauty of Maui. Located within the established Piilani Phase I community, residents enjoy tree-lined streets, mature landscaping, and a strong sense of community. Whether relaxing by the pool, entertaining guests, or simply embracing the island lifestyle, you'll appreciate the sense of peace and comfort that this special property provides. Come experience the lifestyle that makes 828 Mahealani Street truly feel like home.

828 Mahealani St, Kihei

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

$1,190,000
7 Beds ⋅ 4 Baths ⋅ 409932 MLS ⋅ PENDING Status
Beautifully remolded in 2026, 7 -bedroom, 4 bath 2,038 square foot ft home. Originally built in 1935. Situated on a private, fully fenced 10,986 (.25 acre) square foot flag lot with beautiful West Maui Mountain views and ample yard space. No HOA. Property offers potential for up to two accessory dwelling units (ADUs). Conveniently located near schools, golf courses, shopping, restaurants, and Central Maui amenities. Tax records show 5 bedrooms, 3bath. Buyer and buyer’s agent to independently verify all information deemed material to their purchase.

2003 Kahekili Hwy, Wailuku

Listing courtesy of HomeSmart Island Homes.

$1,099,000
1 Beds ⋅ 1 Baths ⋅ 409929 MLS ⋅ PENDING Status
Some properties you tour. This one you earn. Before there is a home, there is a trail. Three quarters of a mile of two-track, cut and faithfully held by hand since 1975, climbing through 105 acres of East Maui jungle near Nahiku, minutes from the best food trucks on the road to Hana. This is not a driveway. It is a threshold. By the time you reach the top, the world you left at the gate has gone quiet, and you understand that privacy here is not just a feature. It is the entire point. At the base sits a gate, covered parking, and a small office with a phone line, the last tether to the outside before the canopy closes overhead. At the summit stands a humble structure that changes everything about this offering. Remote, rudimentary, honest, and carried on the County Tax Assessor's roll as an improvement, it has been lived in full time by the same tenant since 1975. Nearly half a century of rain on the roof and woodsmoke in the trees, of one person choosing this exact patch of wild ground every single morning. There is no grid water and no grid power, and that absence is not a flaw. It is the proof of what life can be here for the person willing to build it. Recent storms did what storms do in old jungle. They thinned the canopy and let the light fall in. Where the forest was once a closed green ceiling, there are now some natural clearings, sun reaching the floor, the land quietly arranging itself into building sites no surveyor could have drafted. Call it timing. Call it the place offering itself up. This is the first time the property has been offered with the improvement even mentioned.  What you are actually acquiring is a storied basecamp on 105 acres, a place you could inhabit while you design and raise the bespoke off-grid home this land has been waiting for, or simply continue the quiet, intentional stewardship that has defined it for decades. This is not for everyone, and it is not pretending to be. It asks for vision, resourcefulness, and the rare appetite to live on your own terms in a wild place. What it returns, the mana, the silence, the long history held in the soil, cannot be manufactured, subdivided, or found anywhere else on this island. It is what legends are made of. The trail has been waiting since 1975. It only ever led to one buyer. Will you be the next? I wonder.

105 Hana Hwy, Hana

Listing courtesy of Real Broker.

$1,100,000
4 Beds ⋅ 3 Baths ⋅ 409896 MLS ⋅ PENDING Status
Welcome to 212 Alake Street, a beautifully upgraded residence in the highly desirable New Traditions at Maui Lani , where modern efficiency, comfort, and convenience come together. Thoughtfully maintained and enhanced, this exceptional home offers the perfect blend of island living and smart-home technology. Step inside to bright and inviting living spaces designed for both everyday enjoyment and effortless entertaining. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas, while large windows fill the home with natural light. One of the property's standout features is its impressive energy-efficient infrastructure, including an owned photovoltaic solar system 14 Owned panels paired with Tesla battery backup storage, providing significant utility savings, energy independence, and peace of mind. These valuable upgrades allow homeowners to enjoy modern comforts while reducing their environmental footprint. Newer Split AC System in Every room. Outside, enjoy a private outdoor setting ideal for relaxing, gardening, or gathering with family and friends. Pride of ownership is evident throughout, making this home truly move-in ready. Ideally located in the heart of Central Maui, 212 Alake Street is just moments from the Central Maui Regional Sports Complex, Maui Memorial Medical Center, schools, shopping, dining, parks, and the Maui Lani Golf Course. Offering a rare combination of premium upgrades, sustainable living, and a highly sought-after location, this exceptional Maui Lani home is ready to welcome its next owner.

212 Alake St, Kahului

Listing courtesy of Engel & Volkers Maui.

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