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5070 Kukuna Rd, KAPAA
$9,800,000
6 Beds ⋅ 6 Baths ⋅ 729255 MLS ⋅ ['Fee Simple'] Tenure
Hale Aliomanu is a private oceanfront estate located on Aliomanu Bay on the Northeast side of Kauai. As you drive in the gate, you enter your own personal retreat of swaying palm trees, the soothing sound of the ocean, lush tropical landscaping and the tranquility of Aliomanu. Enjoy unobstructed ocean views from most all of the rooms. Watch the sun come up from the comfort of your bed or stargaze from your lanai. Walk out your front door and stroll across the lush lawn to one of the most private and year round swimmer-friendly beaches on the island. This spacious estate features a primary oceanfront residence of well over 3,200 sqft of interior living spaces, five bedrooms and five and half bathrooms. A detached garage/workshop also has a second story suite quarters featuring a 500 sqft studio bedroom and bathroom. The elegance of this estate home is evident everywhere, with Ipe wood floors throughout, split A/C system, top of the line kitchen appliances and attention to every detail. This property also has a transient vacation rental license giving the property flexibility in use and income potential. Located on the northeast corridor of the island, you are just a short trip away from the beaches, world class surfing, tennis and golf of Kilauea and Princeville to the North and the shopping and restaurants of Kapaa to the south.

5070 Kukuna Rd, KAPAA

Listing courtesy of Hawaii Life.

100 Kalelemuku Pl, Kula
$9,745,000
5 Beds ⋅ 5 Baths ⋅ 406423 MLS ⋅ Fee Simple Tenure
100 Kalelemuku is a newly completed (2025) architectural estate set within Kula I'o, a gated enclave that redefines upcountry luxury. This landmark estate is fully fenced and gated, offering sweeping bi-coastal and mountain views across 3.6 acres. The estate offers 7,085 square feet of interior living space, including a 6,070-square-foot primary residence, a 1,015-square-foot two-bedroom ohana, together with a 2,718-square-foot covered lanai and an expansive 1,728-square-foot garage and storage. Every element is designed to celebrate indoor-outdoor living, with a seamless connection to the estate's refined, beautifully planned outdoor spaces. At the heart of the home is a dramatic great room, airy, open, and braced by vaulted ceilings and Fleetwood glass doors that frame vistas of Haleakala and the Pacific. The space flows into a sculptural Gaggenau kitchen, where waterfall-edge quartzite counters, custom cabinetry, and designer fixtures create a kitchen as elegant as it is functional. The home's layout is thoughtfully designed, featuring dual wings that ensure both seclusion and connection to the living areas. One wing houses the primary suite, complete with a private garden retreat, custom dressing room, and spa-style bath featuring luxurious surfaces and fixtures. Two additional bedroom suites are nearby, each with its own en-suite bath. The second primary suite opens directly to the lanai and a second garden retreat, offering ideal accommodations for guests or multi-generational living. A fourth bedroom and a media/flex room complete this wing, providing versatile space for work or relaxation. Each area offers residents seamless access to outdoor living. A sprawling covered lanai includes a full Lynx barbecue kitchen, outdoor refrigeration, and a 42" Trident grill, all shaded and designed for year-round use. Beyond, a 47-foot pool with a Baja shelf, jetted spa, and panoramic views complete the resort-like experience. Every finish in the home reflects a dedication to craftsmanship and contemporary luxury – exquisite wood flooring, Shibusa Tortora and Pietra Italia tile. Gaggenau appliances are featured throughout the kitchen and bar, including refrigeration columns, dual-zone wine and beverage coolers, and a custom coffee system. The bathrooms are appointed with marble and quartzite counters, soaking tubs and premium fixtures. The Ohana guest residence mirrors the same attention to detail. Fully self-contained with two bedrooms and two bathrooms, it features a Thermador kitchen suite, Teak cabinetry, a private garage, and its own covered lanai with a built-in Blaze grill - perfect for long-term guests. Set against the peaceful rhythm of upcountry life yet elevated by modern design and premium appointments, 100 Kalelemuku is a rare new-build offering in one of Maui's most desirable settings. Whether you're watching the sun rise over Haleakala or winding down with a sunset over the Pacific, every moment is choreographed around its beautiful setting and luxurious amenities. Inquire today for a private tour and the opportunity to see this incredible upcountry estate in person.

100 Kalelemuku Pl, Kula

Listing courtesy of Welcome Hawaii Properties.

94 Keoawa Pl, Lahaina
$9,675,000
6 Beds ⋅ 6 Baths ⋅ 410943 MLS ⋅ Fee Simple Tenure
Set within the premier gated community of Honolua Ridge, 94 Keoawa Place is a reimagined Kapalua residence offering more than 7,199 square feet of refined living space on nearly four acres of gently sloping land. Designed to embody world-class island living, the estate captures panoramic views of the Pacific Ocean, Molokai, Lanai, and the dramatic West Maui Mountains. 94 Keoawa Place stands as one of the most significant estates in Kapalua, uniting scale, seclusion, and a premier location with the assurance of a recent comprehensive, "down-to-the-studs" renovation. The house blends timeless island architecture with modern sophistication and state-of-the-art technology. For example, a new fully integrated Lutron system provides seamless control of audio and video throughout, including the dedicated theater room. Every element has been renewed—custom hardwood floors, new wiring and plumbing, fresh stucco, and all-new fascia and gutters, and a new tile roof. New Marvin windows and doors frame the views, while a 300K photovoltaic system with multiple backup batteries ensures both sustainability and independence. Inside, the residence offers 6 bedrooms, 5 full bathrooms and 2 half baths, thoughtfully arranged for comfort and versatility. Highlights also include a newly designed office, a lighted custom pantry, refreshed powder and laundry rooms, and elegantly updated bathrooms. There is a new stairway and railings that add architectural presence, while the main level features an all-new kitchen and dining area with an abundance of natural light. The outdoor spaces are equally striking. Expansive lanais flow into lush tropical landscaping, where a heated in-ground pool and spa overlook the Pailolo Channel. Here, sunsets are unforgettable, and in winter, humpback whales can be seen breaching against the horizon of Lanai and Molokai. Practical features include a three-car garage, underground utilities, private water and septic systems, cable TV, and automatic sprinklers—all designed for ease of living without compromising luxury. Life in Honolua Ridge offers privileged access to the best of Kapalua: two championship golf courses, including the famed Plantation Course, home of the PGA TOUR's Sentry Tournament of Champions; the Ritz-Carlton Maui and Montage Kapalua Bay resorts; acclaimed dining; hiking trails; and pristine white-sand beaches. For those seeking a private retreat in one of Hawaii's most celebrated resort communities, this residence is without equal.

94 Keoawa Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

81-6575 Hiaaiono Pl, KEALAKEKUA
$9,600,000
4 Beds ⋅ 5 Baths ⋅ 734686 MLS ⋅ ['Fee Simple'] Tenure ⋅ Hokulia Phase 1 BLDG.
AUCTION: Bidder registration deadline: 1 December. Starting bids expected between $5M–$7M. Protected coastline and endless Pacific panoramas frame this turnkey-furnished estate behind the private gates of Hokuli’a. Spanning 1.15 acres above a Jack Nicklaus Signature fairway, the grounds flow seamlessly into the course, while pocketing walls of glass dissolve the boundary between refined interiors and the lush tropical landscape. The expansive covered lanai offers a front-row seat each whale season, as humpbacks pass from late fall through spring. Two guest suites with private lanais open to a serene courtyard, and a private pool and spa capture the famed Kona sunsets. Beyond the estate, adventure awaits: snorkeling in Nāwāwā Bay, coastal trails around Puʻu ʻOhau, and world-class sport fishing, scuba diving and snorkeling offshore, with an included Club at Hokulia membership.

81-6575 Hiaaiono Pl, KEALAKEKUA

Listing courtesy of COMPASS.

57-275 Kamehameha Highway Unit 311, Kahuku
$9,500,000
3 Beds ⋅ 4 Baths ⋅ 202616737 MLS ⋅ FS - Fee Simple Tenure ⋅ North Shore Club Residences BLDG.
North Shore Club | Now Previewing. Residence 311 brings expansive oceanfront living to Oahu’s newest private club community. One of the final opportunities in Building 3 along the coveted beachfront row, this 3-bedroom, 3.5-bath home offers approximately 3,943 square feet of total livable area, including 3,130 interior square feet and an expansive 813-square-foot lanai. Designed like a single-family residence, the home pairs generous scale and privacy with effortless, turnkey living. Floor-to-ceiling doors open to the oversized lanai, creating a seamless connection to the ocean and surrounding North Shore landscape. Pre-construction design selections remain available. The North Shore Club is a private, members-only community offering championship golf, a golf clubhouse, beachfront amenities, fitness, resort pools, racquet sports, curated dining, ocean experiences and concierge services in one of Hawai‘i’s most legendary coastal settings. Housekeeping, residence maintenance, pantry stocking, transportation and arrival preparation are available for an additional fee. Discover an irreplaceable beachfront legacy offering in iconic Turtle Bay steps from The Ritz-Carlton Oahu.

57-275 Kamehameha Highway Unit 311, Kahuku

Listing courtesy of Compass.

