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$4,500,000
8 Beds 3 Baths 202600153 MLS FS - Fee Simple Tenure
Fabulous opportunity to own a large lot property in Manoa! Keep as is or let your imagination go! Nestled in a peaceful and private setting at the end of a quiet, traffic-free dead end street, this exceptional property offers a rare blend of space, potential, and classic charm on over half an acre of land. This unique compound features three distinct dwellings, providing ultimate flexibility for multi-generational living, rental income, or a private home with ample space for guests and offices. Built in 1950, the homes carry the enduring character of the era, waiting for your personal touch to restore and modernize. The true standout is the unparalleled outdoor space and practical convenience, tons of open space—a dream for owners with multiple vehicles, hobbyists, or hosting gatherings. Adjacent lots 1-2-9-023-013-0000 and 1-2-9-023-003-0000 available to expand to over 3 acres. Property tax reflective of tax exempt status of renter. Actual square footage and bed/bath count may differ from tax records. Buyer to verify all.

2727 Hipawai Place Unit B, Honolulu

Listing courtesy of eXp Realty.

$4,500,000
3 Beds 4 Baths 202520667 MLS FS - Fee Simple Tenure Trump Tower Waikiki BLDG.
Back to Market--Renovation complete! Luxury Full-Ocean View Residence at Ka La'i #3410 Hilton LXR | Waikiki It is a rare opportunity to own a fully renovated, high-floor luxury residence with sweeping views of the Pacific Ocean, Diamond Head, Honolulu’s iconic coastline, plus the Friday night fireworks. Positioned above Waikiki and oriented toward unforgettable sunsets, this spacious 3-bedroom, 3.5-bath home spans approximately 2,050 square feet and delivers a true residential layout rarely found in hotel residences. Completed the hotel-designated renovation in February 2026, creating a brand-new living experience backed by the global standards of Hilton’s LXR luxury collection. Ownership includes the flexibility to enjoy the residence as a personal retreat, place it into the Ka La?i hotel rental program to generate income, or lease it as a long-term luxury rental. Residents enjoy full-service amenities including concierge, valet parking, resort-style pool and spa, fitness center, dining, and direct access to Waikiki Beach, Luxury Row, and world-class dining. Ideal for second-home owners, international buyers, or those seeking a turn-key luxury lifestyle investment in Honolulu.

223 Saratoga Road Unit 3410, Honolulu

Listing courtesy of Coldwell Banker Realty.

$4,498,000
6 Beds 8 Baths 202613193 MLS FS - Fee Simple Tenure
Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living space, this home is designed for grand entertaining and exceptional comfort. Soaring high ceilings and elegant marble flooring anchor the grand living space, seamlessly flowing from the formal living room to the privately situated swimming pool and whirlpool spa—perfect for indoor-outdoor entertaining. Every bedroom features its own en-suite bathroom, offering privacy for family and guests alike. Additionally, the home is thoughtfully appointed with a private sauna and entertainment room—perfect for lounging and gathering. A rare opportunity to own a luxury estate in one of Honolulu’s most prestigious neighborhoods just moments from the shopping and eateries at Kahala Mall!

4327 Kilauea Avenue, Honolulu

Listing courtesy of REMAX Hawaii.

$4,495,000
5 Beds 4 Baths 732197 MLS ['Fee Simple'] Tenure
In Bayview Estates, this 2020 custom residence captures the Kona Coast from an uncommon vantage point. The home is positioned farther toward the ocean than many neighboring properties, while both adjacent residences sit behind the pool and lanai view corridor. The result is a remarkable sense of openness, with sweeping 270-degree ocean and coastline views and year-round sunsets unfolding across the horizon. Set on a generous 18,373-square-foot lot, the 5-bedroom, 5-bath home offers 3,276 square feet of refined interior living space shaped around Hawai‘i’s indoor-outdoor rhythm. A gated entry leads through a landscaped courtyard to an expansive great room, where rich wood detailing, open living and dining areas, and large pocketing doors create a fluid connection to the covered lanai. The chef’s kitchen features custom cabinetry, quartz surfaces, a waterfall island with seating, premium appliances, a wet bar, wine cooler, and a pass-through window to the outdoor entertaining area. Just beyond, the lanai opens to the pool, spa, and built-in BBQ, with generous space for dining, conversation, and quiet moments against the ocean backdrop. The ocean-view primary suite includes a private lanai, substantial walk-in closet, and spa-inspired bath with dual vanities, dual shower heads, a freestanding soaking tub, and an outdoor shower. Additional ensuite bedrooms, private outdoor spaces, and a fifth bedroom with a separate exterior entry add flexibility to the floor plan. An attached garage completes the property, just minutes from Keauhou Bay, ocean recreation, dining, shopping, and Keauhou Shopping Center in Kailua-Kona.

