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$7,350,000
4 Beds 4 Baths 408187 MLS Fee Simple Tenure
Nestled on what may be the finest parcel in all of West Maui, this expansive five-acre-plus sanctuary claims the premier position within Puunoa Estates. Thoughtfully designed landscaping combines with the property's naturally secluded setting to deliver complete seclusion. Within the exclusive, gated enclave of Puunoa only 24 estate properties exist, each spanning a minimum of five acres. The discerning owners who call Puunoa home have the means to reside anywhere globally, yet they've deliberately chosen this remarkable community. What draws them? An enviable lifestyle where perpetual summer weather meets effortless beach access, all framed by breathtaking vistas of the Pacific, neighboring islands, the West Maui Mountains, spectacular sunsets, and seasonal whale migrations. 67 Wili Okai Way stands apart with distinctive features rarely found among West Maui's current luxury offerings. The private entry drive makes a stunning first impression—majestic royal palms line the approach, framing spectacular mountain and ocean panoramas. An elegant water feature accented by tiki torches creates a welcoming threshold to this sophisticated single-story residence. The entire five-acre grounds showcase meticulous care, with indigenous flora, tropical plantings, and pristine emerald lawns throughout. The property's infrastructure allows for future expansion, including an ideal site for an Ohana cottage and a detached barn structure—both positioned to preserve the main residence's sweeping, uninterrupted views.

67 Wili Okai Way, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,443,325
4 Beds 3 Baths 408156 MLS Fee Simple Tenure
WELCOME HOME! This brand new and move-in ready home includes a 1-year customer service warranty and 10-year limited builder's warranty. Located in a highly desirable new community, The Parkways at Maui Lani is conveniently located in central Maui within the Maui Lani Master Planned Community and is in close proximity to Maui Lani Regional Park and trails, medical facilities, the airport, shopping, beaches and schools. This brand-new spacious K6 floor plan consists of approximately 2,474 s.f. of living space with 4 bedrooms, 3 baths and a bonus room downstairs. All homes within this community include 9-foot ceiling and 8-foot custom doors. Additional bonus features include laundry room, exterior insulation, solar hot water heater, a private E-one sewer system, EV receptacle with 50 AMP breaker in the garage for electric vehicles, PV prep ready, and LED lighted mirrors in all bathrooms. Upgrades include upgraded Corian countertop, upgraded bath wall tile, luxury vinyl plank floor and stairs, designer carpeting & pad in bedrooms, refrigerator, washer & dryer and custom drop zone. Virtual landscaping is for illustration purposes only. Staging furniture and decorative accessories are not included. All information subject to change at any time.

107 Unahe Pl Unit Lot 130-A, Kahului

Listing courtesy of Towne Island Homes, Ltd.

$8,300,000
4 Beds 6 Baths 202521340 MLS FS - Fee Simple Tenure
Masterfully designed beachfront residence in Malaekahana by architect Peter Vincent and Mokulua Builders. This exceptional home blends cutting-edge green design with dramatic ocean views and seamless indoor-outdoor living. A thoughtfully planned oceanfront lot features multiple pavilion-style structures that maximize views, natural light, and ventilation. The grand outdoor pavilion offers a covered lanai with full bath, kitchenette, travertine flooring, and mahogany doors opening to a lush courtyard. A striking 45-foot lap pool sits between the pavilion and main residence, creating a seamless water axis and direct connection to the ocean. Expansive lanais and large glazed walls bring in ocean breezes and continuous coastal views. Refined finishes include natural stone floors, limestone feature walls, custom woodwork, teak stair treads, mahogany railings, and custom doors and windows. A rare opportunity to own a world-class oceanfront estate on Hawai‘i’s North Shore—pairing modern luxury with thoughtful sustainability in one of the island’s most desirable settings.

56-201 Kamehameha Highway, Kahuku

Listing courtesy of Compass.

$670,000
4 Beds 3 Baths 202527697 MLS LH - Leasehold Tenure
Make this 4-bedroom 3-bath home yours. Located on Department of Hawaiian Home Lands in the Kapolei-Kaupe'a subdivision. 3 beds and 2 baths upstairs have a fresh coat of paint and new carpet. Downstairs has 1 bedroom and 1 full bath. Located on the perimeter of the subdivision with no neighbors in the back. But you might get lucky and glimpse the occasional historic Hawaiian Railway train passing. Close proximity to schools, bus line and Ka Makana Ali'i shopping mall. Lots of restaurants and shopping to choose from. Everything you need in Kapolei, also known as The Second City. Easy on and off the Freeway. Purchaser must be at least 50% Hawaiian and on the Hawaiian Home Lands waitlist. This is a leasehold property.

