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$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.

$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.

$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.

$3,200,000
5 Beds ⋅ 4 Baths ⋅ 410070 MLS ⋅ Fee Simple Tenure
NOW AVAILABLE AS A UNIQUE OPPORTUNITY: Three beautifully positioned CPR units with more than 26,300 sq ft of combined land—offering generous space, flexible options, and lasting value for years to come. Experience breathtaking panoramic ocean views from this stunning Unit B of a 3 unit 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. Included, we are offering Unit A (TMK 2-2-1-018-085-0001) and Unit C (TMK 2-2-1-018-085-0003) for added value. Unit A an allocation for a 720 sq ft cottage on approximately 11,369 sq ft of land. The current zoning for unit C (6,000+ sq ft) allows an 840 sq ft ADU on the back side of the main house, offering a great opportunity to add value to this beautiful property (see attached preliminary site plans). 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 A - B - C, Kihei

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

$949,000
409599 MLS ⋅ Fee Simple Tenure
Grandiose views within one of South Maui's most coveted neighborhoods. This spacious 25,744 sq. ft. lot in sought-after Maui Meadows offers a truly rare chance to design and build your custom island retreat from the ground up! The canvas is clean, complete with building locations, septic, and ready for your vision. Maui Meadows is renowned for its large lots, cool upcountry breezes, and stunning ocean and mountain views — and this parcel delivers on all counts. Tucked on quiet Malina Place, you're just minutes from the world-class dining, shopping, and white-sand beaches of Kihei and Wailea, including Keawakapu, Ulua, and Maluaka beaches. Whether you're envisioning a luxurious single-family estate, a multi-generational compound, or an investment property, the generous lot size gives you the space and flexibility to make it happen. Surrounded by high-quality homes in one of South Maui's premier residential communities, this is the kind of opportunity that rarely comes to market. Come build something extraordinary.

3467 Malina Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$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).

$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).

$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).

$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).

$2,549,000
3 Beds ⋅ 3 Baths ⋅ 407284 MLS ⋅ Fee Simple Tenure
Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the third bedroom upstairs. Recently reimagined, the home has undergone extensive renovations to seamlessly combine classic Spanish architectural elements such as 2' x 4' porcelain tiles and custom Moroccan pendant in kitchen with modern-day amenities.The iconic Spanish tile roof enhances the property’s curb appeal, while the grand entry and courtyard create a stately ambiance, welcoming you to your private sanctuary. Every detail has been thoughtfully upgraded in recent years, from high-end finishes such as European Oak wood floors, Hoppe windows and doors, Thermador appliances, to state-of-the-art systems such as Mitsubishi Air Conditioning and Luxe garage doors, ensuring a home that is both stylish and functional. The expansive outdoor living spaces include a large swimming pool, an inviting pool deck, and a covered lanai—perfect for entertaining or enjoying Maui’s year-round tropical climate. The property’s elevated position at the end of a quiet cul-de-sac provides unparalleled privacy and seclusion, free from through traffic. Inside, new air conditioning systems, premium finishes, and refined touches elevate the living experience. The oversized upper deck is a true showstopper, offering breathtaking ocean views, daily sunsets over the outer islands, and seasonal whale-watching opportunities. This estate is move-in ready and waiting to welcome its next discerning homeowner to indulge in tranquility, beauty, and exclusivity with proximity to Wailea and Makena's best beaches and resorts.

3291 Waileia Pl, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.