$2,275,000 3 Beds ⋅ 2 Baths ⋅ 410444 MLS ⋅ Fee Simple Tenure This exceptional South Maui property features a 3-bedroom, 2-bath main home and an attached 2-bedroom, 1-bath Ohana with its own private entrance and dedicated parking—ideal for extended family, guests, or rental income. Thoughtfully upgraded, the home includes 48 owned photovoltaic panels, four Tesla Powerwall batteries, a new roof (all done in 2025), tongue-and-groove cedar plank ceiling in the main home, solar hot water, custom lanai screens, and many additional improvements done in 2024/2025. Step outside to your own private backyard oasis featuring a large saltwater pool and spa, mature fruit trees, and stunning Haleakala views. The spacious lanai is the perfect place to relax and enjoy Maui's beautiful sunsets. Located just minutes from South Maui's world-famous beaches, shopping, dining, and schools, this property truly offers the full package and Maui Island lifestyle! 705 Alulike St Unit Lot 27, Kihei Listing courtesy of Coldwell Banker Island Prop(S).
$4,200,000 2 Beds ⋅ 2 Baths ⋅ 410442 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG. Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest space. The thoughtfully designed floor plan features an extended kitchen island with plenty of seating, making it ideal for everyday living and entertaining. Power sunshades throughout the home provide added comfort and convenience. Quaint ocean view from the lanai. Wailea Beach Villas is one of Wailea's premier beachfront communities, offering two swimming pools, a fitness center, beautifully maintained tropical grounds, direct access to Wailea Beach, and a convenient location within walking distance of The Shops at Wailea, restaurants, and nearby resorts. H102 is currently part of an active vacation rental program, making it an excellent option for those seeking a property with established rental history as well as a comfortable personal retreat. 3800 Wailea Alanui Blvd Unit H102, Kihei Listing courtesy of Hawaii Life (W).
$515,000 2 Beds ⋅ 2 Baths ⋅ 410438 MLS ⋅ Fee Simple Tenure ⋅ Keonekai Villages BLDG. Welcome to Keonekai Villages 24-202, a beautifully maintained 2-bedroom, 2-bathroom condo ideally located in the heart of South Kihei. This inviting residence is one of the rare pet-friendly complexes in Kihei. It features luxury vinyl flooring throughout, stainless steel appliances, and the convenience of two tandem parking spaces—one covered and one uncovered. Surrounded by lush tropical landscaping, the community offers a peaceful island setting just moments from Kamaole beaches, shopping, dining, and local schools. Whether you’re searching for a full-time residence, a second home, or an investment opportunity, this condo combines comfort, style, and an unbeatable location. Experience the best of South Maui living with easy access to beaches, parks, restaurants, and all the amenities that make Kihei one of Maui’s most desirable places to call home. Some photos are virtually staged. 160 Keonekai Rd Unit 24-202, Kihei Listing courtesy of Island Sotheby's International Realty(M).
$1,585,000 1 Beds ⋅ 2 Baths ⋅ 410435 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG. Extensively updated, this is an opportunity to own an ocean view residence in the highly sought-after Whaler on Ka'anapali Beach. This residence features a fully renovated kitchen with new appliances and cabinetry, flooring, lighting, window coverings, and beachy-chic furnishings and art. The ocean can be enjoyed from the living room and bedroom, and a second bath provides flexibility for guests. Large closets offer storage for all of your beach gear and there is a private office alcove. Resort amenities include a well-maintained pool with complimentary towels and beach chairs, garage parking, a fitness center, and an elevated front desk experience. The Whaler is a popular vacation destination, loved for its prized location on world-renowned Ka’anapali Beach and proximity to dining and shopping at Whaler’s Village. Ka’anapali is located in the heart of West Maui, with the restaurants and shops of Lahaina to the South and Kapalua to the North. Offered fully furnished and turnkey with a well-stocked kitchen. Members of the ownership LLC are licensed in CA & HI. 2481 Kaanapali Pkwy Unit 412, Lahaina Listing courtesy of Island Sotheby's International Realty(L).
$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).