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3977 Wailea Ekolu Pl, Kihei
$6,950,000
4 Beds ⋅ 6 Baths ⋅ 408558 MLS ⋅ Fee Simple Tenure
This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views to island vistas. The light-filled interior draws you toward a very private resort-style pool and spa, protected from excess sun and wind. Indoor and outdoor staircases lead to the upper level, where a stunning 360-degree panoramic view unfolds across Lana?i, the West Maui Mountains, open fairways, Haleakala, Kaho'olawe, and Molokini. Seamless indoor-outdoor living connects both levels of the home, with every room opening to its own lanai, terrace, patio, or lawn, including common areas and guest baths. The property also offers flexibility to expand by approximately 500 square feet on each level. The formal living room features a wood-burning fireplace, white painted tongue-and-groove vaulted ceilings, and French doors opening to a covered island-view porch. The kitchen and family room flow to a 35-foot lanai ideal for daily living, sunset views, seasonal whale watching, and twice-yearly resort fireworks. A Haleakala-facing terrace offers peaceful daytime views and nighttime stargazing, while a wet bar off the pool deck supports relaxed outdoor entertaining. Four en-suite bedrooms provide private retreats with outdoor access, including a primary suite with a five-fixture bath and exceptional views. A southern orchard leads to an outdoor laundry entry, and the two-car garage includes ample storage. This is a home that is difficult to leave, wrapping you in the warmth of every aloha memory.

3977 Wailea Ekolu Pl, Kihei

Listing courtesy of Hawaii Life (W).

4025 Lower Honoapiilani Rd, Lahaina
$6,900,000
2 Beds ⋅ 1 Baths ⋅ 409482 MLS ⋅ Fee Simple Tenure
4025 Lower Honoapiilani is an exquisite and rare 1-acre oceanfront gated estate, located in one of the world's most desirable locations, between Kaanapali and Kapalua, on the Island of Maui. This one-of-a-kind property offers dramatic sunsets year-round and seasonal whale watching. Situated west facing, the panoramic views of the outer islands Molokai and Lanai create a backdrop like no other. A rare opportunity to own one of the few prime oceanfront sites available. The property is surrounded by blue rock walls and well-maintained mature landscaping offering privacy and tranquility. The bright and opened property features an updated and charming 2-bedroom cottage with additional flex rooms. The mid-level lawn offers a leveled homesite for a main residence. Terraced lawns, and seaside trails take you to the lower grass lawn and ocean access. It's A-1 apartment zoning may offer other potential development options.

4025 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

1050 Kapukaulua Pl, Paia
$6,800,000
4 Beds ⋅ 3 Baths ⋅ 407207 MLS ⋅ Fee Simple Tenure
A rare opportunity to own a gated multi-structural coastal estate with beach access just steps away. Set at the end of a quiet cul-de-sac, this versatile property offers 4 bedrooms and 2.5 baths, featuring warm wood floors, open floor plan, a detached 3-car garage with office and bonus rooms above, and separate yoga studio. Enjoy a spa/hot tub under the stars, harvest from your own citrus orchard, and entertain guests in a setting that blends comfort and island charm. Perfect for extended family, rental income, or a private retreat. Live the laid-back North Shore lifestyle with surf, sand, and sunshine outside your door, just minutes to Paia and world-class beaches.

1050 Kapukaulua Pl, Paia

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

7850 Kula Hwy, Kula
$6,499,000
3 Beds ⋅ 3 Baths ⋅ 407426 MLS ⋅ Fee Simple Tenure
Set in one of Kula’s premier Upcountry locations, this nearly 4,000 sq ft single-level residence showcases modern design, seamless flow, and commanding views of Lanai, Kahoolawe, and Molokini. Clean architectural lines, high ceilings, and expansive glass walls create a sense of openness while framing the panoramic ocean views. The thoughtfully designed floor plan centers around a spacious great room that connects the living, dining, and kitchen areas to an expansive lanai, ideal for effortless indoor-outdoor living and enjoying evening sunsets. The kitchen is a contemporary showpiece with custom cabinetry, stone countertops, and top-tier appliances, designed for both form and function. The spacious primary suite, located at one end of the home, features walk-in closets, dual sinks, and a private office entrance. Two guest suites are thoughtfully placed on the opposite side of the living space, ensuring privacy and maintaining the same standard of quality as the rest of the home with upper loft areas for additional space. The home includes three bedrooms and three bathrooms, along with a 1,100 sq ft garage that includes an office and storage, and a 600 sq ft auxiliary building suitable for a studio or other creative space. This contemporary home was designed with intention where every room connects to the land, light, and views that define Kula living.

7850 Kula Hwy, Kula

Listing courtesy of Hawaii Life (W).

