$2,550,000 2 Beds ⋅ 2 Baths ⋅ 408555 MLS ⋅ Fee Simple Tenure ⋅ Sands Of Kahana BLDG. Experience expansive panoramic ocean views from a truly incredible location in the corner penthouse of Building 2 at the beloved Sands of Kahana resort. Beachfront, with one of the best views from anywhere on West Maui, Unit 281 is a rare offering that enjoys ample living space of just over 2,000 sqft. Never miss a sunset from the two lanais that allow you to experience the incredible views from multiple perspectives. The living room and dining room with bar create a great space for entertaining or enjoying large family gatherings. With Hotel Zoning, the Sands of Kahana will continue to allow short term rentals and the on site amenities that include two pools, tennis and pickleball courts, a fitness center, onsite concierge service, and now Captain Jack's Restaurant, all offer an inclusive resort experience. Come see the unforgettable views for yourself! 4299 Lower Honoapiilani Rd Unit 281, Lahaina Listing courtesy of Coldwell Banker Island Prop-KP.
$2,549,000 3 Beds ⋅ 3 Baths ⋅ 407284 MLS ⋅ Fee Simple Tenure Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the third bedroom upstairs. Recently reimagined, the home has undergone extensive renovations to seamlessly combine classic Spanish architectural elements such as 2' x 4' porcelain tiles and custom Moroccan pendant in kitchen with modern-day amenities.The iconic Spanish tile roof enhances the property’s curb appeal, while the grand entry and courtyard create a stately ambiance, welcoming you to your private sanctuary. Every detail has been thoughtfully upgraded in recent years, from high-end finishes such as European Oak wood floors, Hoppe windows and doors, Thermador appliances, to state-of-the-art systems such as Mitsubishi Air Conditioning and Luxe garage doors, ensuring a home that is both stylish and functional. The expansive outdoor living spaces include a large swimming pool, an inviting pool deck, and a covered lanai—perfect for entertaining or enjoying Maui’s year-round tropical climate. The property’s elevated position at the end of a quiet cul-de-sac provides unparalleled privacy and seclusion, free from through traffic. Inside, new air conditioning systems, premium finishes, and refined touches elevate the living experience. The oversized upper deck is a true showstopper, offering breathtaking ocean views, daily sunsets over the outer islands, and seasonal whale-watching opportunities. This estate is move-in ready and waiting to welcome its next discerning homeowner to indulge in tranquility, beauty, and exclusivity with proximity to Wailea and Makena's best beaches and resorts. 3291 Waileia Pl, Kihei Listing courtesy of Berkshire Hathaway Maui Prop-L.
$2,500,000 4 Beds ⋅ 4 Baths ⋅ 409511 MLS ⋅ Fee Simple Tenure Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was graded and new gravel just put in in May 2026. Fruit producing Manago tree in fenced back yard with BBQ and storage shed. 3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei Listing courtesy of AOK Properties LLC.
$2,500,000 4 Beds ⋅ 4 Baths ⋅ 409304 MLS ⋅ Fee Simple Tenure A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest. 487 Hoala Dr, Kihei Listing courtesy of Hawaii Life (W).
$2,500,000 3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac. 3142 Waiea Pl, Kihei Listing courtesy of Coldwell Banker Island Prop-Ku.
$2,499,000 3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest. 139 Waaula Way, Kihei Listing courtesy of Coldwell Banker Island Prop-Ku.
$2,499,000 3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished 3450 Malina Pl, Kihei Listing courtesy of Wailea Point Realty, Inc..
