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$7,395,000
6 Beds 5 Baths 727977 MLS ['Fee Simple'] Tenure
Set high above the verdant Lawai Valley and embraced on three sides by the renowned National Tropical Botanical Garden, Hale o ka Lani is an extraordinary 5.57-acre estate offering sweeping ocean and mountain vistas with remarkable seclusion. Located within the sought-after Poipu Vistas area on Kauai’s south shore, this legacy property captures the essence of island living while honoring the rich history and natural beauty of its surroundings. A gated entry and private drive lead to an impressive 7,600+ square foot residence thoughtfully designed for both grand entertaining and comfortable everyday living. The flexible floor plan incorporates two distinct yet connected living areas: a four-bedroom primary residence and a separate two-bedroom guest quarters. Each includes its own full kitchen, laundry, and private entrance, offering versatility and privacy. The main kitchen is exceptionally appointed with custom cabinetry, an expansive walk-in pantry, dual farmhouse sinks, three dishwashers, and a dedicated coffee bar—ideal for hosting gatherings large or small. Architectural details throughout the home include soaring open-beam ceilings, stone and French oak flooring, hand-troweled plaster walls, and handcrafted solid wood doors and windows that lend warmth and timeless character. The primary suite occupies its own private wing, creating a tranquil retreat complete with an ocean-view lanai, spa-inspired bath, and an oversized walk-in closet with a secondary laundry system. Additional bedrooms are thoughtfully situated to provide comfort and independence for family and guests alike. Engineered for longevity, the residence is constructed with concrete and steel and supported by an energy-conscious system featuring 30 solar panels, three Tesla Powerwalls, and additional backup capacity for enhanced efficiency and resilience.

4114 Waha Rd Unit J, KALAHEO

Listing courtesy of COMPASS.

$7,250,000
5 Beds 5 Baths 724401 MLS ['Fee Simple'] Tenure
Discover one of the North Shore’s most desirable offerings: a 5-bedroom, 5-bath beachfront home at 5-6920 Kuhio Highway in Haʻena, plus the adjacent vacant lot for a combined 27,650 sq. ft. of land. With a coveted vacation rental license and a strong history as a successful short-term rental, this property offers both lifestyle and income potential. The residence is designed for island living, featuring expansive ocean-view living spaces and four lanais that invite seamless indoor/outdoor flow. Two of the bedrooms function as private suites with their own living areas, offering extra space and privacy. Step directly from the backyard onto the sandy shoreline, where snorkeling, surfing, and glowing sunsets are part of everyday life. This property is licensed for vacation rental use and has a successful track record operating as a TVR/STR, with the flexibility to continue serving guests through platforms such as Airbnb and VRBO. Whether you're seeking a legacy beachfront residence, a second home, a long-term rental investment, or a turnkey vacation rental business, this property offers remarkable versatility. The adjoining open lot enhances privacy and creates rare opportunities for expansion, additional structures, or simply the luxury of extra beachfront space. Located just minutes from Hanalei, Tunnels Beach, and the Nā Pali Coast, this property blends natural beauty, convenience, and investment strength in one of Kauaʻi’s most sought-after settings. Highlights: 5 bedrooms, 5 bathrooms Coveted vacation rental license (successful income history) Direct beachfront location Total of 27,650 sq. ft. (home + adjacent lot) Four lanais for expansive ocean-view living Two private bedroom suites with their own living areas Prime North Shore location near Hanalei and Nā Pali Coast A rare chance to own a legacy beachfront estate with built-in rental success on Kauaʻi’s North Shore.

5-6920 Kuhio Hwy, PRINCEVILLE

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$6,989,000
4 Beds 3 Baths 731147 MLS ['Fee Simple'] Tenure
Some properties are only experienced, once you're here, you may never want to leave. I can confidently say that no photograph can possibly capture the extraordinary feeling of sitting beneath the gazebo, perched on the bluff, overlooking your own private world. It is a place that engages every sense. You have arrived. Listen to the rhythmic symphony of the surf as waves crash against the rocks across Kalihiwai Bay. Breathe the fresh ocean air carried by the trade winds. Watch the ever-changing sky, shifting light, and endless shades of blue stretching across the bay and coastline. The experience is nothing short of mesmerizing. From this remarkable vantage point, you'll enjoy sweeping views of Kalihiwai Bay, the dramatic coastline, the open Pacific, and, after sunset, the soft twinkle of lights from homes across the bay. It's a setting that invites you to slow down, unwind, and simply take it all in. . The meticulously maintained four-bedroom cottage complements its spectacular setting with timeless island character, warmth, and charm. Rather than competing with the natural beauty, it embraces it, creating a home where the views, the sounds, and the serenity become part of everyday life. This is more than a home—it's one of those rare places that reminds you why people dream of Kauai.