22 Ironwood Ln Unit 22, Lahaina
$6,398,000
2 Beds ⋅ 3 Baths ⋅ 409875 MLS ⋅ Fee Simple Tenure ⋅ Kapalua Ironwoods BLDG.
Simply bring your toothbrush & embrace the finest in tropical luxury island living in Kapalua, West Maui. Offering two bedrooms, 2 bathrooms, and a flex room/den, this spacious beachfront property at Ironwoods 22 provides breathtaking ocean views throughout. Completely renovated in 2011 from floor to ceiling, the property has been meticulously maintained as a second home. Fully appointed with the highest quality appliances & building materials (Hansgrohe, Kohler, Bosch etc.), YOU will spend your time on Maui cooking, reading, entertaining & socializing while gazing at the most dramatic ocean, islands & golf course views within the Kapalua resort community. Furnishings were custom-built or purchased specifically in mind to maximize enjoyment & comfort. Built in 1979, the Ironwoods community consists of 40 apartments spread across ten 2-story and 3-story buildings. The community is situated on 9.193 acres across a pristine portion of the Kapalua coastline. Amenities include pool, spa, clubhouse with fitness equipment, tennis and pickleball courts, assorted fruit trees on the grounds and on-site manager’s facility. Sold furnished with exception of Sellers’ personal possessions and other items. Your Time Is Now.

22 Ironwood Ln Unit 22, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

948 Kai Hele Ku St Unit Unit A, Lahaina
$6,300,000
5 Beds ⋅ 6 Baths ⋅ 409968 MLS ⋅ Fee Simple Tenure
Set on over 2 acres in Launiupoko, one of West Maui's most prestigious hillside communities, this stunning single-story estate offers 5 bedrooms (4 bedrooms + 1 bedroom pool cabana), 5.5 bathrooms, and 4,291 square feet of refined Hawaiian contemporary living. Perched on a breathtaking West Maui hillside in prestigious Launiupoko, this luxury residence boasts some of the most dramatic sunset and outer island views on the island, a resort-style pool and spa, and the kind of indoor-outdoor flow that makes every day feel like a vacation.  Arriving through a grand hardwood entry door framed by lush tropical landscaping, the foyer sets a tone of relaxed sophistication, with clean lines, Imperial plaster walls, and wide-plank Pasha Wood Lite tile underfoot. The great room opens dramatically, with walls of glass pocket doors that retract fully to merge the interior living space with the covered lanai beyond. Ocean views pour in from every angle. The seamless indoor-outdoor flow is not an afterthought here; it is the central design ethos. The gourmet kitchen is a showpiece in its own right. Custom cabinetry pairs with granite countertops and a generous center island with bar seating. A stainless range with a statement hood anchors the space, while pendant lighting and a picture window framing the Pacific and the silhouette of Lanai on the horizon make this a kitchen where cooking becomes an event. The open dining area flows naturally off the kitchen, ideal for entertaining at any scale. The primary suite is a sanctuary. Sliding glass doors open directly onto the pool deck, and ocean views greet you from bed each morning. Rich oak millwork, ceiling fans, and thoughtful finishes are found throughout all four bedrooms. Step outside and the property reveals its full ambition. A resort-style lap pool stretches across the rear of the home, glowing blue against the warm Maui sky at dusk. An elevated spa sits alongside, with travertine decking, manicured tropical lawn, and swaying palms completing the scene. The private pool cabana adds a layer of luxury rarely found at this price point, offering a full bath and outdoor shower for seamless poolside living.  A built-in outdoor kitchen and covered lanai dining area make alfresco entertaining effortless, with front-row sunset views over the ocean and the outer islands of Lanai and Molokai as the backdrop. Owned photovoltaic solar, solar water heating, central air, and a 3-car garage round out an estate that performs as beautifully as it looks. This is Launiupoko living at its absolute finest! This listing is a Residential CPR.

948 Kai Hele Ku St Unit Unit A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

2481 Kaanapali Pkwy Unit 1102, Lahaina
$6,200,000
2 Beds ⋅ 2 Baths ⋅ 410996 MLS ⋅ Fee Simple Tenure ⋅ Whaler I BLDG.
Once-in-a-Lifetime View at a Legacy Address. Few residences in Kaanapali offer a perspective quite like Whaler 1102. Perched on the 11th floor in a prized corner location, this exceptional two-bedroom, two-bath residence offers approximately 1,444 square feet of interior living space plus a 510-square-foot wraparound lanai—nearly 2,000 square feet of indoor-outdoor island living. The panoramic 270-degree views are simply remarkable, encompassing the neighboring islands, iconic Black Rock, the Pacific Ocean, West Maui Mountains, and Kaanapali golf courses. With its dramatic western exposure, spectacular sunsets are part of everyday life. The sun sets behind the neighboring islands of Lanai and Molokai, adding yet another dimension to an already extraordinary view. Black Rock is visible from every room—even from bed—while mirrored living-room walls capture and reflect the Pacific's brilliant blues throughout the residence. Completely redesigned and renovated last year, Whaler 1102 offers a bright, contemporary interpretation of approachable luxury. The owners drew upon a lifetime of home-building experience to create the residence as their own second home, with thoughtful attention to design, quality, and comfort which reflects that. Premium appliances include a Sub-Zero refrigerator/freezer, complemented by carefully designed lighting, quality finishes, and an impressive primary bath featuring an expansive walk-in shower. The elevated corner setting also provides something increasingly difficult to find in the heart of Kaanapali: an exceptional sense of privacy. From morning coffee overlooking Molokai and seasonal whale watching to rainbows over the West Maui Mountains and unforgettable sunsets behind Black Rock, Whaler 1102 offers a constantly changing Maui panorama. The Whaler is ideally positioned directly on world-renowned Kaanapali Beach and moments from Whalers Village, beachfront dining, shopping, championship golf, and ocean activities. Resort amenities include an oceanfront swimming pool, fitness center, tennis and pickleball courts, barbecue areas, beautifully maintained tropical grounds, and a 24-hour front desk. Few Maui properties combine a view of this magnitude with an expansive corner lanai, generous floor plan, exceptional privacy, extensive renovation, resort amenities, and one of Kaanapali's most coveted oceanfront locations. Whaler 1102. A once-in-a-lifetime view at a legacy address.

