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$4,950,000
3 Beds ⋅ 3 Baths ⋅ 408178 MLS ⋅ Fee Simple Tenure
Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$925,000
1 Beds ⋅ 1 Baths ⋅ 408176 MLS ⋅ Fee Simple Tenure ⋅ Napili Shores BLDG.
This pristine and updated one-bedroom, one-bathroom condo offers a perfect mix of resort-style living and Hawaiian charm in one of Maui's most coveted locations. Napili Shores' hotel zoning provides remarkable flexibility for both personal use and generating rental income. The condo's spacious, open floor plan features a fully equipped kitchen—ideal for preparing meals while enjoying serene ocean views. Expansive Fleetwood sliders bathe the living area in natural light and seamlessly connect it to the generous lanai and yard. The spacious bedroom has ample closet space and a relaxing atmosphere, while the well-appointed bathroom is easily accessible from both the living area and bedroom. The condo's prime location within Napili Shores places you mere steps from stunning beaches, including world-renowned Napili Bay, just a short stroll away. The bay's crystal-clear waters and gentle waves offer an idyllic setting for swimming, snorkeling, and sunbathing. One of the property's standout features are the two pools, one of which is oceanfront, where you can unwind and savor panoramic Pacific Ocean vistas. The renowned Gazebo Restaurant, adjacent to the pool, serves delectable breakfast and lunch with breathtaking ocean views. Whether you seek a personal vacation retreat or a rental proeprty, this Napili Shores condo presents many possibilities.

5315 Lower Honoapiilani Rd Unit H165, Lahaina

Listing courtesy of Hawaii Life (W).

$3,495,000
2 Beds ⋅ 3 Baths ⋅ 408175 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas I BLDG.
Situated along the Kapalua coastline, this oceanfront sanctuary sits in a premier front-row position offering panoramic views of the ocean and the outer island of Moloka’i, year-round sunsets, and a front-row seat to whale season. Inside, the villa has been thoughtfully and extensively renovated. The kitchen has been completely reimagined to open to the view, complete with designer cabinetry, stone countertops, premium appliances, and enhanced lighting. The open-concept living area flows seamlessly out to the ocean. Both bedroom suites are positioned to maximize comfort, each offering tranquil ocean vistas and updated bathroom suites. In front of the villa, the coastal trail winds along the coast, down to the sandy beach at Oneloa Bay. Nearby are the Ritz-Carlton, Kapalua and Montage Kapalua Bay along with an array of world class restaurants. The Kapalua Bay Villas is renowned for its low-density design, serene landscaping, and exclusive resort-style amenities, including three swimming pools, BBQ areas, and tennis courts. Move-in ready and exquisitely updated, Kapalua Bay Villa 30B3-4 offers the rare opportunity to own a remodeled, turn-key oceanfront residence in one of Maui’s most extraordinary coastal settings.

500 Bay Dr Unit 30B3-4, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$499,000
1 Beds ⋅ 1 Baths ⋅ 408168 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
HOTEL zoned. Ka'anapali Shores #322 is one of the LARGEST 1BR units featuring the "C" floor plan within this Aston luxury resort. This unit has a spacious great room with a full-size kitchen that features GRANITE counter tops and custom cabinets. The lanai is spacious and the perfect spot to enjoy bird song and your morning coffee as you plan the day's adventures. The primary bedroom is much larger than the smaller 1BR floorplan most commonly available. Maintenance fees cover electricity and the cost of operating the CENTRAL AC within the unit — a huge bonus! Convenient access to North building parking makes those daily quick trips a breeze. Ka'anapali Shores is a hotel zoned, 10-acre, luxury resort with a welcoming lobby, two swimming pools (one oceanfront and one resort-style with water features), two spa pools, a poolside restaurant, saunas, a fitness center, two tennis courts, and a pickleball court. Convenient gift shops, a food pantry store, and beauty salon are also located on the premises. Across the street are supermarkets, restaurants, and shops; and within a 5-minute drive are the Whaler's Village Shopping Center and Ka’anapali Golf Course.

3445 Lower Honoapiilani Rd Unit 322, Lahaina

Listing courtesy of eXp Realty.

