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$1,445,000
3 Beds ⋅ 3 Baths ⋅ 409981 MLS ⋅ Fee Simple Tenure
Enjoy sweeping ocean views that frame Kaho‘olawe and Molokini Crater from this quintessential South Maui beach house's primary suite. Perfectly positioned near Wailea’s world-class golf, fine dining, boutique shopping, and some of Maui’s most iconic white sand beaches, this home blends convenience with the tranquility of a tucked-away cul-de-sac. Some homes don’t just sit on a street—they greet you, 250 Hoohale Place waits with a kind of easy, island confidence. Bordered by a gulch on one side and greenspace behind, this two-story residence offers both privacy and versatility. The flexible downstairs “second living room” easily functions as a family room, office, or guest suite—ideal for hosting visiting friends and ‘ohana.As you enter, vaulted ceilings and abundant windows fill the home with natural light, highlighting the lush tropical landscaping that surrounds the property. Thoughtful upgrades completed in 2022 include vinyl plank flooring, new sliding windows and doors, Trex decking, and a beautifully designed kitchen featuring custom tilework and a quartz waterfall edge countertop. Most recently, a split-system air conditioner was installed & exterior paint was completed in 2026.The main level is an entertainer’s dream, with seamless flow from the kitchen to indoor and outdoor living spaces. Step onto the private backyard lanai—currently styled as an additional lounge and entertainment area—to enjoy Maui’s year-round perfect weather.And then there’s the backyard—private, lush, and currently styled as an extension of the living room. It’s where dinners linger, where kids play, and where stories are told.Two of the three bedrooms open directly to outdoor lanais, extending the living space and inviting in the island breeze. The primary suite boasts a generous 300 sq ft private lanai, capturing ocean vistas and offering a peaceful retreat.This South Maui gem combines location, comfort, and island charm—ready to welcome its next owner home. Seller is a licensed Realtor in the state of Hawai'i.

250 Hoohale Pl, Kihei

Listing courtesy of Hawaii Life (W).

$1,250,000
2 Beds ⋅ 2 Baths ⋅ 409895 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG.
Live Life to the fullest in your new lovingly remodeled condo, with wonderful heated pools, jacuzzies, tennis court, and BBQ at the pool cabana area to enjoy. What an added advantage to be located directly across the road from one of the Best white sandy beaches in Kihei; Kamaole 2 Beach park, where you can do all the fun beach activities; kayak, stand up paddle or just soak up the sunshine. Also only 1 block from multiple restaurants and fun shopping. This condo is Hotel Zoned for an outstanding vacation rental with the option of renting the 2nd bedroom as a hotel suite and locking it out from the main side 1B/1B rental if you wish. Making it 2 rentals in one condo. Sold Furnished with list provided when offer is accepted. Maint.Fee includes: WiFi, Basic Cable, pest control, sewer, trash, 24 HR Security, complex's maintenance and insurance. Deeded parking stall # 302 is included.

2575 S Kihei Rd Unit P 310, Kihei

Listing courtesy of AOK Properties LLC.

$1,190,000
4 Beds ⋅ 2 Baths ⋅ 409832 MLS ⋅ Fee Simple Tenure
Welcome to this one-of-a-kind opportunity to own a freshly renovated home in the heart of Kihei, just a short walk to one of South Maui’s most popular beaches and conveniently located near shops and restaurants. This beautiful 4-bedroom, 2-bathroom home was fully remodeled in 2024-2025, featuring brand new roofing, windows, doors, exterior stucco, plumbing, and updated electrical wiring and fixtures. The kitchen includes all-new cabinets with quartz countertops, new appliances, and the bathrooms feature tiled showers. Vinyl flooring has been installed throughout. The yard has been refreshed with a new irrigation system and freshly planted grass. Experience island-style living: park your car in the carport, stroll to nearby shops to run errands, take a walk at the park during sunset, and enjoy dinner at one of the many local restaurants on your way home. This is Unit A of Kanoe St Condominium, a four-unit CPR. Unit D (MLS #406499) is also available. Some of the photos are digitally staged. Contact your favorite Realtor to schedule a showing today.

