New Listing: Tropical 1BR Retreat in Waikomo Stream Villas, PoipuFrom $142/night · Sleeps 2
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
New Listing: Tropical 1BR Retreat in Waikomo Stream Villas, PoipuFrom $142/night · Sleeps 2
Kauai Dream By Parrish Kauai - AC, Private Pool, Central PoipuFrom $906/night · Sleeps 8
Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean ViewsFrom $2,305/night · Sleeps 14
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!From $224/night · Sleeps 4
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!From $205/night · Sleeps 8
Kauai Exclusive - The Hawaiian Waterfall House w/ Private Pool!From $708/night · Sleeps 8
Poipu Shores A206: Oceanfront Condo w/ A/C & Community PoolFrom $405/night · Sleeps 4
Waikomo Stream Villas 503 with Free PBAC membershipFrom $290/night · Sleeps 2
New! Bright, Coastal Retreat Plus Athletic ClubFrom $145/night · Sleeps 4
Hale Maluhia at Poipu Kai By Parrish Kauai - luxury home w/ private poolFrom $955/night · Sleeps 8
Waikomo Stream Villas 103 - 1st Floor, Garden ViewFrom $222/night · Sleeps 4
koolkondo 2283 Hoohu Rd Oceanview, KoolKondo 2283 Hoohu Rd OceanviewFrom $736/night · Sleeps 8
Kauai Exclusive - Pili Mai 11B - AC, Pool & Fitness Center in Sunny PoipuFrom $705/night · Sleeps 8
New listing! 2 Bedroom Poipu Condo at Makahuena by Coldwell BankerFrom $175/night · Sleeps 4
New Listing! Poipu Townhome with Pool and GymFrom $200/night · Sleeps 8
Ground Floor Ease+Tropical View! Full Kitchen, Lanai, Flat Screens+WiFi–Kiahuna 2051From $339/night · Sleeps 4
Ground-Floor Retreat W/Ocean Views-Kiahuna 2166From $431/night · Sleeps 4
Villa 12 at The Lodge at Kukui'ula on Kaua'iFrom $2,191/night · Sleeps 8
Beachfront Condo Poipu Beach Amenities GaloreFrom $158/night · Sleeps 6
3BR on the ocean in Sunny Poipu + Athletic ClubFrom $457/night · Sleeps 6
Hale Lani at Poipu Kai By Parrish Kauai - spacious home w/ rich tropical gardenFrom $484/night · Sleeps 8
Kuhio Shores 215 Oceanfront, ACFrom $401/night · Sleeps 6
1000 Feet to the 🏝From $295/night · Sleeps 3
Poipu Sands Beach VillaFrom $625/night · Sleeps 8
New Listing! Poipu Townhome with Resort AmenitiesFrom $249/night · Sleeps 6
Pool, hot tub, tennis courts! Short walk to beach, dining.From $186/night · Sleeps 2
Paradise Found - luxury Poipu rental with ocean viewsFrom $186/night · Sleeps 4
Manualoha 404 Stunning Views Ground By Suite ParadiseFrom $369/night · Sleeps 6
Oceanfront 2bdrm condo, Point at Poipu, Kauai available 12/20/25 to Jan 3, 2026From $825/night · Sleeps 6
Only 100 steps to Poipu Beach with A/C!From $406/night · Sleeps 4
Spacious 3 bedroom 3 1/2 bath condo in Poipu KaiFrom $481/night · Sleeps 8
Ocean, Coastline & Mountain Views from LanaiFrom $250/night · Sleeps 2
NEW Two-Level condo in GREAT LOCATIONFrom $475/night · Sleeps 6
From $142/night
New Listing: Tropical 1BR Retreat in Waikomo Stream Villas, Poipu
Koloa, Hawaii
★★★★★ 9.2/10 · 17 reviews
Waikomo Stream Villas 100 | Tropical Garden Retreat in PoipuEscape to Waikomo Stream Villas 100, a peaceful one-bedroom tropical retreat located in...
From $906/night
Kauai Dream By Parrish Kauai - AC, Private Pool, Central Poipu
Koloa, Hawaii
★★★★★ 9.2/10 · 13 reviews
The first Kauai vacation rentals available in the new Poipu Beach Estates development, Kauai Dream offers its guests a brand new home with an...
From $2,305/night
Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views
Koloa, Hawaii
★★★★★ 9.2/10 · 11 reviews
Hale Keaka is a brand-new 6-bedroom luxury estate in Koloa on Kauai's sunny south shore, offering modern ocean-view living within the prestigious...
From $224/night
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Koloa, Hawaii
★★★★★ 9.0/10 · 127 reviews
Recently updated with fresh paint and new luxury vinyl flooring. New photos coming soon!!!Waikomo Stream Villas is a quaint little resort located...
