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99 Walaka St Unit 16, Kihei
$625,000
1 Beds ⋅ 1 Baths ⋅ 409484 MLS ⋅ Fee Simple Tenure ⋅ Koa Kai BLDG.
Koa Kai 16 is a delightful one-bedroom, one-bath condo with a bonus loft, located in sunny South Kihei. Completely updated in 2024, this bright top floor unit features a remodeled kitchen with new stainless steel appliances and new updated cabinetry, plus the convenience of an in-unit washer/dryer along with an 18,000 BTU split duct air conditioner system. The covered lanai is perfect for chillin while enjoying lush tropical foliage, ocean views, and vibrant Maui sunsets. Koa Kai is a quiet, boutique-style complex with just 18 units... Amenities include a pool, spa, assigned parking, and it is pet-friendly. Located at the end of a no-thru-traffic street, the complex offers a peaceful setting while remaining close to everything — including Cove Park, Charley Young Beach, Kalama Park, restaurants, food trucks at South Maui Gardens and local shops. A special highlight is the 170 sq ft loft with rough-in plumbing, offering excellent potential for a second bathroom, guest suite, or flexible living space. Best of all, Koa Kai allows nightly rentals, making this an ideal choice for both personal enjoyment and investment. This charming condo comes fully furnished and turn key and provides everything you need in one of South Maui’s most desirable locations.

99 Walaka St Unit 16, Kihei

Listing courtesy of Compass-W.

1032 S Kihei Rd Unit A513, Kihei
$699,000
1 Beds ⋅ 2 Baths ⋅ 409475 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
TOP FLOOR OCEANVIEW AT MAUI SUNSET. No special assessment. If you're looking for a Best Maui deal... Maui Sunset A513 is a beautifully updated 1 Bedroom 2 Bathroom top floor unit in one of South Maui’s premier oceanfront communities. Set on 5.5 acres of lush beachfront, this turn-key unit offers ocean views. Upgrades include NEW 2026 pipes, new a/c unit and a futon sofa bed in the living room (2025). Concrete construction provides added privacy and reduced noise, while the top-floor location captures great light and tradewind breezes. Resort style amenities include a Heated oceanfront Pool, Spa, Sauna, Fitness center, BBQ areas, Putting green and expansive manicured grounds. Adjacent to Waipuilani Park with tennis and pickleball courts and minutes to shopping and dining. Currently used as a short-term rental offering flexibility as an investment, second home or primary! Rare top-floor opportunity in a highly desirable Kihei oceanfront community. Call your favorite Realtor to schedule a showing today. The buyer(s) are aware that this condominium complex is in A1 or A2 zoning which may be affected by Maui County's future ordinance to discontinue the allowance of short term rentals. Buyer(s) should do their own due diligence on the future use of this property, Buyer(s) understand that there is no guarantee of future rental income. A short term rental is defined as a domicile rented out for less than 180 days.

1032 S Kihei Rd Unit A513, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

3450 Malina Pl, Kihei
$2,499,000
3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure
Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

100 Poailani Pl Unit 29, Kihei
$2,550,000
4 Beds ⋅ 4 Baths ⋅ 409467 MLS ⋅ Fee Simple Tenure ⋅ Kanani Wailea BLDG.
Also listed as Residential MLS# 409490. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities.

100 Poailani Pl Unit 29, Kihei

Listing courtesy of McEntire Realty.

3950 Kalai Waa St Unit U202, Kihei
$999,500
2 Beds ⋅ 2 Baths ⋅ 409449 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Best Value in Wailea! Come fall in love with this beautifully remodeled Wailea Fairway Villas second floor unit. Attention to detail is evident throughout from the abundance of recessed LED lighting to the built-in closet organizers in each bedroom, the 3 split A/C system, built-in storage cabinets, and even a Pulse Showerspa shower system. Freshly painted with a warm and inviting color palette which creates a comfortable and relaxed feel. You will love sitting outside on the private lanai surrounded by lush tropical foliage. A rare added bonus is the insulated attic which provides an abundance of storage. This is an amazing opportunity to own in a quiet Wailea complex with fantastic amenities, close to world famous beaches and shopping. Unit comes tastefully furnished and turnkey. Call your favorite realtor today.