91-1013 Kaupea Street, Kapolei

Listing courtesy of Locations LLC.

$2,395,000
4 Beds 3 Baths 202526198 MLS FS - Fee Simple Tenure
Compare the value! Enjoy island living in a university town. This is a happy place! Spacious 8816 sq. ft. lot for the ohana or guests. ~~~ This property has no history of flooding. Enjoy the fresh air and nice breezes. Enjoy nature along this stretch of the beach. Enjoy night crabbing or octopus hunting during low tides, and of course, kayaking or snorkeling. Sunset Beach surfing is about 30 minutes north. ~ ~ Spacious yard with room for get-togethers or active lifestyle. ~ ~ All marble floors, granite top vanities and kitchen counters. High beam living room. ~ ~ ~ Ground Floor has 2 big bedrooms 1 full bath that open to large yard with a minute walk to the sandy beach beyond. Shoreline has its tides and ebbs. Enjoy the beautiful walk on this long stretch ~~ Upstairs 2 bedrooms 2 full bath has a kitchen, high beam living room and master with big deck and ocean views. ~ ~ ~ Enjoy your corner of paradise. Do your own interior design. Across Polynesian Cultural Center and Marriott. Walk to BYU-Hawaii. Amenities include the Laie Shopping Center, Kahuku Medical Center, Kahuku High. ~ ~ ~ Show by appointment only. Text for more info. We live nearby.

55-371 Kamehameha Highway, Laie

Listing courtesy of Hawaii Real Estate Ohana LLC.

$2,100,000
4 Beds 4 Baths 407826 MLS Fee Simple Tenure
Discover a peaceful west-end Molokai estate set on 5.8 acres, offering ocean views, gorgeous sunsets, privacy, and a layout designed for comfortable island living. The 2,478 sq ft main home features 4 bedrooms and 4 bathrooms, arranged with two separate 2-bedroom/2-bath wings flanking a spacious open-beam great room. Each with their own bath, and private screened lanai. The suites are semi-detached but connected through covered lanais, creating breezy indoor–outdoor living spaces perfect for relaxing, dining, or enjoying the island’s natural surroundings. The property includes an inground pool, hot tub, 3000+ sf of decking. Mature landscaping supported by an irrigation system, making outdoor areas both beautiful and easy to maintain. Recently installed in 2025, aluminum roofing throughout, boasting significant advantages with its weather resistant properties, especially coastal areas. A detached 1-bedroom, 1-bath caretaker cottage provides additional flexibility for guests, extended family, or on-site caretaker, while remaining separate from the main residence. From every room and lanai of the home, the pool, spa and decks you will be captivated by the views and sounds of the Pacific Ocean and Diamond Head, all the while being surrounded by tropical landscaping and native birdsong. It's all here waiting for you. This very special property has an incredibly relaxing, rustic and “Old Hawaiian” atmosphere.

Kalua Koi Rd Unit Lot 369, Maunaloa

Listing courtesy of Molokai Realty LLC.

$1,999,000
4 Beds 3 Baths 202525463 MLS FS - Fee Simple Tenure
Hands down the best value in all of Kailua at under $580/sqft for a custom built, move in ready home!!! For buyers' peace of mind, the pre-listing home inspection was completed in 2025 with minimal findings. This home presents an incredible opportunity...don't miss out!! The 3/2 main level features a deck, lg living room transitioning into chefs kitchen w/ island & walk-in pantry + family room w/ wet bar & laundry rm w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & covered patio w/ utility sink. Upstairs living area is substantial & unique including a lg office leading to the huge ~750 sqft bedroom with its own entertainment area & oversized walk-in closet. The bathroom includes dual sinks, vanity, linen closet & open format shower. Sliding doors lead to the fully enclosed ~280 sq. ft. private deck. There is a 2 car garage with workshop space & storage, and a total of 5 parking. Original construction was done with post tension slabs to ensure structural stability. The home also includes an insulated attic, 4 split ac units, 40 owned PV panels, 3 Tesla batteries & Tesla power charger.

1386 Nanialii Street, Kailua

Listing courtesy of Real Broker.

