Holiday Homes in Upcountry Maui

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Featured Holiday Homes in Upcountry Maui

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (4)
"It was a last minute stay and it had what we needed. "
The price is AU$354
includes taxes & fees
5 Oct - 6 Oct
Yonegan Maui Getaways - Haiku

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

9.6 out of 10, Exceptional, (395)
"The property was excellent, highly recommend. "
The price is AU$549
includes taxes & fees
9 Sept - 10 Sept
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

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

9.6 out of 10, Exceptional, (20)
"Excellent all around property"
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (400)
"Wonderful property and a great place to stay in Hana"
The price is AU$611
includes taxes & fees
8 Sept - 9 Sept
Fisher's Hana Bay Hale, Across from Hana Bay

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!

9.8 out of 10, Exceptional, (100)
"This home is absolutely beautiful and accommodated our family of 25 well! It’s a block from the beach and has a great pool for kids of all ages! We loved our stay! "
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!

Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

9.8 out of 10, Exceptional, (103)
"This was a perfect spacious lovely home in a fabulous location and was just the perfect home base for our daughter's "wedding week" in Wailea. We enjoyed the fabulous pool and the proximity to the beach and all the fabulous restaurants Wailea has to offer. Management was extremely responsive, allowed us to check in early and depart late as well - This is a great home for togetherness, and family time. "
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center

Kihei Maui Beach house - On the water

9.8 out of 10, Exceptional, (58)
"Mark’s property was perfect for our large family group. The location was close to everything we wanted to do in Kihei, including beaches, restaurants, snorkeling, and surfing. Our group really enjoyed all the gear that comes with the house - standup paddle boards, game tables, bikes and more! Would recommend this place highly for a super laid back Maui experience. Mark was very helpful and responsive to questions. "
Kihei Maui Beach house - On the water

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (77)
"Really enjoyed this home! "
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

9.6 out of 10, Exceptional, (10)
"We stayed 1 week smd everyday was special. The house is lovely but the views and oceanfront is priceless. Great location which will be even better onve Lahaina is rebuilt. Easy to get to kaanspali and south."
Spectacular Oceanfront 4 bedroom 4 bath, AC, pool in tropical oasis.

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (180)
"Located a few miles beyond Hana, this is a well-equipped and very comfortable rental. "
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

Entire home in Kihei within walking distance to beaches, shopping and dining!

9.4 out of 10, Exceptional, (56)
"Location is great (almost ocean front) But house has a smell and does not look clean Only 3 sets of bath towels. All towels smelled because they absorb that from the house. No wine glasses."
Entire home in Kihei within walking distance to beaches, shopping and dining!

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (11)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

Privacy In Paradise - Top Rated Vacation Home in West Maui

10.0 out of 10, Exceptional, (143)
"It was simply amazing"
Privacy In Paradise - Top Rated Vacation Home in West Maui

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

10.0 out of 10, Exceptional, (18)
"Property was in great location and very clean. Property manager was very nice and very accommodating."
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

9.8 out of 10, Exceptional, (154)
"A great family destination. The grand kids spent hours in the pool. "
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (199)
"We stayed here 4 nights, perfect location for our activities. We did sunrise bike ride down Haleakala and Road to Hana. "
Kaiholo Hale

Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

9.6 out of 10, Exceptional, (25)
"The house was great and perfect for our family. Great location and plenty of comfortable space for our large group. We would definitely stay there again."
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

10.0 out of 10, Exceptional, (228)
"Lovely property and very enjoyable place to stay. Great location."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

9.8 out of 10, Exceptional, (22)
"We loved our four days at this home. It was beautiful and so close to a lovely beach. Just wish we could have stayed longer!!"
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (166)
"The house was a wonderful place to stay, with breathtaking sunsets and sunrises, turtles on the beach, and close to amenities. "
BEACHFRONT MAUI KIHEI HOUSE
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

Find out more about Upcountry Maui

Upcountry Maui Holiday Homes information

Number of reviews
Accommodation
174 Holiday Homes
Lowest Price
AU$354
Highest Price
AU$611

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