2999 Kaohe Rd, KILAUEA

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

$6,975,000
4 Beds 5 Baths 732635 MLS ['Fee Simple'] Tenure
Situated between the Pacific Ocean, The Shops at Kukui‘ula, and The Club at Kukui‘ula, this beautiful 4-bedroom, 4.5-bath residence offers an ideal blend of comfort, functionality, and island elegance. Thoughtfully crafted and meticulously maintained, the property features a single-level, 3-bedroom main home complemented by a detached 1-bedroom guest house. Set within a quiet cul-de-sac, the home enjoys captivating ocean, garden, and golf course views, creating a private tropical retreat. Designed to embrace Kauai’s temperate climate, the home seamlessly integrates indoor and outdoor living. A spacious ocean-view lanai extends to the pool and spa, offering an idyllic setting for relaxing and entertaining. Double French doors connect the great room to the lush outdoor spaces, while the well-appointed kitchen provides easy access to the poolside BBQ and outdoor dining area, making gatherings both convenient and memorable. Throughout the home, exceptional craftsmanship is evident in wood flooring, paneled walls, crown molding, marble countertops, and a gourmet kitchen equipped with premium appliances. Each bedroom suite is generously sized and designed as a private sanctuary, complete with walk-in closets and en-suite baths. The primary suite features a screened lanai overlooking the pond, pool, and beautiful landscaping. This exceptional property is ideally suited as a primary residence, second home, or vacation rental. It represents a rare opportunity to experience the preferred lifestyle and natural beauty of Kukui‘ula, where the club amenities and lifestyle are second to none. Features: - Interiors: 2,816 SF combined - Garage: 484 SF - Lot: 13,146 - New AC throughout - New 28-panel PV system - New pool, spa, rock walls, exterior lighting & tiki torches - New paint & front entry approach - Live here or vacation rent View the video (copy & paste into browser): https://player.vimeo.com/video/1222183229

5137 Kupulau Pl, KOLOA

Listing courtesy of COMPASS.

$6,790,000
8 Beds 11 Baths 730152 MLS ['Fee Simple'] Tenure
Exceptional Income-Producing Opportunity in Poʻipū Beach Estates. Located in the highly sought-after Poʻipū Beach Estates community, presents a rare opportunity to acquire a high-performing vacation rental property on approximately 1.09 acres in the heart of Kaua‘i’s South Shore. Currently generating about $750,000 per year in gross vacation rental bookings, this property offers strong existing cash flow and exceptional investment potential. The property features four separate structures designed to maximize occupancy and flexibility: One 4-bedroom, 4.5-bath Balinese style home with four primary bedrooms each with its attached bathroom and private lanai. Fully air-conditioned home also includes full kitchen, dining and living areas, patio with grill and washer/dryer. One 4-bedroom, 4-bath brand new home with four primary bedrooms with attached bathrooms and one large lanai for family gathering. Fully air-conditioned home also includes full kitchen, dining and living areas, patio with grill and washer/dryer. Two detached 2-car garage structures that can be used as additional non-rentable storage space, each including a loft, bathroom, sun deck, AC and washer/dryer. The versatile layout accommodates a variety of living and rental configurations, making it ideal for large groups, multi-generational travelers, or extended stays. The expansive grounds and beautiful, lush landscaping provide privacy and separation between structures while maintaining a cohesive estate-style setting. This estate has a total of 8595 sf of useable space, 5405 sf of interior air-conditioned space, 3985 sf living space, and 2033 sf lanai space. Positioned minutes from Poʻipū’s beach, golf courses, shopping, restaurants, this property is in one of Kauai's most desirable communities.