4520 Makena Alanui Dr, Kihei
$9,500,000
409319 MLS ⋅ Fee Simple Tenure
Set within one of Makena’s most coveted enclaves, this exceptional 3.349-acre homesite captures the essence of refined island living. 4520 Makena Alanui commands sweeping panoramic views of Makena’s shimmering coastline and the vibrant turquoise waters extending to Molokini, Kahoolawe, Lanai and the majestic West Maui Mountains. A rare offering, this expansive parcel presents the opportunity to create a legacy estate—an architectural masterpiece designed to embrace Maui’s natural beauty and indoor-outdoor lifestyle. Ultimate privacy and serenity define the setting, while Wailea’s world-class resorts, championship golf, fine dining, and luxury shopping remain just moments away. From sunrise over Haleakala to unforgettable sunsets melting into the Pacific, every day is framed by extraordinary beauty at this prime vacant lot. Inquire with your favorite Realtor to experience this remarkable property.

4520 Makena Alanui Dr, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

3165 Diamond Head Road Unit 4, Honolulu
$9,500,000
3 Beds ⋅ 3 Baths ⋅ 202525708 MLS ⋅ FS - Fee Simple Tenure ⋅ Kuu Makana@ Diamond Hd BLDG.
NEW PRICE!! This turnkey luxury residence is a rare offering, now enhanced w further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors & the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location & impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu

Listing courtesy of Caron B Realty.

3165 Diamond Head Road Unit 4, Honolulu
$9,500,000
3 Beds ⋅ 3 Baths ⋅ 202525685 MLS ⋅ FS - Fee Simple Tenure ⋅ Kuu Makana@ Diamond Hd BLDG.
NEW PRICE!! This turnkey luxury residence is a rare offering, now enhanced w further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors & the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location & impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu

Listing courtesy of Caron B Realty.

184 Lolowaa Pl, Kihei
$9,495,000
4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass - The most exciting new luxury release to hit the market. A brand new single-level ocean view smart home that truly makes you say WOW. A 2025 Wailea Cohen Development Group design- Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision.

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

62-3734 Kaunaoa Pl, KAMUELA
$9,450,000
5 Beds ⋅ 6 Baths ⋅ 733909 MLS ⋅ ['Fee Simple'] Tenure
Bold design. Exceptional outdoor living. Your private retreat at Mauna Kea Resort. Built in 2021, Hapuna Modern Home brings a fresh architectural perspective to Hapuna’s High Bluffs. Inspired by the Hawaiian Modern design tradition, this striking residence combines clean lines, generous gathering spaces, and effortless indoor-outdoor living. Five suite-style bedrooms make the home ideal for couples traveling together, groups of friends, and multigenerational families. Everyone enjoys a private retreat, with welcoming shared spaces to gather, celebrate, and reconnect. Approximately 2,200 square feet of covered lanai invite poolside breakfasts, leisurely afternoons, and evenings of dining and entertaining. A spectacular 72-foot pool, spa, and lawn create the feeling of your own private resort, with room to swim, play, or simply unwind. Concrete floors and thoughtfully selected, durable finishes support easy island living. Smart controls and solar power with battery storage add convenience and efficiency, while a dedicated spa and massage area offers space to relax and recharge. Turnkey and licensed for short-term vacation rentals, Hapuna Modern Home combines the enjoyment of a personal island escape with vacation rental flexibility. Spend your days enjoying the beaches, golf, and dining of Mauna Kea Resort, then return to a home designed to bring your favorite people together.

62-3734 Kaunaoa Pl, KAMUELA

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

1118 Ala Moana Boulevard Unit 3401, Honolulu
$9,200,000
3 Beds ⋅ 4 Baths ⋅ 202603524 MLS ⋅ FS - Fee Simple Tenure ⋅ Waiea - 1118 Ala Moana BLDG.
Waiea, the luxurious flagship building in the heart of vibrant Kakaako. This is a rare opportunity to own and reside in this expansive three-bedroom penthouse residence, featuring a private elevator entry with an elegant foyer, a spacious den, three-and-one-half baths, and impeccable finishes throughout. Soaring 12-foot ceilings, Miele appliances, double glazed Low-E glass, motorized window shades, hardwood and stone flooring, and top-of-the-line plumbing fixtures by Dornbracht and Toto. The unit includes Storage Room 3-15, two parking stalls, and one EV charger. Enjoy world-class amenities including guest suites, a state-of-the-art fitness center with yoga room, steam sauna, golf simulator, infinity-edge ocean view pool, hot tub, children’s play area, and dog park, all complemented by exceptional building management and outstanding service provided by the building team. Ideally located near Whole Foods, Ward Village shops and restaurants, and Ala Moana Beach Park.