2055 Kanoe St Unit A, Kihei

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

$1,199,000
1 Beds ⋅ 2 Baths ⋅ 409776 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value in one of South Maui's most desirable communities. Positioned on the front row overlooking the Wailea Blue Golf Course with sweeping ocean views beyond, this beautifully updated 1-bedroom, 2-bath residence combines privacy, tranquility, and convenience at a price point rarely available in Wailea. This upstairs unit features vaulted ceilings, grandfathered all-tile flooring throughout, two split-system AC units, bamboo cabinetry, quartz countertops, and thoughtful upgrades that reflect true pride of ownership. The spacious layout and dual-bath configuration provide flexibility and comfort for owners and guests alike. Wailea Ekolu is ideally located just above The Shops at Wailea and minutes from world-renowned beaches, luxury resorts, championship golf, and some of Maui's finest dining. Residents and guests enjoy access to two swimming pools, barbecue areas, and an entertaining pavilion with a full kitchen - all within a peaceful, low-density setting in the heart of Wailea.

10 Wailea Ekolu Pl Unit 1204, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,350,000
1 Beds ⋅ 2 Baths ⋅ 409758 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an inviting tropical atmosphere and comes fully furnished, ready for immediate enjoyment. The entire complex has just been freshly painted and features brand new landscaping throughout, creating an enhanced resort experience. The unit showcases custom built-in cabinetry in the bedroom and elegant plantation shutters throughout. Two spacious lanais provide wonderful outdoor living spaces. One lanai with ocean views, the other is privately situated… perfect for reading or morning coffee. The private setting ensures maximum tranquility while maintaining convenient access to all resort amenities. Wailea Ekahi offers four swimming pools, a recently upgraded pickleball court, multiple BBQ areas, and a well-equipped fitness center. The beachfront pool pavilion provides exclusive gated access to beautiful Keawakapu Beach. This desirable unit at Wailea Ekahi #17A is located just moments from pristine beaches and minutes from The Shops at Wailea, championship golf courses, and exceptional South Maui dining.

3300 Wailea Alanui Dr Unit 17A, Kihei

Listing courtesy of Hawaii Life (W).

$1,200,000
5 Beds ⋅ 3 Baths ⋅ 409688 MLS ⋅ Fee Simple Tenure
Situated in a desirable North Kihei neighborhood, 295 Kaihoi St offers the space, comfort, and convenience today’s families are looking for. This well-appointed 5-bedroom, 3-bath home features a spacious layout with multiple living areas, providing flexibility for everyday living, entertaining, or working from home. Large windows bring in abundant natural light, creating a warm and inviting atmosphere throughout the home. Step outside to enjoy the fully fenced yard, perfect for children, pets, backyard gatherings, or relaxing in your own private outdoor space. The home is also equipped with leased solar panels, helping to enhance energy efficiency and support Maui’s indoor-outdoor lifestyle. Ideally located in North Kihei, this property offers convenient access to all parts of the island, with nearby beaches, parks, schools, shopping, dining, and an easy commute to Central Maui, Wailea, and Lahaina. Combining comfort, functionality, and an excellent location, this home is a wonderful opportunity to enjoy the best of island living.

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,195,000
5 Beds ⋅ 4 Baths ⋅ 409681 MLS ⋅ Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

$1,375,000
2 Beds ⋅ 2 Baths ⋅ 409623 MLS ⋅ Fee Simple Tenure ⋅ Hale Hui Kai BLDG.
Beach Front! Hidden along the renowned mile long white sandy beach of Keawakapu, Hale Hui Kai is a charming, low rise beachfront complex that captures the timeless feeling of Old Hawaii. Lush tropical landscaping and open air walkways welcome you into this well maintained oceanfront retreat, where the relaxed Maui lifestyle takes center stage. From the ground floor garden access to the pool and beach, making it effortless to enjoy swimming, paddleboarding, snorkeling, and relaxing by the water. Evenings are spent taking in Maui’s spectacular sunsets. Conveniently located near Wailea’s world class golf courses, shopping, dining, and resort amenities, the property also offers seasonal whale watching during the winter months right offshore. This two bedroom, two bath residence features a partial ocean view and is offered fully furnished, excluding the Sellers artwork and paintings. Interior features are granite counter tops, updated cabinetry, central AC, and an in unit washer and dryer, with an additional community laundry facility available onsite. Whether you are seeking the perfect Maui getaway, a beachfront primary or a second home, or a vacation rental, this is a rare opportunity to own a beachfront condominium on Maui. The $164,000 assessment for major renovations to the complex has been paid by the Seller in advance.