78-7032 Mololani St, KAILUA KONA

Listing courtesy of COMPASS.

$4,495,000
2 Beds 2 Baths 408086 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.

4000 Wailea Alanui Dr Unit 2904, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

$4,485,000
5 Beds 5 Baths 730706 MLS ['Fee Simple'] Tenure
A classic Kiahuna Golf Village residence in both design and style, this spacious two-story home is located on a corner lot and features an open floor plan with an abundance of natural light, 9+ ceilings, and three bedroom suites with private baths. Looking for a home with Family Caretaker Quarters? The 400 sf guest house is adjacent to the home's three-car garage, and its separate entry is near the private swimming pool. The home was designed by Kauai architect Ginny Latham and features Andersen windows and doors, and stucco exterior home and privacy walls. The gated backyard features an in-ground swimming pool and flagstone deck, and a covered shaded patio for easy indoor/outdoor entertaining. The home's 4th bedroom is next to its living area and 4th bathroom, and is currently furnished as a private workspace with a view to the mountains. This property is in the Poipu Visitor Destination Area (VDA) and is currently a vacation rental. Offered furnished, the home is also move-in ready for the buyer looking to call Kauai's South Shore home. Kiahuna Golf Village is one of Kauai's well-regarded communities, known for its peaceful setting and proximity to Poipu beaches, restaurants, shops and recreation.

5373 Pau A Laka St, KOLOA

Listing courtesy of Hawaii Life.

$4,475,000
731712 MLS ['Fee Simple'] Tenure Kukui'ula BLDG.
Situated at the cliff’s edge of Kukui‘ula, Kula Makai is one of the last oceanfront sites on Kaua‘i. The oldest, greenest, and lushest in the island chain, many consider Kaua‘i the “Real Hawaii” we all remember. Each of the nineteen Kula Makai homesites represents an extraordinary opportunity to design and build a world-class home reflecting the land’s storied heritage and location. Homesites range from 22,998-square feet to 44,008-square feet. The Estate Lot occupies 3 acres. Homesite H is 26,056 sq ft and features panoramic seascapes, warm sunsets and stunning whitewater views of Lawai Bay. The homesite is graded, with a flat pad, and the home built here will look out over the 15th fairway. Kukui`ula Ownership Privileges and Amenities Include: Private Club Membership Tom Weiskopf-designed, Private 18-hole Par-72 golf course World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and Complete fitness rooms and movement studios Golf Club House The Lodge at Kukui`ula Fine dining in the Kukui`ula Plantation House Controlled architectural guidelines with design review committee Planned hiking trails throughout the Community Roving 24/7 security services Access to Upcountry Farm and Catch n' Release Fishing Lake Volleyball, bocci ball, pickleball, archery, horseshoes, Pool Bar and Grille

8 Noho Kai St, KOLOA

Listing courtesy of Kukui'ula Realty Group LLC.

$4,450,000
4 Beds 4 Baths 732472 MLS ['Fee Simple'] Tenure
Welcome to 2607-A Halalu Street, a stunning Poipu luxury estate on just over an acre in coveted Poipu Beach Estates on Kauai's sunny South Shore. This 4 bedroom, 3.5 bath residence offers 3,637 square feet of light filled living with ocean, mountain, and sunset views. Soaring vaulted ceilings and walls of sliding glass invite the outdoors in. Two generous primary suites offer wonderful flexibility and privacy, including a serene upstairs retreat with a spa inspired en suite bath and its own private lanai. The chef's kitchen is a true gathering place, anchored by an oversized island with Wolf and Sub Zero appliances, wine cooler, and butler's pantry. Step outside to your own private resort, where a sparkling pool, charming poolside gazebo, and expansive covered lanai create the perfect setting for sunset dinners and lazy afternoons in the Hawaiian sun. Built in 2018 with presidential style roof tiles, an owned 14 panel photovoltaic system, and an oversized three car garage with drive through access to the backyard. The home was sited to maximize solar production while shading the lanais. Lush grounds are graced with mango, citrus, coconut, and banana trees. Approved ADU plans convey with upgraded water meter installed and utilities extended to the site. Within the Visitor Destination Area and a short stroll to Poipu beaches, restaurants, and shops, this Koloa property offers rare versatility as a primary residence, second home, or vacation rental. KEY FEATURES: Two primary suites with en suite bathrooms Wolf and Sub Zero appliances Pool with poolside gazebo Large covered lanai Oversized three car garage Presidential roof tiles Owned 14 panel photovoltaic system Approved ADU plans, upgraded water meter installed Located within the VDA Walking distance to Poipu beaches * View 40 additional photos, video, 3D Tour and floor plans * https://kauai-real-estate-media.aryeo.com/sites/rppwlzvl/unbranded

2607-A Halalu St, KOLOA

Listing courtesy of The Agency - Oahu.

$4,449,000
202616922 MLS FS - Fee Simple Tenure Na BLDG.
Rare opportunity to acquire a substantial, purpose-configured property in Wahiawa with approximately 10,700 SF of interior space and excellent potential for residential care, assisted living, group living, or similar use. The property features 20-bedrooms, 6-full baths (3 of them communal style with multiple showers, sinks, and toilets), 3-half baths, and on-site parking. Additional features include a spacious dining hall, 3 separate living/common areas, office space, wet bar, and a large commercial kitchen area ready for build-out. Significant renovations have been completed, allowing the next owner or operator to finish the remaining improvements and customize the facility to their needs. Property sold in its present condition. Buyer to independently verify zoning, permitted uses, licensing, permits, improvements, and suitability for intended use.

148 Lakeview Circle, Wahiawa

Listing courtesy of Central Oahu Real Estate LLC.

$4,449,000
202616964 MLS FS - Fee Simple Tenure
Rare opportunity to acquire a substantial, purpose-configured property in Wahiawa with approximately 10,700 SF of interior space and excellent potential for residential care, assisted living, group living, or similar use. The property features 20-bedrooms, 6-full baths (3 of them communal style with multiple showers, sinks, and toilets), 3-half baths, and on-site parking. Additional features include a spacious dining hall, 3 separate living/common areas, office space, wet bar, and a large commercial kitchen area ready for build-out. Significant renovations have been completed, allowing the next owner or operator to finish the remaining improvements and customize the facility to their needs. Property sold in its present condition. Buyer to independently verify zoning, permitted uses, licensing, permits, improvements, and suitability for intended use.

148 Lakeview Circle, Wahiawa

Listing courtesy of Central Oahu Real Estate LLC.

$4,425,000
3 Beds 3 Baths 729125 MLS ['Fee Simple'] Tenure
Located on Lawai Road along Kauai's South Shore, this oceanfront property comes to market for the first time. The ocean is a defining feature throughout - present from the living areas, the bedrooms, and the lanai. The property holds a valid TVNC vacation rental license. The primary residence spans two levels with three bedrooms, two bathrooms, and a two-car garage. The main living area opens to a, expansive oceanfront lanai, a natural gathering space where the water takes center stage. The main level includes one bedroom and one full bathroom, offering the ease of single-level living when needed. Upstairs, two additional bedrooms share a bathroom, with one opening to a private lanai with elevated views along the coastline. A fully permitted studio cottage sits separately on the property with its own entrance, kitchen, bathroom, oceanfront lanai, and carport - well suited for guests. Seasonal whale sightings and passing marine life are a regular part of life on this stretch of coast, as are the sunsets. The National Tropical Botanical Garden, Spouting Horn, and Kukui'ula Small Boat Harbor are all minutes away, with beaches, dining, and outdoor recreation close at hand.