1118 Ala Moana Boulevard Unit 3401, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

1614 Halama St, Kihei
$9,195,000
4 Beds ⋅ 4 Baths ⋅ 410457 MLS ⋅ Fee Simple Tenure
Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

95-25 Kamehameha Highway, Mililani
$9,180,000
202616346 MLS ⋅ FS - Fee Simple Tenure
RARE 7.472-ACRE FEE-SIMPLE DEVELOPMENT OPPORTUNITY — $9,180,000. The sale includes two parcels identified as TMK Nos. 1-9-5-001-002 and 1-9-5-001-058, comprising approximately 7.472 acres of fee simple land at 95-025 Kamehameha Highway. Exceptional opportunity in desirable Central Oahu. Not part of the Mililani Association and benefiting from a DOT-approved ingress/egress arrangement. Extensive prior development work includes land and golf-course surveys, geotechnical, drainage and traffic studies, grading/subdivision plans, utility planning, and ESCP documentation. A previous Mililani Care Home Community concept envisioned senior-care facilities, workforce housing, medical/urgent-care facilities, administrative space, recreation and green space. Excellent opportunity to explore this or other compatible concepts. All previous permits and approvals have expired. Existing plans, studies and reports are available for review and may provide a foundation for future planning, subject to current zoning, permitting, licensing and governmental requirements. Seller may consider financing for a qualified purchaser. Buyer to conduct independent due diligence.

95-25 Kamehameha Highway, Mililani

Listing courtesy of Five Star Realty, Inc..

431/433 Portlock Road, Honolulu
$9,000,000
5 Beds ⋅ 4 Baths ⋅ 202616314 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity to own a true Portlock oceanfront estate spanning two separate lots totaling approximately 33,276 sq. ft., from the street to the ocean. The existing residence at 433 Portlock Rd offers direct oceanfront living with a swimming pool, covered lanai, generous yard, recently installed split ACs in every room, and ample off-street parking for 10+ vehicles. Enjoy sweeping ocean, Diamond Head, sunset, and Maunalua Bay views from this exceptional setting. Included is an adjacent 15,000+ sq. ft. vacant lot at 431 Portlock Rd, offering the potential to create a private family compound, build a custom residence, or preserve additional open space and privacy. A unique opportunity to own a substantial double-lot estate in one of East Honolulu’s most desirable oceanfront neighborhoods. TMKs: 1-3-9-016-009 and 1-3-9-016-012.

431/433 Portlock Road, Honolulu

Listing courtesy of Oceans Real Estate.

33 Hana Hwy, Paia
$9,000,000
5 Beds ⋅ 3 Baths ⋅ 410440 MLS ⋅ Fee Simple Tenure
33 Hana Highway | An Iconic Legacy Estate on Maui's North Shore There are properties that come to market, and there are properties that define a coastline. Welcome to 33 Hana Highway, an extraordinary beachfront estate in the heart of Paia, offering an exceptionally rare 145 linear feet of pristine white sand beach frontage along one of Maui's most celebrated shorelines. Offered at its July 2026 appraised valued of $13,300,000, this is more than a home—it is an irreplaceable legacy estate where the true luxury lies in the land, the shoreline, and the privilege of ownership. With an unparalleled connection to the Pacific, the residence embraces the timeless character of Maui's North Shore. Thoughtfully designed to complement its spectacular setting, the home captures the relaxed elegance that has long defined Paia—a place where sophistication is measured not by excess, but by authenticity, privacy, and an effortless indoor-outdoor lifestyle. Expansive lanais, light-filled living spaces, and panoramic ocean vistas invite year-round entertaining, quiet reflection, and unforgettable gatherings with family and friends. Beyond the residence, the grounds unfold into a remarkable oceanfront sanctuary framed by mature tropical landscaping, generous lawn areas, and direct access to an expansive stretch of soft white sand. With 145 feet of linear beachfront, the property commands a presence that is increasingly impossible to replicate. This remarkable shoreline offers an extraordinary sense of space, privacy, and permanence rarely found in Hawaii's oceanfront market. Located just moments from the vibrant charm of Paia Town, owners enjoy effortless access to award-winning restaurants, artisan boutiques, renowned galleries, world-class surfing, and the relaxed rhythm that has made Maui's North Shore one of the world's most desirable coastal destinations. Here, every day begins with sunrise over the Pacific and ends with the sound of waves meeting the shore. Properties of this significance are seldom offered. As available beachfront continues to diminish, estates with substantial sandy frontage have become true generational holdings—assets that are acquired with intention and passed forward with pride. Whether preserved in its timeless island character or thoughtfully reimagined into a world-class coastal residence, the intrinsic value will always remain rooted in what can never be recreated: the land, the location, and the extraordinary shoreline. Property Highlights • Recently appraised at $13,300,000 • Approximately 145 linear feet of pristine white sand beach frontage • Exceptional oceanfront estate in the heart of Paia • Expansive Pacific Ocean and coastline views • Authentic island architecture designed for seamless indoor-outdoor living • Mature tropical landscaping and spacious beachfront grounds • Direct access to one of Maui's most desirable sandy beaches • Minutes from Paia's acclaimed restaurants, boutiques, galleries, and North Shore lifestyle • A truly rare legacy estate with enduring generational value Some homes are built. Others become part of Hawaii's history. 33 Hana Highway is one of the few addresses where legacy begins at the shoreline. LLC Member holds an ownership interest in the property. Member is an inactive Realtor in the State of Hawaii. Also listed as a long term rental under MLS# 410820

33 Hana Hwy, Paia

Listing courtesy of The Agency Maui.

