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$3,500,000
409689 MLS ⋅ Fee Simple Tenure
A rare and extraordinary opportunity in coveted Makena awaits. Just steps from world famous Makena Beach (Big Beach). This exceptional vacant lot spans approximately 28,706 sq. ft. (0.658 acres) and offers the perfect canvas to create your Maui Estate. Nestled within an exclusive gated subdivision of only four properties, this prime homesite combines privacy, tranquility, and the natural beauty that defines South Maui living. A ¾-inch water meter is already installed, and underground utilities are brought directly to the site for added convenience. Enjoy the soothing sounds of the ocean along with beautiful glimpses of the sparkling blue Pacific Ocean. Ideally located near championship golf courses, upscale shopping and dining, world class Wailea resorts, luxury spas, and pristine beaches, this property offers the very best of the Makena lifestyle. Truly one of Maui’s most special offerings. This is an exceptional opportunity to build in one of Hawaii’s most sought after coastal communities.

Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$1,290,000
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.

$1,999,000
2 Beds ⋅ 2 Baths ⋅ 409663 MLS ⋅ Fee Simple Tenure
Welcome to your private tropical oasis in serene Maui Meadows. This remarkable and rare property spans over a 0.52-acre corner lot, offering a true resort-style experience with lush tropical landscaping that provides exceptional privacy and tranquility. This unique estate features three distinct dwellings, making it ideal for multi-generational living, rental income opportunities, or a private family compound. Situated on a corner lot, two of the dwellings are accessed through their own automatic gated entry off Mililani Place. The main residence enjoys a separate private gated entrance off Mapu Place, where the owner has enhanced the property with poured concrete and covered gazebo parking areas. The property offers abundant storage, including a standalone tool shed, additional storage space for seasonal items, and a workshop area—perfect for a DIY enthusiast. The main home features an open and airy floor plan with 2 spacious bedrooms, 2 bathrooms, and an office area. The primary suite includes a beautifully renovated outdoor shower, walk-in closet, ensuite bath, and additional storage space. High vaulted ceilings and an updated kitchen enhance the living space, which opens to a private, fenced backyard complete with a vegetable garden and irrigation system. Split A/C systems have been installed throughout for energy efficiency and customizable cooling. A large south-facing lanai overlooks the tropical grounds and pool, seamlessly extending the living space beyond the interior square footage. The charming 496 sq ft cottage is tucked among the lush gardens and offers 1 bedroom and 1 bathroom with high ceilings and a spacious lanai for indoor-outdoor living. The cottage has been tastefully updated with granite finishes, new tile, and high-end vinyl flooring throughout. Additional features include a private outdoor shower, BBQ area, its own washer and dryer, A/C, and two off-street parking spaces. The newly renovated 352 sq ft studio has been thoughtfully upgraded with marble finishes, a new tub, vanity, and flooring. The kitchen includes new cabinetry, full-size refrigerator, dishwasher, and garbage disposal. Additional highlights include high-end vinyl flooring, ample storage with a pantry and closet, a private lanai, an outdoor shower, and its own washer and dryer. Enjoy glimpses of the ocean along with stunning West Maui Mountain views. The property is also rich with mature fruit trees, including mango, tangerine, blood orange, lemon, banana, avocado, soursop, and lilikoi—perfect for those who appreciate island living and homegrown produce. This is a rare opportunity to own a versatile and private estate in one of Maui’s most desirable neighborhoods—offering the perfect blend of seclusion, flexibility, and convenience. Truly a slice of paradise. Property is being sold AS IS. Listing agent is related to the seller. Seller holds an Inactive RE License.

