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. 

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Newest The Masters Properties for Sale

$3,985,000
4 Beds 3 Baths 410782 MLS ACTIVE Status
5 STRUCTURE OCEANFRONT COMPOUND | OFFERED AT $ 3,985,000. An exceptional opportunity to own a private oceanfront estate overlooking breathtaking Waipio Bay in beautiful Huelo. Set behind electronic gates and surrounded by a protective hedge on 2 acres, this fully permitted sanctuary offers the rare combination of privacy, expansive ocean views, multiple living spaces, lush tropical grounds and a remarkable degree of self-sufficiency. The main residence features 4 bedrooms/3 baths, beautiful teak flooring and a Primary Suite spa inspired bathroom with a private entrance to the pool. The Primary Suite entry doors and bed are custom made from Koa Wood, adding to the tropical elegance. A large gazebo next to the main house has a private ocean view deck, shower and spa as your guests will enjoy yoga, stargazing, whale watching or cocktails at sunset with the outdoor lifestyle Maui is known for. A beautifully renovated 2 bedroom/1 bath ohana provides a private retreat for guests, extended family or tenants, with its own patio and spa and expansive ocean views. A 4-car garage includes a 1 bedroom/1 bath apartment with a deck up above. A separate Garden Cottage with a kitchen adds yet another peaceful area for naps, personal seclusion or the perfect artist’s studio. You’ll find an abundance of fruit trees, tropical flowers and a large organic garden with a nearby equipment shed to support the property’s practical side. The grounds are a true delight with a pool and waterfall feature surrounded by mature tropical, low maintenance landscaping. Designed with 2 large capacity water catchment tanks and pump house, propane for hot water and cooking, security system and established hardscape walkways, while only 30 minutes to the airport and Costco. A property of this scale, privacy, oceanfront setting and versatility is rarely offered at this price point. Come experience it in person by appointment through your favorite Realtor.

311 Door Of Faith Rd, Haiku

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

$399,000
2 Beds 1 Baths 410781 MLS ACTIVE Status Pohailani Maui BLDG.
Welcome to Unit 228 at Pohailani Maui, a 2-bedroom, 1-bath home tucked into a lush, tropical setting on West Maui. Vaulted ceilings open up the floor plan and give the living area a bright, roomy feel, while wood laminate flooring keeps things warm and easy to maintain. The kitchen is well appointed and recently updated with a new stove and new dishwasher, along with a newer refrigerator. A new full-size washer and a full-size dryer add everyday convenience, and the main bedroom has its own wall A/C unit for comfortable rest year-round. A handy storage loft offers extra space for your belongings and keeps the living area uncluttered. Step out to the oversized lanai and take in the quiet garden views, a great spot for morning coffee or an afternoon with a good book. There is also plenty of room to store bikes, surfboards, and other gear for an active island lifestyle. Please note that Pohailani has begun an exterior siding, railing, and stairs project on the mauka side of the property. A test section on six buildings is complete and gives the exterior a fresh, updated look, so buyers can see how the buildings will look as the work moves forward. Pohailani offers resort-style amenities, including two swimming pools, barbecue areas, and a tennis court, and this unit includes one designated parking stall. You are close to West Maui’s beaches, dining, shopping, and outdoor activities, with a comfortable balance of privacy and access. Whether you are looking for a full-time residence or a second home, Unit 228 is well worth a look. Schedule your showing today.

4440 Lower Honoapiilani Rd Unit 228, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$785,000
1 Beds 1 Baths 410777 MLS ACTIVE Status Kaanapali Shores BLDG.
Completely remodeled and fully furnished 1BR/1BA turnkey condo at Ka’anapali Shores! This immaculate unit has been thoughtfully refreshed from top to bottom with new LVP flooring throughout the living areas, fresh interior paint, new lighting, and updated plumbing fixtures. The bathroom has been beautifully updated with the acoustic ceiling removed and replaced with a smooth drywall finish. The unit comes fully furnished with all-new interior furniture, curated wall art, and brand-new patio furniture on the private lanai, creating a stylish and inviting island retreat. Beyond the front door, Aston Ka’anapali Shores offers an unparalleled resort lifestyle. Guests and owners can indulge in premium on-site amenities, including two spectacular swimming pools (a beachfront pool and a family-friendly garden pool), lighted tennis and pickleball courts, and a fully equipped fitness center and day spa. Dine steps from your door at the oceanfront Beach Club Restaurant & Bar, or explore the nearby shopping and dining options just across the street. Located in a highly desirable beachfront community, this property is hotel-zoned and grandfathered for vacation rental use, offering a significant advantage for those seeking a turnkey investment or a personal Maui getaway with vacation-rental potential. Move-in and rental ready — simply bring your suitcase and enjoy!

