$495,000 2 Beds ⋅ 2 Baths ⋅ 411136 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages Ii BLDG. Welcome to effortless North Kihei living in this rare, true ground-floor condo at Kihei Villages 21-101. Step directly from your vehicle into your home with completely stair-free access. Inside, cool tile flooring runs seamlessly throughout the entire unit, offering a low-maintenance surface ideal for easy island living. The kitchen is ready to enjoy, featuring a brand-new refrigerator and a recently updated stove, while a window A/C unit helps keep the space comfortable. Transition from indoor comfort to your private outdoor retreat, where a tiled lanai opens to a fully fenced, 160-square-foot natural grass yard, ideal for pet owners or gardening enthusiasts. Offered unfurnished, this home provides a blank canvas for your personal style. Please note that some listing photos have been virtually staged using AI to illustrate the property's potential, while others show the vacant unit as it currently appears. Additional conveniences include an in-unit washer and dryer, two dedicated nearby parking stalls, and access to community amenities, including a secure, fenced BBQ area and a rentable clubhouse featuring a brand-new kitchenette, perfect for larger gatherings. Enjoy added peace of mind with a professionally managed AOAO supported by $4,575,640 in reserve funds, according to the latest reserve study. The community follows a proactive maintenance schedule, including repainting approximately 20 units annually, and the HOA fees have decreased over the past two consecutive years. Tucked away in a quiet section of the community, this ground-floor residence offers convenient island living, private outdoor space, and appealing community amenities in a desirable North Kihei location. 140 Uwapo Rd Unit 21-101, Kihei Listing courtesy of Compass-W.
$675,000 1 Beds ⋅ 1 Baths ⋅ 411135 MLS ⋅ Fee Simple Tenure ⋅ Sugar Beach Resort BLDG. Sugar Beach Resort #406 is a pet friendly beachfront oceanview short-term hotel-zoned property located in the middle of the building on the fourth floor. #406 is sold fully furnished with central A/C, granite countertops, LPV flooring, laundry area, tile and an outside locked storage area. Sugar Beach Resort occupies 4.51 acres of beachfront property on the longest sandy beach in all of Hawaii. Visitors from around the world enjoy the resort and its amenities, which include: A gated, heated pool, hot tub, redwood sauna, oceanfront barbecue facilities, golf putting area, three parking lots with ample parking and the world-famous Dina’s SandWitch shop offering meals and your favorite beverages. ALL Utilities Included in the Maintenance Fee: Electricity, water, sewer, garbage service, TV, internet, individual Wi-Fi, long-distance phone service to the US and Canada. Visitors from all over the world choose Sugar Beach Resort for the relaxing atmosphere. 145 N Kihei Rd Unit 406, Kihei Listing courtesy of Coldwell Banker Island Prop(S).
$1,250,000 4 Beds ⋅ 2 Baths ⋅ 411132 MLS ⋅ Fee Simple Tenure This Kahului property features a main house and a cottage setup configured into 4 total units, sitting on an 8,603 sq ft lot. • Main House: 4 bedrooms, 2 bathrooms. • Cottage Structure: 1 bedroom, 1 bathroom cottage, plus two attached studios with separate entrances. • Total Configuration: 4 distinct living units, making it highly attractive for multi-family living or rental income optimization. 398 S Puunene Ave Ave, Kahului Listing courtesy of Millennium Realty Inc.
$1,495,000 411129 MLS ⋅ Fee Simple Tenure ⋅ Wailea Town Center BLDG. Wailea Town Center D103 offers beautiful ocean views and a versatile double-unit layout in the heart of Wailea. Featuring its own bathroom and three entry doors, including two marked entrances, the space offers flexibility for a variety of business needs. The layout could potentially accommodate two businesses, subject to applicable approvals, or provide a spacious setting for one business with separate work areas. With 1,299 interior square footage and a half bath. An inviting opportunity to establish your business in a sought-after Wailea location. 161 Wailea Ike Pl Unit D103, Kihei Listing courtesy of Maui Luxury Real Estate LLC.
