$4,600,000 4 Beds ⋅ 5 Baths ⋅ 411391 MLS ⋅ Fee Simple Tenure Located in the gated Pineapple Hill community in Kapalua on Maui, 514 Pacific Drive offers ocean, sunset, outer island, and golf course views, distinctive island architecture, and a private pool. This 4 bedroom, 4.5 bathroom home features 3,704 square feet of living area on a 9,500 square foot landscaped lot. Vaulted ceilings, exposed wood beams, rich wood finishes, and Jerusalem stone tile, wood, and carpet flooring add character. An open floor plan connects the gathering room, dining area, and gourmet kitchen with Sub-Zero, Wolf, and Bosch appliances, extensive cabinetry, generous counter space, and island seating. Sliding glass doors open to covered outdoor living areas, tropical landscaping, and the pool, creating space for dining and enjoying Maui sunsets. The main-level primary suite offers vaulted ceilings, ocean views, outdoor access, and a bathroom with a soaking tub, separate shower, and dual vanities. Two additional bedrooms, a media room, and laundry are on the main level. Upstairs, a fourth bedroom and bathroom provide privacy and storage. Pineapple Hill amenities include a clubhouse, community pool, tennis and pickleball courts, and a full-time onsite resident manager. Within the Kapalua Resort area, the community offers convenient access to championship golf courses, beaches, coastal trails, resort hotels, and dining. Offered furnished, excluding select artwork and personal items. 514 Pacific Dr Unit Lot 62, Lahaina Listing courtesy of Island Sotheby's International Realty(L).
$525,000 1 Baths ⋅ 411389 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG. Welcome to Kaanapali Shores 621, where the beauty of Maui meets the comfort of home. This spacious, wonderfully appointed condo overlooks the lush tropical greenery of the resort and offers a beautiful ocean view from your private lanai where you can sip a morning coffee and listen to the symphony of birds or enjoy a evening cocktail while watching the sky turn brilliant shades of sunset. Located on the sixth floor of the popular Aston Kaanapali Shores Resort, this unit is bright and open and combines the convenience of resort-style amenities with the relaxed elegance of island living. Enjoy a fully equipped kitchen with custom cabinetry and granite countertops in this comfortable studio. The suite features a large Jack and Jill style bathroom design, with the vanity area separated from the shower and toilet for added privacy and convenience. Kaanapali Shores is a well-maintained oceanfront resort with a range of top-tier amenities, including two swimming pools, hot tubs, a fitness center, spa, restaurant, convenience store, and beach access - all just steps from your door. Whether you’re watching the sunset from your lanai or exploring nearby Lahaina and Whalers Village, Kaanapali Shores 621 offers the perfect balance of adventure and relaxation. 3445 Lower Honoapiilani Rd Unit 621, Lahaina Listing courtesy of Keller Williams Realty Maui-Ka.
$697,776 1 Beds ⋅ 1 Baths ⋅ 411388 MLS ⋅ Fee Simple Tenure ⋅ Kihei Kai Nani BLDG. Desirable, Hotel Zoned, Vacation Rental and a great opportunity to have visitors help pay your monthly costs. Spectacular Ocean Views from the lanai, living room and kitchen. Newly Remodeled with pocket doors for the bedroom and bathroom, lanai cabinets/storage locker and a built in lanai table. Lots of extra storage. All ready and set up for vacation rental. Secret storage under the bed and behind the TV. Washer and Dryer included. New Queen size sofa sleeper. Internet and Cable included in Monthly Maintenance fee. Close proximity to Restaurants, Shopping, Beach Rentals right next door, Beaches and Resort Golf Courses. Beautiful Sunsets on the Sunset wall at the beach. Dolphins swim in front of the beach in the morning and Seasonal Whales come up within 500 ft for viewing throughout the day. KKN has one of the largest pools in South Maui, with Gazebos and plenty of seating for sunbathing. Pavilion available for parties or gatherings free of charge. BBQ grills throughout the complex, Shuffleboard. County Parks nearby with basketball courts and tennis courts. On site Office for check in or information needed by guests. The icing on the cake is that this complex is zoned Hotel!! This is arguably the most unique condominium in Kihei Kai Nani. Call your favorite REALTOR to schedule a private showing today! DO NOT MISS this one, you MUST to see to appreciate! 2495 S Kihei Rd Unit 207, Kihei Listing courtesy of Coldwell Banker Island Prop(S).