2481 Kaanapali Pkwy Unit 1102, Lahaina

Listing courtesy of Keith Eugene Paulsen.

1 Bay Dr Unit 2502, Lahaina
$5,975,000
3 Beds ⋅ 4 Baths ⋅ 410884 MLS ⋅ Fee Simple Tenure ⋅ The Resort At Kapalua Bay BLDG.
Intentionally designed with the comfort and character of a private residence, The Resort at Kapalua Bay is one of Maui’s premier beachfront destinations. Located in one of only two buildings that sit directly on the beach, Residence 2502 offers one of the resort’s most desirable floor plans, featuring three full suites plus a den/flex room. The residence showcases a beautifully appointed kitchen with light-toned cabinetry, an elegant dining room with stunning ocean views, and a spacious living room, all complemented by carefully curated interior design items that reflect a sophisticated island aesthetic. The primary suite, living room, and dining room each feature floor-to-ceiling sliding doors that open to an expansive private lanai, seamlessly extending the living space outdoors. This exceptional outdoor living space is an invitation to slow down and savor the rhythms of Maui—from quiet mornings accompanied by ocean breezes to unforgettable sunsets unfolding over the Pacific. Adding to the residence’s exceptional convenience and privacy are a designated oversized parking stall and private additional storage, both located in the secured basement of the building. A private elevator provides effortless access directly to the residence, while gated garage access is reserved exclusively for owners. Set across approximately 20.7 oceanfront acres within the celebrated Kapalua Resort on Maui’s northwest coast, this development offers a rare combination of residential privacy and full-service resort living. Ownership provides access to an exceptional array of services and amenities, including concierge services, resort pools, spa facilities, and on-site dining, complemented by the extraordinary natural and recreational offerings of Kapalua—including championship golf, protected bays, and an extensive network of coastal trails. Residence 2502 embodies a rare form of understated luxury—private, effortless, and profoundly connected to the beauty of Kapalua. Whether envisioned as a cherished primary residence, an idyllic Maui retreat, or a distinguished investment, Residence 2502 offers an exceptional opportunity to experience island living at its most elevated.

1 Bay Dr Unit 2502, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

5171 Lower Honoapiilani Rd, Lahaina
$5,850,000
3 Beds ⋅ 3 Baths ⋅ 409059 MLS ⋅ Fee Simple Tenure
This unique Napili oceanfront residence is nestled on a coastal bluff in the center of the bay. It is protected from the risk of erosion. Views are unobstructed of the Pacific and the neighbor islands of Lanai and Molokai, as well as year round sunset views. The exceptional floor plan set over multi levels includes the living area overlooking the saltwater infinity edge pool, three bedrooms, three baths, an outdoor shower, and two-car garage. This special location offers front row seats to watch the surf at Little Makaha, whale watching in season, and turtles all year long. It is also accessible to private tide pools and the surf at Little Makaha. Additionally, the home is equipped with a Tesla battery and 68-panel photovoltaic system, which is grandfathered into the Net Energy Metering Program. The Net Metering agreement is transferable. Beaches, grocery stores, and restaurants are only a few minutes away. Napili is home to Maui Preparatory Academy and a short distance to Kaanapali and Kapalua Resorts.

5171 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

3800 Wailea Alanui Blvd Unit PH-209, Kihei
$5,750,000
3 Beds ⋅ 3 Baths ⋅ 407859 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious Gated, HOTEL ZONED beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (configured as a 4th bedroom) offers 2,521 sq. ft. of SINGLE-LEVEL Luxury with refined finishes, open-concept design and seamless indoor-outdoor living. Secure elevator access to your penthouse. The gourmet kitchen features high-end appliances, custom cabinetry, and an inviting island that anchors the main living area. The generous covered lanai overlooks the tropical grounds with pool and ocean views, extending your living space for relaxing or entertaining. The primary suite with ocean views includes lanai access, a walk-in closet, and a spa-inspired bath, while 2 additional bedrooms and bathrooms plus the converted den offer excellent flexibility for guests or multi-generational living. Wailea Beach Villas provides exceptional resort-style amenities including gated security, direct beach access, two pools, hot tubs, fitness center, game room, business center, concierge services and lushly landscaped pathways throughout the property. Located steps from The Shops at Wailea, world-class dining, championship golf, and the Wailea Beach Path, the lifestyle here is unmatched. Penthouse 209 is offered Fully Furnished and ready for effortless living or rental use. A standout opportunity to own in one of Wailea’s most sought-after communities. Contact your Realtor® today for a private showing.

