Koloa Vacation Rentals – Historic Charm Meets Island Luxury

Koloa, nestled on Kauai’s sunny South Shore, offers a unique blend of rich history and modern comfort. Known as the site of Hawaii’s first sugar plantation, this charming town features preserved plantation-era architecture, boutique shops, and local eateries, providing visitors with an authentic Hawaiian experience.

Vacation rentals in Koloa range from restored plantation cottages to luxurious villas, many equipped with modern amenities such as gourmet kitchens, private pools, and spacious lanais. Whether you're seeking a romantic getaway or a family retreat, Koloa's accommodations cater to diverse preferences and group sizes.

Just a short drive from Koloa lies Poipu, renowned for its pristine beaches, world-class golf courses, and vibrant marine life. Poipu's vacation rentals offer oceanfront condos, upscale resorts, and private homes, providing easy access to activities like snorkeling, surfing, and sunbathing.

Explore the historic charm of Koloa and the coastal beauty of Poipu for a memorable Kauai vacation.

Browse and book your Koloa vacation rental below, and don't forget to explore our Poipu vacation rentals for more options.

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NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC
NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC
NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC

NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC

Named after one of Kauai’s most majestic places Waipo’o Falls, this brand-new home is the perfect place to enjoy all the best that Kaua’i has to offer. With luxury and elegance from the moment you pull into the driveway, Hale Waipo’o is sure to be your luxury home away from home.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,385 
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Spacious Ocean View 2-Bedroom Condo in Poipu
Spacious Ocean View 2-Bedroom Condo in Poipu
Spacious Ocean View 2-Bedroom Condo in Poipu

Spacious Ocean View 2-Bedroom Condo in Poipu

Escape to this spacious ocean view 2-bedroom, 2-bath condo in Poipu. The split-level layout features a full kitchen equipped with modern appliances—including stove, oven, microwave, refrigerator, dishwasher, and coffee maker—perfect for preparing delicious meals during your stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $739 
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Poipu Beach Condo with Ocean Views and Amenities
Poipu Beach Condo with Ocean Views and Amenities
Poipu Beach Condo with Ocean Views and Amenities

Poipu Beach Condo with Ocean Views and Amenities

Discover this charming third-floor condo in Poipu Beach offering partial ocean views and a tropical ambiance. The bright, airy space features carpeted living, dining, and bedroom areas, with tile flooring in the kitchen and bath. The fully equipped kitchen includes a full-size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker, blender, toaster, cookware, and tableware, making meal preparation convenient.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $664 
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Four Palms – Hilltop Luxury Villa in Scenic Kukui‘ula
Four Palms – Hilltop Luxury Villa in Scenic Kukui‘ula
Four Palms – Hilltop Luxury Villa in Scenic Kukui‘ula

Four Palms – Hilltop Luxury Villa in Scenic Kukui‘ula

Artfully blending the rustic charm of a country estate with the glamour of an ocean-view villa, Four Palms is a stunning hilltop home located in Kukuiula's scenic Kahalawai neighborhood. 5 bathrooms, offering spacious and luxurious living spaces that are perfect for family gatherings or a memorable retreat.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 9
Hawaii> Koloa
from $8,596 
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