3161 Mapu Pl, Kihei

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

$2,875,000
2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering beautiful ocean and Molokini views from the spacious lanai. Designed to embrace Maui’s coveted indoor-outdoor lifestyle, this luxury condominium blends modern elegance, comfort, and resort-style amenities within one of South Maui’s most sought-after gated communities. This lovely residence features tile flooring throughout the unit, creating a seamless and sophisticated coastal aesthetic. The expansive lanai is enhanced with privacy shades to help block the afternoon sun while providing the perfect setting to enjoy year-round sunsets, ocean views, and Molokini vistas. Airflow and comfort are thoughtfully enhanced by sleek Big Ass Fans throughout the residence, complementing the home’s relaxed yet refined island aesthetic. The open-concept design seamlessly connects the kitchen, dining, living, and lanai spaces, creating an effortless flow for entertaining or everyday indoor-outdoor living. Additional features include an EV charger, extra storage, and the convenience of two parking spaces, including a 1-car garage and 1-surface stall. La‘i Loa residents enjoy exceptional resort-style amenities including a stunning 75-foot lap pool, beautifully designed amenity center, fitness room, sauna, and steam sauna. Thoughtfully designed by award-winning Weinstein A+U Architects, the gated community offers privacy, security, and contemporary island architecture in the heart of Wailea. Located moments from Wailea’s world-renowned beaches, golf courses, luxury resorts, shopping, and dining, this is an exceptional opportunity to own in one of Maui’s premier luxury communities.

78 Kai Malu Dr Unit 202 (14D), Kihei

Listing courtesy of Polaris Pacific.

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

3467 Malina Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$499,000
1 Beds ⋅ 1 Baths ⋅ 409501 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
Welcome to Luana Kai C207 — a beautifully updated 1-bedroom, 1-bath condo offering 628 sq. ft. of comfortable island living, complemented by an expansive lanai - over 112 sq. ft. of outdoor space. Privately positioned on the second floor of the C building, this northwest-facing unit captures cooling trade winds and overlooks the lush, tropical courtyard, creating a serene, relaxing setting. This turnkey, short-term vacation rental condo is move-in ready and perfectly suited for both personal enjoyment and strong income potential. Recently refreshed with new paint, vinyl flooring, and carpet, fully furnished and ready to go. The thoughtfully designed kitchen features tiled countertops, custom cabinetry, and a bar accented with woven lauhala-style finishes. Luana Kai, an oceanfront resort, offers resort-style amenities including a pool, hot tub, saunas, BBQ areas, and kayak storage. The state-owned oceanfront land bordering the complex features tennis and pickleball courts that feel like an extension of the resort—enhancing both lifestyle and guest appeal. Conveniently located near shopping and dining, C207 is an excellent opportunity to own a turnkey vacation rental or your own piece of paradise.

940 S Kihei Rd Unit C207, Kihei

Listing courtesy of Romvari Realty Ltd.

$600,000
1 Beds ⋅ 2 Baths ⋅ 409423 MLS ⋅ Fee Simple Tenure ⋅ Walaka Maui BLDG.
This fully furnished 1 bedroom, 2 bathroom ground floor condo located in the heart of Kihei is move in ready. Located minutes from Charley Young Beach, Cove Park, Kamaole Beach Park I, restaurants & shops. Walaka Maui is an 18 unit boutique complex located at the top of Walaka Street. This unit comes with parking stalls along with a locked storage cage in the basement. Peek a boo ocean view, washer & dryer in the unit, 2 split A/C units, granite countertops, stainless steel appliances & a queen size Murphy Bed perfectly hidden in the bookcases in the living room. Short term rentals not allowed. One Seller is a licensed Real Estate Agent in the State of Arizona.

112 Walaka St Unit 101, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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..

$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).

$1,470,000
1 Beds ⋅ 2 Baths ⋅ 409350 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
Enjoy stunning panoramic Ocean, Outer Island, and Haleakala views from this incredibly private, top floor, corner unit in highly sought after 17 building at Wailea Ekahi! Villa is offered furnished and is also recently remodeled with all New plush carpets, New remote control ceiling fans, New light fixtures, New Window Shades, New Shower Heads, and New high-end Kitchen appliances including Bosch Dishwasher and Fisher and Pykell Stainless steel refrigerator. The villa features New Central Air Conditioning, New Washer/Dryer, and both baths were upgraded and beautifully re-tiled. The spacious Primary bedroom has an enclosed lanai with upgraded double pane windows creating a pleasant sitting area, and a custom built in office space all situated privately above a natural gulch boasting tropical landscapes and Big mountain views. The Wailea Ekahi Village resort is situated on over 34 acres of tropically landscaped grounds and features a beachfront pool pavilion, four swimming pools, tennis courts, pickleball, shuffle board, gym, and direct access to world famous Keawakapu Beach. Close proximity to Golf, Shopping, and Dining throughout the Wailea Resort.