3800 Wailea Alanui Blvd Unit PH-209, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

3251 Aina Mahiai Pl Unit 13, Lahaina
$5,600,000
4 Beds ⋅ 4 Baths ⋅ 410774 MLS ⋅ Fee Simple Tenure
YOUR WAIT IS TRULY OVER! Surrounded by the world’s finest coffee groves, YOU will enjoy stunning breathtaking views of ocean, sunset, Molokai, Lanai’I & Kaanapali resort views from YOUR spacious lanai, pool, spa or inground trampoline! The private estate located at 3251 Aina Mahiai Place offers it all! Consisting of 4 bedrooms, 3.5 bathrooms & den, this home is spread across 2,698 living square feet. Additionally, the estate also offers a detached flex-structure perfect for a game room or additional storage for vehicles. Built in 2022, recent additions include pool, spa, fire-table, inground trampoline, photovoltaic & Telsa batter system, Blackstone lanai kitchen & outdoor shower. The garden boxes & rich landscaping reinforce this tropical environment. The interior improvements range from home automation to art/frame-televisions as well as new window treatments. This modern yet comfortable island decor makes for a one-of-a-kind property. Sold furnished (with exceptions). The 6-seater golf cart rides to the world-renowned Kaanapali beaches await YOU from YOUR home in Paradise! Kaanapali Coffee Farms is an exclusively gated community consisting of over 336 acres zoned agriculture. Kaanapali Coffee Farms Phase 1 consists of 51 lots ranging 4 to 7 acres Fee Simple lots with approximately 1-acre homesites. Your Time Is Now.

3251 Aina Mahiai Pl Unit 13, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

1 Bay Dr Unit 1204, Lahaina
$5,600,000
3 Beds ⋅ 4 Baths ⋅ 406018 MLS ⋅ Fee Simple Tenure ⋅ The Resort At Kapalua Bay BLDG.
This exquisitely furnished residence offers luxury resort-style living, elevating the experience of coastal elegance to new heights. With direct oceanfront access and a walkout to a tropical, grassy lawn area, this second-floor elevation home presents an incredible ocean view, allowing residents to indulge in the beauty of Kapalua, HI. The seamless indoor-outdoor living space, combined with the opulent furnishings, creates an ambiance of sophistication and relaxation. Embrace the allure of beachfront living and experience the epitome of luxury in this stunning retreat. This property is located at The Resort at Kapalua Bay, providing access to resort amenities and near the Kapalua Resort championship golf courses, Tennis/Pickleball Gardens, nature preserve, world-famous Kapalua Bay, hiking trails, and a wealth of outdoor pursuits.

1 Bay Dr Unit 1204, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

1 Bay Dr Unit 5102, Lahaina
$5,550,000
3 Beds ⋅ 4 Baths ⋅ 409479 MLS ⋅ Fee Simple Tenure ⋅ The Resort At Kapalua Bay BLDG.
Located within The Resort at Kapalua Bay, Residence 5102 in Building 5 offers an exceptional opportunity to own in one of Maui’s most prestigious beachfront communities. This spacious ground-floor villa is ideally positioned to capture ocean views, tropical landscaping, and seamless indoor-outdoor living. This residence also has a short easy access to the Kapalua Bay and Beach Club. Thoughtfully designed with a residential feel, the residence features expansive living areas, a well-appointed kitchen, primary suite with garden views, and two generous bedroom suites, all complemented by high-end finishes, interior design, and refined island detailing. Floor-to-ceiling sliding doors open to a private lanai, creating a natural extension of the living space—perfect for entertaining or enjoying Maui’s year-round sunsets. Unique features of this residence include easy garage access to a tandem oversized parking space and owner storage. The Resort at Kapalua Bay is a branded luxury residential enclave set on approximately 20.7 oceanfront acres within the Kapalua Resort on Maui's northwest shoreline. Completed in 2009, the development comprises 146 two-, three-, and four-bedroom residences with floor plans ranging from approximately 1,500 to over 4,500 square feet, offering sweeping views of Kapalua Bay, Lanai, and Molokai. Ownership includes access to full resort services — concierge, pools, spa, and on-site dining — alongside Kapalua's championship golf courses, protected bays, and coastal trail network. The Resort at Kapalua Bay represents one of the few branded luxury residential offerings on Maui with full hotel-service infrastructure. Whether as a primary residence, second home, or investment property, Residence 5102 represents a rare offering in a legacy location defined by privacy, natural beauty, and understated luxury.

1 Bay Dr Unit 5102, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

454 Hoolawa Rd, Haiku
$5,500,000
2 Beds ⋅ 2 Baths ⋅ 407170 MLS ⋅ Fee Simple Tenure
Outside the box, Inside the box... the choice is yours. Welcome to the QK Haiku, homegrown Maui modernism at its best. Located oceanfront in a diverse and welcoming north shore agricultural neighborhood, the QK offers concise modern living - everything you need, and nothing you don't. Designed in collaboration with Maui Architectural Group, the project combines state of the art energy and water self sufficiency with a minimalist architectural form that gets out of the way of the bold and energetic oceanfront setting. The two rectangular forms use transparency to minimize their boundaries to the natural world, while cleverly concealing water catchment, solar electricity harvesting and battery storage. The 2 bedroom house with its living green roof is tucked into the earth, and the art gallery-like farm office floats above the property tucking itself into the sky. Seclusion can be enjoyed here without loneliness as Hoolawa road has a great community and even its own cafe and gathering space. The land offers the possibility of building another main residence. Entertaining... Contemplation... Growing Food... What will you do when you move in?

454 Hoolawa Rd, Haiku

Listing courtesy of Hawaii Life (W).