$1,488,000
4 Beds 3 Baths 202525520 MLS FS - Fee Simple Tenure
Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This property features two 8-foot storage containers, a 1,232 sq ft deck with ocean & mountain views, ample parking for up to five cars or a boat, and a unique steel-frame construction with solid Styrofoam walls that deliver insulation, structural stability, and built-in termite resistance. Situated on a generous 9,410-square-foot lot, the property offers plenty of room to relax, entertain, and embrace the Kailua lifestyle. The versatile floor plan lends itself beautifully to multi-generational living or a rental opportunity, providing flexibility to suit your needs. Ideally located just minutes from world-famous Kailua Beach, charming boutiques, and favorite, local restaurants, this property offers the perfect blend of location, potential, and lifestyle. Whether you choose to refresh the current design or reimagine the space entirely, this home invites you to bring your vision to life in one of Oahu's most exceptional communities.

1459 Akamai Street, Kailua

Listing courtesy of Engel & Volkers Honolulu.

$299,000
4 Beds 2 Baths 202525524 MLS FS - Fee Simple Tenure
MOUNTAIN VIEW- 4/2bath, ALOHA ESTATES; 18-4069 MAUNAKEA DR. Mountain View, Hawaii 96771 A 4br/2bath stand-alone, single family house on a large green lot with top Soil for gardening, fruit trees, and has beautiful tall pine trees!! FOR SALE – $299,000./terms- or $285,000/cash; *Note 2 of the bedrooms are normal size and two are smaller and could be used for kids bedrooms or storage,etc. * Has a fence and locked gate in front of property, concrete driveway. * frontage and left side is fenced. right side is in forest. * It has covered front and rear decks., * front and back yard. Large lot! * Topsoil to grow vegetables,taro, fruit trees,flowers, herbs. * Beautiful Tall pine trees. * Up Volcano Rd/Hwy.11; Belt Highway; turn right on Maunakea Drive * 2 car LARGE Carport,concrete floor. * New roofing, New paint job, new, large carport, brand new windows, and NEW vinyl plank laminate flooring house just renovated, good condition. * Mountain View Charter schools, * Near Mountain View Village Elementary School, Gas, stores, * Near the Hele On Busline. * Great location! Great for kids! Only 16.5 miles to Hilo. * Front has new fencing.

18-4069 Mauna Kea Drive, Mountain View

Listing courtesy of Nathalie Mullinix R. U., Inc..

$1,775,000
4 Beds 5 Baths 202524946 MLS FS - Fee Simple Tenure Lilipuna BLDG.
Welcome to your serene retreat with breathtaking bay views in the heart of Kaneohe! This newly listed 4-bedroom, 4.5-bathroom house is a gem waiting to be discovered by those who dream of a home surrounded by nature yet close to essential amenities. The home is intelligently designed, with a high ceiling, an airy, open layout facilitating natural light throughout, perfect for invigorating morning routines or serene evenings. Potential homeowners looking to supplement their income will find the rental potential of this property appealing, with ample space and privacy to host tenants comfortably. Property equipped with 39 photovoltaics. Conveniently located near Kaneohe town, Windward Mall, shopping, dining, parks, schools, and easy access to H3, Likelike Highway, and Pali Highway

45-001 Lilipuna Road Unit B, Kaneohe

Listing courtesy of OahuRE.com.

$4,150,000
4 Beds 4 Baths 202525307 MLS FS - Fee Simple Tenure
Don't miss the best value in Lanikai! Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just 2 blocks from a secluded beach cove and a short paddle to the Mokulua Islands, this thoughtfully designed property captures the laid-back yet refined Lanikai lifestyle. Enter through a landscaped courtyard into a 3-bed, 3-bath main home featuring two spacious primary suites, customizable closets, and 1000+sf of open-air lanais that make indoor-outdoor living effortless. High ceilings, large sliding doors, hardwood floors, large-format tile, and custom cabinetry reflect quality at every turn. The kitchen features a generous island, sunlit dining nook, and designer finishes ideal for casual meals or entertaining. Surrounded by mature landscaping, the property offers room for a pool in either the front courtyard or the large, level backyard. A detached 1-bed, 1-bath suite with wet bar, laundry, and 1000+sf lanai above the 2-car garage offers versatility for guests or rental income—while preserving privacy for the main residence. This is a must-see property to truly appreciate the beauty and value.

223 Lanipo Drive, Kailua

Listing courtesy of Compass.

