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500 Bay Dr Unit 33B3-4, Lahaina
$2,695,000
2 Beds ⋅ 3 Baths ⋅ 411315 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas I BLDG.
Enjoy the beauty of Maui living at Kapalua Bay Villa 33B3, a spacious top-floor, bridge-level townhouse-style villa in the highly desirable Kapalua Bay Villas community. Ideally situated to capture beautiful Pacific Ocean views from every room, this inviting two-bedroom residence offers a wonderful blend of privacy, comfort, and the relaxed elegance of Kapalua living. The villa features an appealing combination of island-inspired style and comfortable living spaces. The generously sized primary suite serves as a peaceful retreat, featuring a king bed and spa-inspired ensuite bathroom with a Jacuzzi tub. Thoughtfully separated from the primary suite, the spacious guest bedroom offers two queen beds, providing excellent privacy and comfortable accommodations for family and friends. The open living and dining area, well-appointed kitchen, and central air conditioning complete this desirable floor plan. The gated Kapalua Bay Villas community is surrounded by lush tropical landscaping and features three beautifully maintained swimming pools with ocean views, tennis courts, and scenic walking paths. Just moments away are the beautiful beaches of Kapalua Bay, Oneloa, and Napili, along with the spectacular Kapalua Coastal Trail. Enjoy the many amenities of Kapalua Resort, including championship golf, exceptional dining, world-class snorkeling, and some of Maui's most breathtaking coastal scenery. Whether enjoying morning coffee with a view of the Pacific, exploring nearby beaches, or taking in Maui's unforgettable sunsets, Kapalua Bay Villa 33B3 offers a wonderful opportunity to own a beautiful ocean-view condominium in one of West Maui's most sought-after resort communities.

500 Bay Dr Unit 33B3-4, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

2040 2040 Kauhikoa Road Rd, Haiku
$2,350,000
16 Beds ⋅ 10 Baths ⋅ 411313 MLS ⋅ Fee Simple Tenure
For additional info see Duplicate listing: Residential MLS #411312. Country living at its finest on 2 acres in Upcountry Maui, with sweeping views across green pastures and Giggle Hill all the way to the ocean and Kahului Bay. The main home features high ceilings, wraparound windows, skylights, and a lovely deck where you can take in the tranquil views. It's currently configured as separate upstairs and downstairs units, but it easily converts back to a single residence with a spacious primary suite and a second bedroom upstairs. The downstairs has a brand-new kitchen, and there's even an elevator to the deck.Two additional homes, each with its own character and charm, have new roofs and new septic systems. Most of the kitchens on the property have been renovated. The houses and garage are currently split into 8 units of which 7 bring in $12,500 a month in rental income. The grounds are a gardener's delight: about 10 avocado trees, several banana patches, lemon and lime trees, and abundant hibiscus and boganvilla, with tenants currently growing vegetables and herbs. Cooling trade winds in summer and plentiful rainfall keep the land lush. There's no irrigation system, and the water bill runs about $160 a month. An easy 6 minutes to Makawao or Haiku and just 10 minutes to Hookipa. It's an excellent income opportunity, with flexibility for a family compound or multigenerational living. Showings:  Two units are shown at the first showing; all units at a second showing with 48 hours' notice. Buyers to do their due diligence as regards property, permits and use. Contact your favorite REALTOR®.

2040 2040 Kauhikoa Road Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ka.

2040 Kauhikoa Rd, Haiku
$2,350,000
5 Beds ⋅ 4 Baths ⋅ 411312 MLS ⋅ Fee Simple Tenure
For more information, see the duplicate listing at Multi Dwelling listing MLS #411313. Country living at its finest on 2 acres in Upcountry Maui, with sweeping views across green pastures and Giggle Hill and beyond to the ocean and Kahului Bay. The main home features high ceilings, wraparound windows, skylights, and a lovely deck where you can take in the tranquil views. Two additional homes, each with its own character and charm, also offer lovely views and have new roofs and new septic systems. Most of the kitchens on the property have been renovated. The houses and garage are currently set up as follows: Main House: a 3bed/2bath, 2/1 and 0/1. Garage: 2/1. Unit A (middle house): 3/1 and 2/1. Unit B (lower house): 3/2 and 1/1. A total of 8 units of which 7 bring in $12,500 a month in rental income. The grounds are a gardener's delight: about 10 avocado trees, several banana patches, lemon and lime trees, and abundant hibiscus and boganvilla, with tenants currently growing vegetables and herbs. Cooling trade winds in summer and plentiful rainfall keep the land lush. There's no irrigation system, and the water bill runs about $160 a month. An easy 6 minutes to Makawao or Haiku and just 10 minutes to Hookipa. Move into the main house and have the tenants and income already in place. Most tenants are on a Month toMonth lease. Or the property offers flexibility for a family compound or multigenerational living. Showings:  Two units are shown at the first showing; all units at a second showing with 48 hours' notice. Buyers to do their due diligence as regards property permits and use. Contact your favorite REALTOR®.

