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$4,999,000
3 Beds 3 Baths 202523545 MLS FS - Fee Simple Tenure
RARE, VINTAGE, MINT, BEACHFRONT OSSIPOFF GEM! Experience timeless Hawaii luxury in this exquisite 3-bedroom, 2.5-bathroom single-level home, meticulously crafted by renowned architect Vladimir Ossipoff. Nestled on a pristine, sandy, slight beachfront bluff, this architectural gem harmoniously blends indoor and outdoor living, with breathtaking ocean views+uninterrupted tranquility. Step inside this spacious, airy open floor plan, highlighted by classic mid-century design elements and artistry. The gourmet kitchen, equipped with top-line appliances, flows into the dining+living areas, perfect for entertaining guests or enjoying family evenings. Relax+unwind in the new hot tub, watching the stars above+the cool tradewinds, or stay cool inside, with central air conditioning. The enclosed garage and subtle lighting offer convenience+security. Embrace a lifestyle of elegance and a quiet, timeless luxury this special home beholds, while just minutes to world-class dining, shopping, schools, hospitals, and the best of Honolulu, or Waimanalo, Kailua, Northshore, & West Oahu! Every detail of this dream home embodies thoughtful ambiance, privacy, and the expansive beauty of Ossipoff.

5543 Kalanianaole Highway, Honolulu

Listing courtesy of Deep Blue HI.

$4,995,000
4 Beds 4 Baths 202614221 MLS FS - Fee Simple Tenure
RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property is the only non-beachfront home currently available in this coveted beachside enclave. Enjoy private beach access just across the street to the world renowned shores of Kailua Beach. Exceptional quality & timeless island inspired design blend seamlessly w/an expansive indoor/outdoor floor plan. The Great Room features hardwood floors, dramatic vaulted open truss ceilings w/tongue & groove detailing & an exceptional chef's kitchen w/coastal inspired custom cabinetry, prof. stainless steel appliances, wraparound butcher block countertops, striking natural stone island w/ beverage center. 4 spacious bedroom suites feature vaulted ceilings w/custom wood detailing & plantation shutter doors & open to wraparound lanais w/random pattern lava stone decking, expansive grassy lawn areas, mature tropical landscaping & natural coral privacy walls. A brand new standing seam metal roof completes this exceptional residence just moments from Kailua's turquoise waters, white sand beaches, boutique shopping, cafés and restaurants.

343 Dune Circle, Kailua

Listing courtesy of Coldwell Banker Realty.

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

1260 Naalae Rd, Kula

Listing courtesy of Compass-W.

$4,995,000
2 Beds 2 Baths 409141 MLS Fee Simple Tenure Makena Surf BLDG.
This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a complete studs-out renovation completed in 2022, the meticulous nature and curated bespoke design of this stunning villa is highly evident the moment you enter. The contemporary modern finishes of this sensational ground level residence perfectly infuse indoor/outdoor island living via massive hidden track sliders for seamless integration between the spaces. Enjoy captivating ocean views and picturesque sunsets while whale watching from the privacy of your oversized lanai with space for entertaining family and friends with your favorite libations. A-101 has the luxury of no stairs and minimal steps to enter due to its very close proximity to the private gated entry and parking while perched on the hillside of perfectly manicured lawns and mature landscaping yielding maximum privacy due to the unique and desirable positioning within the complex. Only 50 steps to the sand and immediate access to the incredible onsite resort quality amenities such as two pools, Jacuzzi’s, tennis, pickle ball, gym, BBQ areas, herb gardens/orchard and an owner’s pavilion with poolside kitchen. This is the largest two bed, two bath floor plan available, boasting 1644 sq foot with an oversized covered lanai at just over 600sf. This is an absolute must see as there are far too many details and upgrades to list in this no-expenses spared statement piece. Schedule your private showing today to view this amazing ownership opportunity. Lavishly appointed and sold fully furnished.

4850 Makena Alanui Rd Unit A101, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,995,000
4 Beds 5 Baths 404626 MLS Fee Simple Tenure
Elevated design meets serene island living in this architectural triumph within the esteemed double-gated Lanikeha community in the Ka'anapali Golf Estates. This 4-bedroom, 5-bathroom residence spans 3,710 square feet of interior space, offering a harmonious blend of contemporary luxury and timeless Hawaiian elegance. From the moment you enter, you'll be captivated by the expansive, light-filled layout. High ceilings and wide-plank white oak flooring create a seamless flow throughout the home. The gourmet kitchen boasts a Miele refrigerator, a Wolf range, dual dishwashers, and a thoughtfully designed pass-through window connecting to the outdoor kitchen and BBQ—a feature crafted for effortless entertaining. Nearly 1,000 square feet of covered lanai beckons you to savor meals and tranquil moments while soaking in panoramic ocean and outer-island views. Just beyond, the stunning in-ground pool boasts a Baja shelf and an oversized hot tub—a true retreat designed for relaxation and indulgence. Practicality meets luxury with features such as a three-car garage, two-zone central air conditioning, and Hana Hou Builders' signature attention to detail. Each element of the home has been meticulously curated to enhance your elegant living experience, including the landscaped grounds that complement the home's modern aesthetic. You are within 5 minutes of Kaanapali Beach and Whalers Village shops. You are also a stone's throw away from the Ka'anapali Golf Courses, while the PGA Plantation Course in Kapalua is just a 15-minute drive. Lanikeha owners also enjoy access to a fabulous community clubhouse with a fitness center, billiards, and a beautiful infinity-edge pool. This move-in ready, new luxury residence exemplifies elegant contemporary island design. Its flawless design, functionality, and perfect location make it an extraordinary opportunity to open the door to the ultimate Ka'anapali resort-style living.

837 Anapuni Loop, Lahaina

Listing courtesy of Welcome Hawaii Properties.

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

2475 Makiki Hts Drive, Honolulu

Listing courtesy of Coldwell Banker Realty.

$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.

$4,975,000
3 Beds 2 Baths 407249 MLS Fee Simple Tenure Wailea Elua Ii BLDG.
Truly one of Wailea's pinnacle properties, Wailea Elua 803 defines single-level luxury living, with a full-scale remodel encompassing the finest in surfaces and amenities and sweeping ocean views from the main living area and Master Suite. Every detail has been refined in this rare 3-bedroom offering (only 7 have come to market in the last 10 years), which is bathed abundantly in natural light and features a spacious, open floor plan with 1609 square feet under roof. This unit includes a private, enclosed garage. Upgrades include Travertine flooring throughout, a new electrical system with recessed LED lighting, and Fleetwood sliding glass doors and windows in the living area and Master Suite. An open-concept gourmet-level kitchen features beautifully crafted custom cabinetry, waterfall stone countertops. Bosch induction range, and Sub-Zero fridge. The luxurious Master Suite was beautifully upgraded and features a walk-in shower, and a custom closet design. The Travertine flooring extends to a private adjoining back courtyard barbeque area, yet another unique feature of this showcase property. Wailea Elua fronts Ulua Beach, one of the most beautiful sandy beaches and snorkeling enclaves in the Hawaiian islands, and the famed Wailea Beach path, which meanders along an array of world class resorts and fine dining and shopping options. Wailea Elua features two pools: unit 803 is a convenient distance from the upper one, and the lower pool is the centerpiece of the property's ocean front pavilion area, which features a gym, kitchen, and outdoor dining. Well known for its meticulous and lush array of tropical plants, orchids, and manicured lawns, the Wailea Elua grounds showcases tropical Hawaii. Elua Village is known for its beautiful, lush landscape of tropical plants, orchids and perfectly manicured lawns directly above Ulua Beach. Sold completely turnkey. The last Elua 3-bedroom (same square footage) closed at $4.9M -- unit 803 offers a significantly upgraded interior, better location, and superior views. Call today for a private showing.

3600 Wailea Alanui Dr Unit 803, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$4,950,000
5 Beds 5 Baths 202606798 MLS FS - Fee Simple Tenure
Oceanfront residence on one of Oahu's most beautiful stretches of coastline. 5811 Kalanianaole Highway is a contemporary oceanfront residence where the remodel and the setting work together. Thoughtfully remodeled with a contemporary design sensibility, every detail has been considered and every space elevated. The open plan kitchen anchors the main living area with a large island, upgraded appliances, and a flow that makes it as comfortable for quiet mornings as it is for entertaining. Generous lanai space leads to the lawn and the ocean beyond. Morning coffee with the sunrise over the Pacific, afternoon barbecues on the lawn with the water right in front of you. The second-floor primary suite is designed to maximize the setting. Ocean and mountain views from the primary bedroom, ocean views from the bath, and a dedicated space that works equally well as a home office or art studio, all facing the water. Five bedrooms, four full baths, and a half bath across 3,300 square feet of living on 8,674 square feet of fee simple land. The first floor includes a full bedroom suite. A pool provides a private retreat in back. Two-car garage. Photovoltaic owned. Direct ocean access.

