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$1,200,000
5 Beds ⋅ 3 Baths ⋅ 409688 MLS ⋅ Fee Simple Tenure
Situated in a desirable North Kihei neighborhood, 295 Kaihoi St offers the space, comfort, and convenience today’s families are looking for. This well-appointed 5-bedroom, 3-bath home features a spacious layout with multiple living areas, providing flexibility for everyday living, entertaining, or working from home. Large windows bring in abundant natural light, creating a warm and inviting atmosphere throughout the home. Step outside to enjoy the fully fenced yard, perfect for children, pets, backyard gatherings, or relaxing in your own private outdoor space. The home is also equipped with leased solar panels, helping to enhance energy efficiency and support Maui’s indoor-outdoor lifestyle. Ideally located in North Kihei, this property offers convenient access to all parts of the island, with nearby beaches, parks, schools, shopping, dining, and an easy commute to Central Maui, Wailea, and Lahaina. Combining comfort, functionality, and an excellent location, this home is a wonderful opportunity to enjoy the best of island living.

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$294,000
1 Baths ⋅ 409686 MLS ⋅ Fee Simple Tenure ⋅ Maui Lani Terraces BLDG.
Imagine owning a studio just a stone's throw from the ocean! *Seller is open to financing for qualified Buyers. This charming top-floor corner unit in Maui Lani Terraces is the perfect retreat for those who want to be close to it all. The quiet location allows the ideal setting to enjoy the ocean view. Located in the heart of Honokowai, this property offers easy access to the Farmers market, coffee shops, restaurants, shopping and the beach. Even closer is the community pool pavilion for a dip without having to leave home.

3740 Lower Honoapiilani Rd Unit B304, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$5,200,000
3 Beds ⋅ 4 Baths ⋅ 409685 MLS ⋅ Fee Simple Tenure
Poised within a prestigious oceanfront community, but positioned without the front row real estate price premium, 10 Hui Road E is a fully updated, multi-level estate that combines dramatic ocean views with a protected location. Just steps back from the shoreline, the property captures elevated Pacific views and year-round sunsets. The residence has undergone a comprehensive renovation featuring high-end fixtures and finishes throughout. The main level centers on an open-concept kitchen equipped with custom cabinetry, countertops, and premium integrated appliances. Stone flooring runs through the living spaces, where large glass sliders open to a spacious covered lanai, a flat green lawn, and newly cleared landscape corridors designed to maximize the ocean view. Truly an indoor-outdoor lifestyle dream. The 3,175-square-foot floor plan provides excellent separation of space. The main floor hosts two private guest en-suites. The entire second level is dedicated to the primary suite, which includes a gracious ocean view deck, a custom walk-in closet, and a stone-finished bathroom with a soaking tub and dual vanities. The home is situated just south of the luxury Kapalua Resort, providing quick access to world-class golf courses, fine dining, shopping, tennis, and pickleball. It is offered exquisitely furnished, ready to move right in to your Maui Beach Home.

10 Hui Rd E Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$699,900
2 Beds ⋅ 2 Baths ⋅ 409684 MLS ⋅ Fee Simple Tenure ⋅ Opukea At Lahaina BLDG.
Welcome to your stunning 4th floor residence at Opukea, perfectly situated to overlook the sparkling pool on Maui's West Side. This extra large 2-bedroom, 2-bath gem boasts one of the best locations in the community. The elevator makes taking in the groceries a breeze. Stay cool year-round with central air conditioning, and unwind in the privacy of your lanai. The large floorplan gives plenty of privacy among the bedrooms and the combined living room, kitchen, and dining make it great for entertaining. Located in the heart of Lahaina, Once Lahaina is reconstructed you’ll have convenient access to fabulous shopping, pristine beaches, and the renowned Front Street. Opukea is in the process of rebuilding the fantastic amenities, including a beautiful pool area, exercise room, BBQ facilities, and a welcoming clubhouse. Pet friendly complex. This unit comes equipped with 2 assigned parking stalls and extra storage just outside your unit, this residence combines comfort and convenience. Don’t miss out on the opportunity to call this slice of paradise your own!

