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Check prices for these dates

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

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 £392
includes taxes & fees
5 Jun - 6 Jun
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
8.6 out of 10, Excellent, (25 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 £386
includes taxes & fees
31 May - 1 Jun
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 £333
includes taxes & fees
31 May - 1 Jun
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, (78 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
The price is £379
includes taxes & fees
31 May - 1 Jun
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 £384
includes taxes & fees
31 May - 1 Jun
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, (74 reviews)
"Great place and hospitality "
United States
Yash P.
The price is £283
includes taxes & fees
15 Jun - 16 Jun
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 £252
includes taxes & fees
1 Jun - 2 Jun
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 £328
includes taxes & fees
3 Jun - 4 Jun
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 £451
includes taxes & fees
2 Jun - 3 Jun
🤙 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 £386
includes taxes & fees
1 Jun - 2 Jun
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 £444
includes taxes & fees
2 Jun - 3 Jun
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 £321
includes taxes & fees
30 May - 31 May
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 traveller
The price is £482
includes taxes & fees
1 Jun - 2 Jun
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 £541
includes taxes & fees
30 May - 31 May
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 £398
includes taxes & fees
3 Jun - 4 Jun
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 £296
includes taxes & fees
9 Jun - 10 Jun
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 £437
includes taxes & fees
30 May - 31 May
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.
The price is £349
includes taxes & fees
30 May - 31 May
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 £293
includes taxes & fees
22 Jun - 23 Jun
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 £333
includes taxes & fees
11 Jun - 12 Jun
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

8/10 Good
"Room was clean. There is no beach to swim in this area but great for sitting and looking at the water. Convenient for pre-pair travel or night post"
Vicki 1-night trip
Posted 1 hour ago
Maui Beach Hotel

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
441
Accommodation
1442 Condo Rentals
Lowest Price
£386
Highest Price
£1,460

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is £386 to £1,460 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 1442 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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