Refine Search
Map
Sort by
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..

2575 S Kihei Rd Unit H101, Kihei
$598,000
1 Beds ⋅ 2 Baths ⋅ 409442 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG.
Discover the potential of this 1-bedroom, 2-bathroom condotel unit located just across the street from Kamaole Beach Park II. Offered at a new price of $598,000, this unit presents a unique opportunity for a buyer to infuse their own style and vision into a highly desirable South Kihei location. The efficient layout includes a full kitchen, an in-unit washer/dryer, and a private lanai perfect for enjoying Maui’s resort lifestyle. Currently in the Aqua-Aston hotel pool. Bring your design ideas and create your perfect island retreat in one of South Kihei’s most popular complexes.

2575 S Kihei Rd Unit H101, Kihei

Listing courtesy of Engel & Volkers Honolulu.

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.

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..

137 Holomoana Way Unit 4A, Kihei
$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. Owner holds active Hawaii Real Estate License.

137 Holomoana Way Unit 4A, Kihei

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

140 Uwapo Rd Unit 21-202, Kihei
$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.

2881 S Kihei Rd Unit 100, Kihei
$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).

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.

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.

2777 S Kihei Rd Unit G101, Kihei
$799,900
1 Beds ⋅ 2 Baths ⋅ 409278 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Front Row, Ocean Views it does not get much better than this. This one bedroom, two bathroom unit has been upgraded with bamboo cabinet doors, luxury vinyl floors, and split system AC. Close proximity to Kamaole One Beach Park and Keawakapu Beach. Maui Kamaole is a resort style community with two pools, 2 hot tubs, two tennis courts and Kayak and paddle board storage for owners. Call your favorite REALTOR to schedule a private showing today.

2777 S Kihei Rd Unit G101, 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).

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).

2747 S Kihei Rd Unit B-306, Kihei
$490,000
2 Beds ⋅ 2 Baths ⋅ 409175 MLS ⋅ Fee Simple Tenure ⋅ Kihei Shores BLDG.
Top-floor corner unit in the highly sought-after “B” building at Kihei Shores—offering added privacy, excellent airflow, and no units above. This 2-bedroom, 2-bath residence features a bright open feel enhanced by fresh interior paint and new flooring in the main living and bedroom areas. The functional layout includes a spacious living area, private lanai, and AC. Originally upgraded in the mid-2000s with granite countertops, stainless steel appliances, crown molding, and upgraded bath features, the unit presents a solid foundation for a buyer to update to their own style and build equity over time. Two parking stalls are included, along with access to on-site amenities such as a swimming pool, hot tub, BBQ area, picnic spaces, and a convenient car wash station. Ideally located just across the street from Kamaole Beach Park III—one of South Maui’s most popular beaches and parks—this is an exceptional opportunity to own in one of Kihei’s most desirable communities.

2747 S Kihei Rd Unit B-306, Kihei

Listing courtesy of Kokua Realty LLC.

3600 Wailea Alanui Dr Unit 2012, Kihei
$2,950,000
1 Beds ⋅ 2 Baths ⋅ 409117 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale watching from your expansive covered lanai. Thoughtfully designed with high-end finishes, this exquisite retreat features central A/C, stylish tile in the bathrooms, gourmet kitchen with elegant granite countertops, a spacious island, and rich Cherry cabinetry including a paneled refrigerator. The open concept living space is a harmonious blend of comfort and sophistication, offering breathtaking ocean views from your private oasis. Wailea Elua is steps to a scenic oceanfront walking path that places you conveniently to both beachfront and legendary diving and turtle watching point. The complex itself is nestled between the Luxury resorts of Wailea Beach Resort and the Andaz which provides World-Class dining and entertainment experiences. Elevate your lifestyle on property and enjoy Resort-Style amenities such as Pickleball, gym, two pristine swimming pools, including an oceanfront pool and rejuvenating hot tub. Grill down at the expansive entertainment pavilion with barbecues and a fully equipped kitchen. Pool with patio/deck and barbeque area convenient to 2012 as well. This turnkey property is fully furnished, complete with artwork and linens, making it move-in ready for immediate enjoyment or as a top-producing vacation rental. Cherished by its owners and repeat guests for over 28 years, this is a rare opportunity to claim your piece of paradise in one of South Maui's most coveted oceanfront communities. Live the dream-your Maui escape awaits.