$13,495,000
4 Beds 6 Baths 407692 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on the bow of the ship; the infinite blue Pacific fills one's heart! Two 18-foot wide bay windows afford PANORAMIC OCEAN, OUTER ISLAND, WEST MAUI and SUNSET VIEWS! Venetian-plastered surfaces soar floor-to-ceiling. An identifiable harmony exists amongst the exquisite designer materials. How does nature effortlessly generate the sensuous patterns in the golden-hued eucalyptus wood-clad beams & book-matched cabinetry? Absolute black granite counters complement the tiger-eye, black, & silvered-glass tile backsplash. One's culinary creativity is inspired by the Viking, SubZero, & Fisher-Paykel appliances. Buttery-soft white-bronze vessel sinks, beveled edge floor-to-ceiling specimen granite, & translucent windows embedded with natural elements exude elegance. The primary bedroom suite is oceanfront, & the two additional guest suites with spacious en-suite spa baths are equally luxurious. The staircase, an architectural gem rendered in exotic woods & matte stainless steel, leads to a grand mezzanine; one side, an executive office/den & the other, a family media area with a custom-designed wine cabinet. The main level den/bedroom 4 has a full bath & closet. The two upper-level loft areas both offer sleeper sofas, full bathrooms, & closet areas, thus, they can serve as sleeping areas 5 & 6. WAILEA POINT'S LUSHLY LANDSCAPED 28 ACRES are a GATED OASIS bordered by two of Maui’s finest beaches, & the Four Seasons & Fairmont Kea Lani Resorts. WORLD-CLASS GOLF, TENNIS, FINE DINING, SHOPPING, SPAS, & ART GALLERIES are NEARBY. On-site, TWO POOL/SPA PAVILIONS host Wailea Point community gatherings & are available for owners' private use.

4000 Wailea Alanui Dr Unit 1202/1204, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,015,000
4 Beds 2 Baths 202525014 MLS FS - Fee Simple Tenure
Welcome home to this spacious 4-bedroom, 2-bath home with a versatile bonus room, where modern design meets inviting comfort. Sunlight dances across the cathedral ceiling, filling open living and dining spaces that beckon you outdoors through double doors. Experience over $100,000 in thoughtful upgrades, from a new front door to a fully renovated kitchen and bathrooms, plus refreshed windows, flooring, and a bonus room. Delight in touches like sparkling chandeliers, cool ceiling fans, ductless air conditioning in the primary suite, a tankless water heater, 32 leased solar panels, a new front-yard fence, and freshly painted interiors and exteriors. Wake up to awe-inspiring mountain vistas and glimpses of the ocean from the expansive upstairs bedroom and study. Outside, relax with a tranquil fish pond and an abundance of tropical fruit trees—mango, lychee, peach, banana, and avocado. Enjoy Kapolei’s vibrant shopping, dining, and schools, with quick freeway access for easy commutes.

92-1158 Makamai Loop, Kapolei

Listing courtesy of eXp Realty.

$19,750,000
4 Beds 5 Baths 407563 MLS Fee Simple Tenure
Basking in the breathtaking beauty of Maui, perched just 25 feet from the shoreline, 51 Hui Road E is more than an oceanfront estate – it is a living work of art. Built entirely in reinforced concrete and completed with precise craftsmanship, this timeless villa is as enduring as the island itself. Each pillar sinks deep into the volcanic foundation, giving this island masterpiece a quiet strength that mirrors the steady rhythm of the Pacific. Its proximity to the ocean can never be duplicated. The exotic architecture fuses Mediterranean grace with tropical ease. It celebrates both endurance and grace. It is a home designed, not merely to exist beside the ocean, but to belong to it – to draw strength from its power and beauty from its calm. Its most recognizable feature, a glowing orange palapa overlooking the ocean is perfect for casual outdoor living and dining. It offers surreal views of shimmering sunsets that stretch to the jewels of Lanai and Molokai as well as a serene vantage for watching whales in season. Steps away, the heated pool finished in mosaic tile mirroring the sea and an inset spa await. Garden pools, a koi pond, and lush, mature landscaping enhance the setting. Inside, the villa unfolds in layers of artistry and intimacy. The grand salon with its 17-foot vaulted ceilings, arched colonnades, Italian fountain, and romantic star shaped skylights set a tone of cultivated elegance. The chef’s kitchen discretely tucked away, honors traditional European service design – a private culinary domain outfitted with professional appliances, handcrafted cabinetry, and artisanal tile work. The primary suite is an ode to serenity. A four-poster bed faces an arched lanai framed in tropical vines opening to the sea beyond. Morning light spills across white stone floors while a hand-tiled fireplace and soft coastal hues evoke both romance and repose. In the adjoining bath, marble, crystal, and natural light converge. A soaking tub is framed by palms and ocean views. The library reveals the home’s most personal voice: coral-colored walls, a hand-painted ceiling, and imported carved wooden doors that open into a space of warmth. A place where art, books, and tropical light are in quiet harmony. A second wing includes guest accommodations, a magnificent wine storage area, and laundry facilities. Gates to the property open to a large motor court and garage with ocean views as well as custom work bench and additional storage. The immense substructure offers additional flexibility, not included in the living area square footage. Minutes from Kapalua Resort, yet entirely private, 51 Hui Road E stands as one of Maui’s most extraordinary oceanfront estates – where art, engineering, and the eternal rhythm of the Pacific meet in perfect harmony.

