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$3,500,000
5 Beds 3 Baths 731735 MLS ['Fee Simple'] Tenure
Unmatched flexibility meets prime location. Situated in the heart of Hanalei, directly across from Hanalei Elementary School, this unique two-home property places you at the center of one of Kauai's most sought-after beach communities. Main Residence (Cottage 1): A 3-bedroom, 2-bathroom home (1,096+ sq. ft.) featuring single-level living, an open floor plan, vaulted ceilings, and beautiful mountain views. Secondary Residence (Cottage 2): A stylish 2-bedroom, 1-bathroom cottage (612+ sq. ft.), recently refreshed and framed by the same breathtaking mountain backdrop. Whether you envision a multi-generational family compound, a primary residence with built-in long-term rental income, the flexibility of a private guest house for family and friends, or simply continue operating both homes as long-term rentals as they are today, the possibilities here are yours to create. More than a property, it's a chance to leave the car behind and enjoy Hanalei's walkable lifestyle. The new walking and bike path connects you to Hanalei Town, making it easy to stroll or ride to the beach, coffee, dinner, the weekly farmers market, local shops, and everything that makes this special community so unique.

5-5412 Kuhio Hwy, HANALEI

Listing courtesy of Hawaii Life.

$3,500,000
5 Beds 3 Baths 731494 MLS ['Fee Simple'] Tenure
Unmatched flexibility meets prime location. Situated in the heart of Hanalei, directly across from Hanalei Elementary School, this unique two-home property places you at the center of one of Kauai's most sought-after beach communities. Main Residence (Cottage 1): A 3-bedroom, 2-bathroom home (1,096+ sq. ft.) featuring single-level living, an open floor plan, vaulted ceilings, and beautiful mountain views. Secondary Residence (Cottage 2): A stylish 2-bedroom, 1-bathroom cottage (612+ sq. ft.), recently refreshed and framed by the same breathtaking mountain backdrop. Whether you envision a multi-generational family compound, a primary residence with built-in long-term rental income, the flexibility of a private guest house for family and friends, or simply continue operating both homes as long-term rentals as they are today, the possibilities here are yours to create. More than a property, it's a chance to leave the car behind and enjoy Hanalei's walkable lifestyle. The new walking and bike path connects you to Hanalei Town, making it easy to stroll or ride to the beach, coffee, dinner, the weekly farmers market, local shops, and everything that makes this special community so unique.

5-5412 Kuhio Hwy, HANALEI

Listing courtesy of Hawaii Life.

$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..

$7,950,000
4 Beds 3 Baths 727314 MLS ['Fee Simple'] Tenure
Nestled centrally along Hanalei’s renowned Weke Road, this two-story coastal retreat presents a unique fusion of surf, style, and island living. It’s just a short walk from the world-class waves at Pinetrees Beach, and a leisurely stroll or bike ride will take you to a variety of shops, dining options, and a short drive to golf courses in Princeville. The upper level features an open-concept floor plan designed for effortless indoor-outdoor living. A fully equipped kitchen anchors the space, flowing seamlessly into multiple indoor and covered outdoor living areas. The primary suite and full bath complete this level, creating a private sanctuary elevated above the surrounding tropical setting. Downstairs, the ground floor hosts three guest bedrooms, a full bath, and a comfortable lounge/media living room—perfect for hosting family and friends after long days in the surf and sun. Outside, enjoy an outdoor shower for rinsing off the sand, a covered carport, and a small garage storage area ideal for boards and beach gear. The home is completely custom inside, thoughtfully designed with curated art pieces, luxurious fabrics, and distinctive bohemian furnishings that create a warm, soulful island aesthetic throughout. A rare opportunity to own a stylish surfside residence in one of Hanalei’s most iconic locations.

5410 Weke Rd, HANALEI

Listing courtesy of Hawaii Life.

