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$5,800,000
5 Beds ⋅ 5 Baths ⋅ 202611319 MLS ⋅ FS - Fee Simple Tenure
RARE North Shore luxury retreat with panoramic ocean views to Kaena Point! Elevated approx. 85 ft above sea level and outside the flood zone, enjoy peace of mind, cooling trade winds, and seasonal whale watching from your own property. Ideally located near the world-famous "7 Mile Miracle" surf breaks, Haleiwa, and Turtle Bay Resort. The expansive 5 bedroom, 4 bath main home offers open-concept living, seamless indoor-outdoor flow, and a grand porte-cochere entry. Resort-style grounds feature a pool, jacuzzi, covered outdoor grill, cabana, and hotel quality turf lawn--perfect for entertaining. A detached guest house with full bath plus an attached apartment WITHIN the main home (separate entry + kitchenette) creates strong multi-generational living or income potential. Opportunities like this are limited-- secure your piece of North Shore paradise before it's gone.

59-011 Kamehameha Highway Unit B, Haleiwa

Listing courtesy of Keller Williams Honolulu.

$2,500,000
5 Beds ⋅ 5 Baths ⋅ 202611077 MLS ⋅ FS - Fee Simple Tenure
Embrace the paradise lifestyle with this 3-story Kuliouou home nestled just across the street from Paiko Drive, where there's beach access. With over 3,000 square feet of lavish living area and bonus loft space, complete with 5 bedrooms, 5 bathrooms, and private lanais, this ocean view haven is all about luxury and comfort. The flexible floorplan caters to versatile living needs, set up as a separate 3 bed, 1 bedroom, and a studio. Enjoy the added bonus of easy maintenance with luxury vinyl plank flooring. This property provides numerous practical amenities including multiple washer-dryers, entrances, and a solar water heater. Take advantage of the pleasant cross breezes from the tradewinds on cooler days or the newly installed Mitsubishi split system AC units for warmer days. With ample covered parking, this property offers great value for east Honolulu. Seize this opportunity to secure your dream retreat near (yet elevated above) the ocean now!

5864 Kalanianaole Highway Unit B, Honolulu

Listing courtesy of Harcourts Island Real Estate.

$350,000
5 Beds ⋅ 5 Baths ⋅ 202610333 MLS ⋅ LH - Leasehold Tenure ⋅ Heights At Wailuna BLDG.
Enjoy the space and privacy of a detached 5-bedroom, 4.5-bath home in The Heights at Wailuna. With approximately 2,271 sq. ft. of interior living space, this home offers a flexible layout that includes a bedroom and full bath on the ground floor, multiple living areas, and a two-car garage. The generous floor plan provides ample room for multigenerational living, extended family, guests, remote work, or simply those seeking additional space to fit their lifestyle. Residents enjoy access to Wailuna community amenities including a pool, tennis courts, recreation areas, and walking paths, all within a convenient Pearl City location near shopping, dining, schools, parks, military installations, and freeway access. Leasehold property with lease through December 31, 2043. Opportunities to purchase a detached home of this size in desirable Wailuna at this price point are few and far between. Property sold As-Is.

98-1860-J Kaahumanu Street Unit 52, Pearl City

Listing courtesy of Locations LLC.

$1,200,000
10 Beds ⋅ 5 Baths ⋅ 202610605 MLS ⋅ FS - Fee Simple Tenure
Spacious and versatile single-family home in the heart of Waipahu featuring 10 bedrooms and 5 bathrooms—perfect for multi-generational living or investment opportunities. This well-maintained property offers ample living space, flexible layouts, and is equipped with solar panels to help reduce electricity costs. Ideal for foster care or care home use, this home is care home ready with room to comfortably support residents and caregivers. Conveniently located near shopping, schools, dining, and freeway access. A rare opportunity to own a large home with incredible functionality and income potential!

94-544 Hiahia Loop, Waipahu

Listing courtesy of BHGRE Refined.

