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$1,670,000
2 Beds 2 Baths 410361 MLS Fee Simple Tenure Keala O Wailea BLDG.
Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom condominium at Keala O Wailea offers a combination seldom found: the convenience of single-level living, breathtaking ocean views, and the privacy of one of the community's most desirable locations. Thoughtfully positioned in a quiet corner of the complex, this meticulously maintained home enjoys an expansive green lawn just beyond the lanai, making it an ideal retreat for pet owners and those who appreciate seamless indoor-outdoor living. The sense of privacy is remarkable, creating a peaceful sanctuary surrounded by lush tropical landscaping. Inside, every detail reflects quality and care. High-end luxury furnishings, sophisticated finishes, and several custom enhancements elevate the home well beyond the ordinary. The spacious, open-concept floor plan is filled with natural light and captures the beauty of Wailea from the main living areas, creating an inviting atmosphere for both everyday living and entertaining. Keala O Wailea is one of Wailea's premier luxury residential communities, ideally perched above the Wailea Blue Golf Course. This gated enclave offers an exceptional island lifestyle with resort-inspired amenities, including an elegant pool and spa, a beautifully appointed pavilion with an outdoor kitchen, and a spacious fitness center. Just moments away are Wailea's world-renowned beaches, championship golf courses, luxury shopping, acclaimed restaurants, scenic coastal paths, and the unparalleled natural beauty that defines South Maui. Whether you're searching for a full-time residence or an elegant island retreat, this exceptional home embodies the privacy, comfort, and refined island lifestyle that make Wailea one of Hawaii's most coveted places to call home.

67 Wailea Gateway Pl Unit 6-103, Kihei

Listing courtesy of Hawaii Life (W).

$625,000
1 Beds 1 Baths 410356 MLS Fee Simple Tenure Kihei Alii Kai BLDG.
Kihei Ali‘i Kai C306 is a beautifully updated 1-bedroom, 1-bath condo in the heart of South Kihei, across from Kamaole Beach Park II. From your lanai, enjoy ocean and West Maui Mountain views as a backdrop for morning coffee or sunset pau hana. The interior has been tastefully remodeled with brand-new Wailea vinyl flooring, fresh paint, and brand-new stainless steel appliances, creating a clean, modern, and inviting island retreat. This well-situated complex places you just moments from all three Kamaole Beach parks, Cafe O’Lei in Rainbow Mall, nearby sandwich and coffee shops, and popular Kihei spots like Dolphin Plaza, all within an easy stroll. Kihei Ali‘i Kai offers resort-style amenities including a pool, spa/hot tub, dry sauna, tennis and pickleball courts, shuffleboard, barbecue areas, and nicely maintained grounds that invite you to linger outdoors. Located at 2387 S Kihei Rd, Unit C306, Kihei, HI 96753, this condo embodies the South Maui lifestyle with walkable access to multiple restaurants, stores, and some of the island’s most beloved beaches, making it an ideal home base for island living or a Maui getaway.

2387 S Kihei Rd Unit C306, Kihei

Listing courtesy of Hawaii Life (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.

$649,000
3 Beds 2 Baths 410350 MLS Fee Simple Tenure Villas At Kenolio I BLDG.
Welcome home to Villas at Kenolio 4A, a spacious 3-bedroom, 2-bath residence located just moments from the ocean and North Kihei’s beautiful nightly sunsets. This desirable residential community offers convenience at every turn, along with resort-style amenities rarely found in a residential complex, including an expansive swimming pool with a dedicated lap section, hot tub, fitness center, playground, and welcoming outdoor gathering areas. Unit 4A features a unique and flexible floor plan, with the third bedroom located in the upstairs loft. Create a private guest suite, comfortable home office, fitness area, or additional living space to suit your lifestyle. The home also offers two separate lanai areas, including a fully covered lanai off the kitchen and a second outdoor space near the front entrance. Stay comfortable year-round with central air conditioning, plus individual window AC units when you prefer to cool only certain areas of the home. Brand-new carpet was installed in July 2026, providing a fresh foundation for the next owner. Additional highlights include two assigned parking stalls and a pet-friendly community. Directly across the street, the newer Hilton Grand Vacations Maui Bay Villas has helped transform the surrounding area, creating an elevated resort-like atmosphere while still offering the ease and comfort of residential living. With convenient access to the ocean, beaches, shopping, dining, and everyday essentials, Villas at Kenolio 4A is an ideal home base for enjoying everything the Maui lifestyle has to offer.

