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3275 Kehala Dr Unit 3275 Kehala Drive, Kihei
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 410912 MLS ⋅ Fee Simple Tenure
Nestled in the highly coveted Maui Meadows neighborhood, 3275 Kehala Drive delivers breathtaking, panoramic ocean views from every single lanai. The main residence boasts a light, airy open-concept floor plan, anchored by a recently remodeled gourmet kitchen. Chefs will love the premium stainless steel gas stove, high-end appliances (including a dedicated ice machine), and striking Labradorite countertops imported directly from Madagascar. The flexible four-bedroom layout features an upstairs primary suite, a private downstairs mother-in-law suite, two additional versatile bedrooms, and a laundry room. Outside, the low-maintenance backyard serves as an island oasis, including a barbecue, storage shed, and a mature, fruit-bearing mango tree. Offering excellent rental income potential, the property includes a detached 1-bedroom, 1-bathroom Ohana unit. Enjoy ultimate peace of mind with a home that has been freshly painted and tented (2026).

3275 Kehala Dr Unit 3275 Kehala Drive, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

659 Kupulau Dr, Kihei
$1,150,000
410863 MLS ⋅ Fee Simple Tenure
There are places that are beautiful, and then there are places where something rare happens every single day. From this half-acre on the slopes of Haleakala, the setting sun travels along an immense Pacific horizon every evening of the year. — Set on approximately 24,433 square feet, this elevated property overlooks South Maui and coastline below — across the Pacific to Kaho'olawe, Molokini, Lana'i and Moloka'i, with the West Maui Mountains completing the panorama. This South Maui view is found nowhere else in Hawai'i—and even within Maui Meadows, very few properties capture it this completely. — From winter solstice to summer solstice and back again, the sunset moves daily along that horizon, changing the light across the ocean, islands and mountains with the seasons. At night, the moon appears. — Trade winds move through the property and evenings cool. Open and yet private on the hillside, it is a setting for an artful, inspired home, only minutes from the beaches, restaurants and life of Wailea / Makena and South Maui. — A 3/4" county water meter is already in place, with possibilities for a main residence and additional ohana dwellings, subject to applicable approvals. — Nature is its greatest asset, and it cannot be constructed. Here, Maui’s extraordinary beauty isn’t an occasional experience. It happens every day.

659 Kupulau Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

818 Kumulani Dr, Kihei
$1,999,000
2 Beds ⋅ 3 Baths ⋅ 410821 MLS ⋅ Fee Simple Tenure
Experience the Maui Meadows lifestyle where space, privacy, and relaxed island living come together in one of South Maui’s most desirable residential neighborhoods. Set on a generously sized lot in an exceptionally quiet setting, this unique property offers the flexibility to create a private Maui residence with potential rental income or an inviting multi-generational family compound with room for everyone to enjoy their own space. This residence features a distinctive brick exterior and tile roof, a combination that not only adds character but also helps keep the interior naturally cooler in Maui’s warm tropical climate. Two split-system air conditioners provide additional year-round comfort, while the home’s flexible layout lends itself beautifully to everyday island living. Adding even more versatility is the detached ohana, remodeled in 2021 with a new roof and water heater. The separation between the main residence and ohana creates wonderful possibilities for extended family, guests, a home office, additional private living space or rental income. Outside, the expansive grounds and outdoor living areas invite you to embrace the lifestyle Maui is famous for—morning coffee in the fresh island air, relaxed afternoons at home, and evenings spent outdoors under the Maui sky. The large fully fenced lot provides a sense of openness and privacy that can be increasingly difficult to find in South Maui. Maui Meadows is prized for its peaceful residential atmosphere, larger properties, and proximity to the best of South Maui. This private Estate is just minutes from world-famous beaches, Wailea and Kihei restaurants, shopping, championship golf courses, resorts, and countless opportunities to enjoy the ocean and outdoors. Whether you envision a private island retreat or a multi-generational Maui home with space to gather and room to spread out, this home offers a rare combination of location, flexibility, privacy, and the laid-back lifestyle that makes Maui Meadows so special.

818 Kumulani Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

3375 Kuaua Pl, Kihei
$2,389,000
4 Beds ⋅ 3 Baths ⋅ 410769 MLS ⋅ Fee Simple Tenure
Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place in Maui Meadows. This unique property features a nicely refreshed 1,900 square foot main home designed for seamless indoor outdoor island living, alongside a separate detached 676 square foot cottage situated on low maintenance grounds. The main residence offers a flexible 4 bedroom, 3 bathroom layout with exposed beamed ceilings, an open and airy living area, and private lanais on both levels that invite year round sunsets and whale watching. Steps away, the charming 1 bedroom, 1 bath cottage has its own open beamed ceilings and private lanai, making it perfect for guests or rental income. Both dwellings feature split air conditioning. Additionally, the main home features an owned photovoltaic system. Located just minutes from Wailea’s world class beaches, resorts, shopping, and golf, this property offers the absolute best of South Maui living.

3375 Kuaua Pl, Kihei

Listing courtesy of Compass-W.

