167 listings, but only 100 max can be displayed.
 Refine Search
Map
Sort by
$12,250,000
4 Beds ⋅ 5 Baths ⋅ 410057 MLS ⋅ Fee Simple Tenure
A rare offering in Kapalua's coveted Honolua Ridge. This private estate commands sweeping ocean vistas with Molokai Island, Honolua Bay, and miles of Pacific blue ocean as a breathtaking backdrop, complemented by views across the renowned Kapalua Plantation Course. Beyond the gates, exquisite landscaping and a stunning Wyland dolphin sculpture greet you, setting the tone for a residence defined by artistry, grand scale and thoughtful design throughout. Perched above the west Maui coastline on a generous, gently sloping lot, the home is designed to embrace Maui's signature indoor-outdoor lifestyle, with expansive living spaces flowing seamlessly to multiple covered and uncovered lanais, a large resort style pool, and lush tropical gardens. The main residence features a chef's kitchen including 2 islands, complemented by and additional prep kitchen ideal for refined daily living and elevated entertaining. Rich acacia wood floors, custom wood detailing, and carefully selected finishes reflect a commitment to craftsmanship and timeless island elegance throughout. The home features a private office, 4 ensuite bedrooms that all enjoy exquisite ocean views, A detached 2-bedroom, 2-bathroom ohana offers exceptional versatility for hosting guests, extended family, or creating a private retreat. It is privately situated with its own driveway and garage. From the gorgeous Maui sunsets and panoramic sea views to the serenity of surrounding golf and coastal landscapes, this fee simple estate delivers privacy, space, and enduring sophistication in one of west Maui's most prestigious enclaves. Kapalua resort is a 23,000-acre planned community comprised of 12 residential neighborhoods of single-family homes and luxury vacation condominiums. Residents enjoy privileged access to the amenities of the world renowned The Resort at Kapalua Bay, the prestigious Ritz Carlton Kapalua Hotel, championship golf courses, the acclaimed Golf Academy, The Kapalua Tennis and Pickleball Garden, 3 pristine white sandy beaches, and miles of scenic coastal and hiking trails that showcase the natural beauty of the island of Maui and the luxurious Kapalua Resort. Enhancing the resort lifestyle is the spectacular 30,000 square foot spa, ideally situated adjacent to the hotel and Coconut Grove, The resort is also home to several award winning restaurants, where exceptional cuisine, ocean views, and impeccable service create memorable dining experiences.

114 Keoawa St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,399,000
2 Beds ⋅ 2 Baths ⋅ 410046 MLS ⋅ Fee Simple Tenure
Welcome to a rare opportunity to own a meticulously maintained ocean-view home designed to embrace island living. Enjoy cooling trade winds, panoramic pacific views, seasonal whale watching, and, on clear days, views of the peaks of Hawai‘i Island. Just minutes from beautiful beaches and local conveniences, this plantation-style residence features an open-concept floor plan designed for easy living and entertaining. The spacious layout includes a well-appointed kitchen that flows seamlessly into the main living spaces, and comfortable accommodations for family and visitors. A covered lanai extends the living area outdoors, embracing Hawaii's signature indoor-outdoor lifestyle. Generous room sizes, ample storage, and an easy-care yard enhance both comfort and functionality. Custom finishes throughout include premium light fixtures, faucets, mirrors, and handcrafted Koa and Mango wood bathroom vanities. The primary bath is accented by a distinctive hammered copper sink, adding warmth and character. Additional highlights include separate guest quarters that provide excellent flexibility for potential rental use or a comfortable space for multi generational living and extended family while maintaining privacy and independence. A large two-car garage and workshop provide abundant room for storage, hobbies, or creative pursuits. Offered turnkey and ready to enjoy, this exceptional ocean-view retreat presents a rare opportunity to experience peaceful island living. Some furnishing's may be included. Buyers and buyers agents to independently verify all information deemed material to the purchase, including square footage, zoning, and condition. Property details may not match tax records.

46703 Hana Hwy, Hana

Listing courtesy of Compass-W.

