The Masters Real Estate Search

The Masters Properties for Sale

The Masters at Kaanapali Hillside is a picturesque, gated community that sprawls across 42 acres in Lahaina. Established in 1991, The Masters holds some of Kaanapali’s most notable and desirable real estate, as the community does not permit vacation rentals, and residents must own and occupy. Along with that unique form of privacy, The Masters also features amenities like two swimming pools, four tennis courts, and a location just minutes from Kaanapali Beach.

The Master real estate at Kaanapali presents homebuyers with a curated selection of properties from which to choose, encompassing the top of Kaanapali Royals Golf Course. The community is comprised of under 200 luxury condos that showcase maple, granite, and bamboo details. The Masters golf condos in Kaanapali are discoverable with between one and three contemporary layouts and unquantifiable commodities like tranquility and privacy. If you are interested in purchasing one of The Masters condos for sale in Kaanapali, please contact us today.

Our website features the best The Masters real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

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Newest The Masters Properties for Sale

$6,750,000
5 Beds 6 Baths 409921 MLS ACTIVE Status
Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$3,878,000
3 Beds 3 Baths 409909 MLS ACTIVE Status La'i Loa BLDG.
La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS! There are homes that offer a view, and there are homes that make the view part of your everyday life. From this beautifully positioned residence at La'i Loa, the Pacific stretches across the horizon, with expansive ocean vistas, neighboring islands, and Maui's legendary sunsets creating a backdrop that never grows old. Completed in 2023, this exceptional 3-bedroom, 3-bath residence offers 1,742 square feet of intentionally designed interior living space and an impressive and rare 424-square-foot lanai that seamlessly extends the home outdoors. Elevated above the landscape along with its convenient ground-floor location, the residence captures cooling trade winds, abundant natural light, and the effortless indoor-outdoor lifestyle that defines distinctive Wailea living. Behind the front door, every detail reflects a commitment to quality, craftsmanship, and design. The interiors are a curated collection of bespoke finishes and designer elements, with approximately $1 million invested in furnishings, artwork, lighting, and custom appointments. Hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass light fixtures, custom Italian furnishings, and carefully selected materials create a residence that feels more like a private gallery than a condominium. The gourmet kitchen is equally impressive, featuring premium appliances and sophisticated finishes designed for both everyday living and elegant entertaining. Motorized shades, smart-home compatibility, and seamless technology integration provide modern convenience without compromising the home's refined aesthetic. The expansive lanai becomes a natural extension of the living space, complete with an outdoor grilling area ideal for sunset dinners, morning coffee overlooking the ocean, or gathering with friends as the sky transforms with evening color. Strategically positioned within the community, this residence enjoys a uniquely private setting surrounded by mature Monkey Pod trees and lush tropical landscaping, creating a serene, treehouse-like atmosphere. Its location offers a heightened sense of tranquility, minimal through-traffic, and exceptional privacy, making it one of the most desired locations within the community. La'i Loa has quickly become one of Wailea's most coveted addresses, offering a rare balance of luxury, privacy, and modern construction. Each boutique building contains only five residences and features secured access and a private garage, creating a sense of exclusivity seldom found in condominium living. Residents enjoy resort-inspired amenities including an infinity-edge pool, fitness center, and clubhouse, all surrounded by impeccably maintained grounds. For those seeking a primary residence, the convenience of single-level living combined with Wailea's world-class lifestyle is hard to overstate. For those searching for a second home, this is a true lock-and-leave retreat designed for comfort and ease. And for investors, the property's luxury positioning, nearly new construction, and strong long-term rental appeal create a compelling ownership opportunity in one of Maui's most desirable communities. Offered fully furnished—with most furnishings, artwork, and designer pieces included—this residence allows the next owner to step immediately into a lifestyle that has already been thoughtfully curated and beautifully executed. In a market where exceptional inventory is increasingly difficult to find, opportunities like this are rare. New construction. Boutique exclusivity. World renowned interior design finishes. Expansive ocean views. And one of the most sought-after locations in Maui. This is more than a home. It is a front-row seat to everything that makes Wailea extraordinary. ALL FURNISHINGS INCLUDED IN THE SALES PRICE EXCEPT A FEW PERSONAL ITEMS.