$4,995,000 4 Beds ⋅ 4 Baths ⋅ 411128 MLS ⋅ Fee Simple Tenure AN ESTATE WITHOUT EQUAL. A SETTING BEYOND COMPARE: VILLA ROCAVALLO: A Tuscan-Inspired Estate in the Heart of Maui’s Ulupalakua Wine Country...Welcome to VILLA ROCAVALLO, a rare and refined estate nestled on over 3 pristine acres in the peaceful uplands of Ulupalakua, just above the world-renowned Makena Golf & Beach Club. Perched at a sublime 1,300-foot elevation, this triple-gated sanctuary offers an extraordinary fusion of Old World Italian charm and the raw, breathtaking beauty of Maui. As you arrive through stone walls and lush landscaping, you are immediately transported to the rolling hills of Tuscany - yet the horizon reveals the sparkling Pacific, with unobstructed views of Molokini, Kahoolawe, Lanai, and Molokai. From sunrise to sunset, the views are cinematic. Residence | 4 Bed | 4 Bath + Media Loft | plus Garage Structure equal ~3,667 sq ft., all of central ducted A/C throughout. Step inside to soaring open-beamed ceilings, wide-plank hardwood floors, and sun-drenched interiors designed with intention and elegance. The home exudes warmth and sophistication, blending Tuscan farmhouse style with clean, contemporary lines and high-end finishes. Gourmet chef’s kitchen with white shaker cabinetry, oversized blue fusion quartzite island, and premium Thermador appliances, Open living and dining areas with walls of glass that flow seamlessly to outdoor terraces, Ocean-facing primary suite with private lanai and spa-like bath, Spacious guest rooms and a media loft ideal for work or relaxation. Outdoor Living | ~3,600 sq ft of additional Covered + Uncovered Space. True to its Italian inspiration, the estate is designed for al fresco living and entertaining on every scale: Heated saline pool and spa with panoramic views, Outdoor kitchen and cabana bath, Separate guest suite with private entrance and living space, Manicured gardens with bougainvillea, olive, cypress, and jacaranda trees, and peaceful views that stretch across the islands and down to Maui’s South Shore. Available for sale completely furnished (with exclusions) on separate Bill of Sale. Sustainability & Infrastructure... This estate is not only beautiful—it is self-sustaining and thoughtfully equipped: 60 owned solar PV panels with 12-battery storage + grid tie-in to MECO, Private water well, Cummings diesel generator, and Detached structure with 2-car garage, second laundry room, and storage/gym. A Legacy Property | 3-Lot CPR on 8.575 Acres (Available Individually or Together): Offered here is Lot C, the main residence on a 3.048 acre parcel. Buyers also have the opportunity to acquire: Lot A (2.109 acres): Improved as future Ohana unit; Lot B (3.111 acres): Vacant grazing pasture. Each parcel features triple-gated access and private water, offering ultimate privacy and flexibility. Listor is owner. 1521 Kanaio-kalama Park Lot C Rd, Kula Listing courtesy of Maui Real Estate Advisors LLC.
$995,000 411127 MLS ⋅ Fee Simple Tenure "Private and serene" buildable ohana lot portion of this three lot 8.575 acre CPR consisting of a gated 2.109 acre gently sloping cleared lot (Lot A) at ideal 1300 foot elevation with unobstructed 180 degree 5 island ocean views, city lights of Wailea, Kihei, Kahului, south and north shores as well as West Maui mountains. Can be increased to a total of 5+ acres by adding adjacent 3.111 acre CPR'd parcel (Lot B) at an additional price. Offered with complete set of stamped architectural plans to build a 2 bedroom 2 bath second farm dwelling. Jacaranda flanked gated entrance and Italian Cypress lined cement driveway leads you to separate stubbed out driveway(s) ready for a new owner's vision of paradise to come to life. Private well services this Lot A of Rocavallo Estates CPR. Horse property and riding arena on neighboring property makes this spot a vision to behold. All in unspoiled Ulupalakua, just under 20 minutes from Kula proper. Secure an affordable piece of paradise before it too is gone. Setting just above where Discovery's Makena Beach & Golf Club Ranch Homesites ascend the hill at an ideal 1300 foot elevation. 1521 Kanaio-kalama Park Rd Unit Lot A, Kula Listing courtesy of Maui Real Estate Advisors LLC.