$2,690,000
4 Beds ⋅ 3 Baths ⋅ 410015 MLS ⋅ Fee Simple Tenure
Exceptional Ocean Vistas amidst your tropical paradise estate on Maui's famed North Shore.  Affectionately coined, "Hale O Peahi" this expansive custom crafted estate offers unlimited potential on a seamless level on an open facing lanai that flows out to the like-new saline pool and spa. Nestled in the highly desirable and exclusive Peahi Hui Land Subdivision on Maui's breathtaking North Shore. This expansive single-family residence offers a tranquil, elevated retreat on a generous 2-acre estate blessed with stunning ocean and mountain views from this exceptional gated estate.Hale O Peahi offers sophisticated single-level living with exceptional privacy and views. Boasting 3,576 sq ft of living space, the home features 4 bedrooms, 2.5 baths, and “pod” style architecture interconnected by covered breezeways and an expansive covered 1576 sq ft lanai. The center pod includes the open-concept gourmet kitchen, dining, and living areas — all flowing seamlessly to the outside lanai.  Plus a versatile room ideal for an office, gym, theater room, or guest suite. The master suite is elegantly tucked into its own wing, offering sweeping ocean and mountain views  The luxurious spa-style bathroom has a vibroacoustic therapy deep soaking spa tub, and just outside is a luxurious tropical shower.  The bathroom is a generous open area featuring a large walk in closet, perfectly situated near the laundry room.  The guest wing features two generous guest suites, each with expansive walk-in closets, and a well-appointed spacious bathroom.  The guest wing provides comfort and privacy, with open lanai views to the ocean and the pool. Designed for effortless living, the home features 50+ smart lightbulbs and Alexa hubs, giving you full voice-activated control of the lighting in every room.   Step outside to your own private oasis, featuring a heated salt-water lap pool with motorized cover, a jetted spa, and a bubbling fountain—perfect for relaxation or entertaining. The fully fenced grounds showcase lush Zoysia lawns, a raised-bed garden, mature tropical fruit trees, and prolific apple bananas, offering the delight of fresh-picked fruit anytime.  A quarter-acre of pasture with two charming resident goats, this property captures the essence of country living. Enjoy prime potential for a 1,500 sq. ft. second dwelling, or envision an AG barn with a second story to create expansive, flexible living or storage space. Practical amenities include a workshop/garage, storage space, a grid-tied solar PV system with Tesla battery backup, and a Solar-plus-storage setup for energy efficiency. With its carefully curated finishes, open layout, and thoughtful integration of indoor-outdoor living, this North Shore Maui hideaway captures timeless elegance, modern sustainability, and private island charm.  Don't miss these Stunning Triple Blue Views! Drop in and experience your special piece of paradise.

10 Leleaka Pl, Haiku

Listing courtesy of Century 21 Island Homes.

$1,959,700
4 Beds ⋅ 3 Baths ⋅ 410002 MLS ⋅ Fee Simple Tenure
Located within the gated community of Sandhills Estates, this elegant four-bedroom, three-bath custom residence offers elevated island living with exceptional craftsmanship throughout. Thoughtfully designed with two spacious primary suites-one on each level-the home is ideal for refined living and hosting with ease. The main level features terrazzo travertine flooring, while rich mahogany hardwoods highlight the upper level. A chef's kitchen anchors the home, appointed with granite countertops, African mahogany cabinetry, a large island, and premium appliances including a Sub-Zero KitchenAid refrigerator, wine cooler, KitchenAid double oven with warming drawer, cooktop, and a new Samsung dishwasher. The first-floor primary suite provides a private retreat with a walk-in closet and spa-inspired bath. Upstairs, two additional bedrooms accompany a stunning second primary suite with a covered deck and sweeping views of the ocean, Haleakala, mountains, and valley. Custom stone sinks, inlaid stone details, crown molding, recessed lighting, split air conditioning, and eight-foot custom interior doors reflect the home's attention to detail. A seller-owned photovoltaic system with 41 solar panels and net metering enhances energy efficiency. Professionally landscaped grounds with mature palms and fruiting orange trees complete the property. Conveniently located near the hospital, airport, shopping, and golf, Sandhills Estates offers privacy, prestige, and convenience.

