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$4,650,000
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. A new asphalt shingle roof is scheduled for completion in September 2026.

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$1,050,000
2 Beds ⋅ 2 Baths ⋅ 410576 MLS ⋅ Fee Simple Tenure ⋅ Paradise Ridge Estates BLDG.
A 2022-built luxury Residential Condo at Paradise Ridge Estates offers what few Kihei properties can: true turnkey new construction, fee simple, with panoramic ocean and West Maui Mountain views. This gated 2-bedroom, 2-bath residence spans 1,251 sq ft of airy, open-concept living, framed by soaring high ceilings and oversized doors that blur the line between indoor and outdoor. Step onto your private lanai and take in sunset views and mountain silhouettes from a home that feels worlds away, yet minutes from everything. Inside: relaxed island style, warm neutral tones and natural textures, a walk-in closet, and two assigned parking stalls. Outside: a resort-style waterfall pool, hot tub, and pavilion behind secure gated entry. The Location seals it. Set atop a bluff for added privacy and unobstructed views, the home is 5 minutes from a beachfront walking path stretching for miles along Kamaole Beach, plus the shops, restaurants, and energy of Kihei town. Pet-friendly and perfectly suited as a true second home. A rare new build on Maui, meticulously maintained, and a genuinely great deal. Just arrive and start living it.

2757 S Kihei Rd Unit 202, Kihei

Listing courtesy of Talk Realty LLC.

$550,000
410538 MLS ⋅ Fee Simple Tenure
SCARCE OPPORTUNITY! Vacant lot in prime location with ocean & mountain views ready for your main house dwelling to be built. This approximately 5689SF piece of prime land allows for 1 immediate main dwelling to be built and a 2nd main dwelling may also be built meeting certain criteria. Located within walking distance to South Maui Gardens, Kalama Beach Park, many popular restaurants and a variety of shops. Water meter installed, irrigation installed and underground utilities onsite makes this property ready for you to build your Dream home. Call for more details and an in person showing to truly appreciate what this site has to offer. This is a new CPR and a first time offering. Lot C is also available.

163 Auhana Rd Unit A, Kihei

Listing courtesy of Romvari Realty Ltd.

$475,000
410536 MLS ⋅ Fee Simple Tenure
READY TO BUILD vacant lots in Kihei are few and far between. And this is one of those! To add to that, it's in a Prime location. This approximately 5,354 SF lot sits within walking distance to South Maui Gardens, Kalama Beach Park, many popular restaurants and a variety of shops. Water meter installed, irrigation installed and underground utilities onsite makes this property ready for you to put your footprint on it with up to a 720SF home. Call for more details and an in person showing to truly appreciate what this site has to offer. This is a new CPR and first time offering.

163 Auhana Rd Unit C, Kihei

Listing courtesy of Romvari Realty Ltd.

$3,250,000
3 Beds ⋅ 2 Baths ⋅ 410512 MLS ⋅ Fee Simple Tenure
Experience the essence of South Maui living at this exceptional residence in the heart of Kihei, just a short stroll from the golden sands and crystal-clear waters of Kamaole Beach I. Privately situated on an expansive 10,000+ sq. ft. lot, this thoughtfully designed island retreat blends timeless Hawaiian character with modern comfort. Soaring vaulted ceilings, warm natural hand carved doors, with mahogany wood, a beautiful expansive lanai space, outdoor showers to enjoy the stars while you unwind, outdoor laundry and abundant natural light create an inviting atmosphere, while seamless indoor-outdoor living spaces embrace Maui's year-round tropical climate. The lush grounds are a private oasis, featuring mature tropical landscaping, fruit trees, and tranquil areas for entertaining or quiet relaxation. An owned photovoltaic system enhances efficiency and sustainability. Ideally located near renowned beaches, snorkeling, paddleboarding, dining, boutique shopping, and golf, this rare offering presents an exceptional opportunity to enjoy one of South Kihei's most coveted beachside neighborhoods. Whether as a full-time residence, island getaway, or investment property, this home embodies the relaxed elegance and unmatched lifestyle that define Maui.

2165 Iliili Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$9,195,000
4 Beds ⋅ 4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure
Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

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

2191 S Kihei Rd Unit 2215, Kihei

Listing courtesy of Hawaii Life (W).

$3,900,000
409602 MLS ⋅ Fee Simple Tenure
OPPORTUNITY: 14 ACRE LAND PARCEL for DEVELOPMENT. Off South Kihei Road close to The Cove, Charlie Young Beach, and Kalama Beach Park, the location is hard to beat. Nearby to restaurants, groceries, shopping, banking, police, and fire protection, this parcel offers an ideal area for development. Zoned R-2 Residential, this parcel is suited for Workforce housing with topography and site options for ocean/mountain views. There are preliminary plans for multiple residential units with current zoning. Technical studies are available. Call your Realtor to schedule a site visit.

Alahele Pl, Kihei

Listing courtesy of Maui Realty Connections.

$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.

$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).

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

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

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

301 Ohina Pl, Kihei

Listing courtesy of Redfin Corporation.

$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).

