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

1299 Uluniu Rd Unit C-209, Kihei

Listing courtesy of Keller Williams Realty Maui-L.

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

139 Mehani Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$3,750,000
3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.

3919 Waakaula Pl, Kihei

Listing courtesy of Century 21 Island Homes.

$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).

$1,450,000
410084 MLS ⋅ Fee Simple Tenure
Can't find what you're looking for? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vistas gated community, this gently sloping lot offers East and West mountain views, as well as, ocean views! Seller is a licensed real estate agent in Arizona.

160 Manalo St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$3,200,000
5 Beds ⋅ 4 Baths ⋅ 410070 MLS ⋅ Fee Simple Tenure
NOW AVAILABLE AS A UNIQUE OPPORTUNITY: Three beautifully positioned CPR units with more than 26,300 sq ft of combined land—offering generous space, flexible options, and lasting value for years to come. Experience breathtaking panoramic ocean views from this stunning Unit B of a 3 unit CPR, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with soaring vaulted ceilings, creates a bright, spacious ambiance that's ideal for relaxing or entertaining, connecting the kitchen to the dining and living areas, which flow seamlessly to the private wrap-around lanai. With 5 bedrooms and 4 bathrooms, there's ample space for guests and a home office. The flexible layout includes the possibility of a split unit downstairs, which could be accessible via an interior staircase or a separate outside entrance, perfect for multi-generational living, guest quarters, or long-term rental potential. Included, we are offering Unit A (TMK 2-2-1-018-085-0001) and Unit C (TMK 2-2-1-018-085-0003) for added value. Unit A an allocation for a 720 sq ft cottage on approximately 11,369 sq ft of land. The current zoning for unit C (6,000+ sq ft) allows an 840 sq ft ADU on the back side of the main house, offering a great opportunity to add value to this beautiful property (see attached preliminary site plans). Don't miss your chance to own this exceptional property that combines luxury, versatility, and spectacular views! This beautiful home is perched at the top of the prestigious Maui Meadows neighborhood, just minutes from the beach, world-class restaurants, golf courses, and everything that South Maui has to offer. This is a Residential CPR.

3435 Hookipa Pl Unit A - B - C, Kihei

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

$1,699,000
2 Beds ⋅ 2 Baths ⋅ 410060 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
Also listed as Residential MLS#410061. Welcome to one of South Maui's most sought-after gated communities, Hokulani Golf Villas, where pride of ownership is evident at every turn. Perfectly positioned along the Maui Nui Golf Course, this beautifully maintained residence combines modern upgrades, energy efficiency, and the relaxed elegance of island living. Enjoy the benefits of a net-metered photovoltaic system for exceptionally low electric costs, brand-new central air conditioning installed in 2024 and new kitchen appliances along with a new washer and dryer added in 2026. Rich hardwood flooring brings warmth and character to the bedrooms, while stylish, easy-to-operate window treatments enhance both comfort and convenience. Thoughtfully updated and meticulously cared for, this home is truly move-in ready. Inside, soaring 12-foot ceilings create an open, airy atmosphere, complemented by a durable tile roof, elegant stucco exterior and quality finishes throughout. The gourmet kitchen features a brand new Thermador cook top for the discerning chef, while an on-demand gas water heater adds everyday efficiency and convenience. Every detail has been carefully considered to create a home that is as functional as it is beautiful.

2491 Hihimanu St Unit 114, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,790,000
2 Beds ⋅ 2 Baths ⋅ 410061 MLS ⋅ Fee Simple Tenure
Also listed as Condominium MLS#410060. Welcome to one of South Maui's most sought-after gated communities, Hokulani Golf Villas, where pride of ownership is evident at every turn. Perfectly positioned along the Maui Nui Golf Course, this beautifully maintained residence combines modern upgrades, energy efficiency, and the relaxed elegance of island living. Enjoy the benefits of a net-metered photovoltaic system for exceptionally low electric costs, brand-new central air conditioning installed in 2024 and new kitchen appliances along with a new washer and dryer added in 2026. Rich hardwood flooring brings warmth and character to the bedrooms, while stylish, easy-to-operate window treatments enhance both comfort and convenience. Thoughtfully updated and meticulously cared for, this home is truly move-in ready. Inside, soaring 12-foot ceilings create an open, airy atmosphere, complemented by a durable tile roof, elegant stucco exterior and quality finishes throughout. The gourmet kitchen features a brand new Thermador cook top for the discerning chef, while an on-demand gas water heater adds everyday efficiency and convenience. Every detail has been carefully considered to create a home that is as functional as it is beautiful. This is a CPR Residential condo Unit #114.

2491 Hihimanu St Unit 114, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$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).

