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$375,000
3 Beds 1 Baths 202607544 MLS FS - Fee Simple Tenure
EXPERIENCE ULTIMATE ISLAND LIVING ON THE SHORES OF KAUNAKAKAI Welcome to your slice of paradise on the serene island of Molokai. This stunning 10,000 SF beachfront property offers breathtaking ocean views, gentle trade winds, and direct access to the sandy shoreline — perfect for swimming, diving, fishing, kayaking, or simply relaxing by the water. Located just minutes from Kaunakakai town, you’ll enjoy the charm of Molokai’s friendly community, local markets, and beautiful nature trails. Whether you’re seeking a peaceful retreat, a vacation getaway, or a permanent residence, this property offers a rare opportunity to embrace true oceanfront island living. Don’t miss your chance to own a piece of paradise on the pristine beaches of Molokai. Schedule your private showing today!

54 Beach Place, Kaunakakai

Listing courtesy of Marco Polo Realty, LLC.

$3,999,000
5 Beds 6 Baths 409285 MLS Fee Simple Tenure
Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,899,000
3 Beds 4 Baths 409248 MLS Fee Simple Tenure
Thoughtfully upgraded for both luxury and long-term performance, this residence offers breathtaking panoramic ocean views and the perfect blend of comfort, sophistication, and modern efficiency. Since 2022, the home has undergone extensive improvements, including a 50-year CertainTeed Presidential roof, owned PV system (37 panels) with 2 Tesla Powerwalls, solar hot water, and a new 5-ton central A/C system. Offering 2,172 sq. ft. of air-conditioned living (including sunroom), the flexible layout features 3 bedrooms, 3.5 baths, a family room, and an office. Interior upgrades include wood flooring, remodeled downstairs bathrooms, new appliances, plumbing fixtures, lighting, plantation shutters, and shower glass. Outdoor living shines with over 1,100 sq. ft. of covered lanai space (608 sq. ft. upstairs, 537 sq. ft. downstairs), ideal for enjoying Maui’s sunsets and ocean views. Additional improvements include new landscaping and irrigation, rock wall extension, fencing, gutters, attic insulation, concrete walkway, garage door opener, and fresh interior/exterior paint. Permitted additions include an entry/foyer, a sunroom, and a workshop. A move-in-ready West Maui home offering exceptional upgrades, energy efficiency, and stunning ocean views.

132 Kahana Nui Rd, Lahaina

Listing courtesy of Epic Realty LLC.

$1,299,000
1 Beds 1 Baths 409238 MLS Fee Simple Tenure
3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate. The existing cottage is tucked away in a quiet and private location, providing comfortable living while you plan your vision. There is ample room to expand by building a main home all while capturing enchanting ocean and outer island views. The expansive grounds offer plenty of space for a pool, outdoor entertaining areas, gardens, or just about anything else you could imagine, allowing you to design a true Maui lifestyle compound. Whether you’re a first time home buyer looking to get into Maui Meadows or a general contractor seeking your next project, the upside and flexibility here are undeniable. Close proximity to the Wailea resort offers multiple amenities nearby. This is a special opportunity to create, customize, and unlock long term value in one of South Maui’s most sought after communities.

3330 Kehala Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,599,000
3 Beds 3 Baths 409231 MLS Fee Simple Tenure
Now offered at $1,599,000, this move-in-ready Haiku home combines three bedrooms, three bathrooms, approximately 2,400 square feet of flexible living space, ocean views, and one full acre of beautiful, usable grounds. Set at the end of a quiet cul-de-sac just above Jaws Country Store, the property offers views across the Pacific toward the West Maui Mountains and Kahakuloa. Vaulted ceilings create an airy great room, while two side-by-side sliding glass doors bring in natural light and open to the upstairs covered lanai. Refreshed in April 2026, the home features three updated bathrooms, a new kitchen island counter, refinished cabinetry, newer stainless-steel appliances, and fresh interior and exterior paint. The lower level has its own entrance and includes a game/media room, wet bar with beverage refrigerator, and a spacious additional room offering flexibility for multigenerational living, visitors, work, fitness, or wellness. The two-car garage provides generous storage. Outside, enjoy open park-like lawns, a young fruit orchard, raised garden beds, a cedar sauna, and a second covered lanai—with ample room to garden, gather, play, and enjoy the surroundings. Fee-simple Unit A of a two-unit residential CPR. New pricing is now in place—contact your favorite Realtor to schedule a private showing.

