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870 Kupulau Dr, Kihei
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 411078 MLS ⋅ Fee Simple Tenure
ATOP MAUI MEADOWS . . . A very special fully furnished ocean view home combining a CHEF'S DELIGHT kitchen with an AUTO ENTHUSIAST'S DELIGHT garage plus additional parking. The home features a stunning & expansive newer gourmet kitchen and bar for the CHEF to entertain and an oversized three-car garage with additional parking for the auto ENTHUSIAST. The meticulous 3 bedroom - 2 & 1/2 bathroom home highlights captivating sunset views from the interior living areas and lanai, main level central A/C, high ceilings, recessed lighting, wood flooring, carpeted bedrooms, huge walk-in closet, separate laundry room, additional garden view lanai and lush mature landscaping throughout. Enter the .54 acre homesite through the automatic gate into the immaculate landscaped entry with privacy and security. Abundant additional area for pool, cottage and much more.

870 Kupulau Dr, Kihei

Listing courtesy of Compass-W.

93 Makakehau St Unit G6, Kihei
$4,195,000
3 Beds ⋅ 4 Baths ⋅ 411060 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
HOTEL ZONED! Location, luxury, and over $200K in recent improvements! Ho’olei Villa 93-6 enjoys one of the community’s most desirable settings, perched above the cascading waterfall and resort-style pool with beautiful ocean views. By day, enjoy brilliant blue views of the Pacific ocean, and by night, unwind to the soothing sounds of the waterfall as tiki torches illuminate the lush tropical pool below. Featuring Ho’olei’s largest floor plan, this spacious 3-bedroom residence offers 3,076 square feet of air-conditioned living space plus 686 square feet of covered lanais. Extensively refreshed with designer furnishings curated by Maui Hue, artwork, interior paint, lighting, and fixtures, the villa also features updated A/C, appliances, and a new water heater in 2026. A private elevator and attached garage add everyday convenience. Offered fully furnished by the sellers and completely move-in ready, this exceptional residence offers a unique resort lifestyle with access to outstanding community amenities. Just moments away are Wailea’s world-class beaches, luxury shopping, first-class restaurants, championship golf courses, and endless opportunities for ocean recreation. Experience the very best of Wailea living at Ho’olei Villa 93-6!

93 Makakehau St Unit G6, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3300 Wailea Alanui Dr Unit 41C, Kihei
$2,100,000
2 Beds ⋅ 2 Baths ⋅ 411013 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Absolutely stunning and meticulously remodeled from top to bottom, this oceanfront luxury retreat delivers a rare combination of tasteful modern design, exceptional craftsmanship curated by ADX Construction, and undeniable wow factor. Wailea Ekahi 41C is a 1,172 sq. ft. top-floor single-level, corner residence featuring 2 bedrooms and 2 bathrooms. Expansive vaulted ceilings in the kitchen, living room, and primary suite enhance the bright, airy ambiance throughout. The open-concept chef’s kitchen is anchored by a striking waterfall-edge quartz island and accented with artisan pendant lighting, stainless steel appliances, and solid white oak custom doors throughout. Spa-like elegance awaits in both bathrooms, offering rainfall showerheads, high-end fixtures, and designer finishes. Enjoy the rare luxury of three private lanais with sweeping views of Haleakala, Kaho‘olawe, Molokini Crater, and the Pacific Ocean. Seamless indoor-outdoor living is enhanced by large sliding glass doors in every room, welcoming abundant natural light and gentle Maui breezes. Oceanfront Wailea Ekahi is a highly sought-after, low-density 35-acre community renowned for its lush tropical landscaping and direct access to Keawakapu Beach. Residents enjoy four swimming pools, a beachfront pavilion, pickleball courts, and a brand-new fitness center. Pet-friendly and ideally located just minutes from The Shops at Wailea, luxury resorts, championship golf, and five-star dining, this property offers the ultimate blend of lifestyle and location. This is more than a home—it’s a legacy in paradise.

3300 Wailea Alanui Dr Unit 41C, Kihei

Listing courtesy of Romvari Realty Ltd.

10 Wailea Ekolu Pl Unit 402, Kihei
$1,535,000
2 Beds ⋅ 2 Baths ⋅ 410990 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG.
Wake up to sweeping, just about, 180-degree ocean views at Wailea Ekolu 402 with Lana’i, Kaho’olawe and Molokini crater in the frame. This is a beautifully updated two bedroom, two bath upstairs condo that perfectly captures the relaxed elegance of Wailea living. This tastefully renovated unit is being sold furnished and features soaring high ceilings that create an open, airy feel, while split A/C in every room keeps things comfortable year-round. Upgraded kitchen and bathrooms. This was a remodel focused on the details featuring electric shades in the living room and even the washer and dryer have been relocated to a more centralized spot. From your elevated vantage point, enjoy expansive ocean views that stretch across the horizon, ideal for morning coffee or tea, whale watching, sunset unwinding, or simply soaking in the island atmosphere. Located in the heart of the Wailea Resort Community, Ekolu 402 sits just above the Wailea Village placing shops, restaurants, and everyday conveniences right in your front yard. The complex offers two swmming pools & outdoor BBQ areas. World-class beaches, golf courses, and resort amenities are all close by, making this an ideal full-time residence, second home, or island retreat. If you’re looking for a move-in-ready condo with massive ocean views, comfort, and an unbeatable Wailea location, call your favorite Realtor because this one checks all the boxes.

10 Wailea Ekolu Pl Unit 402, Kihei

Listing courtesy of Hawaii Life (W).

356 Hoalike St, Kihei
$1,049,000
3 Beds ⋅ 2 Baths ⋅ 410977 MLS ⋅ Fee Simple Tenure
MUST SEE, BEST VALUE IN SOUTH MAUI FOR FLEX-LIVING OPTIONS WITH OCEAN VIEWS TOO! Aloha and E komo Mai (Welcome) home to 356 Hoalike Street, a comfortable 3bed-2bath home, approx. 1,892 sqft, plus over 1,000+ sq.ft. of outdoor lanai areas. This is definitely one of the strongest buys in Kihei for flexible living, ocean and mountain views, and a layout that works for multi-generational living, rental potential, or simply room to spread out. Ideally situated in North Kihei, this property blends convenience, comfort, and true island-style living. This lived-in home is ready for new homeowners to create your own vision to make it sparkle again! Whether you refresh, reimagine, or renovate, the upside here is undeniable. Upstairs, the primary suite lives like a private retreat with its own lounge, oversized soaking tub, walk-in closet, and outdoor living space ideal to catch perfect sunrises and enjoy your morning coffee or sunset unwinding with your favorite happy hour beverage! Just below, a cozy living area with its own entrance can be connected or closed off — ideal for guests, extended family, or flexible use. You will also find downstairs, a separate 2-bedroom/1-bath with its own private entrance, kitchen area, giving you options for hosting guests, rental income, or multi-suite living. Outside, you will find another large covered lanai, sunny deck, big yard, workshop space, and plenty of parking for cars, bikes, and beach gear. You are also minutes away from white-sand beaches, major shopping centers, restaurants, schools, and quick access to Wailea and Central Maui. Don't miss out on this incredible opportunity in South Maui, and book your private showing today! NOTE: Several photos are virtually staged!

356 Hoalike St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

3234 S Kihei Rd, Kihei
$35,000,000
3 Beds ⋅ 5 Baths ⋅ 410926 MLS ⋅ Fee Simple Tenure
Close to an acre on Keawakapu Beach, where South Kihei Road ends and Wailea begins. Roughly 170 feet along the water lets the homes stand far back behind a wide green lawn and a grove of tall coconut palms. Look west and Kaho'olawe and Lanai fill the horizon, with sunsets in the ocean in every season. The primary residence sits under a great thatched roof, framed in Douglas fir and lined in woven bamboo. The great room rises into the trusses and opens fully to a covered stone lanai. Grass comes next, then the sandy beach. The primary suite is tucked under the ridgeline upstairs, where glass panels fold back to a deck over the sand. A second building stands on the far side of the grounds, with guest quarters on its upper floor. This Ohana has a separate entry, two bedrooms each with its own bath, and a lanai and balcony facing the sea. Between the homes, a freeform pool curves through natural rock, hiding a grotto and a slide, with a shallow ledge for lounging and an elevated spa. This bohemian luxury property is truly a unicorn. Oceanfront land like this is uncommon in Maui. Designed by Ike Kligerman Barkley. Offered fully furnished and in excellent condition.

3234 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (L).

530 Kaiwahine St, Kihei
$1,250,000
7 Beds ⋅ 4 Baths ⋅ 410911 MLS ⋅ Fee Simple Tenure
Come see this newly completed, fully remodeled two-story home featuring 7 bedrooms, 4 bathrooms, and 2,478 sq. ft. of living area on a 6,900 sq. ft. lot. The flexible layout offers 3 bedrooms and 2 bathrooms upstairs and 4 bedrooms and 2 bathrooms downstairs. Each level has a full kitchen with a dishwasher, and a washer and dryer are located downstairs. Split AC is installed in the upstairs living room and primary bedroom, and in the downstairs living room. The home also features a 1,300 sq. ft. deck. The 2026 remodel includes brand-new appliances, flooring, windows, bathrooms, paint, and drywall. A leased 16.17 kW solar system includes 49 LG panels, 2 SolarEdge inverters, and 4 LG batteries. Buyer and Buyer’s Agent to independently verify all information deemed material to the purchase. Some photos have been virtually staged.

530 Kaiwahine St, Kihei

Listing courtesy of HomeSmart Island Homes.

614 Kupulau Pl, Kihei
$2,180,000
4 Beds ⋅ 3 Baths ⋅ 410899 MLS ⋅ Fee Simple Tenure
Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the property, an expansive covered lanai with breathtaking views of the ocean and outer islands. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner with family and friends. This remarkable half acre property just underwent a complete transformation. Beautifully reimagined and thoughtfully finished, the Main Dwelling provides a large chef’s kitchen with high open beam ceilings, new floors, Quartz countertops, and stainless steel farmhouse sink, perfect for gatherings. From the living-room hallway, you will pass 2 Bedrooms and 1 Bath on your way to the Primary Suite, with large en-suite bath, which provides a perfect space for modern luxury living, complete with a 4 zone mini split AC system for your comfort. For added convenience, this contemporary residence is divided into three distinct living spaces. The Attached Studio Ohana is connected to the main dwelling through a solar service and storage closet, which can be used flexibly as a fourth bedroom with en-suite bath, or as a convenient grandmother's quarter's for rental income. Additionally, the Detached 1-bedroom, 1-bathroom Cottage Ohana with a covered lanai can provide steady rental income to help with island expenses or serve as extra living area for family, with ample locked indoor storage underneath. With 3 freshly updated units, this modern half acre is a great candidate for a future CPR subdivision, a process in which the detached cottage ohana and main dwelling could be sold separately, while a third unit could be possibly designated and another permitted detached ohana dwelling built. With such a large property, the possibilities stack up quickly. Come experience the luxury of island living in this contemporary versatile residence, nestled high in one of South Maui’s most desirable neighborhoods. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Contact your favorite Realtor today to schedule a showing! Digital staging used in some of MLS photos.

614 Kupulau Pl, Kihei

Listing courtesy of Engel & Volkers Maui.

129 Oluea Cir, Kihei
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 410876 MLS ⋅ Fee Simple Tenure
Immaculate and beautifully maintained, this spacious 4-bedroom, 2.5-bath Kamali'i Alayna residence offers 2.298 sq. ft. of living area on an exceptionally large 9,208 sq. ft. lot. Set well back from the street, the home offers added privacy, plus a fully fenced and gated yard, mature landscaping, and generous outdoor living space. Inside, vaulted ceilings and clerestory windows fill the main living area with natural light, while warm wood flooring adds to the inviting feel. The kitchen features stainless steel appliances and a custom glass-and-stone backsplash. One of the home's standout features is the oversized upper-level bonus room/4th bedroom with lofted ceilings-a remarkably flexible space for guests, a home office, media room, fitness area, or additional living space. Outdoor living is equally appealing, highlighted by a trellised dining lanai surrounded by established privacy landscaping, with additional stairways providing convenient access to the side and rear yards. Owned photovoltaic and solar hot water systems add practical value and energy efficiency.

129 Oluea Cir, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

35 Hune One Ln Unit 11-103, Kihei
$1,099,000
3 Beds ⋅ 3 Baths ⋅ 410835 MLS ⋅ Fee Simple Tenure ⋅ Kai Ani Village BLDG.
Enjoy one of Kai Ani Village’s premier locations, featuring a coveted connected single-car garage with direct interior access. A private lanai gate provides easy access just across the walkway from the resort-style pool, while the shaded lanai overlooks lush tropical greenery for seamless indoor-outdoor island living. Freshly painted and offered turn-key with Tommy Bahama furnishings, Unit 11-103 features Kai Ani’s largest residential layout, the Nui floor plan. This open 3-bedroom, 2.5-bath residence flows effortlessly from the kitchen into the dining and living spaces. The primary suite is thoughtfully separated from the guest bedrooms for optimal privacy and boasts a generous walk-in closet. Finishes include updated beautiful bamboo flooring, a new refrigerator, granite countertops, maple cabinetry, and brushed-nickel hardware. The home includes a dedicated laundry room with a utility sink that leads directly out to the garage. Built for comfort and efficiency, the home features 5 split-system A/Cs, energy-efficient windows, insulated walls, and sound-dampening concrete floors. Kai Ani Village amenities include an infinity pool, spa, cabanas, and BBQ areas. All just one block from the beach and minutes from dining, shopping, and local conveniences.