$3,878,000
3 Beds ⋅ 3 Baths ⋅ 409909 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
La'i Loa: Where Elevated Design Meets the Spirit of Wailea THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS! There are homes that offer a view, and there are homes that make the view part of your everyday life. From this beautifully positioned residence at La'i Loa, the Pacific stretches across the horizon, with expansive ocean vistas, neighboring islands, and Maui's legendary sunsets creating a backdrop that never grows old. Completed in 2023, this exceptional 3-bedroom, 3-bath residence offers 1,742 square feet of intentionally designed interior living space and an impressive and rare 424-square-foot lanai that seamlessly extends the home outdoors. Elevated above the landscape along with its convenient ground-floor location, the residence captures cooling trade winds, abundant natural light, and the effortless indoor-outdoor lifestyle that defines distinctive Wailea living. Behind the front door, every detail reflects a commitment to quality, craftsmanship, and design. The interiors are a curated collection of bespoke finishes and designer elements, with approximately $1 million invested in furnishings, artwork, lighting, and custom appointments. Hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass light fixtures, custom Italian furnishings, and carefully selected materials create a residence that feels more like a private gallery than a condominium. The gourmet kitchen is equally impressive, featuring premium appliances and sophisticated finishes designed for both everyday living and elegant entertaining. Motorized shades, smart-home compatibility, and seamless technology integration provide modern convenience without compromising the home's refined aesthetic. The expansive lanai becomes a natural extension of the living space, complete with an outdoor grilling area ideal for sunset dinners, morning coffee overlooking the ocean, or gathering with friends as the sky transforms with evening color. Strategically positioned within the community, this residence enjoys a uniquely private setting surrounded by mature Monkey Pod trees and lush tropical landscaping, creating a serene, treehouse-like atmosphere. Its location offers a heightened sense of tranquility, minimal through-traffic, and exceptional privacy, making it one of the most desired locations within the community. La'i Loa has quickly become one of Wailea's most coveted addresses, offering a rare balance of luxury, privacy, and modern construction. Each boutique building contains only five residences and features secured access and a private garage, creating a sense of exclusivity seldom found in condominium living. Residents enjoy resort-inspired amenities including an infinity-edge pool, fitness center, and clubhouse, all surrounded by impeccably maintained grounds. For those seeking a primary residence, the convenience of single-level living combined with Wailea's world-class lifestyle is hard to overstate. For those searching for a second home, this is a true lock-and-leave retreat designed for comfort and ease. And for investors, the property's luxury positioning, nearly new construction, and strong long-term rental appeal create a compelling ownership opportunity in one of Maui's most desirable communities. Offered fully furnished—with most furnishings, artwork, and designer pieces included—this residence allows the next owner to step immediately into a lifestyle that has already been thoughtfully curated and beautifully executed. In a market where exceptional inventory is increasingly difficult to find, opportunities like this are rare. New construction. Boutique exclusivity. World renowned interior design finishes. Expansive ocean views. And one of the most sought-after locations in Maui. This is more than a home. It is a front-row seat to everything that makes Wailea extraordinary. ALL FURNISHINGS INCLUDED IN THE SALES PRICE EXCEPT A FEW PERSONAL ITEMS.

78 Kai Malu Dr Unit 101 (14A), Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

$45,000,000
8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure
An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$2,699,000
2 Beds ⋅ 3 Baths ⋅ 409826 MLS ⋅ Fee Simple Tenure ⋅ Na Hale O Makena BLDG.
Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of privacy and tranquility in one of Makena’s most sought-after settings. Freshly updated with a newly painted interior, new carpeting, led lighting and more, this spacious floor plan is designed for relaxed island living, featuring seamless indoor-outdoor flow and peek-a-boo ocean/molokini views that add to the home’s peaceful ambiance. Thoughtfully designed with comfort and convenience in mind, this residence lives more like a private home while still offering the benefits of luxury condominium ownership. Residents of Na Hale O Makena enjoy a gated, low-density community atmosphere along with resort-style amenities including a pool, spa, fitness center, and covered pavilion, all just moments from Makena’s pristine beaches, golf, dining, and Wailea conveniences. Whether you are seeking a full-time residence or an island retreat, this exceptional property captures the privacy, comfort, and understated luxury that define the Makena lifestyle. Schedule your private showing today!

