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$3,950,000
3 Beds ⋅ 4 Baths ⋅ 409395 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ironwoods BLDG.
Set within the exclusive enclave Kapalua Resort, this expansive 3-bedroom, 4-bath + den upgraded residence at Ironwoods offers a rare oceanfront position with commanding views of Oneloa Bay and Honolua Bay. Designed for effortless island living, the single-level, ground-floor residence combines generous interior space with access to Kapalua’s world-class amenities, including championship golf, coastal trails, tennis & pickleball, world-class spa and premier dining. Renowned for its privacy and prestige, this enclave is among Maui’s most coveted addresses, moments from legendary surfing and exceptional snorkeling along the island’s coveted northwest coastline.

81 Ironwood Ln Unit 81, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$3,300,000
2 Beds ⋅ 3 Baths ⋅ 409393 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views, complemented by the stunning “bonus” views of Haleakala and the West Maui mountains. The open-concept kitchen is perhaps the most popular remodel scope of work in Wailea Point, and it’s already done in this lovely home, enhancing the quality of living and entertaining. Plus, the installation of custom cabinetry in the primary bedroom combines style with functionality. Seamless indoor-outdoor living is complemented by an extra-spacious lanai that opens directly onto lush, manicured gardens. Meticulously maintained, this home represents exceptional value and a unique opportunity to create your own personal retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium, offering very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbeque areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Conveniently located next to the Four Seasons and Fairmont Kea Lani Hotels (with the Grand Wailea just one property away), residents have access to an array of five-star restaurants, shops and other amenities. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 2101, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$1,250,000
3 Beds ⋅ 3 Baths ⋅ 409390 MLS ⋅ Fee Simple Tenure
Tucked away on 1.47 lush agricultural acres in Haiku, this private property offers a rare blend of flexibility, privacy, and island charm. Public records reflect a 2-bedroom, 2-bath home, while the adaptable layout allows for multiple living options, including a potential attached studio or separate-entry unit—ideal for extended family, guests, or rental income. The home features a spacious, open feel with seamless indoor-outdoor living. Mature landscaping includes a variety of fruit trees—lime, Hawaiian lemon, coconut, banana, and sugar cane—along with puakenikeni, heliconia, and gardenia and other tropical flowers. A peaceful bamboo grove adds to the sense of serenity, tucked within the uncultivated portion of the acreage. Additional highlights include a detached structure with an Endless Pool spa and storage, extra outbuildings, and two fenced areas suited for gardening, pets, or agriculture. Set back from Holokai Road behind a gated entry, the property offers exceptional privacy in a peaceful Haiku setting. Within a 15 minute drive, are stores, schools, post office and beaches. Some images include virtual staging. Survey Completed 05/06/2026

145 S Holokai Rd, Haiku

Listing courtesy of REMAX Hawaii Maui.

$2,900,000
3 Beds ⋅ 3 Baths ⋅ 409389 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Ocean view residence at Makali'i at Wailea, offered fully furnished with a custom modern interior package. This thoughtfully designed home features contemporary finishes, open-concept living, and seamless indoor-outdoor flow ideal for enjoying Maui’s year-round climate. Located in one of Wailea’s newest communities, just minutes to world-class beaches, golf, dining, and shopping. Currently tenant occupied and lease expires 2/19/27. Owner holds active Hawaii Real Estate License.

137 Holomoana Way Unit 4A, Kihei

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

$5,000,000
409381 MLS ⋅ Fee Simple Tenure
Welcome to Kapalua Farms, a remarkable opportunity to own over 35 acres of agricultural land perched above Napili Bay at the gateway to Kapalua. Imagine waking up to sweeping, panoramic ocean views that create a breathtaking backdrop for this unique property. With access from both Honoapiilani Highway and the Lower Road, convenience and tranquility come together in this stunning location. This expansive property is nestled near the Pineapple Hill community and the scenic Kapalua Golf Course, offering a perfect blend of natural beauty and limitless potential. Whether you're envisioning a private retreat, a working farm, or something entirely your own, the possibilities here are as vast as the views. Opportunities like this are rare—don’t let it pass you by. Kapalua Farms is ready for your vision.

Kapalua Farms Hui Rd F Rd, Lahaina

Listing courtesy of Compass.