23 Onekea Pl, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$1,445,000
3 Beds ⋅ 3 Baths ⋅ 409981 MLS ⋅ Fee Simple Tenure
Enjoy sweeping ocean views that frame Kaho‘olawe and Molokini Crater from this quintessential South Maui beach house's primary suite. Perfectly positioned near Wailea’s world-class golf, fine dining, boutique shopping, and some of Maui’s most iconic white sand beaches, this home blends convenience with the tranquility of a tucked-away cul-de-sac. Some homes don’t just sit on a street—they greet you, 250 Hoohale Place waits with a kind of easy, island confidence. Bordered by a gulch on one side and greenspace behind, this two-story residence offers both privacy and versatility. The flexible downstairs “second living room” easily functions as a family room, office, or guest suite—ideal for hosting visiting friends and ‘ohana.As you enter, vaulted ceilings and abundant windows fill the home with natural light, highlighting the lush tropical landscaping that surrounds the property. Thoughtful upgrades completed in 2022 include vinyl plank flooring, new sliding windows and doors, Trex decking, and a beautifully designed kitchen featuring custom tilework and a quartz waterfall edge countertop. Most recently, a split-system air conditioner was installed & exterior paint was completed in 2026.The main level is an entertainer’s dream, with seamless flow from the kitchen to indoor and outdoor living spaces. Step onto the private backyard lanai—currently styled as an additional lounge and entertainment area—to enjoy Maui’s year-round perfect weather.And then there’s the backyard—private, lush, and currently styled as an extension of the living room. It’s where dinners linger, where kids play, and where stories are told.Two of the three bedrooms open directly to outdoor lanais, extending the living space and inviting in the island breeze. The primary suite boasts a generous 300 sq ft private lanai, capturing ocean vistas and offering a peaceful retreat.This South Maui gem combines location, comfort, and island charm—ready to welcome its next owner home. Seller is a licensed Realtor in the state of Hawai'i.

250 Hoohale Pl, Kihei

Listing courtesy of Hawaii Life (W).

$6,300,000
4 Beds ⋅ 5 Baths ⋅ 409968 MLS ⋅ Fee Simple Tenure
Set on over 2 acres in Launiupoko, one of West Maui's most prestigious hillside communities, this stunning single-story estate offers 4 bedrooms, 4.5 bathrooms, and 3,675 square feet of refined Hawaiian contemporary living. Perched on a breathtaking West Maui hillside in prestigious Launiupoko, this luxury residence boasts some of the most dramatic sunset and outer island views on the island, a resort-style pool and spa, and the kind of indoor-outdoor flow that makes every day feel like a vacation.  Arriving through a grand hardwood entry door framed by lush tropical landscaping, the foyer sets a tone of relaxed sophistication, with clean lines, Imperial plaster walls, and wide-plank Pasha Wood Lite tile underfoot. The great room opens dramatically, with walls of glass pocket doors that retract fully to merge the interior living space with the covered lanai beyond. Ocean views pour in from every angle. The seamless indoor-outdoor flow is not an afterthought here; it is the central design ethos. The gourmet kitchen is a showpiece in its own right. Custom cabinetry pairs with granite countertops and a generous center island with bar seating. A stainless range with statement hood anchors the space, while pendant lighting and a picture window framing the Pacific and the silhouette of Lanai on the horizon make this a kitchen where cooking becomes an event. The open dining area flows naturally off the kitchen, ideal for entertaining at any scale. The primary suite is a sanctuary. Sliding glass doors open directly onto the pool deck, and ocean views greet you from bed each morning. Rich oak millwork, ceiling fans, and thoughtful finishes are found throughout all four bedrooms. Step outside and the property reveals its full ambition. A resort-style lap pool stretches across the rear of the home, glowing blue against the warm Maui sky at dusk. An elevated spa sits alongside, with travertine decking, manicured tropical lawn, and swaying palms completing the scene. The private pool cabana adds a layer of luxury rarely found at this price point, offering a full bath and outdoor shower for seamless poolside living.  A built-in outdoor kitchen and covered lanai dining area make alfresco entertaining effortless, with front-row sunset views over the ocean and the outer islands of Lanai and Molokai as the backdrop. Owned photovoltaic solar, solar water heating, central air, and a 3-car garage round out an estate that performs as beautifully as it looks. This is Launiupoko living at its absolute finest! This listing is a Residential CPR.

948 Kai Hele Ku St Unit Unit A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$2,600,000
3 Beds ⋅ 3 Baths ⋅ 409910 MLS ⋅ Fee Simple Tenure
Secluded retreat, yet only 35 minutes from Maui’s airport, phenomenal views, ultimate privacy, and ideal year-round climate. This property can be your personal sanctuary. The beautiful 2000 sf single-level home has 3 bedrooms and 3 baths with spacious living and dining room opening up through French doors to covered lanai. The primary suite, with large double shower and ocean view soaking tub, opens out to large split-level deck and garden where you may relax and relish the views and serenity. One of the other two bedrooms is also large, en-suite with private bath and garden access. Wood flooring and cathedral ceilings throughout. Rare, below Kula Highway location. Mature landscaping boasts majestic rows of Italian Cypress, coffee orchard and mature pepper, jacaranda, avocado and mac-nuts. Artistic touches, incredible front door hardware, classic windows. Quality and solid construction with cedar exterior siding. Fantastic vantage for breathtaking sunsets and dazzling stargazing. Charming, converted ‘water tank’ at top of property is ideal for art studio or guests. This is the main home/Unit 1 of the “Keo Kea Farms” CPR, and land area is 1.69 acres. Additional bonus of large, detached workshop/garage (holds 2 vehicles) & storage. Paved (besides one small section) 1/4 mile driveway winds down to the gated entry (shared with CPR neighbor).

