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$1,350,000
5 Beds ⋅ 3 Baths ⋅ 202607891 MLS ⋅ FS - Fee Simple Tenure
Attention investors and buyers looking for a great opportunity: this five-bedroom, two-and-a-half-bath home in Aina Haina offers incredible potential. The property includes an attached 2-bedroom, 1-bath ‘ohana unit that is in good condition—ideal for multi-generational living or rental income. The main home requires extensive remodeling, with the entire interior ready for a full update—perfect for buyers looking to build equity or create a home tailored to their family’s lifestyle.

523 Kiholo Street, Honolulu

Listing courtesy of 2K Realty Inc..

$6,998,000
5 Beds ⋅ 8 Baths ⋅ 202607760 MLS ⋅ FS - Fee Simple Tenure
This home is an exceptional buy for the Kahala market. Priced below replacement cost for this INCREDIBLE & RARE to see craftsmanship! Completed in 1993 & built from quality materials & impeccably detailed carpentry. The original décor & finishes of each room was created as a series of elaborate fantasies from Shakespeare to the travels of Napoleon. A dramatic entry boasts soaring ceilings impeccably detailed; a sweeping staircase highlighted by walls of glass; & an extensive use of fine marble & granite throughout. Wide pocketing glass doors joins the interior to the outdoor spaces & pool for relaxing in this splendid residence. The first level includes a grand dining area with a reflective mirrored ceiling, a service bar with a spacious lounge for social gatherings, a library/media room & two bedroom ensuites. On the second level is a billiard area with a step down cozy seating area for spectators to relax. To the right & left of the billiard room are two additional bedroom ensuites. The home includes a 3-car garage & lots of storage areas. Located across the street from the former Weinberg Estate & a direct access to sandy beach for a stroll along the ocean.

4504 Kahala Avenue, Honolulu

Listing courtesy of Hawaii Life.

$1,380,000
5 Beds ⋅ 3 Baths ⋅ 202607716 MLS ⋅ FS - Fee Simple Tenure
Once in a while something special comes along. This enchanting homestead in Waimea, Big Island feautes 3 acres of some of the most fertile soil in the state with the cleanest air and safest lava zone on the Big Island, with an artistically restored Japanese-style home, walking bridge over a seasonal stream, several fruit trees and fenced pastures for animals. A peaceful retreat, yet only minutes to shopping centers like Parker Ranch, allowing you the perfect blend of convenience, privacy and solitude. The main home (completely re-built in 2011) features 4 bedrooms, 2 bathrooms, gourmet kitchen, spacious outdoor living room/lanai, carport and a cozy fireplace for those chilly Waimea nights. Sale can also include approved plans for a 2nd home (and a 2 car garage for that home is already built and permitted) Fruit trees include cherry, avocado, loquat, citrus, with plenty of space for further development. Use as a personal home and/or rental income-producing property, and with the flexible zoning- the property could also be turned into a farm, hoste short term rentals, yoga classes, animal sanctuary and so much more. This special gem is ready for it's next steward!

64-645 Mamalahoa Highway, Kamuela

Listing courtesy of Turquoise Hawaii Real Estate.

$6,750,000
5 Beds ⋅ 5 Baths ⋅ 202607539 MLS ⋅ FS - Fee Simple Tenure
Located on a private cul-du-sac in the Kaimalino neighborhood of Kukuiula, this rare 5 bedroom and 4.5 bath residence is perfect for your tropical family retreat, or as a lucrative investment rental property. One of the few properties available with both ocean and golf course views, the property is located on the 9th hole of the Tom Weiskopf designed championship golf course. The home is thoughtfully positioned to both frame sweeping ocean views from nearly every room in the home and capture the natural trade winds of Kauai. The outdoor space features lush tropical landscaping with a private fenced-in back yard for privacy and enjoyment. The open-concept living area flows seamlessly to the outdoor lanai through Fleetwood retractable doors, providing effortless indoor/outdoor living. A refined interior designed for both elevated living and effortless entertaining, this property showcases a seamless blend of sophistication and functionality. The home is uniquely distinguished by two primary suites, each serving as its own tranquil retreat. Both suites are. All comments, data is provided by seller or seller's representatives.