78 Kai Malu Dr Unit 101 (14A), Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$3,785,000
4 Beds 4 Baths 409908 MLS ACTIVE Status
Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophistication that defines Wailea. Surrounded by lush tropical landscaping and swaying palms, this beautifully designed residence welcomes you with a grand driveway entrance and exceptional curb appeal. Inside, the home blends comfort and functionality with spacious living areas, abundant natural light, and quality finishes throughout. The residence showcases magnificent views of the West Maui Mountains along with beautiful glimpses of the Pacific Ocean, creating a peaceful backdrop from multiple areas of the home. Recently enhanced with brand-new quartz countertops as well as upgraded flooring, the property reflects quality craftsmanship and modern island elegance. The expansive laundry and utility room provides generous storage and workspace, while the thoughtfully designed floor plan creates seamless indoor-outdoor living ideal for entertaining or peaceful everyday enjoyment. Adding to the uniqueness of this exceptional offering is a magnificent curated art collection that complements the home's sophisticated ambiance and tropical luxury setting. (Please see attached document with photos of the art pieces included in the sale.) This is also an extraordinary opportunity to own a home with exceptional energy independence and efficiency. The property is equipped with an impressive owned photovoltaic system featuring approximately 69 solar panels along with three Tesla Powerwall batteries, providing substantial renewable energy production, backup power capability, and long-term utility savings. This remarkable solar investment enhances both the value and sustainability of the property while supporting the Maui lifestyle with modern energy resilience. From the aerial perspective, the home's positioning captures privacy and tranquility with neighboring greenery and open space, creating a serene tropical environment. Located moments from world-class beaches, championship golf courses, luxury resorts, fine dining, and upscale shopping in Wailea, this exceptional residence offers the perfect blend of comfort, convenience, luxury, sustainability, and the coveted Wailea lifestyle.

390 Pualoa Nani Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

$2,999,000
3 Beds 3 Baths 409907 MLS ACTIVE Status
Welcome to 30 Paia Pohaku Street — a rare Maui lifestyle property nestled on nearly an acre in the highly sought-after Launiupoko neighborhood of Lahaina. Combining panoramic ocean views, equestrian living, small farm charm, and close proximity to world-class surf, this property embodies the very best of West Maui living. Just one mile from great surfing and minutes from Lahaina Town, this private island retreat offers the perfect balance of convenience, space, and tranquility. Set against breathtaking ocean and outer island views, the home is designed to embrace indoor-outdoor living with expansive lanais, open gathering spaces, and stunning sunset views. The two structures total 2,956 sq. ft. under roof which includes a spacious two-car garage with impressive 10-foot ceilings. Above the garage, an additional flexible space offers exciting potential as a yoga studio, fitness loft, creative workspace, or peaceful retreat space. The home also benefits from net metering, an owned solar system, and Tesla battery storage, providing energy efficiency and peace of mind. The home is on a CPR unit B that consists of 0.986 acres For those seeking a true Maui homestead experience, the property is an established equestrian and small farm oasis complete with horses, chickens, and mature tropical fruit trees throughout the grounds. Enjoy harvesting from your own avocado, mango, jackfruit, lemon, tangerine, coconut, finger lime, pomagranate, mangosteins, bananas, blood oranges, grapefruit, kumquat, and calamansi lime trees while embracing the relaxed rhythm of island farm life. Adding even more long-term value and flexibility, Maui County currently allows the potential to enlarge your home up to 1,500 square feet on agriculturally zoned properties, offering exciting possibilities for future expansion, guest accommodations, extended family living, creative studio space, or additional lifestyle amenities, subject to County rules, permitting, and buyer verification. Plans have been drawn up for expansion, available with showing. Located within Launiupoko — one of West Maui’s most desirable agricultural communities — this property offers privacy, open space, and a connection to nature while remaining close to beaches, restaurants, shopping, and outdoor adventure. Whether you envision morning surf sessions, afternoons tending the orchard, horseback rides at sunset, or peaceful evenings overlooking the Pacific, 30 Paia Pohaku Street offers an extraordinary opportunity to experience Maui living at its finest. Seller is listing agent.

