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$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.

$4,895,000
3 Beds ⋅ 4 Baths ⋅ 732411 MLS ⋅ ['Fee Simple'] Tenure
One owner. Never rented. Located within Kukuiʻula's federally designated Opportunity Zone. Buyers should consult their tax advisor regarding eligibility and potential benefits. Ideally situated on one of Kukuiʻula's most desirable streets, this single level residence offers convenient access by foot or golf cart to The Club at Kukuiʻula, the Tom Weiskopf award winning golf course, and the Shops at Kukuiʻula. Direct golf cart access connects to Kukuiʻula's landscaped greenbelt, ponds, waterfalls, and pathways throughout the community. The 3 bedroom, 3.5 bathroom home offers approximately 2,760 sqft of interior living space on a 13,553 sqft homesite, larger than many in the Kaulu neighborhood. Property Features: ° 16 foot wall of Afromosia framed pocketing glass and screened doors that tuck completely away for seamless indoor outdoor living ° Plantation inspired architecture with ensuite baths & private outdoor garden showers ° Zoned for vacation rental (VDA) ° Custom Afromosia cabinetry ° Taj Mahal quartzite countertops ° Premium appliances ° Walk in pantry with dedicated climate control ° Primary suite with cedar lined walk in closet ° Standing height semi finished attic with angled pull down ladder and handrail ° Private pool, covered pavilion, and built in BBQ ° Central AC, whole house water filtration, instant and solar hot water, and 18 owned - photovoltaic panels ° Oversized garage with third bay, plumbing and electrical roughed in for future flexibility, subject to County and Kukuiʻula approval A rare opportunity to own a meticulously maintained Kukuiʻula residence combining thoughtful island architecture, privacy, and an unmatched Kauaʻi lifestyle.

5015 Lau Nahele St, KOLOA

Listing courtesy of Kamen Realty & Development LLC.

$1,875,000
3 Beds ⋅ 4 Baths ⋅ 732683 MLS ⋅ ['Fee Simple'] Tenure
Unique Koloa property with two houses is ready for your ohana. The Craftsman style main house has an area of 2995 sq ft. with an open floor plan that allows for easy access from the living room to the kitchen and sunroom with an abundance of natural light from oversized windows.The 2nd level boasts tree top canopy views from the two beautiful bedroom suites each with an ensuite bathroom. Upstairs bedrooms have stunning views of Mt Kahili and Mt Haupa along with morning sunrise from primary suite. Between the suites is an airy loft/den/office or artist's nook.The lower level has a living area, bedroom, full bathroom, kitchenette and storage room. If that isn't enough then the renovated cottage with 544 sq ft will turn your head. The cottage recent remodel includes sparkling white kitchen cabinets and countertops, stainless steel refrigerator, stove, and dishwasher along with a new bathroom vanity, new HW heater and stack washer/dryer. Ohana cottage lanai looks out to the spacious yard. A lush green lawn, ornamental plants and fruit trees (avocado, papaya, lemon, lime) create a natural oasis to enjoy the outdoors. A new 12x12 shed keeps garden tools organized for any project.. Property highlights *Main house has 4 full baths and 3+ bedrooms with 1 bedroom on lower level *Cottage has living room, dining area, bedroom, bathroom, and lanai *2nd floor rooms painted August 2026 *1st floor rooms painted August 2025 * Recessed ceiling lights installed in 1st and 2nd floor rooms * Fully remodeled 1st floor bathroom *New built-in cabinets with an electric fireplace in living room 2026 *New side by side refrigerator 2025 *New commercial size side by side refrigerator in garage 2024 *PV and HW solar panels not yet installed but can be included in sale Seller requests submitting an AS IS Addendum with any offer.

