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$3,100,000
4 Beds ⋅ 4 Baths ⋅ 408905 MLS ⋅ Leasehold Tenure
Also listed as Condo MLS#408904. Pass through your own private gate within the coveted Alaeloa oceanfront community and embrace the old Hawaiiana charm in the "Pebble Beach of the Pacific". Residence 9 offers an exceptional blend of privacy, scale, and classic island character just moments from the shoreline. This expansive four-bedroom, four-bath detached condominium lives like a single-family home and spans approximately 4,000 square feet of interior space, designed to bring the outdoors in. Uniquely situated, this residence is the only home in Alaeloa with its own direct access to the community's oceanfront cove and heated saltwater pool area-placing turquoise seas and abundant water sport opportunities just a short stroll from your door. Upper and lower-level lanais capture ocean views and gentle trade winds, the ideal setting for entertaining, dining, or simply unwinding in the unforgettable tropical setting. Inside, the flexible floor plan comfortably accommodates large gatherings (up to 16) or extended stays. The spacious primary suite features a private en-suite bath, while additional bedroom suites offer guest privacy and convenience. A bonus flex room allows for additional sleeping quarters, office, or media space depending on lifestyle needs. The home's lush surroundings showcase mature tropical landscaping, flowering plants, and natural privacy screening, reinforcing the tranquil atmosphere that defines Alaeloa. Residents benefit from on-site management and full-time grounds maintenance, ensuring the community remains meticulously maintained year-round. Located minutes from world-class destinations including The Kapalua and Kaanapali Resorts, this residence combines serene seclusion with convenient access to dining, golf, and recreation. With Alaeloa allowing one vacation rental per month, you can offset your expenses when not in residence. Alaeloa is a leasehold property. Leasehold disclosure to be provided during the escrow process. This is a Residential CPR.

20 Hui I Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$2,395,000
4 Beds ⋅ 4 Baths ⋅ 408884 MLS ⋅ Fee Simple Tenure
FIRST TIME available. LARGEST single-level floor plan in Moana Estates! Prime park-front location with OCEAN views and spectacular sunsets. Located in South Kihei, walking distance to Kamalii Elementary School and less than a mile to South Maui's beautiful beaches. Just minutes from the world-renowned Wailea resort area offering luxury shopping, dining, and golf. This 4-bedroom, 3.5-bath home features vaulted ceilings, an open-concept layout, and abundant natural light. Recent upgrades include quartz kitchen countertops, new life-proof flooring, and a new A/C condenser. Outdoor living shines with a private pool, hot tub, and fully fenced backyard-perfect for entertaining and enjoying Maui's year-round sunshine. Energy-efficient with 46 owned solar panels, helping reduce utility costs. An exceptional opportunity to own one of Moana Estates' most desirable floor plans in an unbeatable location.

66 Moana Ave Unit Lot 64, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,325,000
3 Beds ⋅ 2 Baths ⋅ 408878 MLS ⋅ Fee Simple Tenure
Step into wonder the moment you arrive. The driveway winds beneath a natural canopy of mature trees, where the air cools, light softens, and the outside world fades away. Entering a hidden garden… quiet, sheltered, and deeply immersed in the surrounding nature. The grounds have been thoughtfully cultivated into a lush tropical paradise, abundant with fruiting trees, vibrant flowers, and layered green foliage. The landscape transforms throughout the day: golden morning light filtering through leaves, colorful sunsets framing the palms, and clear nights revealing stars and moonlight from the upper lanai. Two thoughtfully designed structures fully renovated in 2023 configured as a flexible 2-bedroom, 2-bath haven... deal for living, working, or hosting guests. A bright studio space with windows on all four sides and stunning Haleakala and garden views has opportunity to be a third bedroom. Interiors exude calm, designer-inspired elegance with clean lines, abundant natural light, and an effortless relaxed atmosphere. Expansive openings frame captivating garden views, while seamless indoor-outdoor flow invites the landscape into everyday life. Shaded lanais offer serene spots for morning coffee with Haleakala vistas or open-air evening dining. Fully equipped for modern off-grid independence, the property boasts three 5,000-gallon water tanks and a robust photovoltaic system with lithium battery storage for reliable power. Phone and high-speed fiber optic internet keep you connected without sacrificing privacy. A prime building site awaits, offering the potential to create a future main residence with stunning ocean and mountain views—unlocking even greater long-term opportunities. Private, intentional, and deeply rooted in its natural surroundings, this Haiku sanctuary invites a lifestyle of simplicity, comfort, and daily communion with the elements.

453 N Honokala Rd, Haiku

Listing courtesy of Compass-W.

