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, (73 reviews)
"We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. We also loved the Maui feel of the accommodations and being out of the busier parts of Maui. I highly recommend this venue for larger groups! "
United States
Kari L.
The price is €2,667
includes taxes & fees
23 Feb - 24 Feb
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, (4 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 €737
includes taxes & fees
10 Feb - 11 Feb
Haiku Hale - 3 Bedroom Maui Getaway!

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (21 reviews)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is €237
includes taxes & fees
15 Feb - 16 Feb
Yonegan Maui Getaways - Haiku

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
Hana
10.0 out of 10, Exceptional, (189 reviews)
"Beautiful peaceful home. "
United States
Rebecca
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

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, (150 reviews)
"The location was fantastic and the house was very comfortable, especially the beds."
United States
Lisa H.
The price is €481
includes taxes & fees
22 Feb - 23 Feb
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Kapalua Golf Villas by KBM Resorts

Kapalua Golf Villas by KBM Resorts
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (9 reviews)
"Everything was great !"
United States
Jackelin
The price is €3,131
includes taxes & fees
22 Feb - 23 Feb
Kapalua Golf Villas by KBM Resorts

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, (238 reviews)
"30 yr anniversary - perfectly relaxing for us - would stay here again for sure."
United States
Trent H.
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

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 €438
includes taxes & fees
12 Feb - 13 Feb
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

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, (79 reviews)
"Phenomenal property for your stay in Hana - especially for a large group "
United States
Logan G.
The price is €926
includes taxes & fees
12 Mar - 13 Mar
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"A lovely historic bnb"
United States
Maggie M.
The price is €331
includes taxes & fees
16 Feb - 17 Feb
Pikake Suite - Historic Elegance, Wailuku

3-bedroom upstairs unit in beautiful Wailuku with AC

3-bedroom upstairs unit in beautiful Wailuku with AC
Wailuku
6.0 out of 10, (3 reviews)
"Thanks for an efficient place to stay."
United States
Seth R S.
The price is €275
includes taxes & fees
10 Feb - 11 Feb
3-bedroom upstairs unit in beautiful Wailuku with AC

★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔

★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔
Haiku
9.8 out of 10, Exceptional, (14 reviews)
"Highly recommended "
United States
Kaena
★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔

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

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Paia
10.0 out of 10, Exceptional, (182 reviews)
"It was a nice place. We had a great time easy in and out close to everything."
United States
Angela O.
The price is €886
includes taxes & fees
26 Feb - 27 Feb
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK

3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK
Lahaina
10.0 out of 10, Exceptional, (61 reviews)
"Directly across the street from the bay for good snorkeling spot. Eat at the Gazebo for an unforgettable breakfast of macadamia nut and banana pancakes. Open air dining right on the beach."
United States
Rebecca B.
3BD WALK TO THE BEACH | Luxury Remodel | HUGE DECK

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, (107 reviews)
"The property has a shared backyard with another rental. The BBQ, backyard, and hot tub are potentially shared with strangers and no notice is given of that in the listing or by the host during the stay. "
United States
Patti M.
The price is €896
includes taxes & fees
11 Mar - 12 Mar
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

New! The Aloha Cottage in Puamana, Maui Hawaii

New! The Aloha Cottage in Puamana, Maui Hawaii
Lahaina
9.8 out of 10, Exceptional, (89 reviews)
"Cottage was clean and well kept. Location is convenient to shopping, dining, and many beaches including a small beach just a short walk from the property. Stay was very enjoyable."
United States
Robert B.
The price is €862
includes taxes & fees
11 Feb - 12 Feb
New! The Aloha Cottage in Puamana, Maui Hawaii

POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!
Lahaina
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful location and property."
United States
Angie A.
The price is €943
includes taxes & fees
27 Feb - 28 Feb
POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
North Kihei
10.0 out of 10, Exceptional, (2 reviews)
"The house is an easy walk to a quiet beach and any easy drive to a grocery store and restaurants. The house was clean and well stocked. "
United States
Kimberly F.
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

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

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
Lahaina
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful experience. Loved the house... bathtub was excellent!"
United States
Marcy M.
The price is €1,446
includes taxes & fees
4 Mar - 5 Mar
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

Experience luxury at The Ulu Suite | Garden patio

Experience luxury at The Ulu Suite | Garden patio
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Parking and check in was easy and just as described. The interior was simple, yet felt upscale. Lovely original art on the walls, comforts bed, and bathroom and shower were wonderful. Would stay here again. "
United States
e o.
The price is €368
includes taxes & fees
22 Feb - 23 Feb
Experience luxury at The Ulu Suite | Garden patio
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
1,055
Accommodation
186 Holiday Homes
Lowest Price
€237
Highest Price
€3,131

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