A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Upcountry Maui condo rentals

Property grounds

1. Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (30 reviews)
"Loved the view. Property was beautiful. Great place for a couple of quiet nights in Hana."
United States
Vera G.
The price is ￥45,409
￥65,190 total
includes taxes & fees
Aug 9 - Aug 10
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Property grounds

2. Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (82 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
The price is ￥43,517
￥62,778 total
includes taxes & fees
Aug 9 - Aug 10
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Property grounds

3. Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Hana Town Center
9.6 out of 10, Exceptional, (119 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
The price is ￥46,040
￥66,104 total
includes taxes & fees
Aug 9 - Aug 10
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Property grounds

4. Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Hana Town Center
9.6 out of 10, Exceptional, (64 reviews)
"Nice location "
United States
janie h.
The price is ￥40,364
￥58,870 total
includes taxes & fees
Aug 13 - Aug 14
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Property grounds

5. Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!

Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (82 reviews)
"Great beach view lovely gardens"
United States
Dianne
The price is ￥44,778
￥64,441 total
includes taxes & fees
Aug 9 - Aug 10
Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!
Outdoor dining

6. Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (79 reviews)
"Hana Kai is very convenient place to stay. Lanai is big and great place to hang out."
United States
Ann E.
The price is ￥39,418
￥57,252 total
includes taxes & fees
Aug 9 - Aug 10
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
Property grounds

7. Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!

Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
Hana Town Center
9.4 out of 10, Exceptional, (63 reviews)
"This condo was exactly as advertised! Wonderful property! Would definitely stay here again. This side of Maui is a must see!"
United States
Lisa S.
The price is ￥46,197
￥66,289 total
includes taxes & fees
Aug 9 - Aug 10
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
Property grounds

8. Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!

Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
Hana Town Center
9.8 out of 10, Exceptional, (33 reviews)
"Can’t wait to go back. The dogs that greeted me in the morning made my day"
United States
Amanda B.
The price is ￥51,558
￥73,313 total
includes taxes & fees
Aug 9 - Aug 10
Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
Property grounds

9. Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!

Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
Hana Town Center
9.4 out of 10, Exceptional, (70 reviews)
"Staff was amazing great location "
United States
ric m.
The price is ￥52,819
￥75,471 total
includes taxes & fees
Aug 20 - Aug 21
Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
Beach towels

10. A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (214 reviews)
"We had a great time! Everything was perfect. "
United States
Samantha S.
The price is ￥29,169
￥69,802 total
includes taxes & fees
Aug 11 - Aug 12
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Coffee/tea maker, fridge, microwave, oven

11. Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.2 out of 10, Wonderful, (14 reviews)
"The Condo was perfect for our stay! Two bedrooms and two bathrooms! Plenty of space and very clean and nicely furnished. The kitchen had everything we needed and more. The location was located in a great area. Our host was wonderful with tips and recommendations! We would definitely stay here again!"
United States
Sherri W.
The price is ￥75,682
￥139,605 total
includes taxes & fees
Aug 13 - Aug 14
Paia 2 Bedroom 2 Bathroom
Property grounds

12. Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.6 out of 10, Exceptional, (59 reviews)
"Central location and helpful site manager "
United States
Richard W.
The price is ￥25,543
￥75,353 total
includes taxes & fees
Aug 8 - Aug 9
Top Floor Beachfront Condo with Ocean view
Outdoor dining

13. 🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (142 reviews)
"This is the perfect getaway spot. Great direct view of the ocean and beach. "
United States
Mike H.
The price is ￥37,447
￥100,550 total
includes taxes & fees
Aug 8 - Aug 9
🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
Coffee/tea maker, fridge, microwave, oven

14. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
North Kihei
9.8 out of 10, Exceptional, (215 reviews)
"The location of the suite was perfect, close to the pool, hot tub and grills and still offered privacy."
United States
Laurie D.
The price is ￥30,651
￥73,651 total
includes taxes & fees
Aug 20 - Aug 21
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
On the beach, sun loungers, beach towels

15. Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (120 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
The price is ￥21,285
￥65,452 total
includes taxes & fees
Aug 19 - Aug 20
Sugar Beach Resort Oceanview 1 bed/1 bath
A heated pool

16. Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.

Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.
North Kihei
9.6 out of 10, Exceptional, (40 reviews)
"The host responded quickly to questions. The condo was comfortable and very clean."
United States
Anonymous traveler
The price is ￥33,773
￥83,635 total
includes taxes & fees
Sep 5 - Sep 6
Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.
Flat-screen TV

17. Newly Remodeled Steps to Sugar Beach!

Newly Remodeled Steps to Sugar Beach!
North Kihei
9.8 out of 10, Exceptional, (21 reviews)
"Place was fine for a quick stay. "
United States
Melissa K.
The price is ￥53,485
￥65,378 total
includes taxes & fees
Sep 1 - Sep 2
Newly Remodeled Steps to Sugar Beach!
Sun loungers

18. Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (31 reviews)
"Property was clean and great location to do everything we wanted to do. Was very pleased for the price!!"
United States
Rachel
The price is ￥23,982
￥73,828 total
includes taxes & fees
Aug 11 - Aug 12
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
On the beach, sun loungers, beach towels

19. New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (16 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is ￥17,974
￥64,441 total
includes taxes & fees
Aug 9 - Aug 10
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
Exterior

20. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (314 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
The price is ￥17,825
￥64,923 total
includes taxes & fees
Aug 10 - Aug 11
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
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

Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good
"Check in was easy and the staff was really nice and accommodating. Our room had a nice view, was spacious and clean. We were there to celebrate our anniversary and a birthday and we were gifted a bottle of wine and a box of chocolates. When we got to our room we were surprised with a towel Swam and rose petals on our bed. Such a nice touch. The property is really nice. We traveled with a 15 year old and he enjoyed the pool area. The sunset view and the beach front were beautiful. Overall a great stay."
EDUARDO ANTONIO 6-night trip
Posted 2 hours ago
Aston Kaanapali Shores

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
773
Accommodation
1488 Condo Rentals
Lowest Price
￥74,305
Highest Price
￥1,342,382

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is ￥74,305 to ￥1,342,382 per night. No matter your budget, you're sure to find a place that makes your wallet happy — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Upcountry Maui?
Take your pick of 1488 condos in Upcountry Maui. Whether you're on a trip with the kids or a group of friends, and wherever you're going, Expedia makes it a breeze to find the perfect digs.
Why book your condo in Upcountry Maui with Expedia?
With Expedia, you'll have no trouble finding your dream condo in Upcountry Maui. Looking for a luxury stay? Make the most of our filters to search for properties that are 5-star rated. If you have a fixed budget, select how much you're willing to spend and then browse our amazing deals. We'll help you find the right place whatever your style of travel or plans.
How can I find cheap condos in Upcountry Maui?
A good way to uncover cheap condos in Upcountry Maui is with Expedia's filter tool. Refine your search results by amenities, budget and star rating to take advantage of unbeatable prices in a couple of clicks.

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