$425,000 2 Beds ⋅ 2 Baths ⋅ 411126 MLS ⋅ Fee Simple Tenure ⋅ Kihei Shores BLDG. RARE ground-level 2 bed/2 bath at Kihei Shores, close to parking and a short walk to Kamaole Beach Park III. From the living room, sliding doors open to a covered lanai that steps right onto a lawn framed by palms and banana trees. The updated kitchen has cherry shaker cabinets with a glass-front display cabinet, granite counters, a stacked-stone backsplash, a Samsung range, stainless appliances, recessed lighting, and a breakfast bar that seats four. The primary bath has been remodeled with a new tiled shower and a wood vanity with a quartz top (2025–2026). The second bedroom has mirrored closet doors and sits next to the second bath, which has a newer white shaker vanity. Throughout the unit you'll find tile floors, ceiling fans, a new wall A/C (2025), newer baseboards, and a full-size stacked Maytag front-load washer and dryer in its own closet. Comes with a reserved parking stall plus open parking. The landscaped grounds include a pool, spa, and BBQ/grill areas surrounded by bougainvillea. The maintenance fee includes water, sewer, trash, landscaping, internet, and common element insurance & maintenance. Call your favorite REALTOR® to preview ~ 2747 S Kihei Rd Unit F-108, Kihei Listing courtesy of Maui Ohana Real Estate LLC.
$975,000 2 Beds ⋅ 1 Baths ⋅ 411123 MLS ⋅ Fee Simple Tenure Welcome to 734 Upper Kimo Drive, where breathtaking bi-coastal views, Upcountry charm, and numerous possibilities come together in one extraordinary setting. Perched along the slopes of Haleakala, this special property captures sweeping views of Maui’s North and South Shores, offering a spectacular panorama stretching from the mountains to the Pacific Ocean. Steeped in the rich agricultural heritage of Upcountry Maui, this remarkable location celebrates a lifestyle defined by open spaces, rolling green pastures, and a deep connection to the land. Enjoy warm summer days, cooler winter nights, refreshing mountain breezes, and the peaceful rhythm of country living. The property features an approximately 900-square-foot, two-bedroom ohana, along with an elevated building site offering an exceptional opportunity to envision and create your dream home while taking full advantage of the epic views. Whether you’re looking to establish an Upcountry retreat, embrace Maui’s agricultural lifestyle, or create a legacy property for generations to come, 734 Lower Kimo Drive offers a rare opportunity to turn that vision into reality. This is more than just a property. It’s an opportunity to experience the very best of Upcountry Maui, where spectacular scenery, agricultural heritage, and an extraordinary lifestyle come together. 734 Upper Kimo Dr, Kula Listing courtesy of Coldwell Banker Island Prop(S).
$4,500,000 3 Beds ⋅ 4 Baths ⋅ 411120 MLS ⋅ Fee Simple Tenure Views Galore. Kula Orchards Coffee Farm Estate is Maui’s gem, a true estate on the slopes of Haleakala at 3200ft elevation with a sweeping wide unobstructed bicoastal view, just 25 minutes to town. Set behind gates on 2.77 fully fenced acres, this one-of-a-kind estate unfolds around a custom three-bedroom, three-and-a-half-bath residence with three car garage. An expansive open-beam great room creates the heart of the home, complemented by white oak floors, custom cherry cabinetry, and new appliances in the kitchen and laundry room. Other features include solar panels with Tesla battery, reverse osmosis water filter, resort style decks and a large multipurpose or game room. The home is tastefully furnished with custom Kimo’s furniture and has 2 separate entertainment systems with surround sound. Winding paths lead from the residence into established orchards where coffee grows alongside cacao, avocado, citrus, peach, apricot, apple, pear, papaya, banana, pineapple, guava, olive, tropical flowers, and other carefully cultivated plantings. A greenhouse and 12-zone smart irrigation system support the agricultural landscape while a new custom flex building offers additional space for agricultural pursuits. A bonus new improvement to the property is a separate 5/8-inch water meter offering an option to build an additional residence or expand the orchards. 462 Ainakula Rd, Kula Listing courtesy of Island Sotheby's International Realty(L).