3352 Hailima Rd, KOLOA

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$2,000,000
3 Beds ⋅ 3 Baths ⋅ 731801 MLS ⋅ ['Fee Simple'] Tenure
Perched along the coveted ridge of Omao Road, this classic island-style custom home offers breathtaking panoramic views, timeless craftsmanship, and exceptional privacy. From the moment you step through the handcrafted solid koa entry doors, you’ll appreciate the quality and character that define this one-of-a-kind residence. The dramatic great room features soaring cathedral ceilings and expansive walls of glass that fill the home with natural light while framing approximately 160-degree views of the Haupu and Kahili Mountain ranges. Homes on the prestigious Omao Road ridge are rarely offered for sale, and this exceptional property is coming to the market for the very first time. Designed to embrace Kauai’s indoor-outdoor lifestyle, the private pool area is surrounded by lush tropical landscaping and enjoys peaceful mountain vistas, creating a tranquil retreat for relaxing or entertaining. The meticulously curated gardens reflect years of thoughtful care and feature an impressive collection of rare exotic plants along with assorted heirloom palm trees.Throughout the home, exquisite genuine koa wood showcases the craftsmanship and warmth of Hawaii, including custom doors, window frames, baseboards, a built-in koa desk, bookshelves, and remarkable oversized koa pieces beneath the dining room chandelier—materials that are virtually impossible to source today. Downstairs rooms with private entrance are an added bonus! Recent improvements include: Beautifully remodeled primary bathroom Fresh interior and exterior paint Updated lighting fixtures and ceiling fans throughout New pool pump and filter wiring (July 2026) Sand pool filter installed in 2021 by Puni Nani Pools Additional features include: Built-in hurricane shelter Generator shed with tested KIUC electrical hookup Property professionally termite tented in March 2026 A short drive takes you to historic Koloa Town and then Poipu beaches with all of the amenities you need!

4100 Omao Rd, KOLOA

Listing courtesy of Hawaii Life.

$2,070,000
2 Beds ⋅ 3 Baths ⋅ 732010 MLS ⋅ ['Fee Simple'] Tenure ⋅ Poipu Kapili BLDG.
There are ocean views—and then there is living with the ocean. At Poipu Kapili, this beautifully maintained 2-bedroom, 3-bath townhome-style residence offers a front-row seat to the ever-changing Pacific. From your lanai and living room, watch outrigger canoes paddle by, winter evening sailboats cruise offshore, and sets of beautiful waves roll toward the coast. Mornings can begin with rainbows and dramatic sunrise clouds; evenings bring gorgeous Kauai sunsets. And during whale season, keep watch for whales passing offshore. The ground-floor great room opens directly to the ocean-view lanai and expansive lawn, creating an effortless connection between indoor and outdoor living. The renovated kitchen opens to the dining and living areas, while porcelain flooring, updated baths and warm wood accents complement the relaxed island setting. Just off the entry is a convenient guest bath with walk-in shower and a laundry area with full-size side-by-side machines. Upstairs, the spacious primary suite captures commanding ocean views—a wonderful place to fall asleep to the sound of the waves—and includes a double vanity and walk-in shower. The oversized guest suite has its own bath and faces northeast, capturing refreshing tradewinds and mountain views. Offered furnished and equipped with three portable AC units, the residence provides flexibility for a personal island retreat or vacation-rental use. Adding to the residence’s thoughtful design, a stair lift provides convenient access between levels, offering added comfort and flexibility for owners and guests. Poipu Kapili's beautifully maintained grounds include an ocean-view swimming pool, BBQ area, tennis and pickleball. What makes this residence special isn't simply that you can see the ocean. It's how much of island life you can see from home.

2221 Kapili Rd Unit 4, KOLOA

Listing courtesy of Corcoran Pacific Properties.

$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.

$9,200,000
4 Beds ⋅ 5 Baths ⋅ 731462 MLS ⋅ ['Fee Simple'] Tenure ⋅ Poipu Country Estates BLDG.
4 acre Country Estate, walking distance to Poipu Beach with sweeping ocean views! This is a rare gem on the South Shore, offering a unique single story home with expansive ipe wood lanai spaces (2,072 sq ft). Each room has beautiful mountain or ocean views. Fleetwood doors open up to a rear lanai with outdoor dining and seating from the living room for the true indoor outdoor living and entertaining experience. The chefs kitchen offers custom tile, and a gas range as well as a new 48” Stainless fridge and a new dishwasher . there is plenty of storage in the kitchen area, with an adjacent dining area with stunning ocean views. The main house boasts three bedrooms and 4 full baths, as well as an office which has a second outside entrance near the front door. The primary bedroom has a large walk in closet with two entrances, as well as a generously sized walk in shower with two separate vanity sink areas. In addition there is a charming separate 500 sq ft 1 bedroom guest house that may be expanded to 800 sq feet to be verified by the new county rules. In addition, there is a 7 ft by 12ft shed for gardening tools etc. The paved circular driveway will take you to a 3 car garage with a large turn around area that has been used as a pickle ball court in the past. The verdant lush four acres of fairly flat land is supplied with ag water, and is bordered by three rail vinyl fencing, with 3 paddocks for horses, several fruit trees, and has been professionally landscaped. There is plenty of room for the pool of your dreams, as well as a tennis court.

