Makawao Vacation Rentals

Makawao is a small upcountry Maui town, located on the slopes of Mt. Haleakala at 1,639 feet (500 m) above sea level. Here you will find a decent selection of vacation homes, cottages and cabins, some of which have panoramic ocean and mountain views. The town has as Wild West atmosphere and you’ll find a good selection of restaurants, cafes, steak houses, shops and art galleries. Makawao is conveniently located near Maui's top attraction – Haleakala National Park. Popular things to do here are hiking, biking, sunrise watching, horseback and ATV tours.

  • Best Place on Maui to Relax, Enjoy the views and Get off the beaten path.

    Quiet neighborhood, clean cottage, beautiful views, family friendly, sandy beaches, centrally located to many wonderful destinations and close to restaurants and shopping. Cooler nights and warm days. An off the beaten path experience with many o...

    2 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Makawao

    165 USD - 165 USD

    nightly

    1,070 USD - 1,070 USD

    weekly

    2,400 USD - 2,400 USD

    monthly

  • Romantic & Private Upcountry Maui vacation get away... Perfect for two people!

    The Thai Tree House is a charming and romantic Thai-inspired guest house. This is a marvelous accommodation for the nature-lover who enjoys luxury. It boasts a large bamboo-rail deck which looks out onto majestic tall trees and lush green foliage,...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Makawao

    259 USD - 259 USD

    nightly

    1,673 USD - 1,673 USD

    weekly

  • Enjoy Maui's history in ocean view home in rural countryside - Permitted

    Permit: STMP 2013-0004 TA-052-035-1744-01. Step back in time... to the early 1900's and explore Maui from the homestead of the first manager of Haleakala Ranch! This is a very unique vacation rental in Upcountry Maui. Kilohana was designed an...

    4 Bedrooms, 3 Bathrooms, Sleeps 6

    HI>Makawao

    325 USD - 375 USD

    nightly

    2,275 USD - 2,625 USD

    weekly

  • Amazing Ocean Views, Jacuzzi, BBQ, Hammock And A Four Poster Bed! -$129-$179 P/n

    AS OUR RENTAL IS NOW LISTED ON SEVERAL WEBSITES, WE NO LONGER KEEP OUR CALENDAR UPDATED. PLEASE CONTACT US FOR CURRENT AVAILABILITY- MAHALO! -This self contained detached cottage consists of a single fully equipped upstairs studio and a single...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Makawao

  • Private, Convenient Location, 'Pilialoha Cottage' - Permitted

    Spacious one-bedroom Cottage on two acre property Lonely Planet 'Discover Maui', Top Choice in Haiku, described as 'Pilialoha blends countryside charm with all the comforts of a home away from home. The sunny split-level cottage has one pretty s...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Haiku