51 Hui Road E, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,675,000
4 Beds 3 Baths 407511 MLS Fee Simple Tenure
Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hokuula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This upstairs living design, D floor plan home, has 4 bedrooms and 3 bathrooms. Features include an open floor plan, 9 foot ceilings, split AC, rain gutters, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Hali?imaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

329 Na Mahoe St Unit Lot 20, Makawao

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$1,725,000
4 Beds 3 Baths 407513 MLS Fee Simple Tenure
Discover Hoku’ula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hoku’ula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This upstairs living F floor plan home has 4 bedrooms and 2.5 bathrooms. Features include an open floor plan, 9 foot ceilings, split AC, rain gutters, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Hali?imaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

139 Maiaku St Unit Lot 168, Makawao

Listing courtesy of Island Sotheby's Int'l Rlty(M).

$1,825,000
4 Beds 3 Baths 407512 MLS Fee Simple Tenure
Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hokuula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This single-story Floor Plan A home has 4 bedrooms and 3 bathrooms. Features include an open floor plan, 9 foot ceilings, split AC, rain gutters, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Hali?imaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

179 Maiaku St Unit Lot 165, Makawao

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

$5,165,000
4 Beds 4 Baths 407481 MLS Fee Simple Tenure
Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

104 Woodrose Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,750,000
4 Beds 3 Baths 407427 MLS Fee Simple Tenure
Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!

53 Waikai St, Kihei

Listing courtesy of Compass-W.

$1,200,000
4 Beds 4 Baths 407417 MLS Fee Simple Tenure
OFFERED BELOW APPRAISED VALUE. Welcome to 206 Oluea Circle, a stunning plantation-style residence in the highly sought-after Kamali‘i Alayna neighborhood of Kihei. This beautifully maintained home perfectly balances spaciousness, elegance, and island comfort offering a luxurious retreat just moments from Maui’s golden sand beaches. Step inside to discover a bright and airy living space with soaring cathedral ceilings that fill the home with natural light. The open-concept layout flows seamlessly from the living area to the kitchen and formal dining room, creating the ideal setting for relaxing, entertaining, and everyday island living. This exceptional home offers two primary bedroom options, one on each level, providing flexibility and comfort for family or guests. The downstairs primary suite opens to a peaceful lanai, perfect for quiet mornings outdoors and features a spa-inspired ensuite with dual vanities, a soaking tub, and a separate shower. Upstairs, you’ll find three additional spacious bedrooms, including an alternate primary suite with its own ensuite bath featuring a walk-in shower and dual vanity. With a total of 3.5 baths, a formal dining room, and a two-car garage, this home provides both comfort and practicality while maintaining its elegant, coastal charm. The kitchen is beautifully maintained with modern appliances and direct access to the backyard and wrap-around deck, creating an effortless indoor-outdoor flow for entertaining or enjoying meals al fresco. Thoughtful updates reflect pride of ownership throughout, including freshly painted lanais and front exterior, new carpeting on the stairs and upstairs bedrooms, and a recently installed air conditioner. Ideally located just minutes from Kihei’s beaches, shopping, dining, and schools, 206 Oluea Circle offers the best of island living - comfort, convenience, and timeless Maui style in one beautifully cared-for home.

