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$2,549,000
3 Beds ⋅ 3 Baths ⋅ 407284 MLS ⋅ Fee Simple Tenure
Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the third bedroom upstairs. Recently reimagined, the home has undergone extensive renovations to seamlessly combine classic Spanish architectural elements such as 2' x 4' porcelain tiles and custom Moroccan pendant in kitchen with modern-day amenities.The iconic Spanish tile roof enhances the property’s curb appeal, while the grand entry and courtyard create a stately ambiance, welcoming you to your private sanctuary. Every detail has been thoughtfully upgraded in recent years, from high-end finishes such as European Oak wood floors, Hoppe windows and doors, Thermador appliances, to state-of-the-art systems such as Mitsubishi Air Conditioning and Luxe garage doors, ensuring a home that is both stylish and functional. The expansive outdoor living spaces include a large swimming pool, an inviting pool deck, and a covered lanai—perfect for entertaining or enjoying Maui’s year-round tropical climate. The property’s elevated position at the end of a quiet cul-de-sac provides unparalleled privacy and seclusion, free from through traffic. Inside, new air conditioning systems, premium finishes, and refined touches elevate the living experience. The oversized upper deck is a true showstopper, offering breathtaking ocean views, daily sunsets over the outer islands, and seasonal whale-watching opportunities. This estate is move-in ready and waiting to welcome its next discerning homeowner to indulge in tranquility, beauty, and exclusivity with proximity to Wailea and Makena's best beaches and resorts.

3291 Waileia Pl, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$2,500,000
9 Beds ⋅ 7 Baths ⋅ 410778 MLS ⋅ Fee Simple Tenure
Rare Kahului opportunity offering 4,570 sq. ft. of versatile living space with 9 bedrooms and 6.5 bathrooms! Perfect for multigenerational living or hosting extended guests, this expansive two-story residence features TWO PRIMARY SUITES—one on the main level for convenient single-level living and one upstairs for added privacy. The property also presents potential rental and income-producing opportunities, including the possibility for care home or assisted-living use. The heart of the home boasts soaring ceilings, elegant travertine flooring, and a spacious chef's kitchen with quartz countertops. Stay comfortable year-round with brand-new split A/C systems in living/dining areas and most bedrooms. Outdoor living shines with a covered downstairs lanai and a huge upstairs deck. Includes accessible roll-in showers and flexible layout options. Exceptional space, comfort, and potential in central Kahului! Easy to show.

321 Puumakani Pl, Kahului

Listing courtesy of Realty 1st Inc.

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 410525 MLS ⋅ Fee Simple Tenure
Sublimely located in the exclusive gated community of Wailea Kai, this beautiful single-level home places you just steps from the golden sands of Keawakapu Beach. Owned photovoltaic panels, brand-new luxury vinyl flooring and new baseboard throughout, a private pool, and an effortless flow make this the perfect expression of the Maui lifestyle. Minutes from the world-class dining, shopping, and championship golf of Wailea Resort, all within a serene, gated 34-acre community with lush tropical landscaping year-round. A rare single-level gem in one of South Maui’s most sought-after neighborhoods.

3111 Waiea Pl, Kihei

Listing courtesy of Maui Luxury Real Estate LLC.

$2,500,000
410448 MLS ⋅ Fee Simple Tenure
Located on the mild Southern side of Hana, 176 acres, just 4 miles from Hana Village, & close to white sand Hamoa Beach and Waioka(‘Venus’) Pool... Consistent annual rainfall delivered by gentle trade winds and conveniently distributed throughout the year... Pasturage along Hana Highway with large & spaced mature shade tree canopies spread above accessible forest-floor foliage.... Pukuilua Stream(intermittent) threads through the center of the Land, originating high in the forest reserve of Waihoi Valley. A place of traditional agriculture, followed by sugar cultivation, and most recently cattle ranching...With diverse possibilities including residential use, mixed-use agriculture, livestock pasturage, tropical flower cultivation, fruit tree orchards, organic farming, forestry, hunting, and permaculture...Along with the potential for restoring native habitats and supporting conservation efforts, and more...A personal place of refuge with sustainable, self-sufficient land use. Average annual rainfall is reliable for water catchment. In the Hana region, water wells are a proven, reliable source of abundant groundwater. Convenient access, with 4 gates opening to Hana Highway which meanders along the Hana Coast close to the shoreline. Electrical, phone, and internet lines run alongside the highway in front of the property. Importantly, the land title of the entire 176 acres is officially registered with the Land Court of Hawaii, providing gold standard-like title security and a reliable store of value.

