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.

  • 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
    Hawaii> Makawao
    from $1,286 
    View Property   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 ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 10
    Hawaii> Makawao
    from $749 
    View Property   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
    Hawaii> Makawao
    from $457 
    View Property   Book Now
  • Historic Upcountry Maui Property With Pool, 7 Bedrooms, Sleeps 16

    Removed from the resort beachfront crowds, the 2 acre Banyan Tree simply overflows with peace and Hawaiiana. Giant Banyan, Monkeypod and Jacaranda trees create perfect shady spots to lounge or sun lovers can enjoy spectacular ocean and mountain...

    • 7 bedroom
    • 7 bathroom
    • Sleeps 16
    Hawaii> Makawao
    from $2,116 
    View Property   Book Now
  • North Shore Lookout Maui - Pele Suite - Upcountry - Makawao - Maui! B&B

    Pele suite
    BBMP 2017/0003

    The Pele suite is named after the Hawaiian goddess of volcanos and creator of the islands. It is designed with a tropical and natural theme. Its lava shower and unique bathroom will make you feel as if ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Makawao
    from $501 
    View Property   Book Now
  • 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 ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> makawao
    from $501 
    View Property   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...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Makawao
    from $383 
    View Property   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 ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> makawao
    from $472 
    View Property   Book Now
  • Historic Upcountry Ranch Home


    PERMITS: SUP2 2019/0015 and STMP T2019/0002

    MAUI’S VRBOS ARE NOW OPEN TO TRAVELERS FROM THE MAINLAND AND ELSEWHERE. FOR LATEST ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Makawao
    from $639 
    View Property   Book Now
  • Luxury Upcountry retreat with breathtaking views!

    Permits
    BBMP2019/0006 & SUP2 2019/0003
    GE-081-730-0480-01 & TA-081-730-0480-01
    This is a BnB not a STRH
    Owners live on property.

    Aloha, sorry but at this time we are not hosting to families with children younger than 16. ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Makawao
    from $585 
    View Property   Book Now
  • Luxury Upcountry Villa with breathtaking views

    Aloha, sorry but at this time we are not hosting to families with children younger than 13. Mahalo.

    Permits
    BBMP2019/0006 & SUP2 2019/0003
    GE-081-730-0480-01 & TA-081-730-0480-01
    This is a BnB not a STRH
    Owners live on ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Makawao
    from $863 
    View Property   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
    Hawaii> Makawao
    from $621 
    View Property   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
    Hawaii> Makawao
    from $424 
    View Property   Book Now
  • Upcountry Short Term Rental Home with Ocean and Mt Views, Close to Makawao 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. Maui County Tax Number: TA-042-382-9504-01, Maui County TMK: (2) ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Makawao
    from $867 
    View Property   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
    Hawaii> Makawao
    from $348 
    View Property   Book Now
  • Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

    This adorable bed & breakfast in Makawao is the perfect spot for your escape. With a cozy bedroom featuring a queen bed, a lovely living room with two sofa beds, and a bathroom equipped with a shower and hair dryer, guests will feel right at ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 6
    Hawaii> Makawao
    from $371 
    View Property   Book Now