$13,999,000
4 Beds ⋅ 5 Baths ⋅ 408866 MLS ⋅ Fee Simple Tenure
Perched high above the coastline within the private gated enclave of Honolua Ridge, this extraordinary single-level estate captures a vantage point so rare it feels as though the Pacific, Moloka‘i, and the Pailolo Channel were reserved exclusively for you. Set on more than six pristine acres in Kapalua Resort, the panoramic views are expansive, intimate, and ever-changing — a daily masterpiece of blue water, outer island silhouettes, and golden sunsets. This is one of those homes where you pause… and just take it all in. Designed and constructed as the personal residence of one of West Maui’s most respected builders, the home is a statement of intentional design and uncompromising craftsmanship. Every finish, every material, every line was curated with longevity, beauty, and a deep respect for the setting. The grand great room opens seamlessly to an expansive lanai where a resort-style pool and spa are framed by flickering tiki torches, creating an atmosphere that transitions effortlessly from sun-drenched afternoons to refined evenings under the stars. It’s easy to imagine quiet mornings with coffee overlooking Moloka‘i, or gathering with friends as the sky melts into color over the blue expanse. Throughout the residence, extraordinary details abound. Modern infrastructure matches the timeless aesthetic, including , dual laundry rooms, a double septic grid system, a dedicated media room with full surround sound, custom primary closet and a three-car garage with oversized bays. Eagle concrete roof tiles and genuine stucco construction further reflect the enduring quality of this estate. The lower portion of the acreage offers a prime homesite for a future ohana residence — ideal for extended family or guests seeking privacy within the estate’s expansive grounds. A rare spring-fed pond adds yet another layer of serenity to this already remarkable property. Opportunities like this are few and far between on Maui — especially in Kapalua’s most private ridge setting. This is more than a home. It’s a legacy estate where craftsmanship, space, and sweeping ocean views converge in unforgettable fashion.

222 Ke'oawa St, Lahaina

Listing courtesy of Hawaii Life (W).

$1,695,000
3 Beds ⋅ 2 Baths ⋅ 408865 MLS ⋅ Leasehold Tenure
Also listed as Condo - 408707 Discover refined island living in this beautifully remodeled stand-alone cottage at Alaeloa, one of West Maui's most sought-after communities. Unit 37 offers three bedrooms and two bathrooms, tastefully updated with a fresh, contemporary aesthetic that complements its relaxed coastal setting. Designed for indoor-outdoor living, the home opens to an oversized lpe wood lanai-an ideal space for entertaining, dining, or simply unwinding amid tropical surroundings. Step directly from the lanai onto one of the largest lawn areas in Alaeloa, offering exceptional space for keiki and relaxed outdoor enjoyment. The thoughtful interior layout with enclosed laundry area and oversized watersports storage area provides a single-family home feel, with lock and leave functionality. Unit 37 is conveniently located within walking distance to the Alaeloa Pavilion featuring an expansive mango grove, a private oceanfront saline pool and access to a magical cove for snorkeling, paddle boarding, surfing and swimming with "Honu", Maui's native sea turtles. Alaeloa is a gated community just south of Kapalua Resort consisting of 42 homes and duplexes on 13.35 acres which includes an on-site Manager's Cottage, manicured grounds, a dedicated landscaping staff and abundant open space. Alaeloa allows one short term vacation rental per month, providing an opportunity to generate income to offset expenses, when not in residence. Alaeloa is a leasehold property. Leasehold disclosure to be provided during the escrow process. This is a Residential Condominium property.

20 Hui Rd I Unit 37, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,399,000
4 Beds ⋅ 3 Baths ⋅ 408843 MLS ⋅ Fee Simple Tenure
Also listed as a Condo MLS #408844. Welcome to Kahoma Village. This 4-bedroom, 2.5-bath home, built in 2020, offers nearly 1,700 square feet of thoughtfully designed living space. Located directly across from the community park, you’ll enjoy open views and immediate access to green space right outside your door. Positioned near the Kenui Street entrance, the home offers quick and convenient access without driving through the neighborhood, making daily coming and going effortless. Inside, the layout is practical and comfortable, with 9-foot ceilings downstairs that create an open feel without wasted space. The kitchen features granite countertops and GE appliances, while the bathrooms are finished with quartzite counters for a clean, modern look. The landscaped yard includes Bermuda grass and a lanai that’s perfect for outdoor dining or relaxing. An attached two-car garage adds everyday functionality. Each room is equipped with its own split AC unit for individualized comfort, and a solar water heater helps keep energy costs down. The primary bedroom is spacious and designed to feel like a quiet retreat at the end of the day. Being offered fully furnished and truly move-in ready, everything is already in place so you can settle in immediately. You’re within walking distance to Baby Beach and just minutes from shops, grocery stores, restaurants, banks, and pharmacies, making everyday life simple and convenient. At this price, it represents one of the best values in Kahoma Village, especially considering the location, furnishings, and proximity to the beach. Free standing home is considered a Residential Condominium. Vacant and easy to show. There is currently a long term tenant until 6/30/26 $5100/mo. 48 Hours notice required. Schedule your private showing today.

190 Kahoma Village Loop Unit 12, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$1,800,000
3 Beds ⋅ 2 Baths ⋅ 408841 MLS ⋅ Fee Simple Tenure
Tucked away on a quiet cul-de-sac, this charming property offers the perfect blend of privacy, beauty, and low-maintenance living. The lush, landscaped grounds are a true tropical paradise, featuring an array of edible delights like multiple varieties of Avocado, Breadfruit, Passion Fruit, Lemon, Orange, Tangerine, Papaya, Banana and more. Surrounding you in vibrant color and fragrance are stunning flowering plants, including multiple varieties of Hibiscus, Ginger, Heliconia, and more. The home itself is designed for effortless upkeep and timeless appeal, with a durable steel roof, cedar siding, and brand-new hardwood and high-tech vinyl plank flooring. Inside, you’ll find thoughtful details like solid bamboo cabinetry, soaring open beam ceilings, and multiple covered, screened lanais—perfect for soaking in the serene surroundings or entertaining guests. This property is more than just a home; it’s a retreat. Schedule your private showing today and experience the tranquility and charm for yourself!

