Search Vacation Homes in Upcountry Maui

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation 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.
$2,388 nightly
The price is $2,796
Nov 17 - Nov 18
Total with taxes and fees
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

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

Haiku
$1,115 nightly
The price is $1,290
Nov 23 - Nov 24
Total with taxes and fees
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.
$839 nightly
The price is $977
Nov 16 - Nov 17
Total with taxes and fees
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, (406)
"Nice space with a good location. Comfy beds. "
United States
Dannielle P.
$306 nightly
The price is $356
Dec 5 - Dec 6
Total with taxes and fees
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Yonegan Maui Getaways - Haiku

3.0 star property
Haiku
9.2 out of 10, Wonderful, (9)
"Loved having the hot tub to come home to!!"
United States
Pedro
$222 nightly
The price is $244
Nov 16 - Nov 17
Total with taxes and fees
Yonegan Maui Getaways - Haiku

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.
$426 nightly
The price is $496
Nov 23 - Nov 24
Total with taxes and fees
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!

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.
$531 nightly
The price is $617
Nov 17 - Nov 18
Total with taxes and fees
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

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.
$845 nightly
The price is $984
Nov 16 - Nov 17
Total with taxes and fees
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

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.
$822 nightly
The price is $957
Nov 28 - Nov 29
Total with taxes and fees
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)
"The view from this house is absolutely amazing!! It overlooks Hana bay and the lighthouse. You can literally sit in the hot tub on the front porch and watch the sunset over the bay!"
United States
Sarah B.
$1,166 nightly
The price is $1,263
Dec 15 - Dec 16
Total with taxes and fees
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.
$504 nightly
The price is $586
Nov 16 - Nov 17
Total with taxes and fees
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.
$438 nightly
The price is $509
Nov 30 - Dec 1
Total with taxes and fees
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

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

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.
$997 nightly
The price is $1,132
Nov 18 - Nov 19
Total with taxes and fees
Oceanview Retreat in Puamana – Steps from the Beach & Surf

New! The Aloha Cottage in Puamana, Maui Hawaii

Lahaina
9.8 out of 10, Exceptional, (86)
"Loved our stay at the Aloha Cottage. Property was clean and neat. Kitchen was well stocked which made cooking for the kids easy. Loved the outdoor lanai. Great spot for families and kids. Easy close beach access, but also easy drive to stores and restaurants in Lahaina. Nearby beaches were also great. Would definitely stay again. "
United States
Alexandra M.
$748 nightly
The price is $871
Nov 16 - Nov 17
Total with taxes and fees
New! The Aloha Cottage in Puamana, Maui Hawaii

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.
$753 nightly
The price is $877
Nov 16 - Nov 17
Total with taxes and fees
NEW LUXURY REMODEL W/POOL | Panoramic Ocean Views!

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

North Kihei
9.6 out of 10, Exceptional, (107)
"Overall, this house was in a great location, clean and beautiful accommodations and superb customer service. From the moment we arrived, I was impressed by the cleanliness. The host made a note to greet us when we got there. He then showed us throughout the house to make sure we knew where everything was and answer any questions we had. Throughout the week, he was available to offer suggestions, and we saw a lot of great local sights based on his recommendations. This was one of the best houses...
United States
Kristin S.
$859 nightly
The price is $999
Nov 16 - Nov 17
Total with taxes and fees
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

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.
$1,196 nightly
The price is $1,398
Nov 24 - Nov 25
Total with taxes and fees
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS

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

Lahaina
10.0 out of 10, Exceptional, (176)
"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.
$877 nightly
The price is $1,021
Nov 16 - Nov 17
Total with taxes and fees
3BD WALK TO SANDY BEACH | Gated | LUXURY SPA FEEL

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

Lahaina
10.0 out of 10, Exceptional, (3)
"This place was exactly what our family (3 adults and 2 toddlers) needed. It was immaculately clean, walkable to a very private beach, and had everything needed for our stay to be perfect (toys, beach gear, towels, kitchen necessities, etc). We would 100% rebook "
United States
Michael T.
$1,198 nightly
The price is $1,395
Nov 18 - Nov 19
Total with taxes and fees
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Upcountry Maui Hotel Reviews

Find out more about Upcountry Maui

Upcountry Maui Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia