Kaupakulua Vacation Rentals

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Vacation Rentals in Kaupakulua

Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (632)
"Great condo. Nice reception from staff. Very clean. "
Maui Beach Vacation Club
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, (381)
"Overall the stay was good. Lots of amenities and close to restaurants, etc. The room itself was a little lack luster and could have been much cleaner… we fought cockroaches the whole stay. Front desk was friendly and responsive. Beach was nice and quiet. "
Maui Schooner Resort
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (991)
"Room was great. Nice beach"
Sugar Beach Resort
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, (341)
"relaxing place with beautiful views"
Maui Sunset
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (714)
"They treat you like family. Close to great beaches. "
Aston Maui Hill
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very good, (298)
"It was an amazing experience. Everyone was very friendly and helpful. Definitely we will came back "
Maui Banyan Vacation Club
Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, (803)
"Been staying in this property every year (for numerous years), K-105 was not very pleasant. Right off the bat, wi-fi network provided did not work at all. Had to call Vacasa re the issue,had me to connect to a nearby unit's wi-fi. TV in the bedroom didn't work for couple days, had to call Vacasa again, telling me someone will call back and/or come by but no one did. Had to call again, after I mentioned an unfavorable review, TV worked but no one called me back. Overall, pleasant stay at the...
Maui Kamaole
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (471)
"Stayed in a studio unit. Full kitchen, large bed and nice sofa and TV arrangement. Would definitely recommend. "
Wailea Ekahi - CoralTree Residence Collection
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very good, (2153)
"We are repeat customers, you will love this place!"
Castle Kama'ole Sands
Wailea Grand Champions - CoralTree Residence Collection
3.0 star property
9.0 out of 10, Wonderful, (662)
"Cozy comfortable place to hang out for a week!"
Wailea Grand Champions - CoralTree Residence Collection
Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, (156)
"Great accommodation if you are looking for a nice suite with all the amenities."
Wailea Beach Villas
Palms at Wailea Maui
3.5 star property
8.4 out of 10, Very good, (466)
"It is nice property with huge pool and garden,"
The price is CA $440
CA $1,040 total
includes taxes & fees
Jul 25 - Jul 26
Palms at Wailea Maui
Absolutely Incredible Penthouse Front Facing Ocean Views with Pickleball!
9.8 out of 10, Exceptional, (264)
"Exactly what we wanted. Perfect size for two. Amazing view and perfect location."
Absolutely Incredible Penthouse Front Facing Ocean Views with Pickleball!
No Property Fees! Kihei Top Floor - Air Conditioned, Clean!, Turtles nearby!
10.0 out of 10, Exceptional, (223)
"Lovely little place perfect for our family vacation. Very central to everything with a beach and fish pond right across the street. The owner was easy to reach if we needed anything and communication was stellar! We were surprised at all that was there when we arrived, such as stocked items in the freezer and cupboards paid forward by previous guests and playing cards and books in the drawer when you have some downtime. Absolutely all you need and more for a very good price!"
The price is CA $149
CA $551 total
includes taxes & fees
Jul 2 - Jul 3
No Property Fees! Kihei Top Floor - Air Conditioned, Clean!, Turtles nearby!
Kihei Akahi by VTrips
4.0 star property
7.8 out of 10, Good, (26)
"loved it:). Thank you"
Kihei Akahi by VTrips
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
9.4 out of 10, Exceptional, (19)
"The property was a great location. Quick access to downtown Kihei and not far from the airport. The property was well equipped with items needed for beach days. One recommendation would be to add an umbrella. Otherwise, very well stocked! My only negative feedback would be regarding cleanliness. The baseboards had quite a bit of dirt in the crevices and the ceiling fan was extremely dusty. My husband got up on a chair and cleaned it off because the dust was coming over the blades and it could...
The price is CA $150
CA $471 total
includes taxes & fees
Jul 4 - Jul 5
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Hale Kamaole
3.0 star property
8.2 out of 10, Very good, (322)
"Great location, amazing room! One thing to improve on is to get another fan or AC in the living room because that area gets hot easily"
Hale Kamaole
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, (92)
"The place was clean and nicely decorated. The beds and pillows were comfortable. The view was great too. The only thing that I didn’t like was that the A/C was on a 6 hour timer so you have to keep turning it back on. Plus the room did not cool down very well. We had 7 fans running to help the window unit to cool the condo down. It did get to a comfortable temperature eventually but this was an every evening event after coming back to the condo."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, (96)
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
No Property Fees! Kihei Top Floor - Air Conditioned, Clean!, Turtles nearby!
9.8 out of 10, Exceptional, (249)
"Good communication with owner. Condo had everything we needed."
The price is CA $149
CA $551 total
includes taxes & fees
Jul 1 - Jul 2
No Property Fees! Kihei Top Floor - Air Conditioned, Clean!, Turtles nearby!
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See all available properties in Kaupakulua
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.

Other types of properties in Kaupakulua you may be interested in

Maui Coast Hotel
3.5 star property
9.2 out of 10, Wonderful, (1017)
"Good"
The price is CA $307
CA $418 total
includes taxes & fees
Jul 30 - Jul 31
Maui Coast Hotel
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, (1002)
"This property is absolutely beautiful! We would definitely return. "
The price is CA $1,057
CA $1,327 total
includes taxes & fees
Jul 5 - Jul 6
Fairmont Kea Lani Maui
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1004)
"There are a lot of good water features for kids. Good beach/ access. Good hotel condition (room, bathroom, hallways and lobby). Nice breakfast package. There is no kids playroom though."
The price is CA $1,162
CA $1,451 total
includes taxes & fees
Jul 6 - Jul 7
Grand Wailea Maui, A Waldorf Astoria Resort
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.

Everything you need to know about Kaupakulua vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kaupakulua vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kaupakulua vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaupakulua vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaupakulua vacation rentals we have selected for you start as low as CA $149 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kaupakulua rentals

At Expedia, we put the best Kaupakulua vacation 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 vacation.

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 vacation rentals in Kaupakulua?

Yes, there are vacation rentals near top sights in Kaupakulua, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Kaupakulua has to offer?

Spacious Hawaiian home 50 steps from Sugar Beach! : You might want to consider this vacation home rental near Kaupakulua, which offers a patio, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Kaupakulua?

Choose from 3 Expedia vacation rentals in Kaupakulua for a memorable vacation.

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 Hookipa Beach Park. Kuau Bay Beach and Paia Bay are a couple of places you'll find in the larger area.

What’s a vacation rental in Kaupakulua like?

Vacation rentals are privately owned properties you can book for a long or short time in Kaupakulua. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family gatherings.

Recent reviews of Kaupakulua properties
Expedia verified reviews