$899,000
1 Beds ⋅ 1 Baths ⋅ 408164 MLS ⋅ Fee Simple Tenure ⋅ Sugar Beach Resort BLDG.
Oceanfront Condo Opportunity...... Heavily booked Beachfront Short Term Rental Condo. This is the lowest priced and fantastic updated condo currently on the market at Sugar Beach Resort. This Beachfront short term rental condo is zoned for Hotel and Resort use, offering an exceptional opportunity for those seeking a premium vacation or investment property. Upon entering, you are immediately greeted by breathtaking views of the vast blue Pacific Ocean. Remodeling includeds all new furniture, carpets, tile floors, Granite countertop and cabinets. and addition storage area. Common area includes heated pool, Hot tub, Redwood sauna, putt putt golf and BBQ's. Private Lanai with Stunning Views....Relax on your private lanai, where the soothing sounds of ocean waves and vibrant sunsets create an unforgettable atmosphere. Comprehensive Utilities Included.......all utilities, such as electricity, water, sewer, garbage, Wi-Fi, cable TV, an individual internet connection, and more—providing hassle-free living and predictable expenses. Sugar Beach Resort: A Global Destination welcomes guests from around the world and boasts over five miles of CT soft, sugar-like sandy shoreline. This is a rare opportunity not to be missed.

145 N Kihei Rd Unit 326, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$71,500
1 Beds ⋅ 2 Baths ⋅ 408163 MLS ⋅ Fee Simple Tenure ⋅ Whaler Ii BLDG.
WHALER TIO 1070L: May 29 - June 12 Kick off your summer in style. Enjoy Memorial Day and the first official days of summer on Kaanapali Beach. TIO 1070 is one of the best locations in the resort. Enjoy the sun on Kaanapali Beach, then retreat to your private lanai for shade all afternoon on the courtyard of Tower 2. Listen to the waves roll onto the golden sand, and catch rainbows over the West Maui Mountains. Inside, you’ll find the quality upgrades The Whaler’s TIOs are known for, plus a comfy Murphy wall bed —perfect for bringing your favorite people along to enjoy your Maui beach retreat together.

2481 Kaanapali Pkwy Unit 1070 L, Lahaina

Listing courtesy of Keith E Eugene Paulsen.

$7,950,000
3 Beds ⋅ 2 Baths ⋅ 408161 MLS ⋅ Fee Simple Tenure
Seller is now offering FULL ownership in this truly irreplaceable North Shore Maui oasis. Set amid panoramic ocean, coastline, and waterfall views, this sanctuary offers rare natural resources and privacy. Enter through hand-crafted 24-foot custom gates into a double-fenced private estate featuring 6 permitted structures thoughtfully designed with a blend of Japanese, Hawaiian, and Balinese architectural influences. Improvements include a dedicated ag center, office/garage, infrared sauna, custom loft, and multiple living spaces that harmonize seamlessly with the surrounding landscape. A stone walking path encircles the property, guiding you through a stunning rainbow eucalyptus forest, paperbark tree grove, and a variety of producing trees including cherry, papaya, banana and more. A wrap-around driveway with parking for 20+ vehicles makes the estate ideal for hosting gatherings and entertaining family/friends. This self-sustaining retreat features a 280-foot private well with county water rights, nutrient-rich soil ideal for agriculture, and owned solar with commercial-grade infrastructure. Enjoy ocean and waterfall access from the property! An opportunity to fully own one of Maui’s most inspiring and unique estates—Don’t miss out!!!

180 Door Of Faith Rd, Haiku

Listing courtesy of eXp Realty.

$789,000
1 Beds ⋅ 1 Baths ⋅ 408159 MLS ⋅ Fee Simple Tenure ⋅ Napili Shores BLDG.
PLEASE NOTE THAT NAPILI SHORES IS ZONED AS H-1 (aka NBCID... Napili Bay Civic Improvement District) The Napili Shores complex is comprised of 162 units on over six acres of land, directly abutting the Pacific Ocean. Its lush grounds and in-ground pool, coupled with two restaurants essentially on the property (including the very popular Gazebo), provide the perfect setting for an owner as a primary residence, a second home, a long-term rental or a vacation rental (yes, it is zoned H-1!). E-141 is a spacious ground floor unit, with over 600 interior square feet and another 84 square feet of covered lanai (which is frequently used for outdoor dining virtually all year long, given Maui's temperate climate). Tastefully remodeled, sold "turn key" and priced very competitively, it is another "simply wow"!