2040 Kauhikoa Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ka.

2747 S Kihei Rd Unit A-201, Kihei
$395,000
1 Beds ⋅ 1 Baths ⋅ 411302 MLS ⋅ Fee Simple Tenure ⋅ Kihei Shores BLDG.
Across the street from Kamaole Beach Park III! Kihei Shores A201 is a renovated, beautifully-maintained one-bedroom corner unit in Building A: 597 square feet, fee simple. It is upgraded, clean, move-in ready, and has a view of the water from the lanai. A nicely furnished corner unit in this condition at this price is a rare opportunity, and this unit is move-in ready. The major systems have been addressed. Fujitsu split-system air conditioning with two air handlers, serviced every six months and most recently in October 2026. New water heater, February 2026. The complex’s 2026 owner critical-systems check is complete for A-201, with the piping updated and the documentation on file in the manager’s office. Remodeled in 2016 and 2019 and updated since: new luxury vinyl plank flooring, new window coverings, stainless steel appliances with a double-oven range, granite counters, alder cabinets with under-cabinet lighting, a built-in office desk and additional built-ins in the bedroom. Full-size stacked washer and dryer and ample closet space. Additional features: high-speed fiber internet included in the maintenance fee (electric is separate), one assigned parking stall (#76) plus unassigned parking, a lockable owner’s closet with two wall mounted safes inside, and even a hose bib at the kitchen sink for watering the lanai. Closing is flexible: immediate possession or a February close. A201 works perfectly as a long-term rental, or a primary or second Maui home. Kihei Shores is one of South Kihei’s most established residential communities: 217 units in ten low-rise buildings on roughly seven landscaped acres, set well back from South Kihei Road, with an on-site manager, a pool, hot tub and BBQ area, surfboard storage, and Wailea minutes away. Zoned A-2.

2747 S Kihei Rd Unit A-201, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

229 Kuli Puu St, Kihei
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 411300 MLS ⋅ Fee Simple Tenure
LOCATION, LOCATION, LOCATION! Welcome to 229 Kuli Puu Street, a beautifully maintained single-level home in the desirable Ke Ali?i Kai neighborhood of South Kihei. Ideally situated just a short stroll from Kamali?i Elementary School and Kamaole Beach Park I, this property offers an exceptional location, with shopping, dining, and other everyday conveniences also within walking distance. Offering 3 bedrooms, 2 bathrooms, and 1,697 square feet of interior living space on a generous 6,737-square-foot lot, this inviting residence combines comfortable island living with an outstanding location. Pride of ownership is evident throughout this thoughtfully maintained home, featuring a practical single-story floor plan with welcoming living spaces and an easy connection to the outdoors. Outside, the spacious yard features mature tropical landscaping, including mango and citrus trees, creating a lush, private setting for relaxation and entertaining. Enjoy Maui's year-round outdoor lifestyle, whether gardening, gathering with friends, or simply unwinding in your own tropical retreat. Ke Ali?i Kai offers an appealing combination of neighborhood living and exceptional convenience. From morning beach walks and spectacular South Maui sunsets to nearby restaurants, shopping, and the world-class amenities of Wailea, so much of what makes Maui special is close at hand. Beautifully cared for and ideally located, 229 Kuli Puu Street presents a wonderful opportunity to enjoy single-level living in one of South Kihei's most convenient residential neighborhoods. Schedule your private showing today!