4484 Lawai Rd, KOLOA

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

$4,400,000
4 Beds 3 Baths 410494 MLS Fee Simple Tenure
This rare Kamaole Kula property is situated on Maui's leeward, sunset coast at an elevation of 2,450 feet. It boasts stunning bi-coastal views and a low-humidity climate with an ideal blend of subtropical days and cool mornings and evenings. Over the years, the original owners have thoughtfully developed and meticulously cared for this beautifully graded and contoured two-acre parcel. Their stewardship has created a mature and thriving landscape featuring approximately 1,000 feet of rock walls, an abundance of productive fruit trees—including avocado, citrus, cherimoya, and macadamia nut—a fertile garden, and exceptional privacy. The sturdy, custom-built home and detached garage were constructed using irreplaceable old-growth, clear vertical-grain (CVG), Western red cedar, sourced from virgin forests in Olympic National Park. The timber was obtained through a rare special use permit from the National Park Service for fire control, allowing the purchase of wind-felled trees approaching 400 years in age that were extracted by helicopter. Even in the 1980s, wood of this caliber was rare; today, it is virtually priceless. This premium lumber is naturally resistant to termites and rot, including all studs and joists, and the home is finished with the highest-grade roof tiles. The construction was executed by master craftsman and boat builder John Cahill, of Cahill Construction. The property also features a 48-panel solar array equipped with top-quality SMA Sunny Boy inverters and a state-of-the-art Heliotex automated cleaning system. Additionally, this parcel benefits from a grandfathered net-zero interactive electric meter with a minimal monthly service charge—a program that has since been discontinued by Hawaiian Electric. Keokea Town is a short drive away, offering convenient access to Ching Store, Fong Store, Grandma's Coffee House, Keokea Park, and the Kula Clinic. Schools and the post office are approximately 10 minutes away. This timeless, classic, one-of-a-kind home is a true real estate outlier. It offers a peaceful and comfortable Maui lifestyle. This is a Residential CPR property. Call your Realtor for a private viewing.

10898 Kula Hwy, Kula

Listing courtesy of Compass-W.

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

2350 Baldwin Ave Unit B, Makawao

Listing courtesy of Hawaii Life (W).

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

532 Portlock Road, Honolulu

Listing courtesy of Fogarty Realty, Inc..

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

462 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$4,395,000
4 Beds 4 Baths 409092 MLS Fee Simple Tenure
When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

$4,390,300
408100 MLS Fee Simple Tenure
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

119 E Welakahao Rd, Kihei

Listing courtesy of Commercial Prop of Maui LLC.

$4,390,000
3 Beds 4 Baths 725359 MLS ['Fee Simple'] Tenure Tk Resort BLDG.
This gorgeous 3 bedroom/3.5 bath penthouse boasts beautiful Kauai sunrise views across the grotto pool to the Ninini Pt. lighthouse and Running Waters Bay from the four spacious lanais. The location of this home offers privacy and serenity and stunning views from every room of the tropical surroundings. Inside you’ll find an exceptional level of finish, with thoughtfully designed custom cabinetry, natural stone vanities and beautifully appointed kitchen that feature Thermador and Bosch appliances. The residence is beautifully furnished by Henderson House and is offered fully turn-key. Owners at the Timbers Kaua`i Ocean Club & Residences enjoy the benefits of resort living featuring a multitude of amenities and services amidst the expansive 450-acre Hokuala Resort. World-class golf, tennis, pickleball, multiple pools & hot tubs, a fitness/wellness center, outdoor gathering areas and fire pits, and a variety of venues with expansive lawn areas for recreation. There is also the wonderful Hualani Restaurant which hosts many special events and features award-winning farm & sea to table fresh island fare. The 38-acre lagoon is alive with adventures including kayaking, paddle boarding and fishing, and the 14+ miles of trails can be enjoyed via foot or bike to connect you to the organic farm at Hokuala where owners can harvest their own fresh island produce. If you are looking for effortless ownership in an oceanfront resort community on the beautiful island of Kaua`i, then look no further...

3770 Alaoli Way Unit 2407, LIHUE

Listing courtesy of Hokuala Real Estate.

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

65-1315 Hokulani Pl, KAMUELA

Listing courtesy of COMPASS.

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

1251 Kainui Drive, Kailua

Listing courtesy of Compass.

$4,300,000
727885 MLS ['Fee Simple'] Tenure
Kohala Kai is an exclusive residential development featuring seven custom oceanfront home sites situated on a total of 63 acres along Hawai'i island's North Kohala Coast. This gated community offers parcel sizes ranging from 5 acres to 28 acres, all with an abundance of wide open space and unobstructed panoramic views to enjoy year round sunsets and seasonal whale watching. Excellent location just minutes from Waimea, Hawi and the white sand beaches, luxury resorts, spas and golf courses along the Kona Kohala Coast. Notable Features at Lot 5: * 380 ft. of ocean frontage with shoreline trails. * Private gated entry and building site. * Protective Covenants and Design Guidelines. * Utilities in place at cul-de-sac entry to each driveway. * An abundance of natural resources if a more sustainable lifestyle is desired. * Adjacent location to small coral beach with ocean access. * Swimming, snorkeling, diving, kayaking, fishing and hiking trails. * Year round sunsets and seasonal whale watching from the comfort of home. Kohala Kai includes 7 parcels plus the roadway parcel. All parcels may be purchased together, offering a unique opportunity for investors and for those who value Hawaii's natural beauty. Refer to MLS# 727866 for bulk listing. HOA fees shall apply and are yet to be determined.

