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

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 AU$761
includes taxes & fees
5 June - 6 June
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

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 AU$725
includes taxes & fees
30 May - 31 May
Signature Residences at Maui Banyan

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 AU$613
includes taxes & fees
31 May - 1 June
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

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 AU$699
includes taxes & fees
31 May - 1 June
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

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 AU$705
includes taxes & fees
31 May - 1 June
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

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 AU$494
includes taxes & fees
31 May - 1 June
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

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 AU$469
includes taxes & fees
2 June - 3 June
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

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 AU$612
includes taxes & fees
3 June - 4 June
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

🤙 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 AU$839
includes taxes & fees
2 June - 3 June
🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

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 AU$717
includes taxes & fees
1 June - 2 June
Top Floor Beachfront Condo with Ocean view

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 AU$853
includes taxes & fees
2 June - 3 June
Paia 2 Bedroom 2 Bathroom

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 AU$592
includes taxes & fees
31 May - 1 June
Sugar Beach Resort Oceanview 1 bed/1 bath

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 AU$926
includes taxes & fees
1 June - 2 June
OCEAN VIEW!! Across Charley Young Beach

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 AU$1,016
includes taxes & fees
30 May - 31 May
The Whaler Resort Kaanapali Beach

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 AU$756
includes taxes & fees
3 June - 4 June
Simply Amazing Oceanfront Condo! Milowai 310

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 AU$548
includes taxes & fees
9 June - 10 June
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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 AU$814
includes taxes & fees
31 May - 1 June
Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

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

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 AU$542
includes taxes & fees
22 June - 23 June
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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 AU$616
includes taxes & fees
7 June - 8 June
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
2,238
Accommodation
1442 Condo Rentals
Lowest Price
AU$469
Highest Price
AU$1,016

Explore a world of travel with Expedia