30 Paia Pohaku St, Lahaina

Listing courtesy of Westminster Realty Inc.

$610,000
3 Beds 2 Baths 409894 MLS ACTIVE Status Haleakala Gardens BLDG.
Welcome to Haleakala Gardens 15E, an upstairs corner unit tucked into what is arguably one of the best locations within the complex. Positioned in the quiet northeastern corner of Haleakala Gardens, this top-floor residence offers a rare sense of privacy, beautiful natural light, refreshing tradewind breezes, and its own private entrance. From the moment you step inside, the home feels open, bright, and inviting. Soaring cathedral-height ceilings create a spacious, airy feel throughout the main living areas, while the corner-unit positioning allows sunlight to indirectly pour in from multiple directions. Whether you are enjoying a relaxed morning at home, hosting friends, or winding down after a beach day, this residence offers an easy, comfortable North Kihei lifestyle. Thoughtful updates have been completed over the years to enhance both style and function. These updates include: newer stainless steel appliances, granite countertops, updated kitchen cabinetry, newer bathroom vanities, bathroom flooring, shower tile surrounds, and a reverse osmosis water filtration system. The newest renovated items are a new hot water heater in 2026, flooring throughout in 2022, and a three unit split AC system was added in 2020, giving you the option to stay cool during warmer summer months. Haleakala Gardens 15E also comes with two parking stalls, an added convenience that makes everyday living even easier. The complex is pet friendly, offering flexibility for those with furry companions, and features a lovely party room that can be rented for larger gatherings, celebrations, or special occasions. Located just one block from the water, Haleakala Gardens places you close to beach walks, sunset strolls, and the laid-back coastal lifestyle Kihei is known for. Directly up the street and across the highway is the new Kulanihako‘i High School, and the surrounding North Kihei location keeps you close to shopping, dining, schools, parks, beaches, and everyday conveniences. Please note, the property is currently tenant occupied. Some photos have been virtually altered to remove furniture, and others include virtual staging to help showcase the home’s potential and inspire ideas for how the space can be used. Rather than imagining yourself here, contact your favorite Realtor today to schedule your private in-person viewing.

15 Kulanihakoi St Unit 15E, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$899,000
2 Beds 2 Baths 409890 MLS ACTIVE Status Maui Kamaole BLDG.
Remote workers and semi-retirees eyeing an escape from the mainland will find a lot to like in F209 at Maui Kamaole. Both the upstairs primary bedroom and the main floor guest bedroom look out toward Haleakala volcano, and with Hawaii running behind the mainland, early mornings come with a front-row seat to the sunrise over the mountain that most people only see on vacation. The guest bedroom doubles naturally as a home office. Three lanais in total catch the light at different times of day, and the whole unit sits in one of the quietest corners of the complex with a private BBQ area just outside the door. At 1,052 square feet the space lives comfortably, the insulated ceiling keeps electric bills lower than most comparable units, and convenient parking means the practical side of daily life here is as easy as it gets. Maui Kamaole spans more than 23 acres of lush tropical landscaping on a hillside directly across from Kamaole Beach Park III, with two pools including a sand-bottom pool, two spas, gas grills, and tennis courts, all within easy reach of Keawakapu Beach, South Maui dining, and the kind of unhurried pace that makes you wonder why you waited this long to make the move. PHL Prime Resort financing is available for this condo! This program helps avoid the higher down payment and rate adjustments associated with vacation rental financing.

2777 S Kihei Rd Unit F209, Kihei

Listing courtesy of eXp Realty.