Hana Hwy, Hana

Listing courtesy of Hugh Starr & Co LLC.

$2,500,000
410158 MLS ⋅ Fee Simple Tenure
Rare opportunity to own a unique oceanfront parcel in Kapalua. This stretch of conservation-zoned land offers direct shoreline frontage, panoramic ocean views, and a front-row seat to Maui’s breathtaking sunsets and seasonal whale watching. A truly special piece of coastline for those seeking natural beauty, and long-term stewardship in one of Maui’s most iconic settings.

6501 Honoapiilani Hwy, Lahaina

Listing courtesy of Compass.

$2,500,000
3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure
Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.

3142 Waiea Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,499,000
3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,499,000
3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure
Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$2,499,000
3 Beds ⋅ 2 Baths ⋅ 408355 MLS ⋅ Fee Simple Tenure
VERY MOTIVATED SELLERS! Are you dreaming of a place to escape to? Completely private and seclude? Welcome to Paradise Villa — an exceptional retreat nestled on a half-acre in the highly sought-after Launiupoko community. This Home actually features 3 spacious bedrooms and the pool house! Designed for the Hawaii lifestyle enthusiast, this lush tropical haven seamlessly blends luxury, privacy, and nature with views of the Pacific Ocean, Lanai, the West Maui Mountains, and Lahaina town. Thoughtfully crafted with timeless materials and island elegance, the main residence features 3 bedrooms, 2 bathrooms, soaring ceilings, custom doors, rainforest granite countertops, stainless steel appliances, and travertine flooring. Spa-inspired bathrooms offer indoor-outdoor experiences, including tropical outdoor showers and custom rainforest-style fixtures. The primary suite enjoys direct access to the lanai and gardens, creating a harmonious connection with the landscape. Outdoors, this private sanctuary is surrounded by exotic palms, vibrant fruit trees, and resort-style landscaping with cascading waterfalls into freshwater ponds. A built-in BBQ, large covered lanais, and a cozy fire pit set the stage for entertaining or tranquil stargazing. A separate pool house adds an additional bathroom and outdoor shower, offering flexibility for guests or a wellness escape. The saline pool and heated spa are tucked away in a secluded setting with reflexology stones, a meditation area, and a hand-carved granite soaking tub—perfect for soaking in the serenity with sweeping views above. The oversized two-car garage includes built-in cabinetry and laundry facilities. Located just minutes from Lahaina town, Launiupoko Beach Park, surf spots, restaurants, shopping, and scenic hiking trails, Paradise Villa offers the rare combination of peaceful seclusion and convenient access to all that West Maui has to offer. This is more than a home—it’s a private Hawaiian sanctuary where luxury meets lifestyle. Seller is also offering the option of a 25% co-ownership interest for $635,000 through Cohana Homes www.cohanahomes.com. Call today to schedule a private tour! This is a Residential CPR property.

52 Lau Niu Way Unit A, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,499,000
2 Beds ⋅ 2 Baths ⋅ 407710 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Konea BLDG.
Konea 104 is now available for sale! The only ground floor two-bedroom home currently offered for resale, it boasts 11’ ceilings throughout the home. Situated on the southern side of the Konea tower (one home from oceanfront), you will delight in the morning sunshine while sipping coffee on your private lanai. Enjoy cooking with your gourmet Bosch appliances. Savor the expansive green spaces while only steps from the Pacific Ocean. And the convenience of the ground floor with direct access to the beach and pools, makes life even better! The Nano sliding doors in both the Living Room and the Master suite slide completely open to create a seamless indoor/outdoor living experience. K104 comfortably sleeps 8 (two kings in the 2nd bedroom), and conveys fully furnished and turnkey for its new owner. Vinyl plank flooring makes for clean and sleek look. This home participates in a very successful rental program. Priced competitively, this offering is a must consider for any buyer.