9314 Kula Hwy Unit Unit A, Kula

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

$2,495,000
4 Beds ⋅ 4 Baths ⋅ 409902 MLS ⋅ Fee Simple Tenure
This Kula property consists of THREE separate homes on 2.736 acres with a combined living area of over 6,000 square feet. Located at approximately 3,000 feet elevation, the homes sit on a gated and fully fenced parcel with coveted county zoning of Rural Half Acre. The property offers ocean and multi-island views, with a neighboring Koa forest as a natural backdrop and includes a fenced pasture area. The property includes 60 owned photovoltaic panels, two electric meters plus a sub-meter, two water tanks (1,500 gallons and 1,000 gallons), and a 5/8-inch county water meter. Additional features include a commercial-grade carbon fiber water filtration system, five standalone storage structures, and pasture area. The location provides convenient access to Upcountry schools, shopping, and all the best that Kula has to offer. The three homes can serve as a family compound or for multiple living and rental uses. This is the opportunity you have been waiting for.

16 Kekaulike Ave, Kula

Listing courtesy of Compass-W.

$1,825,000
3 Beds ⋅ 2 Baths ⋅ 409893 MLS ⋅ Fee Simple Tenure
Tucked just off coveted Polipoli Road in Kula, this remarkable Upcountry estate is a rare blend of artistic legacy, architectural pedigree, and timeless Maui beauty. Once home to celebrated Hawai‘i artist and educator Richard “Dick” L. Nelson — creator of the renowned Tri-Hue watercolor technique the property reflects a life inspired by creativity, tranquility, and the extraordinary natural surroundings of Upcountry Maui. Designed in collaboration with distinguished mid-century architect Edward Sullam, a protégé of legendary architect Vladimir Ossipoff and architect of the original Shops at Wailea, the residence was thoughtfully positioned to embrace breathtaking bi-coastal views stretching from mountain to ocean. A charming one-bedroom cottage welcomes you near the entry, while the main residence sits gracefully atop the property, capturing panoramic vistas, golden sunsets, and the peaceful ambiance that makes Kula one of Maui’s most treasured communities. The home showcases quality construction and timeless architectural design with expansive windows, skylights, and abundant natural light throughout. Rich character and warmth are felt in every space. One of the three bedrooms served as Dick Nelson’s private art studio and features its own separate entrance, creating endless possibilities for a creative retreat, guest suite, family room, home office, or private sanctuary. The spacious primary suite offers two walk-in closets and easy access to a beautifully appointed bath with dual vanities, walk-in shower, and heated towel bar. The additional bedroom is ideal for guests, or flexible work-from-home living. The kitchen features koa-accented cabinetry, updated built-in appliances, and stainless-steel refrigeration, blending island character with everyday functionality. The open plan living/dining/kitchen features a wood burning fireplace, vaulted wood ceiling, built in credenza and a front viewing deck perfect for drinks at sunset. A two-car garage with loft storage adds convenience and practicality. Located in the heart of Kula, this exceptional property offers the coveted Upcountry lifestyle — cool evenings, scenic paths, and close proximity to beloved local destinations including Grandma’s Coffee House, Kula Bistro, the Kula Market, Haleakala Waldorf School, and Kula Elementary. Nearby attractions such as the Lavender Farm, Strawberry Farm, and Ulupalakua Ranch & Winery complete the idyllic Maui experience. Rarely does a property combine such artistic provenance, architectural significance, and awe-inspiring beauty. This is more than a home, it is a legacy property where inspiration, serenity, and Maui’s finest views come together in perfect harmony.

162 Koheo Rd, Kula

Listing courtesy of ENRG Realty.

