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Check prices for these dates

Next weekend
26 Sept - 28 Sept
In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
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14 Nov - 16 Nov

Featured Condo Rentals in Upcountry Maui and around

Our top choices for Upcountry Maui condo rentals

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom (corner unit)
Property grounds

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom (corner unit)

9.4 out of 10, Exceptional, (61)
"Great place to sit and relax after the long drive. Would stay here 2 nights next time. Lots of food trucks nearby, gas station, general store etc. Location is amazing, we watched the sun come up at the beach. Comfy beds and nice lanai(s)"
The price is €357
includes taxes & fees
17 Sept - 18 Sept
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom (corner unit)
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Outdoor dining

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

9.6 out of 10, Exceptional, (109)
"We loved our stay here! We just stayed one night on a two day Road to Hana adventure and we wish we stayed longer! It had everything we needed and we loved watching the sunrise on the beach!! We would definately be back."
The price is €394
includes taxes & fees
21 Sept - 22 Sept
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Beach towels

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

9.4 out of 10, Exceptional, (193)
"6 day stay.Good location, quite and relaxing.Paia close by for most of ones needs"
The price is €375
includes taxes & fees
30 Sept - 1 Oct
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
[RARE] Upscale 2BR/2BA Kuau Paia - Walk to Beach
Sun-loungers, beach towels

[RARE] Upscale 2BR/2BA Kuau Paia - Walk to Beach

9.8 out of 10, Exceptional, (39)
"Great location, comfortable digs and nice amenities made this a great stay for our family."
The price is €559
includes taxes & fees
30 Sept - 1 Oct
[RARE] Upscale 2BR/2BA Kuau Paia - Walk to Beach
Waiohuli Beach Hale: A Beachfront Condo w/ Parking
On the beach, beach towels

Waiohuli Beach Hale: A Beachfront Condo w/ Parking

9.4 out of 10, Exceptional, (56)
"Wonderful stay!"
Waiohuli Beach Hale: A Beachfront Condo w/ Parking
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
On the beach

Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

8.6 out of 10, Excellent, (68)
"We had an excellent time! Everything was as advertised. Gorgeous location and very quiet and peaceful. Only downside is that while we were there the building was under construction for a new elevator so there was limited parking and quite a bit of space taken up by the construction "
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Outdoor dining

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!

9.6 out of 10, Exceptional, (74)
"Our second trip ! We enjoy every time ! "
The price is €368
includes taxes & fees
17 Sept - 18 Sept
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
Property grounds

Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!

9.4 out of 10, Exceptional, (59)
"Very cool place would stay there again"
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
Wailea Grand Champions - CoralTree Residence Collection
TV, DVD player

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (736)
"Property was beautiful, condo gorgeous, pools amazing, views awesome."
The price is €564
includes taxes & fees
18 Sept - 19 Sept
Wailea Grand Champions - CoralTree Residence Collection
Romantic Beachfront Getaway
Pool

Romantic Beachfront Getaway

9.6 out of 10, Exceptional, (38)
"We were rarely there except to sleep but the apartment has everything we needed. It’s walking distance to the harbor and ocean center. The beach is literally steps outside. The owner was very quickly responsive to our questions."
Romantic Beachfront Getaway
Ocean front condo at Ma'alaea just a few steps to the ocean and harbor.
On the beach, sun-loungers, beach towels

Ocean front condo at Ma'alaea just a few steps to the ocean and harbor.

9.8 out of 10, Exceptional, (54)
"Resting,and relaxing."
The price is €336
includes taxes & fees
20 Sept - 21 Sept
Ocean front condo at Ma'alaea just a few steps to the ocean and harbor.
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Property grounds

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

9.6 out of 10, Exceptional, (71)
"Best Suite & view was excellent!!"
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Exterior

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9.6 out of 10, Exceptional, (283)
"Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return"
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Property grounds

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

9.6 out of 10, Exceptional, (153)
"Cute place with great amenities and excellent location…highly recommend!!"
The price is €295
includes taxes & fees
23 Sept - 24 Sept
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Living area

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

9.6 out of 10, Exceptional, (76)
"Nice easy check in. Easy access to black sand beach (not the State Park)."
The price is €444
includes taxes & fees
29 Sept - 30 Sept
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (237)
"We had a lovely stay! I would recommend this place especially for honeymooners. "
The price is €596
includes taxes & fees
16 Oct - 17 Oct
The Whaler Resort Kaanapali Beach
Best Oceanfront Value in Kihei - Kealia Resort!
On the beach

Best Oceanfront Value in Kihei - Kealia Resort!

9.6 out of 10, Exceptional, (106)
"The condo was exactly as described and in a great location, we loved the grassy area right in front of the beach if we didn’t feel like sitting in the sand! Tim had all the essentials for us and was quick to respond if we had any questions- we would definitely stay here again in the future! "
The price is €396
includes taxes & fees
15 Oct - 16 Oct
Best Oceanfront Value in Kihei - Kealia Resort!
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
Outdoor dining

Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit

10.0 out of 10, Exceptional, (36)
"Thanks for hosting, really enjoyed the stay and the beach "
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
Exterior

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

9.8 out of 10, Exceptional, (291)
"The condo was in a great location and everything we needed for a relaxing vacation. "
The price is €340
includes taxes & fees
4 Oct - 5 Oct
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo
Smart TV, video games, DVD player, books

100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo

4.0 star property
9.6 out of 10, Exceptional, (18)
"Great place to stay! Our family of a 1 year old and 6 adults stayed at this Condo in Kihei for 5 days. The condo was clean and supplied with everything we needed- from beach gear to baby accommodations (high chair and pack n play). The beach is within walking distance. The parking stalls were compact size and a little tight for the suv we had but other than that everything met our expectations. Communication with Rebecca (the owner) was great, she responded as soon as she could. Overall it was...
100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo
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

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"They gave me partial ocean view upon request, room was specious with good amenities, staff. Overall fully recommend."
Amit 7-night trip
Posted 6 days ago
Hilton Vacation Club Ka'anapali Beach Maui

Find out more about Upcountry Maui

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
8,544
Accommodation
1451 Condo Rentals
Lowest Price
€564
Highest Price
€736

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is €564 to €736 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 1451 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia