$875,000 2 Beds ⋅ 1 Baths ⋅ 410486 MLS ⋅ Fee Simple Tenure Discover your own private paradise in this beautifully renovated 2-bedroom, 1-bath cottage nestled in the heart of serene Upcountry Maui. Located at a cool and comfortable 2,200 ft elevation, this charming Kula property offers Haleakala view, open skies, and an ideal year-round cool climate. Surrounded by mature trees and natural beauty, the home features cozy, light-filled living spaces with tasteful upgrades throughout. Enjoy a renovated kitchen, an updated bathroom, and stylish finishes that blend modern tastes with comfort. Fresh interior and exterior paint enhance the bright, airy feel of the home. This CPR unit B can be expanded up to 1500sf. Perfect as a first home or a downsized sanctuary, this move-in-ready cottage invites you to experience the best of Upcountry living. 1298 Naalae Rd, Kula Listing courtesy of ENRG Realty.
$20,500,000 3 Beds ⋅ 4 Baths ⋅ 410482 MLS ⋅ Fee Simple Tenure Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted. 3146 S Kihei Rd, Kihei Listing courtesy of Hawaii Life (W).
$649,000 1 Beds ⋅ 2 Baths ⋅ 410480 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG. Private and peaceful describes this well appointed Kamaole Sands 1 bedroom 2 bath beauty. Priced to sell and located in one of South Maui's premier condominium complexes #4-110 is a ground floor unit, nicely remodeled, tiled throughout with a large Lanai and a great rental history. Also perfect as a second home or private residence. Call your favorite REALTOR® to see this fantastic condo today. 2695 S Kihei Rd Unit 4110, Kihei Listing courtesy of Coldwell Banker Island Prop(S).
$999,000 3 Beds ⋅ 2 Baths ⋅ 410476 MLS ⋅ Fee Simple Tenure Featuring owned PV, a single-level layout, and moments to the beach, this exceptional Kihei home in the sought-after Piilani Villages II community has it all. Spanning 1,478 square feet of comfortable living area, the 3-bedroom, 2-bath residence boasts vaulted ceilings and an open-concept design. The floor plan is thoughtfully organized to separate the private primary suite from the secondary bedrooms for maximum privacy. The heart of the home is a spacious kitchen equipped with a large center island, granite countertops, and extensive cabinetry, making it perfect for both daily living and hosting guests. The property features central air conditioning for year-round comfort, while a seller-owned photovoltaic system keeps utility costs low. Additional storage and convenience come with the attached two-car garage, which includes its own split AC system. Designed for a low-maintenance Maui lifestyle, the yard requires no mowing, leaving you with more free time. This home is perfectly positioned close to South Maui's stunning beaches, dining, shopping, schools, parks, and the Kihei Aquatic Center. Ready for immediate showings, 53 Polale Street presents a premier opportunity to own a primary residence, vacation getaway, or Maui retreat within an established Kihei neighborhood. 53 Polale St, Kihei Listing courtesy of Century 21 Island Homes.
$26,000,000 3 Beds ⋅ 5 Baths ⋅ 410474 MLS ⋅ Fee Simple Tenure What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui microclimate and sited according to Chinese feng shui principles, the estate captures panoramic views of Moloka'i, Lana'i, and the Au'au Channel, where humpback whales winter and calve. Across the road is Honolua Bay, Maui's iconic surf break, with the Plantation Golf Course 200 yards away. Recovery is built into the architecture. The primary suite features a 15-foot rain shower and soaking tub, while the pool house includes a Pilates studio and aromatherapy steam shower. Outside, a heated 22-by-60-foot saltwater pool, spa, and cold plunge create a daily ritual of restoration. This isn't a house with amenities. It's a private wellness compound with bedrooms attached. More than 90 fruit trees across 16-plus varieties are irrigated by a private cistern, complemented by an outdoor kitchen with a wood-fired pizza oven. A detached five-car garage with high-lift doors accommodates 10 vehicles. Fully furnished in Plantation Estates near Kapalua Resort, beaches, golf, and dining. Offered below replacement cost - an opportunity that can't be recreated today. 215 Plantation Club Dr, Lahaina Listing courtesy of Compass-W.
