1Br 1Ba Kahala Tropical Dream, Pool, Garden View 513From $373/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
Map View · Page 19
Koloa Vacation Rentals Map
1Br 1Ba Kahala Tropical Dream, Pool, Garden View 513From $373/night · Sleeps 4
KAUAI Poipu Beach Escape to Tropical Paradise!...Beautiful Mountain views!From $179/night · Sleeps 2
Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patioFrom $359/night · Sleeps 4
Kukui'ula Kai - Oceanfront Home with Pool and Large LoungeFrom $1,999/night · Sleeps 8
Kiahuna Plantation 335. Ocean View Condo in Sunny Poipu with Air Conditioning!From $269/night · Sleeps 4
Manualoha at Poipu Kai #1006 By Parrish Kauai - walk to Poipu Beach!From $282/night · Sleeps 5
Updated Poipu Home: Large Deck w/ Scenic ViewFrom $542/night · Sleeps 6
Surf’s Up Suite @ Kiahuna I AC I Family Friendly I Beach Amenities I SurfboardFrom $216/night · Sleeps 4
Upgraded Quiet Garden Oasis, Split System ACFrom $345/night · Sleeps 4
Professionally designed new unit at Kiahuna plantation with A/C.From $295/night · Sleeps 4
Poipu Sands #425 - Stunning 2BR Condo with Ocean Views off Both Lanais!From $496/night · Sleeps 6
Kiahuna Vista by Parrish Kauai - Private Pool and ACFrom $1,223/night · Sleeps 10
NEW | Brand NEW AC | Steps to Beach on Kiahuna PlantationFrom $279/night · Sleeps 4
Pili Mai 7J: Tranquil 3BR Condo w/ Pool, Ocean/Golf Views & Community AmenitiesFrom $346/night · Sleeps 6
Akahai at Poipu Beach By Parrish Kauai - elite home private pool & central AC!From $1,303/night · Sleeps 6
Poipu Beach House: Ocean View, Lush Garden, Beach!From $1,754/night · Sleeps 22
Villa Sky@Poipu Kai, Resort Amenities, Sunset Walk To Beaches & Restaurants W/ACFrom $400/night · Sleeps 5
1 bedroom, 1 bath condo with AC and Access to Poipu Athletic ClubFrom $284/night · Sleeps 4
Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!From $512/night · Sleeps 10
3 bedrooms with baths - air conditioned home with heated pool near Grand Hyatt.From $743/night · Sleeps 8
Prince Kuhio 133. Sweet Studio across the street from the OceanFrom $130/night · Sleeps 2
Hale Kahanalu Cozy Apartment Steps to Poipu Beach. AC, Free Parking & WifiFrom $276/night · Sleeps 4
Beachcomber: AC, Lanai, Short Walk to the Beach!From $206/night · Sleeps 2
Oceanview 2BR Condo at Makahuena | A/C, Multi-Level Poipu Retreat, Resort AmenitiesFrom $244/night · Sleeps 4
Prince Kuhio Large Garden View Studio 232From $130/night · Sleeps 2
Poipu Crater 12 - Tropical Paradise - Garden/Crater View - ACFrom $359/night · Sleeps 6
Kauai Exclusive - Nihi Kai Villa 601 in Sunny Poipu!From $272/night · Sleeps 6
3rd Floor Condo Kiahuna A/C. Walk to Beach Shop and Restaurants. Ocean View!From $276/night · Sleeps 4
Poipu Shores B202: Beautiful Oceanfront Condo on Kaua'i's Pristine South ShoreFrom $447/night · Sleeps 4
Pool, Gardens, Walk to beaches and shopping Waikomo #320 located in sunny PoipuFrom $178/night · Sleeps 4
Beautiful Ocean view of Sunny South Shore at Poipu Beach in KauaiFrom $242/night · Sleeps 3
Private Garden Oasis steps to the Beach. Unit 46 Nice Ground Floor End Unit, ACFrom $275/night · Sleeps 4
Updated 2BR Paradise: A/C, Modern Luxury & Resort Amenities at Regency Poipu KaiFrom $220/night · Sleeps 8
From $373/night
1Br 1Ba Kahala Tropical Dream, Pool, Garden View 513
Located in Koloa Hawaii, this beautiful 1 bed/1 bath condo awaits to immerse you in local history and tranquility. With proximity to the serene...
