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$4,400,000
2 Beds 3 Baths 410147 MLS Fee Simple Tenure
Located in Baldwin Ranch Estates, this property is a refined expression of contemporary plantation coastal design, where timeless architecture and effortless indoor-outdoor living come together against a backdrop of sweeping ocean and West Maui Mountain views. Designed by Jeff Lundahl, the residence is oriented to capture Maui's natural beauty from nearly every room, with expansive pocketing doors opening to an oversized covered lanai that becomes a seamless extension of the living space. The gated entry to resort-inspired grounds are designed for both relaxation and entertaining, featuring a sparkling pool, a pool cabana with a lounge area, a bathroom, and an outdoor shower, all surrounded by beautifully landscaped living areas that embrace Maui's year-round climate. A spacious three-bay garage of more than 1,000 square feet includes versatile air conditioned flex space and a bathroom, providing options for a home gym, workshop, creative studio, and additional storage for surfboards, bikes, and other North Shore pursuits. Positioned between the charming boutiques and cafés of Makawao and the vibrant beaches and lifestyle of Paia, this exceptional property has refreshing trade winds, panoramic vistas, and convenient access to some of Maui's most sought-after schools, world-class beaches and connections to Maui's North Shore lifestyle. The is Unit B of a CPR.

2350 Baldwin Ave Unit B, Makawao

Listing courtesy of Hawaii Life (W).

$4,400,000
4 Beds 5 Baths 202607374 MLS FS - Fee Simple Tenure
Portlock—one of Oahu’s most sought-after residential enclaves. Situated just 1300 feet to the ocean on a sprawling 20,000-sqft estate, your day begins as you gaze upon the sunset sinking beyond Diamond Head. This is a place where Hawaii's nature and urban convenience coexist in a miraculous balance. From Hanauma Bay and Koko Head to golf courses and the shoreline of Sandy Beach, you can enjoy the luxury of ocean and mountain activities as if they were your own backyard.Commercial facilities such as Koko Marina and Town Center are also nearby, so daily shopping and dining are a breeze. Renovate this Mid-Century 4-bedroom house into your own modern-vintage style and enjoy a vibrant Hawaiian lifestyle, island life with views of Maunalua Bay, the Kona winds from the Pacific Ocean, and barbecues while watching the sunset. Why not enjoy both the tranquility of a Hawaiian home and the peaceful respite from the hustle and bustle of city life? [Activities] Surfing, SUP, Fishing, Kayaking, Hiking and China Wall are all within 2600 feet. [Investment Potential] With R10 zoning and the construction of a new ADU (annex) on the property, rental income is also possible.

532 Portlock Road, Honolulu

Listing courtesy of Fogarty Realty, Inc..

$4,400,000
2 Beds 2 Baths 408607 MLS Fee Simple Tenure
This is a rare opportunity to own in one of Maui’s premier water-sports communities. Set on a private, gated quarter-acre, the elevated Tahitian-style dwellings have a bright, relaxed treehouse feel, with cathedral ceilings and natural cross-ventilation. The main residence is a 2-bedroom, 2-bathroom home with bonus space for guests, while the separate 1-bedroom cottage includes a loft, screened sleeping lanai, and coffee lanai for the morning wave check. The peaceful, private grounds feature low-maintenance landscaping, permeable gravel surfaces, room for a garden, and two outdoor showers for rinsing off after the beach. Created for an active North Shore lifestyle, the property offers an indoor board room with cushioned wall-to-wall matting, a covered 22-foot bay for a jet ski, skiff, or kayaks, two covered parking spaces, and three open-air spaces. An open-air concrete pad for a jet ski provides versatility. The ipe and 316 marine-grade stainless steel sliding gate is suited to the coastal setting. After a day on the water, a dedicated area for a future sauna and cold plunge, with a 220-volt outlet in place, offers a transition from high-energy recreation to recovery and relaxation. Near the bike path and a short walk from Sprecks Beach and the Maui Country Club, this is North Shore living at its best.

