A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Upcountry Maui condo rentals

Outdoor dining

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, (279 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 ￥16,954
￥65,400 total
includes taxes & fees
Aug 6 - Aug 7
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Smart TV, DVD player, books, streaming services

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, (43 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is ￥17,860
￥72,345 total
includes taxes & fees
Jul 30 - Jul 31
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
Beach towels

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, (213 reviews)
"Lovely apartment! Can see the ocean from the back balcony and only a short walk from the beach where we saw lots of sea turtles. Inside of the apartment is well furnished and everything was nice and clean. "
United States
Kathryn M.
The price is ￥30,312
￥72,538 total
includes taxes & fees
Jul 31 - Aug 1
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Beach nearby, beach towels

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, (90 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 ￥15,566
￥70,136 total
includes taxes & fees
Jul 31 - Aug 1
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
Outdoor dining

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 ￥22,120
￥70,136 total
includes taxes & fees
Aug 19 - Aug 20
Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!
On the beach, sun loungers, beach towels

Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (171 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 ￥19,156
￥71,617 total
includes taxes & fees
Aug 4 - Aug 5
Steps to the Beach, Affordable w/Free Parking
Beach nearby, sun loungers, beach towels

#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 ￥18,310
￥92,326 total
includes taxes & fees
Jul 31 - Aug 1
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
Outdoor dining

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, (304 reviews)
"This is a great property in a great location. "
United States
Pam R.
The price is ￥16,954
￥65,400 total
includes taxes & fees
Aug 5 - Aug 6
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Property grounds

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 ￥26,544
￥78,306 total
includes taxes & fees
Jul 30 - Jul 31
Top Floor Beachfront Condo with Ocean view
Outdoor dining

Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (110 reviews)
"Excellent room"
United States
Rene
The price is ￥20,481
￥59,838 total
includes taxes & fees
Aug 15 - Aug 16
Beautiful, Renovated, Hale Kamaole 159
Exterior

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 ￥18,523
￥67,467 total
includes taxes & fees
Aug 9 - Aug 10
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
On the beach, sun loungers, beach towels

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 ￥25,806
￥72,741 total
includes taxes & fees
Jul 30 - Jul 31
Sugar Beach Resort Oceanview 1 bed/1 bath
Pool

Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (60 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 ￥25,806
￥61,984 total
includes taxes & fees
Aug 5 - Aug 6
Romantic 1 BR Condo with King Tempurpedic
On the beach, sun loungers, beach towels

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 ￥18,679
￥67,482 total
includes taxes & fees
Aug 3 - Aug 4
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
On the beach

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

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (79 reviews)
"We loved our stay! Great location"
United States
Madison
The price is ￥18,433
￥57,578 total
includes taxes & fees
Aug 4 - Aug 5
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Beach nearby

SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access

SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access
South Kihei
9.8 out of 10, Exceptional, (132 reviews)
"Location; proximity to beach and stores/restaurants"
United States
Sharon O.
The price is ￥18,024
￥86,248 total
includes taxes & fees
Aug 12 - Aug 13
SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access
Beach nearby

Across from Kamaole 2 Beach, concrete building, well maintained.

Across from Kamaole 2 Beach, concrete building, well maintained.
South Kihei
10.0 out of 10, Exceptional, (165 reviews)
"Great location!"
United States
Tyler B.
The price is ￥23,447
￥63,072 total
includes taxes & fees
Jul 31 - Aug 1
Across from Kamaole 2 Beach, concrete building, well maintained.
On the beach, sun loungers, beach towels

Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
South Kihei
10.0 out of 10, Exceptional, (228 reviews)
"The location right next to the water and the wonderful amenities were just what we needed! Might have to come here again!"
United States
Paulina B.
The price is ￥21,014
￥66,535 total
includes taxes & fees
Jul 30 - Jul 31
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
Property grounds

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is ￥27,134
￥132,329 total
includes taxes & fees
Jul 31 - Aug 1
Bright, Beautiful, Remodeled Island Sands 505 Condo
Outdoor dining

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (172 reviews)
"Nice place and conviently located"
United States
Mike M.
The price is ￥24,414
￥68,796 total
includes taxes & fees
Aug 12 - Aug 13
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
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

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"The staff was extremely professional and courteous family friendly atmosphere. The room we received was not an upgrade room but we choose to keep it because of the extra twin bed which was much needed being that it was 5 of us. The beds were a little uncomfortable but comfortable enough to sleep after a busy day."
JENDMY 5-night trip
Posted 3 hours ago
Maui Seaside Hotel

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
2,183
Accommodation
1489 Condo Rentals
Lowest Price
￥57,578
Highest Price
￥132,329

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is ￥57,578 to ￥132,329 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 1489 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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