$1,239,000 3 Beds ⋅ 3 Baths ⋅ 410434 MLS ⋅ Fee Simple Tenure Set atop a quarter-acre lot across from the 12th fairway in Pukalani Terrace, 185 Hololani Street offers the rare combination of move-in-ready comfort and future potential. The home features 3 bedrooms, 2.5 baths, plus a versatile bonus room ideal as a dedicated office or fourth bedroom, abundant storage, a separate storage room or workshop, and two carports with covered parking for up to three vehicles. A rare private sewer connection enhances the property's long-term flexibility, allowing you to fully enjoy and maximize the land without the constraints of a cesspool or septic system. Whether you envision a future cottage or ADU, expanded living space, or simply the luxury of a generous yard, the possibilities are yours to explore (subject to County approval). Just minutes from Pukalani Country Club, shopping, parks, historic Makawao town, Kulamalu Town Center & food trucks, and some of Maui's most distinguished private schools, this is Upcountry living with room to imagine more. 185 Hololani St, Makawao Listing courtesy of Coldwell Banker Island Prop(S).
$925,000 2 Beds ⋅ 2 Baths ⋅ 410432 MLS ⋅ Fee Simple Tenure ⋅ Maui Banyan BLDG. Steps from the sand and perfectly positioned in South Kihei, Maui Banyan G101 offers an easygoing island escape right across from the beach and within walking distance of restaurants, shops, and local favorites. This inviting ground-floor corner condo features 2 bedrooms, 2 bathrooms. The condo is Hotel Zoned and perfect for personal or vacation rental use with space for up to 6 guests, making it a comfortable fit for families, couples traveling together, or a small group of friends. With 890 square feet of relaxed living space and a serene garden view, the home blends convenience, comfort, and a true Maui vacation feel. Each bedroom includes a king bed and window AC, creating restful spaces to unwind after a day in the sun. The ground-floor location adds extra accessibility and a welcoming sense of privacy. The unit includes a private entrance to one of the bedrooms so that it could be used as a lock-off with separate access. Sold Furnished with list provided when offer is accepted. Maintenance fee includes: WiFi, basic cable, pest control, sewer, trash, and 24 HR Security. One assigned parking stall is included. 2575 S Kihei Rd Unit G101, Kihei Listing courtesy of Hawaii Real Estate Executives Inc.
$3,399,000 6 Beds ⋅ 6 Baths ⋅ 410430 MLS ⋅ Fee Simple Tenure Kaanapali Hillside's Crown Jewel! Few homes on Maui are built to this scale, and fewer still are built to run this efficiently. Nearly 6,100 square feet on the highest street in Kaaanapali Hillside, West Maui, with an owned 41-panel PV system, solar water heating, 3-zone central AC, and HOA dues under $500 per quarter. The kitchen was fully remodeled in 2024 — Wolf throughout, with a 48" dual-fuel range, steam oven, warming drawer, and coffee station with cup warmer, plus Sub-Zero refrigeration — opening to a bay-windowed dine-in area. Ocean views from an expansive upper-level sun deck above the blue-tiled private pool, in Kaanapali's famously perfect year-round climate. A double-height reception hall opens the home at proportions rarely built on Maui: formal living room, wood-paneled office, dining room, and an expansive family room built for graceful entertaining with a custom bar and French doors to the lanai. Backlit stained glass in the kitchen, skylights and bay windows and custom built-ins throughout. Six bedrooms, 5 full and 2 half baths — four en suite, including two primary suites; one bedroom is currently a media room. Indoor sauna, and generous closets. Manicured, irrigated grounds on a fenced 11,000+ sf lot. Minutes to beaches, golf, and dining. 54 Hakui Loop, Lahaina Listing courtesy of Coldwell Banker Island Prop-KP.