$1,545,000 3 Beds ⋅ 3 Baths ⋅ 410473 MLS ⋅ Fee Simple Tenure Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration built for extended family, rental income, or simply room to breathe. Step inside the main home and the great room opens up beneath soaring ceilings, where natural light pours across an open floor plan. Thoughtful recent updates include new appliances in the house and cottage. The primary suite indulges with an oversized jacuzzi tub and dual vanities, a quiet retreat after a day at the beach. Outside, life shifts to the lanai — spacious, covered, and made for entertaining, with a built-in barbecue area ready for sunset gatherings. A stately Royal Poinciana tree anchors the beautifully landscaped yard in cooling shade, while the two-car garage keeps boards, bikes, and beach gear neatly out of sight. The detached cottage is its own quiet escape. PV solar keeps energy costs down. The mature landscaping makes one feel connected to nature. Two homes. One address. All of South Maui's best, right outside the door. 221 Mahie Pl, Kihei Listing courtesy of Hawaii Life (W).
$390,000 1 Beds ⋅ 1 Baths ⋅ 410472 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Vista BLDG. Imagine waking up to whales breaching just steps from your door at Kihei Bay Vista D-208, a second-floor sanctuary where vaulted ceilings create an unexpectedly spacious feel that defies typical condo living. This beautifully appointed unit sits directly across from a six-mile stretch of pristine white sand beach at Kalepolepo Beach and the Pacific Whale Sanctuary. Sea turtles, monk seals, and migrating humpback whales are your neighbors. The boutique 60-unit complex offers resort-style amenities including a sparkling pool, hot tub, and tropical BBQ pavilion surrounded by swaying palms and fragrant plumeria, yet maintains the intimate, peaceful vibe that mainland buyers crave when escaping to island life. Modern updates include brand new air conditioning, in-unit washer/dryer, several newer appliances, and a surprisingly spacious walk-in closet. The oversized private lanai becomes your favorite room for morning coffee in the trade winds or sunset cocktails overlooking paradise. Whether you're paddle boarding at sunrise, kite surfing in world-class conditions in the afternoon, or watching the turtles come into their sunset resting place at night, this turnkey property delivers the authentic Maui lifestyle you've been craving! 679 S Kihei Rd Unit D208, Kihei Listing courtesy of eXp Realty.
$1,250,000 2 Beds ⋅ 1 Baths ⋅ 410471 MLS ⋅ Fee Simple Tenure Large sunny easy to build one-half-acre lot with a two-bedroom one bath accessory dwelling. The location of the accessory dwelling towards the rear of the lot provides ample space for your new main dwelling and another accessory dwelling. Amazingly easy to build lot that is flat with multiple building sites to provide privacy and room for your desired home. Accessary dwelling is well maintained to allow living on site or rental income. Reroofed and deck repairs made. On the mauka side of Mikiola with some pine trees in the front, give you that country living feeling. Bearing trees on property include avocado, coconut, lime, and Lemon. 29 Mikiola St, Makawao Listing courtesy of ZT Hawaii LLC.
$2,900,000 3 Beds ⋅ 5 Baths ⋅ 410469 MLS ⋅ Fee Simple Tenure This phenomenal slice of paradise was appraised for $2,700,000.00 (Listed price), in July 2026. It consists of 5.05 Splendid acres on an AG Zoned parcel, in the heart of Haiku. Emerald green pastures dotted with various fruit trees, flowers, and room for horses, sheep, goats, chickens, etc. This Legacy property is as close to heaven on earth, as can be. The owner/ builder imagined everything with a purpose, and it shows in the quality upgrades throughout the Main home and property. Lychee, coconut, mango, mountain apples, and avocado trees are a few of the trees that frame the acreage, and make for wonderful eating. The Lychee were planted so that they would stagger bloom every other year. The flowers are a variety of Hibiscus, Gardenias, and several other fragrant, and tropical treasures!! The farm also features a small barn, and extra tool shed. Construction includes vaulted ceilings, a large covered exterior living area, featuring a kitchen, great space to watch sports, and large windows taking in the verdant lawns, in addition, another fabulous wrap around lanais, with yet another barbeque covered lanais. This owner built main home, boasts everything you need to run a farm/ranch, and then some. The 4064 sq. ft., Main home is a large single- story home, constructed on post and piers. The home is on a slight hillside, permitting for a large under- home work shop, providing both power, and water, as well as an extra half bath, for the workers. Main home features multi-generation living. It boasts 2 large kitchens, 3 En Suite Bedrooms, an extra full, and half bath, a media room, library, a large den, formal full bar, and separate office. All the bedrooms are equipped with TV access. Included are several large aquariums, which will remain in the main home. The sellers have installed an electric gate for access to the main home. There is a separate entrance to the cottages. There are also two fully permitted 1000 square foot, 3 bed 2 bath - cottages. One of the cottages features a 2-car garage. These cottages are tenant occupied, and are now rented on a month- to- month basis. The main home, and one of the cottages are equipped with Photo voltaic panels. The property is on one water, and electric meter. Qualified buyers may arrange to view the property, keeping in mind, that a 48 hour -notice is required to view the Ohanas. The property is being sold AS IS. The current Owner/Trustee was not on site when the property was built. The Trustee who built it, passed away in 2016, so Seller’s Disclosure will be limited. 1525 Kaupakalua Rd, Haiku Listing courtesy of Coldwell Banker Island Prop-KP.