4556 Kaimalino Place, Koloa

Listing courtesy of Nathalie Mullinix R. U., Inc..

$1,680,000
5 Beds ⋅ 4 Baths ⋅ 202607413 MLS ⋅ FS - Fee Simple Tenure
Capture strong rental potential and full-occupancy appeal with this updated tri-level residence in the highly sought-after Lulani Ocean community. Showcasing breathtaking panoramic views of Kaneohe Bay, Chinaman’s Hat, and the Ko‘olau Mountains, this expansive 6-bedroom, 3.5-bath home features a flexible layout with separate entrances on each level—perfect for multi-generational living or maximizing income opportunities. Bright, open interiors with modern finishes, large windows, and refreshing trade winds create an inviting living environment tenants will love. Ideally located just minutes from bay activities, Windward Mall, schools, and H-3 access, convenience further enhances its rental desirability. With a rare 6-car garage and additional driveway parking, this property offers the space, versatility, and investment potential to support consistent occupancy and strong returns.

47-218 Kamehameha Highway, Kaneohe

Listing courtesy of Starts International HI, Inc..

$1,495,000
5 Beds ⋅ 3 Baths ⋅ 202607204 MLS ⋅ FS - Fee Simple Tenure
EXCEPTIONAL TANTALUS VALUE! Sought after location on lower Tantalus! This 4 bedroom, 2 bath, 1,951 Sq. Ft. home offers a beautiful island setting with covered lanai and useable yard area. PLUS a separate 400 Sq. Ft. studio with bath above the garage is perfect for income, house guests or home office/gym. A large chef's kitchen is the heart of the home and perfect for entertaining. The spacious primary bedroom opens to the covered lanai and includes a flex space for office or other use. Secure parking in the garage for 2, plus 3 more outside. Avocado trees and fenced backyard. Convenient to Punahou, Manoa, downtown and more! Don't miss this opportunity!

2168 Round Top Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$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.

$2,195,000
5 Beds ⋅ 3 Baths ⋅ 202607327 MLS ⋅ FS - Fee Simple Tenure
Recently reintroduced to the market, this spacious 5-bedroom, 3-bath single-family home sits on a large, level lot in the desirable Kailua neighborhood. Its thoughtful layout provides flexibility for multi-generational living, home offices, or extra space. Enjoy a seamless indoor-outdoor flow with a generous yard, ideal for entertaining or future expansion. Conveniently located near schools, shopping, and beaches, this is a rare chance to own a well-sized home with room to grow in one of Oahu’s most sought-after communities. Move-in ready and available for purchase "as is."

1091 Alahaki Street, Kailua

Listing courtesy of HB Homes INC.

$4,995,000
5 Beds ⋅ 4 Baths ⋅ 409257 MLS ⋅ Fee Simple Tenure
Welcome to perfection in Upcountry Kula. Imagine a private retreat spanning 2.367 acres, surrounded by the abundant natural beauty of the land, combined with pristine bi-coastal ocean views reaching to Moloka’i and Lana’i. A legacy estate of this caliber defines tranquil upcountry living at its best, creating a home to celebrate life’s landmarks. Resting at 2,200 feet on Haleakala’s western slope, this unique residence enjoys the best of the mild upcountry climate. Kula residents appreciate year-round Springtime with gentle Pacific breezes and consistently comfortable temperatures. Panoramic views of the Pacific greet you throughout the home’s interiors. Oversized picture windows in the living room and primary suite frame these reach-out-and-touch unequaled vistas, changing throughout the day as the light does. The main residence’s light-filled, lofty spaces seamlessly meld together with 5 bedrooms and 3.5 baths, spanning 3,644 square feet. The home's custom Mediterranean architecture and local craftsmanship embrace simplicity, which defines the unique upcountry lifestyle. In addition to those ocean views, there are forty native fruit trees (avocado, mango, citrus, mangosteen, star apple, lychee, peach, nectarine, star fruit), honoring the land and the year-round outdoor living experience. A separate suite with a private entrance is the perfect flex space for a creative studio, work-from-home office, full-size gym with infrared sauna, second kitchen, full bathroom, private deck, and yard. The main residence has brand-new Wolf appliances, including an induction range, refrigerator, and dishwasher. Custom new white oak hardwood flooring throughout is the canvas for your personal design statement. Discover the custom yurt with 20ft ceilings, including ocean and unequaled Haleakala’s views. Walking trails wind throughout the property's landscape, with ocean views at every turn, and are a natural amenity to this perfect retreat. The redesigned pool and spa are the home’s centerpiece, boasting a 40-foot saltwater pool with solar heating. Imagine experiencing the best of Kula from sunrise to sunset, 365 days a year. Visit this Upcountry Kula home, and you will discover it is exactly where you are meant to be.