2661 Halalu St Unit A, KOLOA

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$6,750,000
5 Beds 4 Baths 729678 MLS ['Fee Simple'] Tenure
Located on a private cul-du-sac in the Kaimalino neighborhood of Kukui’ula, this rare 5 bedroom and 4.5 bath residence is perfect for your tropical family retreat, or as a lucrative rental property. One of the few properties available with both ocean and golf course views, the property is located on the 9th hole of the Tom Weiskopf designed championship golf course. The home is thoughtfully positioned to both frame sweeping ocean views from nearly every room in the home and capture the natural trade winds of Kaua’i. The outdoor space features lush tropical landscaping with a private fenced-in back yard for privacy and enjoyment. The open-concept living area flows seamlessly to the outdoor lanai through Fleetwood retractable doors, providing effortless indoor/outdoor living. A refined interior designed for both elevated living and effortless entertaining, this property showcases a seamless blend of sophistication and functionality. The home is uniquely distinguished by two primary suites, each serving as its own tranquil retreat . Both suites feature a luxurious en suite bathroom, providing spa-like comfort and privacy, ideal for owners and guests alike. Total living area under roof of 4,152 square feet captures the island's trade winds, sunlight, and ever-changing seascape. Ownership Privileges and Amenities Include: Private Club Membership at Tom Weiskopf-designed, Private 18-hole Par-72 golf course; World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, sauna, cold plunge and complete fitness rooms and movement studios. Engineered for luxury living, the home includes Fleetwood hurricane-rated doors, multi-zoned AC, a solar array with Tesla battery backup powered by three (3) Tesla Powerwall’s, and an energy-efficient solar hot water system. DETAILS Completed in 2025 Air Conditioned Interiors: 3,443; SF Covered Lanais: 709 SF; Garage: 644 SF

4556 Kaimalino Pl, KOLOA

Listing courtesy of Nathalie Mullinix Realty Universal, Inc..

$6,700,000
4 Beds 4 Baths 730652 MLS ['Fee Simple'] Tenure
Nestled along the lush Haena coastline of Kauai, this gated oceanfront home combines privacy and laid-back luxury. Ideally situated to capture the views, the home offers 4 bedrooms, 3 full and 1 half bathrooms in an impressive 4,774 sqft. The open floor plan is ideal for both family life and entertaining, making it perfect for hosting guests or unwinding in style. Upstairs, enjoy 3,500 sqft of vaulted living space where ocean breezes and natural light flow freely. Floor-to-ceiling glass doors open to a lanai spanning the width of the home, seamlessly blending indoor comfort with breathtaking outdoor views. Whether relaxing inside or outside on the lanai, take in whale watching and al fresco dining. The chef's kitchen is a stand out feature with custom cherry and oak cabinetry, stainless steel appliances, granite countertops, a spacious walk-in pantry, and a large island with seating. The primary suite offers ocean views in a spa-like setting with dual sinks, oversized jetted tub, and glass walk-in shower. The 3 additional bedrooms all boast lanais with views of Mt. Makana. Downstairs, you’ll find 1,200 sqft of flexible space to be defined by your imagination - ideal for a game room, or fitness area perhaps? The landscaped outdoor space is perfect for BBQs, beachside dining, and surfside adventures, with a private path leading to tidepools and endless ocean activities. Notable features include: - New windows, roof, and exterior paint - Elevator for easy access - Motorized storm shutters - Split A/C systems - 2-car garage with copper Martin door - Outdoor lava rock shower - Ipe and Redwood lanais - Security system Around every corner adventure awaits! Located just a short bike ride or stroll from Tunnels and Ke’e Beach, charming coffee shops, a day spa, oceanfront dining, and scenic parks; this pristine, rarely used, and never-rented home is not just a residence; it's a lifestyle.

7312 Alealea Rd, PRINCEVILLE

Listing courtesy of Hawaii Life.

$6,590,000
4 Beds 5 Baths 730218 MLS ['Fee Simple'] Tenure Tk Resort BLDG.
Laola Nani 2004 is a desirable four-bedroom townhome at Timbers Kaua'i Ocean Club & Residences nestled along the 15th hole of the prized Ocean Course at Hokuala. The furnished townhome villa features fresh tropical contemporary design elegantly blending indoor and outdoor living. The great room features floor to ceiling disappearing glass doors that open to a generous lanai with a private plunge pool, built in BBQ and breathtaking views combining verdant fairway greens with ocean vistas in one stunning backdrop. The kitchen is a chef's dream with Thermador Pro Grand Series appliances, wine/beverage cooler, built-in icemaker, custom mosaic tile backsplash and quartz countertops. The bi-level layout features seamless transitions throughout with dual primary suites and a guest suite upstairs and an additional guest suite on the main level. Owners enjoy the benefits of effortless resort living at Timbers Kaua'i Ocean Club & Residences with Michelin Key amenities and services amidst the expansive 450-acre Hokuala Resort. Owners enjoy world-class golf, tennis and pickleball courts, on site restaurant, multiple pools and hot tubs, fitness/wellness facilities, outdoor gathering areas and firepits and a variety of venues and expansive lawns for recreating. The 38-acre lagoon is alive with kayaking, paddleboarding and fishing adventures and the 14+ miles of trails can be enjoyed via foot or bike 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 beautiful Kaua'i, then look no further than Laola Nani 2004 at Timbers Kauai!