Haiku

Listing courtesy of Compass-W.

$1,399,000
3 Beds ⋅ 3 Baths ⋅ 408837 MLS ⋅ Fee Simple Tenure
The meticulously maintained residence is a one-of-a-kind breathtaking locale for welcoming friends and family. Visitors are surprised by the sense of privacy in a location so convenient. Owners transformed this property into one of the premier properties in the master-planned community of Kehalani, ideal for relaxing under a super-sized covered lanai, and taking advantage of serene ocean and Haleakala mountain views. The lower level features engineered hardwood floors in the living room, dining area, and family room. The family room opens to the extra-large covered lanai with stamped concrete and Trex flooring, and a sprinklered back yard, which is also accessible from side gates. The kitchen, with seating at the island with granite counter-tops, includes a new Bosch dishwasher, a double-oven range, refinished cabinets and porcelain tile floors. A fun under-stairs play area, half-bathroom with bidet and 2-car garage with Tesla charger (compatible to other EV vehicles with an adaptor) in front of the home are also on the ground level. 3 bedrooms and 2 remodeled bathrooms are located upstairs, with ocean and mountain views. The property comes with 2 Mitsubishi split air-conditioners (master bedroom and downstairs.) Building a retaining wall and bringing in fill created an area for a wide, manicured lawn and an expansive covered lanai.

16 Nanakula Pl, Wailuku

Listing courtesy of Delmore Realty.

$1,385,000
3 Beds ⋅ 2 Baths ⋅ 408833 MLS ⋅ Fee Simple Tenure
Single Level Main Home plus Detached Cottage in South Kihei. Close to the Ocean, Outside the Flood Zone. Two fully detached dwellings on one property, just minutes from Kihei’s beaches, dining, and everyday conveniences. Close enough to enjoy morning ocean strolls and sunset skies, yet positioned outside of the flood zone for added peace of mind. The main residence offers 3 bedrooms and 2 bathrooms with high vaulted ceilings that create an open, airy feel throughout. Ceramic tile flooring runs seamlessly across the home for durability and easy island living, while the kitchen features Silestone countertops and functional workspace. A separate interior laundry area adds convenience. One of the standout features is the expansive covered patio — currently utilized as a home gym and recreation area — offering flexible space that could easily transform into an outdoor lounge, dining area, or entertainment retreat. The main home also enjoys its own private front yard framed by a distinctive blue rock wall, adding both character and separation. Privately positioned behind the primary home, the fully detached 2 bedroom, 1 bathroom cottage offers its own comfortable living space with a spacious open floor plan. The cottage includes a small private backyard, generous storage, and a separate electric meter, enhancing independence between dwellings. Located in desirable South Kihei, near beaches, parks, restaurants, and shopping, this property offers flexibility for extended living, rental potential, or long-term investment. Property is fully tenant occupied. Please do not disturb occupants. Some bedroom photos have been virtually modified to minimize personal items for presentation purposes.

113 Lanakila Pl, Kihei

Listing courtesy of Real Broker.

$2,900,000
6 Beds ⋅ 3 Baths ⋅ 408817 MLS ⋅ Fee Simple Tenure
Also listed as Multi-Dwelling Res - MLS# 408644 Owner financing with 65% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

1444 W Kuiaha Rd, Haiku

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$3,750,000
2 Beds ⋅ 3 Baths ⋅ 408799 MLS ⋅ Fee Simple Tenure
Set on a full, undivided agricultural parcel in the upper elevations of Launiupoko—an increasingly rare offering—this striking 2-bedroom, 3-bath residence by acclaimed Maui architect Greg Skog captures commanding ocean, mountain, and outer-island views from a naturally protected hillside setting. Recently updated and now offered at a dramatically improved price, the property presents a compelling opportunity to secure privacy, flexibility, and long-term potential in one of West Maui’s most desirable communities. Designed as a seamless indoor–outdoor retreat, the single-level 994 sq. ft. home (no interior stairs) centers around an open-concept kitchen with marble countertops, premium appliances, and effortless flow into the great room. Walls of folding glass retract fully to more than 700 sq. ft. of covered lanai, where the infinity-edge pool visually merges with the Pacific horizon. Mornings unfold with soft light reflecting across still water; evenings settle in under the stars from the spa or built-in outdoor grilling area. A detached garage structure—connected by breezeway—includes a flexible bonus room, full bath, and laundry, offering ideal separation for guests, creative pursuits, or remote work. Because the property has never been CPR’d, a future owner may explore subdivision potential and the construction of a larger main residence—or simply preserve the architectural purity and serenity of this refined hillside retreat. Intentionally sited to maximize panoramic ocean views and preserve privacy, the residence reflects both architectural discipline and long-term vision. It’s a rare convergence of design integrity, land value, and future flexibility in Launiupoko.