40 Halili Ln Unit 4A, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$588,000
1 Beds 1 Baths 410347 MLS Fee Simple Tenure Kauhale Makai BLDG.
Welcome to Kauhale Makai #608, where spectacular ocean views and the relaxed South Maui lifestyle come together. Perched on the sixth floor, this beautifully situated single-level one-bedroom, one-bath condominium offers panaromic views of the Pacific Ocean, creating the perfect backdrop for morning coffee, seasonal whale watching, and unforgettable Maui sunsets. The thoughtfully designed floor plan maximizes natural light and captures refreshing trade winds, while the private lanai provides an ideal setting to unwind and enjoy the sights and sounds of the ocean. Whether you're seeking a full-time residence, a second home, or an investment opportunity, this condominium offers comfort, convenience and island charm. Kauhale Makai, known as "Village by the Sea," is an oceanfront community featuring lush tropical grounds, a swimming pool, hot tub, barbecue areas, tennis and pickleball courts, shuffleboard, and direct access to a beachfront park with miles of shoreline for recreation. Centrally located in North Kihei, you'll experience the beauty of Maui from your own oceanview retreat -- Kauhale Makai #608 is ready to welcome you home.

938 S Kihei Rd Unit 608, Kihei

Listing courtesy of Maui & Co Real Estate LLC.

$475,000
1 Beds 1 Baths 410342 MLS Fee Simple Tenure Maui Vista BLDG.
Ideally positioned in one of the most desirable locations within Maui Vista, Unit 2215 is nestled in the center of Building 2, offering a peaceful setting away from the road noise experienced by some units in Building 1. This beautifully remodeled 1bd, 1bth condo features an open-concept kitchen with an expansive countertop and bar area, providing ample space for cooking, dining, and entertaining.The private lanai offers charming peekaboo ocean and mountain views, creating the perfect setting to relax and enjoy Maui's refreshing trade winds. Conveniently located in the heart of Kihei, Maui Vista sits directly across from the golden sands of Charley Young Beach and Kamaole I Beach Park, two of South Maui's most popular beach destinations. The complex also boasts three swimming pools, six tennis courts, and meticulously maintained tropical landscaping, making Maui Vista one of Kihei's most sought-after condominium communities. Don't miss this exceptional opportunity to own a beautifully updated island retreat in one of Kihei's premier locations. Contact your Realtor today to schedule a private showing!

2191 S Kihei Rd Unit 2215, Kihei

Listing courtesy of Hawaii Life (W).

$4,795,000
3 Beds 4 Baths 410334 MLS Fee Simple Tenure Papali Wailea BLDG.
Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the original developer release. This single-level three bedroom and three-and-a-half baths provides the comfort and presence of a private home with the carefree and secure lock and leave benefits of a luxury condominium lifestyle. Sweeping ocean and outer-island views are complemented by Papali’s award winning design, contemporary architecture, and distinctive copper rooflines. Set on over ten acres of beautifully maintained tropical landscaping, Papali offers an exclusive sense of serenity with only two homes per acre providing privacy, tranquility, and a spacious sense of place just moments from Wailea’s pristine beaches, golf, dining, and shopping. Inside highlights include soaring vaulted ceilings with Alaskan Yellow Cedar beams, rich African mahogany millwork, limestone flooring, and a gourmet kitchen with premium granite surfaces. Flooded with natural light, expansive glass doors, and open generous lanai spaces for seamless indoor-outdoor living. Perfect for sunset gatherings and relaxed island evenings under the stars. A private garage, abundant storage, and dual entry points complete this rare and remarkable offering - furnished for your turn-key Maui lifestyle. Papali #17 isn’t just a home – it’s a legacy. Wailea’s most extraordinary offering.