5315 Lower Honoapiilani Rd Unit E-141, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,443,325
4 Beds ⋅ 3 Baths ⋅ 408156 MLS ⋅ Fee Simple Tenure
WELCOME HOME! This brand new and move-in ready home includes a 1-year customer service warranty and 10-year limited builder's warranty. Located in a highly desirable new community, The Parkways at Maui Lani is conveniently located in central Maui within the Maui Lani Master Planned Community and is in close proximity to Maui Lani Regional Park and trails, medical facilities, the airport, shopping, beaches and schools. This brand-new spacious K6 floor plan consists of approximately 2,474 s.f. of living space with 4 bedrooms, 3 baths and a bonus room downstairs. All homes within this community include 9-foot ceiling and 8-foot custom doors. Additional bonus features include laundry room, exterior insulation, solar hot water heater, a private E-one sewer system, EV receptacle with 50 AMP breaker in the garage for electric vehicles, PV prep ready, and LED lighted mirrors in all bathrooms. Upgrades include upgraded Corian countertop, upgraded bath wall tile, luxury vinyl plank floor and stairs, designer carpeting & pad in bedrooms, refrigerator, washer & dryer and custom drop zone. Virtual landscaping is for illustration purposes only. Staging furniture and decorative accessories are not included. All information subject to change at any time.

107 Unahe Pl Unit Lot 130-A, Kahului

Listing courtesy of Towne Island Homes, Ltd.

$9,500,000
5 Beds ⋅ 6 Baths ⋅ 408146 MLS ⋅ Fee Simple Tenure
LUXURY PROPERTY AUCTION: 5 –18 AUGUST. Accepting Starting Bids Through 4 August. Starting Bids Expected Between $4.5M–$6.5M. Earn an incentive by 4 August. Located in prestigious neighborhood of Pu’unoa, this is one of Hawaii’s most desirable gated luxury estates, offering tranquil tropical living with the ultimate in privacy and security. Gracing the gentle slopes of the West Maui Mountains, this 5-acre fully manicured estate, lush with a variety of fruit trees and tropical landscaping, boasts of breath-taking panoramic tri-island ocean views, stunning sunsets and majestic mountain backdrops with bountiful picturesque rainbows. 65 Wili Okai Way features the best of style and modern amenities in a spacious and elegant custom-built, 5 bedroom, 5.5 bath main residence. The separate 2 bedroom, 2 bath guest home is privately situated with its own gated access. Both homes also showcase abundant, covered, wraparound patio space. As your day begins, take in spectacular sunrises over the West Maui Mountains, embracing the sweeping views and fragrant trade winds while taking advantage of the easy access to private trails for walking, jogging and biking to popular beach parks. The one-of-a-kind outdoor shower, custom outdoor kitchen, and expansive, air-conditioned, multi-purpose modern barn make indoor/outdoor recreation easy and comfortable. If you desire world-class shopping, restaurants and entertainment, all are conveniently located in nearby Kaanapali and Kapalua. When you’re ready to wind down, relax in the dramatic infinity-edge saline pool, while you listen to the gentle sounds of the nearby cascading water feature, or soak, in your custom in-ground hot tub while enjoying the dazzling sunsets and clear, star-filled night skies. Nestled among beautiful flowering hedges, this property also reveals a highly sought after, comprehensive, energy- efficient, net metering photovoltaic system that minimizes electricity expense through renewable energy. The level of craftsmanship and detail in this grand estate is of the highest quality and finishes, including incredible custom metal work from famed artist, Larry Padilla, on display throughout the property from the custom metal entry gates to the fire torches, accent rails and various other architectural elements.