229 Kuli Puu St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 43B, Kihei
$1,049,000
1 Beds ⋅ 2 Baths ⋅ 411299 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Welcome to Wailea Ekahi 43B, a beautifully updated ground-floor residence nestled among the lush tropical gardens of one of Wailea's most sought-after beachfront communities. Offering 1 bedroom, 2 full bathrooms, and 885 square feet of interior living space, this inviting condominium combines comfortable island living with the amenities and exceptional lifestyle for which Wailea Ekahi is renowned. Thoughtfully upgraded throughout, the residence features an updated kitchen with attractive cabinetry and countertops, expansive 20-inch tile flooring throughout the unit, and split-system air conditioning in both the living room and bedroom. The spacious bedroom has been expanded to incorporate the former bedroom lanai, providing additional interior living space. Both bathrooms feature upgraded granite countertops. The versatile floor plan is particularly appealing, with a Murphy bed in the living room providing additional sleeping accommodations, complemented by the convenience of a second full bathroom. Whether enjoying the condominium as a personal Maui retreat or accommodating visiting family and friends, this thoughtful arrangement offers flexibility and comfort. Beautiful tropical garden views greet you from the living room, dining area, kitchen, bedroom, and outdoor lanai. Surrounded by mature landscaping and the natural beauty of Wailea Ekahi's expansive grounds, the residence offers an inviting setting for morning coffee, outdoor dining, or simply relaxing in the gentle Maui trade winds. Wailea Ekahi is celebrated for its spacious, beautifully maintained tropical grounds and exceptional resort-style amenities, including four swimming pools, an oceanfront pavilion with barbecue facilities, pickleball and tennis courts, and direct gated access to spectacular Keawakapu Beach. Enjoy swimming, snorkeling, beach walks, and breathtaking sunsets, all within this remarkable beachfront community. Conveniently located near The Shops at Wailea, championship golf courses, world-class resorts, and outstanding dining, Wailea Ekahi offers the very best of South Maui living. Whether you're searching for a personal island getaway, a full-time residence, or a vacation rental opportunity, Wailea Ekahi 43B presents an appealing combination of location, comfort, flexibility, and the relaxed elegance of the Wailea lifestyle. Schedule your private showing and experience it for yourself!

3300 Wailea Alanui Dr Unit 43B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

19 Malukai Ln Unit 4, Kihei
$14,750,000
4 Beds ⋅ 5 Baths ⋅ 411295 MLS ⋅ Fee Simple Tenure
Step into a world of refined elegance and beachfront luxury in Maluhia at Wailea—a sanctuary within Wailea’s most exclusive beachfront enclave. Tucked behind the gates of this community of just 14 bespoke estates, this 4,800+ sq. ft. home is a fusion of contemporary sophistication and the raw, natural beauty of Hawaii. There are four exquisite bedrooms, including a lavish primary suite on the second level and additional primary suite on the first level, perfect for multi-generational living or hosting in style. The four full bathrooms can be viewed as curated sanctuaries, adorned with spa-inspired finishes and an ambiance of serenity. The home is being sold furnished and is move-in ready. Beyond its high quality interiors, the home unveils an expansive outdoor haven, with a resort-style pool, private spa retreat, and a lounge area that invites you to indulge in the backdrop of Maui’s legendary sunsets. With direct access to the beach, the crystal-clear waters of Wailea’s shoreline are just steps away, offering a connection to the island’s natural splendor. As a resident of Maluhia at Wailea, you’ll enjoy the private Maluhia Beach Club with a resident manager who lives at the beach club, an oceanfront escape featuring a catering kitchen, wet bar, and private storage for your beach and water activities. Located just moments from golf courses, five-star dining, and high-end designer boutiques and shops, this property embodies a balance of tranquility and quality.

19 Malukai Ln Unit 4, Kihei

Listing courtesy of Hawaii Life (W).