3100 Wailea Alanui Dr Unit 17, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$725,000
2 Beds 2 Baths 410328 MLS Fee Simple Tenure Koa Kai BLDG.
Welcome to Koa Kai 6B, a beautifully updated 2-bedroom, 2-bath condo in a boutique, pet-friendly complex of just 18 units in the heart of South Kihei. Ocean views greet you through the large sliding glass doors, filling the living space with natural light and bringing in the relaxed feel of Maui living. The open kitchen features wood cabinetry, granite countertops, a tile backsplash, stainless steel appliances, recessed lighting, a built-in spice rack, and plenty of organized storage. Tile flooring runs throughout the unit, along with crown molding and updated windows. Both bathrooms have been remodeled, and the spacious primary bedroom includes a custom built-in closet system. Two split-system AC units help keep the home cool and comfortable year-round. Koa Kai also offers covered parking and a well-maintained pool area for residents to enjoy. Conveniently located near Kamaole Beach I, Charley Young Beach, and Cove Park, with favorite local restaurants, shopping, and everyday necessities close by. Koa Kai 6B offers ocean views, thoughtful updates, and a comfortable place to call home in one of South Kihei’s most convenient locations.

99 Walaka St Unit #6B, Kihei

Listing courtesy of eXp Realty.

$29,900,000
5 Beds 6 Baths 407766 MLS Fee Simple Tenure
Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$12,500,000
4 Beds 5 Baths 407694 MLS Fee Simple Tenure Makena Beach Club & Residences BLDG.
Brand New Luxury Unit - Welcome to your new home, a spacious ground floor, 4-bedroom, 4.5-bathroom unit spanning 3,625 sq ft, nestled within Makena Beach Club and Residences. This unfurnished masterpiece offers a blank canvas for you to design your perfect living space. Step outside to your outdoor lanai, ideal for entertaining friends and family or simply enjoying the surroundings. Dive into relaxation in your private pool, surrounded by lush landscaping that enhances your outdoor oasis. Experience the luxury of wide living spaces that promote comfort and flow throughout the home. Enjoy captivating views of the future Beach Club and Spa, adding to the allure of your new lifestyle. Private club* amenities and the golf course are all within a short cart ride. The unit features a future assigned garage, a covered vehicle stall, and a dedicated parking and charging station for your golf cart, ensuring you have everything you need right at your fingertips. Don’t miss the opportunity to make this exquisite property your own. Your dream lifestyle awaits! Inquire separately about membership to Makena Golf and Beach Club.

5412 Makena Alanui Rd Unit 102/KV-3B, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$669,000
2 Beds 2 Baths 410317 MLS Fee Simple Tenure Kihei Garden Estates BLDG.
Escape to island living at Kihei Garden Estates! This beautifully appointed 2-bed/2-bath loft-style condo sits just across the street from Waiohuli Beach in the heart of Kihei. Wake up to peaceful views of Haleakala and the ocean from your expanded lanai. Sold fully furnished, C-209 is turn-key ready for immediate enjoyment as a personal retreat, second home, or a popular vacation rental. The open loft-style primary suite features a king bed and en-suite bathroom with a large walk-in shower, while the second bedroom below offers a twin and double bed — comfortably sleeping up to six with the queen sleeper sofa in the living room. A split-system A/C keeps your condo comfortably cool, and the gourmet kitchen has been upgraded with modern appliances, ready for home-cooked island meals or entertaining on the lanai. Enjoy resort-style amenities including a heated pool, oversized hot tub, and a BBQ pavilion with outdoor kitchen — all set on the lush, tropical grounds of this 8-building, 84-unit boutique complex. Location is everything here: Times Market, shopping, banking, medical services, and some of Kihei's best "ONO"-rated restaurants are all close by, in addition to Waiohuli Beach and Maui's legendary sunsets. Don't miss your chance to own a piece of paradise — schedule your private showing today!

1299 Uluniu Rd Unit C-209, Kihei

Listing courtesy of Keller Williams Realty Maui-L.

