South Kauai Tranquil Retreat w/ AC in PoipuFrom $234/night · Sleeps 4
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
South Kauai Tranquil Retreat w/ AC in PoipuFrom $234/night · Sleeps 4
Poipu 2BR luxury condo, central A/C, walk to beachFrom $412/night · Sleeps 4
Hale Lo'i + Cottage: 5BR home +pool in Sunny PoipuFrom $1,033/night · Sleeps 10
Hale Hokuloa by Alekona Kauai: 4BR Luxury ocean & golf view home w AC, private pool, large lanaiFrom $1,225/night · Sleeps 8
Kukui'ula Country Club Villa with Private PoolFrom $1,992/night · Sleeps 16
Poipu Sands 434, 2BD Ocean View, AC in Bdrms, High End Vacation RentalFrom $432/night · Sleeps 6
Pali Nui – Gorgeous New Kukui'ula VillaFrom $2,700/night · Sleeps 14
Makahuena Condo #1-304 - Modern Oceanview 2 Bedroom Condo With PoolFrom $150/night · Sleeps 6
Makanui 711 - Garden/Mountain ViewFrom $265/night · Sleeps 4
Poipu Paradise Beach CondoFrom $289/night · Sleeps 3
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet lFrom $366/night · Sleeps 4
Regency at Poipu Kai 323: Beautifully Updated Poipu Resort Condo With A/CFrom $393/night · Sleeps 6
Hale Moana – Oceanfront Luxury RetreatFrom $1,118/night · Sleeps 8
Hale Kainani #6 E Komo Mai: Secluded Luxury Home w/ Pool, Spa, AC & Ocean ViewsFrom $2,168/night · Sleeps 10
The Villas at Poipu Kai #E210 By Parrish Kauai- Premier Villa with AC and walkabFrom $727/night · Sleeps 6
Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & ACFrom $855/night · Sleeps 8
Whale Watching Season is Now! Poipu Luxe with Oceanview! Walk to Beaches, HikingFrom $1,218/night · Sleeps 8
Hale Moa'e by Alekona Kauai: Luxury 5br home with AC, private pool & spa, walk to Shops at KukuiulaFrom $1,508/night · Sleeps 12
koolkondo Ohana House with Pool by the beachFrom $1,516/night · Sleeps 8
Beach-AC-Pool-Gym-Oceanview-Garden-two lanais-212, Spectacular View w/ W/D and ACFrom $441/night · Sleeps 7
Hale Kai Malia – Ocean & Mountain View Luxury in Kukui‘ulaFrom $1,578/night · Sleeps 8
Elegant 3BR Pili Mai 12A w/ Pool, Golf Course Views & Modern AmenitiesFrom $324/night · Sleeps 6
Tropical Retreat in Paradise-steps from the Ocean! Newly remodeled with A/C.From $490/night · Sleeps 4
Hale Hiwa Hiwa By Parrish Kauai - AC & privacy at Wainani villageFrom $651/night · Sleeps 7
JC Surf House: Elegant 5BR with Pool, BBQ & Ocean ViewsFrom $952/night · Sleeps 10
Beachfront | Ocean Views | Pools & PickleballFrom $1,601/night · Sleeps 6
Cozy 1-bedroom condo in beautiful Koloa with WiFi, AC, fitness roomFrom $276/night · Sleeps 4
Charming apartment in delightful Koloa with fitness room, AC, WiFiFrom $246/night · Sleeps 4
ALOHA - Poipu Beach Vacation CondoFrom $327/night · Sleeps 4
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301From $403/night · Sleeps 5
Maikalani at Poipu Kai By Parrish Kauai - quaint cottage for 4 with AC & privateFrom $681/night · Sleeps 4
Honu Hale at Kukui'ula: Elegant Poipu Home w/ Pool, Spa & ACFrom $696/night · Sleeps 6
Hale Walelia by Alekona Kauai: Poipu Kai 3 Bedroom w Pool, Spa, steps to Shipwreck BeachFrom $743/night · Sleeps 7
From $234/night
South Kauai Tranquil Retreat w/ AC in Poipu
Koloa, Hawaii
★★★★★ 10.0/10 · 23 reviews
Waikomo Streams is a peaceful, tranquil, and beautiful property with immaculate gardens. Immerse yourself in a paradise garden view on the Garden...
From $412/night
Poipu 2BR luxury condo, central A/C, walk to beach
Koloa, Hawaii
★★★★★ 10.0/10 · 22 reviews
Welcome to our Regency Villa in Poipu!We fell in love with this luxurious 2 bedroom condo for its garden views, chic decor and prime location. The...
From $1,033/night
Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu
Koloa, Hawaii
★★★★★ 10.0/10 · 22 reviews
This bright, spacious, brand-new 5-bedroom, 4.5-bath compound has everything you’ll need for a flawless vacation—and luxurious perks galore,...
