Search Vacation Homes in Upcountry Maui

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27 Jun - 29 Jun
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4 Jul - 6 Jul
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18 Jul - 20 Jul
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15 Aug - 17 Aug

Vacation Homes in Upcountry Maui

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

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"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
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
1 bedroom, iron/ironing board, travel crib, free WiFi

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

9.6 out of 10, Exceptional, (379)
"Wonderful property, perfect for an overnight in Hāna."
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Kaiholo Hale
Beach nearby

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
Fisher's Hana Bay Hale, Across from Hana Bay
Fridge, microwave, oven, stovetop

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (382)
"Just as described and perfect for our 1 night in Hāna. Loved being able to walk to the beach across the street and down the road a bit"
The price is AED 716
AED 1,457 total
includes taxes & fees
24 Jun - 25 Jun
Fisher's Hana Bay Hale, Across from Hana Bay
Beautiful 3-bedroom townhome in Kihei
Private kitchen

Beautiful 3-bedroom townhome in Kihei

10.0 out of 10, Exceptional, (1)
"This stay was very nice, me and my friends enjoyed the things provided in the house specially the snorkeling equipment. Would highly recommend for any family or friends traveling to Maui. This home was convenient for any beaches, shops, or any outdoor activity."
Beautiful 3-bedroom townhome in Kihei
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
Outdoor pool

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

10.0 out of 10, Exceptional, (95)
"Amazing property and location"
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach! Pickle Ball Ct!
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Interior

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (70)
"All in all just a perfect location to host and relax."
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Outdoor pool

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

10.0 out of 10, Exceptional, (62)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25
Outdoor pool

Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25

9.8 out of 10, Exceptional, (48)
"Clean, quiet, as advertised. "
Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!
Outdoor pool

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

10.0 out of 10, Exceptional, (13)
"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!
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Exterior

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

10.0 out of 10, Exceptional, (15)
"Beautiful"
The price is AED 11,733
AED 22,982 total
includes taxes & fees
19 Jun - 20 Jun
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Kapalua Golf Villas by KBM Resorts
Indoor pool, outdoor pool

Kapalua Golf Villas by KBM Resorts

4.0 star property
10.0 out of 10, Exceptional, (7)
"Golf villas were very clean and quiet. It’s a pleasure to wake up to a view of the green and the beautiful trees. The place was amazing ! Will be back "
The price is AED 2,593
AED 5,082 total
includes taxes & fees
23 Jun - 24 Jun
Kapalua Golf Villas by KBM Resorts
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Pool

4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi

10.0 out of 10, Exceptional, (53)
"Well appointed and fantastic location. Wonderful sunsets and loved watching all the goings on in the park next door. The private pool was like our own little oasis. Would definitely recommend to any group going to Maui. "
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Location, Location.... Just Steps Away from the Ocean!
Pool

Location, Location.... Just Steps Away from the Ocean!

9.6 out of 10, Exceptional, (139)
"Really enjoyed our time at this wonderful location and would gladly rent again,"
Location, Location.... Just Steps Away from the Ocean!
Privacy In Paradise - Top Rated Vacation Home in West Maui
Pool

Privacy In Paradise - Top Rated Vacation Home in West Maui

10.0 out of 10, Exceptional, (137)
"The house is lovely with a great view to watch whales, sun, play and enjoy family time! "
Privacy In Paradise - Top Rated Vacation Home in West Maui
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Exterior

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

10.0 out of 10, Exceptional, (222)
"Stunning and immaculate country home perfect for your Maui adventure. Comfortable and beautiful accommodation centrally located to all attractions. We would stay here again 💯! "
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
Brand New Kitchen & Updated Living Space - Oceanfront #216-2
Exterior

Brand New Kitchen & Updated Living Space - Oceanfront #216-2

9.2 out of 10, Wonderful, (35)
"Perfect place for our vacation with amazing views and wonderful home"
Brand New Kitchen & Updated Living Space - Oceanfront #216-2
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
Outdoor dining

PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (74)
"Home exceeded our expectations. Private beautiful backyard and clean home. Quick access to everywhere we needed to go and had chairs and towels for the beach. Highly recommend this property! "
PRIVATE HOME OASIS-3 BEDROOM-OCEAN VIEWS-POOL-HOT TUB-METICULOUS CLEANING
100-4 Island living at its best!!
Pool

100-4 Island living at its best!!

10.0 out of 10, Exceptional, (31)
"Easy check in and property is just as advertised"
100-4 Island living at its best!!
Kihei Maui Beach house - On the water
Property grounds

Kihei Maui Beach house - On the water

9.8 out of 10, Exceptional, (55)
"This was a perfect fit for us. We loved the pool and the ability to walk 5 minutes to get to multiple restaurants and even the library."
Kihei Maui Beach house - On the water
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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