$80,000
1 Beds 1 Baths 409887 MLS ACTIVE Status Whaler I BLDG.
Whaler 1120 U -Experience the beauty of Kaanapali from this  a one-bedroom, one-bath interval ownership opportunity ideally situated on the north side of Tower I. Enjoy breathtaking ocean views overlooking world-famous Black Rock, with panoramic vistas extending across Kaanapali Beach and toward the island of Molokai This beautifully appointed residence offers all the comforts of home, featuring a spacious kitchen with granite countertops, stainless steel appliances, an in-room washer and dryer, and a convenient storage cubby for your personal items. Both the living room and bedroom open directly to a private lanai, creating the perfect setting to relax and take in Maui’s spectacular sunsets and ocean breezes. Owners enjoy access to The Whaler’s exceptional resort amenities, including oceanfront swimming pool and jacuzzi, tennis and pickleball courts, fitness center, beautifully landscaped grounds, and direct beach access. Located in the heart of Kaanapali, The Whaler sits adjacent to Whalers Village, offering more than 100 shops, restaurants, and entertainment options. Stroll the scenic oceanfront boardwalk, explore nearby snorkeling and diving spots, or simply enjoy the world-class beach right outside your door This interval ownership provides annual occupancy from October 3 through October 17 every year in unit 1120. For those seeking an extended stay, the consecutive V interval is also available, offering occupancy from October 17 through October 31. Don’t miss this rare opportunity to own your piece of paradise at one of Maui’s most sought-after beachfront resorts.

2481 Kaanapali Pkwy Unit 1120 U, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$40,000
1 Beds 1 Baths 409888 MLS ACTIVE Status Whaler I BLDG.
Whaler 1120 V -Experience the beauty of Kaanapali from this  a one-bedroom, one-bath interval ownership opportunity ideally situated on the north side of Tower I. Enjoy breathtaking ocean views overlooking world-famous Black Rock, with panoramic vistas extending across Kaanapali Beach and toward the island of Molokai This beautifully appointed residence offers all the comforts of home, featuring a spacious kitchen with granite countertops, stainless steel appliances, an in-room washer and dryer, and a convenient storage cubby for your personal items. Both the living room and bedroom open directly to a private lanai, creating the perfect setting to relax and take in Maui’s spectacular sunsets and ocean breezes. Owners enjoy access to The Whaler’s exceptional resort amenities, including oceanfront swimming pool and jacuzzi, tennis and pickleball courts, fitness center, beautifully landscaped grounds, and direct beach access. Located in the heart of Kaanapali, The Whaler sits adjacent to Whalers Village, offering more than 100 shops, restaurants, and entertainment options. Stroll the scenic oceanfront boardwalk, explore nearby snorkeling and diving spots, or simply enjoy the world-class beach right outside your door This interval ownership provides annual occupancy from October 17 through October 31 every year in unit 1120. For those seeking an extended stay, the consecutive U interval is also available, offering occupancy from October 3 through October 17. Don’t miss this rare opportunity to own your piece of paradise at one of Maui’s most sought-after beachfront resorts. This is a Leasehold Interval for V.

2481 Kaanapali Pkwy Unit 1120 V, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,998,000
3 Beds 2 Baths 409881 MLS ACTIVE Status Sands Of Kahana BLDG.
The most dramatic ocean, islands (Molokai & Lanai!), sunset & coastal views await YOU at Sands of Kahana 275. Meticulously remodeled in comfortable-yet-elegant island décor, this corner-unit beachfront home consists of 3 spacious (& private) bedrooms and 2 bathrooms spread across 1,730 square feet of single-level living with over nine-foot ceilings heights. From the large picture-sized windows to the ocean-inspired island color palettes, this beach home is constantly bringing the outdoors in! Highlights of the extensive renovation include: remodeled kitchen (backslash, appliances - stove, refrigerator, cabinet hardware, faucets, sinks), installation of a privacy door (& removal of sliding door), new flooring, new lighting fixtures & ceiling fans, new interior custom furnishings / artwork / televisions, new AC system, Washer & Dryer & bathroom faucets / towel racks. Major home improvement brands include Allen + Roth / Moen faucets systems, Bosch AC, Frigidaire & LG appliances. Sands of Kahana is zoned H-2 HOTEL and thus, Transient Vacation Rentals ARE PERMITTED. The unit has a strong rental history & information is available upon request. Home is being sold furnished with exceptions. There is a sandwich lease payment that is $2,584.62 per quarter. The sandwich lease is renegotiated every 5 years. Sandwich lease expires in June 30, 2036, with no further payments after that. More information of the sandwich lease is available upon request. Sands of Kahana is a large beachfront resort consisting of 196 apartments in two 8-story and two 9-story buildings. There is unassigned under-ground parking as well as above-ground, uncovered parking. The concrete construction ensures privacy and serenity. The resort includes an onsite restaurant (Captain Jacks Island Grill), 24-hour front desk, pool, jacuzzi, recreation area, exercise room, putting green, PICKLEBALL & tennis courts & elevator access. Across the street is great sushi at Miso Phat or pizza at Dollie's Pub & Café! YOUR Time is Now.