From $1,225/night
Hale Hokuloa by Alekona Kauai: 4BR Luxury ocean & golf view home w AC, private pool, large lanai
Koloa, Hawaii
★★★★★ 10.0/10 · 22 reviews
This home is set in the prestigious Kukuiula neighborhood. It is a single-story home offering a spacious floor plan. The gourmet kitchen flows...
From $1,992/night
Kukui'ula Country Club Villa with Private Pool
Koloa, Hawaii
★★★★★ 10.0/10 · 22 reviews
Kukui'ula Country Club Villa is a luxurious 6-bedroom estate ideal for families or groups seeking a spacious, resort-style retreat on Kauai's South...
From $432/night
Poipu Sands 434, 2BD Ocean View, AC in Bdrms, High End Vacation Rental
Koloa, Hawaii
★★★★★ 10.0/10 · 21 reviews
Aloha from paradise! Take in the breathtaking ocean views while having breakfast on the large lanai (balcony), or listen to waves crash as you drift...
From $2,700/night
Pali Nui – Gorgeous New Kukui'ula Villa
Koloa, Hawaii
★★★★★ 10.0/10 · 21 reviews
Pali Nui is a gorgeous luxury villa in Kukui'ula's exclusive Kula Makai neighborhood on Kauai's South Shore. This 6-bedroom estate blends tropical...
From $150/night
Makahuena Condo #1-304 - Modern Oceanview 2 Bedroom Condo With Pool
Koloa, Hawaii
★★★★★ 10.0/10 · 20 reviews
Step into the breezy, island-inspired comfort of Makahuena 1-304, where stunning ocean views and the charm of Kauai’s southern shore await you. This...
From $265/night
Makanui 711 - Garden/Mountain View
Koloa, Hawaii
★★★★★ 10.0/10 · 20 reviews
Summary:Ground-floor 1-bedroom retreat with garden and mountain views, just a short walk to Poipu Beach, Brennecke’s, and Shipwreck Beach. Features a...
From $289/night
Poipu Paradise Beach Condo
Koloa, Hawaii
★★★★★ 10.0/10 · 20 reviews
Welcome to the South Shore of the Garden Island of Kauai and beach town of Poipu! Your stay at our well appointed modern beach inspired condo will be...
From $366/night
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Koloa, Hawaii
★★★★★ 10.0/10 · 20 reviews
Sugar Mill Cottage is located in the heart of the Poipu Kai Resort community. It is the perfect location for beach access to either Shipwrecks beach...
From $393/night
Regency at Poipu Kai 323: Beautifully Updated Poipu Resort Condo With A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 20 reviews
** Fall 2025 Special Pricing**Welcome to Regency at Poipu Kai #323, your peaceful Hawaiian home away from home. This south shore Kauai vacation...
From $1,118/night
Hale Moana – Oceanfront Luxury Retreat
Koloa, Hawaii
★★★★★ 10.0/10 · 20 reviews
Summary:Oceanfront elegance awaits at Hale Moana, a beautifully remodeled, air-conditioned three-story retreat perched above Kukuiula Bay. Enjoy...
From $2,168/night
Hale Kainani #6 E Komo Mai: Secluded Luxury Home w/ Pool, Spa, AC & Ocean Views
Koloa, Hawaii
★★★★★ 10.0/10 · 19 reviews
Welcome to Hale Kainani #6, an exquisite island sanctuary nestled within the exclusive Kukuiʻula Resort community on Kauai’s sunny south shore. This...
From $727/night
The Villas at Poipu Kai #E210 By Parrish Kauai- Premier Villa with AC and walkab
Koloa, Hawaii
★★★★★ 10.0/10 · 18 reviews
The Villas at Poipu Kai are one of the newer luxury condominium resorts on the South side of Kauai in Poipu. These spacious and upscale condominiums...
From $855/night
Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC
Koloa, Hawaii
★★★★★ 10.0/10 · 18 reviews
Polu (means blue in Hawaiian) Paradise is a Luxury condo located in sunny Poipu, Kauai at Pili Mai condo complex. One assigned parking space within...
From $1,218/night
Whale Watching Season is Now! Poipu Luxe with Oceanview! Walk to Beaches, Hiking
Koloa, Hawaii
★★★★★ 10.0/10 · 18 reviews
Welcome to your private slice of sunny South Shore Kauai This beautiful Poipu retreat is designed for slow mornings, beach days, sunset dinners, and...
From $1,508/night
Hale Moa'e by Alekona Kauai: Luxury 5br home with AC, private pool & spa, walk to Shops at Kukuiula
Koloa, Hawaii
★★★★★ 10.0/10 · 18 reviews
This 5 bedroom 4.5 bath Kukuiula vacation home provides everything you seek for your island vacation. Set within the Kukuiula neighborhood of Poipu...