223 Plantation Club Dr Unit 14, Lahaina
$8,998,000
3 Beds ⋅ 4 Baths ⋅ 408037 MLS ⋅ Fee Simple Tenure
BEING WELL. For those that crave a holistic environment that nourishes the mind, body, and soul, in a tropical, private Hawaiian environment, the estate at 223 Plantation Club Drive is the home for YOU. Extremely private & serene, this extraordinary 2.18-acre sanctuary consists of mature luscious tropical landscaping with over 40 fruit plantings while being steps away from the 15th & 17th holes of the Kapalua Plantation Golf Course. The WELLNESS amenities include an ALL-IN PLUNGE® (cold water immersion), sauna, resort-sized pool & spa (complete with slides, pirate-themed smoke & lighting features), fire-pit, Koi-pond, vegetable-planter boxes, steam shower, workout facility and billiard table. This sprawling, single-level estate consists of 3 bedrooms, 3 bathrooms, and 1 1/2 half-bath spread across 5,366 living square feet. The residence showcases impeccable craftsmanship, state-of-the-art upgrades, and refined details throughout. Inside, discover 64 feet of motorized pocket doors that disappear into the walls, seamlessly blending the interior with over 2,000 square feet of covered lanai. The open floor plan features soaring 12-foot ceilings, two elegant living spaces, a dining area, a private office, a wine cellar, and two fireplaces. The gourmet kitchen boasts double islands, a new 48” Wolf range, and a Wolf grill at the outdoor bar, ensuring effortless entertaining. Two additional guest suites, all with 10-foot ceilings, provide ample accommodation for family & visitors. Outdoors, the estate’s transformation is nothing short of spectacular. The completely renovated pool features a grotto, two water slides, a 7-foot waterfall with a jumping rock, and an adjoining spa, creating a resort-like atmosphere. Hundreds of strategically placed landscape lights illuminate the lush grounds, koi pond, and tropical gardens, turning the property into a breathtaking paradise after sunset. The fully automated Savant system enhances the experience, providing control over nearly every aspect of the home, from lighting and sound to the 10 tiki torches and more. Additional features include a sprinklered orchard with over 40 fruit trees (bananas, avocado, mangos, lemons, limes, oranges, grapefruits, mountain apples, starfruit, papayas & more), an inviting outdoor shower, a spacious three-car garage with a home gym, and ample storage. The Plantation Estates of Kapalua is one of the most prestigious & exclusive golf-course gated communities in the Hawaiian Islands. This agricultural-zoned community consists of 53 Plantation Estates & 50 Honolua Ridge (phase 1 & 2) parcels. The community is home to the PGA’s annual Sentry Tournament of Champions Invitational and the Plantation Restaurant. Owners have easy access to the Kapalua Resort amenities including world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Montage massage/spa & the incredible shopping & fine-dining experiences. The quintessential luxury retreat, the estate at 223 Plantation Club Drive inspires you to attain a level of relaxation that YOU desire and deserve. YOUR Time Is Now.

223 Plantation Club Dr Unit 14, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

Makena Alanui Rd, Kihei
$8,995,000
411206 MLS ⋅ Fee Simple Tenure
A rare chance to own Makena beachfront property awaits! Nestled along the pristine shores of Po‘olenalena Beach, commonly known as “Chang’s Beach,” this nearly one-acre parcel (.881 acre) boasts over 200 feet of uninterrupted beach frontage. With mesmerizing year-round sunsets and sweeping ocean views that capture Molokini, Kahoolawe, and Lanai, the setting is nothing short of spectacular. Already equipped with a county water meter and zoned R-3, the lot is primed for you TO COMPLETE THE ALREADY DESIGNED HOME OR to design and build your own vision at Makena. Detailed architectural plans, thoughtfully crafted by an experienced Makena/Wailea architect, can be passed on to the new owner—saving time and providing a seamless starting point for your dream build. This property provides the perfect canvas to bring your vision to life. Ideally situated between the Wailea resort community and Makena Discovery resort, you’re just minutes from world-class golf, luxury shopping, resort hotels, and award-winning dining. This is a rare opportunity to create a beachfront masterpiece in one of Maui’s most coveted coastal settings. Embrace the beauty, serenity, and lifestyle that only Makena can offer. The house photos are renderings.

Makena Alanui Rd, Kihei

Listing courtesy of Hawaii Life (W).