3445 Lower Honoapiilani Rd Unit 433, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,149,000
2 Beds 2 Baths 410776 MLS ACTIVE Status Grand Champions BLDG.
The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the utmost privacy. This is the most highly sought after floor plan in the neighborhood with the flexible “lock off” feature. There are 2 roomy primary-suites, each with spacious bathrooms and separate entrances. The possibilities are endless. However you choose to utilize the space, you will enjoy the masterful owner upgrades and unique position of this condo. This end unit location offers extra windows in the bedroom overlooking the golf course, not common in the standard lock off plan. Renovations include a remodeled kitchen, energy-efficient stainless steel appliances, new furnishings, and granite countertops. Bathrooms are appointed with custom showers and stylish vessel sinks. Additional upgrades include plantation shutters, crown molding, new fans, split A/C system, luxury vinyl and tile flooring throughout. Grand Champions features 2 pools and wonderful mature landscaping. Nearby are all of Wailea's resort amenities, including first-class restaurants, championship golf courses, tennis facilities, elite shopping opportunities, and miles of white sand beaches and ocean recreation. Finely appointed and being sold fully furnished. Listing agent is owner.

155 Wailea Ike Pl Unit 29, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$819,000
3 Beds 2 Baths 410761 MLS ACTIVE Status Hale Kanani BLDG.
Recently remodeled from top to bottom, this beautifully updated Hale Kanani residence is fresh, bright and move-in ready! Located in one of South Kihei’s most desirable areas, directly across from The Cove and Charley Young Beach, you’re just steps away from your favorite beach and ocean activities and truly magical Maui sunsets. Inside, the home has been thoughtfully refreshed throughout with new flooring, crisp finishes, contemporary lighting and ceiling fans, and a nicely updated kitchen featuring refreshed cabinetry, stainless steel appliances, granite countertops, and a convenient breakfast bar. The open living area flows seamlessly to the spacious covered lanai and lawn, creating an easy indoor/outdoor Maui lifestyle. The bathrooms have also been beautifully updated, including a striking walk-in shower with marble-look tile, glass enclosure, modern cabinetry, and matte-black fixtures. The overall feel is clean, contemporary and comfortable without losing the warmth of a true home. Hale Kanani is a well-maintained, pet-friendly community with a saline swimming pool, jacuzzi and BBQ area. Restaurants, coffee shops, shopping and recreation are all nearby, while miles of South Maui coastline are practically outside your door. Whether you’re looking for a primary residence, second home or an investment opportunity, this turnkey, extensively remodeled condo offers the location, condition, and lifestyle many seek to find, so don’t let this opportunity pass you by. Contact your favorite Real Estate Professional for a showing today!

44 Kanani Rd Unit 2-103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$450,000
1 Beds 1 Baths 410760 MLS ACTIVE Status Kihei Kai BLDG.
Discover true toes-in-the-sand paradise at Kihei Kai Unit 18 — a charming remodeled beachfront gem nestled directly on the pristine shores of Sugar Beach in peaceful North Kihei, Maui. Escape the crowds of larger resorts and embrace the laid-back vibe of this boutique oceanfront community of just 8 units. Steps from your door, dive into the inviting pool, stroll the long sandy beach, or simply unwind with daily spectacular sunsets painting the sky in vibrant hues. Unit 18 boasts a spacious lanai perfect for morning coffee, afternoon relaxation, or evening Mai Tais while listening to the soothing surf and enjoying fresh poke. The well-appointed 1-bedroom interior features tropical island flair, split A/C, and a welcoming retreat that feels like home. Extensively remodeled in 2021, features include quartzite counters, upgraded cabinetry, a re-designed kitchen and newer flooring. Winter months bring the magical bonus of humpback whale watching right offshore. Zoned Hotel Resort, short-term rentals are permitted and thriving here. Unit 18 is currently in the popular onsite rental program, offering income potential for investors or vacation homeowners. Its central North Kihei location puts the best of Maui at your fingertips: easy access to West Maui adventures, Upcountry escapes to Haleakala, and the upscale beaches, dining, and golf in Wailea and Makena. This is the quintessential Maui beachfront lifestyle — relaxed, convenient, and endlessly rewarding. Ready to make Kihei Kai Unit 18 your slice of paradise?

