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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Upcountry Maui condo rentals

Property grounds

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, (28 reviews)
"This place was perfect. Enjoyed 2 days of big surf and stormy weather from the lanai. A true vacation. My favorite place to stay on Maui. Hana town is da best. "
United States
Kimo B.
The price is ￥58,771
￥81,832 total
includes taxes & fees
Jun 5 - Jun 6
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Exterior

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (26 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is ￥7,745
￥82,718 total
includes taxes & fees
Jun 1 - Jun 2
Signature Residences at Maui Banyan
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, (208 reviews)
"Great location near Paia shops and short walk to Mama's Fish House, & beach. Enjoyed our stay at Kuau Plaza. The condo was just as described and pictured. Nicely furnished & decorated. Comfy bed, everything you could need in the kitchen, nice bathroom...all looked brand new! Although right next to the road, we barely heard the traffic. We would stay here again."
United States
Kimberly
The price is ￥29,461
￥69,832 total
includes taxes & fees
May 31 - Jun 1
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Property grounds

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, (79 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
The price is ￥56,852
￥79,220 total
includes taxes & fees
May 31 - Jun 1
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Property grounds

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, (118 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
The price is ￥57,496
￥79,987 total
includes taxes & fees
May 31 - Jun 1
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
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, (75 reviews)
"Great place and hospitality "
United States
Yash P.
The price is ￥18,632
￥56,812 total
includes taxes & fees
May 31 - Jun 1
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
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, (170 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is ￥14,173
￥54,022 total
includes taxes & fees
Jun 3 - Jun 4
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
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, (40 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is ￥19,349
￥72,043 total
includes taxes & fees
Jun 10 - Jun 11
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
Outdoor dining

🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (140 reviews)
"This is the perfect getaway spot. Great direct view of the ocean and beach. "
United States
Mike H.
The price is ￥33,287
￥96,012 total
includes taxes & fees
Jun 2 - Jun 3
🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
Property grounds

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (54 reviews)
"Central location and helpful site manager "
United States
Richard W.
The price is ￥30,098
￥82,878 total
includes taxes & fees
Jun 3 - Jun 4
Top Floor Beachfront Condo with Ocean view
Fridge, microwave, oven, stovetop

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.2 out of 10, Wonderful, (12 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is ￥42,361
￥96,880 total
includes taxes & fees
Jun 2 - Jun 3
Paia 2 Bedroom 2 Bathroom
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, (117 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
The price is ￥23,649
￥68,830 total
includes taxes & fees
May 31 - Jun 1
Sugar Beach Resort Oceanview 1 bed/1 bath
Beach nearby

OCEAN VIEW!! Across Charley Young Beach

OCEAN VIEW!! Across Charley Young Beach
South Kihei
9.6 out of 10, Exceptional, (187 reviews)
"What a beautiful view! Whales from the couch, steps to Charley Young beach, quiet neighbors. We enjoyed our stay so very much!"
United States
Anonymous traveler
The price is ￥17,518
￥104,418 total
includes taxes & fees
Jun 3 - Jun 4
OCEAN VIEW!! Across Charley Young Beach
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (411 reviews)
"We love staying at The Whaler Resort! I like that it’s right next to all the shops and restaurants at Whaler Village. It’s a really nice combination of hotel amenities and condo living. The staff is super friendly and the property is very well maintained. We’ll definitely be staying here again."
United States
Dustin
The price is ￥48,635
￥115,921 total
includes taxes & fees
May 31 - Jun 1
The Whaler Resort Kaanapali Beach
Property grounds

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"Very good location and amenities. "
United States
Jiaxing B.
The price is ￥25,480
￥86,048 total
includes taxes & fees
Jun 3 - Jun 4
Simply Amazing Oceanfront Condo! Milowai 310
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
9.6 out of 10, Exceptional, (300 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is ￥18,003
￥65,573 total
includes taxes & fees
Jun 16 - Jun 17
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
On the beach

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was an amazing stay and a great place! I will be back!"
United States
Lauree M.
The price is ￥28,506
￥93,448 total
includes taxes & fees
May 31 - Jun 1
Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
On the beach, sun loungers, beach towels

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, (111 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
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
10.0 out of 10, Exceptional, (276 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 ￥15,972
￥62,836 total
includes taxes & fees
Jun 22 - Jun 23
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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 ￥22,295
￥70,834 total
includes taxes & fees
Jun 10 - Jun 11
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.
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Top Upcountry Maui Hotel Reviews

Maui Beach Hotel

Maui Beach Hotel

6/10 Okay
"The staff was very kind and friendly, especially the airport shuttle driver and restaurant staff. The airport shuttle was a major reason why we booked here; very convenient if you don't want to deal with driving/renting. Unfortunately the hotel pool was closed, which we had been wanting to use. Despite the name of the hotel, there isn't a great beach close to it. The closest beach was right next to a busy harbor with cruise ships and other vessels. And the location of our room was very noisy (next to the main street), so it was hard to sleep at all."
Brennan 1-night trip
Posted less than an hour ago
Maui Beach Hotel

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
485
Accommodation
1473 Condo Rentals
Lowest Price
￥82,718
Highest Price
￥387,136

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is ￥82,718 to ￥387,136 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 1473 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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