2994 S Kihei Rd Unit 301, Kihei

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

$1,279,900
2 Beds ⋅ 2 Baths ⋅ 409575 MLS ⋅ Fee Simple Tenure ⋅ Ke Alii Ocean Villas BLDG.
Welcome to Ke Ali‘i Ocean Villas—where comfort meets convenience in the heart of south Maui. This beautifully maintained ground-floor 2-bedroom, 2-bath features 9-foot ceilings, a spacious open layout, and a private patio for seamless indoor-outdoor living. One of the very few condominiums in the area with a detached garage, offering rare extra storage and ease of access. The community features lush tropical landscaping, a resort-style clubhouse, fitness center, and an inviting in-ground pool and spa. Located just minutes from South Maui’s best beaches, restaurants, and shops.

34 Hauwahine Ln Unit G 102, Kihei

Listing courtesy of eXp Realty.

$1,500,000
3 Beds ⋅ 3 Baths ⋅ 409531 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
Triple blue views from this rare, top-floor oceanfront 3-bedroom, 3-bathroom retreat offering 1,268 square feet of refined island living — making this one of the most coveted and rarely available units in all of Luana Kai. Soaring vaulted ceilings fill the open-concept layout with light and a sense of grandeur, while breathtaking Pacific Ocean views stretch from every angle. The gourmet kitchen features granite countertops, stainless steel appliances, and a generous peninsula perfect for gathering, while the expansive 200 sq. ft. covered lanai invites al fresco dining and sunset watching above the shimmering blue of the ocean and pool below. Two of the three bedrooms offer private en-suite bathrooms. Every surface has been thoughtfully updated — flooring, fixtures, cabinetry, appliances, and furnishings — resulting in a truly turnkey residence. As part of the beloved Luana Kai Resort, owners enjoy access to a heated pool, hot tub, BBQ pavilion, shuffleboard, a 5-hole putting green, and beachfront pickleball and tennis courts, all just steps from the sands of Waipu'ilani Beach. B-314 is a highly sought-after 3-bedroom vacation rental. Due to frequent bookings, advance notice is required for showings between guest stays. If you're seeking a full-time island home, a second residence, or a high-performing vacation rental investment, Luana Kai B314 delivers the very best of island living.

940 S Kihei Rd Unit B314, Kihei

Listing courtesy of Century 21 Island Homes.

$1,395,000
2 Beds ⋅ 2 Baths ⋅ 409516 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Experience the beauty of Wailea resort living from this well-positioned "C" model at the Palms at Wailea. Unit 1509 offers 1,242 square feet of interior living space complemented by an expansive 352-square-foot lanai bringing your total living area to nearly 1,600 square feet of Wailea comfort. Enjoy sweeping ocean views from every room, making this unit a rare find where the Pacific serves as your constant backdrop whether you're in the living room, bedroom, or relaxing on your lanai. With only five steps to the entryway, this prime location getaway awaits it's next owner to make great memories. Currently in the Outrigger rental pool, this property offers a ready-made opportunity for investors looking to enter the Wailea vacation rental market. Whether you choose to continue with the existing rental program or explore management options of your own, the infrastructure is already in place. If you are looking for that coveted Wailea address, Palms at Wailea 1509 is one that just checks all the boxes.

3200 Wailea Alanui Dr Unit 1509, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,475,000
2 Beds ⋅ 2 Baths ⋅ 409483 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tucked away from the road, creating a peaceful relaxing environment. Inside, vaulted ceilings and an open layout bring in natural light, while high-end furnishings give the unit a more refined feel than your typical vacation rental. A standout feature is the retractable ceiling-mounted TV paired with a Sonos sound system, there when you want it, out of sight when you don't. The lanai becomes your daily go-to for morning coffee and sunset wind-downs. Offered mostly furnished and move-in ready, inventory provided upon request. This works equally well as a personal retreat, second home, or income-generating vacation rental in one of Wailea's most established communities. You are minutes to world-class beaches, golf, dining, and shopping, plus a short stroll to Wailea Village with restaurants, art galleries, and a weekly farmer's market. Wailea Ekolu owners may elect to join the Wailea Golf Club for discounted golf and other benefits. Opportunities like this in Ekolu don't come up often. Seller intends to complete a 1031 exchange at no cost to the buyer.

10 Wailea Ekolu Pl Unit 1206, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$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.

$1,099,000
409305 MLS ⋅ Fee Simple Tenure
Vacant canvas located in one of Maui's most desirable neighborhoods in Wailea. Large 10,890 square foot lot with plans to build a custom 3100 sq ft family oriented home with a pool. See Plans in Associated Documents. Well known and trusted Architect, engineer and builder are on board to see the project through to completion. Close to Wailea Beaches and Shops. Plans approved by the HOA. Ready for submittal to the County. Estimated Time frame to break ground approximately February 2027.