65 Wili Okai Way, Lahaina

Listing courtesy of Compass.

$875,000
2 Beds ⋅ 2 Baths ⋅ 408140 MLS ⋅ Fee Simple Tenure ⋅ Island Sands BLDG.
Highly sought-after oceanfront 5th-floor condo in one of Maalaea’s most desirable buildings. Enjoy spectacular ocean and outer-island views from your private covered lanai. Beautifully remodeled in 2022 with new kitchen cabinets and countertops, updated bathroom vanities, and split-system A/C in all rooms. Tile flooring throughout extends seamlessly to the spacious lanai. Offered fully furnished with assigned parking. Ideally located just a short walk to the beach, Maalaea Harbor, Maui Ocean Center, shops, and restaurants.

150 Hauoli St Unit 502, Wailuku

Listing courtesy of Hawaii Life (W).

$609,500
1 Beds ⋅ 1 Baths ⋅ 408138 MLS ⋅ Fee Simple Tenure ⋅ Kihei Kai Nani BLDG.
Welcome to Kihei Kai Nani 171 a "Hotel" zoned Heavily booked condo situated in south Kihei, directly across from Kamaole II beach park. This vacation resort features 180 one-bedroom condos, each 621 sq. ft., with a remodeled kitchen featuring granite countertops. The property is surrounded by tropical, mature landscaping and is conveniently close to restaurants, shopping, and the Kihei boat ramp. Amenities include BBQ areas, swimming pool, shuffleboard court, and ample parking, with a variety of ocean activities nearby.

2495 S Kihei Rd Unit 171, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(M).

$1,950,000
3 Beds ⋅ 3 Baths ⋅ 408135 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
Set along the 16th fairway with sweeping views across three lush fairways, this residence captures the essence of life at Hokulani Golf Villas. Within this private gated enclave of 40 acres, beautifully landscaped and thoughtfully designed, you’ll find space, serenity, and a sense of true Maui living. This sought-after 110 model is perfectly designed for comfort and flexibility. The main level offers everything you need for daily living — a grand great room with 12-foot ceilings, a primary suite with spa-like bath, a den, half bath, and laundry. Upstairs, guests are treated to two spacious bedrooms with vaulted ceilings, a full bath, and a generous second den for entertainment or relaxation. At Hokulani, every home is a detached single-family condominium with its own two-car garage — combining the privacy of a home with the ease of condo living. Landscaping and exterior maintenance are fully managed, making this an effortless lock-and-leave lifestyle. The community clubhouse features an infinity-edge pool that melts into the horizon, offering front-row seats to Maui’s legendary sunsets. Discover why Hokulani Golf Villas remains one of South Maui’s most desired addresses — call your Realtor today and experience the beauty for yourself.

500 Umeke St Unit 47, Kihei

Listing courtesy of Hawaii Life (W).

$625,000
2 Beds ⋅ 2 Baths ⋅ 408134 MLS ⋅ Fee Simple Tenure ⋅ Haleakala Shores BLDG.
Welcome to Haleakala Shores A305, perfectly situated just across the street from world-famous Kamaole III Beach Park. This spacious 2-bedroom, 2-bath condo offers the ideal combination of island comfort, generous living space, and an unbeatable South Kihei location. Filled with natural light, the open-concept floor plan creates a bright and inviting atmosphere. The well-appointed kitchen flows seamlessly into the dining and living areas, making it perfect for entertaining or relaxing after a day at the beach. Both bedrooms feature ensuite bathrooms and walk-in closets, providing comfort and privacy for owners and guests alike. A305 is conveniently located near the elevator and its assigned covered parking stall, adding ease to everyday living. Enjoy swimming, snorkeling, breathtaking sunsets, and seasonal whale watching at Kamaole III Beach, while restaurants, cafés, shopping, and outdoor activities are all just a short stroll away. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, Haleakala Shores A305 offers the very best of the South Maui lifestyle.