61 N Kihei Rd Unit 18, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$695,000
2 Beds 2 Baths 410759 MLS ACTIVE Status Opukea At Lahaina BLDG.
Discover the Maui lifestyle at Opukea B202, a beautifully furnished second-floor residence offering ocean views toward Mala Pier. This spacious 1,269-square-foot home features 2 bedrooms, 2 bathrooms and an inviting open living area, plus a 125-square-foot covered lanai for morning coffee, fresh island air and memorable West Maui sunsets. Thoughtfully decorated and ready to enjoy, B202 includes remotely monitored central air conditioning and security, along with one covered and one uncovered parking space. The residence itself was not affected by the Lahaina fire. Peaceful mornings, snorkeling and relaxing afternoons along the shoreline are moments away at Baby Beach. Kaanapali, Napili and Kapalua beaches, championship golf, tennis, pickleball, hiking, restaurants, shopping, groceries and everyday conveniences are also nearby. As Front Street reopens and Lahaina’s beloved businesses, gathering places and traditions return, Opukea offers an opportunity to enjoy West Maui today while being part of this extraordinary community’s next chapter. Opukea is a pet-friendly, fee-simple community with elevator access, barbecue areas, a pool, and recreation amenities undergoing restoration. Offered furnished, B202 combines generous living space, ocean views, private outdoor living and an exceptional West Maui location. Come home to warm trade winds, brilliant sunsets and a life shaped by the ocean. Come home to Opukea B202.

1233 Limahana Cir Unit B202, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,599,000
1 Beds 1 Baths 410754 MLS ACTIVE Status Maalaea Surf BLDG.
Welcome to Maalaea Surf F2. Experience island living at its finest in this beautifully appointed ground floor condominium. Tastefully designed with a focus on comfort, quality, and effortless indoor outdoor living. From the moment you walk through the front door, ocean views immediately set the tone. The spacious, thoughtfully designed interior features quality materials and finishes throughout, complemented by a sophisticated kitchen equipped with Wolf appliances and a Sub-Zero refrigerator. A built-in wine cooler and custom Murphy bed cabinet are seamlessly matched to the kitchen cabinetry, creating a cohesive and elegant aesthetic while maximizing functionality. Open the lanai doors and step directly outside to enjoy the lush grounds, pool, and beautiful oceanfront setting. With the pool and ocean just steps from your lanai, this ground floor location makes it easy to embrace Maui's indoor outdoor lifestyle. Maalaea Surf offers an exceptional collection of resort style amenities, including two swimming pools, a tennis court, and pickleball courts. The location is equally convenient, with beaches, shopping, dining, and multiple golf courses all within minutes. Hotel zoned and currently enrolled in a rental program, Maalaea Surf F2 presents an attractive opportunity as a luxurious home, investment property, or both. Come experience the beauty, comfort, and convenience of this exceptional Maui condominium.

12 S Kihei Rd Unit F2, Kihei

Listing courtesy of Hawaii Life (W).

$1,150,000
2 Beds 1 Baths 410747 MLS ACTIVE Status
Discover the possibilities with this captivating 2-bedroom, 1-bathroom cottage situated on a little over half an acre of flat, fully usable land. Built in 2013, this well-maintained property was thoughtfully updated in 2022 with a remodeled kitchen and luxury vinyl plank flooring throughout. Enjoy gorgeous ocean views from the patio and beautiful mountain views throughout the property. The cottage features stainless steel appliances, split A/C in the primary bedroom and living room, a solar water heater, and 25 owned photovoltaic panels for added energy efficiency. The expansive lot offers plenty of room to enjoy the outdoors while providing significant future potential. The property also includes a small wood-frame shed for additional storage. The high-capacity septic system was intentionally designed to accommodate the future addition of up to a 5-bedroom home, offering flexibility for expansion along with a concrete tank and leech field. There is ample room to add a main house and potentially another cottage, subject to County approvals, permitting, zoning, and applicable regulations. Recent improvements include new exterior paint, adding to the property's inviting appeal. Whether you're looking for a comfortable cottage, additional space for future development, or a property with room to grow, this unique offering provides an exciting combination of usable land, views, solar infrastructure, and potential. Some photographs have been virtually staged for illustrative purposes.