1300 Limahana Cir Unit C402, Lahaina

Listing courtesy of Redfin Corporation.

$947,000
2 Beds ⋅ 2 Baths ⋅ 409683 MLS ⋅ Leasehold Tenure ⋅ Kamaole Nalu BLDG.
Imagine waking up to gentle trade winds, stepping onto your private lanai, and watching the Pacific sparkle as the sun sets over Kamaole Beach. This is daily life at Kamaole Nalu #202 — a beautifully positioned second-floor ocean-view residence that delivers the true essence of South Maui living. Nestled directly between Kamaole Beach Parks I and II, this 2-bedroom, 2-bath condo (774 interior sq ft) offers sweeping panoramic ocean views, legendary sunsets, and effortless beach access. The open-concept layout invites island breezes and natural light throughout, creating a seamless flow from the well-appointed kitchen to the living and dining areas. The expansive private lanai becomes your favorite room — perfect for morning coffee, al fresco meals, whale watching in season, or simply unwinding with a glass of wine as the sky turns golden magenta. Inside, thoughtful island-inspired finishes and comfortable furnishings make this a turn-key retreat that feels like home the moment you arrive. The primary suite offers peaceful king-bed comfort, while the guest room (with queen + twin) easily accommodates family or friends. A convertible sofa sleeper in the living area means the unit comfortably sleeps six — ideal for personal use or generating strong vacation rental income. The property is currently professionally managed by Ali'i Resorts, one of Maui’s most respected and experienced short-term rental management companies. This means everything is already handled seamlessly — from bookings and guest services to maintenance and marketing — delivering peace of mind and proven performance for owners who want hassle-free ownership and reliable income. Kamaole Nalu itself is one of South Kihei’s most desirable oceanfront complexes, with a large oceanfront pool, tropical grounds, gas barbecues, free parking, and direct beach access. You’re minutes from Wailea’s golf, shopping, and dining, yet right in the heart of everything Kihei offers — restaurants, markets, snorkeling, paddleboarding, and year-round beach walks. This property sits in the hotel zone, so it is not subject to Bill 9 and remains a fully legitimate short-term rental (STR). Combined with its prime location and proven appeal, it offers excellent flexibility — whether you want a personal Maui getaway, a full-time residence, or a high-performing investment. Kamaole Nalu #202 is more than a condo. It’s your slice of the Maui lifestyle you’ve been dreaming about — ready for you to enjoy, share, or rent from day one. Note: This is a leasehold property.

2450 S Kihei Rd Unit 202, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,195,000
5 Beds ⋅ 4 Baths ⋅ 409681 MLS ⋅ Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

$535,000
1 Beds ⋅ 1 Baths ⋅ 409680 MLS ⋅ Fee Simple Tenure ⋅ Kihei Resort BLDG.
MOTIVATED TO SELL. Ground Floor. Garden Views. Right Across from the Beach. Whether you're looking for your own home on Maui or a property that works while you're not in it — this one delivers both. This updated ground-floor 1-bedroom, 1-bath condo at Kihei Resort is the kind of find that checks boxes you didn't even know you had. The bright, comfortable living space flows out to a private covered lanai surrounded by lush tropical gardens — your morning coffee spot, your evening wind-down, your little corner of the island. For Homebuyers, it's the retreat you've been waiting for. For an investor, it's the ambiance guests pay a premium for. The kitchen comes equipped with stainless steel appliances and generous counter space — ready for a quiet night in or prepped for a week of guests. The bathroom features elegant tile work and contemporary fixtures, and the in-unit stackable washer/dryer keeps things convenient whether you're living here full-time or managing a rental. Kihei Resort offers a pool, hot tub, BBQ areas, and beautifully maintained tropical grounds that make everyday life feel a little more like vacation. And the location is hard to beat — Kalepolepo Beach Park is right across the street, with easy beach access and South Maui sunsets that never get old. Flexible living, prime location, Kihei Resort — schedule your showing today.

777 S Kihei Rd Unit 107a, Kihei

Listing courtesy of Real Broker.