1600 Lower Nahiku Rd, Hana
$5,495,000
4 Beds ⋅ 4 Baths ⋅ 406329 MLS ⋅ Fee Simple Tenure
Self Sustaining Tropical Estate and Cacao Farm - Potential for Seller Financing - Nestled between two river streams on Maui’s serene east end, this extraordinary 14.9-acre tropical estate and working farm offers a rare chance to embrace an off-the-grid lifestyle in true paradise. Designed for self-sustainability at its finest, this unique gentleman’s and ladies’ farm features a deep water well providing pristine drinking water, a powerful state-of-the-art solar energy system, modern septic systems, and acres of mature, fruit-bearing cacao trees. The land is also rich with juicy tropical fruits and vibrant flowering plants. Currently home to approximately 600 cacao trees, the property has the potential to expand up to 11,500 trees. Additionally, an adjacent 180 acres may be available, supporting up to 180,000 more trees. As global cacao production declines and chocolate prices soar, Hawaii is emerging as a prime location for cacao cultivation—making this a timely and strategic investment. Located just 600 feet from the ocean, the estate is exceptionally private and peaceful, with lush botanical surroundings, sweeping ocean views, and three separate access points. Bordered by streams and wrapped in natural beauty, this tropical sanctuary offers unparalleled tranquility, sustainability, and the luxury of living in harmony with nature.

1600 Lower Nahiku Rd, Hana

Listing courtesy of Coldwell Banker Island Prop(S).

1 Bay Dr Unit 3503, Lahaina
$5,460,000
3 Beds ⋅ 4 Baths ⋅ 405113 MLS ⋅ Fee Simple Tenure ⋅ Montage Residences Kapalua Bay BLDG.
Luxury Oceanfront Living at Resort at Kapalua Bay – Residence 3503 Poised on the fifth floor of the prestigious Kapalua Bay Resort, Residence 3503 is a rare opportunity to own a luxurious oceanfront retreat in one of Maui’s most sought-after resorts. This spacious three-bedroom, three-and-a-half-bathroom residence showcases breathtaking panoramic views of the Pacific, with the islands of Moloka‘i and Lana‘i painting a stunning backdrop. Designed for seamless indoor-outdoor living, the expansive lanai is the perfect setting to unwind and take in Maui’s unparalleled sunsets. Inside, the open-concept chef’s kitchen features premium appliances, custom cabinetry, and a large island, ideal for entertaining. The two ocean-view primary suites offer a tranquil retreat, each with a spa-inspired en-suite bath and direct access to the lanai, creating a serene escape in the heart of paradise. As an owner, you’ll enjoy world-class amenities, including multiple pools, fine dining, a full-service spa, 24-hour concierge, and valet services. Just steps away, immerse yourself in the beauty of Kapalua Bay, play on championship golf courses, explore scenic hiking trails, or relax on pristine white-sand beaches. Offered fully furnished and hotel-zoned for nightly rentals, Residence 3503 is an exceptional opportunity for those seeking a luxury island lifestyle or a high-end investment in one of Maui’s most coveted locations. Schedule your private showing today and experience the pinnacle of oceanfront living.

1 Bay Dr Unit 3503, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ki.

26 Coconut Grove Ln Unit G26, Lahaina
$5,450,000
3 Beds ⋅ 4 Baths ⋅ 410058 MLS ⋅ Fee Simple Tenure ⋅ Coconut Grove BLDG.
Welcome to the gated community of Coconut Grove. The moment you step into the main living area, the crystal-blue waters of Kapalua Bay greet you. True oceanfront luxury at G26 means waking to endless ocean views, in a home designed to move with your lifestyle. Beachfront living at its finest, this residence holds a treasured position above one of the world's most beautiful crescent sand beaches, with the Pacific stretching toward the neighboring islands of Molokai and Lanai. Positioned front and center within Coconut Grove, G26 enjoys one of the community's most desirable locations, immersed in the beauty of Kapalua Bay while comfortably removed from nearby parking areas and neighboring resort activity. Offering approximately 2,625 square feet of interior living space and more than 550 square feet of outdoor lanai, the thoughtfully designed floor plan features three bedrooms with ensuite baths, three and a half bathrooms, generous storage, an attached private garage, and a welcoming tropical entry. The separation between bedroom suites provides comfort and privacy for owners and guests alike, while expansive living spaces open seamlessly to the sea breeze, embracing Maui's indoor-outdoor lifestyle in nearly every room. The ocean-view primary bedroom enjoys its own private ocean-view lanai, with direct access to the main lanai as well. The generous ensuite bath features a shower and soaking tub, double vanities finished in deep, lustrous, veined stone, a walk-in closet, and a second deep closet. The second primary suite offers its own Mauka-facing lanai and a spacious ensuite bath with two closets, including a walk-in. The third bedroom enjoys its own full bath. The ocean-facing kitchen is appointed with premium appliances, including a gas range, Sub-Zero refrigeration, wine storage, an integrated oven and microwave, and Fisher & Paykel dish drawers. High ceilings, travertine flooring, solid mahogany doors, cherry wood cabinetry, and quality stone finishes complete this timeless island residence. Coconut Grove was designed for ownership rather than transient occupancy. Short-term vacation rentals are not permitted, preserving a private environment that's increasingly rare along Maui's coastline. With only 36 residences and limited turnover, opportunities to acquire a front-row home overlooking Kapalua Bay don't come often. Residents enjoy exclusive access to a private pool, spa, fitness center, clubhouse, and barbecue area, just moments from one of Maui's most celebrated beaches. Ideally situated between Merriman's and The Resort at Kapalua Bay (scheduled to become St. Regis Kapalua Bay in 2027), owners enjoy convenient access to award-winning dining, spa, championship golf, tennis, hiking trails, and the many amenities of Kapalua Resort. Whether as a primary residence, seasonal retreat, or legacy property to be enjoyed for generations, G26 represents a rare opportunity to own within one of Kapalua Bay's most coveted beachfront communities. Contact us today for your exclusive showing.