462 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$4,350,000
5 Beds 4 Baths 730379 MLS ['Fee Simple'] Tenure
An extraordinary Waimea estate set along a quiet lane on one impeccably curated acre, offering a rare unity of stellar design, craftsmanship, privacy, and enduring Hawai‘i character. Designed by Philpott’s Interiors alongside acclaimed architect Clem Lam, and David Tamura landscape design, the property masterfully blends architectural magnificence with a deep connection to the natural beauty and spirit of the land. Sweeping views of Mauna Kea, Mauna Loa, Hualālai, and the Kohala coastline are showcased through expansive oversized & corner windows designed to frame the landscape from every major living space. Architecturally striking yet warm and grounded, natural elements such as lava rock, ʻōhiʻa posts, clear cedar t&g exterior ceilings, expansive ipe decking, and more are incorporated in a way that feels both sophisticated and deeply connected to its setting. Exceptional craftsmanship is evident throughout, from the dramatic custom made Brazilian cherry curved staircase to the custom La Puerta Entry Doors, to the African Mahogany built ins and custom tilework throughout, all reflecting an extraordinary level of care and intentionality. The main wing of the home offers 4 bedrooms and 3 bathrooms, while a 5th bedroom or office & adjacent multipurpose room via a covered breezeway provide flexibility and separation for guests, work, or extended living. A protected oversized lanai extends the main living level into the surrounding views and gardens, creating a cohesive balance of indoor outdoor living. Beautifully integrated waterfall and grotto water features at both the entry courtyard and garden lanai create a remarkable sense of arrival and place while mature landscaping and fruit trees further enhance the estate’s private, elevated atmosphere. This is a property of exceptional quality and enduring character, privately situated within one of Waimea’s most coveted and exclusive enclaves. The contiguous 1ac vacant parcel is also available, MLS 730645.

65-1315 Hokulani Pl, KAMUELA

Listing courtesy of COMPASS.

$4,350,000
6 Beds 4 Baths 202525771 MLS FS - Fee Simple Tenure
Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.

1251 Kainui Drive, Kailua

Listing courtesy of Compass.

$4,300,000
4 Beds 4 Baths 202525307 MLS FS - Fee Simple Tenure
Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just two blocks from a secluded beach cove and a short paddle to the Mokulua Islands, this thoughtfully designed property captures the laid-back yet refined Lanikai lifestyle. Enter through a landscaped courtyard into a 3-bed, 3-bath main home featuring two spacious primary suites, customizable closets, and open-air lanais that make indoor-outdoor living effortless. High ceilings, large sliding doors, hardwood floors, large-format tile, and custom cabinetry reflect quality at every turn. The kitchen features a generous island, sunlit dining nook, and designer finishes ideal for casual meals or entertaining. Surrounded by mature landscaping, the property offers room for a pool in either the front courtyard or level backyard. A detached 1-bed, 1-bath suite with wet bar, laundry, and large private lanai above the garage offers versatility for guests, multi-generational living, or rental income—while preserving privacy for the main residence. Furnishings and decor negotiable with purchase, creating a turn-key paradise ready for your enjoyment.

223 Lanipo Drive, Kailua

Listing courtesy of Compass.

$4,300,000
4 Beds 5 Baths 723308 MLS ['Fee Simple'] Tenure
This is a leasehold property This property converts to fee simple upon recordation of sale The Point of Alii Dr is an Oceanfront fortress! Zoned Resort-Hotel V-1.25 with possibilities on qualifying for short-term vacation rental permit from the County of Hawaii. Your own natural quiet sanctuary overlooking panoramic vistas of clear blue ocean and a serene wooded area. Imagine beginning your mornings with the gentle rhythm of the Pacific and ending your evenings watching the sun melt into the horizon to await a star filled night sky from your own secluded point. You will have a 4-story home with 3 separate living spaces each with their own electric metering. You have 2 world class surf spots to view from the lanai. Watch spinner dolphins in the morning and during humpback whale season it’s quite the show! Sunsets are epic from this well taken care of oceanfront residence. There is a large outdoor space to relax, entertain, and listen to the ocean from under the palm trees. The home is a 5 min drive to downtown Kona, 15 min to world-class deep-sea fishing and scuba diving from Honokohou Harbor. First floor - Studio with one 3/4 bathroom: shower, sink, kitchen Second floor- 2 bedrooms, 2 bathrooms, and kitchen. Primary bedroom has a private en-suite bathroom Third floor - includes a Large Loft (that is the 4th floor) - 2 bedrooms, 3 bathrooms. Full bathroom in primary bedroom. 1/2 bath in hallway and the loft has a Shower, Sink, toilet. Hawaii is more than a destination-it’s a way of life, This extraordinary oceanfront property is not to be missed!

76-6280-C Alii Dr, KAILUA KONA

Listing courtesy of LUVA LLC.