1260 Naalae Rd, Kula

Listing courtesy of Compass-W.

$1,199,000
5 Beds ⋅ 3 Baths ⋅ 409208 MLS ⋅ Fee Simple Tenure
Well-maintained North Kihei home offering flexible living just moments from the beach. Unit A of the Waiakoa Makai CPR includes approximately 1,726 sq ft of living area on a ~7,500 sq ft limited common element, with comfortable indoor spaces and a usable yard. The upper level is configured as a 3-bedroom, 2-bath layout with bright living areas and an updated kitchen. The lower level includes 2 additional bedrooms, bathroom, and separate entry, creating a great opportunity for extended living, multi-generational use, or added flexibility. Set among mature trees, the property feels tucked away with a sense of privacy while still being close to everything. Currently tenant-occupied; buyer to cooperate with existing lease in place. Conveniently located near Mai Poina Beach Park, with easy access to shopping, dining, and central Maui amenities. Photos are from prior to tenant occupancy; updated photos to be added. Contact your Realtor today to schedule a private showing.

442 Kenolio Rd Unit A, Kihei

Listing courtesy of West Maui Land Company Inc.

$3,660,000
5 Beds ⋅ 5 Baths ⋅ 202606734 MLS ⋅ FS - Fee Simple Tenure
House of Bird of Paradise - a wonderful oasis in prestigious Kahala. Grand scale interior of over 6,000sq ft, 5 spacious bedrooms and the possibility to make 6th bedroom with high ceilings, game room, Japanese room, family room, and a huge eat-in-kitchen. The house was built in 1998 with a steel frame and lots of granite tiles. A minute's walk to Kahala Mall. ***This house has no swimming pool.***

4347 Pahoa Avenue, Honolulu

Listing courtesy of Kaina Hale Hawaii Realty Inc..

$1,563,000
5 Beds ⋅ 3 Baths ⋅ 202606577 MLS ⋅ FS - Fee Simple Tenure
Welcome to this beautiful designed home located in highly desirable Kaimuki with city and sunset view, very convenient to school, shops and eatery places. This 5/3 home have 3/2 upstairs with central AC and 2/1 downstairs, open floor plan which allows for Muti-generational living. A must see!

928 9th Avenue Unit C, Honolulu

Listing courtesy of HomeSmart Island Homes.

$4,980,000
5 Beds ⋅ 7 Baths ⋅ 202528395 MLS ⋅ FS - Fee Simple Tenure
Perfectly situated on one of the prettiest tree-lined drives in Honolulu, known for its refined estates, this gorgeous classic treats you to panoramic Diamond Head, ocean, and mountain views. From the luxurious porte-cochere, a lovely hall opens to elegant living and dining rooms with high ceilings. The generous covered lanai and spacious pool overlook the landscaped lawn and magnificent views. You’ll be proud to entertain guests in museum-quality spaces or simply enjoy your serene, indoor-outdoor lifestyle. A desirable ground floor bedroom suite, family room, breakfast room, kitchen and plentiful storage complete the expansive main level. Upstairs are three more large bedroom suites, each with its own bath. A separate cottage provides flexible options for guests or extended living. Attributed to architect C. W. Dickey, who designed the original Halekulani Hotel and other island-style treasures, this home is on the Hawaii Register of Historic Places with property taxes of only $25/month. Lovingly maintained and upgraded with PV and more, the residence offers masterful design, privacy, and views in a stellar location.