$7,800,000 3 Beds ⋅ 4 Baths ⋅ 410468 MLS ⋅ Fee Simple Tenure Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits. 22 Halapa Pl, Kihei Listing courtesy of Hawaii Life (W).
$180,000 2 Beds ⋅ 2 Baths ⋅ 410463 MLS ⋅ Fee Simple Tenure ⋅ Harbor Lights BLDG. HARBOR LIGHTS D227 - A MUST SEE!! EVERYTHING 100% BRAND NEW. 2bd. 1.5 bath fully remodeled from top to bottom. Corner unit directly across Kahului Harbor with ocean and Haleakala views. Close to shopping, dining, Maui business district, Costco, and Kahului airport. Residents may enjoy the Pool, BBQ area, and interior courtyard located in the common area. This unit has been entirely renovated. Significant plumbing replacement and repairs completed. New kitchen cabinets, range, refrigerator, and disposal installed. All new vinyl plank flooring throughout. New vanities, sinks and toilets installed in both bathrooms. Up to date new windows and screens constructed throughout unit. All walls and ceiling re-painted. Bathroom and hallway doors replaced as well as all trim and baseboards. New electrical plugs, switches and cover plates installed. Everything about this unit is fresh, new, and stunning. 111 Kahului Beach Rd Unit D227, Kahului Listing courtesy of AA Oceanfront Rentals & Sales.
$479,000 1 Beds ⋅ 1 Baths ⋅ 410461 MLS ⋅ Fee Simple Tenure ⋅ Maui Gardens BLDG. Beach living, simplified. This fully remodeled 2nd-floor corner residence at Maui Gardens sits one block from the Kihei coastline, with a 2019 renovation and major 2024 updates (new roof, water heater, window screens) — move-in ready, nothing to do but unpack. The open kitchen features black quartz counters, stainless Samsung appliances, and a Bosch washer/dryer; LifeProof vinyl flooring and a split A/C keep the 560 sf interior easy to live in year-round. Step onto your private lanai for tropical garden views, then head to the resort-style pool, BBQ area, or pickleball/tennis court just steps away. One deeded parking stall, quarterly pest service, and a walkable location near Kihei's best dining, shopping, and beach access complete the package. Whether you want a low-maintenance island getaway, full-time home, or turnkey investment, Maui Gardens F-201 is ready 1450 S Kihei Rd Unit F201, Kihei Listing courtesy of Keller Williams Realty Maui-L.
$425,000 2 Beds ⋅ 2 Baths ⋅ 410459 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Iii BLDG. Kihei Villages second floor unit nicely appointed and close to Sugar Beach. This unit is ready for all your great plans. Make this your Maui home. North Kihei location provides easy access to the west side or central Maui. Two pets allowed. The complex is in the process of fresh paint on exterior of buildings. Kihei Villages well maintained landscaping keeps this tropical community feeling like home. 140 Uwapo Rd Unit 41-203, Kihei Listing courtesy of AA Oceanfront Rentals & Sales.
$9,195,000 4 Beds ⋅ 4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets. 1614 Halama St, Kihei Listing courtesy of Coldwell Banker Island Prop-Ku.
$550,000 2 Beds ⋅ 2 Baths ⋅ 410455 MLS ⋅ Fee Simple Tenure ⋅ Keonekai Villages BLDG. Welcome to Keonekai Villages 21-101, a desirable ground-floor corner unit offering the perfect blend of comfort, convenience, and island living. This move-in-ready 2-bedroom, 1.5-bath condo features a beautifully remodeled kitchen with modern finishes, ample cabinetry, and an open layout ideal for everyday living and entertaining. Freshly painted throughout and enhanced with stylish new light fixtures, the home offers a bright, updated feel. Step outside to your spacious, fully fenced private yard-perfect for pets, gardening, outdoor dining, or simply relaxing in the Maui sunshine. Enjoy the convenience of two assigned parking stalls and an unbeatable location adjacent to the community dog park, making this one of the most pet-friendly opportunities in South Kihei. Just moments from Kamaole Beach Park III, world-class snorkeling, restaurants, shopping, and scenic beach paths, this exceptional condo offers the ideal combination of comfort, lifestyle, and location. 160 Keonekai Rd Unit 21-101, Kihei Listing courtesy of Coldwell Banker Island Prop-Ku.