2551-E Ala Kinoiki Rd, KOLOA

Listing courtesy of Aloha Kauai Properties.

$6,850,000
4 Beds ⋅ 5 Baths ⋅ 731339 MLS ⋅ ['Fee Simple'] Tenure
Set within Kukuiula, Hale Mahana embodies the essence of island style living. This single-level residence artfully captures breathtaking views of the Pacific and its coastal landscape, offering the comfort and sophistication of a meticulously crafted island retreat. With 4,215 square feet of total living space, including 3,177 square feet of beautifully designed interiors, the home provides generous room for relaxation, and elegant hosting. Step inside, where an organic palette features warm wood flooring in the living and bedroom areas, complemented by stone finishes in the baths. A coffered ceiling and expansive multi-panel pocket doors create a relational flow between indoor and outdoor environments. The gourmet kitchen, with a pass-through window to the lanai entertainment area, includes Thermador and Sub-Zero appliances and an expansive island with a secondary sink. Adjacent to the kitchen, a dedicated media room offers an intimate space perfect for movie nights. On opposite wings of the home, two ocean-view primary suites each include walk-in closets, dual vanities, and private garden showers. The third ensuite bedroom overlooks the garden, while the attached Ohana suite, complete with its own entrance and bath, provides an additional private haven. Outdoors, the infinity-edge pool and in-ground spa are positioned to capture the ocean vistas, while tiki torches, a firepit and built-in BBQ are ideal for gatherings around the pool. Whether you are hosting guests under the starry skies or enjoying a quiet evening, the outdoor spaces provide a seamless extension of the home. Other highlights include a photovoltaic system with Tesla Powerwalls and multi-zone air conditioning. FEATURES Land Area: 16,812 sf Interiors: 3,177 sf Lanai: 1,038 sf Garage: 625 sf Bedrooms/Baths: 4/4.5 Amenities: Pool, Spa Tiki Torches, Firepit, Built-In BBQ, A/C, PV View the video (copy & paste): https://player.vimeo.com/video/1051356274

5599 Holo Malanai St, KOLOA

Listing courtesy of COMPASS.

$1,098,500
2 Beds ⋅ 2 Baths ⋅ 730585 MLS ⋅ ['Fee Simple'] Tenure ⋅ Puu Aloha Condominium BLDG.
This charming, fully furnished Kalaheo Town Cottage is a thoughtfully designed and well-maintained 2-bedroom, 2-bath home featuring a spacious bonus room that lives like a 3-bdrm. The modern, open floor plan includes a primary bedroom with a walk-in closet and en-suite bathroom on the main level, vaulted ceilings, expansive windows that offer abundant natural light, a spacious living area, an updated kitchen, and a laundry/pantry room tucked away behind a barn door. A fully enclosed lanai adds additional living space, creating a bright island feel. Wood-covered stairs lead you to the second level, where you will find a generous bedroom, a bonus room, and a full bathroom. Enjoy indoor/outdoor living with the recent addition of an exterior Trex lanai and a fully fenced, professionally landscaped yard. A concrete backyard patio provides the perfect setting for relaxation or entertaining with ample room for pets and gardens. The one-car garage offers tandem vehicular parking and loft storage. Sellers are in the process of adding an additional parking space. Convenient Kalaheo location close to dining, shopping, schools, post office, and medical offices. Popular South Shore beaches are just a short drive away. Dont miss this move-in-ready home! Key Features: *Sold Fully Furnished *Bamboo & hardwood flooring *Split AC in living area & primary bedroom *Portable AC units in 2nd Bdrm & bonus room *Fully enclosed lanai sitting / TV room *New Trex exterior lanai *Stainless steel appliances *Walk-in pantry/laundry room *Vaulted ceilings *Garage with storage loft *Gas range *On-demand water heater *Fully fenced, landscaped yard *Dog washing station *Concrete patio Click on Film Icons for Video and 3-D Tour Copy URL below for 3-D Tour https://my.matterport.com/show/?m=mbd7B7cxMrM&mls=1&ts=2