2475 Makiki Hts Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$1,850,000
5 Beds ⋅ 3 Baths ⋅ 408994 MLS ⋅ Fee Simple Tenure
Welcome to a rare Moloka?i oceanfront estate property offering space, privacy, and sweeping island views. Situated on a .59-acre lot with an additional adjoining vacant parcel, this impressive property combines luxury living with the relaxed lifestyle Moloka?i is known for. The main estate home features 5 bedrooms, 2.5 bathrooms, and approximately 2,925 square feet of interior living space, complemented by an attached three-car garage and a roundabout driveway with a private automatic entry gate. Designed to take full advantage of its waterfront setting, the home features a large tiled oceanfront lanai, perfect for enjoying views across the channel to Lanai, seasonal humpback whale sightings, and spectacular winter sunsets, all while benefiting from Moloka?i’s year-round cooling trade winds. Inside, the spacious layout includes a great-room style kitchen with a large island, seated bar, tiled counters, double ovens, and a full walk-in pantry. The kitchen flows into both a formal dining area and an oceanfront breakfast nook, ideal for morning coffee with expansive ocean views. The home also includes a comfortable living room with hardwood floors and beachfront vistas. The primary bedroom suite captures panoramic ocean views right from the bed and includes a luxurious bathroom with a soaking tub and walk-in ice cube shower. Guest bedrooms also enjoy beautiful ocean and garden views. In addition to the main residence, the estate includes a separate 681 sq ft one-bedroom, one-bath ohana cottage, ideal for extended family, guests, or potential rental use. The property is being sold with an additional adjoining vacant lot totaling approximately 15,581 sq ft, complete with its own water meter, offering possibilities for future development, expanded privacy, or additional garden space. The grounds feature spacious lawns, fenced areas, a small greenhouse, and a variety of tropical plants and fruit trees, creating a peaceful island retreat. With no neighbors directly on either side, the property offers exceptional privacy while still being just a short walk to One Ali?i Beach Park. This is a unique opportunity to own a large oceanfront estate with additional buildable land along Moloka?i’s scenic coastline—combining privacy, space, and breathtaking island views in one exceptional property.

2160 Kamehameha V Hwy, Kaunakakai

Listing courtesy of Molokai Vacation Properties.

$865,000
5 Beds ⋅ 3 Baths ⋅ 202604435 MLS ⋅ FS - Fee Simple Tenure ⋅ Montecito/Tuscany BLDG.
Beautiful move-in ready 5-bedroom, 3-bath home in the highly desirable Montecito/Tuscany community of Ewa Beach. This well-maintained and upgraded residence features a renovated kitchen and primary bathroom (2021) with sleek black Samsung stainless steel appliances. Enjoy comfortable island living with central A/C (new motor installed in 2023) and energy-efficient features including 18 leased PV panels and a new solar water heater system installed June 16, 2025 to help reduce electricity costs. The spacious primary suite offers an ensuite bath and walk-in closet, while two additional bedrooms feature mini walk-in closets. A convenient first-floor bedroom is perfect for guests, extended family, a home office, or playroom. The property includes an enclosed 1-car garage plus driveway parking for three additional vehicles. Enjoy being just minutes from Laulani Shopping Center, parks, schools, restaurants, medical clinics, golf courses, bus routes, and easy freeway access. Seller to credit 5k for carpet replacement. Seller will also credit 1 full year "12 months" of $956 for maintenance fees. One or more photos have been virtually staged.

91-2210 Kanela Street Unit T83, Ewa Beach

Listing courtesy of Hawaii Modern Realty.

$1,500,000
5 Beds ⋅ 4 Baths ⋅ 202604150 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity to own two separate homes on one lot. Two Electrical meters The front home offers 3 bedrooms and 2 bathrooms, remodeled in 2015 and well maintained over the years. Comfortable layout, move-in ready, and easy for everyday living. The detached rear home features 2 bedrooms and 2 bathrooms with 1 bedroom and 1 bath upstairs and 1 bedroom and 1 bath downstairs. There is also an open patio with extra space for outdoor use. Parking for up to 5 vehicles on the property provides good separation and privacy between the two homes. Great option for extended family or rental income while living in the main home. Plenty of parking on the property plus easy street parking nearby. Flexible layout suitable for multi-generational living or investment. Convenient location close to hospitals, markets, and bus routes with easy access to daily necessities. Must see to appreciate.

709 Twin View Drive, Honolulu

Listing courtesy of Locations LLC.