4535 Opana Pl Unit A, Haiku

Listing courtesy of West Maui Land Company Inc.

$1,988,000
10 Beds 6 Baths 202606795 MLS FS - Fee Simple Tenure
Cash Flow 6-Unit Investment Property on massive 10,498sq.ft. lot in Central Kahului minutes from the Airport, Mall & Hotels! Investor Mega Landlord or House Hacker Opportunity. Multi-family Real Estate like this Rarely Exists & also a Great Option for Multi-Generational Living or Care Home. Outside, the partly fenced yard offers ample room for gardening and outdoor activities, providing a serene retreat in a bustling neighborhood. Located near Maui’s excellent dining options, grocery stores, schools, offices, and shopping centers, convenience meets potential in this versatile property. Don't miss out on the chance to own a property with both immediate appeal & long-term potential in one of Maui's most desirable locations. Inquire for Current Leased Active Rental Income & be Amazed at the ROI for this Turn-key Opportunity!

145 W Kane Street, Kahului

Listing courtesy of eXp Realty.

$4,975,000
4 Beds 5 Baths 409156 MLS Fee Simple Tenure
Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,350,000
3 Beds 3 Baths 409097 MLS Fee Simple Tenure
Wow — steps from the beach! Perched just above Pohaku Park, (S-Turns) this never-before-offered home sits in one of the most coveted locations in Kapua Village. With sweeping ocean views, this unique property delivers the best of West Maui. Enjoy 1,500 sq. ft. of covered lanai, creating seamless indoor–outdoor living to watch surfers and sunsets and listen to waves and whales. Meticulously maintained by the original owner, the property has been updated with new flooring, fresh exterior and interior paint. The terraced yard backs up to association green space with views of the West Maui Mountains. The upstairs features ocean views from the kitchen and living area with access to the wrap around deck. The primary bedroom with ensuite bath and second bedroom and bath completes the upstairs for single level living. Downstairs offers an oversized bedroom or office utility room, and full bath making it ideal for guests, remote work, or flexible living. 16 net metered photovoltaic panels and a new hybrid hot water heater keep energy costs to a minimum. Low maintenance composite fencing with Ipe wood railings and rock walls encase this stunning property. Plenty of storage options both inside and out. A rare opportunity to own a breathtaking ocean view home in an extraordinary setting—where the surf is just steps away.

32 Piina Pl, Lahaina

Listing courtesy of Corcoran Pacific Properties.

$4,395,000
4 Beds 4 Baths 409092 MLS Fee Simple Tenure
When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

$5,850,000
3 Beds 3 Baths 409059 MLS Fee Simple Tenure
This unique Napili oceanfront residence is nestled on a coastal bluff in the center of the bay. It is protected from the risk of erosion. Views are unobstructed of the Pacific and the neighbor islands of Lanai and Molokai, as well as year round sunset views. The exceptional floor plan set over multi levels includes the living area overlooking the saltwater infinity edge pool, three bedrooms, three baths, an outdoor shower, and two-car garage. This special location offers front row seats to watch the surf at Little Makaha, whale watching in season, and turtles all year long. It is also accessible to private tide pools and the surf at Little Makaha. Additionally, the home is equipped with a Tesla battery and 68-panel photovoltaic system, which is grandfathered into the Net Energy Metering Program. The Net Metering agreement is transferable. Beaches, grocery stores, and restaurants are only a few minutes away. Napili is home to Maui Preparatory Academy and a short distance to Kaanapali and Kapalua Resorts.

