Lodge at Kukui'ula Villa 10From $2,303/night · Sleeps 8
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
Lodge at Kukui'ula Villa 10From $2,303/night · Sleeps 8
Hana Hou Hale: Poipu Oceanfront Villa and Guest HouseFrom $2,340/night · Sleeps 14
The Lodge at Kukui‘ula - Villa 2From $2,374/night · Sleeps 8
2/2 BDR Marriott's Waiohai Beach ClubFrom $2,463/night · Sleeps 8
Makani Kai by Gather: Brand-New Luxury Home w/ Private Pool & Spa, AC, Chef’From $2,480/night · Sleeps 14
The Lodge at Kukui‘ula - Villa 3From $2,531/night · Sleeps 8
Lodge at Kukui'ula Villa 5From $2,744/night · Sleeps 8
Lodge at Kukui'ula Villa 6From $2,744/night · Sleeps 8
Lodge at Kukui'ula Villa 4From $3,017/night · Sleeps 8
Poipu, Pili Mai, Spacious 6 BR, Ocean View, Sleeps 16From $3,230/night · Sleeps 16
3 BDR/3.5 BA, Point at Poipu, Koloa- HawaiiFrom $3,602/night · Sleeps 8
Hale Kiholo by Alekona Kauai- 5BR Oceanfront Luxury EstateFrom $3,729/night · Sleeps 12
Fabulous Poipu kai 9 bedrooms 9 baths for 20! NEW LISTING!From $5,045/night · Sleeps 20
Private Oceanview Top Floor Nihi Kai Villa Koloa!From $265/night · Sleeps 4
2 Kings Land, HGVC Waikoloa Village Resort & Spa!From $1,569/night · Sleeps 6
Private End Unit Oceanfront Getaway In Poipu!From $345/night · Sleeps 4
From $2,303/night
Lodge at Kukui'ula Villa 10
Koloa, Hawaii
Welcome to Lodge at Kukui'ula Villa 10, your private island retreat on the sunny south shore of Kaua‘i. Blending laid back elegance with modern...
From $2,340/night
Hana Hou Hale: Poipu Oceanfront Villa and Guest House
Koloa, Hawaii
Hana Hou Hale is an oceanfront luxury retreat in sunny Poipu on Kauai's south shore, offering front-row views of the Pacific, breaching whales, and...
From $2,374/night
The Lodge at Kukui‘ula - Villa 2
Koloa, Hawaii
The four-bedroom villas at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club...
From $2,463/night
2/2 BDR Marriott's Waiohai Beach Club
Koloa, Hawaii
Experience tropical luxury at Marriott's Waiohai Beach Club, an oceanfront resort beautifully landscaped with cascading waterfalls, tranquil lagoons,...
From $2,480/night
Makani Kai by Gather: Brand-New Luxury Home w/ Private Pool & Spa, AC, Chef’
Koloa, Hawaii
From walls of glass and open green to a private pool, spa, and room for fourteen, the details below show how Makani Kai comes together.Indoor-Outdoor...
From $2,531/night
The Lodge at Kukui‘ula - Villa 3
Koloa, Hawaii
Vacationing in Villa 3 at The Lodge at Kukui'ula offers a luxurious experience nestled in the heart of Kaua'i's stunning South Shore. This...
From $2,744/night
Lodge at Kukui'ula Villa 5
Koloa, Hawaii
The four-bedroom villas at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club...
From $2,744/night
Lodge at Kukui'ula Villa 6
Koloa, Hawaii
Welcome to the Lodge at Kukui'ula Villa 6, a luxurious haven tucked away on Kauai's stunning South Shore. This spacious four-bedroom, four and a...
From $3,017/night
Lodge at Kukui'ula Villa 4
Koloa, Hawaii
This stunning villa provides barefoot elegance and comfortable accommodations for up to eight guests across four bedrooms. Three bedrooms are found...
From $3,230/night
Poipu, Pili Mai, Spacious 6 BR, Ocean View, Sleeps 16
Koloa, Hawaii
Summary:This Pili Mai stay brings together two 3-bedroom townhouse-style condos on Kauai's sunny South Shore, giving your group 6 bedrooms, two full...
From $3,602/night
3 BDR/3.5 BA, Point at Poipu, Koloa- Hawaii
Koloa, Hawaii
Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over...
From $3,729/night
Hale Kiholo by Alekona Kauai- 5BR Oceanfront Luxury Estate
Koloa, Hawaii
Hale Kiholo 3 is a spectacular oceanfront retreat where panoramic ocean views stretch from the the lush peaks of Hā'upu Mountain across the Poipu...
From $5,045/night
Fabulous Poipu kai 9 bedrooms 9 baths for 20! NEW LISTING!
Koloa, Hawaii
Listing provided by "The Vacation Rental Experts". Contact directly for more options!NEW LISTING! This amazing Poipu kai 9 bedrooms 9 baths for 20,...
From $265/night
Private Oceanview Top Floor Nihi Kai Villa Koloa!
Po'ipu, Hawaii
★★★★★ 9.6/10 · 10 reviews
Unbeatable location, unforgettable views—welcome to your South Shore escape! This spacious 2BR/2BA condo at Nihi Kai Villas offers sweeping views of...
From $1,569/night
2 Kings Land, HGVC Waikoloa Village Resort & Spa!
Waimea, Hawaii
Kings' Land by Hilton Grand Vacations is a 112-acre oasis carved out of an ancient lava field. Located directly between two of Hawaii's finest golf...
From $345/night
Private End Unit Oceanfront Getaway In Poipu!
Po'ipu, Hawaii
★★★★★ 8.4/10 · 20 reviews
Enjoy the ultimate beachfront escape in Koloa at this resort-style oceanfront condo, perfectly situated on Kauai’s majestic south shore. Located at...