5811 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$4,950,000
5 Beds 6 Baths 202607007 MLS FS - Fee Simple Tenure
2026 PERMITS soon. NEWLY CONSTRUCTED from the ground up. Never Lived In! Luxury living, stunning 5-bedroom, 5.5-bath custom-built estate in Na Pali Haweo. Steel frames, beams, and columns; this home offers breathtaking panoramic views of the ocean, Koko Crater, and vibrant sunsets. The expansive open floor plan showcases soaring ceilings & designer Thermador appliances, including a magnificent Calacatta Italian marble island. LED lights are embedded in the walls and in the custom European kitchen cabinets, which have soft-close drawers. Infinity smart, self-cleaning saltwater pool and spa feature a sophisticated glass finish. Each bedroom has an ensuite bath; the primary has a golden bathtub, and one room is flooded with natural light from seamless corner windows. Enjoy stylish porcelain floors from Spain and sky-high crystal chandeliers. Throughout, white and gold slab quartz & marble, along with elegant wainscoting, enhance the luxurious ambiance, complemented by golden vanity sinks and a gold bathtub in the primary bath. The home embodies modern island living, offering tranquility and relaxation through an indoor-outdoor lifestyle featuring a serene Zen retreat. Photos enhanced

123 Waihili Place, Honolulu

Listing courtesy of Sandra Sagisi HI Realty Serv..

$4,950,000
2 Beds 2 Baths 729851 MLS ['Fee Simple'] Tenure
Steps to the sand - low priced in Hanalei. This is a fixer upper ready for you to put your personal stamp on your own piece of Hanalei. The location on the corner of Weke Road and Hee Road can't be beat. A 60 second stroll puts your feet on the sandy shore of Hanalei Bay. Experience world class surfing in the winter, gentle boogie-board combers in the summer. Need groceries, looking for dinner out? Three blocks away brings you into Hanalei town. Hanalei is the place to be. Don't miss this opportunity. Property sold AS IS, WHERE IS. All offers must include an AS IS Addendum. Sellers reserve the right to structure this sale as a 1031 Tax Deferred Exchange, at no cost to the buyer. Price is set to attract offers.

5404 Weke Rd, PRINCEVILLE

Listing courtesy of Na Pali Properties, Inc..

$4,950,000
3 Beds 3 Baths 408178 MLS Fee Simple Tenure
Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000
3 Beds 3 Baths 202527631 MLS FS - Fee Simple Tenure Victoria Place BLDG.
Rarely available 3-bedroom, 3-bathroom unit in the much-desired East-facing ’00 stack of Ward Village’s newest development, Victoria Place. This corner end unit features strong views overlooking the Pacific Ocean, the boat harbor and Diamond Head. Three well-sized bedrooms, an office nook, and a separate laundry room round out this functional living space, which also features custom-designed cabinetry by Studio Becker, Sub-Zero refrigerator, Wolf gas range, oven, and microwave. Victoria Place is a 350-unit luxury development designed by Architect Solomon Cordwell Buenz and placed on the front row of Ward Village. The common areas feature lush, green landscaping by VITA Planning and Landscape Architecture, and the resort-style amenities are in abundance, including a lap pool and lounge pool with ocean views, wine cave, spa, hot and cold plunge pools, fitness center, movie theater, and 24/7 concierge and valet service. This unit comes with two side-by-side parking stalls on the second floor w/an EV-ready 240V electrical outlet, which was installed during construction. No storage unit will be conveyed with this unit sale.

1100 Ala Moana Boulevard Unit 700, Honolulu

Listing courtesy of Hawaii Life.