5171 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,649,000
4 Beds 4 Baths 409052 MLS Fee Simple Tenure
Fabulous Maui ocean, island & resort views await YOU from YOUR home at 196 Hakui Loop! Built in 1995 and extensively renovated in 2014, this two-level home offers 4BD, 3.5BA spread across 3,240 living sq. ft., plus YOUR own private pool! Enjoy dramatic sunrise/sunset ocean views from the large-picture windows of the great room and lanais off the kitchen/great room and YOUR primary bedroom – a NEW Painting Every Day! The extensive 2014 renovation included the installation of wood-look, diagonal-placed Italian porcelain tile floors (easy to maintain) and a complete redesign of the kitchen and all bathrooms. Major recent improvements included attention to home efficiency, safety & performance: 44 photovoltaic panels / 2 Telsa batteries (2020), Starlink satellite system (2023), ramp on the exterior downstairs lanai, additional hand rails at front entrance, pool, and stairwell, and shower grab bars; a new garage door opener (2022 - complete with external touchpad opener); vinyl side fencing on west side and pool entrance provide additional privacy; installation of new water heater (2024) & water descaling system (2025). The exteriors were painted in 2018. The parcel is rich with established plantings, including dwarf tropical fruit trees including lemon, lime, finger-lime, papaya, calamansi, and avocado. In 2021 the pool was remodeled resulting in wide stairs with a Baja Bench & table with port for umbrella, new plaster and new tile. Throughout, strong luxury appliance & home improvement brands exist including Sub-Zero refrigeration systems, Samsung induction range top, 2 Bosch dishwashers, KitchenAid microwave/oven combo, Jacuzzi jet-tub, Minka Aire/Regency Ceiling Fans, Lutron wall controls, two Lennox AC systems, GE, Maytag, Domus hardware & Kohler sink/toilet systems. The home is located in a quiet, less-traveled, private area of the exclusively resort community known as the Kaanapali Hillside. Kaanapali Hillside is a residential community consisting of 158 residential homes or vacant parcels (phase 1 and 2). Community amenities include a sprawling park/swing area. Monthly homeowner association dues are an incredibly reasonable $137.15 (paid quarterly). Hillside owners are minutes away from the world famous North Kaanapali beach (aka "Airport" beach) where great swimming, snorkeling and lounging is experienced! The Hillside is centrally located to downtown Lahaina and the resort community of Kapalua, plus the West Side’s public & private schools including: Kamehameha III Elementary, Hawaii Technology Academy (HTA), Sacred Hearts, and Maui Preparatory Academy—all within a 10-minute drive. Golf-carting to restaurants, work, the park, your neighbors' homes and to Kaanapali Resort is a lifestyle that most people dream about. Sold furnished with EXCEPTION. YOUR Time Is Now.

196 Hakui Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$18,900,000
4 Beds 5 Baths 409020 MLS Fee Simple Tenure
Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$3,250,000
5 Beds 5 Baths 408964 MLS Fee Simple Tenure
North Shore paradise. Brand New Construction 5 bdr/ 5 bath with sweeping Ocean Views. Desirable neighborhood in Haiku. Two story home with a dramatic 2 story entryway with luxurious floating stairway and modern chandelier. 10 foot ceilings on first and second floor. Gourmet kitchen with Thermador appliances and quartz counters. Beautiful modern cabinetry. Walk in pantry with bonus freezer. Oak engineered hardwood throughout. Indoor outdoor living at its best with 16 foot sliding pocket door. Outdoor BBQ area. One bedroom or office downstairs with a full bath ensuite. Upstairs enjoy a large laundry room, jack n jill bedrooms with adjoining bathroom and a breathtaking primary suite with double door entry, lanai access, breathtaking views, expansive closet, large shower, separate soaking tub, and toilet room. The 5th bedroom upstairs with ensuite bathroom and separate entryway could be a flex space for a MIL suite, office, or rental opportunity. Smart home, SONOS 10 zone speaker system and security cameras. Split AC throughout. Gated driveway. Two car garage. Unit A of a new developer offering 2 unit CPR. Total land for the TMK 1.308 acres. Unit A is 0.643 acres. 10 minutes to Hookipa Beach Park and restaurants at Haiku Cannery. 15 minutes to shopping and restaurants in Paia. Listor is owner. No HOA.

