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5390 Weke Rd, PRINCEVILLE
$19,500,000
6 Beds ⋅ 5 Baths ⋅ 734975 MLS ⋅ ['Fee Simple'] Tenure
From the elevated main home of this private oceanfront estate on Weke Road, you can see the full sweep of Hanalei Bay, framed by the mountains of Kauaʻi’s North Shore. Watch paddlers glide across the bay in the morning and the surf roll in at Pine Trees. On contest days, you have a front-row view from home. The fully fenced estate has two spacious, two-story homes. In the main home, ocean and mountain views are the backdrop for quiet mornings and evenings with friends. Three bedrooms, a dedicated office, and generous living areas give everyone room to spread out, and a deep soaking tub is a welcome retreat after a day on the water. The home has solar hot water and photovoltaic panels, with transfer switches that allow it to shift from grid power to generator power. Near the gated Weke Road entrance, the second home looks out over manicured gardens to the mountains. Three additional bedrooms give guests room to settle in. Two outdoor showers make it easy to rinse off after a swim, and a garage provides covered parking. At the back of the estate, a private gate opens directly onto the Pine Trees parking area beside Waiʻoli Beach Park. Step out for an early walk along the sand, spend the afternoon in the surf, and come home to watch the evening light change across Hanalei Bay.

5390 Weke Rd, PRINCEVILLE

Listing courtesy of Better Homes and Gardens Real Estate, Rainbow Island Properties.

4441 Pilikoa St, HANALEI
$12,500,000
6 Beds ⋅ 3 Baths ⋅ 734426 MLS ⋅ ['Fee Simple'] Tenure
Steps from the sand at iconic Hanalei, where emerald mountains embrace the crescent shores of the bay, this distinctive residence embodies the beauty of Kauaʻi, as the spirit of aloha brightens each day. This 6 BD, 3 BA, 3,006 sq. ft. custom wood-and-glass home offers a rare opportunity to own a piece of Hanalei, complete with coveted TVR permit #1021 and decades of established vacation rental history. Offered for the first time in over three decades, this long-held property features soaring open-beam ceilings, rich natural woodwork, expansive windows, and wraparound lanais immersed in tropical greenery. Arranged across three levels, the versatile floor plan includes a 3 BD, 2 BA main living area with approximately 500 sq. ft. of wraparound lanais, a separate 2 BD, 1 BA lower-level living area with private entrance, expanded carport, ample storage, and a flexible upper-level family room with study overlooking the treetops. Ideal for multigenerational living, extended family, a second home, or investment. Set in the sought-after Hanalei Palms neighborhood, the property enjoys private tropical gardens including avocado, papaya, and banana trees. Waterfall and mountain scenery, swaying palms, and Hanalei’s natural beauty create a tranquil retreat, just a short stroll from the village. Enjoy beach walks, surfing, sailing, fishing, paddling the Hanalei River, or strolling to the beloved Hanalei Pier. Shops, coffee, groceries, acclaimed dining, art galleries, and boutiques are nearby, along with North Shore golf, tennis, and resort amenities. A rare Hanalei offering where cherished ownership, established vacation rental history, and the extraordinary beauty of Kauaʻi come together in a home that invites you to experience the spirit of aloha every day.

4441 Pilikoa St, HANALEI

Listing courtesy of Berkshire Hathaway HomeServices Hawaii Island Properties.

Hanalei Plantation Rd, PRINCEVILLE
$2,750,000
730227 MLS ⋅ ['Fee Simple'] Tenure ⋅ Makala BLDG.
Set within the prestigious Hanalei Garden Farms Estates, this exceptional 1.33-acre homesite offers a rare opportunity to create and curate a one of a kind, private North Shore retreat surrounded by stunning mountain views. This perfectly level and generously sized property exhibits exclusive views and offers a premium space for a custom home designed to embrace seamless indoor-outdoor living style. Ideally positioned along Hanalei Plantation Road, this property enjoys a coveted North Shore setting just outside of Princeville and minutes from world-famous Hanalei Bay. Its elevated topography captures breathtaking mountain vistas while offering convenient walkable and bikeable access to the bay for morning surf sessions, beach days, and evening sunset strolls. Enjoy close proximity to golf, tennis, dining, shopping, and resort amenities, all while immersed in the natural beauty and laid-back charm that define Kauai's North Shore lifestyle.

Hanalei Plantation Rd, PRINCEVILLE

Listing courtesy of Hawaii Life.

5404 Weke Rd, PRINCEVILLE
$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..

5-7130 Kuhio Highway Unit D3, Hanalei
$737,000
2 Beds ⋅ 2 Baths ⋅ 202601361 MLS ⋅ FS - Fee Simple Tenure ⋅ Hanalei Colony Resort BLDG.
Upgraded Ocean-View Unit at Kauai’s premier beachfront getaway - the Hanalei Colony Resort. D3 is a second floor unit with two bedrooms and one and one-half bathrooms that offers a sophisticated island retreat with a unique advantage; it’s perfectly positioned within the resort and is sheltered from the intense coastal winds and sea spray experienced by units nearer the ocean. Thus providing a calm and relaxing environment inside the unit, or outside on the covered lanai; all with awe-inspiring ocean views from multiple areas of the unit, easy beach access, and resort-style amenities. Highlights: Updated in Summer 2025 with new refrigerator, range/oven, & hood. Prime Location: Sheltered second-floor orientation offers a quieter, more serene living experience. Resort Living: Enjoy an on-site pool, spa, restaurant, and coffee shop just minutes from your door. The Na Pali Coast, Limahuli Garden, other points of interest are in close proximity. Fully furnished, this unit is part of the Hanalei Colony Resort Associates, LLC hotel pool program. It’s a turnkey solution with positive cash-flow and ease-of-ownership for those seeking a tropical get-away or passive income opportunity.

5-7130 Kuhio Highway Unit D3, Hanalei

Listing courtesy of Keller Williams Honolulu.

5181 Hanalei Plantation Rd, PRINCEVILLE
$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.

5527 Weke Rd, HANALEI
$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.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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