$5,000,000
4 Beds ⋅ 4 Baths ⋅ 409679 MLS ⋅ Fee Simple Tenure
Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

557 Kupulau Dr, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$438,000
1 Baths ⋅ 409678 MLS ⋅ Fee Simple Tenure ⋅ Lahaina Shores BLDG.
Lahaina Shores #614 is a ideal remodeled sixth-floor studio in an excellent beachfront location. The unit features an inviting studio layout with 9’ ceilings, an updated kitchen with granite countertops and modern appliances, an open living area, a walk-in shower, and a private lanai with beautiful West Maui mountain views. Owners and guests can enjoy the heated pool, hot tub, BBQ area, on-site laundry facilities, direct beach access, and watching boats and whales in season. Lahaina Shores is ideally located on Front Street, close to Lahaina Harbor and the famous Banyan Tree. Maintenance fees include electricity, cable TV, internet, water, sewer, trash, pool, landscaping, and laundry facilities. Zoned H-2 for short-term vacation rental use.

475 Front St Unit 614, Lahaina

Listing courtesy of Maui Luxury Realty LLC.

$9,500,000
6 Beds ⋅ 6 Baths ⋅ 409677 MLS ⋅ Fee Simple Tenure
Welcome to 1949 W Kuiaha Rd: a rare opportunity to acquire a one of a kind, legacy Maui country estate within one of the most beautiful microclimates of all the Hawaiian islands. On 39 acres of pristine land, two skillfully crafted homes look out onto expansive, gently sloping green pastures with full panoramic ocean views.  Enjoy tranquil ocean, garden & mountain views from the entire downstairs great room as well as from the 818 sq ft covered lanai of the 4 bed 3.5 bath main home. Notable features are massive beam construction, Venetian plaster walls, a 1050 sq ft Primary suite with a fireplace, clawfoot tub & its own 756 sq ft private Ipe deck with incredible ocean views, a 659 sq ft multipurpose room with its own stairwell entrance, a 200 sq ft office, a 1933 sq ft garage, 531 sq ft of storage & an owned PV system. Just beyond the bamboo grove is a quaint 2 bed/2.5 bath, 1495 sq ft cottage which features a stunning 586 sq ft covered lanai & Ipe deck offering prime ocean views, Monkeypod slab counters in the kitchen & living room, a fireplace, 2 offices, semi outdoor shower & a gorgeous vaulted cupola roof. In addition, there are 4 fenced pastures, 2 partially enclosed sheds totaling 782 sq ft, 1 garden shed, 3 additional loafing sheds & a hitching post. The impressive array of fruit & ornamental trees, Rainbow Eucalyptus & Cook Pine forests, 2 acre garden, a seasonal stream, 3 property entrances, inspiring Haleakala, Giggle Hill, West Maui mountain & Pacific ocean views, incredible privacy, immersion in nature, general potential & future value that this property offers is unlike any other. There is much to explore, enjoy & create. This property is an equestrian’s and rancher's dream. 1949 W Kuiaha Rd is well-positioned in Haiku Pauwela with close proximity to Haiku, Makawao & Paia towns, Baldwin beach, Twin falls, exceptional schools, the best farmer’s markets on the island, private & international airports.  This property is a gem & must be seen in person to appreciate.  Seller is open to selling all or part of the property: A four unit CPR is in progress. Once completed, individual lots will be available to purchase separately at an elevated value. Seller may be open to trades. Contact Listing agent for more information. Listing agent is related to Seller.

1949 W Kuiaha Rd, Haiku

Listing courtesy of Hawaii Life (MA).

$175,000
2 Beds ⋅ 2 Baths ⋅ 409676 MLS ⋅ Fee Simple Tenure ⋅ Harbor Lights BLDG.
Easy to show, move-in ready! Garden view, modern upgrades, and move-in ready convenience await at Harbor Lights C114. This ground-floor, corner unit offers 2 bedrooms and 1.5 bathrooms and was beautifully updated in May 2026 with fresh interior paint, new lifeproof luxury vinyl plank flooring, and updated ceiling fans throughout. Enjoy the ease of ground-floor living with a breezy, open living space. Double-pane windows help reduce outside noise, improve energy efficiency, and allow for the easy addition of portable AC units for customized comfort. Ideally located in Central Maui, this unit is just minutes from shopping, dining, UH Maui College, and the Maui Arts & Cultural Center, as well as nearby beaches. Vacant and easy to show, this is a great opportunity for first-time buyers or investors seeking a well-upgraded unit in a convenient Kahului location. Contact your favorite REALTOR® to schedule a private showing today.