111 Mehana Rd Unit Unit A, Haiku

Listing courtesy of The Maui Real Estate Team Inc.

$1,225,000
3 Beds 2 Baths 408913 MLS Fee Simple Tenure
Wake up to this awesome Maui Island beauty in this exceptional dual-residence property offering both comfort and versatility. The main home features 3 bedrooms and 2 bathrooms, thoughtfully designed for everyday living, while the charming cottage offers 2 bedrooms and 1 bath—perfect for extended family, guests, or potential rental income. Set on a large, level lot, this property captures expansive, breathtaking views stretching from the North Shore to the South Shore, with unforgettable sunrises over Haleakala that will start each day on a spectacular note. Additional highlights include a 2-car attached garage with ample storage, providing both convenience and functionality. Ideally located, this home is just minutes from shopping, dining, schools, and all the amenities you could need—offering the perfect balance of tranquility and accessibility. A rare opportunity to own a versatile property with unmatched views and endless potential.

299 Liholiho St, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$2,995,000
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).

$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).

$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 International Realty(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.

$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.

$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.

$1,798,000
3 Beds 3 Baths 408547 MLS Fee Simple Tenure
Watch the whales play while enjoying your morning coffee on the ocean facing lanai with views to Molokai. This large lanai with Jacuzzi tub expands your indoor/ living space with glass sliders that open up from the main living area. Open concept main floor living room, dining room and kitchen area with vaulted open beam ceilings and wrap around windows, provides a spacious, bright & airy living space. Surrounded by palms and greenery, you will feel like you are in a treehouse with an ocean view! The large bright kitchen has all new stainless appliances and RO water filtration system. Upper and lower cabinets and peninsula offer plenty of storage. Bonus living spaces include a spacious loft area, an additional room behind the kitchen and large office space adjoining the suite. The multi-level layout offers privacy for each of the 3 bedrooms and corresponding bathrooms. Each bedroom has its own lanai entrance and convenient access to the community pool. The large primary bedroom features ensuite bath with walk in shower and 2 double closets. The primary opens through French doors into a bright office/ TV lounge room with its own outside lanai access. The 2,093 sq ft townhome also features a double car garage and a designated laundry room w washer/dryer, sink and cabinets. This townhome is located behind private gates within the exclusive residential community of Maluna Kai Estates, consisting of 10 free-standing estates. It offers a pool and gathering area with a built-in BBQ, pool house and entertaining space, and is within walking distance of the coastline beaches of Napili Bay and Keone Nui Bay, Napili Plaza, Maui Preparatory Academy. Several improvements were completed including: New roof (2025), replacement of AC system (2019 - condenser/air handling), tankless water system (2019), Ceiling fans/plantation shutters (2019) and all new stainless appliances (2025 – refrigerator, oven, microwave & dishwasher). Also of note, the property tax base is Owner Occupied. Zoning is R3 Residential. This is a Residential CPR.