From $179/night
KAUAI Poipu Beach Escape to Tropical Paradise!...Beautiful Mountain views!
Beautiful sunny Poipu on the sunny south side of Kauai!This home is one of the best south shore Kauai locations!For inquiring couples celebrating...
From $359/night
Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio
Welcome to KIAHUNA PARADISE!unit 233 in bldg. 36 .One-Bedroom Hawaii Condo Retreat-Your Island Paradise AwaitsYou are a very short walk away the...
From $1,999/night
Kukui'ula Kai - Oceanfront Home with Pool and Large Lounge
Kukui'ula Kai is a luxury oceanfront estate on Kauai's south shore, featuring 3 bedrooms in the main home plus a detached 1-bedroom guest cottage -...
From $269/night
Kiahuna Plantation 335. Ocean View Condo in Sunny Poipu with Air Conditioning!
Summary:A/C, Athletic club membership, and a convenient sunny Poipu location will suit your needs and relax your soul.The Space:You'll love this...
From $282/night
Manualoha at Poipu Kai #1006 By Parrish Kauai - walk to Poipu Beach!
Across the street from Brennecke’s and Poipu Beach, perfect for swimming, snorkeling, surfing and beach parties, the Manualoha resort offers one of...
From $542/night
Updated Poipu Home: Large Deck w/ Scenic View
Bright & Airy Condo | Walk to Maha’ulepu Heritage Trail | 1,700 Sq FtExperience the magic of Kauai from this inviting 3-bedroom, 2-bath Koloa...
From $216/night
Surf’s Up Suite @ Kiahuna I AC I Family Friendly I Beach Amenities I Surfboard
Welcome to Surf's Up Suite Escape to paradise at Surf's Up Suite, a newly updated, air-conditioned condo at Kiahuna Plantation. Featuring a peekaboo...
From $345/night
Upgraded Quiet Garden Oasis, Split System AC
This beautifully upgraded condo is meticulously cared for by the owners and it’s the first time in years that they have made this condo available for...
From $295/night
Professionally designed new unit at Kiahuna plantation with A/C.
Kiahuna plantation unit 427 in bldg. 41.You are a very short walk away from a beach, on the middle floor. Poipu beach is very nearby.Welcome to Sunny...
From $496/night
Poipu Sands #425 - Stunning 2BR Condo with Ocean Views off Both Lanais!
Immerse yourself in the beauty of Kauai's south shore at this stunning Poipu Sands condominium. Wake up to breathtaking ocean views from the...
From $1,223/night
Kiahuna Vista by Parrish Kauai - Private Pool and AC
Located on the 17th fairway of the Kiahuna Golf Course, this home in our Kauai vacation rentals features four spacious bedroom suites, a sparkling...
From $279/night
NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation
Come and relax at this 1-bedroom condo with lanai, located at the tranquil & lush Kiahuna Resort.The condo is centrally located in Poipu and is...
From $346/night
Pili Mai 7J: Tranquil 3BR Condo w/ Pool, Ocean/Golf Views & Community Amenities
Nestled in the heart of Koloa on Kauai’s sunny south shore, Pili Mai 7J blends relaxed island living with modern luxury. This ground-floor,...
From $1,303/night
Akahai at Poipu Beach By Parrish Kauai - elite home private pool & central AC!
Tucked back in one of Poipu Beach’s newest vacation rental neighborhoods, Akahai offers an exquisite and distinguished private luxury Kauai vacation...
From $1,754/night
Poipu Beach House: Ocean View, Lush Garden, Beach!
Summary:This is a 5500 square-foot, eight-bathroom, seven-bedroom residence that can accommodate a large multi generational family. This two-story...
From $400/night
Villa Sky@Poipu Kai, Resort Amenities, Sunset Walk To Beaches & Restaurants W/AC
VILLA SKY @ POIPU KAI, NO ADDED FEES! This Bright, newly renovated, Island Chic condominium is in the heart of Poipu Kai Resort. A short stroll along...