$4,950,000
3 Beds 3 Baths 725861 MLS ['Fee Simple'] Tenure
One of the best locations in Hanalei. Set in the quiet, cul-de-sac at the end of coveted Weke Road, this well maintained, clean and simple family home at 5527 Weke Road is located just steps from the iconic crescent beach of Hanalei Bay. Across two levels, this peaceful 3 bedroom, 2 bathroom home also offers open living areas for relaxing or entertaining and sits surrounded by lush mountains and pristine waterfalls. With its proximity to Hanalei town center, as well as the beach and waves of Hanalei Bay, this is a true Hanalei lifestyle property. Known for its stunning natural beauty, laid-back atmosphere, and vibrant cultural scene, Hanalei offers a lifestyle that's hard to find anywhere else. In addition to its outdoor attractions, Hanalei is home to a thriving arts and culture community. The town has a number of galleries and boutique shops showcasing the work of local artists, as well as a weekly farmers' market throughout the year. Outdoor pursuits, including swimming, kayaking, surfing, hiking and snorkeling, are all conveniently accessible and world class golf and tennis facilities are located just ten minutes away in Princeville. This is a rare opportunity to own a home in one of the most prized locations on Kauai.

5527 Weke Rd, HANALEI

Listing courtesy of Hawaii Life.

$4,950,000
5 Beds 3 Baths 724044 MLS ['Fee Simple'] Tenure
Kona Rainforest Coffee Farm is truly one of a kind, a fully Certified Organic Kona Coffee farm and business offered as a complete turnkey opportunity. Totally "Off Grid" powered by two modern solar photovoltaic systems with generator backup. Water is by way of the rain. Catchment tanks of approximately 150,000 gallons. This property is 78.64 acres of land comprised of three contiguous lots. (TMKs 3-8-7-13-30,33 & 93) Approximately 35 acres of meticulously maintained Coffee. Varieties range from Kona Typica, Red Bourbon, SL34 and K7, all of which have been recognized in local cupping competitions for their quality and unique flavor profile. Two Beautiful homes: Main house is a 3 bed, 2 bath recently remodeled with attached great room which has been used for packaging coffee. The additional Farm Dwelling is a cute 2 bed, 1 bath. Both homes enjoy spectacular ocean views. An incredible newly built 8,000 s.f. Warehouse with all new modern Wet Mill, Dryers, Dry Mill, Optical Sorter, Fermentation Tanks, Climate Controlled storage room. The older Wet Mill and Drying building are still functional but not presently being used. Sale includes the entire operating business, established brand and website, vehicles, tractors, gators various implements.

87-2854 Hawaii Belt Rd, CAPTAIN COOK

Listing courtesy of Kona Resort Properties.

$4,950,000
2 Beds 2 Baths 723937 MLS ['Fee Simple'] Tenure Hapuna Beach Residences BLDG.
RESORT LIVING. PRIVATE POOL. YOUR BEACHFRONT ESCAPE. A rare opportunity to own oceanfront luxury at its most exclusive-this 2 bed 2 bath ground-floor residence opens directly onto the soft white sands of Hapuna Beach, offering breathtaking views, a private plunge pool, and effortless beachfront living. Inside, you'll find a bright and airy layout with expansive floor-to-ceiling sliding glass doors that fully open to your lanai, seamlessly blending indoor and outdoor spaces for effortless entertaining. The designer kitchen is outfitted with top-tier Wolf, Sub-Zero, and Miele appliances, quartz countertops, and custom cabinetry. Natural textures and finishes—European oak flooring, rich wood accents, and coral stone—bring warmth and sophistication to the open-concept design. The primary suite enjoys breathtaking views, motorized shades, and a spa-inspired bath with deep soaking tub and high-end fixtures. Smart home upgrades include Nest thermostats, Lutron lighting, and high-speed internet. This fully furnished residence is currently a luxury short-term vacation rental, offering both income potential and an incredible place to retreat. Hapuna Beach Residences embodies refined island living, offering residents direct access to one of Hawaiʻi’s most celebrated beaches, along with world-class golf, infinity-edge pools, oceanfront restaurants, a luxury spa, and top-tier tennis and pickleball facilities. Optional Platinum or Social Mauna Kea club membership unlocks even more exclusive privileges and resort experiences. Live the beachfront lifestyle—on what Conde Nast calls “The Best Beach in America.” Iconic Beachfront living. Unrivaled. Unforgettable. Just like you. Hapuna Beach, Hawai‘i 2025

66-84 Kaunaoa Dr Unit C24, KAMUELA

Listing courtesy of COMPASS.