3300 Wailea Alanui Dr Unit 17D, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$750,000
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.

$1,995,000
4 Beds ⋅ 3 Baths ⋅ 409303 MLS ⋅ Fee Simple Tenure
OVERVIEW: Within the sought-after and well-managed Honu Alahele neighborhood in South Maui, known for its maintained setting and residential feel, and just a short distance from miles of pristine sandy beaches, 34 Honuea Street stands apart as one of the only newer-construction homes available for sale. Completed in 2023 and paired with a fully detached cottage, remodeled in 2021, the property offers a level of flexibility that is increasingly hard to find, including 3,340 total square feet under roof and $612 price per square foot. MAIN RESIDENCE (4BR / 2.5BA) COMPLETED 2023: The main residence reflects a clean, modern aesthetic grounded in simplicity and thoughtful design. Natural light and generous ceiling heights create a sense of volume throughout, while the open-concept layout allows the home to flow easily from one space to the next. At the center, a spacious kitchen anchors daily living, featuring an oversized island with counter seating, granite countertops, and a full appliance suite. The kitchen connects seamlessly to the dining and living areas, with sliding door opening to a private lanai and fenced yard, creating an easy indoor-outdoor rhythm that suits life in South Maui.Upstairs, the primary suite offers a quiet retreat with its own balcony, a spacious ensuite bath, and a well-designed walk-in closet with built-ins. A flexible, great room provides additional space for work, relaxation, or gathering, complemented by three additional bedrooms, a full bath, and a dedicated laundry room. Dual-zone air conditioning with Carrier central and Mitsubishi split systems supports efficient, comfortable living and there is also a water filtering system throughout the home. DETACHED COTTAGE (1BR / 1BA) REMODELED 2021: Set apart from the main residence, the detached one-bedroom cottage offers a fully self-contained living space with its own gated driveway, carport, private lanai, and kitchen. It provides a level of independence that works well for extended family, long-term guests, or long-term rental income. ENERGY EFFICIENCY: Energy efficiency is one of the property’s strongest advantages, with an electric bill that approaches zero. The main residence is supported by 22 photovoltaic solar panels, Enphase microinverters, dual Tesla Powerwall backup units and two EV charging stations. Together, these systems generate and store power, helping reduce monthly utility costs while providing added reliability. The detached cottage also includes its own photovoltaic solar system, extending the energy-conscious design across both structures. THE LOCATION: Located just minutes from Great Schools, near 5-mile Sugar Beach, the Kihei Farmers Market, and the Kihei Canoe Club, with convenient access to dining, daily essentials, and Central Maui, the setting offers both accessibility and a strong sense of neighborhood. SUMMARY: A Newer Home, a fully Detached Cottage, and a layout designed for how people actually live. 34 Honuea Street presents a rare opportunity in today’s Kihei market.

34 Honuea St, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$825,000
2 Beds ⋅ 2 Baths ⋅ 409271 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Top-floor 2-bedroom, 2-bathroom Maui Vista condo in highly desirable Building Two. Vaulted ceilings create a bright, open feel. Sip your morning coffee while enjoying ocean views from the lanai overlooking the grassy courtyard, and unwind in the evening with beautiful sunset views. The kitchen features granite countertops, adding both style and durability. Prime South Maui location across from Charley Young Beach! Stay on the tropical grounds and play tennis or pickleball, invite friends for a BBQ using the designated grilling areas, and cool off at any of the three pools on site.

2191 S Kihei Rd Unit 2419, Kihei

Listing courtesy of Hawaii Life (W).