$2,590,000
5 Beds ⋅ 5 Baths ⋅ 202607536 MLS ⋅ FS - Fee Simple Tenure
Commanding a premier position in prestigious Na Pali Haweo, this expansive 5BD/4.5BA residence captures sweeping ocean, coastline, Diamond Head, marina, mountain and city-light views. Enjoy SUNRISE and SUNSET, with clear-day views to Molokai, Maui and the Big Island. Offering 3,782 sqft on a 10,500 sqft R-10 lot, the elevated design places the kitchen, dining and living areas, wet bar and primary suite upstairs to maximize the views. Three tiled lanais invite morning coffee, sunset gatherings and year-round indoor-outdoor living. Five generously sized bedrooms with walk-in closets offer exceptional flexibility; downstairs includes two en suite bedrooms plus two connected by a full bath—ideal for extended family, guests, offices or multigenerational living. Two family rooms, laundry room, workshop, covered porch and attached 3-car garage complete this versatile home. Enjoy 24-hour security patrol and a private neighborhood park for only $142/mo HOA. Minutes to Sandy Beach, Hanauma Bay, Koko Marina and Hawaii Kai Town Center. A rare opportunity for exceptional space, flexibility and panoramic views in one of East Honolulu’s premier custom-home communities.

1025 Hanohano Way, Honolulu

Listing courtesy of REMAX Hawaii.

$6,998,000
4 Beds ⋅ 5 Baths ⋅ 202610714 MLS ⋅ FS - Fee Simple Tenure
Nestled along one of Oahu’s most coveted stretches of coastline, this exceptional beachfront residence offers a rare combination of privacy, space, and direct access to a secluded sandy beach. Enjoy breathtaking sunrise/moonrise views, "Rabbit Island", Makapuu Lighthouse, and the "Mokes", with the majestic Koolau Mountains providing a dramatic backdrop. Spanning nearly 5,000 square feet of interior living space, the home features 4 bedrooms, a large office, and 5 full bathrooms. An attached guest suite with 2 bedrooms and 2 full bathrooms provides outstanding flexibility for extended family, guests, or a private retreat. Designed to embrace Hawaii’s indoor-outdoor lifestyle, the property offers generous living spaces, abundant natural light, and a tranquil setting. Enjoy the serenity of a private beachfront enclave while remaining conveniently connected, with multiple routes providing easy access to Kailua, Hawaii Kai, Waikiki, and Honolulu International Airport. Whether entertaining, hosting family and friends, or simply enjoying the peaceful rhythm of the ocean, this rare offering delivers the privacy, convenience, and lifestyle of Hawaii beachfront living at its finest.

41-459 Kalanianaole Highway, Waimanalo

Listing courtesy of Corcoran Pacific Properties.

$4,249,000
6 Beds ⋅ 5 Baths ⋅ 202610270 MLS ⋅ FS - Fee Simple Tenure
Experience multi generational luxury living,just moments from famous white sand Kailua Beach with shopping and dining close by.Situated on a landscaped 11,005 sq. ft. level lot, this completely remodeled open concept, light filled property offers a residence of 7 bedrooms, 4.5 bathrooms, included is this is a 1/1 guest quarters with additional full bath. Addtionally, there are 2 finished office spaces with AC across 3,827 sq.ft. of living space.Property includes 3 car garage and secured gated entry.Luxury finishes include Modico cabinetry, quartz waterfall countertops, Italian tile, soaring ceilings and dramatic Viewrail floating staircase with LED-lit Tigerwood treads.The chef’s kitchen features dual built-in DACOR refrigerators,Bosch oven/microwave combo, Monogram cooktop, Thermador dishwasher,and butler’s pantry. Home boasts two outdoor showers, and split A/Cs throughout, Cooling skylights,LED lighting, and owned 28-panel solar system on net metering.Designed to embrace wellness-focused island luxury living, the home features a premium Sunlighten mPulse infrared sauna and Michael Phelps signature cold plunge.

6 N Kalaheo Avenue, Kailua

Listing courtesy of Talk Realty LLC.