$4,275,000
3 Beds 3 Baths 730844 MLS ['Fee Simple'] Tenure Kukui`Ula BLDG.
Nestled in the heart of Kukuiʻula’s beloved Kaulu neighborhood, Honu Hale is a beautifully designed 2-bedroom, 2-bathroom single-story plantation-style home with an inviting 1-bedroom, 1-bath ʻohana featuring an outdoor shower. Thoughtfully appointed with classic Hawai‘i-inspired details, this home exudes warmth and charm. Hardwood flooring, crown moldings, and Carrara marble in the bathrooms complement the airy primary suite, complete with a free-standing soaker tub for ultimate relaxation. Designed for both gathering and culinary creativity, the bright and open kitchen features a spacious butcher block island with breakfast bar, granite countertops, subway tile backsplashes, and Samsung refrigerator. Wide-plank wood floors enhance the effortless sophistication, maintaining the relaxed, tropical feel of authentic Hawaiiana. Comfort meets convenience with new air conditioning units and controls in both the main home and ʻohana, along with updated window coverings throughout for privacy and light control. The home's exterior was just professionally repainted, offering an updated look and lasting protection for years to come. The broad front lanai welcomes you into the great room, an open and breezy retreat where natural light pours in. Step onto the back lanai, where a private oasis awaits—featuring a tropical pool and spa, tiki bar, fire pit, and a dual custom barbecue island with Coyote pellet & gas grills. Just steps from the second hole of the Tom Weiskopf-designed Kukuiʻula Golf Course, this home seamlessly blends indoor-outdoor living with lush mountain views framed by vibrant native landscaping. Additional upgrades include a custom golf cart garage/carport, multiple owner lockouts, expanded storage, and a new Samsung washer & dryer. Honu Hale is ideally located near scenic walking paths leading to the private Kukuiʻula Clubhouse and The Shops at Kukuiʻula, offering the best of island living at your doorstep.

5145 Lau Nahele Street, KOLOA

Listing courtesy of Kukui'ula Realty Group LLC.

$4,250,000
5 Beds 6 Baths 202614376 MLS FS - Fee Simple Tenure
Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A short walk to Lanikai Beach, and built new from the ground up in 2011, this home offers privacy, comfort & a lifestyle of unparalleled beauty. Ideal for entertaining, the spacious great room features custom mahogany slidersthat open 24 ft to an expansive covered lanai. The gourmet kitchen includes Thermador appliances, abundant custom Pyinkado cabinets & granite countertops. Travertine floors run seamlessly from the main level out onto the lanai, while the 2nd level showcases stunning solid Tigerwood hardwood floors. The 2nd floor features a primary suite w/an ensuite bath, large walk-in closet & private lanai w/ocean & Mokulua Island views. A 2nd bedroom on this level w/a full bath also makes a perfect office. The lower level, built new in 2020, consists of an expansive L-shaped rec room w/a wet bar, full bath, and a lanai w/steps leading to a terraced backyard filled w/plumeria, citrus, avocado, and banana trees. Eco-friendly features include 44 owned solar panels and a backup battery system.

314 Lapa Place, Kailua

Listing courtesy of Corcoran Pacific Properties.

$4,250,000
8 Beds 8 Baths 202608906 MLS FS - Fee Simple Tenure
Ideally positioned on a rare, level one-acre lot in the heart of Maunawili Valley, 969 Auloa honors a peaceful,Japanese-inspired roots. The estate has undergone a COMPREHENSIVE RENOVATION, blending essential modern upgrades with high-end aesthetics. From the new 200-amp electrical and copper plumbing to the solid quartz surfaces and Toto fixtures, every detail ensures an elevated, worry-free move-in experience. Overlooking the storied paddocks of Maunawili Farms, the estate offers a front-row seat to O‘ahu’s equestrian heritage. Relax by the pristine pool, watch the horses through the tropical canopy. From sought-after Kaimana lychee and Soursop to White peach and Apple bananas, this property is a fruit lover’s paradise. Enjoy papayas for breakfast, fresh tangerines and lemons for a refreshing drink, or gather avocados, coconuts, and mangoes for an evening meal. With multiple living wings and expansive land, it is perfectly suited for customized multi-generational living, diverse income-generating ventures, or a private estate tailored to your specific lifestyle. The main floor has 3 bedrooms and 2.5 bathrooms. The first level is accessed by an outside staircase, 3 beds, 2 baths.

969 Auloa Road, Kailua

Listing courtesy of Compass.

$4,250,000
4 Beds 4 Baths 202527969 MLS FS - Fee Simple Tenure
This stunning home is ready for you to live the ultimate Hawaii paradise lifestyle in the gorgeous community of Lanikai. Do not miss the opportunity to reside in this impeccable custom-built 4 bedroom 3.5 bathroom beauty! Built brand new and finished in 2018, the upper level showcases a chef’s kitchen and an open-concept living space that seamlessly extends to a spacious lanai, offering breathtaking ocean views—ideal for hosting or simply unwinding. This home features not one, but two luxurious primary suites, each with spa-inspired bathrooms and soaring windows that flood the space with natural light. High-quality materials were used, including marble countertops and gorgeous Walnut hardwood and Travertine floors throughout. The best part is that you’re just a short five-minute stroll from the pristine sands of both Kailua Beach and Lanikai Beach!

851 Aalapapa Drive, Kailua

Listing courtesy of Compass.

$4,200,000
4 Beds 4 Baths 202611048 MLS FS - Fee Simple Tenure
Get ready to find your dream home with this stunning Mid Century Modern home designed by Alfred Preis, the renowned Arizona Memorial Architect. Located just a stone's throw from Diamond Head beach, this fabulous home perfectly embodies the indoor/outdoor lifestyle, boasting a salt water pool, spa and an outdoor shower. Whether you love to host parties or prefer intimate gatherings, the multiple dining areas and a built-in bar are tailor-made for entertaining. The kitchen is a chef's paradise featuring dual sinks, Thermador appliances, a double oven and a gorgeous Heath Tile backsplash. Add a touch of green to your culinary endeavors with the accompanying herb garden. The house remains true to the mid-century aesthetic with smartly designed built-ins and offers abundant storage throughout. Convenient features such as upstairs/downstairs washer/dryers, and central AC in the bedrooms underline the thoughtful design. Hau trees provide privacy around the perimeter, with the added bonus of fruit trees including lime, fig and avocado. Don't miss the chance to live in a home that seamlessly blends style, luxury and comfort at Diamond Head.

4072 Kulamanu Street, Honolulu

Listing courtesy of Harcourts Island Real Estate.

$4,200,000
4 Beds 7 Baths 730560 MLS ['Fee Simple'] Tenure
Experience timeless elegance at this solidly built, red brick country manor. Situated on 1.75 acres of beautiful rolling lawns and gardens, this home was completely renovated between 2014 and 2016 with meticulous attention to detail. This home will truly stand the test of time. The home is designed around a wonderful and peaceful central atrium. The south wing features a spacious country kitchen, lounge area, and dining area. A French door leads to the newly added covered patio. The brick patio continues around the pool area and beyond. A unique highlight is the Southern-style "screen porch" living area equipped with storm shutters for those times they may be needed. The primary suite serves as a private retreat with two walk in closets and bathroom with walk in shower and soaking tub. In the main home you also have two en-suite bedrooms, two dedicated offices, a powder room, and a laundry room with a view! The separate guest house offers a bedroom, bathroom, kitchenette, living room, and central air-conditioning making it the ideal area for hosting family and guests. The attached FOUR car garage is not something you will find in many homes in Kona. It is perfect for the car enthusiast with one, or more classics! There is a ton of added storage, as well as another half bathroom. Here are just a few of the items included in the renovation (2014-2016): * Standing seam roof * Screening and drainage in the atrium * Updated all bathrooms * Complete kitchen renovation with beverage station * New flooring except the original Saltillo tile and laundry room * Electric storm/security shutters added to screen porch * Addition of the covered patio off the kitchen * Plantation shutters throughout * Additional storage in garage * Central A/C in guest house * Owned 40 panel photovoltaic system * HOA fees are $2,500.00 paid annually * Holualoa school district

75-635 Kula Kai Pl, KAILUA KONA

Listing courtesy of Coldwell Banker Island Properties - Kona.

$4,200,000
4 Beds 3 Baths 725578 MLS ['Fee Simple'] Tenure Puu Loihi Ii BLDG.
Perched above the turquoise waters of Kalihiwai Bay, this stunning 4-bedroom, 2.5-bath residence captures the essence of Kaua‘i’s North Shore lifestyle—where ocean, mountain, and valley views surround you in every direction. Perfectly sited on 2.5 acres of lush tropical land, the property offers unmatched privacy and a front-row seat to one of the island’s most dramatic coastlines. The home’s open-concept design seamlessly blends indoor and outdoor living. Expansive glass doors frame panoramic views of the bay and fill the interior with natural light. The spacious great room features vaulted ceilings and a warm, inviting aesthetic ideal for entertaining or quiet reflection. A well-appointed kitchen with premium appliances and generous counter space opens to the dining and living areas, all oriented toward the breathtaking ocean vista. The primary suite is a private sanctuary with a spa-inspired bath and lanai access overlooking the water. Three additional bedrooms provide space for family or guests, and a flexible floor plan allows for a home office, art studio, or fitness area. Outdoors, enjoy multiple covered lanais perfect for sunrise coffee or evening stargazing. The acreage is beautifully landscaped with tropical plantings, mature fruit trees, and ample room for gardens or a pool. Located just minutes from Kalihiwai Bay’s world-class surf and white sands, and a short drive to Hanalei, Kilauea town, and the North Shore’s finest beaches, dining, and hiking trails. Experience the best of island living—spectacular views, natural beauty, and a home that embodies tranquility and timeless Hawaiian charm.

4471-G Anini Vista Dr, KILAUEA

Listing courtesy of eXp Realty.

$4,195,000
3 Beds 3 Baths 727662 MLS ['Fee Simple'] Tenure
Hale o’ Mahina, a licensed Transient Vacation Rental, is located on a quiet street with ocean and mountain views and is literally steps from one of the North Shore’s most iconic beaches and surf spots. This is a rare opportunity to own a custom North Shore beach home with a TVR license, elevated on 18-foot pillars in Hā‘ena—Kaua‘i’s most coveted North Shore neighborhood. Surrounded by tropical landscaping, the home sits on a large lot and enjoys sweeping views in all directions. The residence is thoughtfully designed for relaxation, enjoyment, and entertaining. Features include a large open kitchen, oversized lanai, great room, dining area, pantry closet, media center, Monkeypod breakfast bar, three bedrooms, three ensuite bathrooms, a spacious utility room, and a large locked owner’s storage closet, which includes two top-of-the-line VESL paddleboards. Vaulted ceilings, hardwood and slate flooring, and teak, koa, and bamboo furnishings enhance the home’s tropical ambiance. A remodel was completed in 2018, including the expansion of a spacious covered lanai. A new roof with warranty was installed in September 2024. The generously sized lanai is ideal for entertaining, featuring Ipe hardwood flooring, a high-quality Jensen Outdoor Heritage dining table and chairs, and a bar-height table with swivel seating. The home is well ventilated with full-length Fleetwood sliding screen doors, Velux solar-powered rain-sensitive skylights, and Big Ass Fans throughout. A new outdoor shower and foot rinse are conveniently located downstairs for rinsing off after the beach, along with a dedicated storage closet for beach gear. Tunnels Beach, Hā‘ena Beach, Ke‘e Beach, and the Nā Pali Coast Trail are just down the road, with Hanalei Bay approximately 10 minutes away. Enjoy Hale o’ Mahina for its ocean views, cooling trade winds, and evening skies where the moon and stars shine brightly—true to its name, “House of the Moon.”

7205 Alealea Rd, PRINCEVILLE

Listing courtesy of Aloha Sotheby's Intl Realty - Kaua'i.

$4,190,000
5 Beds 6 Baths 731146 MLS ['Fee Simple'] Tenure
Among the numerous magnificent vantage points in Kohala Ranch, the Heathers is widely recognized as Kohala Ranch’s premier location and the neighborhoods of Kohala Estates, Kohala by the Sea, and Kohala Waterfront its ne plus ultra. Just a stone’s throw away from world-class resorts, beaches, and seasonal whale watching, this abode serves as a secluded private retreat. Enter through lusciously landscaped gates to discover a private resort in a secluded location. A stately, expansive great room features a limestone entryway and cathedral ceilings, flowing into a living area with curved walls. This design unites panoramic Pacific Ocean vistas with bucolic rolling pastures along the Kohala Coast. The 5,136 square foot of living space with 5 bedrooms, 5.5 bathrooms, plus bonus rooms, deliver a sense of glamorous intimacy. Designed for refined living and grand entertaining, this property boasts a generously proportioned lanai and an in-ground pool with an integrated spa hot tub. A fully fenced, professional-grade tennis court spanning 7,050 square feet further exemplifies a lifestyle that is both wholesome and sophisticated. ​The pool house gazebo, featuring a wet bar, and the formal dining room, bathed in natural light from full-length windows, are impeccably designed to offer luxurious dining experiences, whether for casual meals in the eat-in kitchen or formal dining. ​Beyond its selection of fine furnishings, the home features beautiful Cumaru hardwood flooring throughout, complemented by decorative art. For deeper relaxation, an inner sanctuary includes an authentic Japanese tearoom with traditional tatami mats. The home’s private spaces and entertainment areas, both indoors and outdoors, are based on a livable marriage of function and form, the quotidian and the leisurely. Redesigned to offer an alchemy of classical design with a refined contemporary palate. Modern amenities provide convenience while maintaining the ambiance of Hawaiian elegance.

59-128 Olomana Rd, KAMUELA

Listing courtesy of Private Listings Hawaii.

$4,150,000
4 Beds 4 Baths 408755 MLS Fee Simple Tenure
Stunning home for sale in the Papohaku Ranchlands Subdivision on Molokai's West End. This 5.73-acre fenced property features a main house, a two-car garage with a rec room, a 2-bedroom, 1-bath cottage with a private entry, an equipment shed, and a fenced riding arena. The luxurious, fully furnished main house spans 5,257 square feet and includes 4 bedrooms, 3.5 bathrooms, walk-in closets, a private office, a media room, a formal dining area, two fireplaces, a card room with an adjoining bar area, and a large laundry room. Additional decks offer panoramic ocean views, including the island of Oahu across the Kaiwi Channel. The home also boasts a pool, pool cabana/bar, jacuzzi, steam room with shower, fitness area, Koi pond with waterfall, owned PV solar panels, solar shades, electric skylights, and 5 split A/C units in the kitchen and other rooms. The kitchen has been recently remodeled with custom cabinets in the bar area and kitchen. There is also a large 2-car garage, a carport with a workshop area, and a rec room. The ohana unit is a 2-bedroom, 1-bath cottage with a laundry room and a private entry gate. The grounds include a fenced equestrian riding arena, a chipping green, 200 exotic palm trees, 20-foot Queen Sego palms in the pool area with other lush vegetation and flowers. Everything is move-in ready, just waiting for you to embrace the Hawaiian lifestyle

Maunaloa

Listing courtesy of Molokai Real Estate.

$4,140,000
5 Beds 6 Baths 731423 MLS ['Fee Simple'] Tenure
Some properties are defined by their homes. Others, by the land. This extraordinary 33.76 acre sustainable sanctuary in North Kohala is defined by both. Nestled in desirable Lava Zone 9, this remarkable property has been lovingly stewarded into a private retreat where exceptional craftsmanship, renewable living, and the beauty of Hawaiʻi exist in perfect harmony. As you travel the private drive beneath hundreds of swaying coconut palms, the outside world fades away. Sweeping Pacific Ocean views unfold before you, with Haleakalā rising majestically across the channel. Gentle trade winds, deep soil, and mature tropical gardens create an atmosphere of peace that is both grounding and inspiring. The thoughtfully crafted property includes approximately 3,960 square feet of living space in beautifully designed buildings. The main residence showcases bamboo architecture, handcrafted American Clay wall finishes, custom African Mahogany cabinetry, solid mahogany and teak doors, premium Pella windows, and bamboo, cork, quartzite, and eucalyptus flooring. A custom mahogany shoji screen office provides an inspiring workspace, while the private owner's suite features expansive lanais and a stunning marble bathroom with soaring ten foot walls that transform everyday living into a spa like experience. Designed for resilience as well as beauty, the property features three independent solar systems, more than sixty solar panels, battery storage, county water, a private well supporting the lush landscape with cold clean water and two permitted engineered wastewater systems. Mature coconut palms, dragon fruit, bamboo groves, productive gardens, and open pastures create endless opportunities for farming, horses, wellness, or simply enjoying the quiet luxury of living in harmony with the land. Some opportunities are measured by investment. Others are measured by the life they make possible. This is one of those rare places where both come together.

55-3309 Hoea Makai Rd, HAWI

Listing courtesy of Algood Hawaii, LLC.

$4,100,000
5 Beds 5 Baths 202613989 MLS FS - Fee Simple Tenure
Must See! Experience the rare serenity of one of Hawaii Kai's most extraordinary view residences. Perfectly positioned on a prime 11,000 SF cul-de-sac lot in the prestigious Koko Kai/Triangle neighborhood, this beautifully rebuilt home offers a truly exceptional combination of breathtaking ocean views, refreshing trade winds, complete privacy, and seamless indoor-outdoor living. The home features 4 bedrooms plus a spacious, flexible guest suite, including a large newly added pool house with its own private entrance—ideal for extended family, guests, a home office, fitness studio, or creative retreat. Unobstructed views of Maunalua Bay, Diamond Head, and the sparkling Pacific Ocean can be enjoyed from nearly every principal room.Rebuilt in 2006, this resort-inspired property is designed for both relaxation and entertaining. The spectacular 50-foot, 30,000-gallon pool with spa and waterfall creates a true private oasis, while expansive lanais invite year-round island living surrounded by panoramic views and cooling trade winds. Modern comforts include 20 owned photovoltaic panels, a Tesla charger, a new water heater, and refreshed landscaping recently completed.

278 Makaweli Place, Honolulu

Listing courtesy of Locations LLC.

$4,100,000
10 Beds 6 Baths 202607262 MLS FS - Fee Simple Tenure
Live your Hawaii dream in this gated oceanfront compound, perfectly situated on the serene Naupaka Peninsula of Laie Point. This sale includes 2 OCEANFRONT HOMES (10 bedrooms, 6 bathrooms) on a large 16,875 sq ft lot. With approximately 100 linear feet of unobstructed ocean frontage, enjoy stunning panoramic views of clear blue ocean, Laie Bay, and the majestic Ko'olau Mountains. Both homes were recently renovated. 55-060 Naupaka Street includes an approximately 1,478 sq ft 3 bedroom 2 bath home + a 1 bedroom 1 bath ohana unit. The larger 55-064 Naupaka Street includes an approximately 3,258 sq ft 7 bedroom 4 bath home & a 2 car garage. Both homes have their own separate individual Tax Map Key (TMK). Rare opportunity to own two adjacent oceanfront homes on the very desirable Laie Point. Very close to BYU, the Polynesian Cultural Center, North Shore beaches, Waimea Bay, Pipeline, & the 5-Star Turtle Bay Resort, farm-to-table restaurants, world class golf, oceanfront horseback riding, walking trails, and helicopter tours. Approximately an hour drive to Honolulu by car or 15 minutes by helicopter from Turtle Bay's Heliport. Very easy to view on short notice! Welcome home to paradise!

55-060 & 55-064 Naupaka Street, Laie

Listing courtesy of HomeSmart Island Homes.