$1,950,000
3 Beds ⋅ 3 Baths ⋅ 408135 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
Set along the 16th fairway with sweeping views across three lush fairways, this residence captures the essence of life at Hokulani Golf Villas. Within this private gated enclave of 40 acres, beautifully landscaped and thoughtfully designed, you’ll find space, serenity, and a sense of true Maui living. This sought-after 110 model is perfectly designed for comfort and flexibility. The main level offers everything you need for daily living — a grand great room with 12-foot ceilings, a primary suite with spa-like bath, a den, half bath, and laundry. Upstairs, guests are treated to two spacious bedrooms with vaulted ceilings, a full bath, and a generous second den for entertainment or relaxation. At Hokulani, every home is a detached single-family condominium with its own two-car garage — combining the privacy of a home with the ease of condo living. Landscaping and exterior maintenance are fully managed, making this an effortless lock-and-leave lifestyle. The community clubhouse features an infinity-edge pool that melts into the horizon, offering front-row seats to Maui’s legendary sunsets. Discover why Hokulani Golf Villas remains one of South Maui’s most desired addresses — call your Realtor today and experience the beauty for yourself.

500 Umeke St Unit 47, Kihei

Listing courtesy of Hawaii Life (W).

$857,400
408102 MLS ⋅ Fee Simple Tenure
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

2145 S Kihei Rd, Kihei

Listing courtesy of Commercial Prop of Maui LLC.

$2,767,300
408098 MLS ⋅ Fee Simple Tenure
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

1144 S Kihei Rd, Kihei

Listing courtesy of Commercial Prop of Maui LLC.

$3,000,000
3 Beds ⋅ 4 Baths ⋅ 407638 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
A Home That Defines “Custom” First time offered, this Hokulani Golf Villas residence is custom in every sense of the word — designed and built as the owner’s forever home, with no expense spared. From the moment you enter, you’re greeted by a bright, white, and contemporary aesthetic — a clean palette that reflects light and amplifies the home’s open concept design. An abundance of built-in cabinetry provides both function and elegance, complementing the expansive great room that flows seamlessly from kitchen to living to lanai. The home features two master suites and a third ensuite bedroom, providing flexibility for guests or multigenerational living. Every detail has been considered — from the layout to the materials to the feeling of effortless space. A 58-panel photovoltaic system powers the home, a reflection of the thoughtful investment in both sustainability and efficiency. Set gracefully along the par-5 fairway of the Maui Nui Golf Course, this home enjoys a backdrop of lush green views and the serenity unique to the Hokulani Golf Villas community. Seeing is believing — this is a rare opportunity to own one of Hokulani’s most refined, privately crafted homes.

2399 Umeke Cir Unit 68, Kihei

Listing courtesy of Hawaii Life (W).

$1,750,000
2 Beds ⋅ 2 Baths ⋅ 407521 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
Also listed as Single Family Residential (MLS 407522). Beautiful single-level 2BR/2BA home with separate office/den, ocean and mountain views and 25 PV panels in Hokulani Golf Villas (HGV). HGV is a gated neighborhood of 152 detached, single family homes, with a spacious pool and hot tub area complete with a clubhouse with full kitchen for owners to use. Expansive park-like lawn areas throughout the neighborhood are great places to play walk your dogs or have a picnic and there are lots of guest parking stalls. Located off of Lipoa Street soon to be (if not already) known as LIPOA a master-planned community that includes commercial and business opportunities, planned residential options, schools, a golf course, nature trails and walkable tree-lined streets (for more info www.LipoaMaui.com)

573 Halelea St Unit 126, Kihei

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

$1,100,000
407473 MLS ⋅ Fee Simple Tenure
Gorgeous Pacific Ocean and golden sandy beaches are directly across the street from this 2/3 of an acre property with lovely views. Customize the Estate of your dreams on a rare .669 acre vacant lot offering, literally a stone’s-throw away from the beach. Very few buildable lots exist with the size and location in South Maui, making this a highly desirable lot across from the Mai Poina Beach Park with a bevy of amenities nearby. Calm mornings in this area are ideal for stand-up paddle boarding or snorkeling or delight in the afternoon breezes as you sail into the warm sun-kissed waters. You'll bask in the warm rays of the South Maui sunshine along the conveniently located mile-long stretch of sand and revel in the most stunning Maui sunsets. Within walking distance to Isana Sushi, Monsoon Bar & Grill and Ululani’s Shave Ice, you’ll never be at a loss for variety with a plethora of other great restaurants, shops, and activities just a short drive away. Some pictures show renderings of an estate that the current owners designed using CAD.

371 S Kihei Rd, Kihei

Listing courtesy of Century 21 Island Homes.

$679,000
2 Beds ⋅ 1 Baths ⋅ 405681 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG.
Beautiful & spacious 2 bedroom, 1 bath HOTEL ZONED condo. Located across the street from a great walking beach with nightly sunsets. Upgraded kitchen with custom gorgeous wood cabinets and granite counter tops. New refrigerator, new ceiling fans in kitchen and dining area. Classic travertine flooring. Just freshly painted ceiling and walls in a warm white making the unit feel light and airy. New front door and screen door and new wood sliding closet doors in the bedrooms. The bathroom was upgraded with a tiled shower and has a new vanity. Outside the bathroom door is a second bath vanity and mirror area also with a new vanity. Next to that is a full size washer/dryer stack unit recently purchased. Two comfortable bedrooms and a hall closet. Enjoy the in ground pool, hot tub and BBQ area for tanning and swimming. Unit looks and feels new with all the work just done. Great opportunity to do a vacation rental at this hotel zoned property for income or as a wonderful home with the ocean a stones throw away. This second floor unit with nice lanai off of the living area offers a great opportunity to live the island lifestyle.

483 S Kihei Rd Unit 217, Kihei

Listing courtesy of Bello Realty Inc.