130 Kai Malina Pkwy Unit NR104, Lahaina

Listing courtesy of Susan Jackson Real Estate.

$2,499,000
405154 MLS ⋅ Fee Simple Tenure
Discover this stunning 4.279-acre lot in Makila Plantation II. You'll enjoy breathtaking ocean and mountain views. It's the perfect spot for your dream home, with a cottage of up to 1500 sf, and an agriculture accessory barn. Lot 23 backs up to a gulch, offering the ultimate privacy with amazing west Maui mountain views.. Located in Launiupoko it is just 5 minutes from the beach, 15 minutes from world famous Kaanapali beaches, shops and amenities while being just 30 minutes from Kahului town and the airport.

Lau Awa Pl Unit Lot 23, Lahaina

Listing courtesy of Compass.

$2,495,000
4 Beds ⋅ 4 Baths ⋅ 409902 MLS ⋅ Fee Simple Tenure
This Kula property consists of THREE separate homes on 2.736 acres with a combined living area of over 6,000 square feet. Located at approximately 3,000 feet elevation, the homes sit on a gated and fully fenced parcel with coveted county zoning of Rural Half Acre. The property offers ocean and multi-island views, with a neighboring Koa forest as a natural backdrop and includes a fenced pasture area. The property includes 60 owned photovoltaic panels, two electric meters plus a sub-meter, two water tanks (1,500 gallons and 1,000 gallons), and a 5/8-inch county water meter. Additional features include a commercial-grade carbon fiber water filtration system, five standalone storage structures, and pasture area. The location provides convenient access to Upcountry schools, shopping, and all the best that Kula has to offer. The three homes can serve as a family compound or for multiple living and rental uses. This is the opportunity you have been waiting for.

16 Kekaulike Ave, Kula

Listing courtesy of Compass-W.

$2,495,000
3 Beds ⋅ 3 Baths ⋅ 409233 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Welcome to Makalii one of Wailea’s newest luxury residences known for its mid-century modern design. This spectacular condominium (7C) is located on the upper row and is situated in the only building that that faces north, overlooking the Wailea Blue Golf Course with wonderful ocean/sunset views.The orientation of this building provides exceptional privacy and an abundance of natural light from the floor to ceiling windows.There are 3 spacious bedrooms and 3 bathrooms including a separate guest suite “casita” located over the one car garage. This ensuite is south facing with a beautiful glimpse of the ocean and offers a wonderful private space for guests and family. As you enter the home through your private courtyard there are no steps. The open-concept layout flows effortlessly from the entryway to the living room, gourmet kitchen, and out to the cozy lanai. Features include Fisher Paykel appliances, including refrigerator, freestanding gas range, and dish washer. Quartz countertops, designer cabinetry, Luxury Vinyl Plank flooring throughout, California Closets organizers in all three bedrooms, media center in living room and coffee bar in primary bedroom. Insoroll Elements motorized interior blinds, and Pratic motorized retractable awning in the courtyard. Epoxy floor in the garage with EV charger. The common amenities offer a wonderful resort feel including a saline pool with infinity edge, fitness center, steam room, hot tub, and private facilities for owners. The complex is walking distance to Polo Beach, the Wailea Beach path, The Shops at Wailea, Wailea’s wonderful resorts, dining and shopping.

209 Holokahiki Ln Unit 103, Kihei

Listing courtesy of Hawaii Life (W).

