Koloa Homes with Pool

Welcome to Koloa, a charming town nestled on the sunny south shore of Kauai, Hawaii. Known for its rich cultural heritage and stunning natural beauty, Koloa offers a unique blend of traditional Hawaiian charm and modern conveniences. The area is steeped in history, with its roots tracing back to the sugar plantation era, and today, it boasts a vibrant community filled with local shops, delightful restaurants, and breathtaking coastal views.

Koloa is not just a picturesque destination; it’s also a haven for outdoor enthusiasts. With nearby beaches like Poipu Beach and the stunning Mahaulepu Heritage Trail, residents and visitors alike can enjoy a plethora of activities, from snorkeling and surfing to hiking and paddleboarding. The region’s lush landscapes and tropical climate create an idyllic backdrop for a laid-back island lifestyle.

One of the standout features of homes in Koloa is the availability of properties with pools. Imagine unwinding in the comfort of your own private oasis after a day of exploring the island. Homes with pools in Koloa offer the perfect retreat for families and individuals alike, allowing you to soak up the sun and enjoy the gentle Hawaiian breezes right in your backyard. Whether you’re looking for a luxurious estate or a cozy cottage, the real estate options here cater to a variety of tastes and budgets.

In Koloa, every day feels like a vacation. Embrace the island lifestyle and discover the perfect home with a pool that allows you to enjoy the beauty of Kauai at your leisure. Come experience the magic of Koloa, where paradise meets home.

Newest Koloa Homes with Pool

$6,230,000

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.

$5,495,000

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.

$3,750,000

4 Beds ⋅ 5 Baths ⋅ 731364 MLS ⋅ ['Fee Simple'] Tenure

Experience the best of Poʻipū living in this beautifully appointed 4-bedroom, 4.5-bath residence located within the desirable Poʻipū Beach Estates and overlooking the 18th fairway of the Kiahuna Golf Course. Currently operating as a highly active vacation rental, this spacious two-story home offers approximately 2,858 square feet of thoughtfully designed living space that seamlessly blends indoor comfort with outdoor island living. Vaulted ceilings, hardwood flooring, tasteful island-inspired finishes, and abundant natural light create an inviting atmosphere throughout. The open-concept living and dining areas flow effortlessly into a well-equipped chef’s kitchen featuring premium appliances, generous counter space, and ample seating for gathering with family and guests. Designed to accommodate larger groups, the home comfortably sleeps up to 10 guests with four spacious bedroom suites, including a primary suite with a private lanai and spa-inspired bath. Air conditioning in the bedrooms provides added comfort year-round. Step outside to your own tropical retreat featuring a large swimming pool, whirlpool spa, expansive lanai spaces, gas BBQ, and lush landscaping with golf course views. Whether relaxing poolside, entertaining guests, or enjoying Kauaʻi’s year-round sunshine, the outdoor living spaces are designed for the island lifestyle. Ideally situated just moments from Poʻipū’s world-famous beaches, dining, shopping, and recreational activities, this property offers the perfect combination of convenience, privacy, and resort-style living. A rare opportunity to own a successful vacation rental in one of Kauaʻi's most sought-after South Shore neighborhoods. Whether you're seeking an income-producing investment property, a private island retreat, or a full-time residence, this exceptional home offers the flexibility to fit your lifestyle and goals.

5338 Makalea St, KOLOA

Listing courtesy of Corcoran Pacific Properties.