4299 Lower Honoapiilani Rd Unit 275, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,298,000
2 Beds 3 Baths 409879 MLS ACTIVE Status Kapalua Bay Villas Ii BLDG.
YOUR wait is Over! Located in the arguably the finest, front-row location in all of the Kapalua coastline communities, Kapalua Bay Villas 34B1,2 provides the most dramatic views of the ocean, island, sunset, resort, Dragon’s Teeth (Makaluapuna Point) and the Kapalua Coastal Trail! This Villas is a 2-story, two-bedroom, three-bathroom direct-oceanfront villas spaciously spread across 1,697 sq. ft. Whale-watching can be enjoyed from the comfort & convenience from your Villas (of the lanai, dining area, great room & primary bedroom.) YOU will never need to leave your home! Snorkeling, surfing or swimming are daily excursions as the Villa is a convenient walk to both Kapalua Bay or Oneloa Bay. The best of luxury island living is a result of a thoughtful & extensive 2015 renovation. The scope of work included 1) complete kitchen renovation (including cabinetry, granite counter tops, drywall, plumbing, electrical and all appliances), 2) installation of Western Window sliding doors (dining room, primary bedroom lanai) & Breezway Altair jalousie windows, 3) redesign of great room entertainment center, 4) remodeled primary bedroom’s bathroom & lanai areas. Custom photography wall art and custom blinds were installed (2014). Additional recent upgrades & improvements include new air conditioning system (2025), interior custom paint (2025), Wayfair living room furniture (2024) & new W/D flooring (2025). Kapalua Bay Villas 34B1-2 has historically been a high performing member of a transient vacation rental program. This property is currently being used for short-term vacation rentals. It is zoned Apartment (A-2) and it is permitted to be used as a transient vacation rental pursuant to County Code Chapter 19.12.20 section G. However, this permitted usage per the County Code may be subject to change. Kapalua Bay Villas is an oceanfront condominium community consisting of 141 apartments in twenty-seven 1-story and 2-story buildings. The community is spread across 16.45 acres & offers pools, club house, BBQ & tennis / pickleball court amenities. Kapalua Bay and Oneloa Bay are convenient walking distance from Kapalua Bay Villas. The Kapalua Resort community offers Maui’s finest resort services & experiences including fine-dining, shopping, whale watching, snorkeling, swimming, golf, hiking, the world-renowned D.T. Fleming Beach, Honolua Bay, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Spa at Kapalua Bay. The monthly HOA fee is $2,580. Sold furnished with exceptions. Your Time Is Now.