70 Iliahi Way, Lahaina

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

$1,900,000
3 Beds ⋅ 3 Baths ⋅ 408797 MLS ⋅ Fee Simple Tenure
Welcome to Papalani - where the idyllic Hana coastline meets an artistic vision of multi-dwelling living. This tropical 1 acre estate along the Waiohonu stream and across from the Venus Pool offers a unique opportunity for shared ownership, rental income, or a private retreat. The property features 4 distinct living spaces, thoughtfully positioned for privacy and flexibility. The spacious main residence has multiple lanais, vaulted ceilings, and custom finishes. A grand covered entrance and curved staircase leads to the open living room and kitchen with abundant natural light and a primary suite with soaking tub, shower, bidet, and artist’s studio. Downstairs is an additional living area and bedroom, 1.5 baths, and 2 outdoor showers. Adjacent to the main house is a 2 bedroom guest suite with a screened kitchenette and lanais. The 1 bed 700sf ohana is well built with a full kitchen, bath, and laundry. At the front of the estate is the original 656sf restored cottage with open layout, tall ceilings, tile floors, and an indoor/outdoor soaking tub and shower. Located directly across from Waioka Pond (Venus Pool) and just 3 minutes from iconic Hamoa Beach, the property is close to Hana’s markets, cafes, & art galleries. Though the structures are solidly built, they reflect their age - offering a remarkable canvas for the visionary buyer to reimagine this estate in their own style.

6900 Hana Hwy, Hana

Listing courtesy of Real Broker.

$1,495,000
2 Beds ⋅ 2 Baths ⋅ 408793 MLS ⋅ Fee Simple Tenure
Wow, this deal is ready for anyone that has been looking into Launiupoko! It's your time to act with the best deal happening. Set on 1/3 of an acre on the gentle slopes above the shoreline in Launiupoko Maui, this cottage has everything you need to enjoy your island lifestyle. Here, mornings begin with the soft glow of sunrise stretching over the Pacific and evenings close with the most gorgeous sunsets framed by the quiet beauty that defines life in Lahaina. Located minutes up the hill from Launiupoko beach park, it is within distance to easy walking paths in the neighborhood, or minutes from the conveniences of grocery stores, schools, and shops. The home itself is very efficiently designed, maximizing the use of the small footprint. It invites an easy indoor-outdoor flow with an oversized covered lanai where you will hear the birds chirping as you have your cup of coffee. The large primary bedroom features a walk-in closet and private bath. The kitchen is made to be appreciated with lots of counter space, and a breakfast bar separating it from the dining area with a built in desk. The second bedroom has a murphy bed so it can double as your office with an outdoor access with its own outdoor lanai space. The home is on a CPR unit B that consists of 0.3 acres. Easy to care for on a quiet shared driveway! This home is priced to sell! Launiupoko is known for its wide-open spaces, working agricultural lots, and a rare sense of privacy that feels increasingly precious. With the dramatic backdrop of the West Maui Mountains, and star-filled night skies unobstructed by city lights, this is a community where nature sets the rhythm. Catch the morning light shinning through the valley while you walk the dog on the walking or hiking trails intertwined with the neighborhood. Just down the hill, Launiupoko Beach Park offers gentle waves for beginning surfers, a protected keiki pool for families, and sunsets that gather neighbors along the shoreline in quiet appreciation. In Launiupoko, you feel the balance between privacy and community. You can spend the morning surfing, the afternoon gardening, and the evening dining under the stars, all without leaving your neighborhood. When you decide to venture out, the dining and shopping of Lahaina is less than 10 minutes away and Kaanapali is only 15 minutes.

68 Awaiku St Unit B, Lahaina

Listing courtesy of Compass.

$11,900,000
3 Beds ⋅ 4 Baths ⋅ 408784 MLS ⋅ Fee Simple Tenure
Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above the sea. From sunrise to moonrise, panoramic ocean views create a constantly evolving backdrop to daily life. The 5,403 square foot primary residence offers 3 bedrooms and 3.5 bathrooms, thoughtfully positioned to embrace the extraordinary setting from nearly every room. Soaring coffered ceilings and expansive windows frame the ocean beyond, while newly installed bamboo flooring adds warmth and natural texture. Motorized shade screens provide comfort and ease, allowing the interiors to transition effortlessly throughout the day. The chef’s kitchen is both striking and functional, anchored by dual islands finished in black India leathered granite, creating a natural gathering space for entertaining or quiet evenings at home. A separate 1,050 square foot cottage with 1 bedroom and 1.5 bathrooms sits discreetly above the bluffs, privately tucked away from the main residence. Ideal for guests, extended family, or a creative retreat, it offers flexibility without compromising the estate’s sense of privacy and scale. Just fifteen minutes from town and easily accessible off Hana Highway, the property offers a rare balance of seclusion and connection. Some of Maui’s most respected private schools, including Seabury Hall, Montessori, Carden Academy, and Waldorf High School, are all within a short drive, adding meaningful convenience to this exceptional lifestyle. Spanning 20.5 acres, the grounds unfold with open lower meadows suited for equestrian use, irrigated gardens, and an edible orchard. A 293 foot well and a 5/8 inch County water meter provide reliable water resources. Along the eastern boundary, an enchanting 80 foot waterfall cascades toward the shoreline, creating a natural habitat for native Hawaiian green sea turtles. Private access to a secluded rocky beach enhances the rarity of this exceptional Maui estate. This is more than a home. It is a legacy estate where privacy, natural grandeur, and architectural presence come together in one of Maui’s most extraordinary coastal settings.