$7,500,000
4 Beds ⋅ 5 Baths ⋅ 409785 MLS ⋅ Fee Simple Tenure
Introducing a true masterpiece of modern design and craftsmanship completed in January 2025 - a brand-new, 4-bedroom, 4.5-bathroom home in the prestigious double gated Lanikeha subdivision of Kaanapali Golf Estates. Designed by West Maui's renowned architect Atom Kasprzycki and built by West Maui's highly respected builder, Thad Henry Design Group. This stunning 4,012 square-foot residence offers an unparalleled living experience on the island of Maui. Every detail of this home has been thoughtfully curated to combine sophistication, comfort, and the natural beauty of its surroundings. The open-concept layout features expansive living spaces, with large pocket doors and windows that invite abundant natural light and showcase breathtaking panoramic views of the Pacific Ocean and neighboring islands of Lana'i and Molokai. High ceilings and custom finishes throughout create a sense of grandeur and luxury, while the flow between interior and exterior spaces is perfect for island-style living. The chef's kitchen is a culinary dream, featuring top-of-the-line appliances, sleek custom cabinetry, and a large central island. It flows seamlessly into the dining and living areas, where you can enjoy the tranquility of your surroundings or entertain guests in style. Multiple sliding glass pocket doors open to a spacious covered lanai with a pool, spa, and expansive outdoor living spaces, ideal for alfresco dining and relaxing in the Maui sunshine. The impressive primary suite is a true retreat offering access to the lanai, an oversized walk-in closet, a spa-inspired bathroom with indoor and outdoor showers as well as a soaking tub and dual vanities. The additional three bedrooms suites offer privacy and comfort for family or guests, with ample closet space and serene, lush views. An attached one-bedroom, one-bath Ohana offers separate quarters to accommodate more guests. Other highlights include a three-car garage with an electrical vehicle hookup, 66 photo-voltaic panels, 6 Tesla Powerwall batteries, home fire sprinkler system, quartz countertops throughout, motorized shades and exquisite landscaping that enhances the natural beauty of the property. Every element of this home has been designed with an emphasis on quality and detail, ensuring a seamless blend of contemporary style and ultimate island living. Located within the exclusive Lanikeha community, this home offers access to world-class amenities, including a clubhouse, fitness center, and pool. With proximity to the renowned Kaanapali Beach, championship golf courses, fine dining, and upscale shopping, this is the perfect place to enjoy the finest island lifestyle. Don't miss your chance to own this exceptional property in one of Maui's most sought-after neighborhoods. Located in close proximity to Maui Preparatory Academy.

1015 Anapuni Pl Unit 62, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,199,000
7 Beds ⋅ 5 Baths ⋅ 202610167 MLS ⋅ FS - Fee Simple Tenure
$50k PRICE REDUCTION! Now listed at $2,199,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original owners, this spacious home offers 7 bedrooms and 4.5 baths with flexible living spaces throughout. The main level features 4 bedrooms, 2 baths, a large living room, family room, dining area, and a generous kitchen. Upstairs, connected by an interior staircase, are 3 additional bedrooms, 1.5 baths, and a spacious family/rec room—perfect for extended family or guests. Both upper and lower levels include separate washer/dryer areas. This homes has a wonderful pool, ready memories to be made! Past the carport, a permitted 4th bathroom and bonus area with separate entrance adding even more versatility. Conveniently located with easy access to the Pali Hwy and/or H-3, making your commute to any of Oahu’s military bases, medical centers, finance district or University of Hawaii, in any direction is about 30 min! Let’s not forget, Kailua Town, with amazing shops, eateries and its famous beaches are also just 10 min. away! Find your favorite realtor TODAY and let’s get started!

1031 Lunaai Place, Kailua

Listing courtesy of Hawaii Modern Realty.

$1,899,000
13 Beds ⋅ 5 Baths ⋅ 202609795 MLS ⋅ FS - Fee Simple Tenure
A rare opportunity for multi-generational living in the heart of Waimanalo! This 1.1-acre property sits beneath the majestic Mount Olomana and features five single-family homes, each with its own cesspool, in varying conditions. With plenty of space and privacy, it’s perfect for extended families looking to create a shared retreat or for those wanting to renovate and make it their own. Enjoy the peaceful surroundings and the potential to build lasting memories in a truly special place. Just minutes from world-famous Waimanalo Beach and a short drive to Kailua Town, you’ll find the ideal mix of island seclusion and everyday convenience. Don’t miss this rare chance to own a legacy property in one of Oahu’s most scenic communities. Flood Zones: AEF + XS

41-1702 Kalanianaole Highway, Waimanalo

Listing courtesy of REMAX Hawaii.

$1,305,000
9 Beds ⋅ 5 Baths ⋅ 202609731 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity for investors or multi-generational living in convenient Kalihi Valley! This versatile property provides income-producing potential and flexible living arrangements. With multiple kitchens, bathrooms, and private living spaces throughout, the property presents a unique opportunity for rental income, extended family occupancy, or a combination of both. Several areas feature updated flooring, refreshed interiors, and functional layouts with abundant natural light and cool cross breezes. The flexible floorplan allows the next owner to continue utilizing the existing setup or reimagine the property to fit their investment goals. Covered outdoor areas, yard space, and nearby street parking add to the property’s overall functionality and appeal for occupants. Conveniently located in a quiet cul-de-sac in Kalihi Valley with easy access to bus lines, freeway access, schools, shopping, and downtown Honolulu. A great opportunity for buyers looking to add value, generate rental income, or create a long-term multi-family living solution.

