$3,589,000 3 Beds ⋅ 3 Baths ⋅ 407355 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG. La’i Loa Luxury with Outstanding Ocean View! Wailea’s Newest Development and your golden opportunity to have it all is here! This gorgeous Turnkey Residence in La’i Loa comes with over $400K in luxury furnishings and decor - everything you need to begin the Maui life you’ve earned. Perfectly situated within the community, you will enjoy the pinnacle of island luxury in this exquisite turnkey residence. Upon entry, you can see how thoughtfully designed and lavishly appointed your new Maui home is, all courtesy of Philpotts Interiors. This masterpiece comes fully furnished with high end designer pieces, elegant wallpaper selections, and tasteful, refined finishes throughout. This amazing home is serene yet sophisticated, and the floor plan sits wide to the view, which offers views from all the living areas and the primary suite, which has it’s own dedicated lanai for privacy. A standout feature of this exquisite residence is the seamless indoor outdoor living feel. The wall to wall sliding glass doors retract fully into the wall and open to the oversized main lanai to maximize your Maui lifestyle where you’ll enjoy the built in Coyote gas grill, plus the motorized sunshades on both sides of the huge lanai. The incredible gourmet kitchen features top of the line Bosch Benchmark appliances including refrigerator, cooktop, range, microwave, and built in wine refrigerator, plus Fisher and Paykel two drawer dishwasher - everything you need for day to day living or upscale entertaining. Perfectly positioned near the world class amenities center, you will enjoy effortless access to the huge resort style pool with infinity edge and an additional dedicated lap area to one side, state of the art fitness center, steam and sauna in the facilities, plus beautiful covered and uncovered entertaining areas. Additional highlights include a giant storage room for the home, underground garage parking plus an additional dedicated parking space ground level, and elevator convenience on every level. Your new Maui home awaits with luxurious finishes and thoughtful design throughout - this home is truly move in ready - and offering the very best of the Wailea Resort Lifestyle and access to the best of the world class beaches, restaurants, and shopping in Hawaii. It is time to live the life you’ve earned! 24 Kai Malu Dr Unit 102 (3B), Kihei Listing courtesy of Hawaii Life (W).
$3,559,000 3 Beds ⋅ 2 Baths ⋅ 406880 MLS ⋅ Fee Simple Tenure Endless horticultural possibilities await on this rare AG-zoned, turnkey property, with the potential for SELLER FINANCING. Complete with a valuable 2-inch water meter, this operational property is full of opportunity. Enjoy the pleasant Kula country weather, breathtaking ocean and mountain views, and the ideal climate for cultivating your own future. Situated on 4.5 acres, the grounds are equipped with a variety of irrigated greenhouses, multiple accessory buildings, and two homes, perfect for both comfortable living or as caretaker's retreat. Recent upgrades include: state-of-the-art Fohse 06i grow lights, an automated irrigation and fertilization system, a custom ventilation and cooling system, new pollen screens, a CAT backup generator with a 2500 triple wall diesel gas tank, and updated electrical. This property is ready for seamless operation. With a successful history as a nursery and a fully licensed hemp farm, this property presents a unique business opportunity for a creative new buyer. Don't miss your chance to be a part of a thriving new enterprise. 248 Piliwale Rd, Kula Listing courtesy of Coldwell Banker Island Prop(P).
$3,550,000 2 Beds ⋅ 3 Baths ⋅ 408042 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ironwoods BLDG. Beautifully remodeled in 2022, this single-level ocean-view residence at the Ironwoods captures the effortless luxury and serenity of Kapalua living. Custom sliding pocket doors open to an expansive lanai with sweeping views of Honolua Bay and the lush fairways of the Kapalua Bay Course. A dramatic wall of ocean-facing windows pulls the coastline into your living space, filling the home with golden light and that unmistakable Kapalua magic. Inside, the residence blends warmth with refined sophistication—pristine white oiled oak flooring, custom Schüller cabinetry, Monte Cristo granite countertops, state-of-the-art Bosch appliances, intuitive smart-home integrations, and thoughtfully curated lighting throughout. Newly installed energy-efficient Pella windows enhance the bright, airy ambiance that flows through the home. The primary suite serves as a private retreat, complete with a spacious bath suite and a luxurious granite steam shower. One of the rare Ironwoods offerings, this residence features a fully private, single-level entry with direct access from the enclosed garage—an exceptional advantage for those who value ease, accessibility, and complete privacy. Nestled within the exclusive gated community of the Ironwoods, residents enjoy resort-style amenities including a fitness center, tennis courts, and a solar-heated pool and spa—set across 9.2 acres of meticulously manicured grounds. A nearby walking gate provides effortless access to the Kapalua Coastal Trail, world-class beaches, and the breathtaking shoreline that defines this extraordinary region. Offered fully furnished, this residence is a serene, turn-key ocean-view haven in one of Maui’s most coveted enclaves. 62 Ironwood Ln Unit 62, Lahaina Listing courtesy of Island Sotheby's International Realty(W).