$595,000 1 Beds ⋅ 1 Baths ⋅ 410427 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Roads BLDG. Lahaina Roads 404 is a one-bedroom, one-bath oceanfront gem and one of the best values in Lahaina—perhaps all of Maui. From the lanai, enjoy panoramic, picture-perfect views of the crystal-clear ocean, sailboats, and Lanai. Inside, the condo features quality finishes, diamond-pattern floor tiles, and a bright, airy living area. The remodeled bathroom includes granite counters and an oversized shower. Lahaina Roads is close to shopping, a wide variety of restaurants, snorkeling spots, world-class golf courses, walking trails, and beautiful beaches. 1403 Front St Unit 404, Lahaina Listing courtesy of Platinum Properties Hawaii,LLC.
$1,099,000 3 Beds ⋅ 3 Baths ⋅ 410426 MLS ⋅ Fee Simple Tenure This property is the Main house of a residential CPR. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and Upcountry convenience. Ideally situated in Pukalani with easy access to Haleakala Highway. The thoughtfully designed floor plan features bright, open living spaces, contemporary finishes, and a well-appointed kitchen with stainless steel appliances, creating a welcoming atmosphere for everyday living and entertaining. Step outside to a spacious yard with plenty of room for children, furry family members, gardening, or weekend gatherings. Additional highlights include a spacious two-car garage with a dedicated 220-volt outlet, making it ready for electric vehicle charging, along with ample room for storage and outdoor gear. A solar hot water system adds to the home’s energy-efficient features. Conveniently located near some of Upcountry Maui’s highly regarded schools, parks, shopping, dining, and recreational opportunities, this move-in-ready home offers quality construction, modern amenities, and the relaxed Upcountry lifestyle you’ve been searching for. 136 Tam Yau Pl Unit 12H, Makawao Listing courtesy of Island Sotheby's International Realty(M).
$995,000 2 Beds ⋅ 2 Baths ⋅ 410422 MLS ⋅ Fee Simple Tenure ⋅ Luana Kai BLDG. Experience true oceanfront living in this beautifully positioned top-floor condo offering unobstructed, front and center panoramic views of the Pacific. Enjoy sweeping 180’ vistas, where breathtaking sunsets and year-round coastal beauty become part of your everyday life. This 2-bedroom, 2-bath residence is perfectly situated to capture cooling ocean breezes and expansive views, from the living area and lanai, creating the ideal setting for relaxation or entertaining. Located in the desirable Luana Kai community, residents enjoy lush, tropical grounds and enjoy an array of resort-style amenities including a heated pool, hot tub, two dry saunas, multiple BBQ areas, putting green and shuffleboard. Tennis and pickleball courts are conveniently located just steps away, along with direct access Waipu’lani Beach. Centrally located in North Kihei, this property is just minutes from world-class dining, shopping, medical facilities and everyday conveniences. Whether you’re seeking a second home, vacation getaway, or investment opportunity, this oceanfront condo offers the perfect blend of location, lifestyle and value. 940 S Kihei Rd Unit D305, Kihei Listing courtesy of Coldwell Banker Island Prop-Ku.
$1,390,000 2 Beds ⋅ 2 Baths ⋅ 410419 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Golf Villas BLDG. Expansive, panoramic ocean view from this recently painted, large two bedroom, two bath Kapalua Golf Villa. Expanded dining area, extended kitchen with pantry and induction cooktop. Recently replaced A/C's and water heater. Sold furnished with artwork and antiques excluded from the sale. Enjoy the amenities of Kapalua, great restaurants, open space, walking trails, world class golf courses. Four pools at Kapalua Golf Villas with BBQ. Ask your favorite Realtor to arrange for a showing. 500 Kapalua Dr Unit 22P3-4, Lahaina Listing courtesy of Lowson & Associates.
$975,000 410418 MLS ⋅ Fee Simple Tenure Heavenly Kula! This fully fenced property of just over 6 acres is a beautiful pastoral slice of Upcountry life. Located around the 2200' elevation, the climate here is one of the most desirable in all of Maui. A new 5/8" County water meter was recently installed making this the perfect time to get started. Multiple potential homesites with incredible bi-coastal ocean views make this the perfect blank canvas for wonderful Agricultural living. Don't miss this! Calasa Rd, Kula Listing courtesy of Compass.