$4,100,000
3 Beds 4 Baths 710509 MLS ['Fee Simple'] Tenure
Step into your slice of paradise in Keauhou Estates, where every glance unveils a breathtaking panorama of the ocean and coast, stretching out before you in a seamless 180-degree vista. This three-bedroom, 3.5-bathroom sanctuary embodies luxury living with a touch of tranquility. As you enter, be greeted by the soothing sound of flowing water from the indoor feature, adorned with vibrant koi swimming gracefully in their pond, adding zen to your everyday life. The Polynesian-inspired wood beam ceilings elevate the ambiance, invoking a sense of timeless elegance and exotic allure. Indulge your culinary desires in the gourmet kitchen, equipped with top-of-the-line appliances and features, ensuring every meal preparation is a delightful experience. Whether you're hosting a soirée or enjoying a quiet evening in, the seamless flow between indoor and outdoor spaces provides the perfect setting for any occasion. Escape to your private oasis in the master suite, where serenity meets sophistication. Luxuriate in the en-suite bathroom, complete with lavish amenities and a design that exudes opulence at every turn. Waterfall house upgrades. * Refrigerator * Washer/Dryer *Flooring in bedrooms. *New whole home AC system with 7 mini splits. *Replaced roof. All copper. Over $500,000. *Heat pump for the pool and hot tub. *Pool and hot tub automation by jandy. *Furniture in all rooms. *TV's and electronics in all rooms. * 55 Leased Solar Panels/ 4 Tesla Batteries rented with Sunrun

78-6814 Keaupuni St, KAILUA KONA

Listing courtesy of Lotus Golden Realty, LLC.

$4,098,000
5 Beds 4 Baths 202608270 MLS FS - Fee Simple Tenure
Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. Situated on a generous lot, the residence offers a seamless blend of indoor-outdoor living, framed by tranquil water views & lush surroundings. The main home features 4 bedrooms & 2.5 bathrooms, thoughtfully designed with soaring ceilings, & a spacious open-concept layout that fills the interior with natural light & refreshing trade winds. Clean lines, modern finishes, & refined craftsmanship create an inviting yet sophisticated atmosphere, perfect for both everyday living & entertaining. The fully legal 1-bedroom, 1-bath ADU—ideal for guests, extended family, or rental income—adding exceptional flexibility to this already remarkable offering. Expansive outdoor spaces invite you to unwind, host gatherings & enjoy peaceful waterfront setting. This home delivers a lifestyle that is both rare and deeply connected to its surroundings. Minutes from Kailua's beaches, dining and shopping. A true once-in-a-lifetime opportunity to own a signature property in one of O‘ahu’s most desirable coastal communities.

485 Wanaao Road, Kailua

Listing courtesy of Corcoran Pacific Properties.

$4,095,000
4 Beds 5 Baths 408523 MLS Fee Simple Tenure
The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller.

3378 E Lani Ikena Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$4,000,000
3 Beds 4 Baths 202612856 MLS FS - Fee Simple Tenure
Experience the pinnacle of Windward Oahu living in this architecturally stunning, modern masterpiece. Designed by award-winning architect Jim Schmit and completed in 2017, this residence perfectly blends contemporary European luxury with the timeless beauty of Kaneohe Bay. Step through a grand 8-foot pivot entry door into an expansive open floor plan defined by high ceilings and wall-to-wall ceramic tile flooring. The chef’s kitchen features high-end European-style cabinetry and premium stainless steel appliances. Every bedroom serves as a private retreat, complete with its own en-suite full bathroom and generous walk-in closet space. Situated directly on the water with breathtaking sunrise views over the bay and the majestic Ko'olau Mountains. Adventurer's Dream comes true, Kayak or paddleboard directly from your backyard, to reach the world-famous Kaneohe Sandbar in under 10 minutes. The property is nestled in a secluded, tropical setting with professional landscaping and a private two-car garage plus additional driveway. A peaceful hideaway with total 18,578 sqft land that remains remarkably close to the conveniences of Honolulu, local shopping, and the Kaneohe Yacht Club.

47-409 Kamehameha Highway Unit B, Kaneohe

Listing courtesy of FAMILY Hawaii Realty.

$4,000,000
3 Beds 3 Baths 723901 MLS ['Fee Simple'] Tenure
Just steps from Hā‘ena’s world-famous beaches, this beautifully upgraded 3-bedroom, 3-bath residence blends luxury with the relaxed charm of island living. The open floor plan and expansive lanais connect seamlessly to two large primary suites at opposite ends of the home, offering both comfort and privacy. Extensively renovated in 2023, the home features smooth-finish white interiors, whitewashed, wide-plank oak flooring, solid quartz countertops with custom backsplash, all-new Miele appliances, custom interior doors and hardware, and remodeled baths with monkeypod vanities, soaking tubs, and walk-in showers. The owner has added thoughtful touches to enhance the beach house feel, including a wave-shaped fence, coastal-inspired finishes, and a soothing palette of neutral shades and beach colors that create an inviting and comfortable atmosphere throughout. Modern upgrades include four brand-new A/C units, a filtered water system, upgraded solar, and new ceiling fans. Surrounded by lush tropical beauty, the property offers effortless indoor-outdoor living with direct access to multiple nearby beach paths. Move-in ready, this is a stand-out beach house ideal as a full-time residence, or seasonal retreat.