$3,500,000 3 Beds ⋅ 2 Baths ⋅ 410373 MLS ⋅ Fee Simple Tenure Set among the lush hills of Haiku, on Maui’s storied north shore, this residence stands as one of the district’s most architecturally distinguished private estates. Designed by an award winning Maui architect, the home reveals its pedigree from the moment its glass doors part, opening into a great room of vaulted ceilings and rich maple floors, where light and trade winds move freely through a space that feels as much a part of the landscape as the jungle canopy surrounding it. The kitchen is a study in refined function, granite counters, a substantial center island, and custom cabinetry, positioned to command sweeping views of the property from every angle. Beyond it, the dining room unfolds over tumbled marble, overlooking a backyard so private and so verdant it feels like its own hidden world, a rarity even by Haiku’s famously secluded standards. Walls of glass extend the living space onto a covered lanai, framed by windows that dissolve the boundary between indoors and out. From select rooms and the outdoor living areas, panoramic ocean views command the horizon, an exceptional distinction in this part of Maui, where dense upcountry forest typically claims the view instead. Three bedrooms and two bathrooms offer gracious, well appointed living, complemented by an outdoor shower that brings the ease of island life to the doorstep. A separate studio provides refined versatility as an office, home gym, or creative retreat, while a finished indoor laundry room, garage, and skylights complete the residence throughout. Unlike much of what comes to market in Hawai’i, this home asks nothing of its next owner, finished, updated, and ready to be lived in from the first day. Beyond the residence, two acres unfold in quiet splendor, a mature landscape of palms, bamboo, flowering shrubs, and citrus trees enclosing the property in complete privacy without isolation, with ample room remaining to build, cultivate, and expand. This is a home built for family and for legacy, private, verdant, and complete, set within the heart of Haiku, among Maui’s most coveted and least replicable settings. 1101 Kauhikoa Rd, Haiku Listing courtesy of Deep Blue HI.
$3,500,000 3 Beds ⋅ 2 Baths ⋅ 410112 MLS ⋅ Fee Simple Tenure Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a thousand square feet of lanai living. No expense spared with the choice of long lasting durable and as well as beautiful Monier tile roof, copper downspouts and gutters with French drains throughout. The finish level is exceptional, with large format Italian porcelain floors, a Poggenpohl kitchen with SubZero and Miele, and spa inspired baths featuring Toto washlets and Dornbracht fixtures. The primary suite opens directly to garden views, a shimmering saltwater pool and spa, and an outdoor shower wrapped in teak, while a thoughtful split bedroom layout offers guests true privacy. With owned photovoltaic, upgraded electrical, central air, remote sunshades, xeriscape landscaping, and copper landscape lighting, all just moments from Keawakapu Beach, Wailea's best shopping, and world class golf and tennis, this is turnkey Wailea living at its most refined and effortless. Outfitted with DWR (Design Within Reach) high-end furnishings, 39 Hoawaa is a turnkey residential experience. 39 Hoawaa Way, Kihei Listing courtesy of Maui Luxury Real Estate LLC.
$3,495,000 3 Beds ⋅ 4 Baths ⋅ 410414 MLS ⋅ Fee Simple Tenure LUXURY, PRIVACY, AND SWEEPING VIEWS AT KAPALUA’S PINEAPPLE HILL Perched along the top row of the gated Pineapple Hill subdivision, 212 Crestview Road offers a blend of luxury, privacy, and sweeping views in the heart of Kapalua. This 3-bedroom, 3.5-bath residence spans 3,674 square feet of living space on a 10,987-square-foot lot and reflects the care of long-term family ownership since its original developer purchase. Designed for an exceptional resort lifestyle, Pineapple Hill places world-class golf, tennis, hotels, restaurants, beaches, and coastal trails close at hand. Residents also enjoy community amenities including a pool, clubhouse, tennis and pickleball courts, plus the convenience of a full-time manager on property. 212 Crestview Rd, Lahaina Listing courtesy of Island Sotheby's International Realty(L).
$3,495,000 1 Baths ⋅ 410244 MLS ⋅ Fee Simple Tenure Also Listed as Vacant Land MLS #410222. Create Your Own Private Paradise on 40 Acres in West Maui! Nestled in the foothills of the West Maui Mountains, this extraordinary 40-acre property offers sweeping ocean and mountain views, exceptional privacy, and endless possibilities. The agriculturally zoned parcel has not been CPR’d, preserving that option for the new owner. The property features a modern 1,848-square-foot barn with off-grid solar power, a standing-seam metal roof, a fire-suppression system, double garage doors, an indoor bathroom, an outdoor shower, and both potable and nonpotable water meters. LaCantina-style doors and windows open the barn almost completely to the outdoors, creating a seamless indoor-outdoor space. Spacious covered front and back lanais totaling 1,512 square feet provide the perfect place to relax and enjoy the peaceful surroundings and spectacular views, while mature monkeypod trees and palms provide shade and privacy. Current zoning allows for the creation of a private compound with a primary residence, a guest cottage of up to 1,500 square feet, and the existing 1,848-square-foot barn. Several beautiful potential building sites provide the flexibility to bring your unique vision to life. One of the property’s most significant improvements is the professionally engineered access road, which provides convenient entry from the gated cul-de-sac. From the moment you pass through the gate, the journey into this secluded retreat feels like an escape from the outside world. Hundreds of established trees enhance the property’s natural beauty. The grounds include an orchard of mango, citrus, fig, and avocado trees. Separate from the orchard, monkeypods, Samoan and Malaysian palms, and plumeria have been cultivated and are ready for sale. The landscaping is supported by an automatic irrigation system. With abundant space, dramatic views, mature landscaping, existing infrastructure, and numerous building possibilities, this remarkable West Maui property presents a rare opportunity to create a truly one-of-a-kind island sanctuary. Haniu Pl Unit Lot 10A, Lahaina Listing courtesy of Compass.