$499,000 411387 MLS ⋅ Fee Simple Tenure Stunning bi-coastal views from this 1.5 acre parcel in Kula. Only steps from Kula Lodge and Sandal Woods Cafe & Inn, this lot offers a great opportunity to create an Upcountry retreat. This is a flag lot, and some of the land runs into a gulch. The local nonprofit Malama Kula cleared and restored the parcel after the 2023 Kula fire. They have done extensive clearing, planting, and restoration work, which will benefit the new owner. The photo with the red markup approximates the lot lines. 15325 Haleakala Hwy, Kula Listing courtesy of Coldwell Banker Island Prop(S).
$1,050,000 2 Beds ⋅ 2 Baths ⋅ 411386 MLS ⋅ Fee Simple Tenure Discover a rare opportunity to own a private slice of Maui’s North Shore paradise at 630 Ho’olawa Rd in Haiku. Tucked away just 2 miles past Twin Falls on the ocean side of Hana Highway, this charming 2-bedroom, 2-bath island style home offers the perfect blend of seclusion, sustainability, and convenience- just 39 minutes from Kahului Airport (OGG). Set on a total of 1.35 acres across two TMKs- TMK 290010350000 (.94 acres) and TMK 290010700000- (0.41 acres) - this property provides flexibility, space, and potential for future use, all surrounded by lush tropical greenery. The home features a durable metal roof and is thoughtfully designed for off-grid living with modern comforts, including a robust solar energy system installed in 2021 and a back up generator for peace of mind. Water is sustainably sourced via a well maintained rain catchment system with ample storage capacity and advanced filtration. The property offers high speed fiber optic internet allowing you to stay connected while enjoying your private retreat. The land is rich with mature fruit trees including orange, grapefruit, tangerine, lemon, lime, banana, papaya, pineapple and breadfruit creating your own edible tropical oasis. Additional features include a septic system updated in 2019, enhancing the overall value and utility of this unique offering. Whether you’re seeking a peaceful full time residence, a sustainable lifestyle property or a private Maui getaway, this hidden gem captures the essence of living lightly on the land. 630 Hoolawa Rd, Haiku Listing courtesy of Redfin Corporation.
$2,100,000 2 Beds ⋅ 3 Baths ⋅ 411385 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekolu BLDG. There hasn't been a split-level Wailea Ekolu Townhouse unit offered for sale for more than two years, and this rare ocean view offering spans 1489 square feet with private upstairs and downstairs entrances. With no common walls, no one above or below, a corner location, and unusual privacy off both lanais, unit 510 offers a measure of tranquility and privacy uncommon to the Wailea vacation rental realm. It's also optimally located: a few hundred yards away, Akamai coffee and several well-reviewed restaurants await, while the Shops of Wailea and the wonderful walking path are only a block or so further. Some of the view units at Ekolu are up the hill, near the highway, and too far to comfortably walk to Wailea's conveniences -- that's not the case with 510. Sweeping ocean views from the lanai and living area take in Molokini and Kaho'olawe and the majestic West Maui Mountains. The unit capitalizes on its uncommonly large square footage with vaulted ceilings, and abundant natural light -- every window frames another wonderful Maui snapshot. Greenery and tropical flowers envelop the unit, which features two lanais, and chilling split-system air conditioning throughout. Decorated in tastefully and contemporary beach tones and furnished a cut above typical vacation rental fare, unit 510 has earned over 120 5-star guest reviews as an ongoing favorite in the Vacation-net management portfolio. The upstairs is dedicated to open living area, kitchen, half-bath and expansive lanai. The two suite-styled bedrooms are nicely separated downstairs. With a coveted location, oversized living experience, amazing views, and upscale Maui vibe, this successful vacation rental condo is indeed a rare offering. 10 Wailea Ekolu Pl Unit 510, Kihei Listing courtesy of Keller Williams Realty Maui-Ki.