$4,950,000
3 Beds 3 Baths 406123 MLS Fee Simple Tenure Honua Kai - Konea BLDG.
If the "best of the best" is what you're looking for, look no further! Very rare three-bedroom OCEAN FRONT home is now available for sale. This is the first offering of an oceanfront home at Honua Kai in almost three years! Endless views of the ocean, resort and pools and the majestic Maui Mountains. Seamless indoor/outdoor living. Enjoy cooking in your professional grade kitchen or, choose to grill outside on your personal Viking grill overlooking the Pacific – the choice is yours! The L-Shaped lanai is grand, giving you 600sqft of sunshine or shade. This home conveys to the buyer fully appointed. Three large bedrooms (2-ensuite) offer luxurious king-size bed comfort. A 3rd 3/4 bathroom is directly across the 3rd bedroom. New bedroom carpeting was installed in 2022. K202 is located adjacent to the stairs and gives you the flexibility of not taking the elevator. This home comes with an additional owner storage closet located on the 9th floor, as well as a reserved parking area for the 3 bedroom owners. K202 participates in a very successful rental program. This is certainly Honua Kai at its best. This is a “MUST” consider for the discriminating Buyer.

130 Kai Malina Pkwy Unit NR202, Lahaina

Listing courtesy of Susan Jackson Real Estate.

$4,950,000
720038 MLS ['Fee Simple'] Tenure Ten Plus BLDG.
An extraordinary opportunity has emerged for discerning buyers seeking an exclusive slice of paradise. Perched high above Kauai's iconic Secrets (Kauapea) Beach, this exceptional north shore property is now available for sale, offering a rare chance to create a custom estate in one of Hawaii's most coveted locations. The property boasts sweeping panoramic views that stretch across the sparkling Anini Reef, with the dramatic Wainiha Mountain Range and iconic Bali Hai (Makana Peak) providing a stunning natural backdrop. Its prime location near the historic Kilauea Lighthouse and the vibrant town of Kilauea offers convenient access to boutique shopping, fine dining, and endless outdoor adventures. With ample space to design a luxurious private compound, these exceptional parcel present limitless possibilities — whether for a contemporary coastal retreat, a tranquil wellness sanctuary, or a legacy estate for generations to come. Opportunities to acquire land of this caliber are exceedingly rare. For those seeking an extraordinary property with unmatched views and unparalleled privacy, this north shore gem offers the perfect canvas to create something truly remarkable. With its elevated perch and sweeping panoramas, Lot 4 offers an unparalleled perspective on the north shore’s most breathtaking landscapes. From the lush greens of the nearby mountains to the deep blues of the Pacific, every angle offers a striking display of Kauai’s natural beauty. This parcel is the ultimate setting for a sophisticated estate, where privacy, serenity, and awe-inspiring vistas converge. Lots 2 and 3 are also available for sale.

Kauapea Rd, KILAUEA

Listing courtesy of Reside Kauai, LLC.

$4,950,000
720037 MLS ['Fee Simple'] Tenure Ten Plus BLDG.
An extraordinary opportunity has emerged for discerning buyers seeking an exclusive slice of paradise. Perched high above Kauai's iconic Secrets (Kauapea) Beach, this exceptional north shore property is now available for sale, offering a rare chance to create a custom estate in one of Hawaii's most coveted locations. The property boasts sweeping panoramic views that stretch across the sparkling Anini Reef, with the dramatic Wainiha Mountain Range and iconic Bali Hai (Makana Peak) providing a stunning natural backdrop. Its prime location near the historic Kilauea Lighthouse and the vibrant town of Kilauea offers convenient access to boutique shopping, fine dining, and endless outdoor adventures. With ample space to design a luxurious private compound, these exceptional parcel present limitless possibilities — whether for a contemporary coastal retreat, a tranquil wellness sanctuary, or a legacy estate for generations to come. Opportunities to acquire land of this caliber are exceedingly rare. For those seeking an extraordinary property with unmatched views and unparalleled privacy, this north shore gem offers the perfect canvas to create something truly remarkable. The 1.808 Acres are expansive and dramatic. Lot 3 boasts commanding views that extend from the turquoise waters of Anini Reef to the iconic Makana Peak (Bali Hai). This parcel’s acreage allows for an extraordinary estate, seamlessly blending luxury with the island’s raw beauty. Positioned at the heart of the property with its own access off of Kilauea Road, Lot 3 is a rare canvas for a visionary owner to design a world-class sanctuary on Kauai’s most coveted coastline. Lots 2 and 4 are also available for sale.

