Holiday Homes in Upcountry Maui

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Featured Holiday Homes in Upcountry Maui

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

Makawao
10.0 out of 10, Exceptional, (70)
"There is absolutely nothing we could think of that was missing from our week at Banyon Tree! The property is beautiful, lovingly maintained, and made this our best trip to Hawaii ever!! Actually, our best-ever family vacation! Plenty of room for swimming, playing Capture the Flag, enjoying family dinners, playing card and table games, and just hanging out. We enjoyed seeing the turtles at Ho’okepa Beach, playing in the river at Íao State Park, and shopping local markets. Comfortable island...
United States
Sheridan B.
The price is AU$4,613
includes taxes & fees
17 Nov - 18 Nov
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

Haiku
The price is AU$2,009
includes taxes & fees
23 Nov - 24 Nov
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

Haiku Hale - 3 Bedroom Maui Getaway!

Haiku
10.0 out of 10, Exceptional, (4)
"The neighborhood is a nice quiet area, with shops & places to eat within a minute walk. The driveway is a bit tricky, but opens up to a beautiful property with plenty of outdoor space. The house itself was very clean & neat, and the rooms all fit our needs. We only stayed one night but wish we could have stayed a week! I would highly recommend this property to anyone looking to stay off the beaten path but still be able to see everything you want!"
United States
Nate G.
The price is AU$1,520
includes taxes & fees
11 Nov - 12 Nov
Haiku Hale - 3 Bedroom Maui Getaway!

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

Hana
9.6 out of 10, Exceptional, (404)
"Very clean, excellent directions and instructions, loved the lanai, fans helped keep one comfortable "
United States
Jean J.
The price is AU$554
includes taxes & fees
5 Dec - 6 Dec
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Yonegan Maui Getaways - Haiku

3.0 star property
Haiku
9.0 out of 10, Wonderful, (8)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is AU$375
includes taxes & fees
12 Nov - 13 Nov
Yonegan Maui Getaways - Haiku

Fisher's Hana Bay Hale, Across from Hana Bay

Kahului
9.6 out of 10, Exceptional, (407)
"We only stayed one night but it was fantastic, clean and cozy! Check in was super simple and we were able to get in and out quickly to enjoy the rest of our trip."
United States
Jarah A.
The price is AU$621
includes taxes & fees
12 Nov - 13 Nov
Fisher's Hana Bay Hale, Across from Hana Bay

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

Hana
9.2 out of 10, Wonderful, (145)
"We liked the flat very much. Clean, cosy, like described."
Germany
Petra W.
The price is AU$694
includes taxes & fees
11 Nov - 12 Nov
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Hana
9.8 out of 10, Exceptional, (145)
"Really wonderful place! We enjoyed the space so much and its views and lush backyard "
United States
Noah
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

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

Hana
9.8 out of 10, Exceptional, (76)
"We had a very relaxing time at this property! Such a beautiful place. We will definitely stay again. "
United States
Elizabeth C.
The price is AU$1,546
includes taxes & fees
11 Nov - 12 Nov
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

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

Hana
9.8 out of 10, Exceptional, (235)
"Great place to stay if you are looking to get away from it all. "
United States
Jacques C.
The price is AU$966
includes taxes & fees
11 Nov - 12 Nov
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Paia
10.0 out of 10, Exceptional, (176)
"Was pleasant and quiet."
United States
Donovan W.
The price is AU$1,326
includes taxes & fees
28 Nov - 29 Nov
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Hana Homestead by the Beach

Hana
9.8 out of 10, Exceptional, (136)
"Very comfortable for a mid-sized group"
United States
David L.
The price is AU$2,061
includes taxes & fees
11 Dec - 12 Dec
Hana Homestead by the Beach

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

South Kihei
9.2 out of 10, Wonderful, (60)
"Everything you need in the condo and enough beaches to try one every day!"
United States
Marco D.
The price is AU$918
includes taxes & fees
11 Nov - 12 Nov
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

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

North Kihei
9.8 out of 10, Exceptional, (109)
"The property was clean, well maintained, and in a sweet, quiet neighborhood-a perfect home base for lots of day trips around Maui with tons of toys for beach-going. We hope to visit again! And a beautiful backyard and amenities!"
United States
Rachel C.
The price is AU$869
includes taxes & fees
30 Nov - 1 Dec
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Oceanview Retreat in Puamana – Steps from the Beach & Surf

Lahaina
10.0 out of 10, Exceptional, (2)
"The condo was beautifully updated, very clean, and the furniture was comfortable. We loved the outdoor living space as well. We had everything we needed in the kitchen. The outdoor shower was a great extra! "
United States
Lauren F.
The price is AU$1,699
includes taxes & fees
18 Nov - 19 Nov
Oceanview Retreat in Puamana – Steps from the Beach & Surf

Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi

Lahaina
9.6 out of 10, Exceptional, (9)
"We greatly enjoyed our stay in this unit and on this property. The unit was exceptionally clean, well-maintained, and the kitchen was exceptional. The beds gave you the option of either a soft surface or a firm mattress. Excellent view from the lanai. And the snorkeling in Honokeana Bay was exceptional! Sea turtles galore! Will be back next year!"
United States
Ron W.
The price is AU$769
includes taxes & fees
11 Nov - 12 Nov
Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi

NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

Lahaina
10.0 out of 10, Exceptional, (27)
"The house was perfect for our family of 5. We loved having beach items like chairs, umbrella, cooler, etc to use. Easy walk to the beach. The house had everything we needed! "
United States
Jen B.
The price is AU$1,372
includes taxes & fees
11 Nov - 12 Nov
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

Lahaina
10.0 out of 10, Exceptional, (26)
"I looked around quite a bit and this property is everything they said it would be. Ocean right out the back door! I’m sure we will be back."
United States
Carl C.
The price is AU$2,168
includes taxes & fees
24 Nov - 25 Nov
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

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

North Kihei
9.6 out of 10, Exceptional, (107)
"Our family of 6 adults stayed at this property. It met our needs for beds, bathrooms, kitchen and lounging space. The outdoor space adds to the value. We enjoyed using the grill and appreciated the stocked kitchen."
United States
Connie W.
The price is AU$1,583
includes taxes & fees
11 Nov - 12 Nov
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL

Lahaina
10.0 out of 10, Exceptional, (175)
"We had an amazing time in Maui. The house was clean, well stocked and in a great location. Communication was extremely easy and quick! Highly recommend!"
United States
Tina E.
The price is AU$1,588
includes taxes & fees
11 Nov - 12 Nov
3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL
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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