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.

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  • North Shore Lookout Maui - The Duke's Cottage - Upcountry - Makawao - Maui B&B

    THE DUKE'S COTTAGE BBMP 2017/0003 The Duke's Cottage is a room offered at the North Shore Lookout Maui Bed and breakfast! This very spacious ocean and pool view cottage has everything you need to truly relax and enjoy the serenity of Maui. ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> makawao
    3 night min stay5  reviews
    from $350 per night
      Book Now
  • Luxury Upcountry Villa with breathtaking views

    Aloha, sorry but at this time we are not hosting to families with children younger than 16. Mahalo. We encourage you to respectfully enjoy our property however please no loud and boisterous parties, thank you. This is a NO SMOKING property. ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Makawao
    2 night min stay7  reviews
    from $695 per night
      Book Now
  • Historic Upcountry Ranch Home

    *** ALERT*** MAUI’S VRBOS ARE NOW OPEN TO TRAVELERS FROM THE MAINLAND AND ELSEWHERE. FOR LATEST INFORMATION PLEASE GO TO travel.hawaii.gov. WE PROVIDE: 1. ENHANCED CLEANING PROCEDURES BETWEEN GUESTS...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Makawao
    5 night min stay9  reviews
    from $500 per night
      Book Now
  • Historic Maui House, 7 Unit Estate, Pool, Central Maui Location

    Removed from the hotel / resort beachfront crowds, the 2.1 acre Banyan Tree Estate simply overflows with peace and Hawaiiana. Giant Banyan, Monkeypod and Jacaranda trees create a peaceful, shady oasis a midst the fruit trees, flowers and wide...

    • 7 bedroom
    • 8 bathroom
    • Sleeps 16
    HI> Makawao
    2 night min stay23  reviews
    from $1,495 per night
      Book Now
  • Luxury Upcountry retreat with breathtaking views!

    Visit hawaiicovid19.com/travels for info. Aloha, sorry but at this time we are not hosting to families with children younger than 16. Mahalo. This is a NO SMOKING property. No smoking is allowed any where upon the property. Our Jungalow ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Makawao
    2 night min stay24  reviews
    from $395 per night
      Book Now
  • North Shore Lookout Maui - Makani Suite - Upcountry - Makawao - Maui B & B

    Makani Suite BBMP 2017/0003 The Makani suite is named after the wonderful trade winds we receive here on Maui! Enjoy the breeze in the front lanai rocking chairs while sipping your cup of coffee. Though this is our economy suite it is spacious...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Makawao
    3 night min stay18  reviews
    from $250 per night
      Book Now
  • North Shore Lookout Maui! Hoku Suite -upcountry -Makawao -Maui B&B

    THE HOKU SUITE BBMP 2017/0003 This Hawaiian plantation style suite is one of our largest and most spacious. It is very relaxing and romantic, especially in the evening when stars can be seen. This suite was named Hoku, meaning star in Hawaiian....

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> makawao
    3 night min stay3  reviews
    from $300 per night
      Book Now
  • Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

    This is a beautiful jewel of a house. It's all one level and close to shopping, activities such as hiking, biking, zip lines, farm tours, horseback riding, art school, dining and Haleakala National Park. Just an eight to ten minute drive to ...

    • 0 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Makawao
    3 night min stay57  reviews
    from $350 per night
      Book Now
  • Up Country spacious Newly remodeled kitchen close to beach, airport, UpCountry

    Our open beamed 3 bedroom home is surrounded by trees with windows full of light and airiness to let the trade winds blow. Conveniently near Haleakala highway, shopping, beaches, airport with a Maui country lifestyle. Sleeps six comfortably. ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Makawao
    3 night min stay22  reviews
    from $283 per night
      Book Now
  • Beautiful Cozy Cottage 15 Minute Drive to Beaches

    Cozy, light-filled cottage, walking distance to Makawao town and a 15 minute drive from beaches. My upcountry cottage is surrounded by lush gardens, with fruit trees and hibiscus in a private front yard, and on the slopes of Haleakala. My ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Makawao
    3 night min stay29  reviews
    from $220 per night
      Book Now
  • PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!

    The Sacred Garden Retreat is a one of a kind find in Hawaii! A genuine log house in a beautiful jungle-garden-organic farm setting. 5 bdrms. Great for a romantic getaway fro two or group vacation. "Away from it all" but just 20 minutes to ...

    • 5 bedroom
    • 4 bathroom
    • Sleeps 10
    HI> Makawao
    2 night min stay23  reviews
    from $850 per night
      Book Now
  • Sensational View - Central Location - Clean and Cozy

    Enjoy Sensational Panoramic views of Maui’s North Shore, Central Valley and South Shore. Our clean, cozy well-appointed Studio is quiet and private below the Main House. All amenities are High Quality: Cal King Size memory foam bed with 100% ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Makawao
    4 night min stay10  reviews
    from $231 per night
      Book Now
  • Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

    Our Maui home is permitted with the County of Maui #STMP 2013-0001. The upstairs has a master bedroom with a California King mattress with adjoining bathroom having a Jacuzzi tub separate from shower. The secondary bedroom also has a California ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 10
    HI> Makawao
    4 night min stay138  reviews
    from $424 per night
      Book Now
  • Pookela Paradise 2-Panoramic Ocean Views, Big Yard, Secluded but close to Town.

    Please note, this is a permitted vacation rental property. Maui County Permit: STMP 2016/0002, Hawaii Tax Numbers: TA-042-382-9504-01, GE-042-382-9504-01. Welcome to the perfect location! This house is very private and provides plenty of ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    HI> Makawao
    3 night min stay95  reviews
    from $434 per night
      Book Now
  • Adorable 1930's Gingerbread House....Permitted!

    This renovated and adorable "Gingerbread House" is a studio cottage nestled amongst beautiful trees and tropical flowers and an organic farm growing Turmeric, Ginger, Papaya, Tangerines, Avocado, Oranges, Lemons, Grapefruit, Macadamia Nuts, ...

    • 0 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Makawao
    3 night min stay6  reviews
    from $271 per night
      Book Now

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