luxury seaside houses for sale Wailuku, United States

33 Hana Highway | An Iconic Legacy Estate on Maui's North Shore There are properties that come to market, and there are properties that define a coastline. Welcome to 33 Hana Highway, an extraordinary beachfront estate in the heart of Paia, offering an exceptionally rare 145 linear feet of pristine white sand beach frontage along one of Maui's most celebrated shorelines. Offered at its July 2026 appraised valued of $13,300,000, this is more than a home—it is an irreplaceable legacy estate where the true luxury lies in the land, the shoreline, and the privilege of ownership. With an unparalleled connection to the Pacific, the residence embraces the timeless character of Maui's North Shore. Thoughtfully designed to complement its spectacular setting, the home captures the relaxed elegance that has long defined Paia—a place where sophistication is measured not by excess, but by authenticity, privacy, and an effortless indoor-outdoor lifestyle. Expansive lanais, light-filled living spaces, and panoramic ocean vistas invite year-round entertaining, quiet reflection, and unforgettable gatherings with family and friends. Beyond the residence, the grounds unfold into a remarkable oceanfront sanctuary framed by mature tropical landscaping, generous lawn areas, and direct access to an expansive stretch of soft white sand. With 145 feet of linear beachfront, the property commands a presence that is increasingly impossible to replicate. This remarkable shoreline offers an extraordinary sense of space, privacy, and permanence rarely found in Hawaii's oceanfront market. Located just moments from the vibrant charm of Paia Town, owners enjoy effortless access to award-winning restaurants, artisan boutiques, renowned galleries, world-class surfing, and the relaxed rhythm that has made Maui's North Shore one of the world's most desirable coastal destinations. Here, every day begins with sunrise over the Pacific and ends with the sound of waves meeting the shore. Properties of this significance are seldom offered. As available beachfront continues to diminish, estates with substantial sandy frontage have become true generational holdings—assets that are acquired with intention and passed forward with pride. Whether preserved in its timeless island character or thoughtfully reimagined into a world-class coastal residence, the intrinsic value will always remain rooted in what can never be recreated: the land, the location, and the extraordinary shoreline. Property Highlights • Recently appraised at $13,300,000 • Approximately 145 linear feet of pristine white sand beach frontage • Exceptional oceanfront estate in the heart of Paia • Expansive Pacific Ocean and coastline views • Authentic island architecture designed for seamless indoor-outdoor living • Mature tropical landscaping and spacious beachfront grounds • Direct access to one of Maui's most desirable sandy beaches • Minutes from Paia's acclaimed restaurants, boutiques, galleries, and North Shore lifestyle • A truly rare legacy estate with enduring generational value Some homes are built. Others become part of Hawaii's history. 33 Hana Highway is one of the few addresses where legacy begins at the shoreline. LLC Member holds an ownership interest in the property. Member is an inactive Realtor in the State of Hawaii.

Welcome to 15 Nalu Place, where beachside living meets modern elegance in the heart of Paia. This contemporary two-story home is the epitome of island life, offering a seamless blend of relaxed comfort and sophisticated design. With nearly 1,800 square feet of flexible living space, this 5-bedroom, 4-bathroom residence is thoughtfully designed to adapt to your needs, making it perfect for hosting guests or extended family. Imagine waking up just steps from the pristine sands of Paia Bay and the vibrant energy of Paia town, where you can savor fresh fish tacos from Paia Fish Market or explore local treasures at Nuage Blue and Alice in Hulaland. The second level welcomes you into a light-filled, open-concept living area that effortlessly connects indoor and outdoor spaces. The expansive lanai offers stunning ocean views, providing the perfect backdrop for year-round sunsets and gentle island breezes. The primary suite serves as your private oasis, featuring a luxurious spa-like en-suite bathroom, while two additional bedrooms on this level offer versatility and comfort. Downstairs, the first level offers two beautifully appointed bedrooms and two additional bathrooms, designed with the option to create two separate studios, each with its own private entrance. These flexible spaces are ideal for accommodating guests or extended family, and both studios provide direct access to a tranquil garden, a peaceful lounge area, and refreshing outdoor showers. At 15 Nalu Place, youll experience the best of Maui living. Every day feels like a getaway, with the beach just steps away and all the best that Paia has to offer within easy reach. Discover the unparalleled lifestyle that awaits you in this highly sought-after location.