400 Mehana Rd, Haiku

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$7,400,000
3 Beds ⋅ 5 Baths ⋅ 408779 MLS ⋅ Fee Simple Tenure
Embrace this one-of-a-kind Tuscan Villa in Paradise! Perfectly perched on the premium parcel located in Phase 1 of the exclusive gated community known as Lanikeha (within the Kaanapali Golf Estates), the estate offers spectacular breathtaking sunset ocean views, island (Molokai and Lanai), golf fairway (hole #7 of Kaanapali's world-famous Kai Course) and the Kaanapali Resort. Exquisitely envisioned & constructed with the finest custom materials imported from around the globe, every aspect of this Villas reveals the best of luxury island living; 16ft. vaulted ceilings (with ceiling wood beams), Brazilian travertine floors, hand scraped walnut wood floors, crown & baseboard hardwood molding, hand-cast stone columns, arches & accents, domed & beamed ceilings and custom cabinetry by Williams Ohs. Further evidence of this enchanting décor includes the Blue Bahia Custom Granite & specimen Quality Onyx Counter tops, Gemstone quality rose quartz master vanity & 18K Gold Plated & crystal fixtures. Appliances include Viking, Sub-zero & Bosch systems This 3 bedroom, 4.5 bathroom single-level estate also offers an office, surround sound HD theater (complete with mini-stage & custom seating), sound & security system, heater pool & spa with complete outdoor pool-side kitchen (accessed via multiple ramp pathways) & three vehicle garage amenity. Meticulously maintained, estate improvements include the painting of the entire exterior estate & driveway (2025) & new washer & dryer (2026) Lanikeha is West Maui’s newest gated community; 110 acres with 132 parcels, Lanikeha Club House offers community spa, pool, & exercise room. Monthly maintenance fees include the following: $248.85 for Kaanapali Golf Estates (paid quarterly), $708.25 for Lanikeha (paid monthly) for a monthly total of $957.10. The 2025/2026 monthly real property tax is $1,750 (classification: owner occupant). Information may not correspond to public records. Buyer/buyer's agent to confirm all information. YOUR Time is Now.

104 Anapuni Loop, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,495,000
5 Beds ⋅ 3 Baths ⋅ 408773 MLS ⋅ Fee Simple Tenure
Set across sixteen acres of fully fenced acreage, this Haiku estate is a world unto itself. Private, expansive, and rich with possibility. Thoughtfully positioned structures create a harmonious compound designed for inspired living, hosting, and creativity. Whether envisioned as an exclusive mountain residence, an artist’s enclave, or a destination wellness retreat, the setting effortlessly supports a life well-lived. At the heart of the property, the main home captures the essence of refined rural living. An impressive primary suite is wrapped in glass windows and doors, inviting natural light and lush views from nearly every angle. A warm fireplace lounge in the living area sets the tone for intimate evenings, while a concealed projection screen transforms the space into a private cinema. The screened lanai area offers flexibility for gatherings or hosting events of any kind. Throughout the grounds, there are additional dwellings and versatile spaces, including a two-room cottage currently utilized as an office, an upper guest cottage with its own outdoor shower house, and a two-story building tucked privately toward the rear of the acreage. Each structure enhances the estate’s ability to accommodate guests or creative pursuits. The outdoor experience is equally compelling. Pass by the courtyard area and enjoy the sounds of the cascading waterfall and koi fish pond, and head out to meandering trails that wind through the landscape. A commercial-grade kitchen with an adjacent screened-in gathering space, along with dedicated men’s and women’s bathhouses, reflects the property’s history as a curated retreat destination. Leisure and restoration take center stage with a resort-style pool complete with a water slide, waterfall, an accompanying pool house, and a tranquil massage pavilion. This is more than acreage; it is a legacy estate with the capacity to evolve alongside your vision, all within a setting that feels worlds away.

1055 Kaupakalua Rd, Haiku

Listing courtesy of Hawaii Life (W).

$24,500,000
4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure
One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$9,395,000
3 Beds ⋅ 4 Baths ⋅ 408748 MLS ⋅ Fee Simple Tenure
Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is UNBEATABLE FINANCING. This home features an assumable mortgage at a fixed 2.25% interest rate, with 25 years remaining!! Seller is also open to exploring cryptocurrency transactions. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Pristine, peaceful, and thoughtfully finished with European oak floors, bespoke cabinetry, and curated design elements throughout. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. The designer chefs kitchen is appointed with a Thermador appliance suite, including a 48” gas range, built-in coffee system and a 92-bottle built-in wine refrigerator. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by one of the few zero-edge infinity pools and spas in Wailea, with built-in tiki torches to enjoy late nights under the stars. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Just moments from Wailea’s world-class beaches, fine dining, golf, and boutiques, yet quietly removed from the crowds. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

$1,649,000
5 Beds ⋅ 4 Baths ⋅ 408728 MLS ⋅ Fee Simple Tenure
Experience the essence of Maui coastal living and investment potential all in one. Located directly across from the beach on S. Kihei Road, this versatile property offers four separately rentable units for maximum income and flexibility. The main home is thoughtfully configured into three distinct living spaces—an upstairs 3-bedroom / 1.5-bath, and two separate 1-bedroom / 1-bath units downstairs. A detached 2-bedroom / 1-bath cottage provides additional income or ohana living options. Each dwelling enjoys its own yard space, beautifully landscaped with tropical flowers and fruit trees, and fully fenced for privacy. The main house includes a shared coin-operated laundry, while the cottage enjoys its own private laundry. With ample parking, no HOA or maintenance fees, and shared ownership of the access drive lot included in the sale, this property represents one of the best ROI opportunities in Kihei. Perfect for multi-generational living or as a fully occupied investment, this property is just minutes from Kihei’s charming town center, boutique shops, parks, and world-class ocean activities. Discover the rare combination of lifestyle, location, and long-term value—right here in the heart of South Maui. Photos have been virtually staged.