From $1,516/night
koolkondo Ohana House with Pool by the beach
Koloa, Hawaii
★★★★★ 10.0/10 · 18 reviews
Welcome to koolkondo where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it all....
From $441/night
Beach-AC-Pool-Gym-Oceanview-Garden-two lanais-212, Spectacular View w/ W/D and AC
Koloa, Hawaii
★★★★★ 10.0/10 · 17 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 $1,578/night
Hale Kai Malia – Ocean & Mountain View Luxury in Kukui‘ula
Koloa, Hawaii
★★★★★ 10.0/10 · 16 reviews
Hale Kai Malia is a stunning 4-bedroom luxury villa in the upscale Kukui'ula community on Kauai's South Shore. This spacious estate features elegant...
From $324/night
Elegant 3BR Pili Mai 12A w/ Pool, Golf Course Views & Modern Amenities
Koloa, Hawaii
★★★★★ 10.0/10 · 15 reviews
Welcome to Pili Mai 12A by Gather, the perfect three-bedroom, three-bathroom condo in Koloa. This ground-floor condo, alongside the picturesque...
From $490/night
Tropical Retreat in Paradise-steps from the Ocean! Newly remodeled with A/C.
Koloa, Hawaii
★★★★★ 10.0/10 · 15 reviews
Beautifully remodeled ground floor corner unit in Building 20, with Pacific Ocean views! From the front Lanai, there is a broad green lawn, lined...
From $651/night
Hale Hiwa Hiwa By Parrish Kauai - AC & privacy at Wainani village
Koloa, Hawaii
★★★★★ 10.0/10 · 15 reviews
Hale Hiwa Hiwa or our "Beloved Home" at Wainani is the perfect place to spend a relaxing and pampered vacation on Kauai. Located in a cul-de-sac on...
From $952/night
JC Surf House: Elegant 5BR with Pool, BBQ & Ocean Views
Koloa, Hawaii
★★★★★ 10.0/10 · 15 reviews
JC Surf House is a 5-bedroom vacation retreat located in Kauai's exclusive Kukui'ula community. This charming two-story home sleeps up to 10 guests...
From $1,601/night
Beachfront | Ocean Views | Pools & Pickleball
Koloa, Hawaii
★★★★★ 10.0/10 · 15 reviews
We’re grateful to share that the Surfing Turtle sustained no storm damage and our resort area remains intact. We’d love to welcome you to our...
From $276/night
Cozy 1-bedroom condo in beautiful Koloa with WiFi, AC, fitness room
Koloa, Hawaii
★★★★★ 10.0/10 · 14 reviews
Welcome to Sunny Poipu Beach! This lovely 2nd floor unit at Kiahuna Plantation makes you feel right at home! Relax on your private lanai overlooking...
From $246/night
Charming apartment in delightful Koloa with fitness room, AC, WiFi
Koloa, Hawaii
★★★★★ 10.0/10 · 13 reviews
This amazing apartment in Koloa is a hidden gem waiting to be discovered by guests.Charming, newly updated condo with AC, just steps from the ocean....
From $327/night
ALOHA - Poipu Beach Vacation Condo
Koloa, Hawaii
★★★★★ 10.0/10 · 13 reviews
NOTE: Pool area will be CLOSED for resurfacing 9/9/26-10/15/26 Aloha! This charming, cottage-style condo is located at the 35-acre Kiahuna Resort...
From $403/night
Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301
Koloa, Hawaii
★★★★★ 10.0/10 · 13 reviews
Quiet & Relaxing garden view Condo with A/C at Kiahuna Plantation Resort. Inside the condo is newly renovated with island modern furniture, decor and...
From $681/night
Maikalani at Poipu Kai By Parrish Kauai - quaint cottage for 4 with AC & private
Koloa, Hawaii
★★★★★ 10.0/10 · 13 reviews
Tucked into the Lanai Villas section of the tropical Poipu Kai Resort, Maikalani is a Kauai vacation rental home exquisitely decorated and outfitted...
From $696/night
Honu Hale at Kukui'ula: Elegant Poipu Home w/ Pool, Spa & AC
Koloa, Hawaii
★★★★★ 10.0/10 · 13 reviews
Honu Hale at Kukuiʻula by Gather is a serene oasis where plantation-style architecture meets upscale island living. Located along the fairways of the...
From $743/night
Hale Walelia by Alekona Kauai: Poipu Kai 3 Bedroom w Pool, Spa, steps to Shipwreck Beach
Koloa, Hawaii
★★★★★ 10.0/10 · 13 reviews
Brand New Listing Located in the upscale Poipu Kai neighborhood this new home embodies pure enjoyment and relaxation. The layout of this three...