500 Bay Dr Unit 34B1-2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,298,000
2 Beds 3 Baths 409878 MLS ACTIVE Status Kapalua Bay Villas Ii BLDG.
If YOU have been dreaming about YOUR beach home in Paradise, DREAM NO MORE! Kapalua Bay Villas 11B2 is single-level two-bedroom, three-bathroom Villa spaciously spread across 1,503 sq. ft. Perfectly perched at the top of the community, enjoy the breathtaking views of the ocean, island, the luscious tropical Kapalua Bay Villas grounds & resort communities. Snorkeling, surfing or swimming are daily excursions as the Villa is a convenient walk to both Kapalua Bay or Oneloa Bay. Meticulously maintained & renovated from 2020 to 2024, the scope of work includes: major kitchen remodel (cabinets, stove, refrigerator, microwave, granite counters, lighting, sink, faucet and water filter), new appliances (dishwasher, W/D, refrigerator), new bedroom AC condensers, new water heaters, large picture-sized kitchen window, replacement of exterior lanai flooring of guest bedroom, new interior door hardware, new louvered (Jalousie) windows, remodeled living room TV cabinetry, new guest bedroom exterior & lanai doors, new bathroom faucets & towel racks, new furnishings (living room couch & chairs, coffee table/ end table, dining room table set, primary bedroom furniture, mattresses w/ protective covers, guestroom furniture), custom interior paint throughout, window coverings & upgraded all canned lights & installation of new ceiling fans. Kapalua Bay Villas 11B2 has historically been a high performing member of a transient vacation rental program. This property is currently being used for short-term vacation rentals. It is zoned Apartment (A-2) and it is permitted to be used as a transient vacation rental pursuant to County Code Chapter 19.12.20 section G. However, this permitted usage per the County Code may be subject to change. The monthly HOA fee is $2,580. Kapalua Bay Villas is an oceanfront condominium community consisting of 141 apartments in twenty-seven 1-story and 2-story buildings. The community is spread across 16.451 acres and offers pools & tennis court. Beach front access to Kapalua Bay and Oneloa Bay is within walking distance from this oceanfront condominium community. The Kapalua Resort community offers Maui’s finest dining and resort activities including snorkeling, hiking, golf, pickleball, tennis and Kapalua Zipline activities! The Kapalua Bay Villas are located in the heart of the Kapalua Resort. Amenities include world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Spa at Kapalua Bay & incredible shopping & fine-dining experiences. Sold furnished with exceptions. Your Time Is Now.

500 Bay Dr Unit 11B2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

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

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$1,295,000
1 Beds 2 Baths 409869 MLS ACTIVE Status Masters BLDG.
Rarely available custom residence at Masters at Kaanapali Hillside. Thoughtfully reimagined beyond a traditional renovation, this architecturally distinctive 1-bedroom, 2-bath home features ocean views, dramatic vaulted ceilings, and a one-of-a-kind custom floor plan that captures the essence of contemporary island living.The expansive chef's kitchen serves as the centerpiece of the home, showcasing quartz countertops, custom cabinetry, designer lighting, integrated appliances, and a large gathering island ideal for entertaining. Warm hardwood flooring, custom floating stairs, designer finishes, and renovated bathrooms enhance the home's sophisticated coastal aesthetic.The light-filled living area opens seamlessly to a generous covered lanai with ocean views and tropical surroundings, creating an effortless indoor-outdoor lifestyle. The spacious primary suite features vaulted ceilings, abundant natural light, and a custom wardrobe system. Located within the prestigious gated Masters at Kaanapali Hillside, residents enjoy beautifully maintained grounds, resort-style amenities, privacy, and convenient access to Kaanapali's world-renowned beaches, golf courses, dining, and shopping. A truly unique opportunity to own one of the most extensively customized and architecturally distinctive residences within Masters at Kaanapali Hillside.

50 Puu Anoano St Unit 1704, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,100,000
2 Beds 2 Baths 409868 MLS ACTIVE Status Paki Maui I Ii BLDG.
Own a desired West Maui oceanfront property that is within minutes of the World Famous Kaanapali Resort and Historic Lahaina Town. This 2 bedroom 2 bath floorplan focus is the up-front master bedroom, 2 private lanais with ocean and Molokai views. Upgraded kitchen in 2017 with new wiring and plumbing and features quartz countertops, stainless appliances, accented by tiled backsplash and hardwood cabinets. Both master and guest baths highlights are granite countertops, hardwood cabinets and boast tiled walk-in showers. Stacked washer dryer for laundry needs. Unit physically is on the second level but listed as first floor. Engineering, landscaping, housekeeping, meeting rooms and storage are on the ground level. Property amenities include a tranquil tropical courtyard with a cascading waterfall. Ocean front pool, hot tub, club house and propane bbqs to entertain family and friends. Unit sold completely furnished. The buyer(s) are aware that this condominium complex, Paki Maui, is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property; Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days