769 Kumulani Dr, Kihei
$1,296,000
410354 MLS ⋅ Fee Simple Tenure
Perched along the coveted uppermost street in the highly desirable Maui Meadows neighborhood, this exceptional homesite presents a rare opportunity to create a custom estate in one of South Maui's most sought-after communities. Among the few remaining vacant homesites in this premier location, it offers an exceptional blend of privacy, space, and natural beauty. Situated on the ocean side of the street, the property enjoys panoramic ocean views free from overhead power lines. Haleakala provides a scenic mountain backdrop, while cooling tradewinds and spectacular sunsets create an unforgettable island setting. The property is also served by an existing County water meter, providing an important advantage for future development. With no CCR restrictions and not part of a CPR, this exceptional parcel offers the freedom and flexibility to design and build the custom residence you've always envisioned. Just minutes from Wailea's world-renowned beaches, championship golf courses, fine dining, and luxury resorts, this is a rare opportunity to own one of the few remaining premier homesites in Maui Meadows. Build without compromise. Live without limits.

769 Kumulani Dr, Kihei

Listing courtesy of The Agency Maui.

3435 Hookipa Pl Unit B, Kihei
$2,150,000
5 Beds ⋅ 4 Baths ⋅ 410070 MLS ⋅ Fee Simple Tenure
Experience breathtaking panoramic ocean views from this stunning unit B of a 3 units CPR, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with soaring vaulted ceilings, creates a bright, spacious ambiance that's ideal for relaxing or entertaining, connecting the kitchen to the dining and living areas, which flow seamlessly to the private wrap-around lanai. With 5 bedrooms and 4 bathrooms, there's ample space for guests and a home office. The flexible layout includes the possibility of a split unit downstairs, which could be accessible via an interior staircase or a separate outside entrance, perfect for multi-generational living, guest quarters, or long-term rental potential. Don't miss your chance to own this exceptional property that combines luxury, versatility, and spectacular views! This beautiful home is perched at the top of the prestigious Maui Meadows neighborhood, just minutes from the beach, world-class restaurants, golf courses, and everything that South Maui has to offer. This is a Residential CPR.

3435 Hookipa Pl Unit B, Kihei

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

700 Kupulau Dr Unit Unit B, Kihei
$625,000
408960 MLS ⋅ Fee Simple Tenure
Great large corner lot! Unit B of a 3 unit CPR is accessed from Keha Drive and consists of 8,396 square feet. Choose to build a single story 840 square foot home or like in the sample rendering, build a 2 story home with a 2 car garage underneath to capture the current ocean views. With high prices of older homes that need vast amounts of renovating, it makes sense to build a new home on this spacious level lot. A new shared septic system has been newly installed for your construction convenience.

700 Kupulau Dr Unit Unit B, Kihei

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

700 Kupulau Dr Unit Unit C, Kihei
$595,000
408961 MLS ⋅ Fee Simple Tenure
An affordable way to build in Maui Meadows! With access from Kupulau Drive, Unit C offers one a great opportunity to design and build your 840 square foot home with a 2 car enclosed garage along with covered and uncovered lanai’s. Unit C consists of 7,377 square feet of land and is part of a three unit CPR. Unit C is regulated to a single story house and a two car garage. A new shared septic system has been newly installed for your ease of building.

700 Kupulau Dr Unit Unit C, Kihei

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

700 Kupulau Dr Unit Unit A, Kihei
$675,000
408923 MLS ⋅ Fee Simple Tenure
Build your dream home in the tranquil oasis of Maui Meadows. This desirable lot allows for a main dwelling and two car garage with convenient access from Keha Drive. Design your custom home to capture beautiful ocean views from a future second story. Maui Meadows is one of South Maui’s sought-after neighborhoods, loved for its peaceful setting on the gentle lower slopes of Haleakala and it’s slightly cooler temperatures. This spacious and private 13,314 square foot Unit A, is part on a 3 unit CPR. Enjoy the perfect balance of privacy and convenience just minutes from the white sandy beaches, world-class resorts, and premier shopping and dining of Kihei and Wailea.

700 Kupulau Dr Unit Unit A, Kihei

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

3267 Akala Dr Unit A, Kihei
$799,000
408631 MLS ⋅ Fee Simple Tenure
Discover a rare and captivating opportunity to own a piece of paradise in Maui Meadows. This expansive lot presents an unrivaled canvas for your dream home, boasting views of both the Pacific Ocean and the imposing Haleakala Mountain. From this vantage point, you’ll enjoy sunsets and the tranquil beauty of Maui. The property spans over 12,000 square feet, allowing ample space for designing a custom residence tailored to your desires. Its gently sloping terrain is ideal for a multi-level home, offering natural elevation to enhance the dramatic vistas and create an inviting living space. Sunlight bathes the lot throughout the day, making it an excellent candidate for sustainable energy solutions like solar panels and providing abundant natural light for your future home. Situated just a short drive from Wailea, the lot offers easy access to world-class resorts, upscale dining, and premier shopping experiences. The pristine beaches of Wailea and Makena are within reach, allowing you to enjoy Maui’s renowned sun, sand, and surf with effortless convenience. Maui Meadows is one of Maui’s most sought-after neighborhoods. With its prime location, this lot is the perfect setting for a luxurious and serene lifestyle. This property is a Residential CPR and includes 12415 square feet of land. This is lot A and is the primary lot of the CPR

3267 Akala Dr Unit A, Kihei

Listing courtesy of Hawaii Life (W).

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