35 Hune One Ln Unit 11-103, Kihei

Listing courtesy of eXp Realty.

2737 S Kihei Rd Unit 1-107, Kihei
$615,000
1 Beds ⋅ 1 Baths ⋅ 410833 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.
LOCATION, VIEWS & TURNKEY! Spacious one-bedroom, one-bath residence at Hale Kamaole, ideally located directly across the street from beautiful Kamaole Beach III. Enjoy ocean and sunset views from the lanai and the convenience of one of South Maui’s most desirable beach locations. Offered fully furnished and turnkey, the unit features granite countertops, manufactured wood and tile flooring, and a sleeper sofa providing comfortable accommodations for up to four guests. Currently in a rental program, this property offers flexibility for personal use, investment, or a combination of both. A very well maintained property that would require little if any upgrading. Hale Kamaole has been included by the County of Maui among properties being considered under Bill 88 for potential conversion to hotel zoning, which may allow for the continuation of vacation rental use. Buyer is advised to conduct their own due diligence and make an independent determination regarding current and future permitted rental use. Hawaii Life, its principals, and its agents make no representation or warranty regarding future vacation rental eligibility or permitted use.

2737 S Kihei Rd Unit 1-107, Kihei

Listing courtesy of Hawaii Life (W).

18 Hoohale St, Kihei
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 410813 MLS ⋅ Fee Simple Tenure
Discover the beauty and privacy of 18 Hoohale Street, a 4-bedroom, 4-bathroom, 2,490 sq. ft. residence with an additional versatile den space. Tucked away on a private cul-de-sac in the highly sought-after Kilohana Ridge neighborhood. Located just across the street from world-famous Keawakapu Beach. This beautifully remodeled home offers privacy, generous living areas, resort-style amenities, and convenient access to Wailea. Designed with a strong connection between indoor and outdoor living, the home features rich finishes, custom architectural details, and Hawaiian-inspired design throughout. The upper level features a spacious great room, kitchen, and primary suite, all with vaulted grass-cloth ceilings and views toward the summit of Haleakala. The primary suite includes a spa-inspired bathroom with a jetted tub and walk-in closet. The lower level features 2 additional bedrooms, a versatile den space ideal for an office, home theater. or playroom and a fully equipped kitchenette creating a flexible private-entry guest suite configuration ideal for family or visiting guests. The home also features leased photovoltaic solar, mature tropical landscaping, lava rock walls, and a beautifully designed pool with integrated spa and waterfall creating a private backyard oasis. The home is just minutes away from world-class dining, shopping, golf, and beaches.

18 Hoohale St, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

140 Uwapo Rd Unit 19-203, Kihei
$395,000
2 Beds ⋅ 2 Baths ⋅ 410806 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iv BLDG.
Kihei Villages 19 203 offers a full 2 bedroom, 2 bathroom floor plan with 742 square feet of comfortable island living. This original unit retains its existing cabinetry and vanities while benefiting from newer luxury vinyl flooring throughout, newer kitchen appliances, an in unit washer and dryer, and split air conditioning in the living room. The lanai offers a particularly desirable outlook, facing the quiet edge of the property rather than another apartment building, parking lot, or roadway. Beyond the property line is a neighboring single family residential community, creating a more open and private feel from your outdoor living space. One assigned parking stall is included. Ideally located in Kihei, the property is within an easy 10 minute walk of sandy beaches, a public park, dog park, bus stop, farmers market, and local shave ice. With its full 2 bedroom layout, practical updates, and peaceful lanai setting, Kihei Villages 19 203 offers an inviting opportunity to enjoy South Maui living.

140 Uwapo Rd Unit 19-203, Kihei

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

760 S Kihei Rd Unit 124, Kihei
$999,000
2 Beds ⋅ 2 Baths ⋅ 410749 MLS ⋅ Fee Simple Tenure ⋅ Menehune Shores BLDG.
Welcome to Menehune Shores, one of Maui’s premier oceanfront complexes. This beautifully maintained 2-bedroom, 2-bath ground-floor condominium offers the perfect blend of comfort, convenience, and island living. Enjoy lovely ocean and mountain views from your private lanai with easy walk-out access to the lush tropical grounds and oceanfront amenities. Inside, you’ll find luxury vinyl plank flooring, a split A/C system for year-round comfort, and the convenience of an in-unit washer and dryer. The spacious floor plan creates a relaxing atmosphere. Hotel-zoned, this property allows short-term vacation rentals, making it an exceptional opportunity for both personal enjoyment and investment potential. Menehune Shores is renowned for its oceanfront pool, rooftop barbecue area with panoramic coastal views, beautifully landscaped grounds, and direct access to the shoreline. Just minutes from shopping, restaurants, and in close proximity to a variety of golf courses, this is your opportunity to own a slice of paradise in one of Kihei’s most sought-after oceanfront communities.

760 S Kihei Rd Unit 124, Kihei

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

1656 Halama St, Kihei
$4,150,000
4 Beds ⋅ 3 Baths ⋅ 410691 MLS ⋅ Fee Simple Tenure
Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. New roof completed in October 2026

1656 Halama St, Kihei

Listing courtesy of Compass-W.

2737 S Kihei Rd Unit 335, Kihei
$775,000
2 Beds ⋅ 2 Baths ⋅ 410688 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.
Rare two bedrooms plus loft space with an additional queen size bed, comfortably sleeps six at Hale Kamaole, Unit 335. One bedroom is on the main floor, while the second bedroom and loft share the upper level. Each bedroom closes off with its own door, a rare feature since many lofted units in Maui leave the loft open as the de facto second bedroom, so families can put kids in the loft while couples enjoy private bedrooms. Both bedrooms also enjoy abundant natural light with multiple windows. Lofted ceilings add to an already spacious, open floorplan, giving the unit a bright, roomy feel throughout. The main level floors were replaced in 2025. The condo includes an in-unit washer and dryer, is being sold fully furnished and turnkey, ready to move in or rent out, and welcomes your four legged ohana too. Hale Kamaole's beautifully landscaped grounds include two resort style pools, an on site tennis court, sprawling lawns, and BBQ areas, all just steps from South Kihei Road shopping and dining. Directly across the street sits Kamaole Beach Park III, one of Maui's most popular lifeguarded beaches, with the Shops at Wailea and Maui's top golf courses close by.

2737 S Kihei Rd Unit 335, Kihei

Listing courtesy of eXp Realty.

1310 Uluniu Rd Unit 118, Kihei
$585,000
1 Beds ⋅ 1 Baths ⋅ 410609 MLS ⋅ Fee Simple Tenure ⋅ Hale Kai O Kihei I BLDG.
Experience the timeless appeal of oceanfront living at 118 Hale Kai O Kihei, a ground-floor 1-bedroom, 1-bath residence ideally positioned along Waiohuli Beach on the coveted South Maui coastline. With a no-stairs layout and the beach just beyond the property, this charming residence offers an exceptional setting for enjoying the beauty and lifestyle of Maui. The interior captures a classic Hawaiian aesthetic with warm tones, vintage-inspired details, and an inviting sense of character. The living space opens naturally to the oceanfront lanai, creating an ideal setting for morning coffee, afternoon relaxation, and spectacular Maui sunsets accompanied by the sound of the Pacific. Residents enjoy access to a refreshing pool and on-site recreational areas, providing additional opportunities to relax and enjoy the island lifestyle. The property's beachfront setting places you within reach of restaurants, shopping, groceries, and everyday conveniences. With its desirable ground-floor location, oceanfront setting, and distinctive Hawaiian character, 118 Hale Kai O Kihei presents a compelling opportunity to own a coastal retreat in one of Maui's most sought-after areas.

1310 Uluniu Rd Unit 118, Kihei

Listing courtesy of Compass-W.

343 Noe St, Kihei
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 410600 MLS ⋅ Fee Simple Tenure
Welcome to 343 Noe Street. If you are looking for a newly updated 3 bedroom, 3 bathroom home with a detached 2 bedroom 1 bath cottage on a half acre of land look no further. Large windows throughout the kitchen and living room bring in abundant natural light, creating a warm and inviting atmosphere throughout the main living space. located in North Kihei, this property offers convenient access to some of the best beaches, sunsets and golf Maui has to offer and an easy commute to kahului and Central Maui for those Costco and airport runs. Step outside into the backyard and enjoy the park like setting perfect for children, pets, backyard gatherings, or just relaxing under the huge covered Lanai. Additionally there are four mature mango trees, a lychee tree, papaya trees, coconut palms and a lime tree. Move right into this turn key home with major improvements already completed and start enjoying the Maui lifestyle today!