3601 Lower Honoapiilani Rd Unit 122, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

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

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$629,900
1 Beds 1 Baths 409837 MLS ACTIVE Status Kahana Reef BLDG.
Kahana Reef Unit #419 offers top floor coastal living with a clean, modern feel. This one bedroom, one bath residence has been thoughtfully updated throughout, creating a turn-key space that’s ready to enjoy from day one. The kitchen is designed to frame the expansive ocean views, while timeless tile and LVP flooring (2025) add warmth and continuity to the entire unit. Updates throughout some as recent as 2025. Kahana Reef embraces the quiet, scenic coastline of West Maui, giving residents and guests a peaceful oceanfront setting with convenient access to beaches, dining, and the Kapalua resort area. Set directly along the water, the low rise complex spans roughly two acres of tropical landscaping, creating a calm, residential atmosphere. From private lanais and the shared oceanfront lawn, guests enjoy unobstructed views of the Pacific and the neighboring islands of Molokai and Lanai. The Honokowai/Kahana area offers a boutique resort vibe—relaxed, uncrowded, and free from the high-rise density found elsewhere on Maui. The coastline is ideal for swimming, sunset strolls, and quiet oceanfront lounging, while Kaanapali Beach and Napili Bay are just minutes away for those seeking larger sandy beaches. And don’t forget the world-class shopping, dining, and golf all just minutes away. On-site amenities at Kahana Reef enhance the oceanfront lifestyle with an oceanside pool, barbecue areas, manicured lawns for sunbathing, and convenient community laundry facilities.

4471 Lower Honoapiilani Rd Unit 419, Lahaina

Listing courtesy of Hawaii Life (W).

$209,000
2 Beds 2 Baths 409834 MLS ACTIVE Status Ke Nani Kai BLDG.
Located on the island of Molokai's gorgeous west end sits this upstairs two bedroom/ 2 bath condo at Ke Nani Kai Resort. Condo features beautiful tile floors throughout and out on to the partially covered lanai. The condo has a full kitchen with full size refrigerator, stove, dishwasher and plenty cabinet space. The washer/dryer are full size and moved into the storage area on the lanai. One closet is the washer/dryer and other closet is for additional storage. This added an additional closet space in kitchen area for a pantry. There is a small loft above that one can leave their surf boards or bikes when not here. Condo is situated directly across from the pool area where the amenities included a jacuzzi, gas BBQ’s, 2 bathrooms, soda machine, lounge chairs and table and chairs for eating, along with 2 tennis/pickle ball courts. It is a very short walk down the roadway to some of Molokai's best beaches. Kepuhi is great in winter months for surfing and in summer months the sparkling waters in front are great for swimming. Also close to some of the great spots for off shore fishing. The $1155 HOA covers, water, cable/internet, trash, private sewer, grounds and outside maintenance. Another small HOA is West Molokai Assoc. It’s $75 a year. Near by Ke Nani Kai is Maunaloa town, a 5 minute drive with a market open daily, a 5 minute walk to the Sundry Shop down by Kepuhi Beach, 10 minutes to airport and 25/30 minutes to Kaunakakai town for all the shopping or eateries. Make for a nice place to come visit and stay. Owner holds an active license in mainland. On the Minotoya list, Google about Bill 9.

50 Kepuhi Pl Unit 202, Maunaloa

Listing courtesy of Molokai Vacation Properties.

