Honu Lani | Private Oceanfront Home + Pool, Elevated Views & A/CFrom $1,199/night · Sleeps 6
Old Koloa and Poipu Rentals
Koloa Vacation Rentals
Koloa Vacation Rentals – Historic Charm Meets Island Luxury
Koloa, located on Kauai's sun-drenched South Shore, blends plantation-era charm with upscale vacation comfort. As the site of Hawaii's first sugar plantation, this historic town retains its cultural heritage through preserved architecture, small-town streets, and local artisan shops.
About Koloa Vacation Rentals
Vacation rentals in Koloa include beautifully restored plantation cottages, spacious homes, and luxury villas equipped with modern comforts like private lanais, chef-style kitchens, and resort-style amenities. Whether you're planning a romantic stay or a multigenerational stay, Koloa accommodations cater to all types of travelers.
Key Features of Koloa Rentals
- Charming plantation homes and modern villas with private lanais
- Access to shopping, restaurants, and heritage walking trails
- Short drive to Poipu Beach, hiking trails, and golf courses
- Family-friendly and couple-ready options with local flair
- Close proximity to Kauai's sunny coastal attractions
Nearby Attractions & Local Highlights
- Stroll the Koloa Heritage Trail and learn about the town's plantation history
- Explore the beaches, dining, and snorkeling opportunities in Poipu
- Play a round at the nearby Kukuiolono or Poipu Bay Golf Course
- Visit the Spouting Horn blowhole and the National Tropical Botanical Garden
Why Stay in Koloa?
Staying in Koloa offers the right balance between cultural immersion and resort-style relaxation. It's a convenient home base for discovering Kauai's South Shore, with easy access to both natural and historical treasures. For travelers wanting proximity to beaches but a quieter, more historic setting than Poipu, Koloa is an ideal fit.
Browse and book your Koloa vacation rental below to enjoy the best of Kauai's heritage and hospitality on the South Shore.
Rental Listings
Koloa Vacation Rentals Listings
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Koloa Vacation Rentals Map
Honu Lani | Private Oceanfront Home + Pool, Elevated Views & A/CFrom $1,199/night · Sleeps 6
Hale Ho'okipa: 2 Homes / 2 Pools in Poipu - Sleeps 16From $1,500/night · Sleeps 16
Pili Mai 10 I: Luxury Resort-Style Condo, Pool+SpaFrom $352/night · Sleeps 6
Hale Lo'i Cottage: Luxury + Convenience in PoipuFrom $283/night · Sleeps 2
Stunning Ocean View - Steps from the beach - Kahala 623From $247/night · Sleeps 4
Poipu Tropical Retreat with A/C & Pool/Gym Access /From $315/night · Sleeps 2
New! Poipu Kapili, Sweeping Ocean & Fully Updated w/ Newly Installed Central ACFrom $510/night · Sleeps 8
PoipuBeach-3rdFl-Partial Ocean- AC-Pool-Garden-313From $252/night · Sleeps 5
Hale 'Imi Ola: Ocean Views, Luxury, Balinese CharmFrom $1,100/night · Sleeps 8
Hale Nalu: Tropical Cottage in Poipu-Walk to BeachFrom $688/night · Sleeps 6
Poipu 3BR/3BA villa, poolside lanai, A/CFrom $755/night · Sleeps 6
Hale Nani: New Poipu Villa- Pool/Spa + Ocean ViewsFrom $1,658/night · Sleeps 10
Plantation Cottage: Lavish Fairway Oasis w/ Pool/Spa, AC, and Gorgeous Sunsets!From $581/night · Sleeps 9
Remodeled #56, New owner discount rates, AC, grnd flr end unit, ideal location!From $311/night · Sleeps 4
Kauai Bay House, Ocean Front, ACFrom $845/night · Sleeps 8
