Compare Upcountry Maui Condo Rentals

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Featured Upcountry Maui Condo Rentals

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
2481 Kaanapali Pkwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
$567 nightly
The price is $668 total per night
$668 total
Oct 23 - Oct 24
Total with taxes and fees
At this condo, guests have access to an outdoor pool, outdoor tennis courts, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and concierge services. Other amenities at this beach condo building include a 24-hour business center, a computer station, and laundry facilities.
Pool
Kitchen
Castle Kama'ole Sands

Castle Kama'ole Sands

3 out of 5
2695 S Kihei Road, Kihei, HI
Castle Kama'ole Sands features an outdoor pool, a children's pool, and a gym. Free parking is included with your stay. The front desk is staffed 24 hours a day to help with luggage storage and tours/tickets. Additional amenities include free WiFi in public areas, a hot tub, and coffee/tea in a common area.
Pool
Hot Tub
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
4221 Lower Honoapiilani Road, Lahaina, HI
Kahana Beach Vacation Club offers an outdoor pool, free WiFi in public areas, and a hot tub. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach condo building include laundry facilities and barbecue grills.
Pool
Hot Tub
Castle Napili Surf Beach Resort

Castle Napili Surf Beach Resort

3.5 out of 5
50 Napili Place, Lahaina, HI
Guests of Castle Napili Surf Beach Resort enjoy access to 2 outdoor pools, laundry facilities, and barbecue grills. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. This beach condo building also has a garden.
Pool
Kitchen
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
5500 Lower Honoapiilani Highway, Lahaina, HI
At The Gardens at West Maui, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. Free parking is available if you drive. Helpful staff is there to provide luggage storage, as well as offer insight about the area. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
2481 Kaanapali Pkwy, Lahaina, HI
Guests staying at Aston at The Whaler on Kaanapali Beach enjoy an outdoor pool, a 24-hour gym, and a sauna. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this beach condo building include outdoor tennis courts, a hot tub, and a computer station.
Pool
Hot Tub
Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM

4.5 out of 5
130 Kai Malina Parkway, Kaanapali, HI
Guests staying at this apartment enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. Helpful staff can provide dry cleaning/laundry services, concierge services, and luggage storage. Other amenities at this beach apartment building include a free grocery shopping service, laundry facilities, and a convenience store.
Pool
Kitchen
Wailea Grand Champions - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

3 out of 5
155 Wailea Ike Place, Kihei, HI
2 outdoor pools, 2 hot tubs, and outdoor tennis courts are featured at Wailea Grand Champions - CoralTree Residence Collection. There's free parking if you drive. The front desk has multilingual staff that can help with dry cleaning/laundry, concierge services, and securing valuables. Other amenities at this golf condo building include free WiFi in public areas, laundry facilities, and barbecue grills.
Pool
Hot Tub
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
2661 Kekaa Dr, Lahaina, HI
Guests staying at Kaanapali Maui at the Eldorado by OUTRIGGER enjoy access to 3 outdoor pools, a gym, and free WiFi in public areas. Transportation is made easy with a free beach shuttle. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this golf condo building include a terrace, laundry facilities, and a convenience store.
Pool
Kitchen
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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.

Hotel Options in Upcountry Maui

    Gods Peace Of Maui

    Gods Peace Of Maui

    1290 Haliimaile Rd, Makawao, HI
    $167 nightly
    The price is $196 total per night from Oct 31 to Nov 1
    $196 total
    Oct 31 - Nov 1
    Total with taxes and fees
    9/10 Wonderful! (38 reviews)
    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd, Kihei, HI
    $252 nightly
    The price is $298 total per night from Nov 19 to Nov 20
    $298 total
    Nov 19 - Nov 20
    Total with taxes and fees
    9.4/10 Exceptional! (2,236 reviews)
    Royal Lahaina Resort & Bungalows

    Royal Lahaina Resort & Bungalows

    2780 Kekaa Dr, Lahaina, HI
    $239 nightly
    The price is $282 total per night from Nov 20 to Nov 21
    $282 total
    Nov 20 - Nov 21
    Total with taxes and fees
    8.4/10 Very Good! (1,519 reviews)

Luxury Condos

Find luxury condos in Upcountry Maui
Get your vacation off to a fabulous start by booking a luxury condo in Upcountry Maui. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Upcountry Maui condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Upcountry Maui will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Upcountry Maui Condo Rentals essential information

Accommodation
1442 Condo Rentals
Lowest Price
$196
Highest Price
$668
Popular accommodation
The Whaler Resort Kaanapali Beach, Castle Kama'ole Sands, Kahana Beach Vacation Club, Castle Napili Surf Beach Resort, The Gardens at West Maui, Aston at The Whaler on Kaanapali Beach, Honua Kai Konea Resort by KBM, Wailea Grand Champions - CoralTree Residence Collection, Kaanapali Maui at the Eldorado by OUTRIGGER

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