$1,475,000
5 Beds ⋅ 4 Baths ⋅ 202605111 MLS ⋅ FS - Fee Simple Tenure
Here is your rare opportunity to own an extended floor plan "Opus" model in Kapolei Knolls. This Spacious, Move in Ready home boasts a Dual Central AC system, Primary Bedroom suite on the first floor with direct access to covered patio, large walk-in closet, remodeled bathroom w/ soaking tub, and double vanities, formal living and dining room, remodeled half bath and a luxurious kitchen with stainless steel appliances. The second floor has an additional Primary Suite with its own lanai, open space family room w/lanai, upgraded full bathroom, 3 additional bedrooms and 42 PV Panels. This is the perfect home for a large family or mutli-generational living. Just a short drive to Ka Makana Alii mall, UH West Oahu, Costco, Target, and lots of new Restaurants. Don't miss this opportunity to own the largest floor plan home in the Kapolei Knolls!

91-1468 Wahane Street, Kapolei

Listing courtesy of Hawaii Living LLC.

$3,250,000
5 Beds ⋅ 5 Baths ⋅ 408964 MLS ⋅ Fee Simple Tenure
North Shore paradise. Brand New Construction 5 bdr/ 5 bath with sweeping Ocean Views. Desirable neighborhood in Haiku. Two story home with a dramatic 2 story entryway with luxurious floating stairway and modern chandelier. 10 foot ceilings on first and second floor. Gourmet kitchen with Thermador appliances and quartz counters. Beautiful modern cabinetry. Walk in pantry with bonus freezer. Oak engineered hardwood throughout. Indoor outdoor living at its best with 16 foot sliding pocket door. Outdoor BBQ area. One bedroom or office downstairs with a full bath ensuite. Upstairs enjoy a large laundry room, jack n jill bedrooms with adjoining bathroom and a breathtaking primary suite with double door entry, lanai access, breathtaking views, expansive closet, large shower, separate soaking tub, and toilet room. The 5th bedroom upstairs with ensuite bathroom and separate entryway could be a flex space for a MIL suite, office, or rental opportunity. Smart home, SONOS 10 zone speaker system and security cameras. Split AC throughout. Gated driveway. Two car garage. Unit A of a new developer offering 2 unit CPR. Total land for the TMK 1.308 acres. Unit A is 0.643 acres. 10 minutes to Hookipa Beach Park and restaurants at Haiku Cannery. 15 minutes to shopping and restaurants in Paia. Listor is owner. No HOA.

111 Mehana Rd Unit Unit A, Haiku

Listing courtesy of The Maui Real Estate Team Inc.

$2,500,000
5 Beds ⋅ 4 Baths ⋅ 202603864 MLS ⋅ FS - Fee Simple Tenure
Huge Opportunity to own a Massive Home with Cashflow Potential that Covers Your Living Expenses and Builds Your Legacy. Tropical paradise with tons of parking and views of the Ocean, Chinaman's Hat & Ko'olau Mountains, you'll have a Kaneohe Oasis on 42,964 sqft of land with expansive Rental options and excellent potential for future renovations to generate even higher monthly income! The main home has vaulted ceilings, koa wood floors, and a split-level open floor plan. Enjoy dining and entertaining on the lanais surrounded by tropical plants and fruit-bearing trees. The property offers privacy and a peaceful island setting. Owned PV panels and solar water add energy efficiency and long-term value. Just minutes from shops, cafés, and dining, the location balances seclusion, elevation, and convenience. Nearby to Windward Mall, Colleges, KMCB and H-3 Freeway, Pali & Likelike Hwy. This property presents exceptional potential to create a personalized Windward Oahu retreat that can cover your living expenses & generate major rental income. Side by Side Owner Opportunity if you Purchase 47-483 Pakai right next door, for sale too MLS #202603865. Schedule your private showing today!

47-481 Pakai Place, Kaneohe

Listing courtesy of eXp Realty.