111 Kahului Beach Rd Unit C114, Kahului

Listing courtesy of Real Broker.

$88,000
1 Baths ⋅ 409674 MLS ⋅ Fee Simple Tenure ⋅ Hotel Molokai BLDG.
Seize this rare, highly affordable opportunity to own a slice of Hawaiian paradise with this desirable ground-floor unit at the historic Hotel Molokai! Now priced to sell at just $95,000, Unit A102 is the ultimate entry point into island homeownership or your next favorite getaway. Ideally located just two miles east of Kaunakakai town, you are perfectly positioned at the heart of the island with charming local shopping and dining options just a short drive away. Immerse yourself in an authentic, laid-back tropical lifestyle: wander through lush, manicured grounds, cool off in the sparkling oceanfront pool, or unwind in a beachside hammock to the soothing sound of the waves. This unit comes fully furnished and equipped for immediate enjoyment, featuring a comfortable queen bed, flat-screen TV, microwave, refrigerator, and coffee maker. Sip your morning coffee or enjoy an evening cocktail on your private, covered lanai. For total peace of mind, the monthly maintenance fee is truly all-inclusive—covering all of your utilities for a completely hassle-free experience. The complex also features convenient community laundry facilities, a recreational rental desk, and an on-site local store. Don’t miss out on the best value on Molokai—schedule your look today!

1300 Kam V Hwy Unit 102A, Kaunakakai

Listing courtesy of Molokai Realty LLC.

$1,900,000
2 Beds ⋅ 3 Baths ⋅ 409668 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ridge BLDG.
Direct ocean view. Kapalua Ridge Villas Resort. Unobstructed views of Honolua Bay, Dragon's Teeth, and Molokai Island. This turnkey 2-bedroom, 3-bath residence has seen over $200,000 in upgrades across 2021-2025 — fully renovated kitchen, spa inspired bathrooms, new flooring, custom window coverings, mini-splits throughout, and in-unit washer/dryer. Fully furnished by Lifestyle Maui, move-in ready from day one. Resort pool and direct beach access steps away. Five minutes to the Kapalua Ridge Trail, world-class dining at The Ritz-Carlton and The Montage, 10+ tennis courts, and the legendary Kapalua Plantation Course. Offered at $1,900,000. Turnkey oceanfront at this level of finish in Kapalua rarely comes available.

100 Ridge Rd Unit 1413-15, Lahaina

Listing courtesy of Maui Paradise Properties LLC.

$245,000
1 Beds ⋅ 1 Baths ⋅ 409664 MLS ⋅ Fee Simple Tenure ⋅ Molokai Shores BLDG.
Welcome to Unit 207A at Molokai Shores — a beautifully positioned island retreat offering the relaxed charm and peaceful lifestyle Molokai is known for. This inviting condo features tropical breezes, ocean and garden surroundings, and beautiful island views of Lanai and Maui. Located on the second floor, the unit enjoys a tranquil setting within the oceanfront complex, complete with lush landscaping, a pool, putting green, BBQ areas, and stunning sunset views. Conveniently located near Kaunakakai town, shopping, dining, and island adventures, Unit 207A is perfect as a getaway, investment property, or full-time island home.

1000 Kamehameha V Hwy Unit 207A, Kaunakakai

Listing courtesy of Molokai Realty LLC.

$2,390,000
3 Beds ⋅ 2 Baths ⋅ 409661 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).