2619 S Kihei Rd Unit A305, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,325,000
2 Beds ⋅ 2 Baths ⋅ 408131 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Royal BLDG.
Situated within the gated Ka'anapali Royal community on the Royal Ka'anapali Golf Course and just across from Whalers Village, this well-maintained residence offers an exceptional blend of privacy, convenience, and true resort living. Residents enjoy the unique Ka'anapali golf-cart lifestyle, providing easy connectivity throughout the resort to beaches, dining, shopping, and recreational amenities. Unit F-202 is a generously sized two-bedroom, two-bath condominium featuring approximately 1,534 square feet of interior living space along with a substantial 495-square-foot covered lanai. Located on the preferred middle level with a northwest orientation, the home overlooks the community pool and beautifully landscaped tropical grounds while benefiting from natural light and cooling tradewinds. The interior reflects pride of ownership and thoughtful updates throughout. The kitchen is appointed with granite countertops, stainless steel appliances, and a French-door refrigerator, complemented by porcelain tile flooring in the entry, kitchen, and dining areas. The living room and bedrooms feature newer carpeting, creating a comfortable and inviting atmosphere. Both bathrooms include Corian countertops, Kohler water-efficient high-seat toilets, and clean, timeless finishes. The open living and dining layout extends seamlessly to the oversized covered lanai—an ideal space for outdoor dining, entertaining, or relaxing while enjoying peaceful garden and pool views. Ka'anapali Royal offers residents a resort-style pool and spa, BBQ and gathering areas, covered decks, and meticulously maintained grounds—all moments from world-famous Ka'anapali Beach, championship golf, and the full array of resort amenities. The property has a proven track record as a vacation rental and continues to perform well, offering flexibility for full-time living, part-time use, or income generation. Offered furnished with select exclusions.

2560 Kekaa Dr Unit F202, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$799,000
2 Beds ⋅ 2 Baths ⋅ 408130 MLS ⋅ Fee Simple Tenure ⋅ Hololani BLDG.
Experience the best of Maui's oceanfront living at Hololani, a highly desirable hotel zoned condominium community in the heart of Kahana. This spacious 2-bedroom, 2 bath residence offers a bright, open layout with seamless indoor- outdoor living and a large lanai perfect for enjoying sunsets and soothing ocean breezes. Whale watching during season is amazing from this location! The living room has a built in murphy bed which is a wonderful addition for accommodating guests and the main bedroom has shoji sliding doors that can be closed for privacy. Hololani features a covered parking garage with additional storage, oceanfront swimming pool, and direct access to the ocean- ideal for those seeking both relaxation and adventure. Conveniently located within walking distance to local shops, dining options, and beach parks, this property offers the perfect balance of island living and modern convenience. Whether you're looking for a full time residence, vacation retreat, or investment opportunity, Hololani's hotel zoning provides excellent rental flexibility in one of West Maui's most sought after coastal settings.

4401 Lower Honoapiilani Rd Unit B-401, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,539,000
2 Beds ⋅ 2 Baths ⋅ 408122 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Golf Villas BLDG.
From the coveted top row of the Kapalua Golf Villas, this beautifully remodeled two-bedroom, two-bath condominium enjoys expansive ocean views and a peaceful, elevated setting. Thoughtfully updated, the residence features elegant tile flooring throughout, custom cabinetry, granite countertops, stainless-steel appliances, and central air conditioning. The bright, open living area flows seamlessly to a spacious ocean-view lanai — an ideal space to take in Kapalua’s legendary sunsets and cooling trade winds. The gracious primary suite offers a California king bed, dual closets, and a refined ensuite bath with a walk-in shower. The guest bedroom suite features two twin beds (convertible to a king) and opens to its own private lanai with ocean and outer-island views. Additional conveniences include a queen sleeper sofa to accommodate guests and an in-unit washer and dryer. Comfortable and centrally located, this tranquil villa is well-suited as a full-time residence, second home, or island retreat. Set within the world-class Kapalua Resort, residents enjoy access to rugged coastal trails, white-sand beaches, championship golf courses, tennis, and acclaimed dining — all just moments away.