26 Coconut Grove Ln Unit G26, Lahaina

Listing courtesy of Maui Real Estate Advisors LLC.

3800 Wailea Alanui Blvd Unit PH511, Kihei
$5,395,000
2 Beds ⋅ 2 Baths ⋅ 407499 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,000 square feet of thoughtfully designed indoor and outdoor living space, seamlessly blending contemporary elegance with relaxed island sophistication. Perched approximately 100 feet above the Pacific Ocean, the villa showcases panoramic views of Wailea Beach, the islands of Kaho?olawe, Molokini, and Makena's Pu?u Olai. The open-concept great room, finished with travertine flooring, extends onto a spacious partially covered lanai ideal for year-round indoor/outdoor living and entertaining. The primary suite offers a serene retreat with exceptional privacy. The second bedroom is furnished with two twin beds, and an additional room features a queen bed, allowing the villa to comfortably accommodate up to six guests. The gourmet kitchen combines granite and stainless-steel countertops with ample cabinetry and premium appliances, including Fisher & Paykel refrigerator and freezer (2025) and Bosch dishwasher (2024). It is also fully equipped with an array of convenient small appliances and gadgets, making daily living effortless. Additional conveniences include a new central air conditioning system (2022), new lanai furniture & carpet (2024), electronic blackout shades (2021), SimpliSafe smart water sensors (2025), and a full-size GE washer and dryer. Zoned for hotel/resort use, this elegantly furnished villa is currently operated as a short-term rental and is ready for immediate enjoyment or income potential. Projected rental income for 2026 is $244,000. Wailea Beach Villas is the newest oceanfront luxury gated community located in the heart of the world-renowned Wailea Resort, positioned directly in front of The Shops at Wailea and between the Grand Wailea and Marriott hotels. There are 99 luxury residences situated across 10.7 acres of beautifully landscaped tropical grounds. Amenities include an oceanfront swimming pool, a family pool, a fitness center, conference facilities, and a game room with a pool table, along with 24-hour gated security. Just steps from pristine beaches, upscale dining, designer shopping, and championship golf, this remarkable luxury penthouse villa is offered at an exceptional value and presents a rare opportunity to own in one of Maui’s most prestigious beachfront communities—an opportunity not to be missed.

3800 Wailea Alanui Blvd Unit PH511, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

257 Hokiokio Pl Unit A, Lahaina
$5,200,000
5 Beds ⋅ 5 Baths ⋅ 407666 MLS ⋅ Fee Simple Tenure
Nestled on 3.02 acres in the gated Puunoa community, 257 Hokiokio Place overlooks Lahaina from its gently sloping hillside setting, offering sweeping ocean and sunset views from nearly every room. Built in 2024 and now nearing completion by its owner-builder, this single-level estate blends modern design with comfortable, open-concept living. Spanning over 3,500 square feet, the home features 5 bedrooms and 4.5 baths, providing generous space for family and guests. The thoughtful floor plan captures both indoor and outdoor living, perfectly positioned to take advantage of Maui’s year-round sunshine and trade winds. While the finishing touches and landscaping are still in progress, the groundwork for a remarkable estate has been laid. Many fruit trees have already been planted, and grading is underway for future horse stables, an ideal setup for equestrian enthusiasts seeking proximity to nearby riding trails. An infinity-edge pool has been fully designed and permitted, allowing the next owner to complete this final element to their own taste. Easy bypass access ensures convenient travel around Maui and quick connection to the rebirth of historic Lahaina town below. This is an exceptional opportunity to own a newly built residence in one of West Maui’s most sought-after locations, offering expansive space, unmatched views, and a chance to put your own finishing touches on a true Lahaina legacy property. This is a residential CPR. The 3.02 acre property is lot "A". The six acre lot "C", makai of lot "A", may also be available for purchase.

257 Hokiokio Pl Unit A, Lahaina

Listing courtesy of eXp Realty.

