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Aug 22 - Aug 24
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Upcountry Maui Cabin Rentals

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Recommended hotels in Upcountry Maui

Gods Peace Of Maui
Family Cottage, Ocean View | Street view

Gods Peace Of Maui

2.0 star property
9.2 out of 10, Wonderful, (22)
"super chill loved the vibes and the view and the island cats "
The price is CA $230
CA $271 total
includes taxes & fees
Aug 18 - Aug 19
Gods Peace Of Maui
Adorable 1930's Gingerbread House....Permitted!
Exterior

Adorable 1930's Gingerbread House....Permitted!

9.8 out of 10, Exceptional, (12)
"My wife and I enjoyed our stay. House is perfect for a couple and we enjoyed the animals making their rounds throughout the property each day. Eve was an outstanding hostess and made sure we had everything we needed and enjoyed our stay. If we get to Maui again, we will definitely stay in the Gingerbread House again."
The price is CA $380
CA $822 total
includes taxes & fees
Sep 7 - Sep 8
Adorable 1930's Gingerbread House....Permitted!
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Interior

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

9.2 out of 10, Wonderful, (25)
"Charming decorations and immaculately clean. Tasty fresh fruit, bread, milk, and yogurt provided by the host. Couldn't recommend this place more. "
The price is CA $224
CA $572 total
includes taxes & fees
Aug 19 - Aug 20
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Lumeria Maui Educational Retreat Center
Property grounds

Lumeria Maui Educational Retreat Center

3.5 star property
8.6 out of 10, Excellent, (206)
"A wonderful, off-the-beaten path experience away from all the tourists. "
The price is CA $538
CA $748 total
includes taxes & fees
Aug 18 - Aug 19
Lumeria Maui Educational Retreat Center
Haleakala Sunrise Home, Kula, Maui, Hawaii
Property grounds

Haleakala Sunrise Home, Kula, Maui, Hawaii

9.8 out of 10, Exceptional, (83)
"All the comforts of home in a tropical paradise."
The price is CA $345
CA $640 total
includes taxes & fees
Aug 23 - Aug 24
Haleakala Sunrise Home, Kula, Maui, Hawaii
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Exterior

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (67)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is CA $2,204
CA $4,205 total
includes taxes & fees
Sep 10 - Sep 11
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Exterior

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

10.0 out of 10, Exceptional, (177)
"Great place !!"
The price is CA $621
CA $1,376 total
includes taxes & fees
Aug 22 - Aug 23
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Haiku Hale - 3 Bedroom Maui Getaway!
Exterior

Haiku Hale - 3 Bedroom Maui Getaway!

10.0 out of 10, Exceptional, (4)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
The price is CA $683
CA $1,366 total
includes taxes & fees
Aug 30 - Aug 31
Haiku Hale - 3 Bedroom Maui Getaway!
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom (corner unit)
Exterior

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom (corner unit)

9.4 out of 10, Exceptional, (61)
"Great place to sit and relax after the long drive. Would stay here 2 nights next time. Lots of food trucks nearby, gas station, general store etc. Location is amazing, we watched the sun come up at the beach. Comfy beds and nice lanai(s)"
The price is CA $430
CA $614 total
includes taxes & fees
Aug 28 - Aug 29
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom (corner unit)
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Exterior

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!

9.6 out of 10, Exceptional, (72)
"Great spot right on the beach "
The price is CA $477
CA $676 total
includes taxes & fees
Aug 26 - Aug 27
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Exterior

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

9.6 out of 10, Exceptional, (75)
"This was perfect for a 1 night stay, would’ve even been great for a lengthy vacation too. The beach was beautiful and the unit itself was very nice! Would definitely stay again"
The price is CA $448
CA $638 total
includes taxes & fees
Aug 22 - Aug 23
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Exterior

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

9.6 out of 10, Exceptional, (71)
"Best Suite & view was excellent!!"
The price is CA $416
CA $595 total
includes taxes & fees
Aug 20 - Aug 21
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Property grounds

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

9.6 out of 10, Exceptional, (109)
"We loved our stay here! We just stayed one night on a two day Road to Hana adventure and we wish we stayed longer! It had everything we needed and we loved watching the sunrise on the beach!! We would definately be back."
The price is CA $441
CA $629 total
includes taxes & fees
Aug 23 - Aug 24
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Oceanview Condo in Hana-Let the ocean lull you to sleep
Exterior

Oceanview Condo in Hana-Let the ocean lull you to sleep

9.2 out of 10, Wonderful, (103)
"Perfect spot, comfy bed, clean and relaxing. An absolute dream thank you!"
The price is CA $334
CA $626 total
includes taxes & fees
Aug 26 - Aug 27
Oceanview Condo in Hana-Let the ocean lull you to sleep
Fisher's Hana Bay Hale, Across from Hana Bay
Property grounds

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (394)
"Property was in a great location, very clean. We enjoyed our stay!"
The price is CA $269
CA $551 total
includes taxes & fees
Aug 20 - Aug 21
Fisher's Hana Bay Hale, Across from Hana Bay
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Property grounds

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

9.6 out of 10, Exceptional, (388)
"The property was excellent, highly recommend. "
The price is CA $240
CA $492 total
includes taxes & fees
Aug 20 - Aug 21
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Secluded cottage on Tropical flower farm
Outdoor dining

Secluded cottage on Tropical flower farm

9.6 out of 10, Exceptional, (265)
"We stayed 2 nights. Beautiful stay if you want to be off the grid. "
The price is CA $408
CA $767 total
includes taxes & fees
Aug 21 - Aug 22
Secluded cottage on Tropical flower farm
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Smart TV, Netflix, DVD player, books

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

9.8 out of 10, Exceptional, (229)
"Wonderful location!"
The price is CA $415
CA $868 total
includes taxes & fees
Aug 25 - Aug 26
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Exterior

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

10.0 out of 10, Exceptional, (79)
"After eight trips to Hawaii, this is the first place where I really felt I was in paradise. "
The price is CA $428
CA $749 total
includes taxes & fees
Aug 21 - Aug 22
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
Exterior

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens

10.0 out of 10, Exceptional, (480)
"Terry made our stay very comfortable through her personal greeting and tour of the cottage once we arrived, as well as all amenities available such as fresh eggs and bananas. The cottage and surrounding property are stunning, and her cute cat who lives on the lenai loved to hang out with us. Only wish we could have stayed longer, would stay here again! "
The price is CA $380
CA $658 total
includes taxes & fees
Aug 23 - Aug 24
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
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.
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Top Upcountry Maui Hotel Reviews

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"Room was beautiful and bed room was nice with the full suite. Text messaging with property staff was a nice way to communicate."
Jeffrey 4-night trip
Posted 16 hours ago
Hilton Vacation Club Ka'anapali Beach Maui