3770 Alaoli Way Unit 2004, LIHUE

Listing courtesy of Hokuala Real Estate.

$6,500,000
4 Beds 5 Baths 724276 MLS ['Fee Simple'] Tenure Tk Resort BLDG.
Laola Nani 3003 at Timbers Kauai is a breathtaking 2-story, 4-bedroom, 4.5-bath ocean-view townhome overlooking the 15th hole of the prized Ocean Course at Hokuala - a signature Nicklaus designed course. The furnished villa features a bright contemporary design which seamlessly blends indoor & outdoor living. The great room has high, floor-to-ceiling glass doors which open to a generous lanai and a private plunge pool, built in BBQ, and sweeping views of the sea and coastline beyond. The kitchen is a chef's dream with Thermador Pro Grand Series appliances, wine/beverage cooler, quartz countertops and custom tile backsplash. Each bedroom features an en suite bathroom, top-of the line finishes, and a lovely outdoor shower in the lower primary suite. This is the only 4-bedroom unit that is currently available with a desirable fenced-in yard. 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. Timbers Kauai is located in a Visitor Destination Area (VDA) and is therefore eligible for vacation rental occupancy. 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 3003, LIHUE

Listing courtesy of Hokuala Real Estate.

$6,100,000
4 Beds 3 Baths 731848 MLS ['Fee Simple'] Tenure
It's not just the amazing views, it’s the rarity of finding a large R-4 corner lot in the Visitor Destination Area with potential for a future ADU expansion in front of one of the best beaches and with a home built with craftsmanship, the highest quality materials and attention to detail.   A home thoughtfully created to enjoy one of Kauai's most treasured locations where the South Shore lifestyle comes alive in a way that is difficult to replicate and impossible to forget.   Imagine beginning each morning with your beverage of choice on the spacious screened lanai as the trade winds drift through the home, touching you and carrying the sound of the Pacific just in front, beyond Brennecke's Beach. The day unfolds relaxed, effortlessly— a swim in crystal-clear water, breakfast at home or Brunch at the Grand Hyatt two miles away at the end of the protected Greenbelt that starts right in front of your home and the afternoon on the golf course. By sunset, everyone has found their way back home, gathering by the all-tile pool, sharing memories beneath an ever-changing multicolor Hawaiian sky.   A rare opportunity to own a home with provenance, the personal residence of accomplished architect Leslie Stone known in California for his advocacy for open spaces. A home with expansive windows framing 180 degrees of ocean views, skylights filling the interiors with natural light, and operable windows throughout inviting the cooling northeast trade winds, blurring the line between indoors and out. Built without compromise with enhanced roof framing, carefully selected materials and designed specifically for this exceptional coastal setting. Many of these details remain unseen, yet they speak to the care and intention invested in every detail at every stage of construction.   Walk through this home (cut and paste) https://my.matterport.com/show/?m=YWT6mEKx2tf&   $500k in documented historical annual gross rental revenue available upon request. No HOA

2211-A Pane Rd, KOLOA

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

$5,749,000
3 Beds 4 Baths 727975 MLS ['Fee Simple'] Tenure Tk Resort BLDG.
Timbers Resort Laola Villa 1002 is a stunning residence offering an exceptional blend of luxury, privacy, and effortless resort living within the coveted Hōkūala Resort community. Perfectly positioned above the 15th green, this villa captures sweeping ocean vistas to the east, with spectacular sunrises every morning. This 3-bedroom, 3.5-bathroom home features a desirable split-level design with more than 3,500 square feet of total living space, including a private plunge pool, covered carport, and a rare enclosed golf cart garage. The chef’s kitchen showcases granite and quartzite countertops, custom sapele cabinetry, Thermador professional appliances, a wine and beverage cooler, and a built-in ice maker. Expansive wall-to-wall glass doors create seamless indoor-outdoor living, opening to a spacious lanai with dining and lounge areas overlooking the golf course and ocean. Upstairs, the primary suite offers a luxury ensuite bath and a private ocean-view lanai. Two additional guest suites provide comfort for additional family and guests. Owners enjoy a private residential setting with convenient access to world-class amenities, including golf at the renowned Ocean Course at Hōkūala, tennis and pickleball courts, a 38-acre lagoon, an organic farm, and miles of scenic trails throughout the property. Memberships to the Hokuala Club and Timbers Collection are available for transfer, enhancing the ownership experience. Located within a designated Visitor Destination Area, Laola 1002 also offers eligibility for short-term vacation rental opportunities, making it an exceptional lifestyle and investment offering.