1008 Sunset Pl, Lahaina
$5,195,000
3 Beds ⋅ 4 Baths ⋅ 408268 MLS ⋅ Fee Simple Tenure
Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

1008 Sunset Pl, Lahaina

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

104 Woodrose Pl, Lahaina
$5,165,000
4 Beds ⋅ 4 Baths ⋅ 407481 MLS ⋅ Fee Simple Tenure
Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

104 Woodrose Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

14 Coconut Grove Ln Unit D14, Lahaina
$5,150,000
3 Beds ⋅ 4 Baths ⋅ 406667 MLS ⋅ Fee Simple Tenure ⋅ Coconut Grove BLDG.
Welcome to Residence D14 at Coconut Grove on Kapalua Bay, a rare offering of unparalleled beachfront luxury in the heart of the world-renowned Kapalua Resort on Maui’s spectacular West Side. This 3-bedroom, 3.5-bathroom oceanfront villa spans 2,625 square feet of exquisitely designed interior living space and is located directly in front of the white sand beach of Kapalua Bay—one of Hawaii’s most celebrated beaches. Inside and out Coconut Grove D14 offers a bright and fresh, modern design aesthetic, thoughtfully curated with premium finishes, gourmet kitchen, custom cabinetry, rich wood accents, motorized window blinds, and sophisticated island-contemporary furnishings and art. The expansive open floor plan blends indoor and outdoor living seamlessly, with floor-to-ceiling sliding doors that open to your private covered lanai and lush tropical gardens—just steps from the sand. Perfectly positioned between Montage Kapalua Bay and Napili Bay. This private end-unit residence delivers intimate sensory views of the Pacific Ocean, the outer islands of Moloka‘i and West Maui’s legendary sunsets. With the gentle sounds of waves as your daily soundtrack, D14 offers an unmatched sense of tranquility, exclusivity, and luxury. Coconut Grove Villas is an exclusive gated enclave of just 36 residences on 11 meticulously landscaped acres, offering a private clubhouse, fitness center, oceanfront pool, and spa. As part of the prestigious Kapalua Resort, owners enjoy proximity to two championship golf courses, award-winning dining, hiking trails, tennis and pickleball courts, and the Kapalua Coastal Trail. Whether you’re seeking a world-class vacation home, or a permanent oceanfront residence, Coconut Grove D14 delivers the ultimate Maui lifestyle experience in one of the most coveted locations in all of Hawaii. This is beachfront living at its finest—schedule your private tour of Coconut Grove D14 today.

14 Coconut Grove Ln Unit D14, Lahaina

Listing courtesy of Hawaii Life (L).

557 Kupulau Dr, Kihei
$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.

8515 Kula Hwy, Kula
$4,999,999
2 Beds ⋅ 3 Baths ⋅ 409543 MLS ⋅ Fee Simple Tenure
Discreetly positioned off Kula Highway, the approach reveals very little. A winding drive. A narrowing road. Then, through the trees, a freshly painted 1933 guest cottage quietly appears, a subtle introduction to what lies ahead. A whisper of what came before. Keep driving. The landscape begins to unfold. And then you arrive. A refined modern architectural private retreat. Exposed beams. Oak floors. Walls of Andersen windows drawing the landscape inward from every direction. Once cattle ranch land, these twenty-two rolling acres of open pasture and mature eucalyptus and jacaranda have evolved into one of Maui’s most distinctive private estates. Deer move effortlessly through the golden afternoon light. Birdsong replaces background noise. The silence here feels restorative, the kind that settles into you. The former owner named it Pheasant Ridge for good reason. Originally built in 2001 and thoughtfully reimagined in 2019, the main home was designed for a deeply intentional way of living. The open-concept kitchen, dining, and living spaces flow together in one expansive, light-filled room anchored by a fireplace and framed entirely by the land beyond. The primary suite faces Haleakala. The guest suite offers its own en-suite bath and soaking tub worthy of a primary retreat. This is not beach Maui. The air is cooler. The light lingers longer. Life moves at its own pace. Evenings call for the warmth of a fireplace, and there will be evenings worthy of it. A Pilates studio occupies the garage. A separate she - shed is settled into the surrounding landscape. AG zoning and open pasture invite horses, livestock, or simply the freedom of open land returning to its natural purpose.

8515 Kula Hwy, Kula

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

81 Makakehau St Unit Apt H-2, Kihei
$4,999,999
3 Beds ⋅ 4 Baths ⋅ 408222 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an additional 596 square feet of covered lanais across two levels. Each bedroom includes a private ensuite bath, offering comfort and privacy for owners and guests alike. Thoughtful design elements include a private elevator, an attached garage, a covered carport, and an outdoor storage closet. Floor-to-ceiling sliding glass doors and retractable screens open almost 30 feet onto the expansive lanai, embracing Maui's indoor/outdoor lifestyle. The lanai is ideal for entertaining and is equipped with a Wolf 36" grill, a Sub-Zero under-counter refrigerator, and custom cabinets. The Villa features polished travertine floors, recessed lighting, high tray ceilings, surround sound, a security system, and a 2-zone central air conditioning system. The Chef's kitchen includes premium appliances by Sub-Zero, Wolf, Thermador, and Bosch. A touch of elegance is added with the Snaidero Italian custom cabinetry. You can enjoy ocean views from high above the resort pool. Ho'olei's amenities include a lagoon-style pool with cascading waterfalls and grottos, a sandy beach entry, two hot tubs, a massage cabana, an outdoor kitchen with covered pavilion, and a fully equipped, air-conditioned fitness center with sauna, locker rooms, and showers. Offered fully furnished, the Villa is truly turn-key & has been meticulously maintained. The property is hotel-zoned, allowing use as a short-term vacation rental, private residence, or a combination of both. Successfully operated as a vacation rental since 2007, the Villa has received over 150 five-star reviews. The owner is willing to continue marketing the property or assist with a smooth transition to new management. This remarkable Ho'olei Villa presents a rare opportunity to own a luxury, hotel-zoned home in paradise.