$649,900
1 Beds ⋅ 2 Baths ⋅ 409659 MLS ⋅ Fee Simple Tenure ⋅ Maui Kamaole BLDG.
MASSIVE $225,000 PRICE REDUCTION! This incredible discount reflects Maui's current short-term rental zoning transitions, offering a rare opportunity to acquire a premium, turnkey end unit at Maui Kamaole in South Kihei at an unbeatable value. Following the passage of Bill 9, Maui County officially approved Bill 88 to create a brand-new H-3 / H-4 hotel zoning framework explicitly designed to allow qualifying apartment-zoned resort properties to pursue permanent short-term rental zoning. Maui Kamaole is among the prominent South Maui properties formally listed to pursue this streamlined pathway. In the meantime, short-term rentals remain a fully viable option here until at least January 1, 2031, providing an excellent window for immediate cash flow and personal use. Tucked away from car and foot traffic, this private, ground-level home offers ultimate peace and quiet in a sprawling garden setting bursting with tropical flowers. Enjoy amazing cross breezes thanks to two private outdoor spaces: a front garden lanai and a second walled patio. The spacious interior layout features two full baths and two sofa beds, allowing the living area to seamlessly serve as a second bedroom for guests. Upgraded for modern comfort, the unit boasts two brand-new, energy-efficient mini-split A/C units, a California King bed, newer kitchen appliances, and a built-in water filter and 6 closets. Positioned in a wind-sheltered section with excellent drainage, you will experience protection from storms and no issues with gnats. Steps from your door, enjoy resort amenities like the delightful waterfall pool, jacuzzi, tennis courts, and BBQ areas. Best of all, you are directly across the street from the Kihei boat launch and world-class beaches such as Kamaole III and Keawakapu Beach. Offered completely furnished—including all kitchenware, linens, a fruiting dwarf lime tree, and even beach gear. Truly turn-key and ready for you to move right in or rent out!

2777 S Kihei Rd Unit K101, Kihei

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$645,000
1 Beds ⋅ 1 Baths ⋅ 409657 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Shores BLDG.
Kaanapali Shores 626- Hotel Zone Property. Experience island living at its finest from this sixth-floor, north-facing residence at Kaanapali Shores. Enjoy terrific ocean views overlooking the island of Molokai, along with glimpses of the West Maui Mountains—offering the perfect blend of beachfront serenity and natural beauty. This beautifully updated unit features an open-concept kitchen with granite countertops, upgraded cabinetry, and all the comforts of home, including a convenient in-unit washer and dryer. Thoughtfully designed, the condo also includes an owner’s closet for secure personal storage. The spacious bathroom is equipped with a relaxing soaking tub, and the unit’s location provides both privacy and excellent positioning within the resort. Kaanapali Shores offers a full suite of amenities, including two swimming pools, a fitness center, on-site restaurant and bar, sundry and gift shops, and direct access to a sandy beach ideal for snorkeling, swimming, surfing, and diving. Conveniently located next to a full service grocery store and popular food truck dining options, everything you need is within easy reach. Whether you’re seeking a vacation rental investment, a personal island retreat, or a full-time residence, this property offers exceptional flexibility and value—an ideal entry into the Kaanapali resort lifestyle.

3445 Lower Honoapiilani Rd Unit 626, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$100,000
409655 MLS ⋅ Kihei Commercial BLDG.
Business Only! Maui BBQ Grills and Outdoor Kitchens sells high end luxury outdoor appliances, grills, smokers, pizza ovens, refrigeration, and accessories. Price is $100,000 + Inventory & Fixtures. Large opportunity with condo developments, luxury properties, and estates. Listing agent is a partial owner No real estate will be sold. This is only the sale of a business.

300 Ohukai Rd, Kihei

Listing courtesy of Hawaii Life (W).

$475,000
1 Baths ⋅ 409654 MLS ⋅ Fee Simple Tenure ⋅ Royal Kahana BLDG.
Savor the breathtaking sunsets, frolicking whales (in season) and stunning views of Molokai from this oceanfront studio located on the 11th floor of the Royal Kahana resort. This property is available as a fully furnished vacation rental, complete with central air conditioning, washer/dryer, and kitchen. Royal Kahana boasts a beachside pool, a fitness center, BBQ grills, and plenty of onsite parking, making it an attractive vacation resort. This is an excellent chance to acquire a fee simple condominium, whether for investment purposes or as a second home. Royal Kahana is hotel-zoned.