$443,000
2 Beds ⋅ 2 Baths ⋅ 409376 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages I BLDG.
Priced to sell!!! Renovated and freshly painted in 2024, this 2br/1.5ba Kihei Villages upstairs unit is conveniently located in North Kihei with easy access to the airport, Central and West Maui. Move-in ready! Close to beaches, parks, Kihei Youth Center, shops, restaurants, churches, schools, and other businesses. Amenities include parking stall #133, HOA clubhouse, playground, and on-site car wash. This complex is pet friendly. Easy to show with one day notice.

140 Uwapo Rd Unit 21-202, Kihei

Listing courtesy of Pacific Image Properties.

$699,900
2 Beds ⋅ 2 Baths ⋅ 409371 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
Well kept and nicely appointed vacation rental located near the top of the complex. This is a very spacious 2 bed, 2 bath with an open floor plan that appeals to visitors. The south Maui location offers restaurants, shopping, resort golf courses and beautiful beaches in close proximity to the condo. Call your favorite REALTOR® to schedule a private showing today. This is a Leasehold property.

2881 S Kihei Rd Unit 100, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,950,000
3 Beds ⋅ 2 Baths ⋅ 409369 MLS ⋅ Fee Simple Tenure
Newly Remodeled and absolutely fabulous. Custom one of a kind living in this amazing house, pool, and barndominium. High cielings and lofts, large 10k+ sq ft. lot, ideal central location, and an amazing integrated design. Its the perfect family compound. Some areas may be non-conforming and may not match the county tax records.

371 Lono Ave, Kahului

Listing courtesy of Big Wave Realty LLC.

$1,499,000
2 Beds ⋅ 2 Baths ⋅ 409365 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.
Blending island charm with contemporary design, Kaanapali Masters #901 offers a refined and effortless take on resort living. Clean lines and a soft, neutral palette create a sense of understated elegance, while large windows frame lush tropical greenery and spectacular views of the shimmering Pacific beyond. Fully renovated in 2023, this residence is being offered furnished and presents a turnkey opportunity to step into a home that feels both polished and welcoming. The kitchen and living areas are thoughtfully designed for both entertaining and everyday comfort, creating a natural, open flow throughout the home. The primary suite enjoys spectacular ocean views, while the secondary bedroom is set within a well-manicured tropical garden, providing a peaceful and secluded space for guests, a home office, or that writing room you’ve always imagined. Located in Building 9 on the front line and set back from the Kaanapali Royal Golf Course, this ground-level corner residence enjoys a private, tucked-away setting within the greater community. The Masters is renowned for its ideal location along the Kaanapali hillside on West Maui and spans nearly thirty-eight immaculately maintained acres, complete with two pool areas and tennis courts. Just moments from the beach, golf, and dining, the result is a community and a residence that feels both connected and removed - an inviting retreat with a distinctly elevated point of view.

50 Puu Anoano St Unit 901, Lahaina

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

$1,285,000
2 Beds ⋅ 2 Baths ⋅ 409362 MLS ⋅ Fee Simple Tenure ⋅ International Colony Club I BLDG.
Welcome to your charming island retreat at the International Colony Club in highly sought-after Kaanapali. This beautifully updated 2-bedroom, 2-bath free-standing condominium blends timeless cottage charm with relaxed beach inspired living, offering both comfort and privacy in a lush tropical setting. Thoughtfully remodeled in 2021, the kitchen features stylish open shelving, warm butcher block countertops, and a raised, insulated ceiling that enhances both space and natural light. During the renovation, all plumbing and electrical systems were upgraded, and hurricane straps were added for peace of mind. The home also boasts a new Dutch front door, updated interior doors, and modern appliances, creating a seamless blend of character and functionality. In 2024, the bathroom was tastefully remodeled, complementing the home’s cozy cottage-chic interior design. The inviting aesthetic is paired with an easy, beach-inspired lifestyle that makes this property perfect as a full-time residence, second home, or vacation getaway. Step outside to your private covered dining area—ideal for entertaining or relaxing—surrounded by mature tropical landscaping that offers exceptional privacy and tranquility. Located just across the street from popular Airport Beach in Kaanapali, you’ll enjoy easy access to world-class snorkeling, sandy shores, and all the conveniences of West Maui living. A rare opportunity to own a stand-alone condominium in one of Kaanapali’s most beloved communities—this is island living at its finest.