2494-A Puu Rd Unit 2, KALAHEO

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$2,125,000
5 Beds ⋅ 4 Baths ⋅ 730824 MLS ⋅ ['Fee Simple'] Tenure
Located in the desirable Omao neighborhood on Kauai's South Shore, this five-bedroom, four-bath residence offers a rare combination of privacy, flexibility, and island living less than ten minutes from Poipu's beaches, dining, golf, and shopping. Set on nearly half an acre of beautifully landscaped grounds, the property offers a private setting while remaining close to the area's most sought-after amenities. Centered around a sparkling swimming pool, covered lanai, and expansive outdoor living spaces, the home embraces Kauai's year-round indoor-outdoor lifestyle. Vaulted ceilings, hardwood floors, and abundant natural light create a warm and inviting atmosphere throughout the main residence. The updated kitchen features granite countertops, stainless steel appliances, and generous cabinetry, while the adjoining living and dining spaces are designed for both everyday living and entertaining. A spacious primary suite offers comfort and privacy, while the flexible floor plan provides room for guests, family, or changing lifestyle needs. Adding to the home's versatility, a separate two-bedroom wing connected by a breezeway offers exceptional flexibility as guest accommodations, a home office, creative studio, or multigenerational living space. Additional features include a 30-panel solar system, fully fenced grounds, mature fruit trees, exterior workshop and storage space, potting area, outdoor fitness space, and a two-car garage. Opportunities to own a private retreat with usable land, flexible living spaces, and resort-style amenities mere minutes from Poipu are exceedingly rare. This property offers the space, privacy, and lifestyle that make island living so special. If you would like to tour this property there are two videos for you, copy and paste this links into a new browser window: Property Overview https://bit.ly/4186UpaRoad Virtual Walk Through https://bit.ly/4186-tour

4186 Upa Rd, KOLOA

Listing courtesy of Hawaii Life.

$2,095,000
2 Beds ⋅ 2 Baths ⋅ 730474 MLS ⋅ ['Fee Simple'] Tenure ⋅ Ipuka Alahele Condominium BLDG.
Experience the best of Poipu living in this licensed vacation rental (TVR) home, ideally located just steps from world-famous Poipu Beach. Thoughtfully designed for comfort and entertaining, this 2-bedroom, 2-bathroom residence offers the flexibility of an additional office space and the seamless indoor-outdoor lifestyle that defines Kauai living. The spacious kitchen serves as the heart of the home, flowing effortlessly into a generous dining area perfect for gathering with family and friends. Expansive pocketing glass doors disappear into the walls, opening the living spaces to tropical breezes and creating a true connection between indoors and out. Each bedroom enjoys direct access to its own private lanai, providing peaceful outdoor retreats surrounded by lush island landscaping. A spacious 2-car garage offers ample storage for vehicles, beach gear, and owner belongings. Additional highlights include NO HOA FEES, providing greater ownership, flexibility, and lower carrying costs compared to many properties in the area. Whether you're seeking a vacation home (STR), an investment property, or a full-time island residence, this licensed vacation rental (VRBO) offers exceptional versatility in one of Kauai's most sought-after resort areas. Conveniently located near Poipu's beaches, dining, shopping, golf courses, and outdoor activities, this is a rare opportunity to own a successful vacation rental in the heart of Koloa. Among the single-family vacation rental homes (Airbnb) currently available in Koloa, this property also represents one of the most compelling values on the market.