$2,445,000
410713 MLS ⋅ Fee Simple Tenure
There is a freedom that comes with having enough land to think beyond the home itself. Lot 1, encompassing approx. 25 acres, looks out across an extraordinary stretch of Maui, with panoramic Ocean, North Shore, West Maui Mountain, South Shore and Neighbor Island views. Haleakala completes the panorama above the property, giving Lot 1 a sense of openness in nearly every direction. At approximately 2,300 feet elevation, warm Upcountry days transition into cooler evenings in Kula, while gentle trade winds and a temperate climate have long supported both comfortable year-round living and productive agriculture. It is a setting defined as much by how it feels as by what the land makes possible. What distinguishes this parcel is not simply what surrounds it, but the land itself. Unlike many Upcountry properties where acreage can be constrained by steep terrain or limited areas for development, these 25 acres are remarkably usable. The gently contoured landscape creates flexibility for a private estate, agricultural pursuits, guest accommodations, or a combination of uses designed around the land and its surroundings. That flexibility defines Kula I'O, an established, 236 acre, gated agricultural community, with parcels ranging from approximately 2.5 to 25 acres, offering thoughtfully planned view corridors, private infrastructure, and substantial residences already built. A private well system supplies two 60,000-gallon potable water tanks, and a 1.6-million-gallon agricultural reservoir, supporting the community’s agricultural use. Each parcel is served by both potable and agricultural ¾” water meters, with additional County of Maui water service supporting the subdivision’s common areas. With essential infrastructure already established, including underground electric and cable access, ownership begins further along than most vacant land opportunities. The CPR process is also allowed at Kula I’O. The location also places everyday Upcountry conveniences within easy reach. Makawao is just minutes away, along with nearby schools, restaurants, a community center, post office, hardware store, gas station and fire station. Maui Memorial Medical Center, Kahului Airport, Wailuku and Maui’s beaches are also within convenient driving distance, creating a balance between a private Upcountry setting and access to all that Maui has to offer. The Canvass is Exceptional the Rest is Yours.

221 Kalelemuku Pl Unit Lot #1, Kula

Listing courtesy of Maui Real Estate Advisors LLC.

$2,400,000
2 Beds ⋅ 2 Baths ⋅ 410703 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Konea BLDG.
Hotel Zoned. Experience the pinnacle of West Maui luxury in Honua Kai Konea 919, an exceptional two-bedroom, two-bathroom sanctuary defined by its privacy and breathtaking panoramas. This inner courtyard and high-floor suite boasts a spacious, open-concept floor plan designed so that every room captures the majesty of the Pacific. From your private lanai, enjoy unrivaled westerly views of the island of Lanai, seasonal whale watching, and Maui’ s legendary year-round sunsets. As one of the premier family resort properties on the Kaanapali coast, Honua Kai offers a world-class lifestyle featuring six sprawling pools, a state-of-the-art fitness center, and the iconic oceanfront dining of Duke’ s Beach House. Honua Kai maintains a reputation for incredibly strong vacation rental demand and Konea 919 has a history of excellent occupancy rates, making this residence both a premier luxury vacation retreat and a savvy investment opportunity.

130 Kai Malina Pkwy Unit NR919, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,400,000
3 Beds ⋅ 3 Baths ⋅ 410090 MLS ⋅ Fee Simple Tenure
2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living. Also listed as condo MLS #410089

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$2,400,000
3 Beds ⋅ 3 Baths ⋅ 410089 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. Also Listed at Residential MLS #410090 The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$2,400,000
3 Beds ⋅ 3 Baths ⋅ 404328 MLS ⋅ Fee Simple Tenure
Amazing ocean and West Maui Mountain views from this three bedroom, three bath pole house in Maui Meadows on a flag lot. Enjoy the pool and spa together with the spectacular views.

3300 Keha Dr, Kihei

Listing courtesy of Capitol Properties.

$2,399,000
3 Beds ⋅ 3 Baths ⋅ 410693 MLS ⋅ Fee Simple Tenure
Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities.

30 Waikai St, Kihei

Listing courtesy of Romvari Realty Ltd.

$2,399,000
2 Beds ⋅ 2 Baths ⋅ 409580 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Kaanapali Shores 201 - This spectacular oceanfront 2B/2B condo offers 1,507 sq. ft. of interior living space, complemented by an expansive 498 sq. ft. wraparound lanai—perfect for seamless indoor-outdoor living while taking in breathtaking views of the Pacific Ocean, the oceanfront pool, and the neighboring islands of Lanai and Molokai. Enjoy the soothing sound of the waves and year-round sunsets from nearly every room. This exceptional residence features custom wood cabinetry, elegant granite countertops, crown molding, new carpeting, and tasteful furnishings throughout. A striking mirrored wall in the living room enhances natural light and reflects the stunning ocean backdrop. The primary suite is ideally positioned oceanfront, allowing you to wake up to panoramic views, and includes a spacious en-suite bathroom with a walk-in shower and open-concept design. The guest bedroom also enjoys an ocean-facing location with beautiful views over the pool and coastline, along with access to a second bathroom featuring a soaking tub. Additional highlights include crown molding, stainless steel appliances, abundant storage, and an in-unit washer and dryer. Convenient access to the beach and resort amenities is available via elevator or nearby stairwell. Maintenance fees will be reduced on July 1st to $4,260. Kaanapali Shores is well known for its strong hotel rental potential while also offering the flexibility of full-time residence living. Resort-style amenities include two swimming pools, an on-site restaurant, front desk services, a fitness center, and sundry and gift shops. Whether you’re looking for a luxury island retreat, an income-producing property, or the perfect place to gather with family and friends, this rare offering delivers. Come experience it for yourself—you may never want to leave.