2750 Kalapu Dr Unit 11, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,100,000
1 Beds ⋅ 1 Baths ⋅ 409361 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into your own "Secret Garden of Maui." When it's time for the beach and some sun, this unit offers a short 4 minute stroll down to Maui's famous Keawakapu beach. The kitchen boasts stainless steel appliances, including a wood-clad refrigerator, warm-toned ceramic tile countertops, and a full-height backsplash. The natural wood louvered sliders and bi-fold doors enhance the unit's rich and inviting atmosphere. The bedroom offers access to a private garden lanai, creating a peaceful retreat. The custom bathroom features a floor-to-ceiling tiled, glass-enclosed shower with decorative seashell accents. A Murphy bed adds versatility, providing a second sleeping area. Wailea Ekahi is known for its lush tropical landscaping, mature plantings, and a variety of amenities, including multiple pools and tennis courts. The Keawakapu beachfront pool and gathering pavilion are truly exceptional. Nearby, the renowned Shops at Wailea offer fine dining, shopping, and art galleries. Wailea also provides world-class opportunities for golf, tennis, diving, snorkeling, horseback riding, hiking, and is close to luxurious spas.

3300 Wailea Alanui Dr Unit 25C, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,599,000
409359 MLS ⋅ Fee Simple Tenure
ICONIC location NOT to be missed! Discover an exceptional opportunity to build in the heart of Lahaina, just moments from Baby Beach—celebrated for its calm waters and year-round swimming. Located at 1184 Halepaka Place, this vacant parcel offers a rare chance to create your ideal West Maui residence in a highly desirable neighborhood known for its convenience and lifestyle appeal. Zoned R-2, the property allows for a range of residential possibilities, providing flexibility for a primary home or additional dwelling potential (buyer to verify). Enjoy close proximity to shopping, dining, and daily essentials, all while being just a short distance from one of Maui’s most beloved shoreline destinations. The property is located within the Lahaina Disaster zone and may be eligible for the expedited rebuilding permits (buyer to conduct their own due diligence with Maui County). This presents a unique pathway for rebuilding and development in a community undergoing thoughtful restoration. An outstanding opportunity to secure land in a meaningful location with strong long-term potential—bring your vision to life in one of West Maui’s most cherished areas.

1184 Halepaka Pl, Lahaina

Listing courtesy of The Agency Maui.

$569,000
2 Beds ⋅ 2 Baths ⋅ 409358 MLS ⋅ Fee Simple Tenure ⋅ Pacific Shores BLDG.
Refined island living awaits in this beautifully upgraded 2-bedroom, 2-bath residence at Pacific Shores, offered fully furnished and thoughtfully appointed. The interior has been enhanced with three brand-new split-system A/C units, creating a cool, comfortable retreat after sun-filled days. Clean lines and intentional upgrades lend a sense of ease and livability, while the layout invites both relaxation and connection. This unit includes one assigned parking stall and access to a sparkling pool and gathering spaces, ideal for unwinding or hosting in a laid-back island setting. Perfectly positioned in the vibrant heart of Kihei, you’re just moments from the golden shoreline of Kamaole I Beach Park and the playful surf at nearby Cove Park. An array of local cafés, shops, and dining options are within easy reach, creating a lifestyle that feels both effortless and richly connected. From morning ocean dips to evening skies painted in color, this is a home that captures the rhythm and beauty of South Maui living.

2219 S Kihei Rd Unit B403, Kihei

Listing courtesy of Hawaii Life (W).

$750,000
1 Beds ⋅ 2 Baths ⋅ 409349 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
Kamaole Sands 9-209 is a fully furnished vacation rental condominium boasting Pacific Ocean views, tasteful renovations, and a generous-sized covered outdoor deck.  This residence is oriented Southwest taking advantage of year-round sunsets, excellent cross-breeze, and protection from the afternoon sun. Close proximity of ocean within the development on the 2nd floor of Building 9. Kamaole Sands is located in South Kihei directly across the street from Kamaole III Beach Park and sits on 15 acres of landscaped beauty. The property also features elevators throughout all the buildings. Minutes from Wailea and Makena.  5-mile radius from hundreds of restaurants and dozens of beaches. Amenities at Kamaole Sands include a large in-ground pool, two jacuzzies, a keiki pool, three BBQ areas, a recreation area, fitness center, and four tennis courts.  The convenience and location of Kamaole Sands 9-209 would make it an excellent primary residence, second home, or investment property.