3600 Wailea Alanui Dr Unit 2012, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2881 S Kihei Rd Unit 33, Kihei
$750,000
2 Beds ⋅ 2 Baths ⋅ 409109 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
This ground floor 2-bedroom, 2-bath condo checks all the boxes—ocean views, a spacious layout, and one of the best locations in South Kihei. Step out onto your large front lanai (accessible from both the living room and primary bedroom) and take in the tropical setting with a peek of the Pacific—it’s the perfect spot for morning coffee or sunset cocktails. Inside, you’ll find an open, comfortable layout with granite countertops, plenty of space to relax, and a great separation between bedrooms. The second bedroom even has its own private lanai, giving guests or family their own peaceful retreat. Maui Hill is known for its laid-back, resort-style vibe—complete with a large pool, hot tub, tennis courts, putting green, shuffleboard, bocce ball, and everyone’s favorite… mai tai nights with music by the pool ?? You’re perfectly located just across from the Kihei boat ramp and right between Kam III and Keawakapu Beach—ideal for beach days, snorkeling, turtles, and winter whale watching. Whether you’re looking for a personal getaway or a successful vacation rental, this one delivers. Maui Hill is a leasehold property.

2881 S Kihei Rd Unit 33, Kihei

Listing courtesy of Real Broker.

3950 Kalai Waa St Unit Y-202, Kihei
$1,189,000
2 Beds ⋅ 2 Baths ⋅ 409105 MLS ⋅ Fee Simple Tenure ⋅ Wailea Fairway Villas BLDG.
Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and new ceiling fans. Installation of air conditioners in bedrooms and living room (2017). New water heater installed (2021). This is a pet-friendly community featuring a pool, spa, clubhouse, workout area, and built-in barbecue grills. World-class shopping, dining, beaches, and golf are all just a few minutes away. If you’re looking to truly experience the Wailea lifestyle, complete with gorgeous ocean views, this is the home for you!

3950 Kalai Waa St Unit Y-202, Kihei

Listing courtesy of Hawaii Life (W).

2777 S Kihei Rd Unit F103, Kihei
$799,000
1 Beds ⋅ 2 Baths ⋅ 409073 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Large & Unique one bedroom plus a den. There are only 14 in the complex like this one. Nicely remodeled with new kitchen cabinets, granite kitchen counter tops, luxury vinyl floors in the bedroom and den and porcelain tile floors in the hallway, kitchen and dining room. Quiet location, but close proximity to the upper pool & tennis courts. Maui Kamaole offers 2 pools, 2 hot tubs, 2 tennis courts and owners storage for paddle boards and kayaks. The beaches just across the street are stellar white sand beaches and the complex is within 10 minutes of numerous resort golf courses. Do not miss this one, call your favorite REAL TOR to schedule a private showing today.

2777 S Kihei Rd Unit F103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

145 N Kihei Rd Unit 408, Kihei
$734,000
1 Beds ⋅ 1 Baths ⋅ 409071 MLS ⋅ Fee Simple Tenure ⋅ Sugar Beach Resort BLDG.
Imagine waking up to the sound of waves, stepping onto your private lanai, and being greeted by BLUE OCEAN VIEWS. Welcome to SUGAR BEACH RESORT#408, a BEAUTIFUL HOTEL ZONED BEACHFRONT retreat where YOUR MAUI BEACH LIFESTYLE THRIVES. From the moment you enter, you’ll feel an instant sense of tranquility in this TASTEFULLY APPOINTED, FULLY FURNISHED TURNKEY CONDO. Located on one of the LONGEST UNINTERRUPTED SANDY SHORELINES in the State of HAWAI'I, your dream of owning an OCEANFRONT ESCAPE IS NOW HERE. Your private lanai provides the perfect setting to savor sunsets and watch whales play in the Pacific (during season). The open-concept FULL KITCHEN is designed for effortless island living, while the IN-UNIT WASHER/DRYER, along with CENTRAL AIR CONDITIONING ensures comfort and convenience. An additional OUTSIDE STORAGE CLOSET provides extra space for your beach essentials. Sugar Beach Resort offers resort-style amenities, including a OCEANFRONT POOL, SPA, GOLF PUTTING GREEN, and an OCEANSIDE BBQ area. The beautifully landscaped grounds feature a TRANQUIL KOI FISH POND, creating a RELAXING setting. Centrally located in Maui, this property provides quick access to Kahului Airport (approx.15-minute drive). Monthly Condo Assoc. Maintenance fees include utilities—electricity, central air conditioning, water, sewer, trash, cable TV, internet, and more (ask for details) This is more than just a condo—it’s a lifestyle. The sand, the sunsets, and the serenity are waiting for you. SUGAR BEACH RESORT UNIT 408 ~ Make it yours—schedule your private showing today.