500 Kapalua Dr Unit 23P7-8, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$352,000
1 Baths ⋅ 408118 MLS ⋅ Fee Simple Tenure ⋅ Kihei Bay Surf BLDG.
Price Reduced! Don't miss this opportunity to own a beautifully furnished studio in the heart of Kihei, just steps from six miles of stunning Sugar Beach. Perfectly positioned across from Kalepolepo Beach Park, the Ancient Hawaiian Fishpond, and the Humpback Whale Sanctuary, this inviting condo offers the ideal blend of island charm, convenience, and lifestyle. Spend your days enjoying long beach walks, whale watching in season, or simply relaxing by the pool and jacuzzi. The unit is being sold fully furnished, making it ready for immediate enjoyment or continued rental use. Monthly association dues include electricity, water, cable, internet, pool and jacuzzi, tennis courts, common area maintenance, and the on-site laundry facilities, providing exceptional value and ease of ownership. Adding to its appeal, this property is located within a complex currently proposed for hotel zoning, which is intended to allow the continuation of vacation rental use if approved. Buyers should conduct their own due diligence regarding the proposed zoning changes. With a recent price reduction, this is an excellent opportunity to own your slice of paradise in one of South Maui's most desirable locations. Contact your favorite REALTOR® today to schedule a private showing. Easy to show between bookings.

715 S Kihei Rd Unit A207, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$229,950
1 Beds ⋅ 1 Baths ⋅ 408115 MLS ⋅ Leasehold-FA Tenure ⋅ Papakea Resort I Ii BLDG.
What's that sound...? Oh, you mean the deep blue pacific lapping at the seawall right off your front lanai? Yes that's the sound you will enjoy while sipping your favorite morning beverage in this spectacular ocean front condo at beautifully maintained Papakea resort. Pristine countertops in a spacious kitchen support the tranquil beauty of this 1 bedroom sweet spot. Moloka'i and its age-etched beauty is front and center, and you are far from any sounds of civilization, yet within walking distance to great food and shops of Kaanapali. The condo has recently benefited from renewed plumbing throughout the entire building courtesy of an association upgrade. All that's left to do is finish out the bathroom shower, and floor. This is a bank owned leasehold condo but the fee may be available to purchase! - ask your realtor for more details. Vacant and Easy to show. Zoned Apartment A-2.

3543 Lower Honoapiilani Rd Unit A107, Lahaina

Listing courtesy of Hawaii Life (MA).

$3,250,000
3 Beds ⋅ 4 Baths ⋅ 408112 MLS ⋅ Fee Simple Tenure
It’s time for you to own your escape. Maui's North Shore is calling. Wake to the sound of the warm trade winds gently swaying the trees. Stroll in your expansive yard picking fresh fruit to complement your morning smoothie. Sit with your favorite book in your treehouse perched over a lush forest, dappled with sunshine. Catch a rainbow and end your day soaking in your outdoor bath, watching the sun set. Your idyllic Maui escape is ready: 965 Hog Back Road. At the end of a country road, tucked behind a majestic Royal Poinciana tree, sits a true North Shore treasure. Originally designed by renowned Maui architect Harry Rice and now reborn as a mid-century modern retreat, the home is elegantly enveloped by more than four acres of lush, private gardens. Light-filled living spaces open to expansive lanais and a spa-like outdoor bath featuring a 72” concrete soaking tub and custom shower. The gourmet kitchen boasts a 48” Hestan gas range, paneled Hestan refrigerator, European-style cabinetry, and a dedicated pantry/prep area. The 3,100 sq. ft. home features 3 spacious bedrooms, each with a luxurious ensuite bath, plus a separate upgraded cottage ideal for guests. A custom eucalyptus spiral staircase and handcrafted details throughout accentuate the classic Maui roots. Mature fruit trees, peaceful walking paths, and a treehouse overlooking the forested gulch create a private, retreat-like setting. All the home's amenities and features, accompanied with North Shore conveniences, make this a truly unique architectural treasure. This is an A unit of a CPR.

965 Hog Back Rd, Haiku

Listing courtesy of Hawaii Life (W).

$4,950,000
4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000
3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure
Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,495,000
2 Beds ⋅ 2 Baths ⋅ 408086 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.

