Photo by Stacey Strykowski 🌾
Old Koloa Town holiday homes
We found 2,187 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Old Koloa Town that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as parking and a TV. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Old Koloa Town
Showing deals for:1 Aug - 8 Aug
Image gallery for Professionally designed new unit at Kiahuna plantation with A/C
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Professionally designed new unit at Kiahuna plantation with A/C
Koloa, HI
7% off
Price is NZ$7,920
NZ$7,920
NZ$1,131 per night
includes taxes & fees
Image gallery for Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
Koloa, HI
7% off
Price is NZ$4,643
NZ$4,643
NZ$663 per night
includes taxes & fees
Image gallery for Watch the whales and spectacular sunset views from your balcony!!
1010 out of 10 rating
Exceptional
(27 reviews)
Watch the whales and spectacular sunset views from your balcony!!
Koloa, HI
7% off
Price is NZ$6,644
NZ$6,644
NZ$949 per night
includes taxes & fees
Image gallery for Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio
9.29.2 out of 10 rating
Wonderful
(12 reviews)
Kiahuna Paradise @ Poipu with 2 AC units Family size condo with patio
Koloa, HI
7% off
Price is NZ$5,613
NZ$5,613
NZ$802 per night
includes taxes & fees
Image gallery for Just the Perfect Location!!
9.89.8 out of 10 rating
Exceptional
(87 reviews)
Just the Perfect Location!!
Koloa, HI
7% off
Price is NZ$4,635
NZ$4,635
NZ$662 per night
includes taxes & fees
Image gallery for Oceanfront Corner Villa w/ Air Conditioning
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Oceanfront Corner Villa w/ Air Conditioning
Koloa, HI
7% off
Price is NZ$11,206
NZ$11,206
NZ$1,601 per night
includes taxes & fees
Image gallery for Newly updated ocean view retreat on Poipu Beach; A/C, pool, gym restaurants.
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Newly updated ocean view retreat on Poipu Beach; A/C, pool, gym restaurants.
Koloa, HI
7% off
Price is NZ$5,789
NZ$5,789
NZ$827 per night
includes taxes & fees
Image gallery for Ocean front with panoramic views of the Pacific Ocean
9.69.6 out of 10 rating
Exceptional
(60 reviews)
Ocean front with panoramic views of the Pacific Ocean
Koloa, HI
7% off
Price is NZ$9,703
NZ$9,703
NZ$1,386 per night
includes taxes & fees
Image gallery for Condo 500 Feet to the Ocean
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Condo 500 Feet to the Ocean
Koloa, HI
7% off
Price is NZ$5,284
NZ$5,284
NZ$755 per night
includes taxes & fees
Image gallery for Ground Floor Garden Access moments from Beach
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Ground Floor Garden Access moments from Beach
Koloa, HI
7% off
Price is NZ$7,903
NZ$7,903
NZ$1,129 per night
includes taxes & fees
Image gallery for Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
1010 out of 10 rating
Exceptional
(112 reviews)
Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
Koloa, HI
7% off
Price is NZ$5,546
NZ$5,546
NZ$792 per night
includes taxes & fees
Image gallery for Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Koloa, HI
7% off
Price is NZ$10,447
NZ$10,447
NZ$1,492 per night
includes taxes & fees
Image gallery for Poipu Koloa - 2 br unit Ocean/Garden view in Kauai
9.69.6 out of 10 rating
Exceptional
(92 reviews)
Poipu Koloa - 2 br unit Ocean/Garden view in Kauai
Koloa, HI
5% off
Price is NZ$6,517
NZ$6,517
NZ$931 per night
includes taxes & fees
Image gallery for Beautiful Ocean view of Sunny South Shore at Poipu Beach in Kauai
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Beautiful Ocean view of Sunny South Shore at Poipu Beach in Kauai
Koloa, HI
7% off
Price is NZ$3,655
NZ$3,655
NZ$522 per night
includes taxes & fees
Image gallery for 500 feet to the 🌊, 1000 feet 🏝 and 🐢
9.69.6 out of 10 rating
Exceptional
(20 reviews)
500 feet to the 🌊, 1000 feet 🏝 and 🐢
Koloa, HI
7% off
Price is NZ$4,722
NZ$4,722
NZ$675 per night
includes taxes & fees
Image gallery for Kiahuna Plantation partial oceanview,top floor,4 min walk to beach, pool,gym,+AC
9.89.8 out of 10 rating
Exceptional
(211 reviews)
Kiahuna Plantation partial oceanview,top floor,4 min walk to beach, pool,gym,+AC
Koloa, HI
7% off
Price is NZ$4,928
NZ$4,928
NZ$704 per night
includes taxes & fees
Image gallery for Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!
9.69.6 out of 10 rating
Exceptional
(43 reviews)
Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!
Koloa, HI
8% off
Price is NZ$6,412
NZ$6,412
NZ$916 per night
includes taxes & fees
Image gallery for 2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
9.49.4 out of 10 rating
Exceptional
(134 reviews)
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
Koloa, HI
7% off
Price is NZ$5,630
NZ$5,630
NZ$804 per night
includes taxes & fees
Image gallery for 3 Bedroom 3 Bathroom Condo with Ocean View
9.89.8 out of 10 rating
Exceptional
(43 reviews)
3 Bedroom 3 Bathroom Condo with Ocean View
Koloa, HI
7% off
Price is NZ$9,916
NZ$9,916
NZ$1,417 per night
includes taxes & fees
Image gallery for Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele Moana
9.49.4 out of 10 rating
Exceptional
(114 reviews)
Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele Moana
Koloa, HI
7% off
Price is NZ$4,428
NZ$4,428
NZ$633 per night
includes taxes & fees
Image gallery for Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores
9.89.8 out of 10 rating
Exceptional
(122 reviews)
Kauai Oceanfront, Poipu 'Jewel on the Sea', AC, swimmable beaches, Kuhio Shores
Koloa, HI
8% off
Price is NZ$6,405
NZ$6,405
NZ$915 per night
includes taxes & fees
Image gallery for PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
9.69.6 out of 10 rating
Exceptional
(92 reviews)
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
Koloa, HI
7% off
Price is NZ$7,878
NZ$7,878
NZ$1,125 per night
includes taxes & fees
Image gallery for Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything!
1010 out of 10 rating
Exceptional
(151 reviews)
Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything!
Koloa, HI
7% off
Price is NZ$6,002
NZ$6,002
NZ$857 per night
includes taxes & fees
Image gallery for Fall special for months of October & November. See calendar
9.69.6 out of 10 rating
Exceptional
(109 reviews)
Fall special for months of October & November. See calendar
Koloa, HI
7% off
Price is NZ$5,705
NZ$5,705
NZ$815 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Old Koloa Town
Suite Paradise Kahala 432 Short walk to Beaches
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Hale Mano - TVNC 5047 - A mod beach cottage on the sunny, south side.
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Suite Paradise Manualoha 1102 Perfect Garden View
Sleeps 4 · 1 bedroom · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Just the Perfect Location!!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
A/C Luxury Poipu Beach Condo 506
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Pili Mai by Gather: Stylish 3BR Condo w/ Pool, Lanai & Scenic Views
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value