$1,149,000 2 Beds ⋅ 1 Baths ⋅ 411119 MLS ⋅ Fee Simple Tenure Discover your own private slice of paradise at 4174 Hana Hwy! Situated on 0.715 acres, this Residential CPR Unit B offers a charming 1,045 sq. ft., 2-bedroom, 1-bath cottage with beautiful ocean views, privacy, and a peaceful tropical setting. Enjoy the best of indoor-outdoor island living with lanais off both bedrooms and the main living area, creating inviting spaces to relax, entertain, and take in the ocean views and refreshing trade-winds. A standout feature of this property is the separate agricultural building, offering over 500 sq. ft. of versatile interior space, plus an approximately 300 sq. ft. covered lanai! This fantastic addition provides an abundance of possibilities for a workshop, art studio, hobby space, agricultural projects, or other permitted uses. The spacious covered lanai adds even more flexibility, creating an ideal setting for outdoor projects, creative pursuits, or simply enjoying the peaceful surroundings. The fenced property offers a wonderful sense of privacy, with room to garden, enjoy the outdoors, and embrace Maui's relaxed island lifestyle. With its ocean views, multiple lanais, generous land area, and exceptional bonus space, this unique North Shore property offers a rare combination of charm, functionality, and versatility. Additionally, you have the ability to build 500 sq.ft. to the cottage and up to an additional 2,000 sq.ft of ancillary buildings. Whether you're looking for a peaceful island retreat or a property with room to pursue your passions, this special opportunity is not to be missed! 4174 Hana Hwy Unit B, Haiku Listing courtesy of Island Sotheby's International Realty(M).
$599,000 1 Beds ⋅ 2 Baths ⋅ 411118 MLS ⋅ Fee Simple Tenure ⋅ Kamaole Sands BLDG. Exceptional Value Alert! Super cute and well kept second floor 1 Bed / 2 Bath unit across the street from Kamaole Beach Park III. Step inside to enjoy the incredible privacy with cool tile floors stretching throughout the unit and lanai. Perfect for you and your family - or guests when you are away. The large private lanai will be your sanctuary to enjoy a garden view of the impeccably kept grounds while bird watching or enjoying meals with your loved ones. Inside, the tasteful updates include nice touches in the hall bath area with subway tile in the shower and the backsplash, along with a recent vanity. The kitchen features tile countertops and clean white appliances, set off by attractive, light honey wood cabinetry. You’ll notice the tasteful art decor that lends a true Hawaiiana feel. Moving into the living area, you find an attractive glass top dining setup, then the comfortable sleeper sofa plus an entertainment center with bookshelves to set off the space. The unit offers the convenience of a stacked washer/dryer. The bedroom is comfortably furnished with king bed and includes an ensuite bath. Enjoy living on the quiet side of the complex with a convenient barbecue area and quick access to the amazing community pool. This location puts you in the best, most walkable part of South Kihei, across from Kam III and close to one beautiful world class beach after another, convenient to all the shopping and restaurants in South Maui and the Wailea Resort. In the evening, stroll across the street to beautiful Kam III Park and witness the unforgettable sunsets that will be among your most cherished forever memories. Don’t miss this excellent opportunity! 2695 S Kihei Rd Unit 4-204, Kihei Listing courtesy of Hawaii Life (W).