2695 S Kihei Rd Unit 9-209, Kihei

Listing courtesy of Pacific Image Properties.

$750,000
1 Beds ⋅ 2 Baths ⋅ 409346 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Beautifully renovated and ideally located, this ground-floor 1-bedroom, 2-bath condo at Maui Kamaole is perfect for someone looking to enjoy Maui's best in one of South Maui’s most sought-after resorts. This thoughtfully upgraded condo features a spacious open-concept layout, quality finishes, and two full bathrooms, with AC in both the living room and primary bedroom for added comfort. Enjoy indoor-outdoor living with private lanais on both sides of the condo that open to lush tropical landscaping, just steps from the pool and BBQ area. The kitchen's updated cabinetry, granite countertops, and appliances make cooking a breeze. The primary suite includes a full bath with a walk-in shower and double sinks. Other highlights are new furnishings, in-unit washer/dryer, and ample storage space. Set across from Kamaole Beach Park III, Maui Kamaole is close to Wailea’s world-class dining, shopping and golf.

2777 S Kihei Rd Unit L-109, Kihei

Listing courtesy of Hawaii Life (W).

$1,299,000
1 Beds ⋅ 1 Baths ⋅ 409343 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Konea BLDG.
Konea 314 at the Honua Kai Resort offers a rare opportunity to own a hotel-zoned, short-term rentable condominium in one of Kaanapali’s most sought-after beachfront communities. This updated 1 bedroom, 1 bathroom residence features approximately 690 sq. ft. of interior living space and a 135 sq. ft. lanai, with beautiful views of the West Maui Mountains and a peaceful greenbelt setting. The unit has been upgraded with porcelain tile flooring, updated modern furnishings, and a bright interior that enhances natural light throughout. The open floor plan includes a well-appointed kitchen with granite countertops and stainless steel appliances, along with an in-unit washer and dryer. Large bi-fold doors create seamless indoor-outdoor living, extending the living space onto your private lanai. Located in the Konea Tower, this floor plan is one of the most desirable one-bedroom layouts in the resort. Its southern exposure provides beautiful natural light and a comfortable living environment. Honua Kai is a full-service beachfront resort offering amenities including multiple swimming pools, hot tubs, Duke’s Beach House restaurant, fitness center, and direct access to North Kaanapali Beach. This property is actively used as a short-term rental and offers flexibility for both personal use and rental operations. Konea 314 presents a strong opportunity for those seeking a Maui property with proven rental demand in a premier resort setting.

130 Kai Malina Pkwy Unit NR314, Lahaina

Listing courtesy of Maui Westside Properties.

$1,995,000
3 Beds ⋅ 3 Baths ⋅ 409342 MLS ⋅ Fee Simple Tenure
Welcome to your ideal West Maui beach house, perfectly positioned just moments from Lahaina’s iconic Baby Beach—renowned for its calm, crystal-clear waters and golden shoreline. This charming single-story home offers the ultimate blend of convenience and island living, located within close proximity to local supermarkets, shops, and dining. Thoughtfully designed with an open-concept layout, the home feels bright, airy, and inviting—perfect for relaxed island living or effortless entertaining. Its single-level design provides ease and accessibility, while its inviting character creates a warm, laid-back atmosphere that captures the essence of the Lahaina lifestyle. Currently home consists of 3 bedrooms with 2 additional rooms utilized as guest bedrooms. This property delivers the perfect balance of location, comfort, and classic beach style appeal in the heart of West Maui. *Home is staged in photos.

1133 Front St, Lahaina

Listing courtesy of The Agency Maui.