From $205/night
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Koloa, Hawaii
★★★★★ 9.0/10 · 88 reviews
Brand new AC!!Two bedrooms upstairs with a king and a queen bed, both with their own bathroom, plus loft on the third floor, with a queen bed and a...
From $708/night
Kauai Exclusive - The Hawaiian Waterfall House w/ Private Pool!
Koloa, Hawaii
★★★★★ 9.0/10 · 64 reviews
Summary:This exquisite home is in the exclusive Kiahuna Golf Village. Ancient lava rock walls surround the stunning property, bridging old Hawaii...
From $405/night
Poipu Shores A206: Oceanfront Condo w/ A/C & Community Pool
Koloa, Hawaii
★★★★★ 9.0/10 · 33 reviews
From the front-row surf views beyond your lanai to split A/C throughout, the details below show how Poipu Shores A206 makes South Shore stays...
From $290/night
Waikomo Stream Villas 503 with Free PBAC membership
Koloa, Hawaii
★★★★★ 9.0/10 · 21 reviews
Summary:One-bedroom garden-view residence in Waikomo Stream Villas with complimentary Poipu Beach Athletic Club membership. Centrally located between...
From $145/night
New! Bright, Coastal Retreat Plus Athletic Club
Koloa, Hawaii
★★★★★ 9.0/10 · 16 reviews
Bright Coastal Retreat with Poipu Athletic Club MembershipWelcome to your sunny Kauai escape! This beautifully updated 1-bedroom condo at Kiahuna...
From $955/night
Hale Maluhia at Poipu Kai By Parrish Kauai - luxury home w/ private pool
Koloa, Hawaii
★★★★★ 9.0/10 · 9 reviews
This luxury Kauai vacation rental is set on the coveted greenbelt in the center of Poipu Kai and overlooks Shipwreck Beach. Hale Maluhia at Poipu Kai...
From $222/night
Waikomo Stream Villas 103 - 1st Floor, Garden View
Koloa, Hawaii
★★★★★ 9.0/10 · 7 reviews
Summary:Ground-floor garden-view condo in a lush tropical setting across from Kukuiʻula Village. This one-bedroom retreat offers a private lanai,...
From $736/night
koolkondo 2283 Hoohu Rd Oceanview, KoolKondo 2283 Hoohu Rd Oceanview
Koloa, Hawaii
★★★★★ 9.0/10 · 7 reviews
The Emerald Pagoda: Luxury Vacation Rental in Kauai with Ocean View and Pool2283 Ho’ohu Rd., Koloa, HIWelcome to koolkondo, where you will experience...
From $705/night
Kauai Exclusive - Pili Mai 11B - AC, Pool & Fitness Center in Sunny Poipu
Koloa, Hawaii
★★★★★ 9.0/10 · 5 reviews
Summary:Brand New spacious 4 bedroom, 3.5 bathroom condo features two master bedrooms with En Suite bathrooms, upgraded amenities such as A/C, Marbau...
From $175/night
New listing! 2 Bedroom Poipu Condo at Makahuena by Coldwell Banker
KOLOA, Hawaii
★★★★★ 9.0/10 · 4 reviews
Your Kauai Home Base at MakahuenaWelcome to your south shore retreat! This 2-bedroom condo at the Makahuena offers everything you need for a...
From $200/night
New Listing! Poipu Townhome with Pool and Gym
Koloa, Hawaii
★★★★★ 9.0/10 · 4 reviews
Wake up to beautiful mountain and palm views at this Pili Mai townhome in Poipu. Experience everything Kauai's South Shore offers with easy access to...
From $339/night
Ground Floor Ease+Tropical View! Full Kitchen, Lanai, Flat Screens+WiFi–Kiahuna 2051
KOLOA, Hawaii
★★★★★ 9.0/10 · 4 reviews
Merging a tropical vibe with ground floor ease, this 690sf suite features floor-to-ceiling sliders that bring the beauty of fruit trees and flowers...
From $431/night
Ground-Floor Retreat W/Ocean Views-Kiahuna 2166
Koloa, Hawaii
★★★★★ 9.0/10 · 3 reviews
Kiahuna Plantation unit 2166: This modern tropical one-bedroom ocean view unit on the ground floor is a rare find and provides the utmost comfort...
From $2,191/night
Villa 12 at The Lodge at Kukui'ula on Kaua'i
Koloa, Hawaii
★★★★★ 9.0/10 · 2 reviews
Villa 12 at The Lodge at Kukuiʻula on Kaua'i is a luxurious, private retreat that embodies the perfect blend of traditional Hawaiian charm and modern...
