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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  • Enjoy Maui's History in Ocean View Home in Rural Countryside - Permitted

    Maui County Rental permit - STMP 2013 0004 TA-052-035-1744-01 / GE-052-035-1744-01 Step back in time... to the early 1900's and explore Maui ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 6
    HI> Makawao
    7 night min stay14  reviews
    $350 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 ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Makawao
    3 night min stay8  reviews
    $150 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, ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> makawao
    3 night min stay2  reviews
    $250 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, ...

    • 0 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Makawao
    3 night min stay29  reviews
    $225 per night
      Book Now
  • Up Country spacious open beam 3 bedroom home 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 ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    HI> Makawao
    3 night min stay7  reviews
    $225 per night
      Book Now
  • Pookela Paradise 1- Walking Distance to Makawao, Panoramic Ocean Views!

    Welcome to the perfect location! This house is very private and provides plenty of parking and security for vehicles and/or bikes and ocean ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 10
    HI> Makawao
    4 night min stay77  reviews
    $295 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 king mattress with adjoining ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 8
    HI> Makawao
    4 night min stay80  reviews
    $325 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. ...

    • 5 bedroom
    • 4 bathroom
    • Sleeps 10
    HI> Makawao
    4 night min stay18  reviews
    $508 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, ...

    • 7 bedroom
    • 8 bathroom
    • Sleeps 22
    HI> Makawao
    1 night min stay15  reviews
    $1,375 per night
      Book Now
  • Historic Maui House, 4 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, ...

    • 4 bedroom
    • 5 bathroom
    • Sleeps 12
    HI> Makawao
    1 night min stay13  reviews
    $908 per night
      Book Now
  • Elegant & Quiet Lehua Cottage at Ho'omana B&B

    Bed And Breakfast Permit # BBMP2015/0005 & SUP2 2015/0003 Ho'omana's Lehua Cottage is a private, fully equipped, tropical styled cottage set ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    HI> Makawao
    3 night min stay50  reviews
    $128 per night
      Book Now
  • Pookela Paradise 2- Great Location! Spectacular Ocean and Mountain Views!

    Welcome to the perfect location! This house is very private and provides plenty of parking and security for vehicles and/or bikes and ocean ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    HI> Makawao
    4 night min stay37  reviews
    $295 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 ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Makawao
    3 night min stay11  reviews
    $175 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. Our upcountry cottage is surrounded by lush ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Makawao
    3 night min stay0  reviews
    $175 per night
      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 ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    HI> Makawao
    3 night min stay0  reviews
    $215 per night
      Book Now
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