$5,500,000
5 Beds ⋅ 6 Baths ⋅ 202604792 MLS ⋅ FS - Fee Simple Tenure
Hawaii Loa Ridge is one of Oahu’s most prestigious residential enclaves. Privately positioned within the secluded gated community of The Pointe, this remarkable estate captures commanding ocean vistas and sweeping panoramas stretching toward Koko Head Crater. Designed by architect Mark Lively, the five-bedroom, five-and-a-half-bath Mediterranean masterpiece reflects timeless architectural elegance and exceptional craftsmanship throughout. The main level unfolds with a gracious formal dining room, an expansive family room, and a sumptuous primary suite retreat. A grand living room opens seamlessly to the resort-style pool terrace, where shimmering ocean views create an unforgettable backdrop. Upstairs, an additional en-suite bedroom, a secondary lounge, and two adjoining bedrooms provide both comfort and flexibility. A private maid’s quarters is discreetly integrated for added convenience. An extraordinary offering in one of Honolulu’s most coveted neighborhoods, this residence epitomizes elevated island living — where scale, privacy, and breathtaking horizons converge in effortless sophistication. Property to be conveyed "As Is".

525 Moaniala Street, Honolulu

Listing courtesy of ECentury Homes Hawaii LLC.

$6,350,000
5 Beds ⋅ 4 Baths ⋅ 202604789 MLS ⋅ FS - Fee Simple Tenure
Experience the ultimate beachfront lifestyle at the world-renowned Banzai Pipeline, where surf history and stunning natural beauty collide. This architect-designed home captures the essence of seamless indoor–outdoor living, with airy, open-concept interiors flowing effortlessly onto expansive lanais. Upstairs, three serene bedrooms and two baths provide a front-row seat to Pipeline’s barreling surf, white-sand beach, and glowing sunsets. The versatile lower level offers two additional bedrooms, two baths, a full kitchen, and spacious living and dining areas perfect for hosting loved ones or accommodating multi-generational living. With over 50 feet of private beachfront, a lush, manicured yard, and a covered lanai, this property is an entertainer’s paradise, made even more convenient with a motorized gate and parking for up to eight vehicles. Nestled in the heart of the North Shore’s most coveted neighborhood, this home isn’t just a residence—it’s a rare retreat where every day begins with the soothing sound of the surf and ends with unforgettable sunsets. Opportunities like this are scarce—claim your place on one of Hawaii’s most iconic stretches of coastline.

59-355 Ke Nui Road, Haleiwa

Listing courtesy of Compass.

$2,750,000
5 Beds ⋅ 3 Baths ⋅ 202604504 MLS ⋅ FS - Fee Simple Tenure
Welcome to the beach home of your dreams, where location and quality meet for Hawaiian-living perfection. Just a short stroll from the beach, this impeccable single-level residence offers the ultimate in relaxed seaside living. Imagine morning walks along the white sands of Waimanalo Beach, and afternoon swims in the calming blue waters. Step outside to your private backyard oasis, complete with saltwater pool, sauna, and covered entertaining areas. Adding exceptional value and versatility, a 1 bed/1bath unit with kitchenette, private outdoor space, and separate entrance is located at the rear of the home. Enjoy energy-efficiency with owned Photovoltaic panels and 3 Tesla batteries. With an ample amount of bedrooms and living spaces, you’ll have plenty of options for utilizing this home in any of the ways your heart desires. Whether you’re searching for a full-time home or a vacation getaway, this beachside gem checks every box. *Tax records differ from actual

41-046 Hihimanu Street, Waimanalo

Listing courtesy of Compass.

$3,699,000
5 Beds ⋅ 6 Baths ⋅ 202603574 MLS ⋅ FS - Fee Simple Tenure
Experience coastal luxury in this expansive new construction single-family home offering over 4,100 square feet of thoughtfully designed living space. The Naupaka (Lot 97- 75.30 BR) floorplan features 5 bedrooms, 5.5 baths, a loft, private retreat, covered lanai, and a 2 car plus 1 car garage—ideal for relaxed living and elevated entertaining. Enjoy panoramic ocean views and upscale features including central AC, a 120 gallon solar water heater, and accommodations for a PV solar electric system and EV charger. The gourmet kitchen is equipped with Sub Zero and Wolf appliances, a 42” built in refrigerator, 36" frameless induction cooktop, built in convection oven, drop down microwave oven, and a Bosch Energy Star dishwasher. Professionally landscaped front and rear yards with automatic irrigation complete the seamless indoor-outdoor lifestyle. Kekainani at Hoakalei | One of the final 32 luxury residences in the prestigious Kuapapa neighborhood.