4365 Lower Honoapiilani Rd Unit 1104, Lahaina

Listing courtesy of Moffett Properties LLC.

$1,775,000
1 Beds ⋅ 2 Baths ⋅ 409652 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Bay Villas I BLDG.
Set along the dramatic oceanfront bluff of Kapalua Resort, Kapalua Bay Villas 20G-5 offers a rare opportunity to experience one of Maui’s most coveted resort communities from an exceptionally private and tranquil setting. Positioned to capture panoramic views across Oneloa Bay toward the outer islands, this villa is a highly desirable corner town-home style unit. Designed for seamless indoor-outdoor living, the 1 bedroom, 1 and a half bath unit opens to expansive lanais where year-round sunsets, seasonal whale watching and the sound of the Pacific Ocean becomes part of everyday life. The open-concept interiors are filled with natural light and cooled by gentle trade winds, creating an atmosphere that is both refined and effortlessly comfortable. Spacious living areas, a well-equipped kitchen, and serene bedroom suite provide an ideal retreat for personal enjoyment or luxury vacation rental use. Kapalua Bay Villas is an oceanfront condominium community within the Kapalua Resort, situated on a 16.5-acre bluff overlooking Oneloa Bay adjacent to the Kapalua Bay Course. Built in 1977, the development comprises 141 residences within 27 low-rise buildings, many positioned to capture panoramic Pacific Ocean views and direct beach access, with resort amenities including three swimming pools, two tennis courts, and landscaped walking paths. As one of Kapalua's original condominium developments, the Bay Villas occupy a well-established position within the resort's ownership landscape. Whether as a primary residence, second home, or investment property, 20G-5 offers an exceptional opportunity to own in one of Maui’s premier coastal communities.

500 Bay Dr Unit 20G-5, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,395,000
5 Beds ⋅ 4 Baths ⋅ 409651 MLS ⋅ Fee Simple Tenure
Also listed as Single Family with Detached Ohana or Cottage - MLS 407568 - Situated on nearly one acre, the 3-bedroom, 3-bath main home and detached 2-bedroom, 1-bath cottage enjoy sweeping ocean views, sunrise and moonrise vistas, and the tranquility of indoor/outdoor living from the expansive wraparound covered lanai — the ideal spot to watch whales breach and ships sail by. Set against a lush backdrop of tropical landscaping, yet just a short drive from town, this beautifully renovated property offers the perfect blend of island luxury, comfort, and versatility. The main residence was thoughtfully renovated in 2018, showcasing vaulted open-beam ceilings, upgraded lighting fixtures, Australian eucalyptus wood and travertine flooring, and abundant windows that bathe the interiors in natural light. The gourmet kitchen is a chef’s dream, featuring granite countertops, soft-close cherry wood cabinetry, and top-of-the-line Viking stainless steel appliances, including a custom panel side-by-side refrigerator, gas stove with hood, built-in microwave, convection oven, and a separate pantry. The spa-inspired bathrooms offer marble countertops, river rock and mosaic tile shower floors, and a soaking tub in the primary suite — perfect for unwinding after a day in paradise. Additional upgrades include a new roof, windows, and doors (2018), and updated electrical and plumbing systems and interior and exterior paint (2020). Downstairs, a bonus finished basement adds versatility with a full bath, wet bar, and concrete-stained flooring— ideal as a media room, game room or home office. The main home has hot water on demand from its propane tankless water heater. The detached cottage, renovated in 2022, features 2 bedrooms, 1 bath, a 1-car carport, vinyl plank flooring, updated kitchen cabinets, countertops, and appliances. Thoughtfully positioned to allow for privacy, it’s a perfect income opportunity, guest space, or multigenerational living option. The property has two county water meters and two electric meters. Don’t miss the chance to own this unique island retreat — a rare opportunity to enjoy serene tropical living with modern upgrades, flexible living spaces, and unforgettable ocean views.

2609 Kahekili Hwy, Wailuku

Listing courtesy of Carol Ball & Assocs.