2308 Kipuka St Unit 1, KOLOA

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$3,980,000
3 Beds ⋅ 3 Baths ⋅ 730844 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kukui`Ula BLDG.
Nestled in the heart of Kukuiʻula’s beloved Kaulu neighborhood, Honu Hale is a beautifully designed 2-bedroom, 2-bathroom single-story plantation-style home with an inviting 1-bedroom, 1-bath ʻohana featuring an outdoor shower. Thoughtfully appointed with classic Hawai‘i-inspired details, this home exudes warmth and charm. Hardwood flooring, crown moldings, and Carrara marble in the bathrooms complement the airy primary suite, complete with a free-standing soaker tub for ultimate relaxation. Designed for both gathering and culinary creativity, the bright and open kitchen features a spacious butcher block island with breakfast bar, granite countertops, subway tile backsplashes, and Samsung refrigerator. Wide-plank wood floors enhance the effortless sophistication, maintaining the relaxed, tropical feel of authentic Hawaiiana. Comfort meets convenience with new air conditioning units and controls in both the main home and ʻohana, along with updated window coverings throughout for privacy and light control. The home's exterior was just professionally repainted, offering an updated look and lasting protection for years to come. The broad front lanai welcomes you into the great room, an open and breezy retreat where natural light pours in. Step onto the back lanai, where a private oasis awaits—featuring a tropical pool and spa, tiki bar, fire pit, and a dual custom barbecue island with Coyote pellet & gas grills. Just steps from the second hole of the Tom Weiskopf-designed Kukuiʻula Golf Course, this home seamlessly blends indoor-outdoor living with lush mountain views framed by vibrant native landscaping. Additional upgrades include a custom golf cart garage/carport, multiple owner lockouts, expanded storage, and a new Samsung washer & dryer. Honu Hale is ideally located near scenic walking paths leading to the private Kukuiʻula Clubhouse and The Shops at Kukuiʻula, offering the best of island living at your doorstep.

5145 Lau Nahele Street, KOLOA

Listing courtesy of Kukui'ula Realty Group LLC.

$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.

$4,199,000
4 Beds ⋅ 5 Baths ⋅ 729208 MLS ⋅ ['Fee Simple'] Tenure
Welcome to 5020 Lau Nahele Street, an island style residence in Kukuiula on Kauai’s South Shore, where modern design and island tradition come together. Thoughtfully crafted as a space for connection and relaxation, this home blends cutting-edge smart technology with seamless indoor-outdoor living. Brilliant smart home controls and SONOS audio enhance the atmosphere, while eco-conscious SIPS construction ensures energy efficiency, superior insulation, and soundproofing. Italian cabinetry, clean lines, and open living areas reflect a contemporary take on classic Hawaiian architecture. Outside, the heated pool, spa, fire pit, and BBQ area create the perfect setting for gatherings under the stars, surrounded by lush tropical landscaping. Designed to host up to 12 guests, this home features a spacious 3-bedroom, 3.5-bath main home with en-suite retreats and an inviting open floor plan that flows to the lanai. A detached 1-bedroom, 1-bath guest house doubles as a poolside retreat, offering privacy and flexibility. The interiors, curated by award-winning Noe Studios, exude sophistication and warmth, complementing the island’s natural beauty. Whether as a personal sanctuary or a space to welcome family and friends, 5020 Lau Nahele Street is a rare gem in one of Kauai’s most sought-after communities.

5020 Lau Nahele St, KOLOA

Listing courtesy of COMPASS.

$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.

$8,500,000
4 Beds ⋅ 5 Baths ⋅ 727337 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kukuiula-Kahalawai BLDG.
Inspired by Vladimir Ossipoff, one of Hawai‘i’s most respected mid-century modern architects, Hale ‘Ike Mala offers a thoughtful expression of modern island design. Clean rooflines, deep overhangs, a standing seam metal roof, and vertical cedar siding create a timeless architectural presence suited to Kaua‘i’s climate and landscape. Set on a generously sized homesite with broad frontage along Kahalawai Orchard, the property offers privacy and ocean views from nearly every room. The residence encompasses approximately 4,769 sq. ft. of living space, designed for seamless indoor–outdoor living. A 29-foot pocketing wall of doors opens the main living area to a spacious covered lanai, creating an ideal setting for dining and entertaining. The kitchen is equipped with Sub-Zero and Miele appliances, with a DCS grill on the outdoor dining lanai. Entry is across a dramatic bridge to a large pivot front door and open-tread staircase framed by floor-to-ceiling windows. Two primary suites are located on the main living level—one privately positioned and one conveniently located near the kitchen and main living areas. The lower level features two additional guest suites, each offering comfortable accommodations and direct access to the home’s outdoor recreation area. This level also includes a recreation room that opens to the covered lanai, pool/spa and fire pit—creating a private setting for relaxation and entertaining. Interior finishes include teak hardwood and travertine floors, vaulted cedar ceilings, Caesarstone countertops, and custom walnut cabinetry and wardrobes. Located within the Kukui‘ula resort community, the home is eligible for weekly vacation rental, offering flexibility for personal use or income potential. Owners also enjoy access to the private Club at Kukui‘ula, featuring a Tom Weiskopf-designed golf course, spa and wellness center, multiple pools, fitness facilities, dining venues, tennis, pickleball and more.