From $158/night
Beachfront Condo Poipu Beach Amenities Galore
Koloa, Hawaii
★★★★★ 8.8/10 · 79 reviews
Aloha and Welcome to Kiahuna Unit 440! Please note: The cleaning fee is not included in your reservation total and is due at check-in. This fee is...
From $457/night
3BR on the ocean in Sunny Poipu + Athletic Club
Koloa, Hawaii
★★★★★ 8.8/10 · 76 reviews
Poipu Shores is Kauai's premier oceanfront complex with unparalleled shoreline views. Enjoy whale watching and searching for sea turtles from your...
From $484/night
Hale Lani at Poipu Kai By Parrish Kauai - spacious home w/ rich tropical garden
Koloa, Hawaii
★★★★★ 8.8/10 · 29 reviews
Nestled in flourishing tropical landscape within the Poipu Kai Resort, this spacious 4 bedroom, 3 bath Kauai vacation home is uniquely designed for...
From $401/night
Kuhio Shores 215 Oceanfront, AC
Koloa, Hawaii
★★★★★ 8.8/10 · 16 reviews
Summary:Oceanfront 2-bedroom condo at Kuhio Shores with split-system A/C in the living room and unbeatable views of the Pacific. Enjoy a private...
From $295/night
1000 Feet to the 🏝
Koloa, Hawaii
★★★★★ 8.8/10 · 14 reviews
This suite offers tons of natural light with airy vaulted ceilings along with a beautiful garden view. The property is an oasis of tropical trees and...
From $625/night
Poipu Sands Beach Villa
Koloa, Hawaii
★★★★★ 8.8/10 · 7 reviews
This Poipu Sands condo offers a luxurious three-bedroom, three-bath retreat just steps from Kauai's world-famous Shipwreck Beach. Enjoy a partial...
From $249/night
New Listing! Poipu Townhome with Resort Amenities
Koloa, Hawaii
★★★★★ 8.8/10 · 3 reviews
Poi'pu Townhome with Lanai, Pool and Gym Experience island living at this lovely Pili Mai townhome in Poipu, surrounded by Kiahuna Golf Course with...
From $186/night
Pool, hot tub, tennis courts! Short walk to beach, dining.
Koloa, Hawaii
★★★★★ 8.6/10 · 48 reviews
Walk to Brennecke's Beach, Poipu Beach Park, Kiahuna Beach, Shipwreck Beach, the Hyatt beach, and more. Restaurants in walking distance include...
From $186/night
Paradise Found - luxury Poipu rental with ocean views
Koloa, Hawaii
★★★★★ 8.6/10 · 23 reviews
As with most homes on Kauai, this vacation rental is NOT air conditioned.Welcome to your vacation paradise at this new luxury Poipu vacation rental...
From $369/night
Manualoha 404 Stunning Views Ground By Suite Paradise
Koloa, Hawaii
★★★★★ 8.6/10 · 7 reviews
Splendidly remodeled and recently upgraded with new furnishings, Manualoha 404 in the renowned Poipu Kai Resort offers all the thrills of the perfect...
From $825/night
Oceanfront 2bdrm condo, Point at Poipu, Kauai available 12/20/25 to Jan 3, 2026
Koloa, Hawaii
★★★★★ 8.6/10 · 4 reviews
Beautiful and spacious oceanfront 2 bedroom/2 bath condo at The Point at Poipu on Kauai's sunny south shore. . These fully equipped and furnished...
From $406/night
Only 100 steps to Poipu Beach with A/C!
Koloa, Hawaii
★★★★★ 8.4/10 · 35 reviews
Only 200 steps to Poipu Beach and Brennecke's Beach Restaurant. This two bedroom is fully furnished with 2 queen beds, air conditioning in the...
From $481/night
Spacious 3 bedroom 3 1/2 bath condo in Poipu Kai
Koloa, Hawaii
★★★★★ 8.4/10 · 20 reviews
Bring the crew to this spacious and spotless 3 bedroom 3 1/2 bath updated beach condo at beautiful Poipu Kai. Located along the greenbelt, it's just...
From $250/night
Ocean, Coastline & Mountain Views from Lanai
Koloa, Hawaii
★★★★★ 8.4/10 · 7 reviews
Discover the allure of Prince Kuhio #2-7, an elegant and spacious 1-bedroom, 1 bath condo. This beautifully appointed unit offers breathtaking ocean...
From $475/night
NEW Two-Level condo in GREAT LOCATION
Koloa, Hawaii
★★★★★ 8.4/10 · 6 reviews
Situated in the island's most sought after resort of Pili Mai (LOCATION!!) this spacious two level condo simply breathes comfort and style. Open plan...