$4,750,000
3 Beds ⋅ 4 Baths ⋅ 409873 MLS ⋅ Fee Simple Tenure
This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$45,000,000
8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure
An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$1,100,000
2 Beds ⋅ 2 Baths ⋅ 409817 MLS ⋅ Fee Simple Tenure
Experience island living at its finest with this beautifully renovated home located at 549 Honoapiilani Hwy in the vibrant heart of Wailuku, Maui. This charming 2-bedroom, 1.5-bathroom residence is designed for modern comfort and style. Enjoy the benefits of brand-new, energy-efficient windows, a durable new roof, and elegant Ohia wood flooring throughout. The home features updated plumbing and electrical systems, contemporary lighting, and sleek kitchen and bathroom cabinetry, all complemented by fresh interior and exterior paint. The spacious yard is a canvas for your imagination, offering potential for expansion or the creation of additional dwellings. An exclusive koi pond adds a serene and unique touch to the landscaping, providing a peaceful retreat in your own backyard. Centrally located, this property offers easy access to all of Maui's attractions, while maintaining a secluded and tranquil atmosphere. Embrace the opportunity to own this charming, beautifully updated home and experience the best of island living in Wailuku! Schedule your appointment for a showing today! Some of the photos are virtually staged. (Seller is related to Listing Agent)

549 Honoapiilani Hwy, Wailuku

Listing courtesy of Compass-W.

$1,388,000
3 Beds ⋅ 2 Baths ⋅ 409810 MLS ⋅ Fee Simple Tenure
Nestled at the end of a cul-de-sac, this propery boasts a sprawling backyard that embraces the serenity of the adjacent gulch. Picture yourself surrounded by mature fruit trees, gently swaying in the refreshing Napili breezes. The layout of the home includes a 3-bedroom, 1-bathroom space upstairs, complemented by a studio with an additional bathroom and kitchen downstairs, perfect for guests or family. There are also two electric meters. Napili Park and the shops/restaurants at Napili Plaza are just a leisurely stroll away, making this a truly enchanting place to call home!

125 Pualu Loop, Lahaina

Listing courtesy of Moffett Properties LLC.

$1,999,000
4 Beds ⋅ 3 Baths ⋅ 409809 MLS ⋅ Fee Simple Tenure
Spacious, private, and full of character, 25 Lumahai Place, just off Olinda Road, sits on 2.88 acres with sweeping ocean and West Maui mountain views, cool fresh air, and temperatures that feel like spring year round. A 2,732 square foot main home and detached cottage, 5-7 minutes from Seabury Hall and Makawao Town. The main home's soaring wood-beam ceilings and wood-burning fireplace set a warm, welcoming tone from the moment you walk in. The living and dining areas flow naturally to a the lanai where the views take center stage. The kitchen is generous in size, flooded with natural light, and thoughtfully appointed with granite and butcher block countertops, a farmhouse sink, walk-in pantry, and a picture window perfectly framing the landscape outside. New refrigerator and stove were added in 2026, along with an updated under-sink water filtration system. A solar PV system with battery storage keeps energy costs in check. The primary suite is privately situated with vaulted ceilings, a gas stove, and a beautifully updated ensuite featuring dual vanities, walk-in shower, and soaking tub. Fresh paint and a fully redone second bathroom reflect the care and attention put into this home. Two additional bedrooms, a dedicated laundry room, built-in storage, and a finished loft, ideal as a library, playroom, or fun creative space, complete the main level. Downstairs, a separate 1-bedroom, 1-bath space with its own entrance and newly added sliding door offers excellent flexibility for guests, extended family, or a home office. The recently remodeled detached cottage has its own driveway, parking area, and cement stairs, providing true separation and privacy, and built to last. Perfect for multigenerational living, long-term guests, or rental income. Extensive eucalyptus clearing has opened up the property, improving views, natural light, and usable space while preserving its peaceful Upcountry character. Wake to birds singing and fall asleep to the sound of wind moving through the trees.

25 Lumahai Pl, Makawao

Listing courtesy of Compass-W.

$1,278,000
4 Beds ⋅ 2 Baths ⋅ 409802 MLS ⋅ Fee Simple Tenure
Opportunity to own a larger parcel (1.278 acres) within Central Maui. 4 bedroom, 2 bathroom plantation home. Enjoy refreshing ocean breezes from this special place -- YOU -- can call home. Near Wailuku River / Iao Stream estuary, 400 meters from the ocean. R-3 residential zoned parcel. Lots of food planted to begin your food forest -- breadfruit, banana, lilikoi, palm and more. On grid living that feels off grid and private.

648 Kaae Rd, Wailuku

Listing courtesy of Maui & Co Real Estate LLC.