$2,499,000 3 Beds ⋅ 2 Baths ⋅ 408355 MLS ⋅ Fee Simple Tenure Are you dreaming of a place to escape to? Completely private and seclude? Welcome to Paradise Villa — an exceptional retreat nestled on a half-acre in the highly sought-after Launiupoko community. This Home actually features 3 spacious bedrooms and the pool house! Designed for the Hawaii lifestyle enthusiast, this lush tropical haven seamlessly blends luxury, privacy, and nature with views of the Pacific Ocean, Lanai, the West Maui Mountains, and Lahaina town. Thoughtfully crafted with timeless materials and island elegance, the main residence features 3 bedrooms, 2 bathrooms, soaring ceilings, custom doors, rainforest granite countertops, stainless steel appliances, and travertine flooring. Spa-inspired bathrooms offer indoor-outdoor experiences, including tropical outdoor showers and custom rainforest-style fixtures. The primary suite enjoys direct access to the lanai and gardens, creating a harmonious connection with the landscape. Outdoors, this private sanctuary is surrounded by exotic palms, vibrant fruit trees, and resort-style landscaping with cascading waterfalls into freshwater ponds. A built-in BBQ, large covered lanais, and a cozy fire pit set the stage for entertaining or tranquil stargazing. A separate pool house adds an additional bathroom and outdoor shower, offering flexibility for guests or a wellness escape. The saline pool and heated spa are tucked away in a secluded setting with reflexology stones, a meditation area, and a hand-carved granite soaking tub—perfect for soaking in the serenity with sweeping views above. The oversized two-car garage includes built-in cabinetry and laundry facilities. Located just minutes from Lahaina town, Launiupoko Beach Park, surf spots, restaurants, shopping, and scenic hiking trails, Paradise Villa offers the rare combination of peaceful seclusion and convenient access to all that West Maui has to offer. This is more than a home—it’s a private Hawaiian sanctuary where luxury meets lifestyle. Seller is also offering the option of a 25% co-ownership interest for $635,000 through Cohana Homes www.cohanahomes.com. Call today to schedule a private tour! This is a Residential CPR property. 52 Lau Niu Way Unit A, Lahaina Listing courtesy of Coldwell Banker Island Prop-Ku.
$2,499,000 2 Beds ⋅ 2 Baths ⋅ 407710 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Konea BLDG. Konea 104 is now available for sale! The only ground floor two-bedroom home currently offered for resale, it boasts 11’ ceilings throughout the home. Situated on the southern side of the Konea tower (one home from oceanfront), you will delight in the morning sunshine while sipping coffee on your private lanai. Enjoy cooking with your gourmet Bosch appliances. Savor the expansive green spaces while only steps from the Pacific Ocean. And the convenience of the ground floor with direct access to the beach and pools, makes life even better! The Nano sliding doors in both the Living Room and the Master suite slide completely open to create a seamless indoor/outdoor living experience. K104 comfortably sleeps 8 (two kings in the 2nd bedroom), and conveys fully furnished and turnkey for its new owner. Vinyl plank flooring makes for clean and sleek look. This home participates in a very successful rental program. Priced competitively, this offering is a must consider for any buyer. 130 Kai Malina Pkwy Unit NR104, Lahaina Listing courtesy of Susan Jackson Real Estate.
$2,495,000 4 Beds ⋅ 4 Baths ⋅ 409902 MLS ⋅ Fee Simple Tenure This Kula property consists of THREE separate homes on 2.736 acres with a combined living area of over 6,000 square feet. Located at approximately 3,000 feet elevation, the homes sit on a gated and fully fenced parcel with coveted county zoning of Rural Half Acre. The property offers ocean and multi-island views, with a neighboring Koa forest as a natural backdrop and includes a fenced pasture area. The property includes 60 owned photovoltaic panels, two electric meters plus a sub-meter, two water tanks (1,500 gallons and 1,000 gallons), and a 5/8-inch county water meter. Additional features include a commercial-grade carbon fiber water filtration system, five standalone storage structures, and pasture area. The location provides convenient access to Upcountry schools, shopping, and all the best that Kula has to offer. The three homes can serve as a family compound or for multiple living and rental uses. This is the opportunity you have been waiting for. 16 Kekaulike Ave, Kula Listing courtesy of Compass-W.