$898,000
1 Beds ⋅ 2 Baths ⋅ 409340 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG.
Puamana--one of West Maui's most beloved gated oceanfront communities--welcomes its next chapter at 25-1 Puakukui Place. With permits in process and construction slated to begin by the end of 2026, this is your chance to secure a brand new home in one of Maui's most special addresses. This end unit, two-story one-bedroom plus loft townhouse will rise from the ground --exteriors rebuilt from the load bearing walls out with new windows, roofing, 9-foot ceilings and solar options with plumbing and electrical connections. Once the shell is delivered, the interior is entirely yours to design and finish to your own specification and cost. Building 25 was lost in the August 8, 2023 fires and is being reborn better than ever. Puamana itself is moving forward. The renovated oceanfront pool is open and welcoming whale watchers and sunset lovers. Our beloved clubhouse is being rebuilt. Thirty acres of tropical grounds, three pools, a seasonal sandy beach and the Puamana spirit remain alive. Please note: neither the brokerage nor listing agent solicited this listing. The seller reached out directly, making this a genuine opportunity for a buyer ready to plant roots in this iconic community. Pets welcome.

25-1 Puakukui Pl Unit 25-1, Lahaina

Listing courtesy of Hawaii Life (L).

$200,000
2 Beds ⋅ 2 Baths ⋅ 409339 MLS ⋅ Fee Simple Tenure ⋅ Harbor Lights BLDG.
Welcome to Harbor Lights C305, a move-in ready 2-bedroom, 1.5-bath condo with peaceful garden views. This thoughtfully updated unit features a modern kitchen with sleek cabinetry, offering a clean and contemporary feel perfect for everyday living. The full bath boasts a tiled shower, adding a polished touch to the space. Both bedrooms are comfortable and well-appointed, with the primary bedroom enjoying a private half bath. Complex amenities include a swimming pool, BBQ areas, koi pond, playground, and on-site security. Long-term rentals permitted (6-month minimum), making this a solid owner-occupant home or income property. Centrally located steps from Queen Ka'ahumanu Center, UH Maui College, Whole Foods, Maui Arts & Cultural Center, Keopuolani Park, and minutes to Kahului Airport. Affordable Maui living at its finest. Unit is currently vacant for any showings. All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.

111 Kahului Beach Rd Dr Unit C305, Kahului

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$8,900,000
5 Beds ⋅ 6 Baths ⋅ 409338 MLS ⋅ Fee Simple Tenure
Perched atop 45 acres of Launiupoko’s most coveted slopes, this extraordinary estate offers a rare sanctuary of privacy, space, and incomparable Maui beauty. Sweeping panoramic ocean, outer island, and sunset views define every horizon, while gentle trade winds and the serenity of open land create an unparalleled sense of escape. The 5,863 sq. ft. residence is a masterpiece of thoughtful design, featuring 5 ensuite bedrooms—including dual master suites—5.5 baths, and expansive living spaces that flow effortlessly to multiple lanais. An 80-foot infinity-edge pool frames the horizon, perfect for sunset gatherings or quiet reflection. The 3-car garage has been transformed into a high-end gym, reflecting a lifestyle that values wellness and leisure. Not one, but two 14,999-gallon gravity-fed water tanks provide both potable and agricultural water, supporting a property designed for flexibility, whether as a private compound, agricultural estate, or multi-structure retreat. A 3,800 sq. ft. barn offers extraordinary potential for equestrian, guest, or creative uses. This property is a CPR'd/residential condo property: Main home parcel of 45 acres off a 50 acre parcel. This is more than a home—it is a legacy property, a place where every day is defined by space, privacy, and the timeless rhythm of island life. For the discerning buyer seeking the ultimate Maui retreat, 554 Punakea Loop is a rare and unmatched opportunity.

554 Punakea Loop Unit A, Lahaina

Listing courtesy of The Agency Maui.

$1,100,000
2 Beds ⋅ 1 Baths ⋅ 409336 MLS ⋅ Fee Simple Tenure
Welcome to 40 Kalihi Pl, Kula, HI 96790—a rare opportunity to own a versatile multi-family property in one of Upcountry Maui’s most desirable areas. Situated on a quiet cul-de-sac, this flaglot property features a total of two living spaces, offering flexibility for extended family, rental income, or guest accommodations. The main home includes a spacious 2-bedroom, 1-bath layout with approximately 700 sq ft of living space. Attached is a 1-bedroom, 1-bath ohana of approximately 504 sq ft, providing additional privacy and functionality. Enjoy the large deck area, perfect for relaxing or entertaining while taking in the beautiful Upcountry views and cool Kula breezes. This property does needs TLC, making it an excellent opportunity for buyers looking to add value and customize to their taste. Being sold as-is. Conveniently located and easy to show, as the owners have relocated to the mainland. Don’t miss this chance to invest in a multi-unit property in sought-after Kula—opportunities like this are few and far between!