$499,000
1 Baths ⋅ 409268 MLS ⋅ Fee Simple Tenure ⋅ Kauhale Makai BLDG.
Welcome to Kauhale Makai #421, an end-unit studio currently in a successful vacation rental program, offering ocean and Haleakala views from its peaceful location on the quiet side of the complex. Elevators provide added convenience for owners and guests. This turnkey residence comes fully furnished and features a full kitchen, making it ideal for vacation living. The walk-in shower was tastefully upgraded in 2022, adding a modern touch to the space. Step out to your private lanai to enjoy your morning coffee or evening drinks while watching the sunset. In the winter months, this is the perfect spot to witness humpback whales right from the comfort of home. Kauhale Makai is a beachfront property with resort-style amenities including a resort pool and spa, putting green, BBQ area, and shuffleboard. For pickleball enthusiasts, eight oceanfront courts are located just moments away. The complex has recently undergone significant improvements, ensuring lasting enjoyment. With low monthly utilities and a prime oceanfront setting, Kauhale Makai #421 is a rare opportunity to own your slice of paradise on Maui.

938 S Kihei Rd Unit 421, Kihei

Listing courtesy of Hawaii Life (W).

$2,225,000
3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure
Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities.

3386 E Lani Ikena Way, Kihei

Listing courtesy of Compass-W.

$299,500
1 Beds ⋅ 1 Baths ⋅ 409199 MLS ⋅ Fee Simple Tenure ⋅ Kalama Terrace BLDG.
Best front row location in the complex with a partial ocean view. Near Charley Young Beach and the Cove Beach Park. Complex amenities include a beautiful swimming pool, BBQ, covered patio with tables and chairs near the BBQ and pool, lush tropical landscaping and community laundry. Maintenance fee includes electricity, propane gas for the range, water and refuse collection. Gorgeous grounds with tropical landscaping. Unit has tiled flooring, ceiling fans, bedroom shutters. 1 assigned parking stall.

35 Walaka St Unit L208, Kihei

Listing courtesy of Delmore Realty.

$1,595,000
4 Beds ⋅ 3 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.

$1,199,999
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.

$625,000
408960 MLS ⋅ Fee Simple Tenure
Great large corner lot! Unit B of a 3 unit CPR is accessed from Keha Drive and consists of 8,396 square feet. Choose to build a single story 840 square foot home or like in the sample rendering, build a 2 story home with a 2 car garage underneath to capture the current ocean views. With high prices of older homes that need vast amounts of renovating, it makes sense to build a new home on this spacious level lot. A new shared septic system has been newly installed for your construction convenience.

700 Kupulau Dr Unit Unit B, Kihei

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

$595,000
408961 MLS ⋅ Fee Simple Tenure
An affordable way to build in Maui Meadows! With access from Kupulau Drive, Unit C offers one a great opportunity to design and build your 840 square foot home with a 2 car enclosed garage along with covered and uncovered lanai’s. Unit C consists of 7,377 square feet of land and is part of a three unit CPR. Unit C is regulated to a single story house and a two car garage. A new shared septic system has been newly installed for your ease of building.

700 Kupulau Dr Unit Unit C, Kihei

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

$675,000
408923 MLS ⋅ Fee Simple Tenure
Build your dream home in the tranquil oasis of Maui Meadows. This desirable lot allows for a main dwelling and two car garage with convenient access from Keha Drive. Design your custom home to capture beautiful ocean views from a future second story. Maui Meadows is one of South Maui’s sought-after neighborhoods, loved for its peaceful setting on the gentle lower slopes of Haleakala and it’s slightly cooler temperatures. This spacious and private 13,314 square foot Unit A, is part on a 3 unit CPR. Enjoy the perfect balance of privacy and convenience just minutes from the white sandy beaches, world-class resorts, and premier shopping and dining of Kihei and Wailea.