145 N Kihei Rd Unit 408, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

2960 S Kihei Rd Unit 615, Kihei
$1,749,000
2 Beds ⋅ 2 Baths ⋅ 409063 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Mana Kai magic! Peace and privacy are the hallmarks of this fabulous east-end unit with incredible Ocean, Keawakapu Beach, outer island (Molokini and Kahoolawe), and Upcountry views, with Pu’u Ola’i standing proudly to the south and majestic Haleakala to the east. This 2 bedroom, 2 bath gem in this HOTEL ZONED resort is ideally located to be convenient to everything South Kihei and the Wailea Resort have to offer. This beautifully updated unit covers all the bases - 2 split system AC units, tiled entry and kitchen, where you’ll find quartz countertops, honey colored cabinetry, Frigidaire and Whirlpool appliances, and a striking mosaic tile backsplash! Your living area and main bedroom are carpeted for comfort and offer spectacular views and access to the perfect lanai space with tile floors and those once in a lifetime views. The primary bath has been remodeled and updated with handsome quartz and tile, plus plenty of storage in more cabinets with frosted pocket door privacy. The bedroom offers king-sized bed luxury and more pocket doors for privacy. This unit has clever updates that maximize space and utility. The second bedroom is a true lock off within the unit for versatility, and features another king bed and a wonderfully updated full bath with a beautiful tile shower and quartz to welcome your family and guests. There is also an extra storage closet just outside the front door. The Mana Kai facilities are amazing, with a beautiful ocean view/beachfront pool, BBQ area, fully equipped gym, business center, 808 General Store, kayak rentals, PLUS a well known and highly regarded restauranteur is in the process of adding a new on-site restaurant! Be right where you want to be - walk the incredible Keawakapu Beach at sunrise and sunset, visit any of the nearby shopping and restaurants anytime, either a short stroll or short drive away throughout South Maui or the Wailea Resort. Don’t miss this opportunity! Maui is No Ka Oi!

2960 S Kihei Rd Unit 615, Kihei

Listing courtesy of Hawaii Life (W).

1032 S Kihei Rd Unit B-508, Kihei
$1,100,000
2 Beds ⋅ 2 Baths ⋅ 409049 MLS ⋅ Fee Simple Tenure ⋅ Maui Sunset BLDG.
Welcome to Maui Sunset B508, a beautifully remodeled 2-bedroom, 2-bath residence with sweeping ocean views across Maalaea Bay to the West Maui Mountains. From the kitchen, living room, and private lanai, enjoy year-round sunsets, seasonal whale watching, and views of windsurfers gliding across the water. Phenomenal Rental history is uploaded in Assoc. Docs. Maui Sunset is one of South Maui’s most beloved oceanfront communities, set on beautifully manicured grounds with resort-style amenities including a large pool, hot tub, dry sauna, fitness center, putting green, shuffleboard, BBQ areas, and direct beach access. Ideally located in North Kihei, you're minutes from shopping, dining, Wailea, Maalaea Harbor, and the airport. Currently operating in an extremely busy & successful vacation rental program, B508 offers an exceptional opportunity for both personal enjoyment and income potential in one of Maui’s premier beachfront settings. Call to schedule your tour before this one is gone!

1032 S Kihei Rd Unit B-508, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

44 Kanani Rd Unit 2-102, Kihei
$777,000
2 Beds ⋅ 2 Baths ⋅ 409006 MLS ⋅ Fee Simple Tenure ⋅ Hale Kanani BLDG.
In a prime location, this pristine retreat is directly across from The Cove and Charlie Young Beach where you’ll enjoy gentle waves and unforgettable sunsets! Perfectly situated with beaches for miles, it’s just steps to swim, surf, snorkel, and paddleboard - perfect for active lifestyles. Hale Kanani is a meticulously maintained, pet friendly complex, one of the newer communities built in S. Kihei. Near local eateries, vibrant pubs, and just a half mile to recreation options including tennis, volleyball, basketball, and a skate park. It comes fully furnished with thoughtfully updated furniture in the main living area and comfy lanai rockers for a turnkey move in. Luxury touches include engineered wood flooring, stainless kitchen appliances, granite countertops, and an ensuite walk-in closet. The second bedroom serves as an office and guest room with a custom-designed Murphy bed and desk. Both bathrooms were updated with Carrera-look porcelain tile and matching surrounds finish the step-in, ensuite shower. This floor plan features a convenient walk-in pantry storage room next to the kitchen. Owner upgrades include a vent-less washer/dryer, water heater, and a new security screen that lets air flow when central A/C is not needed. Custom window shades open both top-down and bottom-up for more air circulation and privacy. Sliding doors open from the living area and primary bedroom to a spacious, covered lanai with locking storage closet for boards and equipment. Located on the ground floor, you'll appreciate easy access to the saltwater pool, jacuzzi, BBQ area, and outdoors. Live an extraordinary life for an exceptional value - you will love it here!