3770 Alaoli Way Unit 1002, LIHUE

Listing courtesy of COMPASS.

$5,700,000
3 Beds 4 Baths 730763 MLS ['Fee Simple'] Tenure Hanalei Acres BLDG.
At the end of Ahonui Place, this large, custom-built 3-bedroom, 4-bath home sits on nearly 4 private acres in one of Kauai’s most coveted locations. The upper floor’s great room unifies the kitchen, dining, and living areas beneath vaulted ceilings, with natural light throughout and direct access to a covered lanai overlooking the lush surroundings. The layout works equally well for entertaining or everyday island living. Also on the upper level: a generous primary suite with en-suite bath and walk-in closet, plus a dedicated home office well suited for remote work. The lower level includes a second primary suite, a third bedroom, and a home gym. A welcoming entry foyer anchors the arrival experience. This is a property built for time outside. The pool sits at the center of it, framed by mountain views on one side and the sound of the trade winds on the other. An outdoor kitchen and BBQ area make it easy to cook and gather without stepping back inside, while the covered lanai overlooks the yard and a fire pit anchors evenings that run late. A converted barn on the property provides a guest room, private office, and art studio, offering flexible space to host visitors, work from home, or pursue creative passions with room to spread out. Mountain views and ocean horizons frame the property on all sides. Despite the privacy, Hanalei, Princeville, and Kilauea are each within a 10-minute drive, putting beaches, dining, farmers' markets, and shops close at hand. FEATURES • Main House: 3 Bed + Office + Gym / 4 Bath (3,331 sf) • Converted Barn: 3 studio guest areas / half bath (638 sf) • Outdoor Living: outdoor kitchen and BBQ, covered lanai, fire pit (795 sf) • New gunite pool and spa; sauna and cold plunge • Views: mountain, ocean horizon, pasture • 3.96 gated acres • About 10 minutes to Hanalei, Princeville, and Kilauea

3830-D Ahonui Pl, PRINCEVILLE

Listing courtesy of Hawaii Life.

$5,600,000
4 Beds 4 Baths 715966 MLS ['Fee Simple'] Tenure Lani Na Kai BLDG.
Designed by Santo Giorgio and built in 2017, this stunning home is a masterpiece of Hawaii’s contemporary plantation-style architecture. Situated on nearly 3 acres and bordering 500 acres of ranch land, the property offers panoramic views of the iconic Waipake mountain range. Relax in your brand-new custom salt water pool with complete privacy and gorgeous views! Spanning 2,192 sqft of interior space with over 1,200 additional sqft of covered outdoor lanais, the 4-bedroom, 4-bathroom home is a harmonious blend of modern design and Hawaiian living. Triangular glass gable windows flood every room with natural light during the day and offer breathtaking stargazing at night. Each room opens to teak-covered lanais, effortlessly blending indoor and outdoor spaces around a lushly landscaped central courtyard and pool. Designed with comfort and views in mind, the great room, outdoor spaces, and ensuite primary bedrooms capture sweeping vistas and stunning sunrises. The ensuite bathrooms, featuring outdoor showers and a soaking tub, are designed for privacy and relaxation, embracing the island lifestyle. Each room is climate controlled with a newly installed split system AC. Sold mostly furnished with high end finishes and decor. The thoughtfully landscaped grounds include vibrant tropical plants, a manicured lawn, and a fruit orchard with citrus, bananas, and avocado trees that provide year-round enjoyment. Additional property features include a carport with storage and a potting area, an agricultural shed, and a beautifully hand-carved Balinese teak bale. Property is completely fenced, including a sprawling horse pasture, making this the perfect equestrian sanctuary. Conveniently located off a quiet country road, the home is within walking distance to Larsen's beach and a short drive to several stunning beaches, farmers’ markets, shopping, and dining. With everything this home offers, you’ll find it hard to leave this idyllic Hawaiian sanctuary.

7465-C Koolau Road, KILAUEA

Listing courtesy of COMPASS.