$12,400,000
5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure
In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

$930,000
3 Beds ⋅ 2 Baths ⋅ 409766 MLS ⋅ Fee Simple Tenure
Charming 3-bedroom, 2-bath home in the heart of Wailuku! Situated on a spacious 8,107 sq. ft. lot, this 1,168 sq. ft. residence offers comfort, convenience, and island living. Enjoy easy access to schools, shopping, medical facilities, the airport, and Maui's beautiful beaches. A great opportunity for first-time homebuyers, investors, or those seeking a central Maui location.

925 Kuhio Pl, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,737,000
3 Beds ⋅ 2 Baths ⋅ 409760 MLS ⋅ Fee Simple Tenure
Location, Location, Location...Classic and comfortable island style home in Launiupoko. This property offers the perfect blend of luxury and comfort. Designed to enjoy the indoor-outdoor lifestyle of Maui with spacious yard and covered lanai in the most serene setting. Above popular Launiupoko Beach Park with stunning ocean view sunsets and majestic mountain side sunrises. Single level with open concept living area. This bright and beautiful home has soaring ceilings, travertine tile, rich hardwood flooring and warm wood accents throughout. Brand-new stainless-steel appliances, wood cabinetry, granite countertops, central AC, new W/D, new disposal, new sprinkler system and garage door opener, with an oversized, attached garage. Nestled high in the West Maui Mountains, Unit "A" is comprised of the home with two full baths, an outdoor shower, garage, and expansive verandahs. Approximately 2,200 footprint with additional 500s.f. attached garage and exclusive use of .677 acres in CPR'd agricultural lot. Privacy and security abound, while relaxing, peaceful sounds of nature surround you. Furnishings are virtual staged. Home is unfurnished and move-in ready. Easy to show by appointment. Owner is a licensed real estate broker in the State of Hawaii.

44 Lau Niu Way, Lahaina

Listing courtesy of eXp Realty.

$1,235,000
2 Beds ⋅ 1 Baths ⋅ 409753 MLS ⋅ Fee Simple Tenure
20 Kuulani Pl, Kula offers two beautiful wooded acres in the Waiakoa area of Kula with stunning bi-coastal ocean views. Views to the North Shore, West Maui Mountains, Maalaea Bay and island of Lanai, with a 2 bedroom home, and a separate carport. Cool, country setting at approximately 3,800 ft elevation with shady trees including avocado, jacaranda and silver oak, zoned agricultural. About a half mile to Kekaulike Ave. Property is part of the Waiakoa Estates Property Owners Association. Some photos digitally altered to remove personal items.

20 Kuulani Pl, Kula

Listing courtesy of Delmore Realty.

$2,350,000
3 Beds ⋅ 2 Baths ⋅ 409716 MLS ⋅ Fee Simple Tenure
Tucked into one of Maui's most breathtaking and untouched coastal valleys, 18 Laha'ole Place offers a lifestyle that feels worlds away from the distractions of modern life, yet only 20 minutes north of Wailuku town at the north end of the West Maui Mountains. Surrounded by dramatic mountains, cascading waterfalls, and sweeping ocean views, this remarkable Kahakuloa property embodies peace, privacy, and natural beauty in one of Maui's most serene settings. Set behind a gated driveway with full perimeter fencing, the gently sloped property was thoughtfully designed for sustainability and comfort. A seasonal creek flows through the back of the property while raised garden beds and mature fruit trees, including bananas, citrus, avocado, mango, coconut, and allspice, flourish throughout the grounds. The custom-built single-level home blends modern design with durable, high-end craftsmanship. Lime plaster walls, travertine accents, Marvin fiberglass windows and doors, lpe decking, and walnut grain-matched cabinetry create a warm yet sophisticated feel throughout. The open-concept kitchen features Thermador appliances, quartz countertops, reverse osmosis filtration, custom pantry shelving, and designer finishes throughout. Built for true off-grid living without compromise, the home includes a robust solar system with 30KW battery storage, newly installed lithium batteries in 2025, and generator backup, ensuring the property is never without power. Private water service frees the property from county water restrictions, while fiber optic internet provides modern connectivity in this otherwise secluded paradise. Additional highlights include oversized garages, windward and leeward lanais, spa-inspired bathrooms, motorized window shades, custom concrete and plaster finishes, and many more thoughtfully designed custom features throughout the home and property. Kahakuloa is more than a location, it's an experience. Rarely does a property combine this level of craftsmanship, infrastructure, privacy, and natural beauty in such a truly magical setting. Ask your agent for the unique features list from Associated Documents.