1011 S Kihei Rd Unit B, Kihei

Listing courtesy of Compass-W.

$2,095,000
3 Beds ⋅ 3 Baths ⋅ 408722 MLS ⋅ Fee Simple Tenure
Imagine finishing your morning coffee and stepping outside to a 45-foot heated lap pool and spa — in your own backyard. No resort crowds. No reservations. Just warm water and Maui sunshine. 182 Ponana Street sits inside Kihei's highly sought-after Keawakapu Views neighborhood. This 2,088-square-foot single-story home was built in 2018 with one thing in mind: the ultimate Maui lifestyle, no compromises. Eleven-foot recessed ceilings and expansive windows pull garden views into every room and fill the open floor plan with natural light. Owned photovoltaic solar with Tesla Powerwall, EV charging station, whole-home high-end sound system, central air — this is not a home that needs upgrades. Everything is already done. Low-maintenance tropical landscaping and a refreshing outdoor shower complete the outdoor space — built equally for quiet mornings and nights with a full lanai of guests. A private exterior-access restroom with sink means nobody tracks through the house, the kind of thoughtful detail you'll find repeated throughout this property. The master suite delivers — spa-like walk-in shower, premium quartz double vanity, generous walk-in closet, designer finishes throughout. Both additional bedrooms feature large walk-in closets, something families notice immediately. The gourmet kitchen is generously oversized, anchored by a large natural wood island that doubles as a prep station and breakfast bar with stool seating. An oversized pantry and separate laundry room with utility sink handle the everyday functionality most high-end homes forget about. The kitchen flows into the main living area, which opens to the outdoor entertainment space — one unbroken line from countertop to poolside. That indoor-outdoor connection people talk about on Maui? This is what it actually looks like. Even the garage is gucci with its luxury full-view glass garage door. Keawakapu Views is one of South Maui's most coveted streets. Peaceful atmosphere. Stunning streetscape. Pride of ownership on every lot. World-famous Keawakapu Beach is just down the road — golden sand, crystal-clear water, some of the best swimming and snorkeling on the island. Maui's finest dining — Morimoto Maui, Nick's Fish Market, Ka'ana Kitchen — all a short drive. Families benefit from proximity to Kamalii Elementary, one of the highest-rated public schools in Maui County. Newer construction single-story homes in Keawakapu Views almost never come to market. When they do, informed buyers act decisively. If this home checks your boxes, schedule your private showing now.

182 Ponana St, Kihei

Listing courtesy of Real Broker.

$11,500,000
5 Beds ⋅ 7 Baths ⋅ 408714 MLS ⋅ Fee Simple Tenure
Commanding one of the largest and most remarkable panoramic ocean views anywhere in the Hawaiian Islands, the residence at 426 Wailau occupies a truly iconic location in the uppermost heights of Launiupoko. This 25 + acre, agriculturally-zoned mountain top retreat offers an exclusive Westward perspective of the Auau Channel that spans from Sweetheart Rock on Lanai almost completely to Elephant Rock on Molokai. After driving through the gated entrance you will feel the collective magnitude of the property and anticipate the comforts found inside this ambitious, newly-constructed residence. In the spring of 2023, after 18 months of construction, the renowned Imagine It Builders delivered a modern luxury masterpiece with 6,682 square feet of single-level interior living space designed to occupy two expansive wings as well as a central open living area and kitchen. The North Wing features the primary suite with not one, but two, full en-suite bathrooms, including a steam shower and soaking tub. The North Wing, connected to the 4 car garage, also features a powder room in the hall, a pantry, and laundry room. The South Wing features 4 bedrooms, all with ensuite baths, a fully outfitted gym, and a flexible room for entertaining complete with wet bar. From the living area, massive retractable sliding glass doors open up to almost 2,000 square feet of covered outdoor lanai space with a 70 ft wide pool and 12ft wide hot tub. An outdoor kitchen and bar complement the lanai while all of the bathrooms feature their own private, connected outdoor showers to rinse off when coming back into the home. Every material finish has been thoughtfully designed and impeccably constructed, it isn't hyperbole to say that there are simply too many amazing features to list in a few paragraphs. This is one you will have to see to believe!

426 Wailau Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,995,000
3 Beds ⋅ 2 Baths ⋅ 408713 MLS ⋅ Fee Simple Tenure
Set on over five private acres in one of Haiku’s most peaceful pockets, this exceptional cedar residence offers a rare blend of craftsmanship and true custom design. The 3-bedroom, 2-bath main home spans approximately 2,430 sq ft and is defined by soaring ceilings, rich natural materials, and an immediate sense of quality. The heart of the home is the chef’s kitchen, dining area, and inviting sitting space, opening to a screened-in lanai overlooking the property. The kitchen features an oversized Wolf range, warming drawers, wine refrigerator, reverse-osmosis water at the bar sink, and thoughtfully designed appliance garages. A great room provides a more formal setting with 20+ ft ceilings. Custom cabinetry and built-ins throughout reflect the work of a master woodworker, including special details such as a custom vanity base crafted from 1830s dining table legs. Privacy is exceptional, with a tall, mature areca palm hedge lining the perimeter. Additional structures include a 2,500 sq ft steel workshop with half bath and separate electric meter, a detached garage used as a 1-bed/1-bath residence, a second detached two-car garage with studio and loft, and a detached office. The established grounds feature a concrete driveway to all structures, fenced garden, fire pit, barn with tack room and chicken coop, and mature fruit trees. An exceptional Haiku offering—properties of this caliber and privacy rarely come to market. Private showings now available.