$949,000
1 Beds ⋅ 1 Baths ⋅ 409650 MLS ⋅ Fee Simple Tenure ⋅ Kihei Surfside BLDG.
Kihei Surfside Unit 209 is OCEANFRONT ON THE ISLAND OF MAUI. GORGEOUS OCEAN VIEWS! Set along South Maui’s treasured shoreline, where seasonal whale watching and sea turtle sightings reflect the natural rhythm of the coast, this contemporary remodeled one-bedroom, one-bath condominium offers an inspiring connection to its surroundings. In the main living area, an entire wall of windows frames expansive views of the Pacific Ocean, lush manicured lawn, and the West Maui Mountains in the distance, filling the home with natural light and beauty. The kitchen features richly veined polished granite countertops and is thoughtfully designed to capture ocean views, opening seamlessly into the living space for an effortless indoor-outdoor flow centered on the scenery beyond. Beyond the interiors, the private lanai becomes an extension of the home itself — a place to begin the morning with coffee or unwind beneath Maui’s unforgettable sunsets. The bedroom features a Cal King bed, while the living area offers additional accommodations with a sleeper sofa. The modern bath features a sleek walk-in shower and the same rich deep-veined granite as in the kitchen. Two split air-conditioners provide comfort throughout the year. At Kihei Surfside, residents and guests enjoy an exceptional collection of resort-style amenities, including oceanfront BBQ areas, a beautifully maintained lawn with putting green, and a renovated pool overlooking the sea — all designed to embrace Maui’s outdoor lifestyle. Just steps away lies world-renowned Keawakapu Beach, celebrated for its golden sand, blue waters, exceptional snorkeling, swimming, and diving. Paddleboards, kayaks, and surf gear are conveniently available nearby. Moments away, Wailea offers world-class golf, luxury resorts, acclaimed dining, and premier shopping at The Shops at Wailea, creating a lifestyle that effortlessly blends relaxation, recreation, and sophistication. Hotel-zoned with a STRONG VACATION RENTAL HISTORY and exceptional guest reviews, Unit 209 offers a compelling opportunity for those seeking a primary residence, a vacation home, and/or investment potential. The choice is yours. Come experience the beauty and ease of life by the sea... at one of Maui’s most coveted oceanfront locations. Maui Beach Life!

2936 S Kihei Rd Unit 209, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$93,000
1 Beds ⋅ 1 Baths ⋅ 409648 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Whaler Time Interval 620H offers occupancy from April 5 to April 19. Unit 620 is a 1 bedroom, 1 bathroom suite with peek-a-boo views of the island of Molokai. The consecutive intervals, 620E, 620F, and 620G, are also listed for sale. The condo is nicely appointed with tile flooring, hardwood cabinetry, granite counter tops, and stainless steel appliances. The lanai provides lovely outdoor space to sip a morning coffee or an evening cocktail. 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 620H, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$93,000
1 Beds ⋅ 1 Baths ⋅ 409645 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Winter at The Whaler! Whaler Time Interval 620E offers occupancy from February 22 to March 8. Unit 620 is a 1 bedroom, 1 bathroom suite with peek-a-boo views of the island of Molokai. The consecutive intervals, 620F, 620G, and 620H, are also listed for sale. The condo is nicely appointed with tile flooring, hardwood cabinetry, granite counter tops, and stainless steel appliances. The lanai provides lovely outdoor space to sip a morning coffee or an evening cocktail. 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 620E, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$93,000
1 Beds ⋅ 1 Baths ⋅ 409647 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Whaler Time Interval 620G offers occupancy from March 22 to April 5. Unit 620 is a 1 bedroom, 1 bathroom suite with peek-a-boo views of the island of Molokai. The consecutive intervals, 620E, 620F, and 620H, are also listed for sale. The condo is nicely appointed with tile flooring, hardwood cabinetry, granite counter tops, and stainless steel appliances. The lanai provides lovely outdoor space to sip a morning coffee or an evening cocktail. 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 620G, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$93,000
1 Beds ⋅ 1 Baths ⋅ 409646 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Winter at The Whaler! Whaler Time Interval 620F offers occupancy from March 8 to March 22. Unit 620 is a 1 bedroom, 1 bathroom suite with peek-a-boo views of the island of Molokai. The consecutive intervals, 620E, 620G, and 620H, are also listed for sale. The condo is nicely appointed with tile flooring, hardwood cabinetry, granite counter tops, and stainless steel appliances. The lanai provides lovely outdoor space to sip a morning coffee or an evening cocktail. 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 620F, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,875,000
2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering beautiful ocean and Molokini views from the spacious lanai. Designed to embrace Maui’s coveted indoor-outdoor lifestyle, this luxury condominium blends modern elegance, comfort, and resort-style amenities within one of South Maui’s most sought-after gated communities. This lovely residence features tile flooring throughout the unit, creating a seamless and sophisticated coastal aesthetic. The expansive lanai is enhanced with privacy shades to help block the afternoon sun while providing the perfect setting to enjoy year-round sunsets, ocean views, and Molokini vistas. Airflow and comfort are thoughtfully enhanced by sleek Big Ass Fans throughout the residence, complementing the home’s relaxed yet refined island aesthetic. The open-concept design seamlessly connects the kitchen, dining, living, and lanai spaces, creating an effortless flow for entertaining or everyday indoor-outdoor living. Additional features include an EV charger, extra storage, and the convenience of two parking spaces, including a 1-car garage and 1-surface stall. La‘i Loa residents enjoy exceptional resort-style amenities including a stunning 75-foot lap pool, beautifully designed amenity center, fitness room, sauna, and steam sauna. Thoughtfully designed by award-winning Weinstein A+U Architects, the gated community offers privacy, security, and contemporary island architecture in the heart of Wailea. Located moments from Wailea’s world-renowned beaches, golf courses, luxury resorts, shopping, and dining, this is an exceptional opportunity to own in one of Maui’s premier luxury communities.