$1,395,000 4 Beds ⋅ 3 Baths ⋅ 411383 MLS ⋅ Fee Simple Tenure Morning coffee in the sunlight on the back lanai, overlooking the citrus trees and plumeria in the spacious backyard. Walks to Kamaole II Beach Park. Watching the sunset over the ocean from the front lanai. 2605 Mo’olio Place offers the quintessential South Kihei lifestyle. This four-bedroom, three-bathroom home offers a flexible floor plan, with three bedrooms, two baths, the kitchen, and a living room upstairs, plus a bedroom and bathroom, a living space, and a private entrance downstairs. The downstairs could be a perfect mother-in-law’s suite. The house has an owned, net-metered solar system with a Tesla Powerwall, Central a/c replaced within the last few years, a fresh coat of paint upstairs, and new flooring in the bedrooms. This is a great opportunity to own in the Pacific Terrace neighborhood at a lower price point. Mo’olio Place is a great pride-of-ownership street close to so many South Maui amenities. Contact your favorite Realtor to set up a showing today. 2605 Moolio Dr, Kihei Listing courtesy of The Maui Real Estate Team Inc.
$1,400,000 7 Beds ⋅ 6 Baths ⋅ 411382 MLS ⋅ Fee Simple Tenure Hawai‘i-style landscaping, creating a private island atmosphere. Enjoy the outdoor barbecue area and full bathroom conveniently located by the pool, perfect for entertaining. The property also includes a fenced yard, guest house area, mother-in-law quarters, and a Jacuzzi tub inside the main home, offering plenty of space and possibilities. Conveniently located near beaches, shopping, banks, schools, the post office, and bus line. The home needs some TLC and offers tremendous potential for the right buyer. Leased PV panels are included. Some improvements, living areas, and/or structures may be nonconforming. Buyer and buyer’s agent to conduct their own due diligence regarding permits, improvements, square footage, use, and conformity. Please do not disturb tenants. 2200 Haukai Pl, Kihei Listing courtesy of HomeSmart Island Homes.
$2,888,000 3 Beds ⋅ 3 Baths ⋅ 411381 MLS ⋅ Fee Simple Tenure Wonderful Wailea home with an exceptional sense of space and flow. This thoughtfully designed floor plan features two generous master suites: one opening to a beautiful ocean-view lanai, and the other offering a private office area and a large storage closet. The main level also includes a bright, airy office and a third bedroom. At the heart of the home is a renovated, open-concept kitchen that seamlessly connects to the living and dining areas, creating an inviting great-room feel. Large sliding patio doors lead directly to the pool, hot tub, and lanai, allowing the home to open wide and truly embrace indoor–outdoor living, all while offering exceptional privacy. Located in the gated community of Wailea Kialoa, this home is just minutes from world-class beaches and outstanding shopping. 210 E Ikea Moku Pl, Kihei Listing courtesy of Hawaii Life (W).
$650,000 2 Beds ⋅ 1 Baths ⋅ 411380 MLS ⋅ Fee Simple Tenure ⋅ Kihei Holiday BLDG. Welcome to Kihei Holiday 119, a hotel-zoned & beautifully refreshed 2-bedroom, 1-bath condominium ideally located directly across from the sandy shoreline of North Kihei. Offering a desirable ground-floor location and easy beach access, this turnkey property combines comfort, convenience, and island living. The interior has been thoughtfully updated, creating a bright and inviting atmosphere throughout. The spacious floor plan features a well-appointed kitchen, in-unit washer and dryer, dedicated workspace, and multiple air conditioning units for year-round comfort. Residents and guests enjoy access to a swimming pool, hot tub, BBQ area, and assigned parking. Conveniently located near shopping, dining, and grocery stores, this property offers exceptional access to everything South Maui has to offer while being just steps from a large, beautiful beach. The condo complex is Hotel Zoned and protected for future investment opportunity. This well-maintained condo presents an excellent chance to enjoy the Maui lifestyle in a highly desirable Kihei location. 483 S Kihei Rd Unit 119, Kihei Listing courtesy of Whalers Investment Group LLC.
$1,895,000 2 Beds ⋅ 2 Baths ⋅ 411377 MLS ⋅ Fee Simple Tenure This is also Listed as a Condo MLS 411376. **This is a CPR Residential Condo property** Among the first residences purchased in Phase III, this beautifully maintained single-level home was chosen for its expansive corner lot setting—an extraordinary offering unlike any other in the community. Meticulously cared for and offered fully furnished, this is the ultimate turnkey opportunity, ready for you to simply arrive and enjoy. Thoughtfully designed with soaring 12-foot ceilings, the spacious open-concept floor plan creates an inviting sense of volume and light. The gourmet kitchen serves as the heart of the home, while the well-planned layout features a generous primary suite, a second bedroom, and a versatile den offering the flexibility of additional sleeping or office space. Enjoy year-round comfort with a newly installed Lennox air conditioning system, while 27 photovoltaic panels paired with a Tesla Powerwall provide an impressive energy-efficient system. Additional conveniences include an oversized two-car garage with extra shelving and a dedicated EV charging system. Easy to view, call your realtor to show this impressive home. 2924 Umeke Cir Unit 97, Kihei Listing courtesy of Hawaii Life (W).
