Photo by Stacey Strykowski 🌾

Old Koloa Town house rentals

We found 11 house rentals — enter your dates for availability

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October 2025

November 2025

Explore Old Koloa Town house rentals

Premier Host

NEW 4 BR Ocean view home in Poipu

Sleeps 8 · 4 bedrooms · 4+ bathrooms

Outdoor living space and pool with ocean views

Premier Host

Hale Pomaika'i Mau: Luxury Home w/Ocean View, Outdoor Shower, Pool, Hot Tub & AC

Sleeps 10 · 4 bedrooms · 4+ bathrooms

Premier Host

Architectural Stunner: Modern New Ocean-View Villa with Infinity Pool & Spa!

Sleeps 9 · 4 bedrooms · 4+ bathrooms

Unwind in the private heated pool and spa as the sun sets over the South Shore horizon.

Premier Host

Luxury 6BR Hale o ka Nene Estate w/ Pool/Spa & Golf Views, Near Beach

Sleeps 15 · 6 bedrooms · 6+ bathrooms

Bask in tropical paradise views from this stunning aerial perspective.

Premier Host

Hale Ka Pua Ola by Gather: Private Luxury Retreat w/ Pool, Hot Tub & Ocean Views

Sleeps 12 · 4 bedrooms · 4+ bathrooms

Top rated house rentals - Old Koloa Town

Couldn’t be better

We had an amazing stay in this gorgeous house. Location is superb ambience sensational and hospitality by host second to none. Diane was very easy to communicate with and was very accommodating. Would certainly recommend this property to other guests.

KAREN S.

Stayed July 2019

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