$7,950,000

5 Beds ⋅ 6 Baths ⋅ 731818 MLS ⋅ ['Fee Simple'] Tenure

Enjoy straight on ocean views from all rooms of this coastal home within Makahuena Estates. Set on 1 acre, this stunning 2 story contemporary residence, boasting dedicated ocean views and direct access to the bluffs overlooking the vast Pacific, unveils as an idyllic gathering place for family and friends. Immediately connect with the coast, take a short walk to Poipu Beach Park and Shipwrecks Beach or remain at your home by the sea and utilize the ultimate amenity - the private on-site clubhouse available to all owners and their guests. This high touch ocean centric home begins with a great room that emphasizes continuous sea view perspectives from all rooms while also tending to necessities like a spacious well-equipped kitchen and butler’s pantry, expansive living area and an adjoining poolside lanai where you will invariably elect to dine. The 5 bedroom, 5.5 bath home with 3 bay garage is designed to meet all of your needs. In addition to the spacious interiors and luxe suites, the home is amenitized via a seaview pool, spa and covered and uncovered ipe lanai areas. FEATURES LAND AREA: 1.004 Acres HOME: 3,954 SF LANAI: 1,702 SF GARAGE: 704 SF, 3 car KITCHEN: High end GE Monogram appliances + full butler’s pantry clubhouse: Private Owner Clubhouse, w/fitness, sauna, lounge, putting green OCEANVIEWS: Views are assured via recorded easements View the video here (copy & paste into browser): https://tinyurl.com/mry3z26h

2239 Maka Pl, KOLOA

Listing courtesy of COMPASS.

$16,500,000

5 Beds ⋅ 6 Baths ⋅ 731721 MLS ⋅ ['Fee Simple'] Tenure

Embrace Kauai oceanfront living at its finest within the premier 10-lot enclave of Makahuena Estates. This newly constructed 1-acre and five-bedroom shoreline estate defines the epitome of island living. The two-story coastal contemporary residence rests on a bluff along the Poipu Beach coastline, offering uninterrupted views of the beach, ocean, sunrise, and sunset. With an open floor plan, clean lines, high wooden beam ceilings, floor-to-ceiling windows, and expansive glass doors that open to lanai areas, the home designed intrigues. Inside, warm wood tones and serene thoughtfully layered textures create a natural harmony with the awe-inspiring coastal environment. Entertaining is easily accommodated by way of the fully equipped kitchen, butler’s pantry and accompanying covered barbeque lanai. Serve up anything from an organically sourced Kauai meal for 2 people to an elaborate Pacific Rim celebratory feast for the crowd knowing that you have the space, storage and equipment to handle everything. To cap it off, serene and graciously proportioned bedroom suites await, each featuring elegant en-suite baths with lanai spaces that convey a barefoot elegance. And, before retiring, take a dip in the oceanfront infinity pool and spa – a perfect day in paradise. HOME FEATURES Land Area: 1.001 Acres Design: 2-Story Coastal Contemporary Residence Square Footage: Interior SF: 4,080 + Lanai SF: 2,472 + Garage: 870 Bedrooms & Baths: 5 Bed | 5.5 Baths Use: Long Term or Vacation Rental Use Neighborhood Amenities: Private Clubhouse - fitness, sauna, indoor & outdoor showers, lounge and putting green Entry: Gated Etc: Coastal Path, Lighthouse, Coastline

2177 Maka Rd, KOLOA

Listing courtesy of COMPASS.

$2,155,000

5 Beds ⋅ 4 Baths ⋅ 731465 MLS ⋅ ['Fee Simple'] Tenure

Set above Kalaheo in the Kakela Makai Oceanview community, this custom-built home delivers sweeping ocean views from the great room, primary suite, and covered lanai — with trade winds and natural light doing what no amount of decor ever could. Offered fully furnished and move-in ready, the only thing left to do is settle in. Upstairs, you get 3 bedrooms, 2 baths, 9-foot ceilings, acacia wood floors, and a kitchen built for both everyday living and easy entertaining. Downstairs is a 2BR/1.5BA ADU with a private entrance, full kitchen, laundry, and its own lanai gives this property a flexibility that stands out — whether that is rental income, family, or guests. The oversized two-car garage goes well beyond parking, with a dedicated functional training space already equipped for serious workouts. A low-maintenance Zoysia yard, community pool and spa, and quick access to Kauaʻi's South Shore beaches round it out. Property Highlights: ~ Split air conditioning (NEW) in primary and second bedrooms ~ Designer kitchen ~ Spacious covered lanai ~ Fenced yard with Zoysia grass ~ Community pool, spa, and fitness facility ~ Near golf, shopping, dining, and beaches ~ Furnishings and workout equipment negotiable with the right offer. See more photos and videos: https://kauai-real-estate-media.aryeo.com/sites/rdvdylpy/unbranded

1182 Milia St, KALAHEO

Listing courtesy of The Agency - Oahu.