1011 Mokulua Drive, Kailua
$8,995,000
4 Beds ⋅ 7 Baths ⋅ 202619411 MLS ⋅ FS - Fee Simple Tenure
TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite, detached pool house, separate BBQ pavilion, & 3-car garage, this remarkable property lives like a private resort. A striking torii gate welcomes you into lush tropical grounds w/expansive lawns, mature landscaping & a beautiful swimming pool w/spa. The chef’s kitchen features abundant counter space, dine-in seating, dual sinks, gas & electric cooktops, dual ovens, oversized refrigerator/freezer, beverage drawers, wine captain, ice maker, and a large center island. Rich hardwood floors, natural stone accents, custom cabinetry, floating display shelves & wood-framed glass doors enhance the interiors. Covered indoor-outdoor hallways lead to 3 private bedroom suites w/garden & pool views. The upstairs primary retreat enjoys a private balcony, mountain vistas, home office, custom built-ins & a spa-inspired bath w/ dual vanities, walk-in shower & soaking tub. Fully walled & gated w/ a spacious motor court, this is a rare opportunity to enjoy true resort-style living in one of Oahu’s most desirable beachside communities.

1011 Mokulua Drive, Kailua

Listing courtesy of Coldwell Banker Realty.

2240 Maka Pl, KOLOA
$8,995,000
5 Beds ⋅ 6 Baths ⋅ 733866 MLS ⋅ ['Fee Simple'] Tenure ⋅ Makahuena BLDG.
Set on Kauai’s southern coastline stands this newly completed 5 bedroom 5.5 bath Poipu Beach masterpiece zoned for long term living and vacation rental use. Inspired by its ocean surroundings and vast sea views, this coastal contemporary home, offers effortless living within the island’s premier oceanfront subdivision, Makahuena Estates. Located on the southernmost point of Kauai, this is one of just 10 homes that will enjoy a most unique environment where homesites of no less than 1 acre in size provide the space and quiet enjoyment many desire. The 2 story, 3,720 square foot luxury oceanview home emphasizes coastal perspectives from all rooms. Thoughtful placement of windows and doors provide abundant light and an invitation to enjoy the residence from inside or out. A pool, spa, outdoor dining, and sizable yard are also provided for your enjoyment. The continuum of styled appointments seamlessly join to create your optimal home experience. Vaulted ceilings, a floating staircase and sculpted indoor waterfall set the tone upon entry. From there, the complement of wood floors, smartly appointed chef’s kitchen and butler’s pantry, sophisticated lighting, and media, where you want it, and 5 refined oceanview bedroom suites with en-suite baths all come together to offer a home leaving no detail overlooked. Whether inside or taking in the breathtaking environment from the lanai, you’ll feel right at home here at 2240 Maka Place within Makahuena Estates. FEATURES OF 2240 MAKA PLACE Location: Poipu Beach, Kauai Land Area: 1.11 Acres Interiors: 3,720 SF Exterior Lanai: 959 SF Garage: 835 SF Utilities: Underground Clubhouse: Access to the neighborhood clubhouse Bed/Ba: 5 Bed/5.5 Baths Pool, Spa, Expansive Yard Use: Permanent or Vacation Rent Other: Coastal Hiking Path Close By: All Poipu Beach amenities View the video here (copy & paste into browser): https://tinyurl.com/6fyayx4e

2240 Maka Pl, KOLOA

Listing courtesy of COMPASS.

818 Sheridan Street, Honolulu
$8,990,000
202616838 MLS ⋅ FS - Fee Simple Tenure
4% CAP rate ......Prime commercial property in the highly desirable Ala Moana area, located directly behind Walmart and Sam’s Club. Exceptional location surrounded by high-traffic retail and a growing number of newly built luxury condominiums. Solid concrete construction—rare compared to typical wood-frame buildings in the area—provides long-term durability and value. Excellent investment opportunity with a cap rate over 4%. Strong income potential in a rapidly developing urban core. High-demand location with consistent tenant appeal due to proximity to major retail anchors and dense residential population. Concrete structure offers lower long-term maintenance vs. wood-frame properties. Buyer to perform own due diligence on income, expenses, and cap rate. Potential upside with continued area development and rental growth.

818 Sheridan Street, Honolulu

Listing courtesy of Hawaiiko Realty Group LLC.