91-1299 Halili Street, Ewa Beach

Listing courtesy of Haseko Realty (Hawaii), Inc..

$3,660,000
5 Beds ⋅ 5 Baths ⋅ 202603651 MLS ⋅ FS - Fee Simple Tenure
Step into coastal luxury with this expansive new construction residence, offering over 4,000 square feet of beautifully designed living space. With five bedrooms, four-and-a-half baths, a dedicated study, a covered lanai, and a private courtyard, this home seamlessly blends functionality with sophistication—perfect for both peaceful retreat and vibrant entertaining. Enjoy sweeping ocean views and a full suite of elevated features, central air conditioning, solar water heater, accommodations for a photovoltaic solar electric system and EV charger. The gourmet kitchen is thoughtfully appointed with top-tier appliances: a 42” built-in Sub-Zero refrigerator, Wolf induction cooktop, convection oven, microwave with drop-down door, and an Energy Star-certified Bosch dishwasher—all designed for culinary excellence. Professionally landscaped yards with automatic irrigation offer low-maintenance spaces to relax and enjoy the breeze. Lot 96 - 75.20 AR floorplan Kekainani at Hoakalei | One of the final 32 luxury residences in the prestigious Kuapapa neighborhood.

91-1305 Halili Street, Ewa Beach

Listing courtesy of Haseko Realty (Hawaii), Inc..

$2,995,000
5 Beds ⋅ 3 Baths ⋅ 408773 MLS ⋅ Fee Simple Tenure
Set across 16 fully fenced and gated acres in Ha'iku, this expansive Maui estate offers privacy, substantial infrastructure, multiple structures, and considerable flexibility. The property is served by a County of Maui 5/8-inch water meter and a high-capacity well nearing completion, and is potentially subdividable subject to applicable County approvals. More than 20 varieties of mature exotic fruit trees and flowering plants are established throughout the grounds, with walking paths connecting the residences and amenities. At the center of the property is a 5,000+ square-foot main residence with five bedrooms, three bathrooms (two are large/bathhouse style), and a spacious commercial-type kitchen. The primary suite is surrounded by walls of glass overlooking the tropical landscape. The living room features a fireplace and concealed projection screen, while a large screened lanai provides additional space for dining and entertaining. A landscaped courtyard with a cascading waterfall and koi pond leads to trails winding throughout the property. A separate commercial-grade kitchen, adjoining screened gathering area, and dedicated men's and women's bathhouses reflect the property's history as a retreat destination and provide additional flexibility for larger gatherings. Additional structures include a two-room cottage currently used as an office, an upper guest cottage with a private outdoor shower house, and a separate two-story building tucked toward the rear of the acreage. These spaces provide options for guests, offices, studios, workshops, storage, or other uses. Outdoor amenities include a resort-style swimming pool with a waterfall and slide, pool house, massage pavilion, and extensive landscaped grounds. The estate is offered fully furnished, including more than $150,000 in furnishings, artwork, and antiques, with appraisals available. With 16 acres, multiple structures, established infrastructure, extensive landscaping, and potential subdivision opportunities, this Ha'iku property offers a range of possibilities as a private estate, multigenerational compound, creative retreat, or long-term Maui investment.

1055 Kaupakalua Rd, Haiku

Listing courtesy of Hawaii Life (W).

$1,599,000
5 Beds ⋅ 4 Baths ⋅ 408728 MLS ⋅ Fee Simple Tenure
Experience the essence of Maui coastal living and investment potential all in one. Located directly across from the beach on S. Kihei Road, this versatile property offers four separately rentable units for maximum income and flexibility. The main home is thoughtfully configured into three distinct living spaces—an upstairs 3-bedroom / 1.5-bath, and two separate 1-bedroom / 1-bath units downstairs. A detached 2-bedroom / 1-bath cottage provides additional income or ohana living options. Each dwelling enjoys its own yard space, beautifully landscaped with tropical flowers and fruit trees, and fully fenced for privacy. The main house includes a shared coin-operated laundry, while the cottage enjoys its own private laundry. With ample parking, no HOA or maintenance fees, and shared ownership of the access drive lot included in the sale, this property represents one of the best ROI opportunities in Kihei. Perfect for multi-generational living or as a fully occupied investment, this property is just minutes from Kihei’s charming town center, boutique shops, parks, and world-class ocean activities. Discover the rare combination of lifestyle, location, and long-term value—right here in the heart of South Maui. Photos have been virtually staged.

