A barren volcanic landscape with rugged terrain and distant mountains.
Photo by Project Forever
Open Photo by Project Forever

Upcountry Maui Vacations from ¥69,564

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The Latest Upcountry Maui Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 24 - Sep 28

    Gods Peace Of Maui + Flight

    Makawao
    4 nights
    2.0 star property
    8.8/10 - Excellent (136 reviews)
    "Beautiful property nice grounds"
    Reviewed August 6, 2026
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    ¥96,153
    ¥69,564
    per traveler
    found 6 hours ago
    Gods Peace Of Maui
  • Sep 24 - Sep 28

    Lahaina Shores Beach Resort By Castle + Flight

    Lahaina
    4 nights
    3.0 star property
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    Save 100% on your flight
    ¥157,545
    ¥96,722
    per traveler
    found 6 hours ago
    Lahaina Shores Beach Resort By Castle
  • Sep 24 - Sep 28

    Mana Kai Maui- Official Onsite Rental + Flight

    South Kihei
    4 nights
    3.5 star property
    9.0/10 - Wonderful (1,006 reviews)
    "The beach is the best! Loved the two-bedroom, two-bathroom setup. Perfect for families."
    Reviewed August 6, 2026
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    Save 100% on your flight
    ¥138,272
    ¥100,031
    per traveler
    found 6 hours ago
    Mana Kai Maui- Official Onsite Rental
  • Sep 24 - Sep 28

    Hotel Wailea, Relais & Chateaux - Adults Only + Flight

    Wailea
    4 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend."
    Reviewed July 25, 2026
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    Save 100% on your flight
    ¥558,478
    ¥406,487
    per traveler
    found 6 hours ago
    Hotel Wailea, Relais & Chateaux - Adults Only
  • Sep 24 - Sep 28

    Maui Seaside Hotel + Flight

    Kahului
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,555 reviews)
    "The ocean-side elevator in the three-story building had a musty smell. Other than that, the room was beautifully renovated, clean, spacious, and very comfortable."
    Reviewed August 5, 2026
    Roundtrip Oahu (HNL) - Maui (OGG)
    HNL - OGGNonstop OGG - HNLNonstop
    Save 100% on your flight
    ¥131,343
    ¥98,480
    per traveler
    found 6 hours ago
    Maui Seaside Hotel

Discover the most popular places to visit in Upcountry Maui

Upcountry Maui Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.