2223 Kalihi Street, Honolulu

Listing courtesy of Five Star Realty, Inc..

$17,500,000
4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure
Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

$3,333,000
7 Beds ⋅ 5 Baths ⋅ 409514 MLS ⋅ Fee Simple Tenure
THE MAUI SANCTUARY. Three structures. Five separate living spaces. Ocean views. Resort-style pool. Two acres of lush tropical grounds. One extraordinary Maui estate. Welcome to 1073 Nanihoku Place, a rare Hawaiian-style property in Haiku offering privacy, flexibility and luxurious resort-style living that is distinctly Maui. The property is well suited for a private family retreat, extended family and guests, creative or wellness pursuits, investment potential, or simply enjoying your own world in the heart of Maui's North Shore. The main residence features warm wood, natural light, multiple gathering areas and an abundance of indoor-outdoor living. It is thoughtfully configured into a two-bedroom plus den home, a separate two-bedroom, one-bath wing, and a ground-floor apartment with three bedrooms. A beautiful two-bedroom ohana sits at the top of the property with its own hot tub and gated entry, and is currently operated as an Airbnb. Just behind the main residence is a private 280-square-foot loft space, creating a total of five distinct living environments for family, guests and extended stays. This private tropical retreat is a must see with its amenities and endless possibilities.

1073 Nanihoku Pl, Haiku

Listing courtesy of eXp Realty.

$1,950,000
6 Beds ⋅ 5 Baths ⋅ 202608175 MLS ⋅ FS - Fee Simple Tenure
Price Adjustment to this spacious, well-maintained multi-generational home, originally designed for an extended family, centrally located in the heart of Kapahulu. A must-see to appreciate. Just steps away from the famous Rainbow Drive-In, and just walking distance to Waikiki, Diamond Head, Kapiolani Park, Kaimana Beach, Honolulu Zoo, Ala Wai Golf Course, etc. To be sold in "As-Is" Condition. Buyer to verify and conduct their own due diligence.

3117 Catherine Street, Honolulu

Listing courtesy of Innovative Realty Group, Inc..

$1,200,000
5 Beds ⋅ 5 Baths ⋅ 202608149 MLS ⋅ FS - Fee Simple Tenure
Located in the sought-after White Sands neighborhood, this one's got location, flexibility, and built-in cash flow. Just a short walk to Magic Sands Beach, this beautifully maintained home offers the perfect blend of residential comfort and income-generating potential. Featuring a flexible layout with a full upstairs residence and three studio suites downstairs, this property is ideal for those seeking a live-in investment or multi-generational living. Upstairs features a bright 2-bedroom, 2-bath layout with vaulted ceilings, large windows, and an open-concept design. The primary suite includes an ensuite bath, while the second bedroom is ideal for guests, family, or a home office. Downstairs are three private, separately accessed suites with their own lanais. Lots of potential with this home!

77-113 Kaiupoho Place, Kailua Kona

Listing courtesy of Coldwell Banker Realty.

$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..

$3,150,000
4 Beds ⋅ 5 Baths ⋅ 202607298 MLS ⋅ FS - Fee Simple Tenure
This beautifully remodeled single-family home offers stunning ocean views and is designed for both comfort and entertaining. Featuring 4 bedrooms and 4.5 bathrooms, the spacious layout includes an expansive living room and a large, updated kitchen that is perfect for gatherings. Enjoy beautiful sweeping views of the ocean from the living room and bedrooms. Recent upgrades include new flooring, fresh interior paint, and various modern improvements throughout. The expansive kitchen features Bosch appliances and a Thermador fridge. Enjoy outdoor living with a private pool and ample space to host guests. Conveniently located near Kahala Mall, Waialae Country Club, the beach and more! There are many fruit trees including but not limited to: fig, lemon, white dragon fruit, soursop, guava and more! Two brand new (installed 2025) Tesla charging battery / charging station is included. The house also has 43 owned Panasonic solar panels. Property details does not match tax records. Buyer to verify and to conduct their own due diligence.

