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67 Wili Okai Way, Lahaina
$6,850,000
4 Beds ⋅ 4 Baths ⋅ 411404 MLS ⋅ Fee Simple Tenure
Nestled on what may be the finest parcel in all of West Maui, this expansive five-acre-plus sanctuary claims the premier position within Puunoa Estates. Thoughtfully designed landscaping combines with the property's naturally secluded setting to deliver complete seclusion. Within the exclusive, gated enclave of Puunoa only 24 estate properties exist, each spanning a minimum of five acres. The discerning owners who call Puunoa home have the means to reside anywhere globally, yet they've deliberately chosen this remarkable community. What draws them? An enviable lifestyle where perpetual summer weather meets effortless beach access, all framed by breathtaking vistas of the Pacific, neighboring islands, the West Maui Mountains, spectacular sunsets, and seasonal whale migrations. 67 Wili Okai Way stands apart with distinctive features rarely found among West Maui's current luxury offerings. The private entry drive makes a stunning first impression—majestic royal palms line the approach, framing spectacular mountain and ocean panoramas. An elegant water feature accented by tiki torches creates a welcoming threshold to this sophisticated single-story residence. The entire five-acre grounds showcase meticulous care, with indigenous flora, tropical plantings, and pristine emerald lawns throughout. The property's infrastructure allows for future expansion, including an ideal site for an Ohana cottage and a detached barn structure—both positioned to preserve the main residence's sweeping, uninterrupted views.

67 Wili Okai Way, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

159 Ulana St, Makawao
$1,500,000
4 Beds ⋅ 2 Baths ⋅ 411403 MLS ⋅ Fee Simple Tenure
Nestled on a picturesque half-acre in the sought-after Maui Uplands community, this property features two homes, complemented by the amenities of two tennis courts and a swimming pool. The main residence boasts four bedrooms and two bathrooms, offering breathtaking mountain and verdant country vistas from its expansive lanai, which includes a large observation deck that also serves as a double carport. The living area has high-beam wood ceilings and is adorned with hardwood flooring, while the kitchen and bathrooms, both updated in 2020, showcase stylish tile work. Significant enhancements during this renovation included the installation of all new windows, Hawaiian rock walls adorned with tropical plants, and contemporary window treatments. The large hot water tank is solar heated. Split AC is installed in the living room, primary bedroom, and second bedroom. The ohana, spanning almost 700 square feet, features one bedroom, one bathroom, a dedicated carport, and a lanai that offers a nature lovers delight over a private gulch and lush tropical landscape. High-beam wood ceilings and hardwood flooring complement the living space, with unique flagstone in the bathroom. The home features all-new appliances installed in 2023. There is AC in both the living room and a unique secret bonus room. Fruit trees include mango, prolific apple banana grove, avocado, citrus, papaya, and strawberry guava. The listing agent is a co-owner.

159 Ulana St, Makawao

Listing courtesy of HomeSmart Island Homes.

3300 Wailea Alanui Dr Unit 48A, Kihei
$2,295,000
2 Beds ⋅ 3 Baths ⋅ 411399 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi Iii BLDG.
Your Ideal Wailea Getaway! Rarely available - Wailea Ekahi #48A combines the community’s largest floor plan with sweeping ocean views. This 2-bedroom, 2.5-bath, 1,575 SF two-story townhome offers the space and privacy of a true home, set within one of Wailea’s most coveted oceanfront communities. It’s offered furnished (with some art exclusions) and has central air conditioning throughout. As you walk in, cool tile floors stretch out in every direction with beautiful wood floors in the sunken living room, and the island breezes and ocean views invite you to slow down. The heart of your new home is a huge open kitchen, where an oversized island becomes the natural gathering spot for drinks, pupus, and preparing meals together. Just beyond, your dining area has plenty of room for long dinners with family and friends. To your left, step down into the sunken living room, a comfortable place to settle in and talk story as the day winds down. Two large lanais extend your living space outdoors, surrounded by lush, manicured grounds and framing ocean views that endlessly enchant. A powder room and laundry are tucked conveniently off the living area. Head upstairs and the home opens into your own private world. A cozy study with a built-in desk and bookshelves is ready for work or a quiet afternoon with a good book. Your primary suite is wonderfully generous, with a separate sitting area, abundant storage, a comfortable en-suite bath, and a private lanai with a huge ocean view to enjoy your morning coffee and more. The second suite is just as inviting, with its own en-suite bath and private ocean-view lanai, perfect for family, friends, and guests. With so many distinct spaces inside and out, you and your guests can gather together or each find your own favorite spot to relax and breathe in the trade winds. Wailea Ekahi sits directly on world-famous Keawakapu Beach, with one beautiful beach after another in both directions. The community offers multiple pools, including an oceanfront main pool with a luxurious pavilion, and pickleball court. All the dining, shopping, golf, and activities of the Wailea Resort are just minutes away. Come experience it for yourself and you’ll understand why this is where your Maui dreams come true.

3300 Wailea Alanui Dr Unit 48A, Kihei

Listing courtesy of Hawaii Life (W).