$775,000
1 Beds 1 Baths 410280 MLS Fee Simple Tenure Kamaole Beach Royale BLDG.
*OCEAN VIEW* NEWLY RENOVATED & HOTEL-ZONED Kamaole Beach Royale! Unit 309. BRAND NEW White Shaker Cabinets, Soft close doors and drawers with nice Matte Black Pulls. BRAND NEW Stainless Steel LG Range (not shown) Retextured Ceiling, Fresh Paint Throughout, NEW Pergo Floor in Living Room, NEW Matte Black Privacy Lever Door Hardware, NEW Electrical Outlets and Switches, BRAND NEW KING-SIZE Bedroom Furniture including Dresser, Nightstands, and Lamp Shades PLUS a BRAND NEW 60" x 20" Gallery Wrapped Floating Framed Photo of a Makena Beach Sunset with Molokini Crater and Kaho’olawe Island in the Background. LANAI has BRAND NEW Solid Acacia Wood High Top Bistro Table and Chairs for 4, Nice 18” Tile Floor, Well-Functioning Hurricane Shutters PLUS a BRAND NEW 60” x 40” Professional Photo on Gallery Wrapped Canvas of Ocean View, Kamaole I Beach Park and West Maui Mountains…so COOL! BRAND NEW Coffee Table and End Tables, BRAND NEW Samsung 70" BIG Screen TV and MORE! It also includes a Queen Sofa Sleeper, stacked Washer/Dryer and newer AC. Kamaole Beach Royale is a relatively small (only 65 Apartments) "Boutique" CondoHotel located in the heart of SOUTH Kihei across from Kamaole Beach Park I and next to Dolphin Plaza. Amenities include: ELEVATOR, Large ROOFTOP VIEWING DECK with WEBER BAR-B-QUES plus Several Tables and Chairs for Entertaining and Socializing, Heated SWIMMING POOL, COVERED PARKING SPACE and LOCKED STORAGE area for Owner Occupants. This Unit Sleeps 4 comfortably and has Excellent SHORT-TERM RENTAL INCOME Potential. These gems rarely come available so schedule your showing appointment today!

2385 S Kihei Rd Unit 309, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,725,000
2 Beds 2 Baths 410093 MLS Fee Simple Tenure
Welcome to a private gated retreat in Maui Meadows set on 0.7 acres of lush tropical landscaping. With no HOA restrictions and multiple detached structures, this unique property presents an extraordinary opportunity just a short distance from the beach. Enter through the private electric gates and take in the mature fruit trees, exotic palms, and colorful gardens that create a true island sanctuary. And, at the back of the property is a flat, usable area with an electric meter and water, an ideal location to build your dream home with second story ocean views while living in the ohana. And you still have room for a pool! The custom 2-bed/1bath, 702 square foot ohana and separate 480 square foot recreation building with its own bathroom offer exceptional flexibility for guests, extended family, or a private workspace. Thoughtful craftsmanship is evident throughout both structures, featuring mahogany ceilings and cabinetry, bamboo floors, granite countertops, and expansive ipe decks designed for indoor-outdoor living. Enjoy resort-style amenities including a commercial grade Sundance Spas 780 Series Bristol jacuzzi in excellent condition that comfortably seats five people, a commercial-grade Renu cold plunge and an outdoor shower. Other modern conveniences include split A/C systems in every structure, including the enclosed garage, hardwired internet, 11 high-def security cameras, and an insulated garage with loft storage. Energy efficiency is another outstanding feature, with 14 owned photovoltaic solar panels, a solar water heating system, and net metering that help minimize utility costs. Dedicated 220-volt outlets provide convenient electric vehicle charging capabilities. Offering privacy, quality craftsmanship, and an exceptional South Maui lifestyle, this unique Maui Meadows property is a rare opportunity to own/build your own tropical retreat.

3129 Mapu Pl, Kihei

Listing courtesy of Compass-W.

$659,000
3 Beds 2 Baths 410302 MLS Fee Simple Tenure Flats At Kamalani BLDG.
This immaculate 3-bedroom, 2-bathroom unit shows true pride in ownership in every regard. Located in the relatively new community of Kamalani (completed in 2019), unit #403 features beautiful luxury vinyl plank flooring throughout, stainless steel kitchen appliances, air conditioning in every room, a small, private outdoor area (pets are allowed), full-size washer and dryer, and two side-by-side parking stalls. This downstairs, corner unit is the largest of the single level floor plans at 1022 square feet, offering a spacious area for living and dining, a larger primary bedroom with an en-suite bathroom, and two additional bedrooms for family, guests, or work/hobby space. Additional perks include a large storage closet in the hallway, window coverings and ceiling fans in every room, and energy efficient features such as a gas range, gas dryer, and on-demand gas water heater to help reduce electric costs. Kamalani offers a peaceful, neighborhood setting that is ideally located for easy access to South Maui's world-class beaches, dining, and shopping, and is also the most convenient condo complex to Kahului for quick trips to Target, Costco, and OGG. Monthly association fees cover water, sewer, trash, high-speed internet, common area landscaping, building insurance, site management and reserve contributions. Rentals of 6+ months are permitted.