5045 Lower Honoapiilani Rd Unit 2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$12,900,000
8 Beds 13 Baths 408480 MLS Fee Simple Tenure
Located in gorgeous Napili, Maui, 5385 Lower Honoapi'ilani Road, also known as the Napili Beach House, is a uniquely spacious Maui home boasting stunning views of Napili Bay, the enchanting island of Moloka'i, and incredible features throughout. Amenities include a gated entrance, a heated rooftop ocean-view swimming pool with spa, an outdoor rooftop kitchen with a built-in barbecue, an elevator, two dining areas, two Great Rooms, two dens, and twelve Smart TVs. The home's expansive rooftop deck features a magnificent swimming pool and jetted spa, surrounded by panoramic ocean views and a majestic mountain backdrop. Imagine taking a dip in the pool or luxuriating in the jetted spa as you soak in the breathtaking sunset every evening. During winter, you can watch majestic humpback whales frolicking just offshore from the comfort of your home's private perch! The rooftop also includes an outdoor kitchen, barbecue, dishwasher, and refrigerator, allowing you to prepare meals in a stunning setting. You can enjoy breathtaking views from the second floor, which features two magnificent Great Rooms and four exquisite bedrooms, transforming it into the vibrant heart of this extraordinary home. The second floor is accessible via a private elevator or two staircases, making the home mobility-friendly. On one side, you'll discover a culinary haven with a gourmet kitchen, dining area, and a spacious Great Room. On the other side, indulge in the ultimate entertainment experience at the sleek wet bar, accompanied by a wine fridge, a second dining area, and an equally impressive second Great Room! Large sliding glass doors seamlessly connect two distinct lanai areas. The gourmet kitchen is well-appointed, with everything a home chef may need. There is a 5-burner range, double refrigerator, dishwasher, and microwave. A full-size freezer and a separate commercial ice maker are just off the kitchen. Eight bedrooms provide ample space for family and friends. All bedrooms have en-suite baths and are lavishly outfitted with California King beds. Each first-floor bedroom opens onto a quiet lanai in the backyard, sheltered from street view, while the four second-floor bedrooms offer stunning ocean views. The first floor also features two offices and two private dens equipped with large Smart TVs in a media-room setting. Central air conditioning with individual climate controls and ceiling fans ensures personalized comfort in every room. You are also within walking distance of gorgeous Napili Bay and a short drive from award-winning Kapalua Bay Beach and the world-class PGA Plantation Course. This unique home offers a rare opportunity for someone seeking a large Maui residence close to the ocean, services, and entertainment. The property must be seen!

5385 Lower Honoapi'ilani Rd, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$2,180,000
4 Beds 3 Baths 408295 MLS Fee Simple Tenure
Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the property, an expansive covered lanai with breathtaking views of the ocean and outer islands. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner with family and friends. This remarkable half acre property just underwent a complete transformation. Beautifully reimagined and thoughtfully finished, the Main Dwelling provides a large chef’s kitchen with high open beam ceilings, new floors, Quartz countertops, and stainless steel farmhouse sink, perfect for gatherings. From the living-room hallway, you will pass 2 Bedrooms and 1 Bath on your way to the Primary Suite, with large en-suite bath, which provides a perfect space for modern luxury living, complete with a 4 zone mini split AC system for your comfort. For added convenience, this contemporary residence is divided into three distinct living spaces. The Attached Studio Ohana is connected to the main dwelling through a solar service and storage closet, which can be used flexibly as a fourth bedroom with en-suite bath, or as a convenient grandmother's quarter's for rental income. Additionally, the Detached 1-bedroom, 1-bathroom Cottage Ohana with a covered lanai can provide steady rental income to help with island expenses or serve as extra living area for family, with ample locked indoor storage underneath. With 3 freshly updated units, this modern half acre is a great candidate for a future CPR subdivision, a process in which the detached cottage ohana and main dwelling could be sold separately, while a third unit could be possibly designated and another permitted detached ohana dwelling built. With such a large property, the possibilities stack up quickly. Come experience the luxury of island living in this contemporary versatile residence, nestled high in one of South Maui’s most desirable neighborhoods. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Contact your favorite Realtor today to schedule a showing! Digital staging used in some of MLS photos.