3381 E Lani Ikena Way, Kihei

Listing courtesy of Pacific Shores Realty.

$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).

$1,025,000
2 Beds ⋅ 2 Baths ⋅ 409215 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Welcome to your serene escape in the heart of paradise! Grand Champions unit #10 is a 2-bedroom, 2-bath condominium with a lock off option creating multiple living or rental arrangements_ Located on the top floor with soaring ceilings enhances the sense of space and elegance, making the condo feel even more inviting. The open concept living space has a fully-equipped kitchen, dining and living area that leads to the large private garden view lanai. There is a king size bed in the primary bedroom, a queen size bed in the second bedroom and a queen sleeper sofa in the living room. Grand Champions has 2 swimming pools, spas and 6 BBQ's in the complex. This fully furnished turn key unit is nestled within the lush, tropical landscape a tranquil garden view, ensuring peace and privacy while being just minutes away from world-class beaches, golf courses, shopping, and dining. Make Grand Champions #10 your home or your home away from home and enjoy all that Maui has to offer!

155 Wailea Ike Pl Unit 10, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,199,000
5 Beds ⋅ 3 Baths ⋅ 409208 MLS ⋅ Fee Simple Tenure
Well-maintained North Kihei home offering flexible living just moments from the beach. Unit A of the Waiakoa Makai CPR includes approximately 1,726 sq ft of living area on a ~7,500 sq ft limited common element, with comfortable indoor spaces and a usable yard. The upper level is configured as a 3-bedroom, 2-bath layout with bright living areas and an updated kitchen. The lower level includes 2 additional bedrooms, bathroom, and separate entry, creating a great opportunity for extended living, multi-generational use, or added flexibility. Set among mature trees, the property feels tucked away with a sense of privacy while still being close to everything. Currently tenant-occupied; buyer to cooperate 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.

$1,225,000
3 Beds ⋅ 2 Baths ⋅ 409196 MLS ⋅ Fee Simple Tenure
TWO HOMES, ONE PROPERTY. 279 Olani Place offers 1,776 total square feet of living space across two separate dwellings, a well-maintained 3 bedroom, 2 bath open plan main house and a 1 bedroom, 1 bath ohana. If you are looking for an excellent investment opportunity, a private family compound, or a home for yourself with solid rental income on the side, this one deserves your attention. This well-maintained property features a 3-bedroom/2 bath open plan main house and a 1 bedroom/1 bath ohana, located two blocks away from the longest stretch of sandy beach on Maui. Situated on a quiet cul de sac, on a private flag lot set up from the street, this property offers a fully-enclosed low-maintenance compound in one of the best locations on the island, conveniently close to so much of Maui. In 2018, the main house kitchen and bathrooms were renovated and new roofing was installed. In 2024 new luxury plank flooring was installed throughout the interior, and both generous decks were replaced, including stainless steel railings and an outside shower on the back deck, perfect after a trip to the beach. Also in 2024, a new split AC system was installed. The next door ohana is fully self-contained with its own electric meter, brand split AC system, and solar water heater. The kitchen and bathroom were renovated in 2018. Next to the ohana is outside shower is a truly therapeutic high end hot tub, ready anytime to soothe your aching muscles. Currently, the house and ohana together would bring in close to $6700 monthly, and would offer a great opportunity for investors. At its price, this property also offers a great opportunity for a family that wants to live close, near the beach. And maybe rent out the ohana. This property offers many opportunities, and is ready to sell. Schedule your appointment today.

279 Olani Pl, Kihei

Listing courtesy of Real Broker.

$1,435,000
2 Beds ⋅ 2 Baths ⋅ 409160 MLS ⋅ Fee Simple Tenure ⋅ Palms At Wailea I BLDG.
Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime position within the complex, nestled along the serene inner greenbelt. The spacious lanai opens directly onto the lush greenbelt, creating a seamless indoor-outdoor living experience ideal for relaxing or entertaining. The unit offers a peaceful, private setting while being just a short stroll to the resort-style pool, hot tub, and BBQ area. Inside, contemporary upgrades enhance every space — both bathrooms were tastefully remodeled in 2023, and new flooring installed in 2024. The primary bedroom features a split AC system for cool comfort year-round. Fully furnished and ready to enjoy, this turn-key residence is located within the exclusive Wailea Resort, minutes from world-class beaches, championship golf, fine dining, and boutique shopping. Palms at Wailea #1207 delivers the ideal Maui lifestyle — private, modern, and perfectly positioned in one of Wailea’s most desirable communities.