343 Noe St, Kihei

Listing courtesy of Big Wave Realty LLC.

53 Polale St, Kihei
$999,000
3 Beds ⋅ 2 Baths ⋅ 410476 MLS ⋅ Fee Simple Tenure
This exceptional Kihei home in the sought-after Piilani Villages II community has it all. Spanning 1,478 square feet of comfortable living area, the 3-bedroom, 2-bath residence boasts vaulted ceilings and an open-concept design. The single-level floor plan is thoughtfully organized to separate the private primary suite from the secondary bedrooms for maximum privacy. The heart of the home is a spacious kitchen equipped with a large center island, granite countertops, and extensive cabinetry, making it perfect for both daily living and hosting guests. The property features central air conditioning for year-round comfort, while a photovoltaic system keeps utility costs low. Featuring a leased PV system with 62 panels. Additional storage and convenience come with the attached two-car garage, which includes its own split AC system. Designed for a low-maintenance Maui lifestyle, the yard requires no mowing, leaving you with more free time. This home is perfectly positioned close to South Maui's stunning beaches, dining, shopping, schools, parks, and the Kihei Aquatic Center. Ready for immediate showings, 53 Polale Street presents a premier opportunity to own a primary residence, vacation getaway, or Maui retreat within an established Kihei neighborhood.

53 Polale St, Kihei

Listing courtesy of Century 21 Island Homes.

2387 S Kihei Rd Unit B304, Kihei
$469,900
1 Beds ⋅ 1 Baths ⋅ 410452 MLS ⋅ Fee Simple Tenure ⋅ Kihei Alii Kai BLDG.
If you’re looking for an ocean view, hotel-zoned vacation rental in South Kihei at a bargain price, you found it! This 3rd-floor unit has direct ocean views from the lanai, living room, dining area, and kitchen. The Association of Apartment Owners (AOAO)- required plumbing repairs have been completed in this unit, and a new water heater was installed just prior to listing. The entire unit has hard-surface flooring: tile in the kitchen and bath, and laminate in the living/dining room and bedroom. You’ll love the amenities- a huge tile-bottom pool and spa, sauna, plus a Pickleball court and Shuffleboard court on the 3rd floor, where the BBQ and dining area are located. And you can’t beat the convenient location on S Kihei Rd, just steps to Kam II Beach Park, restaurants, shops, coffee, and more. This unit has it all, don’t wait. At this price, this vacation-rentable ocean-view home is a great opportunity for investors, second-home buyers, and even owner-occupants. This is an REO.

2387 S Kihei Rd Unit B304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

54 Waiapo St, Kihei
$999,000
3 Beds ⋅ 2 Baths ⋅ 410378 MLS ⋅ Fee Simple Tenure
This meticulously maintained 3 bedroom, 2 bathroom, 1240 sq foot, single level home will not disappoint. The entire property is well loved & cared for by the original owners. Central air conditioning, new a/c and heating unit installed in 2025. Fresh interior paint in 2025 & the exterior was repainted in 2024. Looks amazing! New washer & dryer purchased in 2025. 27 owned photovoltaic solar panels keep the electric bill manageable, currently the electric bill is only $33. Outdoor shed is perfect for additional storage. 2 car garage with epoxy garage floor & added shelving. Lovely front porch, enjoyable lanai in the back of the home along with a fully fenced in backyard. A few short minutes to the ocean & the heart of Kihei.

