Kaupakulua Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    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

Holiday Rentals in Kaupakulua

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (828)
"Very nice and budget friendly."
The price is AU$541
includes taxes & fees
29 Sept - 30 Sept
Aston Maui Hill

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2258)
"Front desk was wonderful."
Castle Kama'ole Sands

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (799)
"Just a great stay! "
Maui Beach Vacation Club

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (473)
"Good place to spend your vacation "
Maui Sunset

Yonegan Maui Getaways - Haiku

3.0 star property
9.2 out of 10, Wonderful, (5)
"Loved having the hot tub to come home to!!"
The price is AU$355
includes taxes & fees
12 Oct - 13 Oct
Yonegan Maui Getaways - Haiku

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (489)
"The partial ocean view and the closeness of the beach was great. "
Maui Schooner Resort

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (740)
"Property was beautiful, condo gorgeous, pools amazing, views awesome."
The price is AU$975
includes taxes & fees
1 Oct - 2 Oct
Wailea Grand Champions - CoralTree Residence Collection

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very good, (512)
"A wonderful place to stay in Wailea!"
Palms at Wailea Maui

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1089)
"We loved it there! "
Sugar Beach Resort

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (570)
"We attended a wedding in Wailea and this was a great alternative to staying in a large hotel."
The price is AU$1,171
includes taxes & fees
29 Sept - 30 Sept
Wailea Ekahi - CoralTree Residence Collection

Wailea Beach Villas

4.5 star property
9.8 out of 10, Exceptional, (178)
"Excellent staff, accommodation's, location and amenities. Will come back "
Wailea Beach Villas

Maui Kamaole by VTrips

4.0 star property
9.2 out of 10, Wonderful, (44)
"wonderful "
Maui Kamaole by VTrips

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (200)
"Area was quiet but close to amenities. We could drive anywhere on Maui easily. There was a lovely beach less than a block from the suite with good snorkeling and friendly locals. Bed in the suite was very comfortable, and it had everything we needed for a relaxing vacation."
Kaiholo Hale

Maui Banyan by VTrips

4.0 star property
8.2 out of 10, Very good, (82)
"Great room and location, stunning sunsets "
Maui Banyan by VTrips

Sugar Beach Resort - Maui Condo & Home

3.0 star property
8.4 out of 10, Very good, (514)
"Love this location, great beach, quiet."
Sugar Beach Resort - Maui Condo & Home

Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting

10.0 out of 10, Exceptional, (266)
"Our family had a great time at the condo in Kihei. The rooms were spacious, the place had everything you need for cooking and the beach (minus life jackets but those were easy to rent). The location was perfect and within walking distance of tons of restaurants, shops, and the ocean. I would definitely recommend this place and if we're ever in the area again would happily stay there."
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting

Kihei Maui Beach house - On the water

9.8 out of 10, Exceptional, (58)
"Mark was wonderful to work with. Some things could use some updates but overall it was a great location and we had a great stay."
Kihei Maui Beach house - On the water

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

10.0 out of 10, Exceptional, (83)
"Everything was great! Can’t wait to come back. "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Kamaole Sands by VTrips

4.0 star property
8.8 out of 10, Excellent, (38)
"Excellent location with beaches walking distance. Very quiet and clean...perfect for some R&R. Mahalo!!"
Kamaole Sands by VTrips

Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!

9.8 out of 10, Exceptional, (72)
"We enjoyed our stay. Pool was easily accessible and quiet everyday. Great location "
Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!
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 Kaupakulua Hotel Reviews

Find out more about Kaupakulua

Find out more about Kaupakulua

Everything you need to know about Kaupakulua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaupakulua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaupakulua holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kaupakulua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaupakulua. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaupakulua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaupakulua holiday rentals we have selected for you start as low as AU$355 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kaupakulua rentals

At Expedia, we put the best Kaupakulua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kaupakulua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaupakulua holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaupakulua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Kaupakulua?

Yes, there are holiday rentals close to the most popular sights in Kaupakulua, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kaupakulua has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Kaupakulua is located near the beach, and has 1 hot tub, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware and a coffee maker.

What’s there to see and do in Kaupakulua?

While exploring the area, visit family-friendly sights like Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get outside and enjoy nature at Twin Falls. Hoʻokipa Beach Park and Kuau Bay Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaupakulua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaupakulua. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.