Refine Search
Map
Sort by
$5,995,000
2 Beds ⋅ 2 Baths ⋅ 409768 MLS ⋅ Fee Simple Tenure
Presenting this rare and private oceanfront estate offering over 125 feet of linear ocean frontage in one of Maui’s most captivating coastal settings. Privately gated and thoughtfully secured, the estate opens with an immediate sense of warmth carrying an effortless charm and an authenticity that exceeds expectation. Designed with a relaxed yet refined aesthetic, the spacious home evokes the feeling of a private coastal retreat that is warm, welcoming, and deeply connected to its surroundings. Rich wood flooring, vaulted ceilings, layered textures, expansive pocketing doors, and expansive oceanfront decks create a seamless indoor-outdoor lifestyle that feels both refined and inviting. Beautifully landscaped with Hawaiian style favorites, expansive lawn areas ideal for gathering, and thoughtfully designed rock wall accents, the grounds feel like a destination in themselves, a tranquil setting where you can unwind, entertain, and explore Maui’s coastline. A separate guest cottage with a charming porch and private hot tub offers an inviting retreat for family and friends while maintaining privacy throughout the estate. Positioned on an expansive oceanfront parcel, this secure and welcoming coastal retreat delivers an elevated island experience where panoramic ocean views of Maui’s neighboring islands, sunsets, and moonrises over Haleakala become part of everyday life. And, located just steps from Maalaea Harbor, oceanfront dining, Haycraft Beach, and the iconic Freight Trains surf break, this remarkable offering delivers the rare balance of exclusivity, authenticity, and effortless island living.

210 S Hauoli St, Wailuku

Listing courtesy of Engel & Volkers Maui.

$599,000
1 Beds ⋅ 1 Baths ⋅ 409767 MLS ⋅ Fee Simple Tenure ⋅ Island Sands BLDG.
Rarely does a one bedroom residence on Maui's South Shore offer this kind of presence. Positioned on the third floor of Island Sands, this beautifully appointed oceanfront condominium opens to sweeping Pacific views that stretch from the palms framing the lanai all the way to the neighbor islands on the horizon. The interior is warm and well finished throughout, with wood look flooring, white cabinetry, stainless steel appliances, and coastal themed artwork and decor that give the space a genuine sense of place. The generous lanai is oriented to capture unobstructed ocean and palm tree views and serves as the true heart of the home. Offered turn key and move in ready, this unit is currently active in a successful vacation rental program. In-unit washer and dryer, dishwasher, air conditioning, community pool, elevator access, and one deeded parking stall complete this exceptional offering in one of South Maui's most sought after oceanfront communities.

150 Hauoli St Unit 303, Wailuku

Listing courtesy of Sunny Maui Vacations.

$1,350,000
1 Beds ⋅ 2 Baths ⋅ 409758 MLS ⋅ Fee Simple Tenure ⋅ Wailea Ekahi I BLDG.
This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an inviting tropical atmosphere and comes fully furnished, ready for immediate enjoyment. The entire complex has just been freshly painted and features brand new landscaping throughout, creating an enhanced resort experience. The unit showcases custom built-in cabinetry in the bedroom and elegant plantation shutters throughout. Two spacious lanais provide wonderful outdoor living spaces. One lanai with ocean views, the other is privately situated… perfect for reading or morning coffee. The private setting ensures maximum tranquility while maintaining convenient access to all resort amenities. Wailea Ekahi offers four swimming pools, a recently upgraded pickleball court, multiple BBQ areas, and a well-equipped fitness center. The beachfront pool pavilion provides exclusive gated access to beautiful Keawakapu Beach. This desirable unit at Wailea Ekahi #17A is located just moments from pristine beaches and minutes from The Shops at Wailea, championship golf courses, and exceptional South Maui dining.

3300 Wailea Alanui Dr Unit 17A, Kihei

Listing courtesy of Hawaii Life (W).