$1,395,000
1 Beds 2 Baths 409833 MLS ACTIVE Status Kapalua Bay Villas I BLDG.
What is the first thing you notice about Kapalua Bay Villas 12B3 when you walk through the front door? The ocean view you've been dreaming about! 12B3 looks out to the Pacific ocean like no other. In my opinion its even a better view than many ocean front units! With a line of sight running out toward the friendly isle of Molokai across the channel and up the coast toward world famous Honolua Bay. The building's elevation puts you above the noise, perched over the buildings and vegetation rather than looking through it. Open horizon, evening color, and rainbows come with the orientation. In the back of your mind, you think the view can't get any better..but then you reach the second floor, and that view literally stops conversation with admiration.The primary upper bedroom claims the entire upper level, and from the bed the floor to ceiling windows frame the open Pacific and the island of Molokai with a view that simply cannot be described adequately with mere words.  Step onto the covered upper lanai with coffee in the morning or a drink as the day winds down and the channel is laid out in front of you, Molokai holding the horizon, the surf working below, the sun dropping into the water and lighting up the whole room behind you. This is the view people travel to Maui hoping to catch from a restaurant, and here it is the thing you live with. Nights are quiet and dark enough for stars, and in season the whales move through the channel right in front of you. A bedroom that does this is rare anywhere on this coast, and it is the reason this residence stays with people long after the showing ends.  The rest of the residence is built for how most people want Maui to actually live. You enter on the parking lot level, as close as possible to the gated entry and step straight inside, no stairs after the drive from the airport, groceries and boards and luggage moving in one clean trip. The lower floor opens to a great room where the Pacific fills the space, with a three quarter bath that gives visiting family their own corner. Upstairs, the master holds the full bath and the washer and dryer where you want them. There is a unit below and no one above you. At 995 square feet across two levels, 12B3 lives well beyond its footprint. Two bathrooms separate it from nearly every one bedroom condo on Maui, which makes it a real option for couples traveling with friends or a small family rather than a tight retreat for two. Sold fully furnished and turnkey, central air throughout, short term rentals permitted for now and  with a rental history that speaks for itself. The community sits on sixteen oceanfront acres with three heated pools, BBQ pavilions, tennis courts striped for pickleball, and direct access to the Kapalua Coastal Trail. Oneloa Beach, the the former Montage Kapalua Bay (now a St. Regis Estates branded 5 Star Resort), and the Plantation Course clubhouse are all within striking distance, and the Tennis Garden's sixteen pickleball courts and Napili Bay sit just down the road. Here is what a buyer who knows this market will see. The most desirable one bedroom floor plan in the complex, two baths, direct entry, the perched unobstructed MASSIVE view, turnkey and producing income, all at a number that crushes any of the competing listings. Run the comparables and the position becomes obvious. Floor plans like this do not sit, and a view like the one off that upper lanai does not come back to market on a schedule. The owners who waited on the last well priced unit in this complex are the ones still watching the listings. Don't let that be you.

500 Bay Dr Unit 12B3, Lahaina

Listing courtesy of Real Broker.

$1,090,000
4 Beds 3 Baths 409828 MLS ACTIVE Status
Welcome to 43 Papahi Loop in the highly desirable Legends at Maui Lani! This move-in-ready two-story single-family home offers 4 bedrooms, 2.5 baths, and the perfect blend of comfort, privacy, and convenience. Situated on a slightly elevated lot with a rear property line adjoining a cul-de-sac, the property enjoys a greater sense of openness, refreshing trade winds, and beautiful mountain vistas. Enjoy majestic Haleakala views from the second-floor lanai and upstairs living areas, while the front of the home captures stunning West Maui Mountain views, creating a picturesque island backdrop. Thoughtfully maintained and updated, this home features brand-new central air conditioning, luxury vinyl plank flooring throughout, fresh interior paint, brand-new window blinds, and brand-new window screens. The versatile floor plan provides comfortable living spaces for family, guests, or work-from-home needs, while the fully fenced yard offers room for outdoor enjoyment, pets, gardening, and entertaining. Additional features include an extended driveway, attached two-car garage, solar water heating with a large-capacity tank, automatic irrigation in both the front and rear yards, and a home appliance warranty for added peace of mind. Ideally located in the heart of Central Maui, this exceptional property is just minutes from Maui Memorial Medical Center, schools, parks, shopping, dining, golf, and Kahului Airport. Its central location provides convenient access to Upcountry Maui, South Maui, West Maui, and many of Maui's world-famous beaches. Combining mountain views, thoughtful upgrades, an elevated homesite, and a highly desirable Maui Lani location, 43 Papahi Loop presents a wonderful opportunity to own a well-cared-for home in one of Central Maui's most sought-after communities.

43 Papahi Loop, Kahului

Listing courtesy of Real Broker.

$2,749,000
2 Beds 3 Baths 409826 MLS ACTIVE Status Na Hale O Makena BLDG.
Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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