Set on a full, undivided agricultural parcel in the upper elevations of Launiupoko—an increasingly rare offering—this striking 2-bedroom, 3-bath residence by acclaimed Maui architect Greg Skog captures commanding ocean, mountain, and outer-island views from a naturally protected hillside setting. Recently updated and now offered at a dramatically improved price, the property presents a compelling opportunity to secure privacy, flexibility, and long-term potential in one of West Maui’s most desirable communities. Designed as a seamless indoor–outdoor retreat, the single-level 994 sq. ft. home (no interior stairs) centers around an open-concept kitchen with marble countertops, premium appliances, and effortless flow into the great room. Walls of folding glass retract fully to more than 700 sq. ft. of covered lanai, where the infinity-edge pool visually merges with the Pacific horizon. Mornings unfold with soft light reflecting across still water; evenings settle in under the stars from the spa or built-in outdoor grilling area. A detached garage structure—connected by breezeway—includes a flexible bonus room, full bath, and laundry, offering ideal separation for guests, creative pursuits, or remote work. Because the property has never been CPR’d, a future owner may explore subdivision potential and the construction of a larger main residence—or simply preserve the architectural purity and serenity of this refined hillside retreat. Intentionally sited to maximize panoramic ocean views and preserve privacy, the residence reflects both architectural discipline and long-term vision. It’s a rare convergence of design integrity, land value, and future flexibility in Launiupoko.

Discover Hokuula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hokuula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This upstairs living design, D floor plan home, has 4 bedrooms and 3 bathrooms. Features include an open floor plan, 9 foot ceilings, split AC, rain gutters, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Haliʻimaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

Discover Hoku’ula in the quaint town of Haliimaile, nestled on the gentle slopes of Haleakala, overlooking Maui’s world-renowned Northshore coastline. Expansive ocean and mountain views will greet you from this soon to be Upcountry community of 196-single family homes. Featuring contemporary architecture with six unique, 4-bedroom models on lots of approximately 7,500 to 10,000 square feet. Hoku’ula offers a variety of diverse floor plans in single and two-story designs. In addition, ohana dwellings are available on various lots, providing even more versatility. Each home has been thoughtfully designed. This upstairs living F floor plan home has 4 bedrooms and 2.5 bathrooms. Features include an open floor plan, 9 foot ceilings, split AC, rain gutters, covered lanai, attached two car garage. Highlighted amenities consist of stainless-steel appliances, double paned windows, soft close cabinetry. A walking path around the perimeter of the community will provide another way to enjoy the panoramic views from Haliʻimaile. Located just a few minutes from the modern conveniences of Kahului as well as the quaint charms of Paia and Makawao. This is truly a unique opportunity to own your piece of paradise on Maui, a wonderful place to call home. Developer reserves the right to modify floor plans, elevations, specifications, features, and prices without prior notice. Square footage and room sizes are approximate. All renderings and floor plans are conceptual and are not intended to be an actual depiction of the home, driveway, or landscaping. Prices vary between floor plan and lot selections along with view corridors. Buyer and Buyer's Agent to conduct due diligence.

In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

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

Also listed as a condominium (MLS 410509). Welcome home to panoramic ocean and island views from a premier elevated location at The Vintage at Kaanapali. This beautifully remodeled and fully furnished 3-bedroom residence offers approximately 2,200 square feet of living space. The home backs to the Kaanapali Kai Golf Course, while expansive green space in front creates a remarkable view plane showcasing ocean views from both levels. Remodeled throughout in 2021, the home features updated flooring, fixtures, cabinetry, countertops, appliances, and finishes. The widened staircase and expanded upstairs landing create a spacious, welcoming entrance. A built-in desk provides a convenient workspace, while the primary suite includes a spacious bathroom and reading nook. A quiet, efficient 5-ton Bosch 20 SEER inverter heat pump provides year-round comfort. Indoor-outdoor living flows effortlessly onto the lanai, with Bluetooth-connected speakers in the living room and lanai. The oversized driveway provides valuable additional parking beyond the two-car garage. Offered furnished with most kitchen items and electronics, this home is within a gated community of 73 free-standing residential condominiums. Amenities include a pool, hot tub, fitness room, and onsite manager. Kaanapali Beach, Whalers Village, dining, shopping, golf, and activities are just a short walk or golf cart ride away. The residence has a C floor plan and is listed as 3 bedrooms and 3 bathrooms in county records.

Positioned along the top row of Pineapple Hill in Kapalua, this furnished 3-bedroom, 3.5-bathroom residence offers expansive Pacific Ocean views and 3,674 square feet of interior living space. The two-story design features generous living and dining areas with abundant natural light. Marble flooring runs throughout the home, with marble finishes continuing into each bathroom. A mahogany front door adds warmth at the entry, while a propane fireplace creates an inviting focal point in the living area. The kitchen is equipped with a Sub-Zero refrigerator, Wolf range and oven, and Bosch dishwasher. A GE washer and dryer add everyday convenience. Two Rheem air conditioning units provide interior comfort throughout the residence. Outdoor living centers around the private swimming pool and spa, framed by a flagstone pool deck and landscaped grounds. The tile roof complements the architecture, while a two-car garage, security system, and lawn irrigation add practical features. Pineapple Hill homeowners enjoy access to a clubhouse, community pool, tennis courts, and pickleball courts. The neighborhood is within Kapalua Resort on Maui, with beaches, golf, coastal trails, dining, and resort amenities nearby. Ocean views set the scene, while marble finishes, premium appliances, and a private pool and spa make everyday life in Pineapple Hill feel anything but ordinary.