$3,249,000
3 Beds ⋅ 4 Baths ⋅ 409757 MLS ⋅ Fee Simple Tenure ⋅ Montage Residences Kapalua Bay BLDG.
Positioned within the enclave of Kapalua Resort, this grand three-bedroom residence is a study in understated elegance and coastal refinement, set along the luminous crescent of Kapalua Bay—celebrated as the #1 beach in America by Condé Nast Traveler. Generous in scale and impeccably composed, the home is designed to frame its natural surroundings, with expansive living spaces that flow seamlessly to the outdoors. The soft island breezes, and curated finishes create an atmosphere that is both sophisticated and effortlessly serene. Every element has been considered, delivering a level of comfort and privacy befitting the most discerning owner. Life at Kapalua is defined by privilege and access. Championship golf, elite pickleball and tennis facilities, a world-class spa, and an acclaimed collection of fine dining venues are all moments away, offering a lifestyle that rivals the finest resort destinations in the world. This is not simply a residence—it is an invitation to inhabit one of Maui’s most distinguished coastal addresses, where luxury is not declared, but quietly understood.

1 Bay Dr Unit 2204, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$1,799,999
3 Beds ⋅ 2 Baths ⋅ 409756 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.
Condo 603 at The Masters Kaanapali Hillside is a rare and private 3-bedroom, 2-bath retreat offering sweeping ocean, golf course, and year-round sunset views from one of the community’s most coveted low-density buildings, which has only four residences total. Privately positioned at the lower end of the complex, this beautifully renovated turnkey home enjoys a cooler, more tranquil setting surrounded by lush tropical landscaping. Thoughtfully redesigned with high-end finishes throughout, the residence features premium flooring, granite countertops, GE appliances, spa-inspired Kohler shower systems, designer fixtures, abundant natural light, and seamless indoor-outdoor living enhanced by an automatic exterior shade. The expansive lanai flows onto a landscaped yard, creating the feel of a private single-family home and providing an exceptional space to relax, entertain, and take in the stunning Ka‘anapali views. Residents of this prestigious gated community enjoy pools, hot tubs, tennis courts, and convenient access to world-class beaches, championship golf, dining, and shopping just minutes away. Sold Fully Furnished.

50 Puu Anoano St Unit 603, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$725,000
2 Beds ⋅ 2 Baths ⋅ 409740 MLS ⋅ Fee Simple Tenure ⋅ Maui Vista BLDG.
Enjoy island living in this well-maintained and tastefully furnished 2-bedroom, 2-bath condo located on the fourth floor of Maui Vista. Unit 2420 offers a desirable peek-a-boo ocean view along with tasteful recent upgrades throughout.This beautiful condo has been newly remodeled with luxury vinyl flooring, a new refrigerator installed in Winter 2025, a brand-new A/C unit added last month and a new washer and dryer installed this year as well. Additional upgrades include new living room furnishings and a new dishwasher added in 2024. Bright, clean, and comfortable, this turnkey unit is ready for immediate enjoyment. The open-concept layout features a loft and second bathroom with shower upstairs, creating added flexibility and space. An owner storage closet is conveniently located on the main floor, along with a separate large storage room upstairs. Vaulted ceilings in the great room create an expansive and airy feel throughout the main living area. The condo is being sold completely furnished, making it the perfect Maui retreat, vacation property, or investment opportunity. The beautifully maintained grounds include lush tropical landscaping, three in-ground pools, three tennis courts, and BBQ areas perfect for relaxing or entertaining. Located directly across from the ocean, Kihei Cove surf spot, - & restaurants, shops, and aWorld-class golf courses are just minutes away. A large monkeypod tree just off the lanai provides a lush green canopy and wonderful afternoon shade. Relax with a glass of wine while enjoying the gentle trade winds and birds chirping after a long day at the beach. Currently operating as a successful vacation rental with strong booking history, this property offers an exceptional opportunity for both personal enjoyment and income potential.

2191 S Kihei Rd Unit 2420, Kihei

Listing courtesy of Maui Realty Connections.

