A barren volcanic landscape with rugged terrain and distant mountains.

Search Upcountry Maui Condo Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Upcountry Maui condo rentals

1. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (37 reviews)
"Wonderful location, a short walk to restaurants, shops and beaches. The condo and property grounds were VERY well taken care of and groomed. Beautiful gardens and waterfalls. The pools were very relaxing and our experience was definitely one we will remember. A++"
United States
Patrick
The price is AU$723
includes taxes & fees
17 Sept - 18 Sept
Signature Residences at Maui Banyan

2. 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, (83 reviews)
"We loved our stay! Great location"
United States
Madison
The price is AU$470
includes taxes & fees
23 Sept - 24 Sept
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

3. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Wailuku
9.4 out of 10, Exceptional, (67 reviews)
"Great location to harbor for whale watching and good distance between airport and beaches. "
United States
Kellie B.
The price is AU$688
includes taxes & fees
20 Sept - 21 Sept
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

4. 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 AU$579
includes taxes & fees
18 Sept - 19 Sept
Condo w/ Lanai at Beginning of Road to Hana!

5. 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, (218 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
The price is AU$596
includes taxes & fees
15 Sept - 16 Sept
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

6. 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, (44 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is AU$609
includes taxes & fees
15 Sept - 16 Sept
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

7. 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.
The price is AU$550
includes taxes & fees
15 Sept - 16 Sept
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

8. 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, (33 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 AU$645
includes taxes & fees
19 Sept - 20 Sept
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

9. 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 AU$522
includes taxes & fees
20 Sept - 21 Sept
Romantic 1 BR Condo with King Tempurpedic

10. 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 AU$533
includes taxes & fees
15 Sept - 16 Sept
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

11. 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, (307 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is AU$546
includes taxes & fees
7 Oct - 8 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

12. Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches

Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches
Wailea
9.0 out of 10, Wonderful, (113 reviews)
"Would absolutely rent again! Great property!"
United States
taylor m.
The price is AU$455
includes taxes & fees
22 Sept - 23 Sept
Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches

13. Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (174 reviews)
"Clean, across the street from beach and whale center. Great location to get to other places on the island. "
Canada
wayneiversonphotosk
The price is AU$599
includes taxes & fees
15 Sept - 16 Sept
Steps to the Beach, Affordable w/Free Parking

14. 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 AU$538
includes taxes & fees
15 Sept - 16 Sept
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

15. 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 AU$546
includes taxes & fees
24 Sept - 25 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

16. #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 AU$784
includes taxes & fees
17 Sept - 18 Sept
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

17. Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool

Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool
Central Kihei
9.6 out of 10, Exceptional, (86 reviews)
"Great place right on the beach."
United States
Phet S.
The price is AU$886
includes taxes & fees
9 Oct - 10 Oct
Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool

18. 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 AU$584
includes taxes & fees
16 Sept - 17 Sept
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

19. Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!

Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!
South Kihei
9.2 out of 10, Wonderful, (152 reviews)
"We really enjoyed our stay "
United States
Samantha T.
The price is AU$520
includes taxes & fees
20 Sept - 21 Sept
Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!

20. 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, (19 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is AU$575
includes taxes & fees
17 Sept - 18 Sept
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Upcountry Maui Hotel Reviews

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
1,988
Accommodation
1515 Condo Rentals
Lowest Price
AU$455
Highest Price
AU$886

Explore a world of travel with Expedia