$5,500,000
5 Beds 5 Baths 727543 MLS ['Fee Simple'] Tenure Waipake Heights BLDG.
Surrounded by tropical landscapes and expansive views, this private 3.55 acre estate in Kilauea on Kauai's North Shore offers a rare combination of seclusion, flexibility, and distinctive amenities. Designed to support a variety of lifestyles, the property combines luxury living with space for creative pursuits, equestrian activities, and agricultural use. The residence features 5 bedrooms and 4.5 bathrooms, with a layout that accommodates multi generational living, extended guest stays, remote work, and entertaining. The primary suite captures sweeping ocean views and includes a spacious en suite bath with a Jacuzzi tub. High wood beam ceilings add warmth and character throughout the main living areas, while the chef's kitchen serves as a central gathering space. Unique features elevate the property beyond a traditional luxury home. An architectural library with a striking octagonal beam ceiling provides a distinctive setting for reading, study, or work. A dedicated art studio offers space for creative endeavors, while a media room, storm shelter, and dedicated laundry wing contribute additional functionality. Multiple lanais, including a screened lanai, create seamless indoor and outdoor living. Outdoor amenities are equally impressive. A heart shaped pool with a waterfall feature is framed by custom lava rock walls, creating a memorable setting for entertaining or quiet relaxation. Beyond the residence, the estate includes a horse pasture, agricultural improvements, and a separate agricultural building, offering flexibility for a range of agricultural and equestrian interests. Located in Kilauea, the property enjoys convenient access to North Shore beaches, surf destinations, the Historic Kong Lung Center, Ahuimanu Shopping Center, local dining, Princeville Airport, and the Princeville Resort area with the acclaimed Makai Golf Course. Combining privacy, ocean views, 3.55 acres of usable land, and distinctive estate amenities.

4700 Kapuna Rd, PRINCEVILLE

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

$5,495,000
4 Beds 4 Baths 732005 MLS ['Fee Simple'] Tenure Kukuiula BLDG.
Discover a rare opportunity to own two custom cottages on a single fee simple homesite in the Kaulu neighborhood of Kukuiʻula on Kauaʻi. Designed with timeless Hawaiian Plantation inspired architecture, this exceptional property reflects the character and craftsmanship that define one of Kukuiʻula’s highly sought-after neighborhoods. Ideally located between The Club at Kukuiʻula and The Shops at Kukuiʻula, Kaulu is known for mature tropical landscaping, garden pathways, tranquil water features, and convenient access to golf, wellness, dining, and shopping. The property features two separate single-level residences, each offering two bedrooms, two bathrooms, and approximately 1,640 square feet of living space, for a total of four bedrooms, four bathrooms, and approximately 3,280 square feet. The dual cottage design offers exceptional flexibility for hosting guests, multigenerational living and vacationing, or creating a private retreat while maintaining privacy. Both homes showcase quality craftsmanship, featuring hardwood flooring, custom sapele cabinetry, spacious kitchen islands, Thermador, Wolf, and Sub-Zero appliances, vaulted and tray ceilings, and generous screened covered lanais that create a seamless connection to outdoor living. The primary suites feature soaking tubs, walk-in showers, outdoor rainforest stone showers, and thoughtfully designed dressing areas. Each cottage enjoys its own private tropical in-ground spa surrounded by native landscaping and BBQ area, creating a peaceful setting for relaxation. Additional features include a climate-controlled garage, owned solar, battery backup, a Tesla charging station, and generous driveway parking.

5033 Lau Nahele St, KOLOA

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

$5,300,000
5 Beds 4 Baths 732424 MLS ['Fee Simple'] Tenure
Welcome to 3938 Namakeha Loop, a luxury residence in the heart of Princeville offering the perfect balance of island elegance, comfort, and resort-style living. This beautifully designed five-bedroom plus extra room for a flex space home features spacious living areas, quality finishes, and indoor-outdoor living ideal for entertaining or relaxing with family and friends. A dedicated theater room provides the perfect space for movie nights, while the open-concept great room flows effortlessly to the backyard retreat. The extensively upgraded pool and spa create a spectacular focal point, featuring a waterfall cascading from the elevated spa into the pool below. Surrounded by tropical landscaping and generous outdoor living spaces, this private oasis captures the essence of Kauai living. The thoughtfully designed floor plan offers spacious bedrooms, inviting gathering spaces, and the flexibility to accommodate family and guests with ease. Ideally located just minutes from Princeville’s golf courses, beaches, dining, shopping, and the breathtaking North Shore coastline, this home provides convenient access to the very best of Kauai. Multiple vacation rental income pro forma indicate the potential for more than $500,000 in annual gross rental revenue. Buyers should independently verify all vacation rental regulations, and projected income potential. An extensive list of upgrades and work has been done to this beautiful property! This is an extraordinary home in one of Kauai’s most desirable resort communities. Bedroom count may differ from public record. The information herein may contain inaccuracies and is provided without warranty or guaranty of any kind. Agents and Buyers must independently verify any info they deem material or important to their purchase or any offered price thereunder. Square footage, room, bathroom count should be confirmed by an appraiser. Video available above in the media toolbar. Mahalo

