Compare Wailea-Makena Condo Rentals

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Featured Wailea-Makena Condo Rentals

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.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
2575 S Kihei Rd Kihei HI
This condo offers an outdoor pool, free WiFi in public areas, and a hot tub. If you drive, take advantage of free parking. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include a garden and barbecue grills.
Kihei Akahi by VTrips

Kihei Akahi by VTrips

4 out of 5
2531 South Kihei Road Kihei HI
Guests staying at this condo enjoy features like a marina and free WiFi in public areas. If you decide to drive, there's free parking.
Wailea Ekahi - CoralTree Residence Collection

Wailea Ekahi - CoralTree Residence Collection

3 out of 5
3300 Wailea Alanui Kihei HI
Guests staying at Wailea Ekahi - CoralTree Residence Collection enjoy 4 outdoor pools, free WiFi in public areas, and laundry facilities. If you decide to drive, there's free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach condo building include a picnic area and barbecue grills.
Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection

4 out of 5
4850 Makena Alanui Kihei HI
At Makena Surf - CoralTree Residence Collection, guests have access to an outdoor pool, 2 hot tubs, and outdoor tennis courts. A stay here includes free parking. Front-desk staff can assist with securing valuables, concierge services, and luggage storage. Other amenities at this beach condo building include free WiFi in public areas, free newspapers, and laundry facilities.
Modern-style condo with beautiful ocean views

Modern-style condo with beautiful ocean views

Kihei HI
At this condo, guests have access to features like laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. This smoke-free condo building also has a garden.
Profess design Ground fl .Love Tropical flower gardens Sleep 6 .

Profess design Ground fl .Love Tropical flower gardens Sleep 6 .

Kihei HI
Guests of this condo enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this beach condo building include barbecue grills and a garden.
Sunlit Condo Moments from Kamaole Beach Parks

Sunlit Condo Moments from Kamaole Beach Parks

Kihei HI
At this condo, guests have access to features like laundry facilities. Staff members can help with accommodation requests, and provide concierge services. This smoke-free condo building also has a garden.
THREE BEDROOM UNIT AT KAMAOLE SANDS-BRING THE GRANDPARENTS!

THREE BEDROOM UNIT AT KAMAOLE SANDS-BRING THE GRANDPARENTS!

Kihei HI
$1,194 nightly
The price is $1,397 total per night
$1,397 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of this condo have access to an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly condo building include an arcade/game room, laundry facilities, and barbecue grills.
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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 Wailea-Makena

    Grand Wailea Maui, A Waldorf Astoria Resort

    Grand Wailea Maui, A Waldorf Astoria Resort

    3850 Wailea Alanui Drive Kihei HI
    $709 nightly
    The price is $836 total per night from Dec 19 to Dec 20
    $836 total
    Dec 19 - Dec 20
    Total with taxes and fees
    8.8/10 Excellent! (1,001 reviews)
    Four Seasons Resort Maui at Wailea

    Four Seasons Resort Maui at Wailea

    3900 Wailea Alanui Drive Kihei HI
    $755 nightly
    The price is $891 total per night from Dec 19 to Dec 20
    $891 total
    Dec 19 - Dec 20
    Total with taxes and fees
    9.6/10 Exceptional! (999 reviews)
    Wailea Beach Resort - Marriott, Maui

    Wailea Beach Resort - Marriott, Maui

    3700 Wailea Alanui Dr Kihei HI
    $660 nightly
    The price is $783 total per night from Jan 9 to Jan 10
    $783 total
    Jan 9 - Jan 10, 2026
    Total with taxes and fees
    9/10 Wonderful! (1,004 reviews)

Luxury Condos

Find luxury condos in Wailea-Makena
Get your vacation off to a fabulous start by booking a luxury condo in Wailea-Makena. 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 Wailea-Makena 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 Wailea-Makena 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.

Wailea-Makena Condo Rentals essential information

Accommodation
1741 Condo Rentals
Lowest Price
$783
Highest Price
$1,397
Popular accommodation
Castle Kama'ole Sands, Maui Banyan Vacation Club, Kihei Akahi by VTrips, Wailea Ekahi - CoralTree Residence Collection, Makena Surf - CoralTree Residence Collection, Modern-style condo with beautiful ocean views, Profess design Ground fl .Love Tropical flower gardens Sleep 6 ., Sunlit Condo Moments from Kamaole Beach Parks, THREE BEDROOM UNIT AT KAMAOLE SANDS-BRING THE GRANDPARENTS!

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