3950 Kalai Waa St Unit U202, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-W.

4000 Wailea Alanui Dr Unit 802 & 804, Kihei
$8,740,000
5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers 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, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. 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 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

320 Ohukai St Unit Unit 404, Kihei
$420,000
409445 MLS ⋅ Fee Simple Tenure
PRIME RETAIL LOCATION! Kihei Commercial Plaza Unit 404 offers an exceptional opportunity to own commercial space in South Maui. This flexible ground-floor condo features approximately 1,036 square feet of open-span interior, ideal for a wide range of potential uses including showroom, studio, office, or service-based business. The unit showcases a clean, full-glass storefront providing excellent natural light and strong visual presence, along with a private restroom, faux-wood flooring, and high ceilings. Located within Kihei’s light industrial corridor, this well-maintained complex offers convenient access to Piilani Highway and a central location serving South Maui, Kahului, and Upcountry. Schedule your private showing today.

320 Ohukai St Unit Unit 404, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2531 S Kihei Rd Unit D507, Kihei
$775,000
1 Beds ⋅ 1 Baths ⋅ 409420 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG.
Big Ocean View and Hotel Zoning. Welcome to Kihei Akahi D507 where sunsets are daily occurrences. Here you will find tranquility and stunning views in this well maintained condo in the highly sought after D Building of Kihei Akahi. This unit is hotel zoned and fully furnished with island decor with an in unit washer and Dryer. Located on the fifth floor, the Lanai has ocean views second to none. The complex features great resort amenities including two swimming pools, barbecue area and tennis courts. Just across the street from Kihei's Kamaole ll beach, this convenient location is just a short distance away from shopping, restaurants, and some of Maui's most enjoyed Golf Courses. This is an opportunity to own a condo in one of on Maui's best hotel zoned developments.

2531 S Kihei Rd Unit D507, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

124 Hokai Pl Unit #20, Kihei
$858,000
409412 MLS ⋅ Fee Simple Tenure
Now is your opportunity to build your custom dream home in one of South Kihei’s most desirable neighborhoods—Kilohana Hema. This exceptional homesite is ideally situated adjacent to Wailea and just a short stroll from the golden sands of Keawakapu Beach. Spanning approximately 7,893 square feet, this prime lot is part of an exclusive enclave of just 23 single-family homes, offering both privacy and a true sense of community. Potential ocean view from the second floor. Kilohana Hema is known for its peaceful setting, while still providing convenient access to the world-class beaches, dining, shopping, and golf of Wailea and Kihei. Enjoy the best of island living in a location that combines luxury, tranquility, and value. With its close proximity to the renowned Wailea Resort area, this neighborhood is a top choice for both primary and secondary homeowners seeking an upscale lifestyle—without the premium price tag.

124 Hokai Pl Unit #20, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

17 Maluaka Pl Unit Unit 5, Kihei
$9,950,000
409403 MLS ⋅ Fee Simple Tenure
17 Maluaka within the prestigious, gated Maluaka enclave represents a rare and compelling opportunity to create a legacy estate in one of Makena’s most revered coastal neighborhoods. Encompassing approximately three-quarters of an acre, this exceptional property is ideally perched to capture sweeping ocean view corridors, offering a breathtaking backdrop for a world-class architectural masterpiece. As the largest lot in Maluaka, it offers a rare combination of scale, privacy, and design potential seldom found in Makena. Defined by privacy and exclusivity, Maluaka offers a serene, low-density setting where luxury and tranquility coexist. Behind the gates, a sense of seclusion prevails—yet it is just moments away from championship golf, unspoiled beaches, and the finest dining and shopping experiences of South Maui. Here, the rhythm of island living is elevated, where every sunset, ocean breeze, and whale breach become part of everyday life. This is more than a vacant lot in an exclusive neighborhood, it is an invitation to design and build a residence that reflects the very best of Maui’s luxury lifestyle in an address defined by rarity, privacy, and distinction. This is a residential CPR listing, please contact your favorite Realtor for more details.