284 Alalani St, Makawao

Listing courtesy of Shore To Shore Realty, Inc..

$749,000
1 Beds 1 Baths 410745 MLS ACTIVE Status Kuau Plaza BLDG.
Turnkey, furnished, already earning, and confirmed by the County as exempt from Bill 9's vacation rental phaseout. Kuau Plaza 207 is a second-floor 1 bedroom, 1 bath condo in Kuau, a short stroll from the sand and two minutes from Mama's Fish House. In an April 21, 2026 letter, the County of Maui Planning Department confirmed the property is not subject to the phaseout of transient vacation rental use, based on Kuau Plaza's 1966 hotel-resort variance and A-2 zoning, so the nightly rental use continues after closing. Inside, a relaxed coastal style blends a soft island palette with rattan furnishings, woven textures, and natural accents. The bright white kitchen features stainless-steel appliances, a marble-look backsplash, and bar seating open to the living area. Two split-system A/C's add comfort, while sliding glass doors lead to a covered lanai with views of palm trees over the grassy courtyard. With a private bedroom and queen sleeper sofa, the condo comfortably accommodates four. The rental history backs it up. Airbnb guests consistently highlight the location, walkability, beach access, comfort, and cleanliness. Mama's Beach and Mama's Fish House are just down the road, Pa'ia Town is minutes away, and nearby Ho'okipa offers world-class surfing, windsurfing, kiteboarding, and unforgettable shoreline views. An inviting North Shore home, beach retreat, or continued short-term rental, with income in place from day one. Buyer to verify all information to their satisfaction. HOA dues are $529.71 per month and include water, cable and internet.

777 Hana Hwy Unit 207, Paia

Listing courtesy of Compass-W.

$999,000
3 Beds 2 Baths 410741 MLS ACTIVE Status
Welcome home to 192 Poniu Circle in Kaimana at Kehalani! Bright, airy, & welcoming, this beautiful single-level home offers comfortable living in one of Central Maui’s most convenient locations. Fresh interior paint in the living area, kitchen, & primary suite gives the home a clean, refreshed feel & a wonderful canvas for the next owners to make their own. The kitchen features granite countertops, a new subway tile backsplash, a charming bay window over the sink, ample cabinetry, & a pantry for additional storage. The two-car garage has been converted into additional living space that connects seamlessly with the interior of the home, creating even more room to spread out, gather, work, play, or simply relax. Step outside & you’ll find a private backyard oasis designed for easy Maui living & a peek of the West Maui Mountains. Part of the yard features outdoor tile, perfect for dining or lounging, while the remaining fenced yard has been beautifully maintained with new crushed gravel & organic driftwood borders adding a natural island touch. Tucked at the end of a cul-de-sac, the location offers an added sense of privacy with no through traffic, plus additional shared yard space nearby for the keiki to enjoy. Kaimana at Kehalani puts everyday conveniences right down the road, including grocery stores, coffee shops, restaurants, banks, & more. Schools & Downtown Wailuku are close by, while Kahului and the nearest beaches are just a short drive away. If you’re looking for single-level living, a welcoming neighborhood, & a truly central Maui location, 192 Poniu Circle is ready to welcome you home.