44 Kanani Rd Unit 2-102, Kihei

Listing courtesy of Maui Realty Connections.

2181 Iliili Rd Unit 202, Kihei
$789,000
2 Beds ⋅ 2 Baths ⋅ 408985 MLS ⋅ Fee Simple Tenure ⋅ Kihei Cove BLDG.
Tucked away on an oceanfront side street between the sandy shores of Charley Young Beach and The Cove, Kihei Cove #202 enjoys an ideal sunny South Kihei location just steps from the water and moments from three of the area’s most popular beaches. Completely remodeled in August 2025, this top-floor 2BD/2BA condo presents a rare opportunity to own a pet-friendly, thoughtfully updated residence with modern finishes and generous storage designed to support an active coastal lifestyle. New tile flooring, tongue-and-groove ceilings, new windows and doors, and a new lanai slider allow natural light and ocean breezes in. The redesigned kitchen features white quartz countertops, custom cabinetry, floating oak shelves, white glass appliances, a vented custom range hood, and brushed gold fixtures. Three brand-new split A/C systems provide year-round comfort, while the covered lanai offers a relaxed outdoor space to unwind after a day at the beach. A rare and valuable highlight is the large private storage unit in the building’s lower level, ideal for surfboards, foils, paddleboards, and all your beach gear. Kihei Cove is a charming, low-density six-unit complex with a pool, assigned parking, visitor parking, and a pet friendly policy. Located close to South Kihei’s restaurants, shops, cafes, and beach parks, this move-in-ready Maui beach condo delivers the ultimate beach lifestyle with surfing, snorkeling, swimming, and sunset walks right outside your door.

2181 Iliili Rd Unit 202, Kihei

Listing courtesy of Compass-W.

2881 S Kihei Rd Unit 93, Kihei
$699,000
2 Beds ⋅ 2 Baths ⋅ 408982 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
Welcome to this cozy 2-bedroom, 2-bath downstairs residence in the highly desirable Maui Hill community. Quietly positioned at the top of the complex, this inviting unit enjoys a peaceful setting with partial ocean views and refreshing island breezes. The spacious covered lanai is perfect for relaxing or entertaining while taking in Maui's year-round tropical weather. Inside, you'll find a comfortable and functional layout ideal for full-time living, a second home, or vacation rental potential. Maui Hill features 140 units thoughtfully spread across more than 12 lush acres, offering a low-density, resort-style atmosphere. Ideally located directly across the street from Keawakapu Beach-one of South Maui's most coveted stretches of sand-you're just moments from swimming, snorkeling, and sunset strolls. Some of Maui Hill's amenities include: a large heated swimming pool, spa, multiple barbecue areas , tennis court, shuffleboard court, putting green, and more. Shopping, dining, golf, and additional beaches are all just minutes away, making this an exceptional South Maui location. This is a leasehold property with a master lease in place through 2064. The 3-bedroom unit directly above is also currently available for purchase-presenting a rare opportunity for expanded living or investment potential. Experience the best of island living at Maui Hill.

2881 S Kihei Rd Unit 93, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2653 S Kihei Rd Unit 105, Kihei
$675,000
2 Beds ⋅ 2 Baths ⋅ 408975 MLS ⋅ Fee Simple Tenure ⋅ Maui Parkshore BLDG.
At Maui Parkshore 105, days begin with the sound of the ocean and end with South Maui sunsets glowing across your lanai. This turnkey 2-bedroom, 2-bath condo offers a relaxed, close beach proximity lifestyle, where beach walks, warm breezes, and swaying palms are part of the everyday rhythm. Just across from Kamaole Beach Park III, you’re moments from soft sand, gentle waves, and one of Kihei’s favorite sunset spots, with easy access to swimming, snorkeling, and evening picnics. Inside, an open-concept living area flows to a generous covered lanai, creating an effortless indoor-outdoor gathering space for morning coffee or sunset cocktails. Large sliding doors frame a partial ocean view and invite in natural light and trade winds, while tile flooring and practical finishes keep the home comfortable and low-maintenance. With in-unit laundry and dedicated parking, everyday life here is as convenient as it is relaxing. Maui Parkshore’s heated pool, barbecue area, and well-kept grounds let you enjoy a resort-style setting without the crowds, all within minutes of Wailea’s golf, shopping, and dining. Whether you’re seeking a soulful retreat between adventures or a smart South Maui investment for the future, this residence delivers a rare blend of location, lifestyle, and possibility where the ocean is your neighbor and every evening feels like a private sunset show.

