The Point at Poipu Kauai, Hawaii-HGVC Resort & SpaFrom $1,243/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
The Point at Poipu Kauai, Hawaii-HGVC Resort & SpaFrom $1,243/night · Sleeps 6
The Lodge at Kukui‘ula - Cottage 7From $1,255/night · Sleeps 6
The Lodge at Kukui‘ula - Cottage 10From $1,255/night · Sleeps 6
3 Bedroom Cottage - PlatinumFrom $1,255/night · Sleeps 6
The Lodge at Kukui‘ula - Bungalow 15From $1,286/night · Sleeps 4
Kauai Koloa 2 Bedroom Villa Sleeps 8From $1,290/night · Sleeps 8
The Lodge at Kukui‘ula - Cottage 12From $1,318/night · Sleeps 6
Hali'a Mai Distant Ocean View Koloa Home w/ PoolFrom $1,329/night · Sleeps 10
The Lodge at Kukui‘ula - Cottage 12BFrom $1,337/night · Sleeps 6
The Lodge at Kukui‘ula - Bungalow 9From $1,343/night · Sleeps 2
3 Bedroom Bungalow - PlatinumFrom $1,359/night · Sleeps 6
The Lodge at Kukui‘ula - Bungalow 12From $1,368/night · Sleeps 6
The Lodge at Kukui‘ula - Cottage 5From $1,385/night · Sleeps 6
3 Bedroom Cottage - PlatinumFrom $1,390/night · Sleeps 6
The Lodge at Kukui‘ula - Bungalow 11From $1,412/night · Sleeps 6
Hale Mahie Nene By Parrish Kauai - Great family home with AC & PoolFrom $1,416/night · Sleeps 10
2 Bedroom Cottage - PlatinumFrom $1,425/night · Sleeps 6
2/2 Berm Marriott's Waiohai Beach Club Resort, BalconyFrom $1,498/night · Sleeps 8
The Lodge at Kukui‘ula - Bungalow 6From $1,503/night · Sleeps 4
The Lodge at Kukui‘ula - Bungalow 10From $1,528/night · Sleeps 4
The Lodge at Kukui‘ula - Cottage 15From $1,539/night · Sleeps 4
Poipu, Pili Mai, Spacious 5 BR, Ocean View, Sleeps 14From $1,549/night · Sleeps 14
The Lodge at Kukui‘ula - Bungalow 14From $1,556/night · Sleeps 6
Koloa Kauai 3 Bedroom Home Sleeps 6From $1,560/night · Sleeps 6
The Lodge at Kukui‘ula - Cottage 3From $1,586/night · Sleeps 6
Poipu, Regency at Poipu Kai, Spacious 6 BR, Ocean View, Sleeps 16From $1,613/night · Sleeps 16
Honu Kai Villa 1 by Alekona Kauai: Luxury 3BR Oceanfront home with resort amenitiesFrom $1,788/night · Sleeps 7
Hale Olina by Alekona KauaiFrom $1,891/night · Sleeps 18
Poipu Kai for family groups! 7 Bedrooms for 16!From $1,895/night · Sleeps 16
Fabulous 7 bedrooms for 14 Poipu Kai! New Listing!From $1,895/night · Sleeps 14
Villa 15 at The Lodge at Kukui'ula on Kaua'iFrom $1,971/night · Sleeps 8
Dream Vacation Home in KoloaFrom $2,103/night · Sleeps 8
Hale Makau by Alekona Kauai- 5BR Ocean View Luxury EstateFrom $2,238/night · Sleeps 15
From $1,243/night
The Point at Poipu Kauai, Hawaii-HGVC Resort & Spa
Koloa, Hawaii
You won't want to leave this charming, one-of-a-kind place. Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The...
From $1,255/night
The Lodge at Kukui‘ula - Cottage 7
Koloa, Hawaii
Escape to an extraordinary Hawaiian sanctuary nestled in the breathtaking South Shore of Kaua'i within a private 1000-acre resort community. Cottage...
From $1,255/night
The Lodge at Kukui‘ula - Cottage 10
Koloa, Hawaii
Cottage 10 at The Lodge at Kukui'ula is a private sanctuary nestled on Kauai’s sun-drenched south shore. This charming three-bedroom cottage blends...
From $1,255/night
3 Bedroom Cottage - Platinum
Koloa, Hawaii
The three-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club...
From $1,286/night
The Lodge at Kukui‘ula - Bungalow 15
Koloa, Hawaii
Step into the pinnacle of tropical luxury and comfort when vacationing in a two-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. Guests staying...
From $1,290/night
Kauai Koloa 2 Bedroom Villa Sleeps 8
Koloa, Hawaii
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.The resort is beautifully landscaped with waterfalls and lagoons,...
From $1,318/night
The Lodge at Kukui‘ula - Cottage 12
Koloa, Hawaii
Welcome to The Lodge at Kukui'ula Cottage 12, a serene and luxurious getaway nestled in the heart of Kaua'i's stunning South Shore. This charming...
From $1,329/night
Hali'a Mai Distant Ocean View Koloa Home w/ Pool
Koloa, Hawaii
Perched above Kauai's sunny South Shore, Halia Mai Hale was designed for effortless island living. Folding glass doors blur the line between indoors...
From $1,337/night
The Lodge at Kukui‘ula - Cottage 12B
Koloa, Hawaii
Cottage 12B at The Lodge at Kukui'ula on Kaua'i offers luxurious accommodations and exclusive access to the award-winning private club facilities and...