3024-A Kahalawai St, KOLOA

Listing courtesy of COMPASS.

$1,829,000
1 Beds ⋅ 1 Baths ⋅ 727448 MLS ⋅ ['Fee Simple'] Tenure
Rarely does an opportunity arise to own more than 9 acres in one of Kauaʻi's most desirable country settings. Located in the heart of Kalaheo, 3310 Wawae Road encompasses approximately 9.36 acres of gently rolling land, offering privacy, open space, and the freedom to create a truly special island estate. Nestled within the property is a charming 1-bedroom, 1-bath residence, perfectly positioned to enjoy the surrounding natural beauty. Whether used as a comfortable full-time home, guest quarters, caretaker's residence, or a place to live while planning future improvements, the existing home provides immediate enjoyment and flexibility. The expansive acreage offers a wide range of possibilities. Create your dream country estate, establish an agricultural venture, plant orchards and gardens, or simply enjoy the peace and security that comes with owning a significant piece of Kauaʻi. The property's gentle terrain and abundant open space provide a rare canvas for those seeking both privacy and potential. Situated at a comfortable elevation, the property enjoys cooler temperatures, refreshing trade winds, and picturesque views of the surrounding countryside. Despite its peaceful rural setting, Kalaheo's shops, restaurants, and services are just minutes away, while Poʻipū's beaches, golf courses, and resort amenities are a short drive from home. Large acreage parcels with an existing residence are becoming increasingly scarce on Kauaʻi's South Shore. Whether your vision is a private retreat, family estate, agricultural homestead, or long-term land investment, this property offers the rare combination of space, flexibility, and enduring value. In a place where land is limited and opportunities like this are increasingly uncommon, 3310 Wawae Road represents a chance to own not just a home, but a legacy property for generations to come.

3310 Wawae Rd, KALAHEO

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$2,995,000
5 Beds ⋅ 5 Baths ⋅ 726736 MLS ⋅ ['Fee Simple'] Tenure ⋅ Lawai Loa Estates BLDG.
If you love privacy and tranquility with spectacular sunrises over the South Shore of Kauai and the convenience of location this is a perfect home. A charming Chalet with tropical privacy yet the convenience of close proximity to Poipu Beaches, fine dining and fun shopping. Twenty minutes from the airport, 10 minutes from Poipu Beach, Kukuiula gourmet restaurants, shopping and world class golf. High ceilings, spacious rooms, gourmet kitchen with 2 ovens, 4 full baths, art studio, billiard area, beautiful spaces that can serve a family, extended family or lots of guests. Features include: Engineered wooden flooring throughout 1st and 2nd floor living areas. Ground floor is tile Built with hurricane safety in mind. New roof on main structure. 10' plus ceilings throughout Multiple citrus fruits, Bananas, avocados, Papayas, Breadfruit, coconuts, lychee Private gated CPR 3 car garage additional 983 sq. ft. Lower level of main residence finished for another 984 sq. ft Lower level has rough-in for additional fireplace and bathroom.

4750 Uha Rd Unit 4, LAWAI

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

$1,799,000
1 Beds ⋅ 2 Baths ⋅ 725026 MLS ⋅ ['Fee Simple'] Tenure ⋅ Tsugi Estates Condominium BLDG.
This luxury 4.4 -acre Fee Simple property in Lawai offers an exceptional balance of agricultural opportunity and residential flexibility. The land features a blend of level areas and gentle rolling terrain providing multiple potential homesites with mountain and distant ocean views. Live comfortably on the property while building your dream home. Nestled in a quiet agricultural neighborhood on Kauai, the property offers privacy while remaining just minutes from the conveniences of Koloa and nearby recreation. Years of thoughtful stewardship have created a thriving tropical landscape with an impressive variety of mature fruit -bearing trees and garden areas. Plantings include ulu (breadfruit), lychee, longan, orange, Meyer lemon, tangelo, avocado, apple bananas, grapefruit, Tahitian lime, mango, coffee, pineapple, sugarcane, Surinam cherry, soursop, dragon fruit, guava, ice cream bean and Hawaiian chili pepper. These established plantings provide both beauty and productive agricultural value for those interested in gardening or a small -scale farm. Existing improvements include a permitted workshop/garage, storage building, a five bedrooms septic system, a 10,000 -gallon water tank, an additional 1,500- gallon water tank, underground utilities and a fenced area suitable for gardens or animals. The existing structure provides comfortable functionality while planning the future home or guest house as the property should qualify for under current county guidelines. The CPR configuration offers a shared agricultural setting while maintaining individual privacy. Situated on a private road with limited traffic, the property offers a peaceful rural setting. Utilities include electric service, catchment water and cable -based internet and communications. This well-improved acreage presents an outstanding opportunity to enjoy country living while creating your ideal home and agricultural lifestyle on Kauai.

