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.

Rental Listings

Koloa Vacation Rentals Listings

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Koloa Vacation Rentals Map

Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach...From $550/night · Sleeps 4 Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home Coco Cottage at Poipu Beach - 2BR/2BA, Luxury HomeFrom $573/night · Sleeps 4 OCEANFRONT Ground Floor 2bd/2ba Unit with Amazing Ocean Views & A/C OCEANFRONT Ground Floor 2bd/2ba Unit with Amazing Ocean Views &...From $429/night · Sleeps 4 Poipu Beach Plantation Style Cottage Poipu Beach Plantation Style CottageFrom $650/night · Sleeps 4 New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi New Custom Hawaiian Cottage - Poipu Beach- Koloa, HiFrom $675/night · Sleeps 4 A/C throughout spacious clean comfortable main floor condo with lush garden view A/C throughout spacious clean comfortable main floor condo with lush...From $312/night · Sleeps 4 Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai Ocean Front Condo with AC, Watch Sea Turtles from Our...From $335/night · Sleeps 4 Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A/C! Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One...From $276/night · Sleeps 2 Ocean View 3BR at Makahuena | Lanai, Pool, AC Ocean View 3BR at Makahuena | Lanai, Pool, ACFrom $626/night · Sleeps 8 Fabulous Location near Shipwreck Beach and Grand Hyatt Resort Fabulous Location near Shipwreck Beach and Grand Hyatt ResortFrom $288/night · Sleeps 2 Regency 111 Defines Comfort & Spaciousness. Lovely Furniture & Furnishings Regency 111 Defines Comfort & Spaciousness. Lovely Furniture & FurnishingsFrom $300/night · Sleeps 6 Ho'ohu Nani: Private Ocean View Estate in Poipu with Pool, Jacuzzi & AC Ho'ohu Nani: Private Ocean View Estate in Poipu with Pool,...From $1,170/night · Sleeps 10 Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything! Large Poipu Kai Condo with Air Conditioning in Perfect Location...From $359/night · Sleeps 4 Beachfront Kuhio Shores Poipu Gorgeous Ocean Views Steps to Water from Condo Beachfront Kuhio Shores Poipu Gorgeous Ocean Views Steps to Water...From $437/night · Sleeps 4 BEST Ocean Mountain Views, AC, Heated Pool, Pickleball BEST Ocean Mountain Views, AC, Heated Pool, PickleballFrom $425/night · Sleeps 5 Alihi Lani 3 is a Luxury Condo with Amazing Views in a Prime Location. Alihi Lani 3 is a Luxury Condo with Amazing Views...From $613/night · Sleeps 5

Frequently Asked Questions

What types of rentals are common in Koloa?

Koloa rentals often range from condos and cottages to private homes and villas. Many have kitchens, lanais, laundry, parking and air conditioning.

Is Koloa the same as Poipu for vacation rentals?

They overlap, but they are not exactly the same. Koloa is the historic town area, while Poipu is the nearby beach and resort area on the South Shore.

Can visitors walk to the beach from Koloa rentals?

Some rentals are close to Poipu beaches, while others require a short drive. Check the map, walking route and any road crossings before choosing a rental.

What activities are close to Koloa rentals?

Visitors often plan snorkeling tours, boat tours, luaus, sightseeing tours, helicopter tours, kayaking tours and zipline tours from the South Shore area.

What should visitors check before booking in Koloa?

Check beach distance, town access, bedroom layout, cooling, parking, pool access, laundry, lanai view, road noise, fees and drive time to planned activities.