18 Lahaole Pl, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$1,449,000
4 Beds ⋅ 4 Baths ⋅ 409691 MLS ⋅ Fee Simple Tenure
Waiolani Mauka sits on the gentle slopes of Mauna Kahalawai, overlooking the Central Valley. It is a well-established neighborhood with wide streets, well-kept lots, and a quiet that is genuinely hard to come by in Central Maui. People tend to put down roots here and stay. 75 Moolu Circle is one of the better positioned homes in the neighborhood. Four bedrooms, three and a half baths, and 2,541 square feet of living space on an approximately 8,556 square foot lot. The floor plan is comfortable and flows well from room to room. Split AC units throughout the main living areas keep the home cool year round, which you appreciate more the longer you live in Hawaii. What sets this property apart is the lot itself. It backs directly to a two-acre neighborhood park, and that open space is not going anywhere. From the balcony you have an unobstructed view of Haleakala and the Central Valley. In the morning the mountain catches the first light. In the evening the valley fills with city lights. Out back the yard is fully enclosed with vinyl fencing. It is private, generously sized, and ready to use however you see fit. This is a quiet, well-situated home in one of Central Maui's most established neighborhoods. It is worth seeing in person. Come take a look.

75 Moolu Cir, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,195,000
5 Beds ⋅ 4 Baths ⋅ 409681 MLS ⋅ Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

$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).

$1,375,000
3 Beds ⋅ 2 Baths ⋅ 409635 MLS ⋅ Fee Simple Tenure
Welcome to 199 Puaehu St, a beautifully maintained home located in the highly desirable Ilima subdivision. Positioned in one of the best locations within the neighborhood, this property sits tucked away off the main road, creating a peaceful and quiet setting with minimal traffic & added privacy. From the front lanai and living areas, enjoy killer ocean views.The backyard setting is incredible with no direct rear neighbors. The property backs to a large open green space with walking & biking paths. Enjoy cool breezes & the added benefit of being surrounded by beautifully maintained Kehalani community and parks. Built in 2019, the home has been thoughtfully upgraded featuring mini split AC in every room, a solar hot water heater, upgraded bathroom tile, ceiling fans throughout, epoxy-coated garage and back lanai flooring, exterior fencing, custom exterior stairs, & beautifully designed low-maintenance landscaping. Recent updates include refreshed interior paint, updated lighting fixtures in the kitchen and dining area, & tasteful bathroom improvements. The outdoor includes a convenient outdoor rinse-off area, added garage storage, & extensive gutter and drainage improvements that help direct rainwater safely away from the property. Conveniently located near Pu’u Kukui Elementary School, parks, playgrounds, sports fields, walking paths, and Foodland, this home offers the perfect blend of comfort, convenience, & community living in the heart of Central Maui.

199 Puaehu St, Wailuku

Listing courtesy of Coldwell Banker Island Prop-Ku.

$899,000
3 Beds ⋅ 1 Baths ⋅ 409613 MLS ⋅ Fee Simple Tenure
Experience the timeless allure of a classic era in this meticulously restored plantation-style residence, perfectly situated in the vibrant heart of Central Wailuku. This cozy gem preserves its original character while offering modern essentials like brand-new AC in every room and bright recessed lighting for total comfort. The interior features a refreshed kitchen with stainless steel appliances and a stunning backsplash, complemented by the tile surrounds in both the main bathroom and the bonus second full bath! A convenient laundry station leads directly to the backyard, which is sized for easy maintenance yet generous enough to accommodate island-style outdoor entertaining. Benefit from a central location with immediate proximity to schools, medical centers, government offices, and the full range of Wailuku’s commercial and dining options. One of the Sellers is a licensed REALTOR® in the State of Hawai'i and is the Listing Agent for this property.

1982 Kalawi Pl, Wailuku

Listing courtesy of Real Broker.

$1,190,000
3 Beds ⋅ 2 Baths ⋅ 409584 MLS ⋅ Fee Simple Tenure
DEAL OF THE DECADE!!! Built in 2024, this beautiful 3-bedroom, 2-bath home offers modern comfort in a quiet, tucked-away neighborhood with stunning views and convenient access to shopping, schools, and town. The home features an open layout, central A/C, window coverings throughout, and a fully completed, professionally landscaped yard. The garage is a great functional space and provides parking for two cars. Bright living spaces and thoughtful finishes make this home move-in ready and perfect for comfortable everyday living. This is a short sale.