Pineapple Paradise at Poipu Crater A/C In BedroomsFrom $325/night · Sleeps 4
Poipu 3BR condo, A/C, 2 pools, 5 min to beachFrom $441/night · Sleeps 6
Poipu Shores 205A. Miles coast viewsFrom $575/night · Sleeps 4
Maluhia Makai - Luxe Kukui'ula island retreat in Poʻipu; AC, private heated poolFrom $1,035/night · Sleeps 10
Spacious Poipu Home near Hyatt - Ready to Rent - Large Hot TubFrom $574/night · Sleeps 10
Kiahuna Plantation #198 - The Best Beachfront Condominium on KauaiFrom $685/night · Sleeps 4
Direct Ocean Front - Renovation Complete - EVERYTHING inside is NEW!From $461/night · Sleeps 4
Hale Pohaku Kai: Poipu Seaside StunnerFrom $575/night · Sleeps 6
Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness CenterFrom $445/night · Sleeps 10
Admired Poipu beach house in a perfect location, now a vacation home!From $750/night · Sleeps 6
Hale Leilani: Kukui'ula Plantation Villa with Ocean View & PoolFrom $1,206/night · Sleeps 10
Beachfront-AC-W/D-Ocean view-Pool-Open Concept #9From $512/night · Sleeps 4
Luxurious 4BR/3.5BA House: AC, Short Walk To BeachFrom $520/night · Sleeps 10
Hale Kupanaha – Mid-Century Modern Luxury in PoipuFrom $1,840/night · Sleeps 10
New Luxury Tropical Condo with AC on Kauai's Prestigeous South ShoreFrom $425/night · Sleeps 6
Pili Mai 5D - Luxury 3bed/3bath, Sunny sideFrom $340/night · Sleeps 6
Luxury Oceanfront Air-Conditioned 2 bedroom Condo Rental- 35 Feet from the WaterFrom $450/night · Sleeps 6
Steps Away From Poipu Beach * A/C * Newly Remodeled * Family FriendlyFrom $628/night · Sleeps 4
From $1,199/night
Honu Lani | Private Oceanfront Home + Pool, Elevated Views & A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 58 reviews
Honu Lani is a spacious 3-bedroom oceanfront vacation home on Kauai's south shore, offering stunning sunrise to sunset views from the pool, lanai,...
From $1,500/night
Hale Ho'okipa: 2 Homes / 2 Pools in Poipu - Sleeps 16
Koloa, Hawaii
★★★★★ 10.0/10 · 58 reviews
Hale Ho'okipa is a stunning 7-bedroom luxury vacation rental in Poipu Beach Estates, ideal for extended families or group retreats. This private...
From $352/night
Pili Mai 10 I: Luxury Resort-Style Condo, Pool+Spa
Koloa, Hawaii
★★★★★ 10.0/10 · 56 reviews
Elegant design meets luxurious comfort in this beautifully bright, airy 3BR/2.5 BA townhome in the acclaimed Pili Mai at Poipu vacation-resort...
From $283/night
Hale Lo'i Cottage: Luxury + Convenience in Poipu
Koloa, Hawaii
★★★★★ 10.0/10 · 55 reviews
This bright, spacious, brand-new 1-bedroom, 1-bath cottage has everything you could possibly need for a flawless vacation—and luxurious perks galore,...
From $247/night
Stunning Ocean View - Steps from the beach - Kahala 623
Koloa, Hawaii
★★★★★ 10.0/10 · 54 reviews
1/3 OFF SALE through the end of November!Kauai’s mayor says the island is now welcoming guests!Here is what a recent guest post Hurricane Lowel...
From $315/night
Poipu Tropical Retreat with A/C & Pool/Gym Access /
Koloa, Hawaii
★★★★★ 10.0/10 · 54 reviews
Discover beautiful Kauai from this spacious 1 bedroom vacation home (built in 2018) in the heart of sunny Poipu. Located in Poipu Beach Estates, the...
From $510/night
New! Poipu Kapili, Sweeping Ocean & Fully Updated w/ Newly Installed Central AC
Koloa, Hawaii
★★★★★ 10.0/10 · 54 reviews
Oceanfront views, brand-new central AC, new double-pane floor to ceiling sliding doors in all rooms and a total renovation come together in this...