From $284/night
1 bedroom, 1 bath condo with AC and Access to Poipu Athletic Club
🌺 Ground-floor 1-bedroom condo at beautiful Kiahuna Plantation🌺 Surrounded by lush tropical landscaping in a serene setting🌺 Classic Hawaiian...
From $512/night
Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!
This four bedroom, three-bath home located in the Kauai Visitor Destination Area (VDA) is the perfect base for your next family vacation on Kauai....
From $743/night
3 bedrooms with baths - air conditioned home with heated pool near Grand Hyatt.
The whole house A/C and the pool heater were just added. I had some problems with a cleaner, but my new guy is awesome. Together we have scrubbed the...
From $130/night
Prince Kuhio 133. Sweet Studio across the street from the Ocean
Prince Kuhio Condominiums - These ocean view studio and one bedroom condominiums are located directly across the street from a small beach and the...
From $276/night
Hale Kahanalu Cozy Apartment Steps to Poipu Beach. AC, Free Parking & Wifi
Hale Kahanalu #4, Poipu Apartment, Kauai Vacation Rental, walk to Poipu Beach Park and Brennecke's Beach.Cozy and affordable 720 square feet, 2...
From $206/night
Beachcomber: AC, Lanai, Short Walk to the Beach!
Summary:Escape to our air-conditioned Beachcomber Studio, nestled amidst lush tropical landscaping on a quarter-acre of paradise. Just a short...
From $244/night
Oceanview 2BR Condo at Makahuena | A/C, Multi-Level Poipu Retreat, Resort Amenities
E Komo Mai – Welcome to The Makahuena #4304Perched on the southernmost point of Kauaʻi, The Makahuena offers a spectacular oceanfront setting atop...
From $130/night
Prince Kuhio Large Garden View Studio 232
Just a two minute walk from the ocean, this spacious air conditioned studio is a perfect retreat for a single traveler or couple. It's located just...
From $359/night
Poipu Crater 12 - Tropical Paradise - Garden/Crater View - AC
Summary:Enjoy privacy and tropical seclusion at Poipu Crater 12, a peaceful 2-bed/2-bath retreat in a lush volcanic crater. Features split A/C...
From $272/night
Kauai Exclusive - Nihi Kai Villa 601 in Sunny Poipu!
Summary:Stellar location just steps from the ocean! Have fun on the ocean view pool deck by day and watch beautiful sunsets in the evening! At Nihi...
From $276/night
3rd Floor Condo Kiahuna A/C. Walk to Beach Shop and Restaurants. Ocean View!
4 guests-1 bedroom-2 beds-1 bath.You'll have a great time at this comfortable place to stay.Kiahuna Condo 331 overlooks beautiful Moir Gardens and...
From $447/night
Poipu Shores B202: Beautiful Oceanfront Condo on Kaua'i's Pristine South Shore
Welcome to Poipu Shores B202, an oceanfront sanctuary on Kauaʻi’s South Shore where the sound of crashing waves and sweeping Pacific views set the...
From $178/night
Pool, Gardens, Walk to beaches and shopping Waikomo #320 located in sunny Poipu
Summary:This warm and welcoming suite is a stylish accommodation with tropical appeal. Ocean-inspired decor and hardwood accents complete the open...
From $242/night
Beautiful Ocean view of Sunny South Shore at Poipu Beach in Kauai
1 bedroom 1 bath vacation rental located in the beautiful town of Koloa, Hawaii. This cozy and comfortable unit is fully furnished and equipped with...
From $275/night
Private Garden Oasis steps to the Beach. Unit 46 Nice Ground Floor End Unit, AC
Peaceful ground floor condo. End unit with many shutters/windows to enjoy the ocean breezes in a beautiful garden setting Newly installed AC included...
From $220/night
Updated 2BR Paradise: A/C, Modern Luxury & Resort Amenities at Regency Poipu Kai
Escape to paradise in this newly updated, air conditioned, 2-bedroom vacation haven nestled within the prestigious Regency at Poipu Kai. This...