$26,500,000
6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure
THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$1,999,000
2 Beds ⋅ 3 Baths ⋅ 409731 MLS ⋅ Fee Simple Tenure ⋅ Masters BLDG.
Perched within the prestigious Masters at Ka‘anapali, this extensively remodeled residence offers a rare combination of refined luxury, architectural volume, and breathtaking views spanning the Pacific Ocean, the outer islands of Lana‘i and Moloka‘i. Showcasing one of the largest two-bedroom floor plans in the community, this exceptional home has been thoughtfully reimagined from top to bottom with state-of-the-art technology, central air conditioning, premium custom finishes, and meticulously curated design throughout. A gracious entry sequence welcomes you through an exclusive front patio and dramatic double-door entrance, creating a true sense of arrival. Inside, soaring ceilings, skylights, expansive glass, and an open-concept layout fill the residence with natural light while seamlessly connecting indoor and outdoor living spaces. The designer kitchen is both elegant and functional, featuring high-end built-in appliances, custom cabinetry, sophisticated finishes, a built-in breakfast nook, and an integrated office space overlooking the lush West Maui Mountains. Both bedroom suites are generously sized and privately situated, each offering en suite bathrooms, walk-in closets, skylights, and dramatic vaulted ceilings. A charming powder room serves guests, while additional features include a dedicated laundry room and a flexible art studio/office space ideal for remote work or creative pursuits. To the west, two spacious covered lanais capture panoramic ocean, sunset, and outer island views. The primary suite enjoys its own private lanai, while the main living lanai is designed for entertaining with a wet bar and additional storage. Every window and door throughout the residence has been replaced with top-tier, state-of-the-art systems, enhancing both aesthetics and efficiency. Offered furnished and truly turnkey, this exceptional residence is move-in ready and includes most furnishings excluding artwork. A rare opportunity to own one of the most extensively upgraded and spacious residences within one of Ka‘anapali’s most sought-after gated communities.

50 Puu Anoano St Unit 3404, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$879,000
1 Beds ⋅ 1 Baths ⋅ 409726 MLS ⋅ Fee Simple Tenure ⋅ Sugar Beach Resort BLDG.
Sugar Beach Resort Penthouse #23 is a rare HOTEL-ZONED vacation rental opportunity offering worry-free ownership in one of the most coveted locations within the complex. Perfectly positioned on the preferred "Mill Building" side of Sugar Beach Resort, this penthouse residence captures breathtaking, straight-on ocean views the moment you open the front door. One of the most desirable floor plans in the resort, PH23 features the larger lanai opening with half the sidewall length found in many other units, creating a more panoramic and open ocean-view experience with enhanced natural light and less visual obstruction. Extensively remodeled and offered furnished with inventory list, this turnkey beachfront retreat blends modern coastal elegance with exceptional rental and lifestyle appeal. Enjoy year-round sunsets, sweeping Pacific Ocean views, and the soothing sound of the waves from one of Kihei's most sought-after beachfront communities. Sugar Beach Resort is beloved for its miles of sandy beach, central location, and resort amenities including an oceanfront pool and spa, BBQ areas, putting green, and direct beach access. Rarely does a penthouse combine premier location, panoramic views, superior lanai design, and extensive upgrades so seamlessly.

145 N Kihei Rd Unit PH23, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,395,000
3 Beds ⋅ 3 Baths ⋅ 409708 MLS ⋅ Fee Simple Tenure ⋅ Kai Malu BLDG.
Welcome to one of Maui's best kept secrets. This exceptional Kai Malu residence offers gorgeous ocean views from the primary suite and both lanais. The home is offered fully furnished, thoughtfully equipped with everything you’d need to settle in comfortably from day one. Recent upgrades include fresh interior paint, new blinds, a new A/C system in 2025, and whole home water filtration insuring a modern and move in ready experience. A net metered photovoltaic system with 20 panels keeps energy costs low while maintaining maximum comfort. The oversized 2 car garage adds to the home's convenience, giving it the feel of a single family residence within a beautifully maintained community set along the Wailea Blue golf course. Residents enjoy access to the resort style hale featuring an infinity pool, steam room, sauna, outdoor kitchen, bbq's, library, and open air gym perfectly blending luxury living with island lifestyle.

66 Kai La Pl Unit 22A, Kihei

Listing courtesy of eXp Realty.