From $252/night
PoipuBeach-3rdFl-Partial Ocean- AC-Pool-Garden-313
Koloa, Hawaii
★★★★★ 10.0/10 · 53 reviews
Mahalo for checking out our unit with Kauai Island Homes!IMPORTANT: The pool and hot tub at Poipu Athletic Club will be renovated Sept 9-Oct 15....
From $1,100/night
Hale 'Imi Ola: Ocean Views, Luxury, Balinese Charm
Koloa, Hawaii
★★★★★ 10.0/10 · 53 reviews
Hawaiian ease meets Balinese charm in this uniquely elegant, custom-designed South Shore villa, with luxuries galore & views for miles. Brand-new &...
From $688/night
Hale Nalu: Tropical Cottage in Poipu-Walk to Beach
Koloa, Hawaii
★★★★★ 10.0/10 · 52 reviews
Scenically situated on the Green Belt pedestrian pathway, this enchanting island-style home combines the casually elegant charm of a...
From $755/night
Poipu 3BR/3BA villa, poolside lanai, A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 52 reviews
Welcome to the Sandy Palms Villa in Poipu!Our luxurious 3 bedroom / 3 bathroom poolside villa at The Villas at Poipu Kai is the perfect place to...
From $1,658/night
Hale Nani: New Poipu Villa- Pool/Spa + Ocean Views
Koloa, Hawaii
★★★★★ 10.0/10 · 52 reviews
Hale Nani is a stunning 5-bedroom, 5-bath luxury villa in Poipu's exclusive Kukui'ula community, offering sweeping views of the ocean, golf course,...
From $581/night
Plantation Cottage: Lavish Fairway Oasis w/ Pool/Spa, AC, and Gorgeous Sunsets!
Koloa, Hawaii
★★★★★ 10.0/10 · 51 reviews
Experience island living at its finest at Plantation Cottage at Poipu, a beautifully crafted four-bedroom, three-and-a-half-bath retreat set along...
From $311/night
Remodeled #56, New owner discount rates, AC, grnd flr end unit, ideal location!
Koloa, Hawaii
★★★★★ 10.0/10 · 49 reviews
Newest addition to our Kiahuna Plantation condos! For additional accommodations, please look up our other units - VRBO 1300156, 1587209, 3511146, and...
From $845/night
Kauai Bay House, Ocean Front, AC
Koloa, Hawaii
★★★★★ 10.0/10 · 49 reviews
Kauai Bay House is a 2-bedroom, 2-bath getaway perched above Kukuiula Bay on Kauai's sunny south shore, offering panoramic ocean and mountain views...
From $325/night
Pineapple Paradise at Poipu Crater A/C In Bedrooms
Koloa, Hawaii
★★★★★ 10.0/10 · 48 reviews
Poipu Crater is our slice of paradise AND it's literally located inside of an extinct volcanic crater. Nestled into the hillside, this condo is...
From $441/night
Poipu 3BR condo, A/C, 2 pools, 5 min to beach
Koloa, Hawaii
★★★★★ 10.0/10 · 48 reviews
Welcome to Sandy Palms Regency in Poipu!THE CONDO - REGENCY 120This extravagant 1,438 square foot condo sits in a private resort with two pools and...
From $575/night
Poipu Shores 205A. Miles coast views
Koloa, Hawaii
★★★★★ 10.0/10 · 47 reviews
The Best Beach Houses, Poipu Shores is a gem property perched overlooking the Pacific Ocean on a rocky cliff where you can view sealife year round...
From $1,035/night
Maluhia Makai - Luxe Kukui'ula island retreat in Poʻipu; AC, private heated pool
Koloa, Hawaii
★★★★★ 10.0/10 · 47 reviews
This luxury home is 2200 ft.² of air-conditioned space that opens up to 1000 ft.² of an outdoor living lanai. The design of this home seamlessly...
From $574/night
Spacious Poipu Home near Hyatt - Ready to Rent - Large Hot Tub
Koloa, Hawaii
★★★★★ 10.0/10 · 45 reviews
This home was NOT damaged by Sep 7-8 storm. Located in the Bayview Neighborhood of the upscale Poipu Kai Resort, in the Poipu Beach resort area of...