2139 Kuhio Avenue Unit 2701-2711, Honolulu
$8,980,000
11 Beds ⋅ 12 Baths ⋅ 202607845 MLS ⋅ FS - Fee Simple Tenure ⋅ The Ritz-Carlton Residences Twr 2 - 383 Kalaimoku BLDG.
One of a kind. Owning the entire 27th floor at the Ritz-Carlton Residences Waikiki Beach, specifically in the Diamond Head Tower, represents a pinnacle of luxury retreat to Hawaii. With sweeping views of the Pacific Ocean, Diamond Head Crater, and the Waikiki Skyline, the residence is perfectly positioned to offer both sunrise and sunset vistas. This high-ceiling full-floor residence provides unmatched privacy and exclusivity, consisting of 10 separate units of studios,1 bedrooms & 2 bedrooms. Many of these homes are available fully furnished, making it effortless to move in, generate income through the hotel pool, or begin hosting guests. Beyond the residence, ownership comes with access to the Ritz-Carlton’s signature five-star service. This includes in-residence dining, daily housekeeping (in hotel pool), concierge services, valet parking, and access to world-class amenities like infinity pools, a fitness center, a full-service spa, and top-tier dining. The sale includes 10 units (CPR) 2701 (1BR 1BA), 2702 (0BR 1BA), 2703 (0BR 1BA), 2705 (1BR 2BA), 2706 (1BR 1BA), 2707 (0BR 1BA), 2708 (0BR 1BA), 2709 (0BR 1BA), 2710 (2BR 2BA), & 2711 (0BR 1BA).

2139 Kuhio Avenue Unit 2701-2711, Honolulu

Listing courtesy of Coldwell Banker Realty.

2139 Kuhio Avenue Unit 27th Floor, Honolulu
$8,980,000
202510911 MLS ⋅ FS - Fee Simple Tenure
One of a kind. Owning the entire 27th floor at the Ritz-Carlton Residences Waikiki Beach, specifically in the Diamond Head Tower, represents a pinnacle of luxury retreat to Hawaii. With sweeping views of the Pacific Ocean, Diamond Head Crater, and the Waikiki Skyline, the residence is perfectly positioned to offer both sunrise and sunset vistas. This high-ceiling full-floor residence provides unmatched privacy and exclusivity, consisting of 10 separate units of studios,1 bedrooms & 2 bedrooms. Many of these homes are available fully furnished, making it effortless to move in, generate income through the hotel pool, or begin hosting guests. Beyond the residence, ownership comes with access to the Ritz-Carlton’s signature five-star service. This includes in-residence dining, daily housekeeping (in hotel pool), concierge services, valet parking, and access to world-class amenities like infinity pools, a fitness center, a full-service spa, and top-tier dining. The sale includes 10 units (CPR) 2701 (1BR 1BA), 2702 (0BR 1BA), 2703 (0BR 1BA), 2705 (1BR 2BA), 2706 (1BR 1BA), 2707 (0BR 1BA), 2708 (0BR 1BA), 2709 (0BR 1BA), 2710 (2BR 2BA), & 2711 (0BR 1BA).

2139 Kuhio Avenue Unit 27th Floor, Honolulu

Listing courtesy of Coldwell Banker Realty.

124 Waipao Rd Unit CHS-8, Kihei
$8,950,000
411231 MLS ⋅ Fee Simple Tenure
An extraordinary opportunity to acquire a homesite available at Makena Golf & Beach Club with fully permitted, architecturally designed plans ready for construction. Skip years of design, approvals, and permitting, and begin building your custom luxury residence without delay. All utilities, including sewer, water, electricity, and telecommunications, are available at the lot, offering a seamless start to building your dream home in Makena. Perched on one of the most prestigious ridges within Makena Golf & Beach Club, this exceptional homesite enjoys sweeping ocean views overlooking the Ka‘eo North neighborhood and the spectacular coastline above Makena Landing. Perfectly positioned to capture breathtaking sunsets, cooling island breezes, and the natural beauty that defines South Maui, the property offers an extraordinary setting for a legacy residence. The thoughtfully designed residence has already completed the extensive architectural and permitting process, providing a significant advantage for the discerning buyer. This is a truly rare opportunity to own a build-ready homesite in one of Maui's most exclusive communities. Experience the very best of island living, where world-class golf, beautiful beaches, privacy, and timeless elegance come together. Membership to Makena Golf & Beach Club is available for purchase, subject to application and Club approval. All images, architectural renderings, and conceptual depictions are for illustrative purposes only and may not accurately represent the final design, finishes, landscaping, views, or completed residence. Actual conditions and improvements may vary. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house.

124 Waipao Rd Unit CHS-8, Kihei

Listing courtesy of Discovery Makena Realty LLC.

