View over Haleakala crater, at 3000 ft. Make sure that the skies are clear before heading to Haleakala, otherwise this view could be totally blocked by clouds.
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Our top choices for Upcountry Maui guest houses

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens

Hana

Lester

includes taxes & fees

5 Jan - 6 Jan

Fridge, oven, stovetop, coffee/tea maker

JJs Hāna Hale - Farm House

Kaʻeleku

Kathy

includes taxes & fees

17 Jan - 18 Jan

Paia Inn - 3 Bedroom Ocean Front Beach House

Paia

"This is a beautiful property in an absolutely amazing location. We love love LOVED Paia - it is away from the more touristy areas of Maui, has great shops and restaurants, and it was so incredible to be directly on the beach while also being smack in the middle of town. When I booked, I did not realize that this house is part of a hotel, which made it a bit difficult to find at first, but it turned out to be great because we had the best of both worlds - our own house/space but with the...

Katy F.

includes taxes & fees

2 Jan - 3 Jan

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Top Upcountry Maui Hotel Reviews

Royal Lahaina Resort & Bungalows

10/10 Excellent

"The ocean front view was fantastic "

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"I absolutely loved this resort...felt like true hawaii...we stayed over Christmas, and it was decorated so cute, the staff sang Chrismas carols outside the room on Christmas morning...it was a very mellow, laid back vibe. We had two ocean view rooms..they were clean and comfy. Walking distance to Whaler's Village and tons of restaurants. Maui Brewing onsite...can't say enough about it. :)"