3938 Namakeha Lp Unit 1, PRINCEVILLE

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$5,100,000
4 Beds 4 Baths 728773 MLS ['Fee Simple'] Tenure
This Kauai vacation rental is located within the exclusive Kukui’ula resort community on Kauai’s sunny South Shore, offering refined island living in one of the island’s most sought-after neighborhoods. Situated on the second fairway of the private Kukui’ula Golf Course, this 4-bedroom, 3.5-bathroom home comfortably hosts your guests. Golf course views are captured from every room, while the upper level offers distant ocean and mountain vistas. Designed in a modern plantation style, the home features a spacious open floor plan and seamless indoor-outdoor living. The chef’s kitchen includes Wolf and Sub-Zero appliances, custom cabinetry, and a breakfast nook. Three lanais extend living areas for dining and relaxation. The upper level includes the primary suite, guest suite, and media room. The lower level offers a second suite, guest bedroom, and main living area centered around a covered dining lanai. The backyard is an entertainer’s dream with a pool, spa, sun deck, BBQ, and outdoor dining area. Equipped with climate control, a 32-panel photovoltaic system, and irrigation control, the home is comfortable and energy efficient. Located in the VACATION DESTINATION AREA and offered fully turnkey, it is a short walk to the Kukui’ula clubhouse with spa, fitness, tennis, pickleball, farm, events, and golf amenities. Renovations include: • New master bathroom & built out new office in 2023 • Renovated living room fireplace in 2023 • New backyard, including a large lanai, pool, spa, outdoor kitchen, outdoor shower, outdoor eating area, landscaping, & landscape lighting in 2023 • Repainted the exterior in 2023 with three tones: soffits, siding & window trim, & doors • $1M in renovations done in 2023/24 • All renovations are permitted, including the backyard & pool/spa • Upgraded kitchen nook light fixture & dining • $150,000 Plantation Membership fee to The Club at Kukui’ula is mandatory. Welcome Home to Kukui’ula!

2739 Uluwehi St, KOLOA

Listing courtesy of Keller Williams Honolulu.

$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.

$4,985,000
4 Beds 6 Baths 733602 MLS ['Fee Simple'] Tenure
Newly completed custom construction in Poipu Beach Estates, set on an expansive 35,309-square-foot homesite in the heart of Kauai’s South Shore. The residence offers approximately 3,626 square feet of interior living space with 4 bedrooms and 5 full bathrooms plus 1 half-bath. Generous covered lanais, a private pool, and large openings throughout the home extend the living spaces outdoors and take full advantage of Kauai’s year-round climate. The home was thoughtfully oriented around the property itself, with consideration given to natural trade winds, sunset exposure, and surrounding mountain and ocean views. The result is a comfortable, well-designed island home that combines clean, timeless architecture with the ease of modern construction. Quality materials, custom finishes, and attention to detail are evident throughout. Poipu Beach Estates offers a convenient location close to The Shops at Kukui‘ula, restaurants, shopping, golf, and some of the South Shore’s best beaches, while the oversized homesite provides a sense of space that is increasingly difficult to find in Poipu. Located within Kauai’s Visitor Destination Area (VDA), the property offers flexibility for use as a primary residence, second home, or potential vacation rental. With new construction, more than 35,000 square feet of land, a private pool, and a location within one of Poipu’s established residential communities, this is a unique offering in today’s South Shore market.

2638-B Halalu St, KOLOA

Listing courtesy of COMPASS.

$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 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.

$4,925,000
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.