$1,500,000 2 Beds ⋅ 2 Baths ⋅ 410416 MLS ⋅ Fee Simple Tenure Secluded at the top of Olinda and surrounded by state forest, 115 Alaluana Road offers privacy and profound quiet above Makawao town. Set on 1.4 agricultural acres, this classic Frank Stiller pole home reflects decades of island living through its natural, lived-in character. The two-bedroom, two-bath residence spans 2,113 square feet across two connected, single-level living spaces. Vaulted open-beam ceilings, skylights, and broad windows draw sunlight and greenery indoors, while twin lofts add versatility. The flexible floor plan offers separate great rooms, each with a wood-burning stove, for hosting, working, or creative pursuits. An open-air entry courtyard welcomes you home, while wraparound decks invite outdoor living. The back lanai sets the stage for morning coffee, relaxed meals, sunset gatherings, and stargazing. Beyond the home, an open lawn and a blue-rock retaining wall define the outdoor space, while a 600-square-foot greenhouse with garden beds offers room for growing and hands-on projects. Beneath the main living area, 1,250 covered square feet provide workspace and storage, complemented by an outdoor shower. 115 Alaluana is a unique Upcountry retreat—offering adaptable living spaces, abundant room to work and create, and an intimate connection to nature for those seeking solitude. 115 Alaluana Rd, Makawao Listing courtesy of Compass-W.
$1,650,000 6 Beds ⋅ 4 Baths ⋅ 410415 MLS ⋅ Fee Simple Tenure This home is a contractors dream, remodel and live in the home or flip it for a profit. Do not wait, this property is listed at least $250,000 under market. The Bluffs at Maui Lani homes are rarely listed. The sale is contingent on court approval and the home is sold As Is and Where Is. Call your favorite REALTOR® to schedule a private showing today. The Seller shall have the option to remain in possession at the property for up to 30 calendar days following the close of escrow, subject to mutually agreed-upon terms and conditions. Seller is a Licensed Real Estate Broker in the state of Hawaii. 10 Kamaiki Cir, Kahului Listing courtesy of Coldwell Banker Island Prop(S).
$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).
$1,450,000 2 Beds ⋅ 3 Baths ⋅ 410411 MLS ⋅ Fee Simple Tenure ⋅ Puamana BLDG. Puamana! Welcome to 167-4 Pualei Drive — a fully remodeled end unit spared from the Lahaina Fires. Extra windows flood every room with light, and two full levels of outdoor living make this one built for island evenings. Downstairs, the massive, covered lanai - shaded and cooled by two fans - is made for gathering: dining for six, a lounging area with padded chairs and a couch, a Weber propane BBQ, and one of the best things in life: a warm outdoor shower to rinse off after day at the beach! Upstairs, the primary suite opens to its own private deck — catch an ocean peek over the cushioned loungers and fall asleep to the surf. Two bedrooms, two full baths and a powder room, are comfortably laid out across both levels. This townhome features 20 solar panels with a Tesla battery backup. Completely remodeled and upgraded in 2015 with new everything. Puamana is a 30 acre, gated ocean front community with no-through-traffic offering tennis, pickleball and ocean activities. Stroll the footbridge to the oceanfront pool and the site of the soon-to-be-rebuilt clubhouse. Short-term rental capable, no special permits necessary — classic Hawaiiana, low-density, and steps from the ocean. This property is being sold As-Is. 167 Pualei Dr Unit 167-4, Lahaina Listing courtesy of Hawaii Life (L).