614 Kupulau Pl, Kihei

Listing courtesy of Bello Realty Inc.

$5,195,000
3 Beds 4 Baths 408268 MLS Fee Simple Tenure
Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

1008 Sunset Pl, Lahaina

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

$9,495,000
4 Beds 5 Baths 408267 MLS Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- 4891sf under roof- Oversized 2-car garage- 52 owned PV solar panels- 4 Tesla backup batteries - EV charger- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

$7,350,000
4 Beds 4 Baths 408187 MLS Fee Simple Tenure
Nestled on what may be the finest parcel in all of West Maui, this expansive five-acre-plus sanctuary claims the premier position within Puunoa Estates. Thoughtfully designed landscaping combines with the property's naturally secluded setting to deliver complete seclusion. Within the exclusive, gated enclave of Puunoa only 24 estate properties exist, each spanning a minimum of five acres. The discerning owners who call Puunoa home have the means to reside anywhere globally, yet they've deliberately chosen this remarkable community. What draws them? An enviable lifestyle where perpetual summer weather meets effortless beach access, all framed by breathtaking vistas of the Pacific, neighboring islands, the West Maui Mountains, spectacular sunsets, and seasonal whale migrations. 67 Wili Okai Way stands apart with distinctive features rarely found among West Maui's current luxury offerings. The private entry drive makes a stunning first impression—majestic royal palms line the approach, framing spectacular mountain and ocean panoramas. An elegant water feature accented by tiki torches creates a welcoming threshold to this sophisticated single-story residence. The entire five-acre grounds showcase meticulous care, with indigenous flora, tropical plantings, and pristine emerald lawns throughout. The property's infrastructure allows for future expansion, including an ideal site for an Ohana cottage and a detached barn structure—both positioned to preserve the main residence's sweeping, uninterrupted views.

67 Wili Okai Way, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$7,250,000
5 Beds 6 Baths 408179 MLS Fee Simple Tenure
Welcome to an extraordinary residence nestled within the esteemed gated community of Lanikeha, located in the Kaanapali Golf Estates on the idyllic island of Maui. A tropical oasis, this magnificent estate offers breathtaking views of the Pacific Ocean, beautifully framed by the mystical islands of Lana'i and Moloka'i. With 5 bedrooms and 6 bathrooms of meticulously crafted living space, this home embodies the essence of a perfect Maui retreat. The open-concept floor plan, complemented by expansive windows, seamlessly merge indoor and outdoor living. Natural light floods the space, showcasing the stunning vistas that this property has to offer. Featuring high ceilings, this home includes two elegant ensuites and a third bedroom within the main living area. A covered pathway leads to two additional bedrooms and a versatile office/flex space, all easily accessible from the interior courtyard. The design of the home enhances the seamless transition from indoor to outdoor spaces, aided by pocketing sliding doors that invite the enchanting surroundings inside. Bathrooms are luxuriously appointed with both indoor and outdoor showers, ensuring a spa-like experience. Custom finishes throughout the residence evoke the spirit and culture of Hawaii, with Ohia Lehua posts handpicked from Hawaii Island and custom Koa cabinetry that adds a distinctive touch. The serene pool and jacuzzi provide a peaceful retreat, while the expansive lanais with generous overhangs serve as an ideal setting for savoring Maui’s spectacular sunsets. The Lanikeha Clubhouse enhances the experience with amenities such as an indoor gym, pool, and game room. Enjoy effortless access to the wealth of offerings at the resort, including pristine beaches, golf, tennis, pickleball, and the vibrant dining and shopping at Whalers Village. Every aspect of this home has been thoughtfully curated to blend sophistication, comfort, and the natural beauty that surrounds it, creating an exceptional living experience in paradise.

137 Anapuni Loop, Lahaina

Listing courtesy of Moffett Properties LLC.

$4,950,000
3 Beds 3 Baths 408178 MLS Fee Simple Tenure
Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

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.