81 Pua Kalaunu Loop, Wailuku

Listing courtesy of Tri-Isle Rlty & Dev Co Inc.

$1,795,000
3 Beds ⋅ 2 Baths ⋅ 409577 MLS ⋅ Fee Simple Tenure
Tucked away on approximately two acres in Haiku, this unique multi-dwelling property offers privacy, versatility, and expansive views of Maliko Gulch, the valley, and West Maui Mountains. The upper 4-bedroom, 2-bath residence features a recently installed roof. Additional living spaces include a newer 2-bedroom, 1-bath ohana with a remodeled attached studio, two adjoining tiny homes connected by a custom deck with shared kitchen and bath facilities, and a privately situated lower 3-bedroom, 2-bath residence. Surrounded by mature tropical landscaping and fruit trees, the property offers flexible possibilities for extended family, guests, creative space, or rental income. Some areas provide an opportunity for cosmetic updating and personalization. Conveniently located near beaches, shopping, restaurants, and Maui’s North Shore communities. The neighboring 2.4-acre property is also available separately, creating the potential to own approximately 4.4 combined acres.

1660 Kokomo Rd, Haiku

Listing courtesy of KM Brokerage LLC.

$4,999,999
2 Beds ⋅ 3 Baths ⋅ 409543 MLS ⋅ Fee Simple Tenure
Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

8515 Kula Hwy, Kula

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

$4,895,000
4 Beds ⋅ 6 Baths ⋅ 409534 MLS ⋅ Fee Simple Tenure
Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$1,398,000
3 Beds ⋅ 3 Baths ⋅ 409509 MLS ⋅ Fee Simple Tenure
Island Living Elevated: Views, Breezes & Tranquility in Wailuku Heights Panoramic Bi-Coastal and Mountain Views, Wrap-around Lanai Living, and a Private Corner Lot define this prestigious Wailuku Heights home. Enjoy a Cool Tradeswinds Flow throughout, complemented by a Lush Tropical Setting and a Spacious Multi-Level Layout designed for comfort, privacy, and versatility. Experience the perfect blend of natural beauty and island living in this inviting home, where a wrap-around lanai and lush surroundings create a truly serene Maui lifestyle. Positioned on a corner lot, the property offers enhanced privacy, refreshing natural airflow, and a peaceful setting alongside a lush greenbelt with a natural drainage feature, providing a serene backdrop and a heightened sense of space. Mature, fruit-bearing trees - including sugar apple, guava, avocado, papaya, citrus, dragon fruit, and more - create a vibrant outdoor environment that feels both inviting and connected to nature. From the front of the home, take in bi-coastal views on clear days, along with sweeping vistas of Kahului Harbor, Central Maui, and Haleakala, while the West Maui Mountains form a beautiful natural backdrop behind the property. From sunrise to sunset, the home captures ever-changing skies - from soft morning light to warm golden hues in the evening - along with distant views of aircraft arriving and departing, adding a dynamic element to the panoramic scenery. The main residence, located on the second floor, features 3 bedrooms and 2 full bathrooms, while the finished first floor is currently configured as a studio ?ohana with its own entry way, complete with a kitchenette and its own full bathroom. The studio ?ohana provides a flexible living arrangement well-suited for extended family, visiting guests, or multi-generational living, subject to buyer’s due diligence. A 2-car garage and additional functional space on the lower level provide convenience and flexibility for parking and storage. The primary bedroom and an adjacent bedroom share the same stunning outlook as the lanai, while the third bedroom, located at the rear of the home, enjoys peaceful West Maui Mountain views. The home’s elevation and surrounding greenery contribute to a naturally cooler interior, enhancing a comfortable indoor-outdoor lifestyle. Recent improvements enhance both comfort and style throughout the home. The interior features updated flooring, a refreshed kitchen with stainless steel appliances, granite countertops, and wood cabinetry, as well as tastefully updated bathrooms with modern vanities. The primary suite includes a spacious walk-in shower. The first floor has also been improved with updated flooring, a renovated shower, and a dedicated laundry area. The studio-style space includes a kitchenette equipped with a microwave, stove, and refrigerator. Additional upgrades include a solar water heating system and water heater improvements, contributing to overall efficiency and functionality. Conveniently located near ?Iao Valley State Park, county offices, shopping, schools, the hospital, and everyday amenities, 486 Polulani Drive offers a rare combination of privacy, versatility, and scenic island living.

486 Polulani Dr, Wailuku

Listing courtesy of Berkshire Hathaway HI Isl Prop.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.