$1,650,000
2 Beds ⋅ 3 Baths ⋅ 409707 MLS ⋅ Fee Simple Tenure ⋅ Royal Kahana BLDG.
Royal Kahana 610 delivers a rare opportunity to own a spacious direct oceanfront corner residence in one of West Maui’s most desirable resort communities. Positioned on the 6th floor with commanding panoramic views of the Pacific Ocean, Lana‘i, and Moloka‘i, this exceptional 2-bedroom, 2.5-bath condominium offers approximately 1,300 square feet of interior living space paired with an expansive wraparound lanai that creates atrue indoor-outdoor Maui lifestyle experience. From the moment you enter, the property captures the feeling of being suspended directly above the ocean. Year-round sunsets, seasonal whale watching, and dramatic blue-water views are visible from nearly every room. The corner orientation provides enhanced privacy, additional natural light, and a unique perspective rarely available within the Royal Kahana Resort. The residence features an open-concept floor plan with travertine flooring, granite countertops, central air conditioning, spacious dual primary suites, and seamless flow between the kitchen, dining, living, and lanai spaces. The generous layout comfortably accommodates both personal enjoyment and vacation rental use. Royal Kahana is a hotel-zoned resort situated along the desirable Kahana coastline between Ka‘anapali and Kapalua. Resort amenities include an oceanfront pool and spa, fitness center, BBQ area, shuffleboard, and direct proximity to beaches, restaurants, golf, shopping, and outdoor activities throughout West Maui. This property has demonstrated strong vacation rental appeal and is ideally suited for buyers seeking a luxury second home, income-producing asset, or strategic Maui investment property. Offered fully furnished and turnkey, Royal Kahana 610 combines breathtaking views, spacious livability, and exceptional rental potential in one compelling offering. For buyers seeking an iconic direct oceanfront Maui experience with hotel-zoned flexibility, Royal Kahana 610 represents a truly exceptional opportunity.

4365 Lower Honoapiilani Rd Unit 610, Lahaina

Listing courtesy of Compass.

$4,700,000
3 Beds ⋅ 4 Baths ⋅ 409698 MLS ⋅ Fee Simple Tenure
Escape to your own private paradise in the serene coastal town of Hana, Maui. This custom-built 3-bedroom, 3.5 bathroom home is a testament to luxury and tranquility, offering an expansive 3295 square feet of carefully crafted living space. Upon entering, you'll be greeted by soaring high ceilings that create an open and airy ambiance, inviting you to unwind in the comfort of this exquisite residence. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing a seamless flow for both relaxation and entertainment. The gourmet kitchen is a culinary masterpiece, featuring top-of-the-line appliances, custom cabinetry, and a spacious island for culinary creations. The primary bedroom is a private sanctuary, offering an en-suite bathroom and showcasing panoramic ocean views that envelop the space in a sense of calm and escape. Each additional bedroom is generously sized and offers its own unique charm and comfort. The well-appointed bathrooms feature elegant finishes and luxurious amenities. Step outside to the expansive 1.1-acre oceanfront property, where you'll be greeted by unobstructed and sweeping ocean views that stretch to the horizon. The tiki bar area is the perfect setting to savor the coastal breeze, while the presence of coconut trees adds to the tropical ambiance. Keep an eye out for passing dolphins and whales, as well as the graceful presence of sea birds, all enhancing the natural beauty of this coastal retreat. A detached garage provides ample space for vehicles and storage, while the ocean view guest suite offers a private haven for visitors or additional living space. Embrace the beauty of the sunrise and the tranquil rhythm of coastal living, as you immerse yourself in the enchanting allure of Hana, Maui. This exceptional property offers a rare opportunity to experience the ultimate oceanfront lifestyle, where each day is graced by the beauty of the sea and the tranquility of coastal living. Whether you're seeking a luxurious permanent residence or a vacation retreat, this home offers a unique blend of elegance, comfort, and natural splendor. Don't miss the chance to make this oceanfront oasis your own. Contact your Realtor today to schedule a private tour and discover the endless possibilities of coastal living in this extraordinary home in Hana, Maui.

51 Kapohue Rd, Hana

Listing courtesy of Compass-W.