700 Kupulau Dr Unit Unit A, Kihei

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

$2,750,000
3 Beds ⋅ 3 Baths ⋅ 408910 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Experience modern island living at Makalii 8A, a 3-bed, 3-bath contemporary townhome tucked away in a quiet corner of the complex, featuring refined new construction in the heart of Wailea Resort. This first offering is fully furnished, turnkey, and presented in immaculate condition. Thoughtfully designed with clean architectural lines and subtle mid-century influences, the residence offers 1,574 sq. ft. of interior living space with no neighbors above or below. The main living level highlights dramatic 13-foot ceilings, abundant natural light, and expansive sliding glass doors that frame lush tree canopy views with soft ocean glimmers and hints of Haleakala. The kitchen boasts quartz countertops, rift-cut wood cabinetry, top-of-the-line Fisher & Paykel appliances, and an open, airy feel that extends to the courtyard, creating the perfect environment for entertaining. The upper-level lanai offers elevated ocean views, ideal for morning coffee or evening relaxation. Downstairs, the private primary suite opens to its own outdoor space, providing a peaceful retreat surrounded by lush tropical greenery. An additional ensuite bedroom and laundry area complete the lower level, while a third bedroom and full bath on the main level offer flexibility for guests or a home office. Central air, engineered hardwood floors, electronic shades, and a two-car garage, along with pet-friendly living add to this exceptional home's desirability. Makalii at Wailea is a gated community of just 68 townhomes. Residents enjoy a 100-foot saltwater infinity-edge pool, hot tub, steam room, sauna, fitness center, and on-site management. Ideally located moments from Wailea’s world-class beaches, golf courses, tennis, shopping, dining, luxury resorts, and Makena’s natural beauty. Schedule your private showing today.

197 Holokahiki Ln Unit 8A, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,225,000
2 Beds ⋅ 3 Baths ⋅ 408871 MLS ⋅ Fee Simple Tenure ⋅ Kai Ani Village BLDG.
Rarely available live/work townhome in Kihei's ultra-conveniently sited Kai Ani Village! This tri-level 1,845 sq ft condo features 2 bedrooms with en suite bathrooms on the top level with a peek at the ocean from the primary bedroom. The second level offers 9 foot ceilings and a spacious open plan with kitchen, dining, living, powder bath, laundry, and a mauka facing lanai. The ground level provides a flexible commercial/residential space with prime visibility from S. Kihei Rd., two separate entrances, an attached 2-car garage, storage, and an ADA powder bath. Freshly updated and move in ready. Pets OK - buyer to verify details/HOA. Kai Ani Village has easy access across the street to the beach, daily amenities, and services; while the property itself features a private resort style negative edge lap pool with baja ledge, spa, cabanas, chaise lounges, large pavilion with tables and seating, built in gas BBQs, prep area with sink, outdoor shower, and restrooms. Excellent opportunity for entrepreneurs, small business owners, or rental income.

1367 S Kihei Rd Unit 3-104, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$549,900
1 Beds ⋅ 2 Baths ⋅ 408827 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
Unit 4-309 is an ocean-view retreat perfectly positioned in one of South Maui’s most successful vacation rental resorts. This fully remodeled 1BR/2BA unit features a modern aesthetic including rigid core floors and a spacious 818 sq. ft. floor plan designed for maximum rental occupancy. Located just steps from the pool and the golden sands of Kamaole Beach Park III, this unit boasts a robust, verifiable rental history and is offered as a complete turnkey transition. No deferred maintenance and priced for an immediate sale. Experience the ease of a high-performing asset in the heart of South Kihei.

2695 S Kihei Rd Unit 4-309, Kihei

Listing courtesy of Luxe Maui Properties LLC.

$870,000
2 Beds ⋅ 2 Baths ⋅ 408809 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG.
Experience the best of Maui living at Luana Kai C-201. This beautifully maintained 2-bedroom, 2-bath end unit offers ocean views and an unbeatable location within the complex. Stay cool year-round with split AC systems, and enjoy the convenience of a fully furnished, turn-key home—perfect for a primary residence or vacation getaway. The large, spacious lanai is ideal for relaxing or entertaining while soaking in tropical breezes and ocean glimpses. Step outside and enjoy an array of resort-style amenities including a pool and spa, BBQ area, putting green, and direct beach access for unforgettable morning and sunset strolls. Located right next door to 8 pickleball courts and 2 tennis courts, this is a dream for active lifestyle seekers. This Whether you’re enjoying the laid-back island vibe or exploring all that South Maui has to offer, Luana Kai C-201 delivers comfort, convenience, and coastal charm in one perfect package. This unit is currently in a popular vacation rental program with the on site vacation rental manager.

940 S. Kihei Rd Unit C201, Kihei

Listing courtesy of Hawaii Life (W).

$1,575,000
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.