33 Kihalani St Unit 403, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$469,000
2 Beds 2 Baths 410295 MLS Fee Simple Tenure Southpointe At Waiakoa BLDG.
Welcome to this move-in ready, desirable 2-bedroom, 1.5 bathroom, conveniently located within walking distance to the office, BBQ / picnic area, fenced playground and clubhouse. Perfect pet friendly community with onsite security and resident manager, a well-maintained lush landscaping and maintenance staff. This unit is protected with high trees that offer privacy and cool breezes throughout the day and night from your lanai. Your monthly HOA fees include; water, sewer, trash, cable, internet, exterior maintenance, building insurance, pest control service and many more. Deeded tandem parking stalls (364 & 365) located in front of your building for your convenience. Easy access to town, restaurants, shops, schools, hospitals and airport. This opportunity to own your piece of paradise awaits you here at Southpointe at Waiakoa. Contact your favorite realtor today.

480 Kenolio Rd Unit 12-202, Kihei

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

$1,049,000
3 Beds 2 Baths 410270 MLS Fee Simple Tenure Kai Ani Village BLDG.
This beautifully furnished, meticulously maintained, and thoughtfully upgraded turnkey home features an exceptional open-concept floor plan that seamlessly connects the gourmet kitchen to the spacious living area, creating an inviting space for both everyday living and entertaining. The kitchen is appointed with stainless steel appliances, custom cabinetry, and elegant granite countertops. Engineered luxury vinyl flooring extends throughout the dining and living areas and continues up the staircase, while durable tile flooring enhances the entryway and covered lanai. Enjoy the convenience of in-unit laundry, a dedicated assigned parking space, and a private enclosed garage—a rare and highly desirable feature in Kihei. Residents also have access to outstanding community amenities, including a pristine infinity-edge pool, barbecue area, and covered cabanas. Ideally located within walking distance of more than fifteen restaurants and casual dining options, grocery stores, gas stations, fitness centers, dental offices, and an urgent care clinic, this home offers exceptional convenience without sacrificing tranquility. Whether you're seeking a primary residence, a second home, or a peaceful island retreat, this exceptional condo provides the perfect opportunity to embrace the Maui lifestyle. Spend your days exploring world-class beaches just moments away and end each evening enjoying Maui's legendary sunsets.The Seller and one of the listing agents is a licensed agent in the State of Hawaii and California.

34 Hune One Ln Unit 12-202, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$3,695,000
3 Beds 3 Baths 410261 MLS Fee Simple Tenure Makalii At Wailea BLDG.
Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansive and unobstructed views. This gently lived in home has gorgeous finishes throughout with smooth tile floors extending in all directions. The chef’s kitchen is exquisite with high quality SubZero, Wolf, and Cove stainless appliances, beautiful quartz countertops, and handsome cabinetry. The generous living and dining area culminate with the dramatic 13 foot ceiling above the gliding glass doors leading to your peaceful lanai. The main level also includes a wonderful full bath and your secondary suite. Descending the striking contemporary staircase leads you to the ultimate privacy of your primary suite. There, you will find the retreat you’ve been dreaming of, with a large, private lanai offering incredible views and a spacious principal suite featuring generous closets and storage plus a huge ensuite bath with a luxury bathtub and oversized separate shower. Separate laundry room with quality Asko W/D. You will notice that all of the modern touches throughout are both elegant and functional for the way you live. The unique potential of the Casita is an outstanding feature for your visiting family and loved ones, and from the inner courtyard lanai, you ascend a staircase to the Casita Suite, where you will enjoy Majestic Haleakala views and yet another luxurious ensuite bath. Your one car garage means means more storage and vehicle protection year round and peace of mind during travel. This amazing recent community is everything you’ve been looking for in a Maui home with stunning pool area, workout facilities, and so much more. Steps from the Fairmont Kea Lani, a short stroll to Polo Beach and the Wailea Beachwalk, with all the world class beaches, restaurants, and shopping that the Wailea Resort has to offer at your fingertips, it’s time for you to discover the Magic of Makali’i.

208 Holomoana Way Unit 14B, Kihei

Listing courtesy of Hawaii Life (W).