40 Kalihi Pl, Kula

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

$1,300,000
2 Beds ⋅ 2 Baths ⋅ 409327 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.
This elegant 1728 sq.ft. 2 bed 2 bath D floorplan residence offers beautiful OCEAN, ISLAND, GOLF COURSE and SUNSET VIEWS. This upstairs unit on the south end captures tropical trade winds and the large kitchen includes Corian countertops. The unit is entered through a very private interior entry. The interior is light, bright and spacious with a large master suite. High ceilings and expansive sliders lead out to a spacious lanai. The covered lanai is perfect for dining or relaxation, offering amazing views of the islands of Lana’i and Moloka’i. It is set along the Kaanapali Golf Course's 9th fairway with expansive ocean multi-island views. The Masters is a GATED community on almost 38 acres with 2 pools and hot tubs, tennis courts and tropical landscaping. This unit is easily accessible from the main entrance, but tucked away from the traffic. It is also very convenient to access the upper and lower pools as well as the tennis courts and is only minutes to the Kaanapali beaches, hotels and shops. The Masters is a pet-friendly community. Available to show on short notice.

50 Puu Anoano St Unit 2206, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,400,000
4 Beds ⋅ 3 Baths ⋅ 409325 MLS ⋅ Fee Simple Tenure
If home is where your horse is, try imagining yourself on this 9.618-acre ranch in the heart of Maui's cowboy town, Makawao! With a 16-stall horse barn and a climate-controlled tack room, a huge riding arena used for horse shows, training, and riding lessons, and farm buildings filling every corner, this has been a working ranch for the last 25 years. The primary dwelling was originally built as a barn but was converted into a 4-bedroom, 3-bath, 2,914 sq. ft. amazing home with windows looking out on the ranch as well as barn-high ceilings that give a spacious feeling to the heart of the house! Enjoy extreme comfort with cooling and heating mini-splits in every room! Wind down the rustic center spiral staircase to the mother-in-law style lower-level, where you'll find 2 of the bedrooms and the laundry room. Across from the main arena is the original home that is now a completely rebuilt cottage with a large attached studio... a great place for a ranch manager to live. The possibilities are endless with this versatile property!

61 Kee Rd, Makawao

Listing courtesy of Equity One Real Estate Inc (M).

$1,088,000
2 Beds ⋅ 2 Baths ⋅ 409324 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
This is the one! Seller will provide credit in escrow, for removal of popcorn ceiling. A well-established Hotel Zoned, short-term vacation rental with a strong history of consistent occupancy. Experience the epitome of resort living at Aston Kaanapali Shores #423.  Located perfectly on the fourth floor, this resort-style condominium offers two bedrooms, two bathrooms, and accommodations for up to six guests. A spacious private lanai affords views of the verdant tropical landscape, courtyard pool, as well as breathtaking ocean vistas, sunsets, and whale sightings. The lanai also overlooks a serene koi pond, with tranquil sounds from the waterfall.  The residence is offered fully furnished and showcases an open floor plan that includes a comprehensively equipped kitchen, a dining table for four occupants, a breakfast bar with stools, a Smart television, a new pull-out sofa sleeper, and supplementary seating options. #423 is a well-established short-term vacation rental with a strong occupancy history. Beyond the resort gates, the best of West Maui is literally at your fingertips. Whalers Village, Hula Grill and Duke's Beach House to Star Noodle and Mala Ocean Tavern. Championship golf courses are all within easy reach. And for nature lovers, the Ka'anapali coastline is one of Maui's premier whale watching destinations — from December through April, humpback whales breach and spout just offshore. Combined with the nightly spectacle of fiery West Maui sunsets painting the sky over Lanai and Molokai, the views from #423 are nothing short of magical, season after season. As part of the iconic Aston Kaanapali Shores oceanfront resort, owners and guests enjoy world-class amenities right at their doorstep — lush 10-acre tropical grounds with direct beachfront access, two sparkling freshwater pools, relaxing hot tubs, tennis and pickleball courts, a fitness center, and a beloved open-air beachfront restaurant and bar.  Don't miss your chance to own this true ocean-view treasure on the world-renowned Ka'anapali Coast — where lifestyle and investment meet in perfect harmony.