1632 Ihiloa Loop, Honolulu

Listing courtesy of Estates Royal Limited.

$2,680,000
6 Beds ⋅ 5 Baths ⋅ 202607680 MLS ⋅ FS - Fee Simple Tenure
Nestled in a highly desirable Hawaii Kai neighborhood, this exceptional home at 928 Puuomao Place offers breathtaking panoramic views of the ocean, coastline, and surrounding mountains. Enjoy stunning sunrises and tranquil island breezes from this peaceful, elevated location. Situated on a quiet cul-de-sac, the property provides both privacy and convenience-just minutes from world-class beaches, scenic hiking trails, marina activities, shopping centers, dining, and top-rated schools. The home's prime location perfectly balances serene island living with easy access to all that East Honolulu has to offer. A rare opportunity to own a view property in one of Oahu's most sought-after communities.

928 Puuomao Place, Honolulu

Listing courtesy of Keller Williams Honolulu.

$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..

$3,500,000
4 Beds ⋅ 5 Baths ⋅ 202606358 MLS ⋅ FS - Fee Simple Tenure
Your slice of paradise on O?ahu’s North Shore. This stunning 4-bedroom, 4.5-bath home offers incredible ocean views, a private home gym that also doubles as a two-car garage, a 10-person sauna, solar power with Tesla batteries, and a massive primary suite with an oversized balcony and sweeping views. Set in one of the newest and quietest neighborhoods in the area, this modern residence features clean architectural finishes and thoughtful attention to detail throughout. Enjoy easy access to world-class surf and beaches, with Hale?iwa just a short drive away for shopping, dining, and daily essentials.

61-1010 Tutu Place, Haleiwa

Listing courtesy of Outlive Homes LLC.

$1,950,000
6 Beds ⋅ 5 Baths ⋅ 202603875 MLS ⋅ FS - Fee Simple Tenure
Nestled in the lush and prestigious Manoa Valley, this expansive single-family residence offers a rare blend of space, comfort, and timeless island charm. Featuring 6 bedrooms and 4.5 bathrooms, the home spans 3,588 square feet of living area on a 6,860 square foot lot, providing exceptional flexibility for multigenerational living, extended family, or home office needs. Thoughtfully designed, the spacious floor plan includes generously sized bedrooms, multiple living areas, and abundant natural light throughout. The kitchen and common areas flow seamlessly, ideal for both everyday living and entertaining. Well-appointed bathrooms and ample storage enhance functionality, while the home's layout offers privacy and versatility - Rental opportunity on Lower Level. Set against the tranquil backdrop of Manoa's verdant mountains, this property enjoys a peaceful residential setting while remaining conveniently close to the University of Hawaii, top schools, shopping, dining, and freeway access. Just minutes from town yet surrounded by nature, this is a unique opportunity to own a substantial home in one of Honolulu's most.

2742 Manoa Road, Honolulu

Listing courtesy of Locations LLC.

$1,850,000
4 Beds ⋅ 5 Baths ⋅ 202606847 MLS ⋅ FS - Fee Simple Tenure
PRICE REDUCTION!!! Rare opportunity in Kaaawa with sweeping ocean, sunrise, and mountain views just steps from the water. This 4-bed, 4.5-bath home blends island living with upscale finishes, featuring open-beam wood ceilings, a grand Ipe staircase, and seamless indoor-outdoor flow. The open kitchen and living area is built for entertaining with dual islands, granite countertops, double ovens, and a wine fridge. Multiple en-suite bedrooms, including a spacious primary with a soaking tub and panoramic views. Wraparound deck, plantation-style lanai, split AC, and quality finishes throughout. Turnkey coastal living with direct access to swimming, paddling, and fishing.

51-408 Kamehameha Highway, Kaaawa

Listing courtesy of HB Homes 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..

