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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 164 Vacation Homes in Upcountry Maui with updated reviews, rates, and availability.

Fisher's Hana Bay Hale, Across from Hana Bay
Beach towels

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (376)
"Place was perfect for an overnight in Hāna. The hosts sent great info in advance, check in was easy. Location is easy to find, walking distance to beach. Highly recommended "
The price is AED 716
AED 1,465 total
includes taxes & fees
23 May - 24 May
Fisher's Hana Bay Hale, Across from Hana Bay
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
Beach nearby, sun loungers, beach towels

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (176)
"One week enjoying the Hana area"
The price is AED 1,286
AED 2,196 total
includes taxes & fees
8 Jun - 9 Jun
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'
105-1 Puamana Spacious Townhome Near Ocean.
Pool

105-1 Puamana Spacious Townhome Near Ocean.

9.4 out of 10, Exceptional, (52)
"It was as described, perfect location, nice and clean swimming pool, close access to it, beautiful views, great size of the condo we Love ir and enjoyed Nora"
105-1 Puamana Spacious Townhome Near Ocean.
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Beach towels

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

9.6 out of 10, Exceptional, (374)
"My favorite part of the property was the outdoor bed on the screen-in porch, had the best night of sleep of my whole vacation sleeping outside"
The price is AED 639
AED 1,308 total
includes taxes & fees
9 Jun - 10 Jun
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, (196)
"Loved our stay. Can not wait to go back"
Kaiholo Hale
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, (220)
"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
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
Miscellaneous

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

9.8 out of 10, Exceptional, (34)
"We loved this place will be back again, was great for multiple generations and can’t beat the beach access"
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
#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)
"This was an amazing property! It’s in a great location, spacious rooms and awesome amenities. Our group loved playing pickleball and heading to the beach with all of the provided beach equipment. Host was attentive as well, we would definitely recommend to anyone looking for a luxurious and relaxing vacation. "
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Interior

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (68)
"All in all just a perfect location to host and relax."
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Location, Location.... Just Steps Away from the Ocean!
Pool

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

9.6 out of 10, Exceptional, (137)
"Really enjoyed our time at this wonderful location and would gladly rent again,"
Location, Location.... Just Steps Away from the Ocean!
DISCOUNTED JUNE SPECIAL Oceanfront Private Home
Outdoor dining

DISCOUNTED JUNE SPECIAL Oceanfront Private Home

10.0 out of 10, Exceptional, (102)
"We had a wonderful time and the location can’t be beat!"
DISCOUNTED JUNE SPECIAL Oceanfront Private Home
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Smart TV, Netflix, DVD player, books

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

9.8 out of 10, Exceptional, (223)
"We absolutely LOVED this home. This is the only place we want to stay when we come to Hana. "
The price is AED 1,286
AED 2,563 total
includes taxes & fees
29 May - 30 May
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal
Fridge, microwave, oven, stovetop

CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

9.8 out of 10, Exceptional, (75)
"Great property with perfect location, very relaxing. It was a short driving distance to beaches, restaurants, shops- less than five minutes. Pool is not heated but warms up in the afternoon (during winter). "
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Pool

Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

9.6 out of 10, Exceptional, (98)
"Had a wonderful 7 days in Kihei - this place was great. Loved that you could walk the beautiful beach, the grounds were very well maintained, the pool was delightful and my husband was able to walk to the city park and play pickleball every morning. "
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Beautiful Home in paradise!
Beach

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (166)
"Very spacious! 10 min short trip from Hana and 5 min to waianapanapa state park"
The price is AED 1,230
AED 2,351 total
includes taxes & fees
15 May - 16 May
Beautiful Home in paradise!
Kapalua Golf Villas by KBM Resorts
Miscellaneous

Kapalua Golf Villas by KBM Resorts

4.0 star property
10.0 out of 10, Exceptional, (6)
"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 2,718
AED 4,883 total
includes taxes & fees
29 May - 30 May
Kapalua Golf Villas by KBM Resorts
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
Outdoor dining

Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC

10.0 out of 10, Exceptional, (119)
"Nice time with our kids celebrating my husbands birthday. "
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage / 4 Bath / AC
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Outdoor pool, a heated pool

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (60)
"The stay was great. "
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining
Miscellaneous

Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining

8.8 out of 10, Excellent, (12)
"This home had everything needed for our stay and was just a few steps from the beach."
Oceanfront All-Suite Escape with AC & Pool | Steps to Sand | Walk to Dining
Spectacular Oceanfront 4 Bedroom
Miscellaneous

Spectacular Oceanfront 4 Bedroom

8.0 out of 10, Very Good, (27)
"It’s a little ‘tired’, windows and back patio door need attentionWell stocked kitchen, lots of oils and spices, the road at the front is loud but the views are spectacular"
Spectacular Oceanfront 4 Bedroom
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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Other property types in Upcountry Maui

Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2395)
"We love staying here. Come every year and wouldn’t stay anywhere else. "
The price is AED 791
AED 1,258 total
includes taxes & fees
19 May - 20 May
Aston Maui Kaanapali Villas
Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3572)
"Friendly staff, beautiful location."
The price is AED 921
AED 1,195 total
includes taxes & fees
17 May - 18 May
Aston Kaanapali Shores
#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)
"This was an amazing property! It’s in a great location, spacious rooms and awesome amenities. Our group loved playing pickleball and heading to the beach with all of the provided beach equipment. Host was attentive as well, we would definitely recommend to anyone looking for a luxurious and relaxing vacation. "
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
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.