1011 S Kihei Rd Unit B, Kihei

Listing courtesy of Compass-W.

$26,500,000
5 Beds ⋅ 8 Baths ⋅ 202603726 MLS ⋅ FS - Fee Simple Tenure
Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration. From the expansive living areas that capture breathtaking views to the advanced whole-house automation and security systems, this home is a true technological marvel. The chef's kitchen, featuring professional-grade appliances and a spacious butler’s pantry, is a culinary dream. Every corner reveals something extraordinary, from the exquisite interior finishes to the stunning outdoor oasis. This beachfront home represents the pinnacle of island living, now available at an exceptional price that underscores its unmatched quality and prestige. Seize the opportunity to own this extraordinary residence and make it your own private paradise.

213 Kaalawai Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$11,500,000
5 Beds ⋅ 7 Baths ⋅ 408714 MLS ⋅ Fee Simple Tenure
Commanding one of the largest and most remarkable panoramic ocean views anywhere in the Hawaiian Islands, the residence at 426 Wailau occupies a truly iconic location in the uppermost heights of Launiupoko. This 25 + acre, agriculturally-zoned mountain top retreat offers an exclusive Westward perspective of the Auau Channel that spans from Sweetheart Rock on Lanai almost completely to Elephant Rock on Molokai. After driving through the gated entrance you will feel the collective magnitude of the property and anticipate the comforts found inside this ambitious, newly-constructed residence. In the spring of 2023, after 18 months of construction, the renowned Imagine It Builders delivered a modern luxury masterpiece with 6,682 square feet of single-level interior living space designed to occupy two expansive wings as well as a central open living area and kitchen. The North Wing features the primary suite with not one, but two, full en-suite bathrooms, including a steam shower and soaking tub. The North Wing, connected to the 4 car garage, also features a powder room in the hall, a pantry, and laundry room. The South Wing features 4 bedrooms, all with ensuite baths, a fully outfitted gym, and a flexible room for entertaining complete with wet bar. From the living area, massive retractable sliding glass doors open up to almost 2,000 square feet of covered outdoor lanai space with a 70 ft wide pool and 12ft wide hot tub. An outdoor kitchen and bar complement the lanai while all of the bathrooms feature their own private, connected outdoor showers to rinse off when coming back into the home. Every material finish has been thoughtfully designed and impeccably constructed, it isn't hyperbole to say that there are simply too many amazing features to list in a few paragraphs. This is one you will have to see to believe!

426 Wailau Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,495,000
5 Beds ⋅ 7 Baths ⋅ 202602181 MLS ⋅ FS - Fee Simple Tenure
Positioned on a prime rim lot in the highly sought-after Wilhelmina Rise neighborhood, this expansive residence enjoys sweeping panoramic views from the mountains, across the city and Pacific Ocean, to iconic Diamond Head. Situated on a 10,015 square foot lot, the property offers 5,162 square feet of interior living space with a flexible 5 bedroom, 6.5 bath configuration ideal for multi-generational living, guest accommodations, or future income potential. The upper level main residence features 3 bedrooms and 3.5 baths, with a spacious kitchen with handcrafted cabinetry and living areas designed to capture the views. The lower level, with a separate entrance, includes 1 bedroom, a spacious den, and2 full baths, offering excellent separation. A detached cottage adds further versatility. With its elevated setting and substantial square footage, this Wilhelmina Rise home presents a rare opportunity to reimagine a distinctive island residence. Some areas are in average condition, while others would benefit from renovation and repairs. Please do not visit the property without a confirmed appointment, and refrain from trespassing. Please watch the video for more photos!

1732-A Mikahala Way, Honolulu

Listing courtesy of Coldwell Banker Realty.

$2,900,000
5 Beds ⋅ 3 Baths ⋅ 408644 MLS ⋅ Fee Simple Tenure
Also listed as Single Family w/ Det Ohana or Cottage Res - MLS# 408817 Owner financing with 65% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

1444 W Kuiaha Rd, Haiku

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

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