108 Ahekolo St, Kihei
$2,290,000
3 Beds ⋅ 2 Baths ⋅ 411397 MLS ⋅ Fee Simple Tenure
Welcome home to this impeccably maintained, turn-key residence in the highly sought-after Kilohana Ridge community in South Kihei. Thoughtfully designed for comfort and easy island living, the home is filled with natural light as expansive living room windows frame the lush tropical landscaping beyond. Travertine flooring and stainless steel appliances add a refined touch throughout the interior. The open-concept kitchen offers abundant storage, a convection range, and seamless access to the inviting outdoor patio — an ideal setting for entertaining guests or enjoying peaceful evenings at home. A custom-designed stucco wall blends harmoniously with the terraced backyard wall, where thoughtfully curated landscaping creates a tranquil sense of privacy and serenity. The spacious primary suite has a walk-in closet and an ensuite bath complete with a soaking tub and beautifully tiled shower. Two additional bedrooms offer generous space and flexibility, while the secondary bathroom carries through the same custom tile work for a cohesive design aesthetic. Additional highlights include an owned photovoltaic system with a Tesla battery for energy efficiency, central air conditioning, and an additional split AC system dedicated to the primary bedroom for added comfort. The home also features a two-car garage. Ideally situated, the home is just a 5–10 minute walk to the golden sands of Keawakapu Beach and only moments from Wailea’s championship golf courses, exceptional dining, shopping, and a variety of nearby amenities. This home invites you to settle in and immediately enjoy the Maui lifestyle.

108 Ahekolo St, Kihei

Listing courtesy of Hawaii Life (W).

2737 S Kihei Rd Unit 102, Kihei
$639,000
1 Beds ⋅ 1 Baths ⋅ 411395 MLS ⋅ Fee Simple Tenure ⋅ Hale Kamaole BLDG.
Pride of ownership shines throughout this beautifully remodeled and meticulously maintained Hale Kamaole Condominium. Positioned in a premier location at the front of the complex, this one bed, one bath ground-floor unit offers closest proximity to the ocean and is just steps away from the beach. Inside, the updated kitchen showcases quartz countertops and stainless steel appliances, set against elegant tile flooring. The thoughtful layout includes a modernized walk-in shower and a spacious bedroom. Both the bedroom and the main living area feature independent split AC zones for optimal climate control. The living room extends naturally to an outdoor lanai, creating an inviting, airy space that lives remarkably large. Complex amenities include 2 pools, Pickleball and Tennis courts, BBQ area, and is Pet friendly. Take in beautiful ocean and mountain views, or relax by the nearby pool. Situated across from the Kihei Boat Ramp and a mere two miles from Wailea’s premier shopping, dining, and golf, this property offers incredible versatility. It is large enough to comfortably serve as a primary residence or a private getaway, backed by a strong historical track record as a successful vacation rental. (Please note: Property is currently a vacation rental; transient use is subject to discontinuation as of December 31, 2030 Buyers do your due diligence ). Maintenance fee includes: Water, Sewer, Trash, Pest Control, Common areas. Owner pays cable and internet, about $64.00 per month, plus electricity.

2737 S Kihei Rd Unit 102, Kihei

Listing courtesy of eXp Realty.

2747 S Kihei Rd Unit I002, Kihei
$615,000
3 Beds ⋅ 2 Baths ⋅ 411394 MLS ⋅ Fee Simple Tenure ⋅ Kihei Shores BLDG.
RARE SOUTH MAUI OPPORTUNITY – 5.25% ASSUMABLE VA LOAN FOR QUALIFIED BUYERS! Discover the best of island living at Kihei Shores Unit I002! Ideally situated just a short stroll from beautiful Kamaole Beach Park III, this spacious ground-floor 3-bedroom, 2-bath residence offers the perfect combination of comfort, convenience, and exceptional value. Enjoy golden sand beaches, swimming, snorkeling, and breathtaking Maui sunsets just minutes from your doorstep! INCREDIBLE FINANCING OPPORTUNITY! Qualified VA buyers may be eligible to assume the existing 5.25% VA loan with Substitution of Entitlement and an equity gap of less than $5,000, subject to lender approval. This bright and inviting 1,031 sq. ft. residence features tile flooring throughout, a beautifully appointed kitchen with granite countertops, stainless steel appliances, recessed lighting, and smooth ceilings. Recent improvements include A/C (2022), dishwasher (2024), and an energy-efficient tankless water heater (2026). Enjoy resort-style community amenities, including a sparkling swimming pool, relaxing hot tub, BBQ and picnic areas, car wash station, and convenient surfboard storage. One assigned parking space plus ample guest parking. The $1,143 monthly maintenance fee includes water, sewer, trash, high-speed fiber internet, common area maintenance, pest control, and master building insurance. Conveniently located near popular restaurants, food trucks, Kihei Boat Ramp, and Wailea's renowned shopping and golf courses. YOUR MAUI LIFESTYLE AWAITS! Whether you're searching for a primary residence or island retreat, this is an opportunity you won't want to miss. Schedule your private showing today! Direct and unrepresented buyers welcome.

2747 S Kihei Rd Unit I002, Kihei

Listing courtesy of Jeffrey Samuels Realty.

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