54 Waiapo St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

2777 S Kihei Rd Unit K-105, Kihei
$619,900
1 Beds ⋅ 2 Baths ⋅ 410265 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
•BEST PRICED MAUI KAMAOLE• This Unit K-105 is NEWLY RENOVATED. 849 SQ FT 1 bed, 2 full bathrooms built in 1999 and renovated in 2026. Fresh Sherwin-Williams Pure White interior paint, BRAND NEW Sputnik dining chandelier, NEW recessed lights, BRAND NEW vinyl plank floors in living room and bedroom. BRAND NEW Queen Sofa Sleeper, NEW 70" Samsung TV, NEW Boho Chic Table Lamps with Tassels, NEW Lamp shades in Bedroom. newer cabinets with fully adjustable shelves, melamine interiors and under cabinet lighting. NEW Brushed nickel door hardware throughout. Newer GE refrigerator, dishwasher, and microwave. Professionally cleaned tile floors. Newer drapes throughout. 2 full bathrooms, 2 Newer AC units & 2 outdoor spaces! Great storage with freshly painted louvered doors and NEW brushed nickel door pulls! 3 closets in bedroom, ensuite bathroom with two sinks, counter to ceiling mirror, CLEAN shower over tub with tile surround. Washer/Dryer, Furniture and recreation equipment included! Second bathroom has tiled shower and counter to ceiling mirror plus Newer Toilet. This condo comes with 1 Deeded Parking Space #K15. Maui Kamaole is the NICEST, NEWER LOW-RISE Complex in a QUIET South Kihei LOCATION bordering Wailea across from the Kihei Boat Ramp and Kamaole Beach Park III. Complex amenities feature: 2 pool spa pavilions, 2 tennis courts, several Weber BBQ areas and gazebos with plenty of tables and chairs. This unit is a GREAT BUY!

2777 S Kihei Rd Unit K-105, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

160 Keonekai Rd Unit 2-101, Kihei
$545,000
2 Beds ⋅ 2 Baths ⋅ 410236 MLS ⋅ Fee Simple Tenure ⋅ Keonekai Villages BLDG.
Discover the perfect blend of comfort, style, and island living at Keonekai Villages 2-101- a beautifully updated, move-in ready 2-bedroom, 1.5-bath ground-floor condo in sunny South Kihei. With no stairs to navigate and a private, fully fenced outdoor lanai, this condo lives like a home, and offers the ideal setting for morning coffee, outdoor dining, entertaining, or simply relaxing in your own tropical retreat. Inside, you'll find tasteful modern upgrades throughout, including luxury vinyl plank flooring, quartz countertops, contemporary gray cabinetry, stainless steel appliances, updated ceiling fans, a newer living room air conditioning unit, and stylish furnishings that create a fresh, inviting atmosphere. The remodeled bathrooms add a touch of luxury, featuring a stunning tiled walk-in shower and modern vanities. Convenience continues with two tandem parking stalls (one covered) located just steps from your front door at the end of the row, along with ample guest parking nearby. Residents also enjoy multiple barbecue and picnic areas, perfect for gathering with family and friends. Ideally situated just minutes from the golden sands of world famous Keawakapu Beach and Kamaole Beach Park III, this exceptional location also places you close to popular shops, restaurants, and all the amenities of the world-renowned Wailea Resort, including championship golf courses, fine dining, and some of Maui's most spectacular beaches. Whether you're searching for a full-time residence, a second home, or an opportunity to enjoy the best of South Maui living, Keonekai Villages 2-101 is one you won't want to miss. Schedule your private showing with your favorite REALTOR® today!

160 Keonekai Rd Unit 2-101, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 101, Kihei
$13,900,000
4 Beds ⋅ 4 Baths ⋅ 410182 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom functions as a den. From the moment the door opens, the reaction is immediate — an arrival that announces itself before a single detail is pointed out. The residence showcases nine-foot clear grade Cedar ceilings, travertine marble floors, Sub-Zero, Wolf, and Thermador appliances, an African Mahogany wet bar, and Big Island Koa entry doors — all of which convey with the sale. In 2025, it was further elevated with a fully automated lighting and shade system — controlled at the touch of a button — and custom engraved electrical covers throughout. All-new furnishings, including a custom Koa coffee table set on a driftwood base, also convey. A 2025 Jeep and premium golf cart may also be available to the purchaser — full details outlined in the Disclaimer below. Set within 30 acres at under 4 units per acre — one of the lowest density communities in Hawaii. Four resort-style pools · lighted tennis and pickleball · fitness center · 24-hour gated security. Immediate neighbors include the Four Seasons Resort Maui and the Fairmont Kea Lani — world-renowned luxury hotels. Their restaurants, spas, and beaches are part of daily life here. Private appointment only · Pre-qualified buyers exclusively. DISCLAIMER Purchase of this property includes mandatory membership in the Wailea Community Association (WCA), which is separate and distinct from the property's AOAO (Association of Apartment Owners). Buyers should independently review WCA governing documents, dues, and obligations as part of their due diligence. A 2025 Jeep and premium golf cart may be available to the purchaser under a separate bill of sale. These items are personal property, are not included in the real property purchase price, and will be transferred separately from the real estate transaction. This will be outside of escrow. Wailea Point's original governing documents prohibit rentals of fewer than 30 consecutive days. An amendment effective July 1, 2026 that sought to increase the minimum lease term to more than 365 days was held invalid. Buyers should independently review the current declaration, bylaws, house rules, AOAO notices, applicable governmental requirements, and any subsequent legal developments. No representation or guarantee is made regarding rental eligibility, rental income, or future rental restrictions.