3445 Lower Honoapiilani Rd Unit 201, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,399,000
403794 MLS ⋅ Fee Simple Tenure
DEVELOPMENT OPPORTUNITY: 6 vacant lots for sale within a 9-Unit Residential Condominium. This project has six vacant lots allocated for single family residential homes ranging from approximately 4,200 square feet to 4,450 with one smaller ohana unit just shy of 3,400 square feet. Buildable area for each unit has been laid out and will service 1,300 square feet to 1,500 square feet homes and 960 square feet for the ohana unit. Develop? Sell? Rent? Property has 2 county water meters. Do your part to create homes for Maui families! Buyer to do their own due diligence. Also listed with 3 existing homes in MLS Single Family Residential listing #403945.

490 Kaiola Pl, Kihei

Listing courtesy of Hale Anuenue Realty LLC.

$2,398,000
3 Beds ⋅ 3 Baths ⋅ 410156 MLS ⋅ Fee Simple Tenure
Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$2,395,000
5 Beds ⋅ 4 Baths ⋅ 409724 MLS ⋅ Fee Simple Tenure
Also listed under Multi-Dwelling (MLS 409725). This unique multi-unit property (4 structures, 8 units) offers a rare opportunity for investors seeking strong cash flow and long-term upside. Current rents are over $13,000/month. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features four separate structures with a total of eight tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

$2,395,000
11 Beds ⋅ 8 Baths ⋅ 409725 MLS ⋅ Fee Simple Tenure
Also listed under Residential MLS #409724. This unique multi-structure, multi-unit property offers a rare opportunity for investors seeking strong cash flow and long-term upside. Current rents total over $13,000/month. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features 4 separate structures with a total of 8 tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind Upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

$2,395,000
2 Beds ⋅ 2 Baths ⋅ 407104 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG.
Ka'anapali Alii 2-305 offers a desirable 2bd/2ba corner floor plan captivating views of both the inner courtyard and the ocean. Updated with granite counters, stainless steel appliances, and tile flooring throughout. Hotel zoned for short-term rentals, combining lifestyle and investment potential. Sold furnished. Amenities include: 2 pools, 2 hot tubs, beachfront BBQ grills with a Grill Master, state-of-the-art fitness center with spa services, 3 clay tennis courts, a surf break right out front, open swimming, snorkeling, sailing, and a short distance to shopping & dining at Whalers Village. A must see!

50 Nohea Kai Dr Unit 2-305, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,395,000
3 Beds ⋅ 2 Baths ⋅ 405873 MLS ⋅ Fee Simple Tenure
An extraordinary highlight of this 7.76-acre, off-grid property is a secluded, natural swimming hole fed by the pristine waters of the Koukouai Stream flowing from Haleakala's slope – a rare and exceptional feature for those seeking tranquility, privacy and a connection to nature. The main residence is a three-bedroom, two-bathroom plantation-style cedar home, complete with a spacious, wrap-around, covered lanai. You’ll enjoy breathtaking ocean views and serene streamside overlooks. Adding to the property’s appeal is a private two-bedroom, two bathroom, two-lanai ohana unit, ideal for guests, extended family or a caretaker, along with a spacious shed/workshop. The landscaped grounds include a wide variety of mature decorative and fruiting trees, plus multiple fenced pastures that can be utilized for a variety of purposes. The property is a member of the Aina O Kipahulu community association, with membership rights to access and water delivery. Kipahulu is a dream destination for both outdoor enthusiasts & those seeking a sustainable lifestyle. Residents of the community have special permission to use several private easements that access the ocean, freshwater swimming spots, and scenic hiking trails. The area’s mild climate, lush vegetation, and cascading waterfalls, including the legendary Oheo Gulch, Pipiwai Trail, and 400-foot Waimoku Falls, make this area one of Hawaii’s last unspoiled treasures.

