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Compare 121 Vacation Homes in Upcountry Maui with updated reviews, rates, and availability.

Fisher's Hana Bay Hale, Across from Hana Bay

9.4 out of 10, Exceptional, (351)
"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 SAR 731
SAR 1,496 total
includes taxes & fees
2 Feb - 3 Feb
Fisher's Hana Bay Hale, Across from Hana Bay

STHA-2017/0002 Across from Hana Bay

9.6 out of 10, Exceptional, (344)
"We enjoyed our stay here very much! We wanted to be able to enjoy more on the road to Hāna experience so booked a couple of nights here. It was a great location to access the Pipiwai trail and black sand beach on our 2nd day. I booked the house based on the beds on the outdoor lanai and it did not disappoint! Be prepared with food as the primary option for food seemed to be food trucks and most places closed in the 4-5 hour! "
The price is SAR 653
SAR 1,328 total
includes taxes & fees
1 Mar - 2 Mar
STHA-2017/0002 Across from Hana Bay

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

9.6 out of 10, Exceptional, (92)
"Great updated condo at Maui Sunset. The double sofa and murphy bed made it really comfortable for myself, mom and 2 kids. Being on the ground floor is great. Made it so easy to get in and out, to the pool and the beach. Close to stores and restaurants. Had all the beach gear we could need, chairs, umbrella, cooler, even sunscreen. Would definetely stay here again."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A

272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

9.2 out of 10, Wonderful, (39)
"The rental had multiple disappointing issues. Some are listed: the house had cockroaches, centipedes, spiders and ants in the kitchen and bathrooms. The AC didn’t work twice during our stay. The master bedroom had no door or windows that opened. The AC in the master bedroom barely worked. We relied one the room fan for air circulation. The rental was bare minimum cheap on supplies, considering how much we paid for 21 days stay! "
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water

Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

10.0 out of 10, Exceptional, (126)
"Had a blast. "
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

9.8 out of 10, Exceptional, (65)
"This place is STUNNING! The location, the views, the rooms, the beach, the private pool. "
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

Stunning Beachfront Private Home! Perfect for Families, Great Location!

9.8 out of 10, Exceptional, (93)
"11 family members stayed at this property. Beautiful yard, view of ocean, access to beach, great location."
Stunning Beachfront Private Home! Perfect for Families, Great Location!

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"This is truly an exceptional property, if I could give it 6 stars I would. It had everything you could possibly need for a Maui vacation. The upstairs has a game room equipped with ping pong, air hockey and video games that would rival most arcades. The fitness facility was as well equipped as the fitness center we work out at in Denver. The bedrooms, bathrooms, kitchen and living areas are all beautiful and spacious, way more than enough room for our group of 12. There are tons of beach chairs,...
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

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

10.0 out of 10, Exceptional, (7)
"Great spaces to accommodate a large family including a large kitchen, multiple bedrooms and bathrooms, lanai dinning"
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

10.0 out of 10, Exceptional, (63)
"We stayed in Kahana with our children and their families. Six adults and three kids under 6 in this beautifully styled, waterfront property. The condo was beautifully and thoughtfully appointed with everything we needed. Clean, quiet and modern unit situated on a beautiful property. Pool and grounds are spotless and offer magnificent views of the islands, whale spouts and swimming sea turtles. Our hosts were helpful, considerate and easy to communicate with. Thank you Tracy and Steve for a...
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

10.0 out of 10, Exceptional, (169)
"Nice week stay- location was great. Very quiet and walking to a beach. Loved the house and grounds. Enjoyed the geekos."
IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

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

10.0 out of 10, Exceptional, (88)
"This house is beautiful, layout was perfect for our family of 17. Short walk to one of the best beaches in Maui, cute coffee shops, restaurants and beach rentals. Communication was great with property management. House was very well organized and one of the best features was the laundry room with 3 washers and 3 dryers! Will definitely be one of our best memories "
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

9.8 out of 10, Exceptional, (192)
"We were a family of eight adults and six children ages seven and under. The pool and yard were amazing. We used all of the open areas inside and out but really loved the huge covered lanai. We also rented the Ohana unit for one of our little families. They appreciated the quiet down there. Note that you must go outside to reach it, but we didn’t mind. House was very well stocked with beach towels/regular towels and paper products. The beach is so convenient and undeveloped. We rented wagons and...
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre

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

10.0 out of 10, Exceptional, (3)
"Great stay! Had everything we needed for 8 adults. Close to ocean and groceries….wish we didn’t have to leave!"
Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (57)
"The stay was great. "
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

Beautiful Home in paradise!

9.6 out of 10, Exceptional, (160)
"Very spacious! 10 min short trip from Hana and 5 min to waianapanapa state park"
The price is SAR 1,482
SAR 2,718 total
includes taxes & fees
8 Feb - 9 Feb
Beautiful Home in paradise!

Secluded Ocean View Napili Home - Sleeps 14

10.0 out of 10, Exceptional, (57)
"House was great for extended family trip."
Secluded Ocean View Napili Home - Sleeps 14

Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

9.8 out of 10, Exceptional, (77)
"Wonderful home with nice amenities."
Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach

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.

Waterfall House - Private House Overlooking the Ocean!

9.8 out of 10, Exceptional, (23)
"This house is nestled inside the beginnings of the road to Hana. One of the most breathtaking places I’ve stayed in my life. Just beware, it is really hard to leave because it’s so beautiful!! The house itself is incredibly unique, there are little treasures everywhere that aren’t even pictured. "
Waterfall House - Private House Overlooking the Ocean!
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 Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3443)
"Nice area and walkable to grocery and food trucks.."
The price is SAR 1,403
SAR 1,765 total
includes taxes & fees
13 Feb - 14 Feb
Aston Kaanapali Shores

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (858)
"Beautiful accommodations."
Kaanapali Alii

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2689)
"Pool area very nice. Close to ocean if wanting a day at the beach too."
The price is SAR 1,401
SAR 3,639 total
includes taxes & fees
2 Feb - 3 Feb
OUTRIGGER Honua Kai Resort & Spa
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.