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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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, (363)
"Great location and the place had everything we needed for our family. Could use some updates and fixes, but a good price for Hana. We appreciated the beach gear and the kids didn't want to leave."
The price is AED 716
AED 1,450 total
includes taxes & fees
20 Apr - 21 Apr
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, (173)
"Very good property and location. Mahalo"
The price is AED 1,286
AED 2,196 total
includes taxes & fees
2 Apr - 3 Apr
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)
"We checked out of this beautiful condo three days before the Maui fires. It was one of those places where we for sure will come back to. As far as I can tell, it is still standing, but the clubhouse and some surrounding buildings did burn. This is the most amazing location on the island. Will definitely be back hopefully to help rebuild, and for sure to enjoy the beauty."
105-1 Puamana Spacious Townhome Near Ocean.
STHA-2017/0002 Across from Hana Bay
Beach towels

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (363)
"Quaint little bilevel house just outside of Hana. The top floor and bottom floor are rented separately. This review is for the bottom floor. House was easy to find. Make sure to take screenshots of address and check in process as you will not likely have service until you hit somewhere with WiFi. House does have decent WiFi service. Easy parking. Place was nicely kept and very clean on arrival. Beds are a little soft and outdated but just fine for what we needed after a day of hiking and...
The price is AED 639
AED 1,315 total
includes taxes & fees
6 Apr - 7 Apr
STHA-2017/0002 Across from Hana Bay
Kaiholo Hale
Beach nearby

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (195)
"A perfect area and a perfect stay! The hosts think of everything and even include some nice touches like banana bread and chocolates. The property is immaculate and the condo is extremely comfortable. We would recommend this property to anyone."
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, (215)
"I have stayed in many rental homes and this is by far the best equipped rental home I have ever stayed in. We love to cook and usually can’t find enough pots and pans and utensils and this house had them all.We also had the privilege of their neighbors having goats and baby goats and cows which we enjoyed seeing from the deck of the house The house was also close enough to major towns And easy to find I would definitely stay here again on our next trip to Maui "
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, (33)
"We absolutely loved our time here and will definitely be back. Could not have been a prettier location."
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, (7)
"We had the most amazing week at this property! Staying here gave us everything we could hope for… and more. Bringing those we love and are closest to together all in the same space was divine. We span all across the U.S. from East Tennessee, ATL Georgia, Michigan, SLC Utah, Mississippi (Navy base), California, and Little Rock AR. It was a trip of a lifetime to have all of us together under one roof celebrating my 50th, our wedding at Merriman’s, a luau, and simply just being together. Words...
#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, (67)
"We had a fantastic time! Everything was even better than we expected. We only wish we’d had a little more sunshine"
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, (135)
"Location is amazing! Walked to the ocean each morning for a swim. Evening view from balcony is breathtaking. Had coffee and breakfast on the patio and listened to the waves and birds. Communication with property manager was efficient and questions were answered promptly. Check in and check out process was easy. Highly recommend this property. "
Location, Location.... Just Steps Away from the Ocean!
DISCOUNTED JUNE SPECIAL Oceanfront Private Home
Outdoor dining

DISCOUNTED JUNE SPECIAL Oceanfront Private Home

9.8 out of 10, Exceptional, (99)
"We spent a blissful week in this beautiful home and the views cannot be beat! We saw whales practically every time we looked out at the ocean and the magical sunset views make this property a must stay. The beach is just steps away while also having the luxury of your own private plunge pool. The house is fully stocked and Janna was a fabulous host. We can’t wait to come back! :)"
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, (219)
"This was our 3rd time staying out in Hana for 2 nights on the front end of our family vacation to Maui. The location of this house is great as it is just a short distance off the highway and the property is beautiful. Had everything we needed for our brief stay and was comfortable. "
The price is AED 1,286
AED 2,563 total
includes taxes & fees
8 Apr - 9 Apr
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, (74)
"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, (96)
"Enjoyed our stay, the pool and hot tub as well. Centrally located, so it was easy to find our way around."
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, (162)
"We so enjoyed our stay here. Both King beds were very comfortable, the garden is gorgeous and the house was large and comfortable. "
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, (3)
"Privacy was very important to me. "
The price is AED 2,595
AED 4,651 total
includes taxes & fees
13 Apr - 14 Apr
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, (116)
"Close to Beaches, Shopping, Awesome Restaurants, we had a blast!"
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, (59)
"We enjoyed all of Maui from this location."
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)
"My family was super excited about the place and location of the Condo but when we arrived at the property the dishwasher and ice machine in the fridge did not work and when we contacted Vacasa they said it was an owner issue. The plates and mugs and silverware were not clean from the outset so we hand washed every item before using it. We then hand washed after every meal. ( There were 6 of us so a ridiculous amount of vacation time was spent at the sink!) The condo is in an amazing location but...
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, (26)
"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
8.6 out of 10, Excellent, (2371)
"Very nice…wish there was a small convenience store closer"
The price is AED 827
AED 1,301 total
includes taxes & fees
26 Apr - 27 Apr
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, (3502)
"Great location "
The price is AED 843
AED 1,103 total
includes taxes & fees
13 Apr - 14 Apr
Aston Kaanapali Shores
Sands of Kahana 354
Condo, Multiple Beds (Sands of Kahana 354) | Beach/ocean view

Sands of Kahana 354

4.0 star property
Sands of Kahana 354
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.