$4,975,000
4 Beds ⋅ 5 Baths ⋅ 409156 MLS ⋅ Fee Simple Tenure
Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$4,800,000
4 Beds ⋅ 5 Baths ⋅ 202604988 MLS ⋅ FS - Fee Simple Tenure
Welcome to paradise living at 84-1000 Maiola St in the private gated community of Mauna 'Olu in Makaha Valley on the Leeward coast of Oahu! This hillside estate boasts panoramic ocean views of Makaha Beach and the Waianae mountain range. Newly built in 2007 and renovated in 2025 including brand new travertine flooring, kitchen cabinets, granite countertops, stainless steel appliances, fresh paint, tropical landscaping, hand carved wood details, and an attached ohana dwelling with separate entrance for private hospitality or visitors. Resort like amenities include an infinity edge salt water pool with waterfall, outdoor putting green, full-size tennis court, outdoor bar, traditional imu, gas grills, fire pit, and a detached 1,800 sqft 2-story garage with elevator perfect for a workshop, studio, or extra storage. The spacious open-concept layout is perfect for entertaining or relaxing in this peaceful and private setting. Enjoy the beautiful Hawaiian sunsets from the large lanai, bring your golf clubs to Makaha Valley Country Club, or take a short stroll to the beach for a swim. Don't miss this rare opportunity to own your piece of paradise with this private Makaha estate!

84-1000 Maiola Street, Waianae

Listing courtesy of Compass.

$18,900,000
4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure
Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium.

5417 Makena Rd Unit 2, Kihei

Listing courtesy of Discovery Makena Realty 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.

$2,398,000
7 Beds ⋅ 5 Baths ⋅ 202601630 MLS ⋅ FS - Fee Simple Tenure
Back on market! Now is your opportunity to own this multigenerational/flexible-living opportunity in Kuliouou! Main house plus ADU on separate level with separate entrance & driveway! Discover this elegant turn-key residence with breathtaking ocean & mountain view, thoughtfully redesigned with quality craftsmanship & modern comfort throughout. A brand-new 2BD/2BA ADU on the lower level offers exceptional privacy with its own driveway, separate electric meter, full kitchen, laundry & water heater—ideal for extended family / flexible living arrangements. The main home offers 5BD/3BA with oversized lanais, remodeled and expanded in 2026, and features a bright & spacious open-concept kitchen & living area with beautiful lighting. The new kitchen is appointed with granite countertops, soft-close cabinetry, and quality finishes, blending style with functionality. A luxurious primary suite with a walk-in closet, freestanding soaking tub, separate shower, and a serene, spa-like ambiance on the main level. The upper level offers 4BD/2BA, enhanced by ocean & mountain views. Near Kuliouou Trail, community park, basketball & tennis courts, shopping center, dining &water activities

597 Papahehi Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$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..

$7,400,000
3 Beds ⋅ 5 Baths ⋅ 408779 MLS ⋅ Fee Simple Tenure
Embrace this one-of-a-kind Tuscan Villa in Paradise! Perfectly perched on the premium parcel located in Phase 1 of the exclusive gated community known as Lanikeha (within the Kaanapali Golf Estates), the estate offers spectacular breathtaking sunset ocean views, island (Molokai and Lanai), golf fairway (hole #7 of Kaanapali's world-famous Kai Course) and the Kaanapali Resort. Exquisitely envisioned & constructed with the finest custom materials imported from around the globe, every aspect of this Villas reveals the best of luxury island living; 16ft. vaulted ceilings (with ceiling wood beams), Brazilian travertine floors, hand scraped walnut wood floors, crown & baseboard hardwood molding, hand-cast stone columns, arches & accents, domed & beamed ceilings and custom cabinetry by Williams Ohs. Further evidence of this enchanting décor includes the Blue Bahia Custom Granite & specimen Quality Onyx Counter tops, Gemstone quality rose quartz master vanity & 18K Gold Plated & crystal fixtures. Appliances include Viking, Sub-zero & Bosch systems This 3 bedroom, 4.5 bathroom single-level estate also offers an office, surround sound HD theater (complete with mini-stage & custom seating), sound & security system, heater pool & spa with complete outdoor pool-side kitchen (accessed via multiple ramp pathways) & three vehicle garage amenity. Meticulously maintained, estate improvements include the painting of the entire exterior estate & driveway (2025) & new washer & dryer (2026) Lanikeha is West Maui’s newest gated community; 110 acres with 132 parcels, Lanikeha Club House offers community spa, pool, & exercise room. Monthly maintenance fees include the following: $248.85 for Kaanapali Golf Estates (paid quarterly), $708.25 for Lanikeha (paid monthly) for a monthly total of $957.10. The 2025/2026 monthly real property tax is $1,750 (classification: owner occupant). Information may not correspond to public records. Buyer/buyer's agent to confirm all information. YOUR Time is Now.

104 Anapuni Loop, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

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