$775,000 2 Beds ⋅ 2 Baths ⋅ 410410 MLS ⋅ Fee Simple Tenure ⋅ Kai Ani Village BLDG. Discover the perfect blend of style and convenience at Kai Ani Village 5-203, a beautiful corner unit located in the vibrant heart of sunny Kihei. This 2-bedroom, 2-bathroom unit captures the essence of Maui’s south shore lifestyle, offering 886 square feet of thoughtfully designed living space defined by high ceilings and an abundance of natural light. The open concept dining and great room areas flow toward an intimate lanai - the perfect spot for your morning coffee and evening entertaining. The contemporary kitchen offers maple cabinetry, granite countertops, stainless steel appliances, and bar seating. The primary bedroom features an en suite bathroom and spacious walk-in closet. For year round comfort, there are three mini-split AC units. The two deeded parking stalls are located right in front of the building for easy access. Residents of Kai Ani Village enjoy access to resort style amenities, including an infinity pool, relaxing spa, poolside cabanas, and a BBQ area, all nestled within meticulously maintained tropical landscaping. The location is truly unparalleled for those who value being close to it all. Perfectly positioned to enjoy world class beaches, celebrated dining destinations and eclectic shopping, whether you are looking for a main residence or a stylish second home, this condo delivers the very best of South Maui living. 32 Hune One Ln Unit 5-203, Kihei Listing courtesy of Compass-W.
$775,000 2 Beds ⋅ 2 Baths ⋅ 410409 MLS ⋅ Fee Simple Tenure ⋅ Waipuilani BLDG. There are homes that shelter, and then there are homes that listen. Set quietly along the shoreline in central Kihei, this rare direct beachfront corner residence offers a daily rhythm shaped by ocean, light and breeze. One of only nine direct beachfront residences in this boutique complex, the 2-bedroom, 2-bath home offers the largest floor plan at approximately 954 SF and enjoys a private second-floor location with no public foot traffic in front or behind the unit. A broad grassy state-owned parcel between the building and the beach provides both an inviting green foreground and added peace of mind regarding shoreline setbacks and future coastal change. Lovingly owner-occupied for nearly 30 years and never rented, the home was extensively remodeled in 2017 with a granite kitchen featuring Shaker-style cabinetry, glass-tile backsplash, powered island and updated appliances, beautifully renovated bathrooms, upgraded plumbing, new interior doors, engineered wood flooring in the bedrooms, and tile throughout the main living areas. Approximately $35,000 was later invested in premium tight-seal floor-to-ceiling oceanfront windows, enhancing comfort while framing the ever-changing Pacific beyond. From this elevated vantage point, enjoy soothing surf year-round and, during whale season, watch humpback whales breach, spout and tail-slap just offshore before each day concludes with another unforgettable Maui sunset...and perhaps, if you're fortunate, the elusive green flash. The lifestyle is effortless and walkable, with the pool and sandy beach just steps away, tennis and pickleball courts nearby, and convenient access to shopping, dining and everyday services at Pi?ilani Village and Azeka Shopping Center. Sold furnished and including two parking spaces (one assigned), this is a rare opportunity to own a beautifully updated beachfront home where the gentle rhythm of the ocean serves as the soundtrack to everyday life. 1002 S Kihei Rd Unit 212, Kihei Listing courtesy of Hawaiian Voyage Realty.
$1,495,000 410408 MLS ⋅ Fee Simple Tenure Also listing under commercial Land MLS # 410407 Commercially zoned (B-2) vacant lot located within Lahaina's Historic District, formerly the home of the West Maui Animal Clinic, a location familiar to many in the community. This property offers an opportunity to participate in Lahaina's ongoing restoration by creating a new commercial space that respects the area's unique history and character. Buyer to verify all development potential, rebuilding requirements, and applicable regulations. Some listing photos have been digitally enhanced to illustrate the property's potential by reducing overgrown vegetation. These images are for visualization purposes only and do not represent the current condition of the property. Buyers are encouraged to view the property in person. 232 Lahainaluna Rd, Lahaina Listing courtesy of Hawaii Life (W).