17 Maluaka Pl Unit Unit 5, Kihei

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

4000 Wailea Alanui Dr Unit 2101, Kihei
$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..

3300 Wailea Alanui Dr Unit 25C, Kihei
$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.

2695 S Kihei Rd Unit 9-209, Kihei
$690,000
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.

679 S Kihei Rd Unit C204, Kihei
$475,000
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.

4520 Makena Alanui Dr, Kihei
$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).

1002 S Kihei Rd Unit 314, Kihei
$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. Fees include Water, Sewer, Trash, Wifi, Grounds, Exterior Building and Building Insurance. 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.

2450 S Kihei Rd Unit 301, Kihei
$949,000
2 Beds ⋅ 2 Baths ⋅ 409289 MLS ⋅ Leasehold Tenure ⋅ Kamaole Nalu BLDG.
Experience oceanfront living in South Kihei at Kamaole Nalu 301, a beautifully positioned 2-bedroom, 2-bath condo offering stunning ocean views and an unbeatable beachfront location. Situated on the third floor of this intimate six-story oceanfront complex, the unit features an open living and dining area that flows seamlessly to a private lanai where you can enjoy views of the Pacific, spectacular sunsets, and seasonal whale watching. The spacious floor plan comfortably accommodates guests with a King in the primary suite, twin beds in the guest bedroom, and a sleeper sofa in the living area. The fully equipped kitchen makes it easy to prepare meals at home, while large windows and sliding doors invite in the natural light and refreshing trade winds. Kamaole Nalu is ideally located directly between Kamaole Beach Park I and II, offering immediate access to some of South Maui's best swimming, snorkeling, and sandy beaches. Resort amenities include an oceanfront pool, BBQ area, elevator access, and convenient parking. Just across the street you'll find Kihei's vibrant beach lifestyle with restaurants, shops, and a local grocery store. Whether you're looking for a personal Maui retreat or a strong vacation rental opportunity, this ocean-view condo offers the perfect blend of location, comfort, and island living. This is a leasehold property.

2450 S Kihei Rd Unit 301, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

3386 E Lani Ikena Way, Kihei
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure
Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities.

3386 E Lani Ikena Way, Kihei

Listing courtesy of Compass-W.

3330 Kehala Dr, Kihei
$1,299,000
1 Beds ⋅ 1 Baths ⋅ 409238 MLS ⋅ Fee Simple Tenure
3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate. The existing cottage is tucked away in a quiet and private location, providing comfortable living while you plan your vision. There is ample room to expand by building a main home all while capturing enchanting ocean and outer island views. The expansive grounds offer plenty of space for a pool, outdoor entertaining areas, gardens, or just about anything else you could imagine, allowing you to design a true Maui lifestyle compound. Whether you’re a first time home buyer looking to get into Maui Meadows or a general contractor seeking your next project, the upside and flexibility here are undeniable. Close proximity to the Wailea resort offers multiple amenities nearby. This is a special opportunity to create, customize, and unlock long term value in one of South Maui’s most sought after communities.

3330 Kehala Dr, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

505 Hoohalahala St, Kihei
$1,999,000
3 Beds ⋅ 2 Baths ⋅ 409237 MLS ⋅ Fee Simple Tenure
Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property, reflecting the seller’s pride of ownership and years of thoughtful care. Situated on one of the larger lots in Maui Meadows, this property has been owned and cared for by the seller for decades. Ample parking accommodates multiple vehicles and there's an abundance of storage space for equipment. Perfect for a general contractor or those needing space to operate and thrive. Large pool with spacious adjacent shade cabana creates the ideal super private setting for outdoor entertaining or relaxing. The detached ohana is well separated from the main residence, offering excellent flexibility for guests or extended ohana. Well designed for multi generational living with space and tons of separation. Built in equity opportunity with lots of room to add value. Property is on a septic system eliminating future headaches. Opportunities like this don’t come around often in Maui Meadows.