4000 Wailea Alanui Dr Unit 101, Kihei

Listing courtesy of Engel & Volkers Maui.

30 Kai Malu Dr Unit 201, Kihei
$3,895,000
3 Beds ⋅ 3 Baths ⋅ 410170 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4C (aka 30-201) offers epic ocean and golf course views and allows you to enjoy one of the closest proximities to the exclusive recreational center. Blending elegance and comfort, the spacious open concept layout features upgraded tile flooring which flows gracefully to the two covered lanais. The main lanai is perfect for year-round outdoor living and entertaining where you can savor unforgettable sunsets paired with great meals prepared on the built-in Coyote gas grill. The chef-inspired kitchen is appointed with Bosch stainless appliances, Fisher & Paykel double dishwasher, U-Line wine cooler, custom cabinetry, and a dramatic quartz waterfall island with bar seating and pendant lighting. The primary suite is a relaxing private sanctuary with its own lanai and privacy shade screen. This villa has been very gently lived in and further enhanced with upgrades such as Lutron programmable lighting, custom electronic blinds, Hansgrohe fixtures, Toto toilets, and a Rinnai on-demand hot water system. Custom furnishings designed specifically for this villa are also negotiable. A secure garage with an EV charging capability, large storage room and an additional assigned parking stall provide everyday convenience. Owners at La’i Loa enjoy an infinity edge pool with a lap lane, an oversized hot tub, and a modern fitness center all just steps away from your villa. Nearby are all of Wailea’s many resort amenities including some of the best beaches on Maui, elite shopping opportunities, first class restaurants, golf and tennis. Special properties like this rarely become available.

30 Kai Malu Dr Unit 201, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3220 Waileia Pl, Kihei
$3,060,000
3 Beds ⋅ 3 Baths ⋅ 410168 MLS ⋅ Fee Simple Tenure
Nestled in the sought-after community of Maui Meadows, this exceptional property offers breathtaking views, flexible living spaces, and resort style amenities. The main residence features 3 bedrooms and 2.5 baths. The ground level offers an open concept great room with living, kitchen, and dining areas and broad ocean views. Expansive bi-fold doors open to a spacious covered lanai. A generously sized bedroom with en-suite bath offers the option for a primary suite on the main level. An additional bedroom currently serves as an office. The upper level primary suite opens to a private lanai with serene Haleakala and ocean views. Crowning the home is a rooftop deck that offers 300 degree views from the North Shore to Lanai to Haleakala summit. Offer your guests the pool house suite. It is the ultimate in privacy, with a guest room and a full bath, plus an outdoor kitchen. There's even a large screen for enjoying movies or sports on our warm Maui nights. Relax beside the tropical pool or join a game of cornhole or bocce ball on the adjacent lawn. A detached 1 bedroom, 1 bath cottage offers additional living space or an option for rental income. Orange, mango, avocado, lime, lemon, and lilikoi are there for your enjoyment! Completed in 2022, this exceptional residence is the newest home currently available on the market in Maui Meadows. Don't miss this one! It's a gem!

3220 Waileia Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

39 Hoawaa Way, Kihei
$3,500,000
3 Beds ⋅ 2 Baths ⋅ 410112 MLS ⋅ Fee Simple Tenure
Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a thousand square feet of lanai living. No expense spared with the choice of long lasting durable and as well as beautiful Monier tile roof, copper downspouts and gutters with French drains throughout. The finish level is exceptional, with large format Italian porcelain floors, a Poggenpohl kitchen with SubZero and Miele, and spa inspired baths featuring Toto washlets and Dornbracht fixtures. The primary suite opens directly to garden views, a shimmering saltwater pool and spa, and an outdoor shower wrapped in teak, while a thoughtful split bedroom layout offers guests true privacy. With owned photovoltaic, upgraded electrical, central air, remote sunshades, xeriscape landscaping, and copper landscape lighting, all just moments from Keawakapu Beach, Wailea's best shopping, and world class golf and tennis, this is turnkey Wailea living at its most refined and effortless. Outfitted with DWR (Design Within Reach) high-end furnishings, 39 Hoawaa is a turnkey residential experience.

39 Hoawaa Way, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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