4000 Wailea Alanui Dr Unit 2904, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

$1,995,000
2 Beds ⋅ 2 Baths ⋅ 408083 MLS ⋅ Fee Simple Tenure
Also listed under Condominium MLS# 408082. Welcome to Hokulani Golf Villas, Home #94. A golf community offering single-level luxury with the ease of condominium living. This sold partially furnished 2-bedroom, 2-bathroom villa plus an office is privately set along a large open green space, capturing warm sunset lights all year-round and peaceful surroundings. The great room features 12-foot ceilings, clerestory windows, and 8-foot sliding doors that create an airy indoor/outdoor flow. The chef’s kitchen includes granite counters, oak cabinetry, and a gas cooktop. Upgrades include 24 owned solar panels with 2 powerwalls, porcelain tile and upgraded carpet in bedrooms, enhanced insulation, crown molding, pocket doors at the den, lighting upgrades, improved closets, window treatments throughout, ceiling fans, and an upgraded refrigerator, washer/dryer, and TVs—including a Bose system in living room. Enjoy the comfort of a detached home with two car garage with stucco exterior and tile roof, nestled in a beautifully maintained gated community with proximity to south Maui’s beaches, pickle ball, tennis, shops, restaurants, and activities. A must see! This is a Residential Condo.

2760 Umeke Cir Unit Unit 94, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,995,000
2 Beds ⋅ 2 Baths ⋅ 408082 MLS ⋅ Fee Simple Tenure ⋅ Hokulani Golf Villas BLDG.
Also listed under Residential MLS# 408083. Welcome to Hokulani Golf Villas, Home #94. A golf community offering single-level luxury with the ease of condominium living. This sold partially furnished 2-bedroom, 2-bathroom villa plus an office is privately set along a large open green space, capturing warm sunset lights all year-round and peaceful surroundings. The great room features 12-foot ceilings, clerestory windows, and 8-foot sliding doors that create an airy indoor/outdoor flow. The chef’s kitchen includes granite counters, oak cabinetry, and a gas cooktop. Upgrades include 24 owned solar panels with 2 powerwalls, porcelain tile and upgraded carpet in bedrooms, enhanced insulation, crown molding, pocket doors at the den, lighting upgrades, improved closets, window treatments throughout, ceiling fans, and an upgraded refrigerator, washer/dryer, and TVs—including a Bose system in living room. Enjoy the comfort of a detached home with two car garage with stucco exterior and tile roof, nestled in a beautifully maintained gated community with proximity to south Maui’s beaches, pickle ball, tennis, shops, restaurants, and activities. A must see!

2760 Umeke Cir Unit 94, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,800,000
2 Beds ⋅ 2 Baths ⋅ 408079 MLS ⋅ Fee Simple Tenure ⋅ Mana Kai BLDG.
Aloha and welcome to Mana Kai 514. This beautifully updated 2-bedroom, 2-bath unit features two walk-in showers, two split A/C units, smoothed ceilings, full tile flooring, and stunning ocean views overlooking world-famous Keawakapu Beach. The owners also took advantage of the "walled-off" extra door in the primary bedroom and rotated the bed to capture those incredible ocean views directly from the bed. This HOTEL-zoned property offers everything you need for a turnkey vacation destination. Mana Kai includes an on-site front desk team, an activities booth for all your island adventures, a rental shop for water sports, the 808 Deli convenience store, Maui Yoga Path studio, a business center, pool, gym, and coming soon the new restaurant, The Beach House. Mana Kai 514 has an impressive rental history with future bookings that can be transferred to the new owner. Schedule your showing today.