505 Hoohalahala St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

155 Wailea Ike Pl Unit 10, Kihei
$1,025,000
2 Beds ⋅ 2 Baths ⋅ 409215 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Freshly updated and move-in ready, Grand Champions #10 is a beautifully appointed 2-bedroom, 2-bath top-floor residence in the heart of Wailea. Recently refreshed with new interior paint and carpeting, this fully furnished, turnkey condo features soaring ceilings that enhance the light and spacious feel. The open-concept kitchen, dining and living areas flow to a large private lanai overlooking lush, tropical garden views. The flexible lock-off floor plan provides options for personal use, guests, or rentals. Grand Champions offers two swimming pools, spas and BBQ areas surrounded by beautifully maintained tropical landscaping. Ideally located near Wailea’s world-class beaches, golf, resorts, shopping and dining, Grand Champions #10 is an inviting Maui retreat to enjoy as a full-time residence or home away from home.

155 Wailea Ike Pl Unit 10, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

442 Kenolio Rd Unit A, Kihei
$1,199,000
5 Beds ⋅ 3 Baths ⋅ 409208 MLS ⋅ Fee Simple Tenure
NEWLY EXPANDED 10,687 SF EXCLUSIVE-USE AREA! Just moments from the beach, this North Kihei property offers a rare combination of space, flexibility and privacy. Unit A of Waiakoa Makai features approximately 1,726 SF with a 3BR/2BA upper level plus a separate-entry 2BR/1BA lower level—ideal for extended family, multi-generational living, guests, or flexible use. The recently amended CPR significantly expanded Unit A’s exclusive-use land area to approximately 10,687 SF, creating a larger yard and greater separation from the neighboring unit. Mature trees add shade and privacy, while the garage and usable outdoor space add everyday functionality. Conveniently located near Mai Poina Beach Park with easy access to shopping, dining and Central Maui. With the expanded land area and flexible 5BR/3BA configuration, 442 Kenolio deserves a fresh look. Schedule your private showing today. with existing lease in place. Conveniently located near Mai Poina Beach Park, with easy access to shopping, dining, and central Maui amenities. Photos are from prior to tenant occupancy; updated photos to be added. Contact your Realtor today to schedule a private showing.

442 Kenolio Rd Unit A, Kihei

Listing courtesy of West Maui Land Company Inc.

3550 Wailea Alanui Dr Unit 801 (F2), Kihei
$10,995,000
3 Beds ⋅ 4 Baths ⋅ 409204 MLS ⋅ Fee Simple Tenure ⋅ Andaz Residences BLDG.
Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This spacious 3-bedroom, 4-bathroom villa features a thoughtfully designed floor plan with en-suite baths for each bedroom. Stunning ocean and sunset views from the lanai, great room, kitchen, and primary suite. The light-filled great room showcases custom designer furnishings, floor-to-ceiling windows, and sliding glass doors that invite Maui’s signature ocean breezes. The chef’s kitchen with Miele appliances opens seamlessly to the lanai with outdoor grill and dining area, perfect for indoor-outdoor island living. A well-equipped butler’s pantry includes an additional dishwasher, ice maker, wine refrigerator, and generous storage. Each bedroom suite offers a soaking tub, separate shower, and private water closet. Additional features include a powder bath with walk-in shower, laundry room with Miele washer and dryer, lockable owner closet, electric blackout and sheer shades, Apple TV, and zoned Sonos sound. While the unit was not previously in a vacation rental program it’s eligible to participate, this furnished turnkey villa is ready for personal enjoyment and/or guest stays. Owners enjoy a dedicated poolside cabana and two garage parking spaces, Mokapu Beach and the Wailea Beach Path are just steps away. Pet-friendly complex.

3550 Wailea Alanui Dr Unit 801 (F2), Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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.

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