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.

Why buy a condo when you can enjoy single-level living at Kapalani Estates with a 2-car garage—and no lawn to mow! This boutique, gated West Maui community offers a clubhouse, large pool, and tennis/pickleball court, ideally located across from S-Turns surf break and Pohaku Beach Park, with convenient walkability to beaches, restaurants, and shops. Tucked away in a quiet cul-de-sac, this beautifully remodeled single-level 3-bedroom, 2-bath home offers 1,492 sq ft of interior living plus a 230 sq ft covered lanai with partial ocean views. Vaulted ceilings, an open floor plan, and dual sliding glass doors create seamless indoor-outdoor living. Updates include new flooring, paint, and lighting throughout. The remodeled kitchen features new appliances, waterfall quartz countertops, soft-close cabinetry, and an oversized island with bar seating and abundant storage. The primary suite includes a spa-inspired bath with a double vanity, LED backlit mirrors, and an oversized tiled walk-in shower with a bench. Two additional bedrooms, a remodeled guest bath, a new laundry center, and ample storage complete this move-in-ready West Maui home. The home is sold furnished however, the virtual staging items such as drapery portrayed in these photos have been created by computer generated image technology and used for illustration purposes only.

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.

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.

Tucked away on a quiet cul-de-sac in one of Kula's most sought-after neighborhoods, this beautifully updated 5-bedroom residence combines Upcountry privacy with sweeping ocean and mountain views. Filled with natural light, the main level features an open living area, a renovated kitchen, central air conditioning, and seamless access to the lanai, creating an inviting space for everyday living and entertaining. The lower level offers exceptional flexibility with two bedrooms, two full baths, and a separate sitting area, providing comfortable space for long-term guests, a home office, creative studio, or additional living quarters. Owned photovoltaic solar panels, a garage with durable epoxy flooring and bonus flex space, mature tropical landscaping, and a peaceful setting completes this thoughtfully designed Kula home.

Set within Wailea Fairway Estates, Wailea’s first gated residential community, 85 Hale Alii offers 3,204 square feet of refined island living on a 0.3 acre lot with ocean and Wailea Blue Golf Course views. This 4 bedroom, 4 bathroom residence features 1,008 square feet of covered lanai space, a private pool with salt system and generous pool deck, new tile flooring throughout, central air conditioning, 12 solar panels, and a two car garage. The home showcases thoughtful custom details including granite countertops, double ovens, an induction cooktop, custom lighting, and stone and marble finishes. The bathrooms feature distinctive materials including onyx, marble, and Kohler and Grohe fixtures. A spacious layout flows naturally between indoor and outdoor living, with generous lanais and a private pool area creating an ideal setting for entertaining and enjoying the Wailea lifestyle. Overlooking the Wailea Blue Golf Course, within walking distance of The Shops at Wailea and moments from Wailea’s renowned beaches, resorts, dining, golf, and spas, Hale Alii offers privacy and exclusivity in one of South Maui’s most desirable settings.

Tucked away off the street in a 6-unit CPR community, this 3-bedroom, 1-bath home offers a unique opportunity to create something special. Built in 1978 and situated on post and pier construction, the 864 sq. ft. residence is ready for a complete refresh, making it an excellent option for buyers looking to renovate and add value. One of the property's standout features is the expansive approximately 300 sq. ft. deck, where you can enjoy ocean and West Maui Mountain views while taking advantage of Maui's year-round indoor-outdoor lifestyle. Because the home is set back from the road, it offers a sense of privacy that isn't immediately apparent from the street. Whether you're an investor, contractor, or buyer with a vision, this property presents a rare chance to reimagine a home in an established setting. Bring your ideas, your creativity, and your toolbox—this is an opportunity to transform this property into something truly your own. This property is a CPR and is being sold “AS IS”.