From $685/night
Kiahuna Plantation #198 - The Best Beachfront Condominium on Kauai
Koloa, Hawaii
★★★★★ 10.0/10 · 45 reviews
There is not a Four Seasons Resort on Kauai, so we decided to make our own. Kiahuna Plantation #198 is one of the very few beachfront condominiums...
From $461/night
Direct Ocean Front - Renovation Complete - EVERYTHING inside is NEW!
Koloa, Hawaii
★★★★★ 10.0/10 · 44 reviews
Welcome to "Poipu Palms #103". We just finished the process of completing an "extreme" renovation on this condo. This was not just a "redecorating",...
From $575/night
Hale Pohaku Kai: Poipu Seaside Stunner
Koloa, Hawaii
★★★★★ 10.0/10 · 44 reviews
Hale Pohaku Kai is a paradise of paradoxes: elegantly furnished, yet casually comfortable; spacious & airy yet cozy, too; wonderfully private, but...
From $445/night
Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness Center
Koloa, Hawaii
★★★★★ 10.0/10 · 43 reviews
Summary:Spacious 4-bedroom, 3.5-bathroom condo features two master bedrooms with En Suite bathrooms, upgraded amenities such as A/C, Marbau flooring,...
From $750/night
Admired Poipu beach house in a perfect location, now a vacation home!
Koloa, Hawaii
★★★★★ 10.0/10 · 43 reviews
Stay in this beautifully designed vintage Hawaiian style home 350 feet from the Brennecke's Beach side of Poipu Beach park, in the heart of Poipu....
From $1,206/night
Hale Leilani: Kukui'ula Plantation Villa with Ocean View & Pool
Koloa, Hawaii
★★★★★ 10.0/10 · 43 reviews
Hale Leilani is a luxurious 4-bedroom plantation-style estate in Kauai's coveted Kukui'ula community. This newly built home features ocean and sunset...
From $512/night
Beachfront-AC-W/D-Ocean view-Pool-Open Concept #9
Koloa, Hawaii
★★★★★ 10.0/10 · 42 reviews
Mahalo for checking out our unit with Kauai Island Homes!IMPORTANT: The pool and hot tub at Poipu Athletic Club will be renovated Sept 9-Oct 15....
From $520/night
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Koloa, Hawaii
★★★★★ 10.0/10 · 42 reviews
Discover Elegance at Poipu: The Ohana House hosted by BlueTideVillas.Step into the luxury of the Ohana House, a 2,800-square-foot haven nestled on a...
From $1,840/night
Hale Kupanaha – Mid-Century Modern Luxury in Poipu
Koloa, Hawaii
★★★★★ 10.0/10 · 42 reviews
Hale Kupanaha is a stunning 4-bedroom luxury vacation rental in Poipu's prestigious Kukui'ula neighborhood, designed with mid-century-modern elegance...
From $425/night
New Luxury Tropical Condo with AC on Kauai's Prestigeous South Shore
Koloa, Hawaii
★★★★★ 10.0/10 · 41 reviews
A new, beautiful island-style luxury condo in Poipu's Pili Mai air-conditioned condominiums on Kauai's South Shore. Enjoy an amazing Kauai vacation...
From $340/night
Pili Mai 5D - Luxury 3bed/3bath, Sunny side
Koloa, Hawaii
★★★★★ 10.0/10 · 40 reviews
Make yourself at home in this luxury three bedroom, three bathroom condo located on Kauai’s sunny south side! A generously open-floor plan allows for...
From $450/night
Luxury Oceanfront Air-Conditioned 2 bedroom Condo Rental- 35 Feet from the Water
Koloa, Hawaii
★★★★★ 10.0/10 · 40 reviews
Open the door to our beautiful second home in Kauai and know you are in paradise. There is nothing between you and the vast blue ocean, just 35 feet...
From $628/night
Steps Away From Poipu Beach * A/C * Newly Remodeled * Family Friendly
Koloa, Hawaii
★★★★★ 10.0/10 · 40 reviews
Remodeled bright, beautiful, breezy top floor, corner unit in Building 23 on Kiahuna Plantation. Located 100 yards from Top 5 Rated Poipu Beach....