3200 Wailea Alanui Dr Unit 1207, Kihei

Listing courtesy of Hawaii Life (W).

$1,500,000
3 Beds ⋅ 3 Baths ⋅ 409154 MLS ⋅ Fee Simple Tenure
I am excited to introduce this stunning residence in North Kihei, located within the desirable Honu Alahele subdivision. This spacious 3-bedroom, 3-bathroom home features a two-car garage, stainless steel appliances, and a versatile bonus room that offers added flexibility for your needs. The interior features wooden floors throughout and includes a solar water heater. The large primary bedroom is complete with an en-suite bathroom and its own private Lanai. The living area transitions to the outdoors through two sliding doors that lead to a generous backyard—situated on a quiet cul-de-sac. Additionally, the property includes a detached one-bedroom Ohana. Ohana features high ceilings, tile flooring, its own private yard, and a dedicated washer and dryer. Please note that there are currently tenants in both the main house and the Ohana.

116 Honuhula Pl, Kihei

Listing courtesy of Whalers Investment Group LLC.

$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).

$1,499,000
4 Beds ⋅ 2 Baths ⋅ 409072 MLS ⋅ Fee Simple Tenure
Gorgeous home with a legal attached ohana located on a quiet cul-de-sac just up the hill from Kamaole Beach Park III and Keawakapu Beach. This distinctive property, constructed with beautiful cedar siding on a solid slab foundation, features a 4-bedroom, 2-bath main home on the upper level with open beam vaulted ceilings, dual system air conditioning, and a fully remodeled kitchen. The home also includes an updated laundry room with a solar-powered 120-gallon water heater, a serene backyard patio with a hot tub, and a front-facing lanai with partial ocean and Molokini views. The lush backyard, framed by majestic fan palms and new landscaping, is enclosed by a 6-foot vinyl privacy fence with a remote-controlled gate for easy access. A spiral staircase leads to an impressive rooftop deck offering breathtaking 360-degree views. The street-level ohana is a 1-bedroom, 1-bath unit with its own private entrance, secluded landscaped patio, modern kitchen with dishwasher and full-sized refrigerator, ensuite washer/dryer, new ceramic tile flooring, and dual mini-split A/C system. The property offers a total of 5 bedrooms and 3 bathrooms. There are two separate owned photovoltaic systems. The main house has 24 PV panels and 10 PV panels for the attached ohana unit. The covered drive supports 6 parking spaces and equipped w/ a 220v EV outlet. This property combines comfort, efficiency, and island charm in one exceptional offering.

301 Ohina Pl, Kihei

Listing courtesy of Redfin Corporation.

$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.

$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.

$1,399,000
2 Beds ⋅ 2 Baths ⋅ 408886 MLS ⋅ Fee Simple Tenure ⋅ Ke Alii Ocean Villas BLDG.
2.25% assumable mortgage available to qualified veterans ! Ke Ali‘i Ocean Villas B204 is an impeccably maintained 2-bedroom, 2-bath condo just steps from Kamaole Beach Park I. This spacious, wide-bay floor plan is offered fully furnished, featuring granite countertops, stainless steel appliances, abundant pantry storage, and a bright, open kitchen that flows seamlessly into the dining and living areas. The primary suite is privately tucked away with lanai access, a walk-in closet, double vanity, soaking tub, walk-in shower with bench, and private water closet, while the guest bedroom is generously sized with excellent natural light. The large covered lanai is a true highlight - complete with roll-down sunshades and additional storage, creating the perfect indoor-outdoor island lifestyle space. A bonus for condo living, this unit includes a private one-car garage with room for a vehicle, surfboards, and beach gear. Turnkey, beautifully furnished (including Natuzzi leather seating), and in pristine, model-like condition, this is an exceptional opportunity to own across the street from the ocean in South Kihei. 2 Parking spaces: one assigned uncovered and one in the garage.

14 Leanihi Ln Unit B204, Kihei

Listing courtesy of Hawaii Life (W).

$1,335,000
2 Beds ⋅ 2 Baths ⋅ 408874 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths, literally in the center of the Wailea Resort. Lovely ocean views from your lanai and oh so convenient to all the world class beaches, restaurants, boutique shopping, golf courses, and the indescribable beauty of the Wailea Beachwalk. Enjoy total privacy and serenity in this immaculately maintained home that clearly reflects the pride of ownership throughout. Wailea Ekolu is a coveted location and a very in demand vacation rental community, so it is an excellent opportunity for both your enjoyment and an attractive place for your vacationing guests as well. Whether you are looking for a full time residence, a vacation getaway, or a part time home with income potential when you are away, Wailea Ekolu #203 offer you the best of everything. This property is priced to sell, so call your favorite Realtor to see it today - don’t miss it!