$1,549,999 1 Beds ⋅ 2 Baths ⋅ 411116 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG. Ocean views, refined finishes, and a premier location come together in Whaler at Ka'anapali Beach 757. One back from oceanfront, this seventh-floor, one-bedroom, two-bath residence offers spacious interior living and a private lanai overlooking the Pacific and the island of Lanai. From morning coffee to leisurely evenings outdoors, the setting invites you to settle into Maui living. Remodeled in 2019 and enjoyed as a private residence, this pristinely maintained home features Italian quartz countertops, wood-grain Italian tile flooring, and custom cabinetry with soft-close drawers. Sub-Zero refrigeration, a Bosch dishwasher, and GE Profile appliances compliment the kitchen, while an oyster shell chandelier adds a coastal accent to the dining area. Updated sliding glass doors and custom-fit window coverings open to elegant decor and tasteful furnishings to complete the thoughtfully finished interior. In addition to being offered fully furnished, two full bathrooms, a well-appointed walk-in closet, additional storage and a Bosch laundry systems further enhance the conveniences of modern beachfront living. Positioned directly along Ka'anapali Beach, The Whaler at Ka'anapali places beachfront dining, Whalers Village shopping, championship golf, and ocean activities within easy reach. Resort amenities include an oceanfront swimming pool, fitness center, tennis and pickleball courts, barbecue areas, and beautifully manicured tropical grounds. Hotel-zoned and allowing short term rentals, Whaler 757 offers the flexibility to enjoy as a full-time residence, a personal Maui retreat, or investment property. Contact your favorite Realtor to schedule a private showing today. 2481 Kaanapali Pkwy Unit 757, Lahaina Listing courtesy of Keller Williams Realty Maui-L.
$439,000 2 Beds ⋅ 2 Baths ⋅ 411115 MLS ⋅ Fee Simple Tenure ⋅ Kihei Villages I BLDG. **Contractors Special** This 2 bedroom 1 1/2 bath first floor condo has been a long term rental for many years until just recently. Tile and carpet floors, appliances are all fairly new - highly rentable until you decide to remodel. Washer/dryer in unit, spacious and private yard. New Master bedroom window in 2025. Main bathroom and bathtub needs attention. This is your chance to own a rentable property and make it your own. Pet friendly, 1 parking space included. 140 Uwapo Rd Unit 31-101, Kihei Listing courtesy of MegaVega Properties LLC.
$599,000 1 Beds ⋅ 1 Baths ⋅ 411114 MLS ⋅ Fee Simple Tenure ⋅ Kihei Akahi BLDG. You will feel right at home in this beautifully updated 1 bed/1 bath, Hotel-zoned, vacation rental with a Maui beach vibe and an amazing Aegean Blue & White decor. There are no stairs needed to enter this " 1st floor" unit from the parking lot and yet, the condo is actually on the 2nd floor with the pleasant surprise of an ocean view from the lanai. Kihei Akahi boasts gas stoves as well as a PV system to assist with lowering the cost of electricity for the common elements. No need to worry about maintaining an in-unit water heater as the heating systems are located outside the unit. And, there is a brand new split system a/c with vents in the living room and bedroom! Situated across from Kamaole Beach Park II, you are close to restaurants, shopping, and beach activities. Contact your favorite Agent to schedule your private showing. 2531 S Kihei Rd Unit D111, Kihei Listing courtesy of Hawaii Life (W).
$24,700 1 Baths ⋅ 411111 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG. Whaler Time Interval 461 U is a studio suite with 1 bathroom located on the south side of Tower II. Enjoy the view of Lanai and the majestic Pacific Ocean. The condo is tastefully appointed with tile flooring, hardwood cabinetry, granite counter tops, and stainless steel appliances. The occupancy dates are September 30 to October 14 annually. The annual maintenance fees offer ease of payment with a portion billed in February and the balance due in the late summer/early fall. Fees include property taxes, grounds, building and unit maintenance, reserve fund, and housekeeping. The Whaler on Kaanapali Beach boasts amenities that include an ocean view pool along the famed Kaanapali Beach walk, state of the art workout facility, underground parking, tennis courts, and a business center. Beachside BBQs, on-site concierge services, and beach activity kiosk are some of the highlights offered on property. Enjoy the lush courtyard featuring tropical landscaping and a Koi fish pond. Situated in the heart of Kaanapali Beach, The Whaler is a short distance away from famed Black Rock and world class shopping and dining, as well as championship golf courses. The Whaler is zoned hotel. 2481 Kaanapali Pkwy Unit 461 U, Lahaina Listing courtesy of Keller Williams Realty Maui-L.