81 Makakehau St Unit Apt H-2, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3135 Lower Kula Rd, Kula
$4,999,000
2 Beds ⋅ 1 Baths ⋅ 408461 MLS ⋅ Fee Simple Tenure
Also listed as Commercial-For sale - MLS# 408462. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere!

3135 Lower Kula Rd, Kula

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

44 Loli'i Pl, Lahaina
$4,999,000
4 Beds ⋅ 5 Baths ⋅ 406460 MLS ⋅ Fee Simple Tenure
Contemporary aesthetics define this gorgeous new home in Ka'anapali's Lanikeha community. This elegant new 4-bedroom, 5-bathroom home boasts 3,691 sq. ft. of living space, 956 sq. ft of covered lanai space, a 104 sq. ft. covered entry, and 1,298 sq. ft. of double-garage space: that's two separate, two-car garages - a rare and highly desirable feature for added flexibility and storage! The finishes in this new construction are luxury-class, featuring elegant tile and stone throughout, custom wood cabinetry, refined bathroom fixtures, and best-in-class kitchen appliances. From the entry, the home draws you into the Great Room and out to stunning ocean and outer-island views, which are protected by the community’s CCR roof-height restrictions. The Great Room and kitchen open onto the covered lanai; this functional and beautiful space lends itself to classic indoor-outdoor Hawaiian resort-style living. Outside, the lanai provides ample shaded space for dining, with an infinity-edge pool and jetted spa just beyond. The design allows bathers and those relaxing outside to take in the stunning ocean views from every angle. A built-in barbecue area complements the lanai amenities, making it ideal for entertaining and everyday living. The home features two wings that flank the Great Room, each housing bedrooms and amenities. On the left side is the Primary Suite wing, complete with an ocean-facing, private, covered lanai and a spacious bathroom; a second guest room is also located in the Primary wing. The right wing is home to two additional guest rooms; an ocean-facing bedroom also boasts a private covered lanai. The lucky owners of this new home will enjoy stunning views of the outer islands of Lanai and Molokai, as well as arguably the best sunsets on Maui year-round. During the winter, you will be treated to the magical sight of Hawaii's famous humpbacks breaching in the blue Pacific. While you will enjoy living inside a gated community, you are also just minutes from some of Maui's best beaches, restaurants, and shopping in the Ka'anapali Beach resort area. The property is offered furnished. Furnishings included in the sale are subject to an inventory list to be provided by Seller. Be the first to live in this Maui dream designer property that's been three years in the making!

44 Loli'i Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

465 & 467 Hana Hwy, Paia
$4,995,000
3 Beds ⋅ 2 Baths ⋅ 410634 MLS ⋅ Fee Simple Tenure
OCEANFRONT LIVING, NORTH SHORE STYLE. Some oceanfront homes give you a view. This one makes the ocean part of everyday life. Set beside Tavares Bay, just minutes east of Paia, 465 & 467 Hana Hwy combine an oceanfront main residence, private guest cottage and additional approx. 6,000 SF adjacent parcel into one exceptional North Shore retreat. From the moment you enter, the Pacific draws you through the home, filling the living and dining spaces with blue water, horizon and light. The Pacific is the backdrop, the surf is the soundtrack, and the home creates an effortless connection between indoor and outdoor living. Treasured as the owner’s retreat for over twenty years, the light-filled, furnished, single-level main residence offers 2,072 sq. ft. with 3 bedrooms and 2 baths. Imagine waking to the sea and ending the day to the gentle lull of the waves. Vaulted natural wood ceilings, crisp white enameled beams and travertine floors create a warm, natural palette throughout the home, complemented by granite counters, soft-close cabinetry, stainless-steel appliances and central A/C. Renovated in approximately 2004 and updated in 2018, expansive windows keep the ocean ever present throughout the home. The ocean-facing primary suite opens to a private outdoor seating area. Its spacious en-suite bath features a walk-in closet, floor-to-ceiling stone-tiled open shower, private outdoor shower and soaking tub. Outside, the grounds have been artfully nurtured over time. Mature tropical landscaping, including ginger, heliconia, plumeria and abundant foliage, creates privacy and the feeling of an established Hawaiian garden. Panoramic Pacific, West Maui Mountain, Molokai and Sunset Color views surround the property. Here, the ocean becomes part of the rhythm of the day. Look toward Tavares Bay to see what the swell is bringing, head down to the beach, or simply stay home and watch the ocean change throughout the day. A separate guest cottage, thoughtfully divided into two independent studio accommodations, adds another dimension to the property. Studio One features a wet bar and full bathroom, while Studio Two includes a full kitchen and full bathroom. The cottage creates inviting possibilities for guests or extended family while maintaining comfortable separation from the main residence. Together, the two parcels total 18,988 sq. ft., nearly half an acre adjacent to Tavares Bay. The included adjacent vacant parcel has its own water meter and expands the possibilities of the property, offering additional space to shape it around your own vision for the future. Two parcels. A private guest cottage. Nearly half an acre beside Tavares Bay. Thoughtfully established tropical grounds. And at the heart of it all, a home where the Pacific is part of how you live.

465 & 467 Hana Hwy, Paia

Listing courtesy of Maui Real Estate Advisors LLC.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.