$3,200,000
2 Beds ⋅ 2 Baths ⋅ 409696 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Hoku Lani BLDG.
A very rare opportunity to own one of the most desirable homes at Honua Kai is now available to you. This home was originally handpicked by the developer of Honua Kai to be his own personal property. Hokulani 409 offers the highly coveted L-shaped double lanai, allowing you the choice between sun and shade all at the same time. The “09” stack is the closest stack location to the ocean for any two-bedroom homes at the resort, and its unrestricted ocean views even offer Molokai views! H409 is in immaculate condition with many upgrades having been completed recently. Honua Kai amenities include 3 distinct swimming pools, 5 hot tubs, valet and underground parking, concierge service, HOA owned work out facility, a Spa, Konea General Store and of course, Dukes Beach House. This is a MUST CONSIDER for the discriminating Buyer.

130 Kai Malina Pkwy Unit SR409, Lahaina

Listing courtesy of Susan Jackson Real Estate.

$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).

$5,865,000
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.

$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.

$2,550,000
2 Beds ⋅ 2 Baths ⋅ 409670 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this fully furnished ocean-view residence offers an exceptional blend of modern design, refined finishes, and effortless lock-and-leave ownership in the heart of Wailea. Thoughtfully designed for both full-time and second-home living, the residence features seamless indoor-outdoor flow, expansive west-facing lanai space, premium appliances, custom cabinetry, spa-inspired bathrooms, and sophisticated smart-home integration throughout. Additional conveniences include app-controlled systems, EV charging capability, Moen Flo leak detection, oversized dedicated storage, and two parking stalls. The open-concept layout is filled with natural light and oriented to capture ocean views, Maui sunsets, and year-round coastal breezes, creating an ideal setting for both everyday comfort and relaxed entertaining. Located within the gated Lai Loa community, owners enjoy resort-style amenities including an infinity-edge pool, spa, fitness center, steam and sauna facilities, gathering spaces, secure entry, elevator access, and beautifully landscaped grounds moments from Wailea’s beaches, golf, dining, and shopping. Offered fully furnished and vacant for immediate occupancy, this residence presents a compelling opportunity for buyers seeking quality, convenience, and long-term value within one of Wailea’s premier luxury communities. Private showings available by appointment.

24 Kai Malu Unit 3-A, Kihei

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

$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.

$5,900,000
4 Beds ⋅ 3 Baths ⋅ 409667 MLS ⋅ Fee Simple Tenure
Experience practical elegance in this thoughtfully designed single level custom Wailea home, completed in 2021. Enjoy the magnificent & expansive ocean views, perfect for sunsets & whale watching (during whale season). Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bathroom home with a separate home office blends luxury and comfort with open living spaces that flow seamlessly to the pool & outdoor area. Owned photovoltaic, central air conditioning, generous size garage with workspace & extra storage and a gated driveway. Enjoy a spacious fenced in yard surrounded by mature landscaping, citrus trees and garden bed. A rare offering combining refined design, functionality and the best of Maui’s indoor-outdoor living. Listor is one of the Sellers.

19 Halapa Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,049,000
1 Beds ⋅ 1 Baths ⋅ 409658 MLS ⋅ Fee Simple Tenure ⋅ Mahana BLDG.
Stunning Direct Oceanfront Views from world famous Kaanapali Beach! The Mahana is a highly sought after vacation resort, and this beautiful 1 bedroom unit was completely remodeled in 2016.with luxury features like granite countertops, stainless appliances, W/D, central A/C (electricity & cable are included in the maintenance fee), and all furnishings. The Mahana features breathtaking twin island ocean views and year-round sunsets, with whales breaching and surfers riding by right out front during the winter season. Located on Kaanapali's long sandy beach, with world class golf courses and great shopping nearby, Mahana's great amenities include a beautiful pool, spa, and lobby--perfect as your Maui getaway with a highly successful vacation rental history, or the Mahana could be your perfect home in paradise. Close to amazing golf courses and hiking trails above Kapalua, and miles of pristine State coastline reserves by treasured Honolua Bay. Enjoy the excellent snorkeling, swimming, seasonal surfing, and long strolls along the beach, or just relax on your private lanai...Maui No Ka Oi!

110 Kaanapali Shores Pl Unit 214, Lahaina

Listing courtesy of Moffett Properties LLC.

$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.

$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.

$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.