Kauapea Rd, KILAUEA

Listing courtesy of Reside Kauai, LLC.

$4,925,000
3 Beds 4 Baths 730765 MLS ['Fee Simple'] Tenure Kukui`Ula BLDG.
Tucked beneath the tree-lined drive leading to The Club at Kukuiʻula, Club Cottage 12B offers a relaxed island retreat just steps from the community’s private amenities. Owners and guests can easily stroll next door to dine, work out, enjoy spa treatments, play golf, or spend the afternoon by the pool, making everyday life effortlessly connected to the heart of The Club. Designed in the spirit of Kaua‘i’s plantation architecture, the cottage embraces indoor and outdoor living with spacious lānai, private front and back yards, and lush tropical plantings surrounding a lava rock fire pit. The home includes two primary suites with large built-in closets and spa-inspired bathrooms featuring dual sinks, pedestal tubs, and interior showers that open to outdoor lava rock garden showers. A separate one-bedroom guest cottage offers additional privacy for visiting friends and family. Inside, dark ipe flooring and black honed granite kitchen countertops complement a thoughtfully designed interior. The kitchen is equipped with GE Monogram appliances, including a refrigerator, range, and double-drawer dishwasher. Professionally designed furnishings, linens, artwork, accessories, and electronics are included, creating a fully furnished home that is ready to enjoy from the moment you arrive. Club Cottage 12B offers 2,642 square feet of total living space, including 1,983 square feet of air-conditioned interiors and 659 square feet of lānai living. Designed for LEED for Homes certification, this residence brings together comfort, craftsmanship, and the easy rhythm of life at Kukuiʻula on Kaua‘i’s sunny south shore in Poipu. Kukui`ula Ownership Amenities Include: Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Access to Upcountry Farm and Catch n' Release Fishing Lake Volleyball, pickleball, horseshoes, Pool Bar and Grille, and much more

2833 Ke Alaula Street Unit 12b, KOLOA

Listing courtesy of Kukui'ula Realty Group LLC.

$4,925,000
7 Beds 7 Baths 202610108 MLS FS - Fee Simple Tenure
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

Listing courtesy of eXp Realty.

$4,900,000
202603569 MLS FS - Fee Simple Tenure
Rarely available apartment building in Waikiki, offering strong income potential and long-term value in one of Honolulu’s most desirable rental markets. Current rents are below market, creating excellent upside potential. This well-maintained solid hollow-tile structure features a classic tiled exterior and covered parking. Each unit is individually metered for electricity with a shared water meter. All residences offer generous interior space with private lanais or patios. The property consists of one expansive 3-bedroom, 2-bath penthouse and fourteen 1-bedroom units. Interior upgrades have been completed throughout, including durable high-quality tile flooring, updated kitchens, modernized bathrooms, and newly refurbished railings. Additional monthly revenue is generated from leased coin-operated laundry machines and parking income. Pro forma rental income analysis is available. In 2025, the entire property underwent a plumbing inspection and repair process.

254 Kaiulani Avenue, Honolulu

Listing courtesy of Locations LLC.

$4,900,000
202603620 MLS FS - Fee Simple Tenure
Rarely available apartment building in Waikiki, offering strong income potential and long-term value in one of Honolulu’s most desirable rental markets. Current rents are below market, creating excellent upside potential. This well-maintained solid hollow-tile structure features a classic tiled exterior and covered parking. Each unit is individually metered for electricity with a shared water meter. All residences offer generous interior space with private lanais or patios. The property consists of one expansive 3-bedroom, 2-bath penthouse and fourteen 1-bedroom units. Interior upgrades have been completed throughout, including durable high-quality tile flooring, updated kitchens, modernized bathrooms, and newly refurbished railings. Additional monthly revenue is generated from leased coin-operated laundry machines and parking income. Pro forma rental income analysis is available. In 2025, the entire property underwent a plumbing inspection and repair process.

254 Kaiulani Avenue, Honolulu

Listing courtesy of Locations LLC.

$4,900,000
5 Beds 5 Baths 727541 MLS ['Fee Simple'] Tenure Hale Hinahina BLDG.
Welcome to Hinahina 24, a refined luxury townhome in Kailua-Kona’s exclusive Kohanaiki community on the Big Island of Hawai‘i. Completed in 2024 and ideally positioned along the 7th fairway of the Rees Jones–designed championship golf course, this elegant two-story residence embodies exceptional craftsmanship and the effortless beauty of indoor-outdoor living. A chef’s kitchen appointed with Sub-Zero and Wolf appliances anchors the open-concept great room. Pocketing glass doors invite the outdoors in, opening to a spacious covered lanai with a private pool and spa, built-in BBQ, and gracious dining area—an ideal setting for relaxed afternoons and memorable evenings. The main-level primary suite offers a serene retreat with direct access to the lanai and a spa-inspired bath complete with a private outdoor shower. Upstairs, a second primary suite—also featuring an outdoor shower—shares an expansive lanai with two additional guest bedrooms, each designed to capture natural light and gentle island breezes. A detached suite above the two-car garage provides a private fifth bedroom with its own entrance, and is ideal for visiting family, guests, or a quiet office sanctuary. Just steps from the Sports Complex and a short golf cart ride to Kohanaiki’s vibrant Clubhouse, Beach Club, and Golf Practice Facility, Hinahina 24 presents a rare opportunity to enjoy elevated island living in one of Hawai‘i’s most coveted private communities.

73-4780 Hinahina Rd Unit 24, KAILUA KONA

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

$4,900,000
5 Beds 5 Baths 725515 MLS ['Fee Simple'] Tenure Hale Kahala At Kohanaiki Resort BLDG.
Nestled along the 6th fairway of the Rees Jones–designed golf course, this luxurious 5-bedroom, 4.5-bath townhome offers 4,473 total square feet of refined island living. This townhome features a gourmet kitchen with bar seating and top-of-the-line Wolf and Sub-Zero appliances. The expansive great room flows effortlessly to a covered lanai, private pool and spa —creating a seamless indoor/outdoor entertainment haven that defines the effortless Kohanaiki lifestyle. A detached ʻohana above the garage provides versatile space for guests, extended family, or a private retreat. Owners of real estate in Kohanaiki are invited for membership to the exclusive Club at Kohanaiki, unlocking exceptional amenities and experiences. Kohanaiki is an exclusive private club and residential community along the Kona coast of Hawaii's Big Island, spanning 450 acres with a 1½-mile shoreline. Deeply rooted in Hawaiian culture, it blends ancient history with modern luxury. World-class amenities include a Rees Jones golf course, a 67,000-square-foot clubhouse, resort-style pools and beach bar, tennis and pickleball courts, farm-to-table dining, a state-of-the-art fitness center and spa, and exclusive adventures like diving, cultural tours, and canoe sailing.

73-4760 Hinahina Rd Unit 1, KAILUA KONA

Listing courtesy of Kohanaiki Realty LLC.

$4,900,000
2 Beds 2 Baths 407132 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing iconic Molokini Island and stretching from the South Maui coastline to Lanai Island. This upper floor plan features soaring ceilings and an open, airy design. The elegant mitered glass bay windows majestically frame the already stunning vistas. The kitchen and bathrooms have been beautifully renovated with modern finishes, blending elegance and comfort. A loft (estimated at 250 gross sq. ft.) has been added, providing a separate, third sleeping area, den or play room. Garage 2802G is included (CPR 76). The property is tenant occupied until 1/1/26. Wailea Point was developed to be the finest residential condominium in Hawaii - and many believe it is just that. It features exceptional quality construction, very low density (just over 4 units per acre), garden environment, low-rise buildings, 24-hour gated & roving security patrol, two outstanding pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, full kitchens, lighted tennis court, 2 pickleball courts (1 lighted), a superbly equipped, air conditioned fitness gym, barbeque areas, fruit & herb gardens, ample parking - and it’s a golf-cart friendly property. Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors (the Grand Wailea 1 property away) and all the 5-star services they offer. 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 2802, Kihei

Listing courtesy of Wailea Point Realty, Inc..

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.