$3,495,000 2 Beds ⋅ 2 Baths ⋅ 408777 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG. Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bedroom, 2-bath residence offers unobstructed panoramic ocean views and sits directly on Po’olenalena (Chang’s) Beach, where golden sand and year-round sunsets become part of your daily routine. Positioned across from the renowned Wailea Golf Club, the location blends serenity with convenience—tucked away from the resort crowds yet just minutes from Wailea’s luxury shopping, fine dining, and world-class amenities. Makena Surf is hotel zoned and known for its exceptional resort-style features, including gated entry, tennis and pickleball courts, pools and hot tubs, fitness center, and an outdoor kitchen and pavilion perfect for entertaining. With direct beach access and a peaceful, low-density atmosphere, this residence captures the essence of private coastal luxury on Maui. Seller will also consider the option of a 25% co-ownership interest of $888,000. 4850 Makena Alanui Rd Unit B304, Kihei Listing courtesy of Keller Williams Realty Maui-Ka.
$3,495,000 5 Beds ⋅ 3 Baths ⋅ 408773 MLS ⋅ Fee Simple Tenure Set across sixteen acres of fully fenced acreage, this Haiku estate is a world unto itself. Private, expansive, and rich with possibility. Thoughtfully positioned structures create a harmonious compound designed for inspired living, hosting, and creativity. Whether envisioned as an exclusive mountain residence, an artist’s enclave, or a destination wellness retreat, the setting effortlessly supports a life well-lived. At the heart of the property, the main home captures the essence of refined rural living. An impressive primary suite is wrapped in glass windows and doors, inviting natural light and lush views from nearly every angle. A warm fireplace lounge in the living area sets the tone for intimate evenings, while a concealed projection screen transforms the space into a private cinema. The screened lanai area offers flexibility for gatherings or hosting events of any kind. Throughout the grounds, there are additional dwellings and versatile spaces, including a two-room cottage currently utilized as an office, an upper guest cottage with its own outdoor shower house, and a two-story building tucked privately toward the rear of the acreage. Each structure enhances the estate’s ability to accommodate guests or creative pursuits. The outdoor experience is equally compelling. Pass by the courtyard area and enjoy the sounds of the cascading waterfall and koi fish pond, and head out to meandering trails that wind through the landscape. A commercial-grade kitchen with an adjacent screened-in gathering space, along with dedicated men’s and women’s bathhouses, reflects the property’s history as a curated retreat destination. Leisure and restoration take center stage with a resort-style pool complete with a water slide, waterfall, an accompanying pool house, and a tranquil massage pavilion. This is more than acreage; it is a legacy estate with the capacity to evolve alongside your vision, all within a setting that feels worlds away. 1055 Kaupakalua Rd, Haiku Listing courtesy of Hawaii Life (W).
$3,495,000 2 Beds ⋅ 3 Baths ⋅ 408175 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas I BLDG. Situated along the Kapalua coastline, this oceanfront sanctuary sits in a premier front-row position offering panoramic views of the ocean and the outer island of Moloka’i, year-round sunsets, and a front-row seat to whale season. Inside, the villa has been thoughtfully and extensively renovated. The kitchen has been completely reimagined to open to the view, complete with designer cabinetry, stone countertops, premium appliances, and enhanced lighting. The open-concept living area flows seamlessly out to the ocean. Both bedroom suites are positioned to maximize comfort, each offering tranquil ocean vistas and updated bathroom suites. In front of the villa, the coastal trail winds along the coast, down to the sandy beach at Oneloa Bay. Nearby are the Ritz-Carlton, Kapalua and Montage Kapalua Bay along with an array of world class restaurants. The Kapalua Bay Villas is renowned for its low-density design, serene landscaping, and exclusive resort-style amenities, including three swimming pools, BBQ areas, and tennis courts. Move-in ready and exquisitely updated, Kapalua Bay Villa 30B3-4 offers the rare opportunity to own a remodeled, turn-key oceanfront residence in one of Maui’s most extraordinary coastal settings. 500 Bay Dr Unit 30B3-4, Lahaina Listing courtesy of Island Sotheby's International Realty(L).