7330 Alealea Rd, HANALEI

Listing courtesy of Hawaii Life.

$4,000,000
3 Beds 2 Baths 404282 MLS Fee Simple Tenure
Panoramic bi-coastal ocean views, island of Lanai, W. Maui MT. + Central & North shore areas. Private 3.864 acres, approx. 3700 elevation, land has terraced & leveled areas, clean crisp air perfect temp. & options to expand. Enjoy glorious sunsets, much sought after magical very private Kula location. Owner's original intent was to build as a cottage. Solar Hot Water, radiant floors heating in main living area. Property long-term rental since build date 2006, owner did not occupy. The lower level/basement+ the upper attic /loft + the main level lanai areas - are all enclosed & finished to be utilized as additional use spaces.(actual sq. ft. /rooms do not match TMK records) A future build main home site area enjoys the best views & is cleared & ready to begin build, also there are additional build areas to add (?) a barn, work studio. Koa + Citrus + Avocado. County water + 25,000.Gal.water tank. Septic, Gas, Electric + Solar hot water. NO HOA. Tenant occupied 48 hours notice to show (All photos taken before tenant occupied) Private concrete driveway. (not a drive by, do not enter /disturb) Showings by appointment.

210 Napoko Pl, Kula

Listing courtesy of Hawaii Equity Management LLC.

$3,999,900
4 Beds 4 Baths 202609693 MLS FS - Fee Simple Tenure
Beautifully renovated mid century modern Kailua beach house with room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous white sand beach, down one of Kailua's most quiet lanes. Recently expanded to 4 bedrooms, 3.5 baths, this beach home sits on a large flat lot with a beautifully landscaped yard, in one of Hawaii's most coveted neighborhoods! Featuring a brand new kitchen with Wolf appliances, custom cabinets, new tile floors, and a grand living space with soaring high ceilings. The home was just recently expanded to include a brand new primary bedroom and bathroom and a new mud room with a new butler's pantry, a new laundry room, and all new plumbing and electrical. All new Fleetwood windows and sliding doors for smooth, luxurious indoor/outdoor living. And yes there is plenty of room to install a pool! Mahiloa Pl is one of Kailua's hidden gems, on a beautiful part of Kailua beach with minimal public foot traffic. This home has been lovingly remodeled from top to bottom, and is ready for a new owner to move in!

85 Mahiloa Place, Kailua

Listing courtesy of eXp Realty.

$3,999,000
2 Beds 1 Baths 409398 MLS Fee Simple Tenure
Also listed as Vacant Land, MLS #409399 Rare 27-acre property in Haiku on Maui’s North Shore, offering exceptional privacy, serenity, and sweeping panoramic views. This unique estate spans 3 contiguous TMKs and is gated for added security and exclusivity. Enjoy expansive ocean and Haleakala views from multiple vantage points across the property. A custom-built 2-bedroom, 1-bath home is situated on the upper portion of the land, providing a comfortable living space to enjoy immediately — or to serve as a guest house while you build your dream estate. The upper acreage features flat, usable pasture land, while the lower portion offers gently rolling terrain. This acreage is ideal for agricultural use, an equestrian estate, a private retreat, an estate home or even a subdivision. The land has not been farmed in over 30 years. SELLER FINANCING IS AVAILABLE, making this a rare opportunity to secure large, versatile acreage in Haiku with flexible terms.

654 Kaupakalua Rd, Haiku

Listing courtesy of Compass-W.

$3,999,000
5 Beds 6 Baths 409285 MLS Fee Simple Tenure
Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

$3,999,000
2 Beds 4 Baths 724741 MLS ['Fee Simple'] Tenure Hale Ono BLDG.
Exclusive Beachfront Estate | Kauai’s North Shore Discover the pinnacle of island luxury on Kauai’s coveted north shore. This exceptional two-story beachfront residence blends contemporary elegance with the serene beauty of its natural surroundings. Just steps from the ocean, the home offers sweeping mountain and ocean vistas that capture the essence of Hawaii’s most sought-after coastal living. Enjoy gentle sea breezes from your spacious lanai, or unwind by your private pool and spa after a day exploring the shoreline. Designed for comfort and versatility, the home features multiple living areas accommodating up to eight guests, with four bathrooms ensuring privacy and convenience. Set on a secluded flag lot with private beach access, this rare retreat offers both exclusivity and proximity—only minutes from the charming town of Hanalei and the island’s most iconic beaches. Experience a lifestyle defined by tranquility, beauty, and timeless island sophistication.

5-7094 Kuhio Hwy, PRINCEVILLE

Listing courtesy of Kauai Exclusive Realty.

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.