10 Wailea Ekolu Pl Unit 203, Kihei

Listing courtesy of Hawaii Life (W).

$1,497,700
2 Beds ⋅ 2 Baths ⋅ 408806 MLS ⋅ Fee Simple Tenure ⋅ Royal Mauian BLDG.
Beautiful and fully remodeled end unit that sits south of the building with the benefit of natural light flowing from custom windows in every room. This is the greater square footage floor plan of approximately 864 sq ft, only 12 units offer this spacious 2-bedroom layout. Immaculately maintained with split system A/C, granite counter tops, custom cabinets, tile flooring, custom window coverings, new appliances and a chic beach vibe with contemporary birch paneling and accent lighting. Royal Mauian is hotel zoned and regarded as the gem of Kihei, a south Maui landmark, a legacy visitor property. Located oceanside, sandwiched next to famed Kamaole Beach I and Kamaole Beach ll, it sits across the street from its waterfront position from shops, restaurants, health food store and coffee shops. The pool for Royal Mauian lies by the waterfront and the resort boasts a rooftop deck and BBQ area that offers 360 degree views for unmatched year round sunsets and Haleakala views. Don't let this gem slip you by, the unit is turnkey and being sold furnished.

2430 S Kihei Rd Unit 519, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$1,150,000
2 Beds ⋅ 2 Baths ⋅ 408604 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG.
Beautifully remodeled 2-bed, 2-bath hotel zoned condo located in the desirable Maui Banyan, directly across the street from the world-famous Kamaole II Beach Park. This south-facing second-floor unit enjoys added privacy with lush palm views from the lanai and cooling island breezes. The interior features a modern, ocean-inspired design with updated cabinetry, sleek finishes, and a stunning waterfall island in the kitchen. Both bathrooms are fully remodeled with contemporary styling and walk-in showers. Mini-split A/C systems in each room provide year-round comfort. Resort amenities include a luxurious pool and hot tub, multiple BBQ areas, and pristine tennis courts. Conveniently located near South Maui’s best beaches, shops, and restaurants, and hotel zoned for continued vacation rental use. Second bedroom lock off features a kitchenette and provides rental options to supplement a great rental history. Listed as a "Guest Favorite" with 4.96 stars on Airbnb. Offered fully furnished and turn-key with reserved parking.

2575 S Kihei Rd Unit T-207, Kihei

Listing courtesy of Corcoran Pacific Properties.

$1,475,000
3 Beds ⋅ 2 Baths ⋅ 408560 MLS ⋅ Fee Simple Tenure ⋅ Paradise Ridge Estates BLDG.
Welcome to Paradise Ridge Estates #101. Arguably the best location in the complex, this corner, ground floor condo in building one is in a private, tucked-away location at the top of Paradise Ridge Estates. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped stalls are located close by for easy in-and-out. Enjoy ocean views — perfect for winding down at the end of the day. When you’re not at the beach, the community offers a waterfall-style pool and hot tub for relaxing close to home. Paradise Ridge Estates is south Kihei’s newest luxury gated community. Situated on a terraced hillside near South Kihei’s shoreline, with Kamaole III Beach just a three-minute walk away. You are an easy walk from nearby dining and shopping options, as well as proximity to the Wailea resort district. Don’t miss this rare opportunity to own a modern condo with breathtaking ocean and mountain views. Contact our Realtor today to schedule your private showing. Note: Some photos have been virtually staged to help illustrate the space and layout.

2757 S Kihei Rd Unit 101, Kihei

Listing courtesy of Compass-W.

$1,150,000
2 Beds ⋅ 2 Baths ⋅ 408408 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
Spectacular ocean view from this very private lanai on the front row of Maui Kamaole. Updated kitchen with bamboo cabinet doors, granite counter tops & newer black appliances. Both bathroom shower walls have been re-tiled. New water heater. Beautiful Murphy bed in the guest bedroom. This has not been used as a vacation rental, but it would make a great one! Maui Kamaole offers 2 pools, 2 hot tubs, 2 tennis courts and storage for a kayak or paddle board. The location is in close proximity to south Maui's finest beach parks, restaurants and world class resort golf courses. Do not wait on this one, call your favorite REALTOR® to schedule a private showing today!

2777 S Kihei Rd Unit G207, 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.