4955 Makena Rd Unit F102, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$12,400,000
5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure
In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

$750,000
1 Beds ⋅ 2 Baths ⋅ 409720 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
Welcome to your South Maui sunset retreat at Kamaole Sands 9-306, a stylish 1-bedroom, 2-bath condo offering 818 square feet of bright, comfortable living space just moments from Kamaole Beach Park III. This inviting condo blends ocean-view living, resort-style amenities, and everyday convenience in one of Maui’s most loved coastal locations. Hop off the elevator on the third floor and step inside to a living and dining area filled with natural light and designed for comfort. The well-equipped kitchen with granite countertops offers everything needed to prepare meals at home, from quick breakfasts to relaxed island dinners. The bedroom offers a peaceful retreat with a comfortable king-sized bed, while two full bathrooms add extra privacy and convenience. One of the standout features is the private lanai, where ocean and mountain views create a beautiful backdrop for morning coffee, outdoor dining, and colorful Maui sunsets. The condo also includes AC for year-round comfort and is being sold fully furnished. Kamaole Sands offers a true resort-style setting with an in-ground pool and a keiki pool, two hot tubs, three BBQ areas, a fitness center and four tennis courts. With beaches, dining, shopping, and outdoor activities all within an easy walking distance, Unit 9-306 delivers the comfort, location, and views that make South Kihei living so special. Schedule a showing today and experience this Maui condo for yourself.

2695 S Kihei Rd Unit 9306, Kihei

Listing courtesy of Compass-W.

$750,000
1 Beds ⋅ 2 Baths ⋅ 409715 MLS ⋅ Fee Simple Tenure ⋅ Grand Champions BLDG.
Immerse yourself in the essence of Hawaiian paradise at Grand Champions Villa Unit 74, a desired top-floor gem perfectly situated in the uppermost section of the complex. This prime location not only ensures unparalleled privacy but also offers the most coveted, unobstructed views of the shimmering Pacific Ocean and the lush 2nd fairway of the Wailea Blue Golf Course. Surrounded by tropical beauty, this one-bedroom, two-bath residence features vaulted ceilings, and a private lanai where you can savor breathtaking sunsets and refreshing trade winds. As a resident, enjoy exclusive amenities and easy access to Wailea’s pristine beaches, world-class dining, and premier shopping—all just a short stroll away!

155 Wailea Ike Pl Unit 74, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$729,000
1 Beds ⋅ 1 Baths ⋅ 409713 MLS ⋅ Fee Simple Tenure ⋅ Kihei Alii Kai BLDG.
Hotel-zoned and ideally located in the heart of South Kihei, Unit B405 at Kihei Alii Kai offers exceptional flexibility for owner-occupants, second-home buyers, or those seeking strong short-term rental potential. This top-floor 1-bedroom, 1-bath condo with a spacious loft enjoys outstanding historical short-term rental performance within the complex, while this particular unit has not been previously rented, offering a rare opportunity for a fresh, well-cared-for residence. Enjoy ocean-facing views and the bright, open feel that comes with a top-floor unit. Featuring new flooring along with an updated kitchen and bath, the unit blends comfort, functionality, and island style. The loft provides versatile additional space ideal for guests, a home office, or expanded sleeping accommodations. Located directly across from Kamaole Beach Park I and moments from South Kihei dining, shopping, and activities--this is Maui beach living at its best. The complex features ample guest parking, including a covered owners-only parking area, two property entrances, Security gate at the rear entrance. Resort-style amenities include a pool, spa, sauna, pickleball court, BBQ and entertaining area, and spacious gathering areas perfect for relaxing after a day at the beach. Homeowner tax exemption currently in place through the end of the year.

2387 S Kihei Rd Unit B405, Kihei

Listing courtesy of Maui Ohana Real Estate LLC.

$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).

$1,195,000
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.

$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.

$575,000
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).

$690,000
1 Beds ⋅ 2 Baths ⋅ 409349 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG.
Kamaole Sands 9-209 is a fully furnished vacation rental condominium boasting Pacific Ocean views, tasteful renovations, and a generous-sized covered outdoor deck.  This residence is oriented Southwest taking advantage of year-round sunsets, excellent cross-breeze, and protection from the afternoon sun. Close proximity of ocean within the development on the 2nd floor of Building 9. Kamaole Sands is located in South Kihei directly across the street from Kamaole III Beach Park and sits on 15 acres of landscaped beauty. The property also features elevators throughout all the buildings. Minutes from Wailea and Makena.  5-mile radius from hundreds of restaurants and dozens of beaches. Amenities at Kamaole Sands include a large in-ground pool, two jacuzzies, a keiki pool, three BBQ areas, a recreation area, fitness center, and four tennis courts.  The convenience and location of Kamaole Sands 9-209 would make it an excellent primary residence, second home, or investment property.

2695 S Kihei Rd Unit 9-209, Kihei

Listing courtesy of Pacific Image Properties.

$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).

$1,995,000
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.