A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Upcountry Maui condo rentals

Exterior

1. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (39 reviews)
"The room was rather small. Limited furniture other than beds. Bathroom was also small and very dated. Beds were verycomfortable though."
United States
Stacie
The price is €439
includes taxes & fees
22 Sept - 23 Sept
Signature Residences at Maui Banyan
Pool

2. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (63 reviews)
"The condo property was beautiful and in a great location. We had to book last minute due to storms affecting our initial booking and host was very responsive. "
United States
Kathryn R.
The price is €330
includes taxes & fees
27 Sept - 28 Sept
Romantic 1 BR Condo with King Tempurpedic
Pool

3. Beautiful Ocean View Studio!

Beautiful Ocean View Studio!
South Kihei
9.6 out of 10, Exceptional, (19 reviews)
"We loved the location and partial ocean view from the balcony. Easy walk to the beach and we had everything available that we needed for a comfortable stay. "
United States
Susan C.
Beautiful Ocean View Studio!
Smart TV, DVD player, books, streaming services

4. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (46 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
Exterior

5. 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, (317 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.
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
Outdoor dining

6. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (308 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Outdoor dining

7. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is €354
includes taxes & fees
24 Sept - 25 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Beach nearby, beach towels

8. Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
9.2 out of 10, Wonderful, (91 reviews)
"Location was perfect. We were there right after all of the flooding and the road was damaged but did not affect our stay at all. Our host was always responsive and made sure we were comfortable! Would surely stay again.:)"
United States
Melissa P.
The price is €379
includes taxes & fees
22 Sept - 23 Sept
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
On the beach, sun-loungers, beach towels

9. Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Central Kihei
10.0 out of 10, Exceptional, (124 reviews)
"Well appointed and clean. The place is in a great location and has a very serene restful vibe."
United States
Tiffany
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Beach nearby, sun-loungers, beach towels

10. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.8 out of 10, Exceptional, (97 reviews)
"Kitchen was fully equipped. Condo was very clean and host was promt with replys. Loved our stay "
Canada
Lori D.
The price is €491
includes taxes & fees
22 Sept - 23 Sept
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
On the beach

11. OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14

OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
North Kihei
9.8 out of 10, Exceptional, (107 reviews)
"Great location. Staff was outstanding. The condo was as advertised and we were very impressed with how spotless everything was."
United States
Gary R.
The price is €585
includes taxes & fees
22 Sept - 23 Sept
OCEANFRONT RESORT - Last-Minute Getaway Summer/Fall Rates! Kihei Sands - B14
On the beach

12. FALL IN MAUI!!! Perfect Island Getaway

FALL IN MAUI!!! Perfect Island Getaway
South Kihei
9.6 out of 10, Exceptional, (26 reviews)
"Absolutely fantastic stay. This place has everything you could want and need. Very spacious for 2-3 people and has all the amenities."
United States
Calvin F.
The price is €334
includes taxes & fees
28 Sept - 29 Sept
FALL IN MAUI!!! Perfect Island Getaway
Beach nearby, sun-loungers, beach towels

13. 1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
South Kihei
9.4 out of 10, Exceptional, (61 reviews)
"great place for walking to the beach"
United States
Kim & Tom C.
The price is €351
includes taxes & fees
26 Sept - 27 Sept
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
Beach

14. Condo w/ Lanai at Beginning of Road to Hana!

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, Wonderful, (45 reviews)
"This was the perfect stay to start the Road to Hana and the town of Paia is so lovely and had a lot of food options. The beaches around this area were some of our favorite. If you can, make a reservation at Mamas Fishhouse or try and walk in around lunch time-it’s worth every penny! "
United States
Kiana C.
The price is €361
includes taxes & fees
5 Oct - 6 Oct
Condo w/ Lanai at Beginning of Road to Hana!
Beach nearby, sun-loungers, beach towels

15. Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝

Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
Wailea
10.0 out of 10, Exceptional, (163 reviews)
"Beautiful area and great location with walking distance to dining and shopping."
United States
Teri S.
The price is €469
includes taxes & fees
22 Sept - 23 Sept
Traveler Favorite! Spacious, comfortable, updated 5-STAR Wailea Retreat. 🏝
On the beach

16. BEACHFRONT PROPERTY at Kihei Sands - A13

BEACHFRONT PROPERTY at Kihei Sands - A13
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"Nice property, beautiful beach with views of the sunset."
United States
Adrienne P.
The price is €514
includes taxes & fees
22 Sept - 23 Sept
BEACHFRONT PROPERTY at Kihei Sands - A13
On the beach

17. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (85 reviews)
"We loved our stay! Great location"
United States
Madison
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Outdoor dining

18. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (173 reviews)
"Perfect location, great parking. Excellent value and manager was wonderful. "
United States
Cheyenne M.
The price is €342
includes taxes & fees
22 Sept - 23 Sept
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
On the beach

19. OCEANFRONT RESORT - LAST MINUTE Savings! Kihei Sands Beachfront Condos - B5

OCEANFRONT RESORT - LAST MINUTE Savings! Kihei Sands Beachfront Condos - B5
North Kihei
9.6 out of 10, Exceptional, (90 reviews)
"Great hosts and beach! Sorry my grandkids were a little noisy but they loved it! "
United States
John C.
The price is €571
includes taxes & fees
22 Sept - 23 Sept
OCEANFRONT RESORT - LAST MINUTE Savings! Kihei Sands Beachfront Condos - B5
Interior

20. 2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores

2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
South Kihei
9.8 out of 10, Exceptional, (220 reviews)
"Great stay! Cute place, clean and comfortable, wonderful hosts! Mahalo!"
United States
Sarah H.
2B/2B across from BEACH, S. Kihei, close dining & shopping, Pacific Shores
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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

8/10 Good
"Smaller resort has a good restaurant a small quick stop market. Parking is good. One pool which maybe somewhat crowded. Compared to stays larger resorts ie. Westin, Shertion, Hyatt. it's still My choice for its size and 5 minute walk to Whalers Village."
Frank 5-night trip
Posted 4 hours ago
OUTRIGGER Kaanapali Beach Resort

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
2,107
Accommodation
1490 Condo Rentals
Lowest Price
€439
Highest Price
€1,084

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is €439 to €1,084 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 1490 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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