30 Mamao Pl, Haiku

Listing courtesy of West Maui Land Company Inc.

$1,099,000
4 Beds ⋅ 3 Baths ⋅ 408710 MLS ⋅ Fee Simple Tenure
Looking for some privacy in the lush tropics of Haiku with 4 bedrooms and 3 baths on .73 of an acre of land? 82 Mamao Pl is on a private dead-end road and is the main house of the completed CPR property. The house feels larger than 1,520sqft with lots of big windows, high ceilings in the living area and separation of the bedrooms. Freshly painted, new interior doors, updated bathrooms with a spacious laundry room. The property is move-in ready! Driving through Maui Ranch Estates neighborhood is very quiet, peaceful and respectful of neighbors. 82 Mamao Pl has no HOA or fees! There is lots of room to expand the main house and a good size yard for a garden, greenhouse or treehouse. Avocados, bananas, lilikoi and tropical flowers. Hawaiian Tel and Fiber Optic available.

82 Mamao Pl, Haiku

Listing courtesy of Keller Williams Realty Maui-Ka.

$895,000
3 Beds ⋅ 1 Baths ⋅ 408706 MLS ⋅ Fee Simple Tenure
AS-IS sale. Rare opportunity in Pukalani, located next to Old Haleakala Highway. This approximately quarter-acre (11,155 sq ft) property features two dwellings. The main house offers approximately 720 sq ft with 3 bedrooms and 1 bathroom and requires major renovation. It is currently being used for storage and is not in livable condition. The half bathroom and garage remain as foundations only. The ohana unit is approximately 600 sq ft with 2 bedrooms and 1 bathroom, offering excellent rental income potential. Both dwellings are connected to cesspools. Conveniently located with a restaurant next door and a gas station across the street. Grocery stores, restaurants, coffee shops, and banks are all within one mile, providing everyday convenience.

3321 Old Haleakala Hwy, Makawao

Listing courtesy of eXp Realty.

$399,000
1 Beds ⋅ 1 Baths ⋅ 408694 MLS ⋅ Fee Simple Tenure
Experience true serenity in the remote and breathtaking Kanaio region of Maui. 1-bedroom, 1-bath cottage sits on Hui land and offers expansive, unobstructed views of the Pacific Ocean. Fee simple 1/2 acre interest in a 50 acre Hui. This home is a blank canvas waiting for someone to put some love into it. Surrounded by wide-open space and natural beauty, this quaint island retreat is ideal for buyers seeking privacy, tranquility, and a slower pace of life. Wake up to ocean breezes, enjoy whale watching during the winter months, and take in dramatic sunsets and star-filled skies year-round. The simple, cozy layout provides a comfortable and low-maintenance lifestyle, allowing you to fully embrace Maui’s off-the-grid charm. Kanaio is known for its rugged coastline, panoramic ocean views, and peaceful atmosphere—far removed from crowds and resort living, yet within reach of Upcountry Maui and island amenities. This is a rare opportunity to own a private ocean-view cottage in one of Maui’s most secluded and authentic locations. Perfect as a personal retreat, creative hideaway, or peaceful escape, this unique property offers a chance to reconnect with nature and experience Maui in its purest form. Buyer encouraged to do their own due dilligence. This is not a driveby property. Will require 4-wheel drive to access.

17491 Piilani Hwy, Kula

Listing courtesy of The Agency Maui.

$3,595,000
4 Beds ⋅ 6 Baths ⋅ 408673 MLS ⋅ Fee Simple Tenure
Come and see this spacious 7,595 square foot estate home located in the peaceful countryside of Wailuku Country Estates. Just 10 minutes from town, the setting feels quiet and rural while still being conveniently close to everyday amenities. The 2 acre property offers a wonderful sense of openness, with plenty of room to enjoy the outdoors, including putting greens for practicing your golf game. The right side of the home is designed for recreation and fitness, featuring a half court basketball area that leads into an above ground pool room with a jetted swim pool for exercising against the current. A welcoming porte cochere leads into a large entry area with dual staircases that open to an upstairs office and landing. From here, enjoy expansive views of the mountains and ocean, an ideal spot for working from home. Upstairs on the right side are three bedrooms, each with its own bathroom, along with a generous laundry area. The left side of the upper level is dedicated to the main suite, which includes a spacious bedroom, a large dressing room with built-in storage, and a well appointed bathroom. A private staircase connects the main suite to the kitchen, dining, and family gathering areas below. The kitchen sits at the center of the home, designed so the cook remains part of the conversation and activity. Additional features include a three-bay garage with space for vehicles and hobbies, an electric vehicle charging station, and solar panels that help keep energy costs down. A separate single-story cottage offers approximately 1,000 square feet with two bedrooms and two baths, perfect for hosting guests or accommodating extended family. Bright and airy, it features a comfortable living room, a separate dining space, a garage, and a covered lanai where you can enjoy the island breeze. This property is designed for comfortable everyday living. Schedule a private showing with your agent today and come see it for yourself.