78 Kai Malu Dr Unit 202 (14D), Kihei

Listing courtesy of Polaris Pacific.

$1,950,000
4 Beds ⋅ 3 Baths ⋅ 409642 MLS ⋅ Fee Simple Tenure
Just moments from the beach and surf in Kahana, 4063 South Paua Way captures the best of West Maui living with panoramic ocean views, vaulted ceilings, and a fresh, modern feel throughout. Located within the gated community of Kapalani Estates, this 4 bed, 3 bath home features a thoughtful layout with three bedrooms upstairs, including the primary suite, plus a private downstairs guest bedroom and bath ideal for visitors or extended family. The 2026 kitchen and dining remodel brings a clean, contemporary style to the heart of the home. Positioned off the lower road for easy access, residents enjoy the community pool and pavilion, all just minutes from restaurants, shopping, and some of West Maui's most loved beaches and surf spots. Pets allowed.

4063 S Paua Way, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$1,529,000
4 Beds ⋅ 3 Baths ⋅ 409641 MLS ⋅ Fee Simple Tenure
Breathtaking, unobstructed ocean views await at this 4 bedroom, 3 bath bluff-top home. Featuring panoramic,180-degree ocean views, wonderful outdoor entertaining space, and a bright, updated interior. Enjoy the soothing sounds of the sea from your private master bedroom with adjoining bathroom with tiled shower and dual sinks. Minutes from central Maui dining and shopping but worlds away from the crowd. Open floorplan with one bedroom one bath having its own entrance. One of the bests lots within Oceanview Estates.

1344 Hiahia St, Wailuku

Listing courtesy of Maui No Ka Oi Properties.

$775,000
1 Beds ⋅ 1 Baths ⋅ 409640 MLS ⋅ Fee Simple Tenure ⋅ Napili Sunset BLDG.
Never before offered for sale, this cherished slice of paradise on Napili Bay has remained in the same family since it was built in 1974. This beautifully maintained 1-bedroom, 1-bath residence has been thoughtfully updated over the years and is currently operated as a resort hotel through the Napili Sunset Association. Offered fully furnished and turnkey, it is ready to enjoy from day one. Napili Sunset is a beloved beachfront resort tucked along the sandy shores and pristine waters of Napili Bay in West Maui, celebrated for its rare, direct beach access where guests can stroll from their private lanais straight onto the sand and into the warm Pacific waters.

41 Hui Dr Unit 119, Lahaina

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