Above a quarter mile of untouched North Shore coastline rises a rare opportunity to own one of Maui’s most extraordinary oceanfront estates. 400 Mehana Road commands sweeping 180 degree views of the Pacific from its elevated perch 275 feet above the sea. From sunrise to moonrise, panoramic ocean views create a constantly evolving backdrop to daily life. The 5,403 square foot primary residence offers 3 bedrooms and 3.5 bathrooms, thoughtfully positioned to embrace the extraordinary setting from nearly every room. Soaring coffered ceilings and expansive windows frame the ocean beyond, while newly installed bamboo flooring adds warmth and natural texture. Motorized shade screens provide comfort and ease, allowing the interiors to transition effortlessly throughout the day. The chef’s kitchen is both striking and functional, anchored by dual islands finished in black India leathered granite, creating a natural gathering space for entertaining or quiet evenings at home. A separate 1,050 square foot cottage with 1 bedroom and 1.5 bathrooms sits discreetly above the bluffs, privately tucked away from the main residence. Ideal for guests, extended family, or a creative retreat, it offers flexibility without compromising the estate’s sense of privacy and scale. Just fifteen minutes from town and easily accessible off Hana Highway, the property offers a rare balance of seclusion and connection. Some of Maui’s most respected private schools, including Seabury Hall, Montessori, Carden Academy, and Waldorf High School, are all within a short drive, adding meaningful convenience to this exceptional lifestyle. Spanning 20.5 acres, the grounds unfold with open lower meadows suited for equestrian use, irrigated gardens, and an edible orchard. A 293 foot well and a 5/8 inch County water meter provide reliable water resources. Along the eastern boundary, an enchanting 80 foot waterfall cascades toward the shoreline, creating a natural habitat for native Hawaiian green sea turtles. Private access to a secluded rocky beach enhances the rarity of this exceptional Maui estate. This is more than a home. It is a legacy estate where privacy, natural grandeur, and architectural presence come together in one of Maui’s most extraordinary coastal settings.

Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Mauiʻs coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end users seeking to add value in a location where land alone commands a premium. With limited beachfront inventory in Makena, the ability to renovate or reimagine a home on a parcel of this size represents a strategic acquisition. Peaceful and secluded, yet within walking distance of the Wailea Beach Path and celebrated resorts including Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz, this offering combines lo-cation, land, and long-term upside in one of Hawaii’s most prestigious enclaves.

Breathtaking Multi-Island Views & Serene Upcountry Living on 2+ Acres! Welcome to your pristine retreat tucked away and perched in the cool Kula air with stunning, unobstructed vistas that stretch north to south shore and more. From the sweeping morning light dancing over the bi-coastal waters to the legendary, golden-hued sunsets, the ever-changing panoramic views are a daily masterpiece. Built in 1995, the thoughtfully designed interior features a comfortable, single-story floor plan with a spacious two-bedroom, two-bath layout finished with a cozy wood-burning fireplace that serves as the ideal gathering spot for crisp mountain evenings. The primary bedroom features an en-suite deluxe bath with an ocean view, soaking tub, separate shower and large closet. The living space flows effortlessly with windows framing the scenery and drawing the beauty of Upcountry indoors. Step outside to experience the rest of the magic of this property and enjoy the dream-view deck while soaking in the hot tub. The sloping verdant acreage, with a good variety of fruit trees, offers immense privacy. Complete with a 2-car garage, separate extra storage building, and an equestrian 3-stall barn, this estate is a rare opportunity to own a pristine slice of paradise with views you have to see to believe.

5 STRUCTURE OCEANFRONT COMPOUND | OFFERED AT $ 3,985,000. An exceptional opportunity to own a private oceanfront estate overlooking breathtaking Waipio Bay in beautiful Huelo. Set behind electronic gates and surrounded by a protective hedge on 2 acres, this fully permitted sanctuary offers the rare combination of privacy, expansive ocean views, multiple living spaces, lush tropical grounds and a remarkable degree of self-sufficiency. The main residence features 4 bedrooms/3 baths, beautiful teak flooring and a Primary Suite spa inspired bathroom with a private entrance to the pool. The Primary Suite entry doors and bed are custom made from Koa Wood, adding to the tropical elegance. A large gazebo next to the main house has a private ocean view deck, shower and spa as your guests will enjoy yoga, stargazing, whale watching or cocktails at sunset with the outdoor lifestyle Maui is known for. A beautifully renovated 2 bedroom/1 bath ohana provides a private retreat for guests, extended family or tenants, with its own patio and spa and expansive ocean views. A 4-car garage includes a 1 bedroom/1 bath apartment with a deck up above. A separate Garden Cottage with a kitchen adds yet another peaceful area for naps, personal seclusion or the perfect artist’s studio. You’ll find an abundance of fruit trees, tropical flowers and a large organic garden with a nearby equipment shed to support the property’s practical side. The grounds are a true delight with a pool and waterfall feature surrounded by mature tropical, low maintenance landscaping. Designed with 2 large capacity water catchment tanks and pump house, propane for hot water and cooking, security system and established hardscape walkways, while only 30 minutes to the airport and Costco. A property of this scale, privacy, oceanfront setting and versatility is rarely offered at this price point. Come experience it in person by appointment through your favorite Realtor.