1388 Ala Moana Boulevard Unit 5401, Honolulu
$8,900,000
3 Beds ⋅ 4 Baths ⋅ 202609175 MLS ⋅ FS - Fee Simple Tenure ⋅ Park Lane BLDG.
Welcome home! A turnkey, fully furnished 3-bedroom Ocean Residence in Building 5 at Park Lane Ala Moana. Ideally located near the lobby, valet, resort-style amenities, & private residential elevator to Ala Moana Center. Enjoy 180-degree views spanning Ala Moana Beach, the Pacific Ocean, & Honolulu's coastline, creating a rare sense of openness and privacy. The spacious floor plan features a generous primary suite with dual walk-in closets, an open-concept kitchen, dining, and living area, and an expansive covered lanai with a built-in BBQ for seamless indoor-outdoor living and entertaining. Designer chandeliers, custom wall coverings, and tasteful upgrades enhance the residence. The home is beautifully presented with interior design by Lauren Rammer Interiors, curated artwork by Tokonoma Arts, and tropical plantings by Omai. Offered fully furnished and move-in ready, this residence presents an exceptional opportunity to enjoy the Park Lane lifestyle from day one. Developed by The MacNaughton Group and Kobayashi Group, Park Lane Ala Moana combines the privacy of an island residence with world-class amenities, security, services & direct access to shopping, dining, and entertainment.

1388 Ala Moana Boulevard Unit 5401, Honolulu

Listing courtesy of Hawaii Life.

144 Halau Pl, Kihei
$8,895,000
3 Beds ⋅ 4 Baths ⋅ 410860 MLS ⋅ Fee Simple Tenure
Located behind the gates of Wailea Golf Estates, 144 Halau Place is a designer-furnished, single-level contemporary residence offering privacy, ocean and golf course views, and exceptional indoor-outdoor living of over 5,000+ sq. ft. Expansive openings connect the interiors to covered lanais, a striking zero-edge infinity pool and spa, tropical landscaping, and views across the Wailea Blue Course. The property offers a private setting in the heart of Wailea and within easy walking distance to Wailea's beaches, golf, dining, shopping, and resort amenities. EXCEPTIONAL FINANCING OPPORTUNITY: An existing 2.25% fixed-rate mortgage with approximately 24.5 years remaining may be assumable by a qualified buyer, subject to lender approval and applicable requirements. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by a zero-edge infinity pools and spa, with built-in tiki torches to enjoy late nights under the stars. European oak flooring and contemporary finishes create a warm, refined aesthetic. The chef's kitchen features top-of-the-line Thermador appliances including a 92-bottle wine refrigerator and a built-in coffee system. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting. Listor is one of the owners of the property.

144 Halau Pl, Kihei

Listing courtesy of Compass-W.

29 Kolonahe Pl Unit A, Kula
$8,800,000
3 Beds ⋅ 4 Baths ⋅ 408938 MLS ⋅ Fee Simple Tenure
If architecture is a language and the built form its voice, then a great architect is, ultimately, a master storyteller. 29 Kolonahe is evidence of such mastery from architect Ron Radziner, co-founder of renowned firm Marmol Radziner. This upcountry Maui home, built by legendary craftsman John Cahill, is an enduring, livable work of art—and Marmol Radziner’s first house in Hawaii. At the edge of a dramatic tropical valley, a triad of structures rises from an impeccably landscaped garden: main house, art studio and office, and carport and music studio. Glass, cedar, and honed lava playfully direct sunlight throughout the day—from its morning appearance to its dramatic sunset finale. Outside, gardens of native 'Ohi'a lehua, Koa, Puakenikeni, 'A'ali'i, Alahe'e and orchards of banana, papaya, mango, lychee, longan, citrus, avocados and more adorn the hillside. Listening to the voices of the land, the site, and the vision of his clients (fine artist, musician, and actor), Radziner created an oasis of modern design, inspired artistry, and native landscaping that simply feels good to live in. Radziner’s design at 29 Kolonahe tells a story of beauty, ease, and delight: the power of inhabiting a space that’s brilliantly crafted in alignment with the land where it is situated. Experience it yourself. This property is a Residential CPR and includes 1.719 acres of land.

29 Kolonahe Pl Unit A, Kula

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 802 & 804, Kihei
$8,740,000
5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

62-3962 Lanikeha Pl, KAMUELA
$8,700,000
6 Beds ⋅ 7 Baths ⋅ 734240 MLS ⋅ ['Fee Simple'] Tenure
Designed by Thomas Bingham, a disciple of the Frank Lloyd Wright School of Architecture, Fairways North 11 stands above the Mauna Kea Golf Course, facing the Pacific and sunset. The residence follows the slope, opening toward the ocean on several levels. Deep roof overhangs shelter the lanais, and the main living spaces open to a covered terrace that extends above the saltwater pool. The 6 bedrooms each have a private bathroom. The primary suite occupies a level of its own, together with 2 offices overlooking the ocean. Lower level bedrooms open onto the pool terrace. The residence can be enjoyed as it stands, while its interiors would benefit from updating. Mauna Kea Resort’s beaches, golf courses and hotels are part of the setting. The Resort Club Homeowner Membership Program provides access to golf, tennis, and beach and pool facilities at the Mauna Kea Beach Hotel and Westin Hapuna Beach Resort.

62-3962 Lanikeha Pl, KAMUELA

Listing courtesy of Private Listings Hawaii.

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.

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