$1,895,000 2 Beds ⋅ 2 Baths ⋅ 411376 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG. **This home is also listed as a Residential property MLS 411377 Among the first residences purchased in Phase III, this beautifully maintained single-level home was chosen for its expansive corner lot setting—an extraordinary offering unlike any other in the community. Meticulously cared for and offered fully furnished, this is the ultimate turnkey opportunity, ready for you to simply arrive and enjoy. Thoughtfully designed with soaring 12-foot ceilings, the spacious open-concept floor plan creates an inviting sense of volume and light. The gourmet kitchen serves as the heart of the home, while the well-planned layout features a generous primary suite, a second bedroom, and a versatile den offering the flexibility of additional sleeping or office space. Enjoy year-round comfort with a newly installed Lennox air conditioning system, while 27 photovoltaic panels paired with a Tesla Powerwall provide an impressive energy-efficient system. Additional conveniences include an oversized two-car garage with extra shelving and a dedicated EV charging system. Easy to view, call your realtor to show this impressive home. 2924 Umeke Cir Unit 97, Kihei Listing courtesy of Hawaii Life (W).
$835,000 3 Beds ⋅ 2 Baths ⋅ 411375 MLS ⋅ Fee Simple Tenure A little Makawao charm, a lot of possibility. Set on a spacious corner lot, this older Upcountry home is ready for someone with vision to bring it back to life and create something truly special. With the character that comes from a home of another era, the property offers a flexible layout that has accommodated a variety of living arrangements over the years, providing options for extended family, guests, work-from-home space, or simply room to spread out. The generous lot offers breathing room, outdoor space, and plenty of opportunity to reimagine both the home and its surroundings. This is a fixer-upper, but one with good bones for a buyer who sees the potential beyond the projects. And then there’s Makawao—one of Maui’s most beloved Upcountry communities. Enjoy the relaxed pace and paniolo character of nearby Makawao Town, with its local shops, galleries, cafés and restaurants, while Eddie Tam Memorial Center and its expansive park and recreation areas are just minutes away. Bring your ideas, your creativity, and a little aloha. This isn’t a polished home waiting for its next owner—it’s an opportunity waiting for its next chapter. 72 Kealaloa Ave, Makawao Listing courtesy of Hawaii Life (W).
$10,998,000 4 Beds ⋅ 5 Baths ⋅ 411371 MLS ⋅ Fee Simple Tenure Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where design, light, and nature exist in perfect harmony. This remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii. 14 Halapa Pl, Kihei Listing courtesy of Hawaii Life (W).
$375,000 1 Baths ⋅ 411370 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG. Experience Maui living at Lahaina Shores #212, a beautifully appointed studio featuring high-end custom finishes and one-of-a-kind artistic details, located in a hotel-zoned beachfront resort in historic Lahaina. This distinctive mountain-view offers a bright, open floor plan, custom tile flooring throughout, and a private lanai overlooking the scenic West Maui Mountains. The kitchen features beautiful white cabinetry with custom glass inserts, a convenient breakfast bar, and an exquisite hand-painted ceramic tile mural backsplash depicting a lush tropical Hawaiian landscape. The beautifully designed bathroom showcases exceptional custom details, including an elegant aqua-blue glass vessel sink, a tiled walk-in shower with a glass-block partition, and a spectacular illuminated tropical fish ceiling mural, creating a unique, spa-inspired atmosphere. These distinctive artistic features bring a touch of tropical sophistication and island elegance to this special residence. Lahaina Shores offers direct beach access, an oceanfront swimming pool, hot tub, barbecue areas, and beautifully landscaped tropical grounds. Hotel-zoned for short-term vacation rental use, this charming studio presents an exceptional opportunity for a personal Maui retreat, second home, or vacation rental investment in a desirable beachfront setting. 475 Front St Unit 212, Lahaina Listing courtesy of Maui Luxury Realty LLC.