2653 S Kihei Rd Unit 105, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

940 S Kihei Rd Unit D203, Kihei
$1,350,000
2 Beds ⋅ 2 Baths ⋅ 408968 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
Unobstructed and Panoramic Ocean Vistas blessed with a Seamless Indoor-Outdoor Experience. Experience the ultimate in Maui oceanfront estates with this impeccably remodeled 2-bedroom, 2-bathroom luxury residence at Luana Kai. Situated perfectly on the second floor, unit D203 offers an expansive 1,012 square feet of sophistication sophisticated living space showcasing sweeping 180-degree panoramic views of the sparkling Pacific Ocean and unforgettable sunsets. A seamless wall of retractable glass doors completely opens the living space to a spacious, private lanai, inviting in the gentle trade winds and offering a front-row seat for winter whale watching. Exquisite Turnkey Interiors and High-End Finishes, no detail has been overlooked in this beautifully appointed, open-concept design. The chef-inspired gourmet kitchen is an entertainer’s dream, boasting high-end Sub-Zero, Dacor, and Fisher & Paykel appliances, elegant leathered granite countertops, and premium custom cabinetry. The living area is enhanced with built-in audio speakers that provide an immersive, high-quality soundtrack for your island lifestyle. Both bathrooms have been transformed into lavish, spa-like retreats complete with oversized showers featuring luxurious rain showerheads, body sprayers, and exquisite custom tile work. Luana Kai is renowned for its lush tropical grounds and fantastic resort-style amenities. Residents and guests have access to a heated freshwater swimming pool, a relaxing hot tub, two dry saunas, multiple BBQ areas, a putting green, and shuffleboard. For the active lifestyle, vibrant public tennis and pickleball courts are located right in front of the resort, perfectly complemented by direct access to the sands and calm waters of Waipu'ilani Beach. Conveniently located in North Kihei, you are just minutes from world-class dining, shopping, and the famed white-sand beaches of South Maui. Whether you are seeking a highly desirable vacation rental or a spectacular personal island getaway, D203 represents the absolute pinnacle of Maui beachfront luxury.

940 S Kihei Rd Unit D203, Kihei

Listing courtesy of Century 21 Island Homes.

63 Wailea Gateway Pl Unit 5103, Kihei
$2,100,000
2 Beds ⋅ 2 Baths ⋅ 408944 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.

63 Wailea Gateway Pl Unit 5103, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2737 S Kihei Rd Unit 142, Kihei
$625,000
1 Beds ⋅ 1 Baths ⋅ 408911 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.
Hale Kamaole 142 is a beautifully remodeled ground floor 1-bedroom, 1-bath condo that delivers a fresh, modern beach vibe just steps from Kamaole Beach Park III and the upper pool. Come experience a true “WOW” with luxury furnishings, cool tile flooring, and a bright open-concept layout that feels larger than a typical one bedroom. The kitchen has been thoughtfully redesigned to create a more spacious dining and living area. Featuring newer appliances, cooking and entertaining at home is a breeze. The bathroom showcases an amazing walk-in tile shower and updated finishes that give the space a sleek, spa-like feel. In the bedroom, a comfortable king bed anchors a clean, contemporary space, complemented by additional sleeping on the queen sofa murphy bed in the living room so you can host family or guests with ease. Every detail of this remodel was done to elevate comfort and livability, from A/C and in-unit washer/dryer to the curated décor and plentiful storage, including an outdoor closet stocked for memorable beach days. Slide open the lanai door and enjoy a seamless indoor-outdoor flow to a broad lawn area just 50 feet from the pool and BBQs, giving this unit the feel of a private backyard retreat in one of South Kihei’s most desirable low-rise complexes. All of this is set in Hale Kamaole’s resort-style setting with two pools, tennis/pickleball, and meticulously maintained tropical grounds, directly across from one of Maui’s best swim and sunset beaches.

2737 S Kihei Rd Unit 142, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

How much is your home worth?

Get instant property value now!