Holiday Homes in Upcountry Maui

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Our top choices for Upcountry Maui holiday homes

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

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
10.0 out of 10, Exceptional, (77 reviews)
"Absolutely incredible, the property and the host exceeded all expectations! "
Canada
Marley L.
The price is AU$3,967
includes taxes & fees
27 May - 28 May
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (5 reviews)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
United States
Linda S.
The price is AU$1,185
includes taxes & fees
27 May - 28 May
Haiku Hale - 3 Bedroom Maui Getaway!

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (31 reviews)
"The location was great, especially if you plan to see the whole island! Easy check in and check out. Clean place."
United States
Weronika
The price is AU$473
includes taxes & fees
20 May - 21 May
Yonegan Maui Getaways - Haiku

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

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (449 reviews)
"Food truck near."
United States
Neal
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Hana Town Center
9.2 out of 10, Wonderful, (156 reviews)
"Great location "
United States
Shahaf Y.
The price is AU$786
includes taxes & fees
20 May - 21 May
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

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

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Kaʻeleku
9.8 out of 10, Exceptional, (244 reviews)
"I appreciated everything as advertised. Would have preferred mini splits or AC in the bedrooms, but still a nice peaceful spot."
United States
Robert
The price is AU$795
includes taxes & fees
18 May - 19 May
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Kaʻeleku
9.8 out of 10, Exceptional, (86 reviews)
"Great tropical location with ocean view. "
United States
Myra S.
The price is AU$1,178
includes taxes & fees
25 May - 26 May
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (63 reviews)
"Great stay, responsive host, clean and well equipped lanai, wonderful location. "
United States
JW B.
The price is AU$606
includes taxes & fees
27 May - 28 May
Hale Nihi - Paia, Maui

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (109 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is AU$681
includes taxes & fees
25 May - 26 May
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (105 reviews)
"great location, great host"
United States
Peter M.
The price is AU$606
includes taxes & fees
27 May - 28 May
HALE NIHI, Paia, Maui

Lehua Suite - Hawaiian elegance | Patio garden

Lehua Suite - Hawaiian elegance | Patio garden
Wailuku
10.0 out of 10, Exceptional, (2 reviews)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The price is AU$568
includes taxes & fees
15 May - 16 May
Lehua Suite - Hawaiian elegance | Patio garden

Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (142 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
The price is AU$1,991
includes taxes & fees
20 May - 21 May
Hana Homestead by the Beach

Haleakala Cottage - private hot tub, pool access

Haleakala Cottage - private hot tub, pool access
Haiku
10.0 out of 10, Exceptional, (105 reviews)
"We did not stay in a room that was supposed to be ocean visible. But we loved our little cottage!!! so so cute!!! it had every amenity we could ever want and we were in a huge rain storm in Maui where if you just went outside anywhere in Maui, he would be soaked! Kind of a rare occasion, I think. Anyway, that cottage was so perfect and comfy! It had everything we needed in. The hot tub was absolutely wonderful to have in those conditions. I would recommend this stay to anyone. It’s a...
United States
Eve
The price is AU$940
includes taxes & fees
19 May - 20 May
Haleakala Cottage - private hot tub, pool access

Aloha Oceanfront Retreat 327

Aloha Oceanfront Retreat 327
Lahaina
6.0 out of 10, (1 review)
"Desk girl locked herself out of Hotel as we arrived so had to wait with our groceries then charged us a full days parking as we waited outside with her then on day 2 the microwave took a dive and the hotel can’t do anything being a owner/host issue they never even responded about the issue but the ocean and waves didn’t disappoint us as it never does. Go ba come, I don’t think so."
United States
Stevin
The price is AU$662
includes taxes & fees
3 June - 4 June
Aloha Oceanfront Retreat 327

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
South Kihei
9.2 out of 10, Wonderful, (61 reviews)
"Our vacation was amazing! The place was even better than we expected — super clean, cozy, and had everything we needed in the kitchen. The AC worked great, and the view from the patio was just beautiful. The beach is right across the street and honestly one of the best around. We already know where we’ll stay next time — we loved it!"
United States
Olga T.
The price is AU$814
includes taxes & fees
15 May - 16 May
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Hana Town Center
9.6 out of 10, Exceptional, (33 reviews)
"Beautiful cottage, great furnishings, beautiful bay, great location, would love to stay!!"
United States
Debbie P.
The price is AU$1,803
includes taxes & fees
27 May - 28 May
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (95 reviews)
"Great communication with owner, Ryan! Very sweet neighbors in the area as well. Well maintained and had all the needed amenities. Wished we could have stayed longer! "
United States
Samantha S.
The price is AU$1,190
includes taxes & fees
22 May - 23 May
New! The Aloha Cottage in Puamana, Maui Hawaii

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (110 reviews)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
United States
Michael B.
The price is AU$1,387
includes taxes & fees
25 May - 26 May
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

3BR Beach Escape | Great Value! 2min Walk to beach

3BR Beach Escape | Great Value! 2min Walk to beach
Lahaina
3BR Beach Escape | Great Value! 2min Walk to beach

Oceanfront Living | 2 Masters | Views | AC

Oceanfront Living | 2 Masters | Views | AC
Lahaina
10.0 out of 10, Exceptional, (28 reviews)
"Fantastic location and great communication from Kevin! We thoroughly enjoyed our stay!!"
United States
Janelle G.
The price is AU$2,069
includes taxes & fees
21 May - 22 May
Oceanfront Living | 2 Masters | Views | AC
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

Find out more about Upcountry Maui

Upcountry Maui Holiday Homes information

Number of reviews
1,864
Accommodation
178 Holiday Homes
Lowest Price
AU$473
Highest Price
AU$3,967

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