2673 Kamaile St, Wailuku

Listing courtesy of Compass-W.

$999,000
3 Beds ⋅ 2 Baths ⋅ 408664 MLS ⋅ Fee Simple Tenure
This refreshed 3-bed, 2-bath plantation-style home sits on a spacious 10,000+ sq ft lot just minutes from Haiku town center. Surrounded by lush greenery and mature fruit trees, it offers a peaceful, tropical setting with plenty of room to grow. Bright, flexible floor plan and freshly updated, open kicheck, and a charming pass-through window to the enclosed lanai. Sunroom with double-paned windows showcases serene views, while a detached bonus space is perfect for a workshop, office, or yoga studio. With potential to add an Ohana (buyer to verify), this move-in ready home blends classic Hawaiian architecture with modern updates, an ideal balance of comfort, character, and convenience.

815 Kuulei St, Haiku

Listing courtesy of Real Broker.

$2,174,000
3 Beds ⋅ 4 Baths ⋅ 408623 MLS ⋅ Fee Simple Tenure
This 2,279 square foot entertainer's paradise is nestled in the middle of a highly desirable quiet neighborhood bordering Wailea, one of the very few with NO HOA!. The front of the house enjoys views of the sunrise over Haleakala and the back haspanoramic views of Maui sunsets year round. Upstairs features the master bedroom and ensuite full bath, a half bath, living room, kitchen and formal dining room. The master and the dining room have slider access to the 984 square foot covered Lanai . With the press of a couple of buttons you can close off the Lanai withmotorized sunscreen blinds to create a totally private living space without sacrificing your view or the breeze. This makes the fully permitted effective living space 3,263 square foot. But wait, there is more! Outside the covered section there is a barbeque area where you can access the 1,000 square foot non-skid treated widow’s watch roof deck. Built with ease of maintenance in mind, this featuresstainless steel safety railing on three sides just like the Lanai below it so you can safely clean the homes solar panels, stargaze full views of the milky way on clear nights, or just watch whales frolicking off the beach below. Downstairs in the main house you have another full bath, two bedrooms, an office and a large family room with a wet bar and a drink cooler. One slider leads out to another 400 square foot covered seating area with a built in five seat granite bar with separate refrigerator and freezer. The other slider leads out to the hot tub and pool deck where you also find a half bath and a large custom tile shower and dressing room. The entire backyard is a fully irrigated three-tier garden with fruit trees and native Hawaiian plants enclosed in a hand-built privacy rock wall with custom Hula themed decorative gates. The backyard also has a matching blue stucco workshop that keeps a lot of clutter out of the garage. Low taxes, great school district, no HOA but still in the heart of all the best beaches, golf courses, shopping and restaurants in south Maui. Key things to know 2,279 square foot interior, 1,384 additional square foot under roof (3,663 s/ft living space) + roof and pool decks Double Pane Anderson Windows throughout, Roof replaced 10 years ago, fully hurricane banded, Two-car garage plus blue stucco workshop; solar panels support energy efficiency. Three-bedroom with 3.5 baths and a downstairs family area with wet bar. Three-tier irrigated garden surrounds privacy rock wall and fruit trees.

2760 Puu Hoolai St, Kihei

Listing courtesy of Kokua Realty LLC.

$4,400,000
2 Beds ⋅ 2 Baths ⋅ 408607 MLS ⋅ Fee Simple Tenure
This is a rare opportunity to own in one of Maui’s premier water-sports communities. Set on a private, gated quarter-acre, the elevated Tahitian-style dwellings have a bright, relaxed treehouse feel, with cathedral ceilings and natural cross-ventilation. The main residence is a 2-bedroom, 2-bathroom home with bonus space for guests, while the separate 1-bedroom cottage includes a loft, screened sleeping lanai, and coffee lanai for the morning wave check. The peaceful, private grounds feature low-maintenance landscaping, permeable gravel surfaces, room for a garden, and two outdoor showers for rinsing off after the beach. Created for an active North Shore lifestyle, the property offers an indoor board room with cushioned wall-to-wall matting, a covered 22-foot bay for a jet ski, skiff, or kayaks, two covered parking spaces, and three open-air spaces. An open-air concrete pad for a jet ski provides versatility. The ipe and 316 marine-grade stainless steel sliding gate is suited to the coastal setting. After a day on the water, a dedicated area for a future sauna and cold plunge, with a 220-volt outlet in place, offers a transition from high-energy recreation to recovery and relaxation. Near the bike path and a short walk from Sprecks Beach and the Maui Country Club, this is North Shore living at its best.

462 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$1,750,000
3 Beds ⋅ 2 Baths ⋅ 408594 MLS ⋅ Fee Simple Tenure
Shows well, will not last!!! Luxurious feel, tropical landscaping, flows well. Well-maintained three-bedroom, two-bath home in Paia, offering a quiet setting and several modern updates. Recent remodel improvements provide a fresh, comfortable feel, and a new roof adds long-term peace of mind. Functional layout with inviting living spaces, ready for everyday island living.

36 Hoku Pl, Paia

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.