$499,000
1 Beds 1 Baths 410259 MLS Fee Simple Tenure Koa Kai BLDG.
Welcome to Koa Kai 2B, a beautifully remodeled and tastefully furnished ground-floor 1-bedroom, 1-bath condo in the heart of South Kihei, Maui. This move-in-ready condo offers the perfect combination of modern updates, island charm, and an unbeatable location just a short walk to Charley Young Beach, Kamaole I Beach Park, The Cove, restaurants, shopping, and South Kihei's vibrant beach lifestyle. Inside, you'll find a thoughtfully renovated interior featuring stainless steel appliances, updated cabinetry, a stylish tile backsplash, and an in-unit washer and dryer for everyday convenience. The open living area flows seamlessly to a private ground-floor lanai with easy outdoor access, especially convenient for pet owners. Koa Kai is a pet-friendly, boutique condominium community with only 18 residences, offering a pool, spa, BBQ area, lush tropical landscaping, and covered parking. Its intimate setting provides a peaceful atmosphere while placing you within walking distance of some of South Maui's most popular beaches, ocean activities, restaurants, and shopping. Whether you're looking for a primary residence, second home, or a long-term investment property, Koa Kai 2B offers the opportunity to own a beautifully updated condo in one of Kihei's most desirable and walkable location in South Kihei.

99 Walaka St Unit 2B, Kihei

Listing courtesy of Hawaii Life (W).

$1,079,000
2 Beds 2 Baths 410253 MLS Fee Simple Tenure Wailea Fairway Villas BLDG.
Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathtaking ocean, outer island, and golf course views with unforgettable year-round sunsets. This finely appointed 2-bedroom, 2-bath residence has been freshly painted from top to bottom and features a brand-new split A/C system. Offered fully furnished by the sellers, this move-in ready home allows you to begin enjoying the Wailea lifestyle from day one. The light-filled open floor plan flows seamlessly to a spacious covered lanai, creating the perfect setting for indoor-outdoor living. Wailea Fairway Villas offers a resort-style pool, spa, fitness center, BBQ area, and beautifully maintained tropical grounds, all just minutes from Wailea’s white sandy beaches, 3 championship golf courses, local eateries, luxury shopping, and world-class resorts. Whether you’re looking for a full-time residence, a vacation home, or simply a place to embrace the Maui lifestyle, S202 is a rare opportunity to own one of the community’s premier view residences.

3950 Kalai Waa St Unit S-202, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
3 Beds 2 Baths 410252 MLS Fee Simple Tenure
This is also Listed as a Condo MLS 410163. **This is a CPR Residential Condo property** Some homes simply occupy a place within Hokulani Golf Villas. Others define what the community can be. Thoughtfully crafted by its owners, this exceptional Phase III residence reflects meticulous planning, timeless design, and an unwavering commitment to quality. From the moment you enter, soaring 12-foot ceilings and a sophisticated white palette create a light-filled, open living environment that seamlessly blends indoor comfort with the lush, private gardens beyond. Situated on a coveted corner homesite overlooking the peaceful lower park area, the setting offers an uncommon sense of privacy and tranquility. Every enhancement was chosen to elevate both everyday living and long-term efficiency. Twenty-three owned photovoltaic panels, a Tesla Powerwall battery, and upgraded roof insulation work together to provide exceptional energy performance. Lutron recessed motorized shades throughout the home, along with automated patio screens, offer effortless privacy while helping maintain a cool, comfortable interior year-round. Designed for today's connected lifestyle, the residence features a comprehensive Control4 smart home system, integrated security, and a custom entertainment system with surround sound in both the great room and the primary suite. Elegant custom flooring, a dramatic waterfall-edge kitchen island, designer countertops, and a striking full-height backsplash reflect the home's attention to craftsmanship and detail. Built in 2019 during the final phase of Hokulani Golf Villas, this residence incorporates the community's most refined construction standards and design improvements. While the impressive list of upgrades speaks for itself, the true character of this home can only be appreciated in person. Experience a residence where thoughtful design, exceptional quality, and effortless island living come together beautifully.

1550 Umeke Cir Unit 99, Kihei

Listing courtesy of Hawaii Life (W).

$2,499,000
3 Beds 3 Baths 410251 MLS Fee Simple Tenure
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$585,000
3 Beds 2 Baths 410245 MLS Fee Simple Tenure
Welcome to 294 Kaiola Place A102, a spacious 3-bedroom, 2-bathroom residential condo style duplex offering the perfect combination of comfort, convenience, and the coveted South Maui lifestyle. This Pet Friendly community is ideally located in the heart of Kihei where you'll enjoy convenient access to world-renowned beaches, parks, shopping, restaurants, schools, and everyday conveniences. Spend your days exploring South Maui's beautiful coastline, enjoying water activities, or taking in spectacular sunsets just minutes from home. Maintenance fees include water, wifi, trash, master insurance policy, maintenance, pest control and landscaping. Comes with 2 Assigned parking stalls. Owner occupied but easy to schedule. Call today to arrange! *Special Assessment thru Dec 2026 of $113.83 to build up reserve funds **This unit is designated as an Affordable Housing property and is therefore subject to certain deed restrictions. One key restriction is that the property may only be sold to a buyer who qualifies under the Workforce Housing Affordable Program. Accordingly, any prospective purchaser must meet the income eligibility requirements established by the County of Maui Department of Housing. Please see link: https://www.mauicounty.gov/1825/Affordable-Sales-Rental-Guidelines#docaccess-fbfedf8c7ea0cd05ffc0f432f27768095d5513fce5778a3ae4cfc288d5f23db9

294 Kaiola Pl Unit A-102, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$840,000
1 Beds 2 Baths 410234 MLS Leasehold Tenure Maui Hill BLDG.
Experience island living at its finest in this beautifully 1-bedroom, 2-bath condo. It Location at pool side and Ocean View is one of Maui Hill Resorts, best Location the owner Feels.This luxurious condo offers stunning ocean and sunset views, just steps from world-famous Keawakapu Beach and Wailea's finest dining and shopping. Two air conditioning units keep the space cool and comfortable year-round. The primary bedroom includes an ensuite bath and access to a peaceful second lanai surrounded by lush greenery. Enjoy resort-style amenities including a heated pool, jacuzzi, tennis courts, shuffleboard, bocce ball, putting green, and on-site concierge. Whether you're seeking adventure or total relaxation, Maui Hill C-30 is your perfect Maui property. This is a Leasehold property.

2881 S Kihei Rd Unit 30, Kihei

Listing courtesy of Kokua Realty LLC.

$699,000
2 Beds 1 Baths 410223 MLS Fee Simple Tenure
Aloha and welcome to your own private South Maui oasis! Tucked away quietly off Auhana Road, this 2 bedroom 1 bathroom home is less than one mile to Cove Beach and Charley Young Beach. The property features a private backyard giving you a blank canvas for pets to roam safely, outdoor entertaining under the stars, or building your dream tropical garden. This property is a wonderful opportunity to own a piece of Maui and create a home that fits your lifestyle, whether as a full-time residence, island retreat, or long-term investment. Schedule your tour today and come feel the peace for yourself! This is unit C of a residential condominium property regime (CPR), total land square-footage of unit C is 4,298.

390 Auhana Rd Unit Unit C, Kihei

Listing courtesy of eXp Realty.

$1,890,000
3 Beds 2 Baths 410227 MLS Fee Simple Tenure
Spectacular rooftop deck views of the ocean and glowing Kihei sunsets, 139 Mehani Place is a rare, fully remodeled multi-unit property that delivers both lifestyle and income in equal measure. Taken down to the studs, this approximately 4,000 sq. ft. residence on a generous 7,500 sq. ft. lot has been rebuilt with a new roof, solar hot water heater, split-system A/C in every room, and a modern kitchen finished with quartz countertops and brand-new appliances. The property is currently configured as four units — a main home with 4 bedrooms and 2.5 baths, a separate 1-bedroom/1-bath unit, and two studios — generating approximately $12,300 per month in rental income. A spacious lanai complements the rooftop deck for elevated outdoor living, while shared on-site laundry with two washer/dryer sets and ample off-street parking round out the amenities. Whether you're an owner-occupant looking to offset your mortgage or a pure investor seeking a flexible, turnkey income property, this is one of the more compelling opportunities to come to market in South Maui.

139 Mehani Pl, Kihei

Listing courtesy of Century 21 Island Homes.

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.