3377 E Lani Ikena Way, Kihei
$4,295,000
4 Beds ⋅ 5 Baths ⋅ 411289 MLS ⋅ Fee Simple Tenure
Intentionally Designed. Exceptionally Crafted. Distinctively Wailea. Introducing an extraordinary custom residence in the coveted Wailea Pualani neighborhood, where thoughtful architecture, exquisite craftsmanship, and an uncompromising attention to detail come together in a home of remarkable distinction. Built in 2021 by renowned local builder Artistic Builders, this meticulously maintained 3,513-square-foot luxury home is offered for the first time, presenting a rare opportunity to experience newer construction in one of South Maui's most desirable communities. Conceived as a personal sanctuary rather than a speculative build, every element was carefully considered—from the flow of the interiors and the framing of ocean views, to the selection of materials and the seamless connection between indoor and outdoor living. An exceptional interior lot provides privacy, tranquility, and beautiful ocean vistas without the intrusion of road views or traffic noise. Expansive Fleetwood sliding glass doors dissolve the boundaries between indoors and out, creating an effortless transition between sophisticated interiors and Wailea's celebrated outdoor lifestyle. The main-level primary suite is a retreat unto itself, opening directly to the pool and spa. A second primary suite upstairs, complete with a separate exterior entrance and access to the pool below, provides flexibility for family and guests. Four ensuite bedrooms provide beautifully appointed accommodations, complemented by a dedicated office with potential for a fifth bedroom and a separate media room designed for gathering, entertaining, or simply unwinding. Beyond the pool, an expansive, fully usable and level lawn offers something increasingly rare in Wailea: generous, usable green space for recreation, entertaining, or quiet moments outdoors. From the front lanai, year-round sunsets paint the Pacific horizon, while spectacular fireworks displays from the nearby Grand Wailea illuminate the evening sky on special occasions. Throughout the residence, the quality of construction reveals itself in both the extraordinary and the understated. Museum-quality Level 5 wall finishes, handcrafted walnut stair treads, custom walnut-inlaid entry doors, fossilized bamboo flooring, imported designer tile, quartz countertops and backsplashes, and bespoke glass artistry by Makai Glass reflect a level of personalization seldom found in today's market. A gourmet kitchen appointed with premium Sub-Zero and Wolf appliances complements the home's sophisticated functionality. Additional enhancements include a Halo 5 whole-house water filtration system and professionally installed UniFi networking for seamless connectivity. Offered fully furnished with a curated selection of Restoration Hardware and Arteriors pieces, the residence offers a refined yet welcoming expression of contemporary island luxury. More than a collection of exceptional finishes, this Wailea residence embodies the essence of elevated Maui living. A rare opportunity to own a truly custom Wailea residence, created with intention, crafted with quality, and offered with pride for the very first time.

3377 E Lani Ikena Way, Kihei

Listing courtesy of The Agency Maui.

170 Kee Rd, Makawao
$3,200,000
3 Beds ⋅ 2 Baths ⋅ 411288 MLS ⋅ Fee Simple Tenure
Welcome to 170 Kee Road, a beautiful, versatile, and private 4.3-acre estate, nestled on a quiet country road at the fresh elevation of 1,600 feet, just a half mile from Makawao town. With two separate entrances, multiple structures, mature trees, a unique zoning, and a ¾" water meter, the property offers a multitude of possibilities. The paved main entrance ascends to a charming 3-bedroom 2-bath cottage, set against a neighboring pasture. The 2017 custom-built cottage enjoys a leeward lanai, private lawn area, separate electric meter, septic system, and ample parking. The Royal Palm-lined driveway continues past mature fruit trees, two flexible-use structures, and the former tack building with lanai and enclosed garage, to the current main home backing to a private pasture with unobstructed Haleakala views. The mowed and maintained pasture is framed by forest and organic fruit trees with a rain water filled water tank for landscaping. Comfortably separated from the other structures, the quaint 3-bedroom 2-bath home was fully renovated in 2018 and features high ceilings, quartz countertops, owned grid tied PV system and a spacious lanai that overlooks the pasture, small gulch, fruit trees with stunning mountain views. In this special setting, morning songbirds and nene geese are frequently seen and heard overhead. With Buyer's due diligence, some possibilities to explore: building an additional dwelling, CPR, re-creating an equestrian estate, multigenerational living and much more! At idyllic, yet convenient 170 Kee Road, envision and create a unique lifestyle of your own. Please see the plot map locating structures and a list of fruit trees on the property in the MLS Documents.

170 Kee Rd, Makawao

Listing courtesy of REMAX Hawaii Maui.

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