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$4,600,000
4 Beds ⋅ 6 Baths ⋅ 729575 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kalihiwai Ridge Lot 2 Cpr BLDG.
Most people who know the North Shore know the coastline. Kalihiwai Valley is something else entirely. Set across nearly 4.5 acres, this estate offers a sense of space, balance, and careful design. The primary residence sits at approximately 3,000 square feet on a single level, where clean architectural lines and vaulted ceilings create an easy, natural flow between the kitchen, living, and dining areas. Three well-separated ensuite bedrooms provide privacy, while a dedicated office, guest bath, and laundry add to the home's overall functionality. The compound took shape over sixteen years, from 1998 to 2014. Beyond the main home: a detached guest house, a sizable agricultural building, and an oversized garage, thoughtfully arranged to complement one another. Covered lanais extend the living spaces into the landscape. Gated entry, mostly fenced acreage, and lava rock detailing frame the grounds with a character that takes years to accumulate. To the north, the Nā Pali ridgeline. A waterfall cuts through the mountain face beyond the pond. Sunset arrives from the west across open valley farmland. Five bedrooms, five full baths, nearly 4,800 square feet across the full compound. Minutes to Kīlauea, Princeville, and Hanalei, with access to dining, shopping, golf, and the North Shore's most recognized destinations.

5730-A Kahiliholo Rd, KILAUEA

Listing courtesy of Hawaii Life.

$5,000,000
730220 MLS ⋅ ['Fee Simple'] Tenure ⋅ North Shore Preserve Oceanside Ranch BLDG.
Oceanside Ranch 49 is a beautiful homesite within North Shore Preserve, an exceptional residential community by Discovery Land Company. Surrounded by lush tropical landscapes and conveniently located near the clubhouse, Oceanside Ranch 49 presents an incredible opportunity to create a private and tranquil custom island retreat with potential for ocean, mountain, and sunrise views. The property features a cleared building envelope of approximately 41,841 square feet and offers ample space for a thoughtfully designed residence of up to 6,000 square feet of conditioned living area, along with an additional 2,500 square feet of unconditioned and covered exterior space to fully embrace Kaua‘i’s seamless indoor-outdoor lifestyle. Purchase of the property includes an invitation to apply (acceptance not guaranteed) to the private club, featuring Discovery’s signature family-focused amenities and experiences, including the newly renovated golf course and comfort stations, wellness and fitness offerings, farm-to-table dining, and endless outdoor adventures designed to connect families with the natural beauty of Kaua‘i’s North Shore.

3693 Kuula Pl Unit 49, KILAUEA

Listing courtesy of Discovery Makena Realty LLC.

$5,000,000
1 Beds ⋅ 2 Baths ⋅ 730960 MLS ⋅ ['Fee Simple'] Tenure ⋅ Secret Cove BLDG.
Perched above Kauai’s most iconic stretches of North Shore coastline, this extraordinary 1.3-acre property offers the rare privilege of private access to legendary Secret Beach. The 2,076-sq-ft residence, built just 12 yrs ago and meticulously maintained by its original owner, is nestled within a lush botanical sanctuary of tropical plantings, fruit trees, and tranquil water features. At the upper level, ocean and sunset views stretch across the horizon, while expansive stone lanais and sliding glass doors welcome the island’s gentle trade winds and blur the line between indoors and out. Sapele wood flooring flows throughout the home, including the open kitchen with its custom breakfast bar. Bathrooms are finished in natural stone and tile, and a striking Sapele wood and glass spiral staircase rises beneath a dramatic pyramid skylight, creating a sculptural focal point at the heart of the home. Designed for comfort and self-sufficiency, the home is fully air-conditioned and equipped with a whole-house water filtration system, tankless water heater, and a 14-panel owned photovoltaic system. Highlights include a dedicated dance and exercise studio; a tropical outdoor shower off the half bath; copper gutters and trim, and generous storage throughout. Custom teak and Sapele furnishings are included, allowing the home to be enjoyed immediately as a refined island retreat. The property also offers exceptional flexibility for the future. Infrastructure is in place to support expansion, including underground electrical for a spa and pool. An attached 446-square-foot garage and covered carport provide ample space for vehicles and outdoor equipment suited to Kauai’s adventurous lifestyle. Offered fully turnkey, this home includes everything from a fully appointed kitchen to a well-maintained Nissan Juke housed in the garage. Concept plans created by the original designer, an established local Kauai architect, are available to expand the home into 3-bedrooms, 3.5-baths.

2874-A Kauapea Rd, KILAUEA

Listing courtesy of Hawaii Life.

$4,500,000
2 Beds ⋅ 2 Baths ⋅ 730562 MLS ⋅ ['Fee Simple'] Tenure ⋅ Anini Beach House BLDG.
Set just a few feet from the gentle waters of Anini Beach, this single-family home offers two bedrooms and two bathrooms across approximately 2,100 square feet of interior living area and a large oceanfront lanai. Swim, sunbathe, snorkel, kayak, windsurf, stand-up paddle, or surf—Anini is yours to explore at a moment’s notice. Just minutes away, the communities of Princeville and Kilauea provide a selection of fine dining, boutique shopping, and world-class golf. Hanalei, with its legendary bay, farmers markets, and lively art scene, is within easy reach. Explore miles of hiking trails, discover scenic lookouts, and immerse yourself in the relaxed lifestyle of Kaua‘i’s North Shore.

4271 Anini Rd, KILAUEA

Listing courtesy of Hawaii Life.

$4,200,000
4 Beds ⋅ 3 Baths ⋅ 725578 MLS ⋅ ['Fee Simple'] Tenure ⋅ Puu Loihi Ii BLDG.
Perched above the turquoise waters of Kalihiwai Bay, this stunning 4-bedroom, 2.5-bath residence captures the essence of Kaua‘i’s North Shore lifestyle—where ocean, mountain, and valley views surround you in every direction. Perfectly sited on 2.5 acres of lush tropical land, the property offers unmatched privacy and a front-row seat to one of the island’s most dramatic coastlines. The home’s open-concept design seamlessly blends indoor and outdoor living. Expansive glass doors frame panoramic views of the bay and fill the interior with natural light. The spacious great room features vaulted ceilings and a warm, inviting aesthetic ideal for entertaining or quiet reflection. A well-appointed kitchen with premium appliances and generous counter space opens to the dining and living areas, all oriented toward the breathtaking ocean vista. The primary suite is a private sanctuary with a spa-inspired bath and lanai access overlooking the water. Three additional bedrooms provide space for family or guests, and a flexible floor plan allows for a home office, art studio, or fitness area. Outdoors, enjoy multiple covered lanais perfect for sunrise coffee or evening stargazing. The acreage is beautifully landscaped with tropical plantings, mature fruit trees, and ample room for gardens or a pool. Located just minutes from Kalihiwai Bay’s world-class surf and white sands, and a short drive to Hanalei, Kilauea town, and the North Shore’s finest beaches, dining, and hiking trails. Experience the best of island living—spectacular views, natural beauty, and a home that embodies tranquility and timeless Hawaiian charm.

4471-G Anini Vista Dr, KILAUEA

Listing courtesy of eXp Realty.

$4,400,000
724906 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kuava Agricultural Condo BLDG.
2 level lots on desirable Kuawa Road. TMK 4-5-2-13-4-1 AND 4-5-2-13-4-2. Build two dream homes and two guesthouses on this level 2.8 acres and enjoy the Northshore lifestyle. The two lots are also available for purchase individually.

4641-F Kuawa Rd, KILAUEA

Listing courtesy of RE/MAX Kauai - Princeville Office.

$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.