206 Oluea Cir, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,248,000
4 Beds 3 Baths 407404 MLS Fee Simple Tenure
First time on the market since 1973, this beautifully remodeled, single-level Kihei home offers a rare combination: walk to the beach, no HOA, and a complete 2025 remodel. The 4-bedroom, 3-bath home features new flooring throughout, including extensive tile work, fresh interior paint, and a stunning redesigned kitchen and bathrooms with modern finishes and stainless-steel appliances. With 1,687 sq ft of interior space on a generous 7,667 sq ft lot, the property offers flexibility for extended living, along with potential for accessory-dwelling development under recently adopted Maui County rules, subject to zoning, permitting, infrastructure, and other applicable requirements. Inside, two extended living areas create versatile spaces for entertaining, relaxing, or accommodating guests, while each bedroom is well-sized and equipped with its own koa ceiling fan for comfort and airflow year-round. Set back from the main roads in one of La Palma Park’s desirable quiet circles, the property benefits from minimal through traffic and a more relaxed neighborhood setting. Golden sandy beaches, warm South Maui waters, fresh malasadas, and shave ice are all within a short walk. The home also offers quick, convenient access to Pi?ilani Highway for travel to Kahului, Wailuku, West Maui, and beyond. The private backyard offers a quiet retreat with a sense of separation, providing usable outdoor space for relaxing, entertaining, or future possibilities. Additional highlights include a two-car garage, ample parking for up to six vehicles, and a new outdoor storage structure on a cement foundation, adding practical utility and flexibility. With limited comparable homes available in this location and price range, this is a rare opportunity to secure a move-in-ready property in the heart of South Maui.

350 Kinaole Cir, Kihei

Listing courtesy of Century 21 Island Homes.

$899,000
4 Beds 2 Baths 407351 MLS Fee Simple Tenure
New Price Reduction! Experience true oceanfront living at 2452 Kamehameha V Highway along Moloka?i’s serene South Shore. This rare 4-bedroom, 2-bath beachfront residence sits on a private 12,000+ sq. ft. lot with panoramic views of Lana?i and breathtaking winter sunsets. Designed in classic island pole-house style, the elevated second-story living area creates the sensation of living directly above the sea—where the sound of the waves and cooling tradewinds are part of everyday life. The spacious interior features beautiful bamboo flooring throughout, a large open kitchen with generous cabinetry and multiple skylights, plus washer and dryer conveniently located on the main level. Both bathrooms have been tastefully upgraded with tile floors and custom tiled showers. The living room, dining area, and primary bedroom all showcase unobstructed ocean views, bringing the outdoors in and maximizing Moloka?i’s natural beauty. Dual covered lanais provide exceptional outdoor living—perfect for entertaining on one side or enjoying peaceful evenings with a glass of wine on the other while watching humpback whales just offshore. Below the home, over 2,000 sq. ft. of shaded workshop and storage space offers flexibility for tools, ocean gear, or future creative use. The landscaped grounds include open lawn, tropical plantings, and mature fruit trees including mango, pomegranate, and citrus—your own private island orchard. Whether you’re a paddler, ocean enthusiast, or seeking a tranquil Moloka?i retreat, this is a rare opportunity to own a true slice of Hawaiian beachfront paradise at an exceptional new price.

2452 Kamehameha V Hwy, Kaunakakai

Listing courtesy of Molokai Vacation Properties.

$1,725,000
4 Beds 4 Baths 202521821 MLS FS - Fee Simple Tenure Cottages At Maunaolu BLDG.
LEGAL Short Term Rental, Your Hawaii Retreat! Located in gated Mauna’olu Estates, this highly sought-after Plan 7 offers a rare ADU with private entrance & full kitchen, laundry & bath. Fully Furnished & Functional by Sleeping 12 in the main house alone & 2 more in ADU for 14 total! Split A/C's, luxury vinyl plank flooring, & well-appointed kitchens perfect for dining & entertaining. Solar PV & Tesla Batteries are savvy so regardless of using the Split AC’s throughout, your bill stays incredibly low! Large Back Corner Lot is Rare and feels Massive with just under 14,000 sq ft. The Cottages in Mauna'olu in Makaha Valley is near golf club, beautiful beaches & hiking trails. Lifestyle in Paradise plus Income Producing Property in Resort Zoned Community is Rare at this Price for a Single Family Home! Amenities include Pool & Jacuzzi , Gym & top-notch Recreation Facility & BBQ area! Whether for investment or your own island escape, 84-883 Maiola Street #118 is ready to welcome you home in Hawaii! First Open Home this Sunday 2pm to 5pm.

84-883 Maiola Street Unit 118, Waianae

Listing courtesy of eXp Realty.

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