2960 S Kihei Rd Unit 514, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,050,000
1 Baths ⋅ 408078 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Whaler 713 - Amazing opportunity to own Ocean view studio at the Whaler on Kaanapali Beach! This beautiful studio offers spectacular ocean views from the 7th floor inner courtyard of Whaler Tower I. Unit features granite countertops, custom cabinetry, Murphy bed, new stainless steel appliances, and free laundry facilities are located nearby on the floor. Beachfront living at its finest on the Sun-kissed sands of Kaanapali. Spend your winters looking at Maui's beautiful humpback whales breaching in the distant towards the neighbor island of Lana'i. The Whaler is ideally situated in the heart of Kaanapali Beach and a short distance from the famed Black Rock where snorkeling and beach activities await. This beach front playground features a swimming pool, private fitness center, tennis and pickleball courts, underground parking, and meticulously landscaped, tropical grounds with Koi fish pond. Enjoy miles of white sandy beach, ocean activities, snorkeling, sailing, and year-round sunsets. Next-door, Whalers Village shopping center with an array of shops and restaurants. Maintenance fees include all utilities e.g. electric, central A/C, Wi-Fi access, cable TV, and 24hr Security. This unit is in a vacation rental program and can be shown when vacant by appointment.

2481 Kaanapali Pkwy Unit 713, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$435,000
1 Beds ⋅ 1 Baths ⋅ 408068 MLS ⋅ Fee Simple Tenure ⋅ Hale Ono Loa BLDG.
Priced to move at $435,000. This is your invitation to own a condo on the West Maui oceanfront for less than you thought possible. Set on the top floor of Hale Ono Loa, Residence 401 wakes to blue-water Pacific views, trade-wind breezes, and the sound of the surf drifting up from just beyond its private covered lanai. Beautifully remodeled and offered fully furnished and turnkey, it is ready the moment you are. Just unpack, pour a coffee, and watch the whales roll by. Days here begin with a dawn paddle or a snorkel over the reef just steps from your door and end with front-row sunsets melting into the ocean. The intimate, lovingly maintained community wraps around a large pool with barbecue areas, elevator access, and lush tropical grounds, all just steps to the ocean and minutes from the beaches, dining, and world-class golf of Kaanapali, Kapalua, and Napili. Whether you are claiming your own slice of paradise or a turnkey island getaway that can generate rental income today, the chance to own oceanfront at this price simply does not come along. This one will not wait; come see it before it is gone.

3823 Lower Honoapiilani Rd Unit 401, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$24,500,000
5 Beds ⋅ 6 Baths ⋅ 408059 MLS ⋅ Fee Simple Tenure
Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a private sanctuary of sophistication and rare serenity. This estate features 5 spacious en-suite bedrooms, multiple areas for relaxed socializing, and a seamless indoor-outdoor flow that embraces the home’s stunning pool courtyard and oceanfront experience. Every room gifts an extraordinary vantage point of paradise – between sweeping ocean views in three master suites or tranquil poolside perspectives from the guest suites. At the heart of the home, the expansive pool and courtyard form a striking focal point, linking the media room, main entry, and living areas in perfect harmony. A private poolside retreat ensures both security and discretion, ideal for intimate gatherings or large-scale entertaining. Landscaped gardens with numerous palm trees and second-level sundecks off the guest suites provide elevated spaces to soak in a front seat view of unforgettable sunsets. A spacious oceanfront lawn offers ultra-privacy, featuring a fire pit that creates an inviting ambiance, shielded from public view and accessible only through a discreet, gated beach entrance. Whether you seek a primary residence, a lavish vacation home, or an island retreat, this estate is designed for those who desire premium beachfront living with an ultimate feel of privacy. A rare opportunity to own the most memorable oceanfront lifestyle in Maui.

3254 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$680,000
1 Beds ⋅ 1 Baths ⋅ 408057 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Kaanapali Shores 151- Welcome to this charming ground floor one-bedroom, one-bath unit, perfectly positioned for easy access to the picturesque Sandy Beach. Enjoy the ultimate resort lifestyle with two refreshing swimming pools, a vibrant restaurant, a fully-equipped fitness center, and convenient sundry stores and gift shops right at your fingertips. This updated unit boasts tile floors, high ceilings, modern kitchen and bathroom complete with stainless steal appliances that make your stay both comfortable and convenient. Embrace the coastal lifestyle while taking advantage of the Kaanapali stores and the exceptional resort vacation rental program available for your rental needs. Whether you’re seeking a serene retreat or a vacation rental opportunity, this property offers the best of both worlds. Don’t miss the chance to own a slice of paradise!

3445 Lower Honoapiilani Rd Unit 151, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.