192 Poniu Cir, Wailuku

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,980,000
6 Beds 4 Baths 410739 MLS ACTIVE Status
Rare West Maui Gem – Just Steps to the Beach with Stunning Ocean & Mountain Views! Discover an extraordinary opportunity in the heart of Olowalu, just 65 meters from the beach. This rare West Maui property offers panoramic ocean and mountain views on over a third of an acre—making it a true island treasure just south of Lahaina. Boasting 3,848 sq ft of interior living space, this unique home features 6 bedrooms and 4 bathrooms across four separate living units, providing incredible flexibility for multi-generational living, rental income, or an extended family retreat. The layout includes two 2-bedroom/1-bath units on the ground floor and two 1-bedroom/1-bath units upstairs—each offering privacy, comfort, and independence. Vaulted ceilings on the upper level bring in natural light and ocean breezes, while generously sized rooms throughout ensure relaxed island living. From the front balcony, take in sweeping ocean views; from the back, enjoy the tranquil beauty of the West Maui Mountains. The property also includes a large, covered area converted into a separate dwelling—ideal for guests, a home office, or creative studio space. This is the only property of its kind currently on the market in West Maui. Set in a small, peaceful neighborhood, the home offers a serene environment both day and night. As evening falls, the clear skies above Olowalu create a perfect backdrop for stargazing or moonlit gatherings. A private, deeded right-of-way provides easy access from the highway. At the entrance, a welcoming deck invites you to relax or sunbathe, while the shaded area below—complete with a barbecue setup—is ideal for entertaining. The unpaved portion of the lot offers space for a garden, and mature trees on the south side provide natural shade and cooling. Located just half a mile from Leoda’s Pie Shop, the Olowalu General Store, and Camp Olowalu, this home also enjoys proximity to Lahaina (12 miles) and Maalaea (9 miles), with its charming shops, restaurants, and the renowned Maui Ocean Center. This is a rare, versatile property in one of Maui’s most coveted coastal communities. Don’t miss your chance to own a piece of paradise.

837 Olowalu Village Rd, Lahaina

Listing courtesy of Berkshire Hathaway HI Isl Prop.

$574,000
2 Beds 2 Baths 410733 MLS ACTIVE Status Kaanapali Shores BLDG.
Kaanapali Shores 615 - BEACHFRONT RESORT LIVING AT KAANAPALI SHORES! This beautifully appointed inner-courtyard two-bedroom, two-bath leasehold residence offers an exceptional combination of ocean views, resort amenities, and an ideal location on Maui’s famous Kaanapali Coast. Enjoy breathtaking ocean views from the spacious lanai and living room, as well as from both bedrooms—creating a beautiful backdrop for relaxing, entertaining, and enjoying the Maui lifestyle. Fully equipped and ready to enjoy, this residence features a full-size kitchen, two bathrooms, in-unit washer and dryer, custom cabinetry, and beautiful Hawaiian-style furnishings. The open and comfortable layout provides the perfect setting for a relaxing island retreat, whether used as a vacation rental or a full-time residence. Kaanapali Shores is a highly desirable beachfront resort offering an impressive selection of onsite amenities, including a full-service restaurant, two swimming pools with Jacuzzis, tennis and pickleball courts, fitness center, activity desk, sundry and gift shops, and a beauty salon. Grocery stores, additional restaurants, and everyday conveniences are conveniently located directly across the street. Situated in a hotel-zoned resort, Kaanapali Shores offers the opportunity to enjoy the best of Maui’s resort lifestyle in a prime beachfront setting. Whether you are looking for a vacation rental, a second home, or a place to call your own, this exceptional two-bedroom residence is ready to welcome you. Come experience the views, amenities, and unparalleled beachfront lifestyle that make Kaanapali Shores such a special place to own on Maui.

3445 Lower Honoapiilani Rd Unit 615, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$995,000
1 Baths 410730 MLS ACTIVE Status Whaler I BLDG.
Whaler 1215 PENTHOUSE LIVING ON KAANAPALI BEACH! Discover the rare opportunity to own a beautifully renovated top-floor residence at The Whaler, one of Maui’s most iconic oceanfront Hotel resorts. Overlooking the lush inner courtyard, with breathtaking views extending across the Pacific toward the island of Lanai and dramatic West Maui mountains. From the moment you enter, you’ll appreciate the exceptional setting, thoughtful renovations, and effortless island lifestyle this special property provides. Beautifully appointed and offered fully furnished, this turn-key residence is ready to enjoy as a luxurious second home or vacation rental. Recent improvements include new sliding glass doors, elegant granite tile countertops, custom wood cabinetry, and an updated bathroom featuring a beautiful ceramic tile surround shower. Set on six acres directly along world-famous Kaanapali Beach, The Whaler offers an extraordinary resort experience with amenities including a stunning oceanfront setting, swimming pool, fitness center, tennis and pickleball courts, underground parking, 24-hour front desk and security, and meticulously maintained tropical grounds. And then there is the location—simply unmatched. From the golden sands of Kaanapali Beach and the renowned beachwalk stretching along the coastline and Whalers Village, with more than 90 shops, restaurants is right next door and Two premier golf courses are just beyond the resort, completing the ultimate Maui resort lifestyle.

2481 Kaanapali Pkwy Unit 1215, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

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