59-1006 Kaihonu Pl, KAMUELA

Listing courtesy of COMPASS.

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

76-6280-C Alii Dr, KAILUA KONA

Listing courtesy of LUVA LLC.

$4,300,000
3 Beds 4 Baths 401515 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
OUTSTANDING VALUE for one of Wailea Point's most FABULOUS VIEW UNITS. This is the highly sought after Upper Level D plan, Wailea Point’s second largest standard floor plan located on the top 2 floors of a 4-story building; 2 levels, 3 bedrooms, 4 bathrooms. The location is a “10”, affording spectacular ocean views. The vaulted ceilings are a bonus, and new windows were installed in 2022, including the gorgeous mitered glass bay window that makes the ocean view from the living room simply POP! Facing west, 180-degree ocean views, year-round sunsets, and whales galore! The entire upstairs is a master suite with full bath & soaking tub, and its own private, 144 sq. ft. “crow’s nest" lanai with stunning views. Original condition except for the beautiful new windows. Unfurnished. Wailea Point was built to be the finest residential condominium in all of Hawaii - and many believe it is just that. Built in the late 1980's, it stole the show at the 1986 Parade of Homes, a competition sponsored by the Building Industry Association of Hawaii. It also won a national award from Sunset Magazine for best use of glass - and the sellers have improved on that by replacing windows, and installing the awesome "mitered glass bay window" in the living room. Aside from its World Class location, Wailea Point boasts ultra-high quality design & construction, very low density (just over 4 units per acre), low rise structures in a magnificent, garden environment. 24-hour roving & gated security; 2 elaborate pool pavilions with kitchens & barbecues; 4 pools (including a 2-lane, 25-meter lap pool); 2 whirlpool spas; lighted tennis & pickleball courts; superb fitness gym; extensive fruit & herb gardens; ample parking; and it's golf cart friendly! Enjoy the Four Seasons and Fairmont Kea Lani resorts as immediate neighbors, plus the Grand Wailea a short walk away, and all the 5-star restaurants & other services they offer. Well run AOAO. 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 2502, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$4,295,000
202607067 MLS FS - Fee Simple Tenure
Among the last of its kind available, this undeveloped bluff/ridge lot in prestigious Pupukea is a rare opportunity for a discerning buyer. This ridge line, previously protected from development, is available for purchase. Preserve breathtaking ocean and mountain views for generations to come. Privacy is the norm 15+ acres thanks to borders shared with the state conservation land. Tucked between dramatic mountains and views of deep blue waters of the pacific, this lot is an impeccable blank canvas for your own tropical escape. Dream up a paradise of your design above Waimea valley and make the most of jaw-dropping panoramic views. With potential to develop up to four dwellings & AG structures.

59 Maulukua Road, Haleiwa

Listing courtesy of Hawaii Life.

$4,290,000
8 Beds 6 Baths 202616863 MLS FS - Fee Simple Tenure
Single Family Home with ability to rent out rooms daily just like a hotel. Most unique opportunity to have your Home help pay your mortgage with daily rentals of rooms. Rare opportunity to own a 7-room bed & breakfast in desirable Manoa, Honolulu. Located just steps from the University of Hawaii, this historic property offers strong income potential with daily, hotel-style rentals. Charming European Themed character throughout, ideal for owner-operator or investor. Additional living space is also included on the property. Consistent demand from university visitors, tourists, and traveling professionals. Historical Property with Exceptionally low property taxes at only $25/month. Turnkey operation in one of Honolulu’s most sought-after neighborhoods. A unique chance to live and run a hospitality business in paradise. Buyer must conduct their own due diligence on the property. Sold in As Is condition.

2001 Vancouver Drive, Honolulu

Listing courtesy of Hawaiiko Realty Group LLC.

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.