$13,300,000
3 Beds 4 Baths 726058 MLS ['Fee Simple'] Tenure
To be on Hanalei Plantation road above The Bay is a rare opportunity indeed. 5181 Hanalei Plantation road is one of only a handful of homes fortunate enough to grace this ridgeline above Hanalei. This extraordinary opportunity presents itself within this private estate located near the end of Hanalei Plantation Road. Situated amongst some of Kauai’s most prestigious and valuable estates, this majestic property is a gem among them. Carefully designed and handcrafted in meticulous detail from the owners decade of planning and intimate undertsanding of the amazing canvas which includes views of Wainiha and Hanalei mountains, Mamalahoa, Nomolokama, Hihimanu and Namahana. The property is just over half an acre with approximately 270’ of road frontage. Appointments include: ~ Long lava rock wall that maintains privacy, ~ Large overhangs provide protection from the trade showers and allow the home to be open to take in the views ~ 2 walls open up to the bay and views with sliding/ stacking Fleetwood doors systems. ~ Solid Granite counter tops in the kitchen and island ~ Large Great Room and kitchen combine to create a dramatic space that basks in the mesmerizing views ~ 2 outdoor showers ~ A large grass area which would be perfect for an outdoor kitchen and pool ~ Walking distance to Hanalei Bay ~ 180 degree Un-Obstructable views of the most amazing scenery on the North Shore

5181 Hanalei Plantation Rd, PRINCEVILLE

Listing courtesy of eXp Realty.

$12,700,000
4 Beds 7 Baths 725860 MLS ['Fee Simple'] Tenure
Sitting atop the picturesque Hanalei Ridge, this 4 bedroom, 4 full-, 3 half bathroom estate spans an impressive 5,834 sqft of custom-designed living space. With an elegant and functional design, the residence boasts expansive views encompassing the ocean, Hanalei Bay, mountains and waterfalls, providing a daily spectacle of natural beauty. The property seamlessly blends high-quality construction with the lush environment, allowing you to immerse yourself in the renowned beauty of Kauai's North Shore from the comfort of your private sanctuary. Situated on 1.25 acres, the property is characterized by its concise landscaping and a custom entry gate leading to a circular driveway and porte cochere. Some of the outdoor features include a kitchen, a shower, an in-ground hot tub, and a specially designed swimming pool. The multitude of custom attributes add to the undeniable allure of this residence, exemplifying an elevated island lifestyle. Brazilian cherry wood floors, central five-zone AC, and ipe wood exterior wainscoting are just a few of the exceptional characteristics that make this home shine. Two expansive primary suites offer vast panoramic views providing an even more intimate retreat within the retreat itself. The dedicated home theater, complete with stadium seating for 10, elevates home movie night to a cinematic experience. And the entertainment doesn't stop there - it's further enhanced by a spacious game and entertainment room, featuring cork flooring for a unique touch, and a see-through window to the outdoor pool area. Just a short drive away are the world-class amenities and resorts of Princeville, home to the 1 Hotel Hanalei Bay. Princeville is a golfer's haven, boasting several challenging courses with stunning views. Just a few minutes down the hill you will find the iconic crescent beach of Hanalei Bay and its quintessential surf town.

4971 Hanalei Plantation Rd, PRINCEVILLE

Listing courtesy of Hawaii Life.

$7,900,000
725417 MLS ['Fee Simple'] Tenure
Located on a vista with protected views overlooking preserved lands, you will find a more than 1.5 acre vacant lot in the coveted community of Princeville. This property takes in sweeping views of Hanalei Bay and its iconic mountains, 2,000 foot waterfalls, and a National Wildlife Refuge and allows for two homes set upon sprawling level acreage. It sits elevated over deed restricted adjacent home sites to the south and additional parcels to the west are also deed restricted to ensure the special views of this lot are protected, making this lot one of the most desirable undeveloped properties remaining on the North Shore. Existing plans for two homes are available, and the lot already has a water meter installed. A future home in this location will offer all of the North Shore's best with numerous pristine beaches and ocean and hiking pursuits accessible only a short distance away in either direction. World class golfing and surfing can be reached without getting in a car and the shopping and dining amenities of Hanalei, Princeville (including the renowned 1 Hotel Hanalei) and Kilauea are all minutes away by car.

4901 Hanalei Plant Rd, PRINCEVILLE

Listing courtesy of Hawaii Life.

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.