40685 Hana Hwy, Hana

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

$2,390,000
3 Beds ⋅ 2 Baths ⋅ 409661 MLS ⋅ Fee Simple Tenure
Welcome home to this impeccably maintained, turn-key residence in the highly sought-after Kilohana Ridge community in South Kihei. Thoughtfully designed for comfort and easy island living, the home is filled with natural light as expansive living room windows frame the lush tropical landscaping beyond. Travertine flooring and stainless steel appliances add a refined touch throughout the interior. The open-concept kitchen offers abundant storage, a convection range, and seamless access to the inviting outdoor patio — an ideal setting for entertaining guests or enjoying peaceful evenings at home. A custom-designed stucco wall blends harmoniously with the terraced backyard wall, where thoughtfully curated landscaping creates a tranquil sense of privacy and serenity. The spacious primary suite has a walk-in closet and an ensuite bath complete with a soaking tub and beautifully tiled shower. Two additional bedrooms offer generous space and flexibility, while the secondary bathroom carries through the same custom tile work for a cohesive design aesthetic. Additional highlights include an owned photovoltaic system with a Tesla battery for energy efficiency, central air conditioning, and an additional split AC system dedicated to the primary bedroom for added comfort. The home also features a two-car garage. Ideally situated, the home is just a 5–10 minute walk to the golden sands of Keawakapu Beach and only moments from Wailea’s championship golf courses, exceptional dining, shopping, and a variety of nearby amenities. This home invites you to settle in and immediately enjoy the Maui lifestyle.

108 Ahekolo St, Kihei

Listing courtesy of Hawaii Life (W).

$2,390,000
4 Beds ⋅ 3 Baths ⋅ 409373 MLS ⋅ Fee Simple Tenure
Set in the sought-after slopes of Wailuku Heights, this residence captures sweeping panoramic views from every angle, with Haleakala as a stunning focal point and the West Maui Mountains framing the home. Designed for both comfort and entertaining, the chef’s kitchen complements a grand living space highlighted by soaring vaulted ceilings and an impressive sense of scale. A refined bonus room offers flexibility for a private media lounge, formal dining experience, or sophisticated game room. The expansive finished basement provides additional living space ideal for hosting guests, creating a private retreat, or curating a personalized wellness or work-from-home environment. Enhancing both efficiency and long-term value, the home is equipped with 34 owned photovoltaic panels. A rare opportunity to own a home that blends elevated design, versatility, and breathtaking island views. One of the Sellers holds an active real estate license.

544 Iiwi Way, Wailuku

Listing courtesy of Keller Williams Realty Maui-Ka.

$2,389,000
4 Beds ⋅ 3 Baths ⋅ 410769 MLS ⋅ Fee Simple Tenure
Sweeping ocean views, recent updates, and ultimate privacy define this custom hillside house and cottage tucked away on a quiet double cul de sac on desirable Kuaua Place in Maui Meadows. This unique property features a nicely refreshed 1,900 square foot main home designed for seamless indoor outdoor island living, alongside a separate detached 676 square foot cottage situated on low maintenance grounds. The main residence offers a flexible 4 bedroom, 3 bathroom layout with exposed beamed ceilings, an open and airy living area, and private lanais on both levels that invite year round sunsets and whale watching. Steps away, the charming 1 bedroom, 1 bath cottage has its own open beamed ceilings and private lanai, making it perfect for guests or rental income. Both dwellings feature split air conditioning. Additionally, the main home features an owned photovoltaic system. Located just minutes from Wailea’s world class beaches, resorts, shopping, and golf, this property offers the absolute best of South Maui living.

3375 Kuaua Pl, Kihei

Listing courtesy of Compass-W.

$2,350,000
4 Beds ⋅ 3 Baths ⋅ 410122 MLS ⋅ Fee Simple Tenure
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.