$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.

$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.

$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. 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 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's 4th bedroom is next to its living area and 4th bathroom, and is currently furnished as a workspace with a view to the mountains. This property is in the Poipu Visitor Destination Area (VDA) and is currently a popular 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.

$4,275,000

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.

$3,175,000

4 Beds ⋅ 4 Baths ⋅ 730109 MLS ⋅ ['Fee Simple'] Tenure

Welcome to paradise at 2717 Milo Hae Loop in the highly sought-after Kiahuna Golf Village in Poipu. This beautifully appointed 4-bedroom, 4-bath residence offers the perfect blend of island luxury, comfort, and investment potential within the coveted Visitor Destination Area (VDA), allowing for legal vacation rental use. Designed for seamless indoor-outdoor living, this spacious home features an open-concept layout, multiple private suites, and a full size pool and hot tub surrounded by lush tropical landscaping. The expansive lanai spaces invite you to relax, entertain, and enjoy Kauai’s year-round sunshine and trade winds. Located just minutes from Poipu’s world-famous beaches, golf courses, dining, and shopping, this exceptional property offers the ideal opportunity as a primary residence, second home, or income-producing vacation rental. Nestled within the desirable Kiahuna Golf Village community, residents enjoy a peaceful upscale neighborhood with easy access to all the South Shore has to offer. Experience the best of Kauai living at 2717 Milo Hae Loop — where luxury, location, and lifestyle come together. Property Highlights: PV Solar = Low utility Bill Full Size Pool New AC in all Bedrooms Newly Remodeled Bathrooms New Doors Throughout New Tile Around Pool Area New Water Heater

2717 Milo Hae Lp, KOLOA

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$7,750,000

6 Beds ⋅ 6 Baths ⋅ 728565 MLS ⋅ ['Fee Simple'] Tenure

Hale Hanohano offers a refined expression of modern Hawaiʻi living, set within Kukuiʻula along Kauaʻi’s sun-drenched South Shore. Fronting the 9th fairway of Tom Weiskopf’s championship golf course, this six-bedroom residence pairs clean architectural lines with a thoughtful palette of regional materials, creating a home that feels both grounded and quietly elevated. Designed by Kelly & Stone in collaboration with Noe Studio, the residence is constructed with structural insulated panels that support energy efficiency, indoor air quality, and resilience in a coastal setting. Ayous hardwood, volcanic stone, and cut puka lava root the home in its surroundings, while floor-to-ceiling glass doors recede fully, opening the interiors to the lanai and inviting ocean breezes and natural light throughout. Inside, a calm and contemporary interior unfolds with imported Italian cabinetry and doors from Nova Cucina, Pianca, and Barausse. The open-concept kitchen connects seamlessly to generous living and dining spaces. A dedicated media room, gym, and well-appointed guest suites, each designed for privacy and comfort, round out a floor plan built for both everyday living and gracious entertaining. Outdoors, a pool and spa look out across the fairway toward Kukuiʻula Harbor, where sunsets stretch wide across the South Shore horizon. The Clubhouse, Spa, Golf, and Fitness Center are all within walking distance — placing everyday access to The Club at Kukuiʻula just steps from home. Ownership includes eligibility for membership at The Club at Kukuiʻula, where golf, wellness, tennis and pickleball, a farm-to-table garden, and curated outdoor experiences shape daily life. The beaches, shops, and dining of Poʻipū are minutes away, with Līhuʻe Airport approximately 25 minutes by car. The property is situated within Kauaʻi’s Visitor Destination Area with potential for seven-day, short-term rental use.

4562 Kaimalino Pl, KOLOA

Listing courtesy of Kukui'ula Realty Group LLC.

Start Your Search

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