From $1,343/night
The Lodge at Kukui‘ula - Bungalow 9
Koloa, Hawaii
Nestled in the exclusive Kukui'ula resort on Kaua'i's stunning south shore, this luxurious one-bedroom bungalow offers an unparalleled Hawaiian...
From $1,359/night
3 Bedroom Bungalow - Platinum
Koloa, Hawaii
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i offers luxurious accommodations and exclusive access to the award-winning private...
From $1,368/night
The Lodge at Kukui‘ula - Bungalow 12
Koloa, Hawaii
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club...
From $1,385/night
The Lodge at Kukui‘ula - Cottage 5
Koloa, Hawaii
Welcome to The Lodge at Kukui'ula's Cottage 5, an enchanting escape nestled in the heart of Kaua'i's lush South Shore. This exquisite three-bedroom...
From $1,390/night
3 Bedroom Cottage - Platinum
Koloa, Hawaii
Welcome to Cottage 6, your idyllic retreat nestled in the heart of Koloa. This charming 3-bedroom, 3.5-bathroom cottage offers a perfect blend of...
From $1,412/night
The Lodge at Kukui‘ula - Bungalow 11
Koloa, Hawaii
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua‘i offer luxurious accommodations and exclusive access to the award-winning private club...
From $1,416/night
Hale Mahie Nene By Parrish Kauai - Great family home with AC & Pool
Koloa, Hawaii
Hale Mahie Nene is a refined retreat designed for those seeking tranquility, indulgence, and island elegance. Tucked away at the end of a quiet...
From $1,425/night
2 Bedroom Cottage - Platinum
Koloa, Hawaii
Welcome to your tranquil haven at Cottage 2, nestled in the heart of Koloa. This charming 3-bedroom, 3-bathroom retreat offers a perfect blend of...
From $1,498/night
2/2 Berm Marriott's Waiohai Beach Club Resort, Balcony
Koloa, Hawaii
Get ready to relax in this 2-bedroom resort in Koloa. The space features two king beds and a living room with two sofa beds, perfect for unwinding...
From $1,503/night
The Lodge at Kukui‘ula - Bungalow 6
Koloa, Hawaii
Welcome to Lodge at Kukui'ula Bungalow 6, a luxurious two-bedroom private retreat nestled on the pristine South Shore of Kauai. This idyllic bungalow...
From $1,528/night
The Lodge at Kukui‘ula - Bungalow 10
Koloa, Hawaii
Indulge in the opulent comfort of the two-bedroom bungalows at The Lodge at Kukui‘ula on Kaua'i, offering privileged access to the esteemed amenities...
From $1,539/night
The Lodge at Kukui‘ula - Cottage 15
Koloa, Hawaii
The two-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club...
From $1,549/night
Poipu, Pili Mai, Spacious 5 BR, Ocean View, Sleeps 14
Koloa, Hawaii
Summary:This Pili Mai stay brings together two townhouse-style condos - a 3-bedroom Unit A and a 2-bedroom Unit B - giving your group five full...
From $1,556/night
The Lodge at Kukui‘ula - Bungalow 14
Koloa, Hawaii
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club...
From $1,560/night
Koloa Kauai 3 Bedroom Home Sleeps 6
Koloa, Hawaii
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Escape to Kauai’s sun-drenched South Shore and experience island...
From $1,586/night
The Lodge at Kukui‘ula - Cottage 3
Koloa, Hawaii
This spacious three-bedroom vacation rental cottage on Kaua'i features one main house with two primary bedrooms and a stand-alone one-bedroom 'ohana....
From $1,613/night
Poipu, Regency at Poipu Kai, Spacious 6 BR, Ocean View, Sleeps 16
Koloa, Hawaii
Summary:Spread across six bedrooms in two beautifully appointed three-bedroom condominiums, this Regency at Poipu Kai stay sleeps up to 16 guests and...
From $1,788/night
Honu Kai Villa 1 by Alekona Kauai: Luxury 3BR Oceanfront home with resort amenities
Koloa, Hawaii
Honu Kai Villa #1 is a beautifully appointed vacation home that blends elevated design with the relaxed rhythm of Poipu living. Just 0.3 miles from...
From $1,891/night
Hale Olina by Alekona Kauai
Koloa, Hawaii
Some vacation homes are designed for sleeping. This one is designed for actually spending time together.Set along the scenic Kiahuna Golf Course in...
From $1,895/night
Poipu Kai for family groups! 7 Bedrooms for 16!
Koloa, Hawaii
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This listing is 2 villas just steps apart! So you would get 2...
From $1,895/night
Fabulous 7 bedrooms for 14 Poipu Kai! New Listing!
Koloa, Hawaii
Listing provided by "The Vacation Rental Experts". Contact directly for more options!NEW LISTING! This wonderful 7 bedroom 6 bath Poipu Kai for 14,...
From $1,971/night
Villa 15 at The Lodge at Kukui'ula on Kaua'i
Koloa, Hawaii
Villa 15 at The Lodge at Kukui'ula on Kaua'i is an exquisite, luxury retreat that combines the best of tropical living with world-class amenities....
From $2,103/night
Dream Vacation Home in Koloa
Koloa, Hawaii
Welcome to your dream vacation home in Koloa, Hawaii! Nestled in a serene and picturesque setting, Villa 8 offers a luxurious escape for up to eight...
From $2,238/night
Hale Makau by Alekona Kauai- 5BR Ocean View Luxury Estate
Koloa, Hawaii
Makahuena Estates is a brand-new exclusive gated enclave of just 10 private residences, perfectly positioned above Kauai's dramatic South Shore...