3445 Lower Honoapiilani Rd Unit 423, Lahaina

Listing courtesy of Century 21 Island Homes.

$499,000
1 Beds ⋅ 1 Baths ⋅ 409321 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Vista BLDG.
Trade your car keys for flip-flops. Located just across the street from the golden sands and breathtaking sunsets, Kihei Bay Vista offers the ultimate Maui lifestyle. This isn’t just a condo; it’s your front-row seat to whale watching season and evening strolls by the shore. Inside, the second-floor location grants you soaring vaulted ceilings and a unique loft space, creating an airy, open-volume feel that is rare in 1-bedroom living. Start your morning with coffee on the private lanai, framed by swaying palms and the gentle scent of salt air. Move-in ready and lovingly maintained, this residence features seamless indoor-outdoor flow, in-unit laundry, and a low-density atmosphere that feels like a true retreat. After a day in the ocean, cool off in the pool, relax in the spa or cook your favorite dinner on the grill. Whether you’re seeking a full-time island home or a serene second-home getaway, your Maui chapter starts here.

679 S Kihei Rd Unit C204, Kihei

Listing courtesy of eXp Realty.

$9,500,000
409319 MLS ⋅ Fee Simple Tenure
Set within one of Makena’s most coveted enclaves, this exceptional 3.349-acre homesite captures the essence of refined island living. 4520 Makena Alanui commands sweeping panoramic views of Makena’s shimmering coastline and the vibrant turquoise waters extending to Molokini, Kahoolawe, Lanai and the majestic West Maui Mountains. A rare offering, this expansive parcel presents the opportunity to create a legacy estate—an architectural masterpiece designed to embrace Maui’s natural beauty and indoor-outdoor lifestyle. Ultimate privacy and serenity define the setting, while Wailea’s world-class resorts, championship golf, fine dining, and luxury shopping remain just moments away. From sunrise over Haleakala to unforgettable sunsets melting into the Pacific, every day is framed by extraordinary beauty at this prime vacant lot. Inquire with your favorite Realtor to experience this remarkable property.

4520 Makena Alanui Dr, Kihei

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

$450,000
2 Beds ⋅ 1 Baths ⋅ 409317 MLS ⋅ Fee Simple Tenure ⋅ Southpointe At Waiakoa BLDG.
NOW VACANT!!!!!Welcome to Southpointe at Waiakoa — where Maui living meets smart value! This charming 2-bedroom, 1-bath condo has been thoughtfully updated with a modernized, refreshed bathroom, making it truly turnkey. Nestled in vibrant Kihei, you’re minutes from world-class beaches, local favorites, and the best of South Maui’s lifestyle. An ideal primary residence, second home, or income-producing rental in one of Hawaii’s most desirable zip codes. Soon to be vacant and priced aggressively — this is the opportunity savvy buyers have been waiting for. Schedule your showing today! One of the standout features is the private, fenced yard with artificial turf, creating a rare outdoor space ideal for relaxing, entertaining, or enjoying Maui’s year-round climate. The unit also includes split A/C, in-unit stacked washer/dryer, and generous interior storage. Both bedrooms are well-sized, and the remodeled bathroom showcases modern finishes and clean design. Ground-floor access provides easy entry with no stairs, adding to the unit’s overall convenience. Located in a pet-friendly complex just minutes from beaches, parks, shopping, and dining, with quick access to Kahului and Central Maui. Perfect for a primary residence, second home, or investment opportunity—don’t miss your chance to own a piece of paradise in Kihei

480 Kenolio Rd Unit 1-103, Kihei

Listing courtesy of Real Broker.