4650 Uha Rd, KALAHEO

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

$7,399,000
4 Beds ⋅ 5 Baths ⋅ 724698 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kukui'ula BLDG.
Kukui‘ula Treehouse — Once the model residence for this renowned South Shore community, this architectural masterpiece by Olson Kundig invites you to experience modern island living at its finest. Thoughtfully placed on a gently sloping, southwest-facing homesite, the home’s elevated pavilions float gracefully between mauka (mountain) and makai (ocean), blending structure and landscape with effortless ease. A private bridge entry leads to open, light-filled spaces designed for gathering and connection. The main living pavilion opens completely to the outdoors, drawing in the trade winds and framing panoramic views across orchards and the Pacific. With 4 bedrooms and 4.5 baths, the residence offers approximately 4,238 sq. ft. total living area, including 2,887 sq. ft. of air-conditioned interiors. Interiors showcase a refined tropical aesthetic—light oak cabinetry, teak hardwood floors, and granite countertops paired with clean, modern lines. The chef’s kitchen features Miele appliances, a generous island that seats six, and seamless access to the covered BBQ lanai—ideal for sunset dining and entertaining. Vaulted ceilings, glass railings, and thoughtful airflow design create the true indoor-outdoor lifestyle Kaua‘i is known for. Bedrooms on both levels provide privacy for family and guests, while the saltwater pool and spa offer a peaceful retreat surrounded by lush landscaping. Crafted with cedar board-and-batten siding, ipe decking, and a corrugated metal roof, every detail balances durability and design integrity. Ownership at Kukui‘ula requires membership in the Private Club at Kukui‘ula, granting access to world-class amenities including the Plantation House, Spa & Fitness, Tom Weiskopf-designed golf course, farm, and adventure outpost—an unmatched lifestyle on Kaua‘i’s sunny South Shore.

4883 Ka' Opua Pl, KOLOA

Listing courtesy of Piko Realty 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.

$30,000,000
4 Beds ⋅ 4 Baths ⋅ 715459 MLS ⋅ ['Fee Simple'] Tenure
Behold! The most dramatic oceanfront setting and vista situated along the coastline in all of Poipu. Hale Moku (Ship House in Hawaiian) was originally built in 1936 and remodeled over the years, cleverly designed and constructed on a solid lava rock outcropping safely above the waterfront with semi-circular decks off the living room and master (primary) bedroom above, facing the ocean - all which give the strong sense of being on the bow of a ship piercing and advancing through the incoming rolling waves below. The subject property encompasses three contiguous parcels adding up to approximately 25,586 sf. The main living area consists of 4 bedrooms, 3.5 baths, and a separate attached fully self-contained caretakers' quarters. This property is located on the southwestern most point of the US offering unobstructed views of 50+ square miles of the South Pacific horizon with panoramic views from Makahuena, the Poipu coastline, Spouting Horn, and the Island of Niihau in the distance. As you relax and take in the views, you actually experience a feeling of totally immersing yourself within an invaluable living painting that is forever changing as the days pass with breathtaking sunrises and sunsets, incomparable to anywhere else on the planet. One also experiences watching innumerable turtles frolicking in the surf and gathering in Turtle Cove below and schools of Spinner dolphins cruising by as they meander down the coast. You may also enjoy watching Humpback Whales breaching nearby between November and April as they migrate from Alaska to the warm Hawaiian waters during the wintertime to give birth to their offspring. Poipu and Shipwrecks beaches are only a leisurely 10-minute walk away with several excellent restaurants within walking distance, as well. Your biggest challenge owning or having the privilege in staying at Hale Moku is ever leaving, once you are there... Listing includes two additional parcels, TMK 4-2-8-20-060 (Lot A) and TMK 4-2-5-20-061 (Lot C).

1711 Pee Rd, KOLOA

Listing courtesy of Coldwell Banker Island Properties - Kauai.

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