$4,900,000
3 Beds 4 Baths 723034 MLS ['Fee Simple'] Tenure
Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom 2.5 bath residence and a complementing 1-bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities. This Club Cottage Property provides fine features Including: Conditioned Living: 2,048 SF Living Lanai: 660 SF Land Area: 13,522 SF Two Primary Suites with Large Built-in Closets Two Bathrooms with Dual Sinks, Tub and Interior & Shower Garden Showers One Bedroom – One Bath Guest Cottage Oversized covered lanai spaces Dark Ipe Flooring Black Honed Granite Kitchen Countertops GE Monogram Series & SubZero Kitchen Appliances Professionally Designed Furnishings Included Private Front and Backyards Lush Tropical Native Plantings Lava Rock Fire Pit Kukuiula Ownership Privileges and Amenities Include: Private Club Membership Tom Weiskopf-designed, Private 18-hole Par-72 golf course that was named, "Best New Private Golf Course 2011" by Golf Magazine World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Golf Club House Fine dining in the Kukuiula Plantation House Design Guidelines Comprehensive paths and hiking trails throughout the Community Roving 24/7 Security Services Access to Upcountry Farm and Lake Fitness and Spa Programs Volleyball, Pickleball, Tennis, Pool Bar and Grille Club Membership Initiation Fee of $150,000.00 payable at closing by Buyer

2815 Ke Alaula Street, KOLOA

Listing courtesy of COMPASS.

$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.

$4,500,000
3 Beds 4 Baths 732514 MLS ['Fee Simple'] Tenure
Club Cottage 14 is a three-bedroom residence within the private Kukuiʻula community on Kauaʻi, offering immediate access to the Club at Kukuiʻula and its full suite of resort-style amenities. As part of the Lodge Collection, both owners and their rental guests enjoy rare and highly privileged access to the private Club at Kukuiʻula—an experience typically reserved for members of this exclusive community. This includes use of a private 18-hole Tom Weiskopf-designed golf course, spa and wellness center, 10-acre organic farm, clubhouse dining, infinity-edge serenity pool, additional resort pools, activity outfitter, and year-round programming and events. The residence features a two-bedroom, two-and-a-half-bath main home and a detached one-bedroom, one-bath guest suite, providing privacy and flexibility. A rare highlight is the private heated pool, a standout within the collection. Interior finishes include Ipe hardwood flooring and an open-concept kitchen that flows into the main living areas. Designed for indoor-outdoor living, the home extends to covered lanais framed by tropical landscaping and a lava rock fire pit. With 2,104 square feet of interior space and 660 square feet of covered lanais, the property is ideal for both entertaining and relaxation. Updated photography reflecting new furnishings will be available soon. Club Cottage 14 offers a turnkey opportunity to enjoy the Kukuiʻula lifestyle immediately as a primary residence, vacation retreat, or legacy property in one of Kauaʻi’s most sought-after private communities—while also extending the rare privilege of Club access to Lodge Collection rental guests, an exceptional distinction within the resort.

2839 Ke Alaula St, KOLOA

Listing courtesy of Meridian Pacific.

$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.

$4,485,000
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.

$4,450,000
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.

$4,390,000
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.

$4,200,000
3 Beds 4 Baths 729460 MLS ['Fee Simple'] Tenure Tk Resort BLDG.
Unit 2301 is a gorgeous 3 bedroom/3.5 bath with South facing ocean, mountain, lagoon, and East lighthouse views. It was designed with island style custom cabinetry, and natural stone vanities. The kitchen features Thermador and Bosch appliances. The residence is beautifully furnished by Aspire Furniture & Henderson House. It is the only Unit that has an additional allocated parking spot in the Deed. Owners at the Timbers Kaua`i Ocean Club & Residences enjoy the benefits of resort living. Hokuala has 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 an observation deck on the top floor to take in all the views. There is also the Michelin Star awarded Hualani Restaurant which hosts many special events including wine tastings, and farm to table offerings. There is a 38-acre lagoon where adventures of kayaking, paddle boarding and fishing can be enjoyed. There are 14+ miles of trails that can be enjoyed via foot or bike. The nearby organic farm at Hokuala is a place where owners can harvest their own fresh island produce. This property is in the VDA ( Visitor Destination Area) and may be a short-term rental. Two-tiered oceanfront infinity-edge pool • ‘Ohana pool with waterfalls • Multiple dining venues • Kalapaki Beach Club • Island-inspired spa services • State-of-the-art fitness center, motion studio & outdoor yoga lanai • Keiki Adventure Club • Sunset fire pit lounge & activities lawn • Travel benefits with Timbers Collection Travel & Lifestyle partners • Trade and travel privileges via the Timbers Reciprocity Program If you are looking to live or invest in an oceanfront resort community on the beautiful island of Kaua`i Unit 2301 could be the answer you are looking for.

3770 Alaoli Way Unit 2301, LIHUE

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