$848,000
2 Beds ⋅ 2 Baths ⋅ 408804 MLS ⋅ Leasehold Tenure ⋅ Maui Hill BLDG.
Welcome to Maui Hill 59, a rarely offered condo in one of the premier South Kihei resorts across from Keawakapu beach. Enjoy beautiful morning sunrises over Haleakala from the oversized lanai with partial ocean views. This spacious 2 bedroom 2 bath unit has many recent upgrades including a full kitchen remodel in May 2024. Features include an open floor plan, stainless steel appliances, open shelving, and quartz countertops. Offered fully furnished and completely turnkey, this successful vacation rental is larger than your average condo at 1,115 square feet. With a south facing lanai off the living room and a garden view lanai off the 2nd bedroom this unit offers fantastic indoor and outdoor living areas. Close proximity to beaches, shopping, and restaurants makes this a great residential option. This is a leasehold property with master lease through 2064. Seller is listing agent and holds an active Real Estate license in the state of Hawaii. Contact your favorite real estate professional to schedule a showing!

2881 S Kihei Rd Unit 59, Kihei

Listing courtesy of Real Broker.

$585,000
2 Beds ⋅ 2 Baths ⋅ 408774 MLS ⋅ Fee Simple Tenure ⋅ Pacific Shores BLDG.
Welcome to your slice of paradise at Pacific Shores B313. This updated two-bedroom, two-bath residence offers ocean and mountain views, perfectly capturing the best of Maui’s natural beauty. Located in the heart of highly desirable South Maui, this exceptional property sits just across the street from world-famous Kamaole I Beach, where sun, sand, and sunsets are part of your everyday lifestyle. Inside, the unit features an updated kitchen with modern finishes, granite countertops, and an open-concept layout that flows seamlessly into the living and dining areas. Large windows invite in natural light along with refreshing island breezes. The home also includes a full-size washer and dryer and one deeded parking stall. Pacific Shores offers resort-style amenities including an elevator, heated pool, hot tub, BBQ area, and a pet-friendly environment. Enjoy the ultimate island lifestyle with beaches, dining, shopping, and activities just moments from your door. Don’t miss this opportunity to own a property in one of South Maui’s most sought-after locations. Contact your favorite Realtor today to schedule your private showing.

2219 S Kihei Rd Unit B313, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$24,500,000
4 Beds ⋅ 6 Baths ⋅ 408751 MLS ⋅ Fee Simple Tenure
One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront setback. The result is a fully reimagined wood-framed home enhanced with structural steel beams, allowing for expansive open spans and a modern layout. The estate includes a spacious main residence, separate guest home, and three-car garage, creating a private compound ideal for multigenerational living or luxury hosting. Designed for unforgettable gatherings, multiple indoor and outdoor living spaces flow effortlessly to a spectacular resort-style pool with slide, hot tub, waterfalls, and dramatic rock grotto. A distinctive basement level serves as the ultimate retreat, featuring a game room with custom Koa wood bar, in-home gym, craft room, and additional guest suite with full bath. Lush tropical landscaping, sauna, and multiple outdoor showers enhance the resort-caliber experience. The chef’s kitchen and dining area showcases Sepalle wood detailing and striking Labradorite granite countertops, blending warmth with sophistication. The primary suite is a sanctuary, complete with a spa-inspired bath featuring a floating tub, private sundeck, and panoramic Haleakala views. Throughout the property, incredible details and textures create a custom, curated feel. Meticulously rebuilt in 2013 to combine modern structural capability with an irreplaceable oceanfront location, this legacy beachfront estate represents a rare and irreplaceable offering on Maui.

3060 S Kihei Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$9,395,000
3 Beds ⋅ 4 Baths ⋅ 408748 MLS ⋅ Fee Simple Tenure
Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is UNBEATABLE FINANCING. This home features an assumable mortgage at a fixed 2.25% interest rate, with 25 years remaining!! Seller is also open to exploring cryptocurrency transactions. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Pristine, peaceful, and thoughtfully finished with European oak floors, bespoke cabinetry, and curated design elements throughout. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. The designer chefs kitchen is appointed with a Thermador appliance suite, including a 48” gas range, built-in coffee system and a 92-bottle built-in wine refrigerator. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by one of the few zero-edge infinity pools and spas in Wailea, with built-in tiki torches to enjoy late nights under the stars. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Just moments from Wailea’s world-class beaches, fine dining, golf, and boutiques, yet quietly removed from the crowds. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.