A historic building with a sign reading "K. Matsui Store Building 1923" and a storefront named "Holiday & Co."

Makawao cottages

We found 40 cottages — enter your dates for availability

Explore Makawao cottage rentals

Image of Adorable 1930's Gingerbread House....Permitted!

Adorable 1930's Gingerbread House....Permitted!

Sleeps 2 · 1 bathroom

Image of Rustic yet modern Upcountry retreat with breathtaking views!

Premier Host

Rustic yet modern Upcountry retreat with breathtaking views!

Sleeps 2 · 1 bedroom · 1 bathroom

Image of HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Pineapple Cottage B&B Vacation Rental Haiku Maui, Lic#BBPH2015/0011

Pineapple Cottage B&B Vacation Rental Haiku Maui, Lic#BBPH2015/0011

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of NEW FABULOUS Ku'au Ko 2 bed 2 bath beach ccottage- AC every room 1 mi to Paia

NEW FABULOUS Ku'au Ko 2 bed 2 bath beach ccottage- AC every room 1 mi to Paia

Sleeps 6 · 2 bedrooms · 2 bathrooms

Image of Quiet 1-bd cottage retreat with sleeping loft & work space

Quiet 1-bd cottage retreat with sleeping loft & work space

Sleeps 4 · 1 bedroom · 1 bathroom

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