$600,000
2 Beds ⋅ 2 Baths ⋅ 409312 MLS ⋅ Fee Simple Tenure ⋅ Waipuilani BLDG.
Oceanfront living in the heart of Kihei with panoramic views and rare top-floor privacy. Welcome to Wailpuilani Unit 314, a spacious corner unit offering direct oceanfront views and one of the most desirable positions within the complex. Located on the quiet ocean side of South Kihei Road, this top-floor end unit is set well back from the road, creating a peaceful and private setting. With approximately 954 square feet, it is the largest floor plan of its kind at Wailpuilani, featuring windows on three sides for abundant natural light and refreshing cross breezes. The open-concept living room and kitchen are framed by floor-to-ceiling glass, capturing sweeping views of the Pacific Ocean, expansive green space, and the adjacent county park that stretches along the shoreline, creating a true backyard-to-the-ocean experience. This unique setting enhances both privacy and the feeling of open space rarely found in Kihei condos. With A Murphy bed comfortably sleeps up to six providing flexibility for guests while maintaining a spacious feel. Enjoy direct access to oceanfront grounds, pickleball courts, and nearby beaches ideal for paddle-boarding, windsurfing, kite surfing, whale watching, and sunset strolls. Centrally located in Kihei, you are just minutes from grocery stores, restaurants, gyms, and everyday conveniences. Whether you are looking for a primary residence, second home, or investment opportunity, this oceanfront Kihei condo offers a rare combination of location, layout, and lifestyle. Take advantage of opportunity to own a top-floor oceanfront corner unit in one of Kihei’s most convenient coastal settings.

1002 S Kihei Rd Unit 314, Kihei

Listing courtesy of eXp Realty.

$799,000
1 Beds ⋅ 1 Baths ⋅ 409311 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Maui paradise awaits at the Aston Kaanapali Shores #545, a beautifully remodeled fifth-floor sanctuary offering breathtaking partial ocean views and the ultimate island lifestyle. Encompassing 717 square feet of thoughtfully upgraded interior living space, this turn-key one-bedroom, one-bathroom, sleeps 4, condominium seamlessly blends modern comfort with tropical elegance. Step onto your private lanai to soak in gorgeous year-round sunsets and the soothing sounds of the Pacific, or unwind indoors with the ease of central air conditioning and an in-unit washer and dryer. The open-concept layout flows naturally into a fully equipped, state-of-the-art kitchen — ideal for entertaining guests or savoring a quiet morning coffee before heading to the sand. What truly sets this unit apart is its Hotel-Zoned, legal short-term vacation rental status.  #545 is a well-established short-term vacation rental with a strong occupancy history. Beyond the resort gates, the best of West Maui is literally at your fingertips. Whalers Village, Hula Grill and Duke's Beach House to Star Noodle and Mala Ocean Tavern. Championship golf courses are all within easy reach. And for nature lovers, the Ka'anapali coastline is one of Maui's premier whale watching destinations — from December through April, humpback whales breach and spout just offshore. Combined with the nightly spectacle of fiery West Maui sunsets painting the sky over Lanai and Molokai, the views from #545 are nothing short of magical, season after season. As part of the iconic Aston Kaanapali Shores oceanfront resort, owners and guests enjoy world-class amenities right at their doorstep — lush 10-acre tropical grounds with direct beachfront access, two sparkling freshwater pools, relaxing hot tubs, tennis and pickleball courts, a fitness center, and a beloved open-air beachfront restaurant and bar.  Don't miss your chance to own this true ocean-view treasure on the world-renowned Ka'anapali Coast — where lifestyle and investment meet in perfect harmony.

3445 Lower Honoapiilani Rd Unit 545, Lahaina

Listing courtesy of Century 21 Island Homes.

$550,000
2 Beds ⋅ 2 Baths ⋅ 409307 MLS ⋅ Fee Simple Tenure ⋅ Pacific Shores BLDG.
Welcome to your stunning Maui home! This fully renovated, turnkey two-bedroom, two-bath unit comes furnished, positioned in desirable South Maui. Experience island living with dining, retail, shoreline access, plus activities just steps away. Community amenities include elevator access, swimming pool, spa, along with pet-friendly policies. The unit showcases new washer and dryer, updated bathrooms with a walk-in shower, a spacious kitchen with granite countertops, stainless steel appliances, and newly remodeled flooring completed in 2024. Property shows excellent care, equipped with full-size washer, dryer, plus two deeded parking spaces. A rare opportunity to enjoy premier coastal living—schedule a private tour with your preferred REALTOR®.

2219 S Kihei Rd Unit B314, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.