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Holiday Rentals in Kaupakulua

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Our top choices for Kaupakulua holiday rentals

1. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is €268
includes taxes & fees
14 Oct - 15 Oct
Yonegan Maui Getaways - Haiku

2. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
The price is €1,112
includes taxes & fees
31 Oct - 1 Nov
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

3. Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is €863
includes taxes & fees
13 Oct - 14 Oct
Kuau Plaza Paia Condo with Parking

4. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (990 reviews)
"Way more than what we expected.. clean, well kept, extremely spacious and centrally located to shops, beaches and restaurants. Loved everything about the property"
United States
Michael
The price is €349
includes taxes & fees
8 Nov - 9 Nov
Aston Maui Hill

5. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (40 reviews)
"Absolutely loved our room. The kitchen was spacious and had all of the necessities. The best part was the lawn chairs, umbrella and tote bag provided in the room. Rooms large enough to relax and not feel so crowded."
United States
Mai
The price is €496
includes taxes & fees
11 Oct - 12 Oct
Signature Residences at Maui Banyan

6. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas"
United States
George Lucas
The price is €553
includes taxes & fees
15 Oct - 16 Oct
The Residences at Kamaole Sands Resort

7. Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (5 reviews)
"Clean everything great time great location! "
United States
Sean
The price is €938
includes taxes & fees
11 Oct - 12 Oct
Grand Champions by KBM

8. The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
9.4 out of 10, Exceptional, (3 reviews)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is €604
includes taxes & fees
11 Oct - 12 Oct
The Ocean View Residence

9. Wonderful South Maui Beach Condos

Wonderful South Maui Beach Condos
3.5 star property
South Kihei
9.2 out of 10, Wonderful, (44 reviews)
"Great location, perfect for my trip. "
United States
John
The price is €438
includes taxes & fees
1 Nov - 2 Nov
Wonderful South Maui Beach Condos

10. The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (3 reviews)
"My stay was okay. "
United States
Rosalba
The price is €844
includes taxes & fees
11 Oct - 12 Oct
The Kalama Residence

11. South Maui Beach Suites

South Maui Beach Suites
3.5 star property
South Kihei
The price is €430
includes taxes & fees
1 Nov - 2 Nov
South Maui Beach Suites

12. Condo w/ Lanai at Beginning of Road to Hana!

Condo w/ Lanai at Beginning of Road to Hana!
3.0 star property
Paia
The price is €374
includes taxes & fees
18 Oct - 19 Oct
Condo w/ Lanai at Beginning of Road to Hana!

13. Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is €487
includes taxes & fees
22 Oct - 23 Oct
Waiohuli Beach Hale Ocean View Condos with Parking

14. Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite
4.0 star property
South Kihei
8.6 out of 10, Excellent, (27 reviews)
"Absolutely perfect!!! Flavor of Hawaii!!"
United States
Laura
The price is €446
includes taxes & fees
1 Nov - 2 Nov
Awesome Maui Vista Beach Suite

15. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
The price is €1,485
includes taxes & fees
12 Oct - 13 Oct
Villa, Garden View, 2-bedroom

16. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, Exceptional, (54 reviews)
"Absolutely an amazing place. Very nice, clean, comfortable. We stayed in B104 and it is a perfect spot to get in and out. Definitely come back again."
United States
Angeline
The price is €474
includes taxes & fees
16 Oct - 17 Oct
Kihei Ali'i Kai Condos with Free Parking

17. 2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
8.0 out of 10, Very good, (1 review)
The price is €981
includes taxes & fees
10 Nov - 11 Nov
2BR/2BA Oceanfront Condo in Maui Sunset

18. Lanai & Steps to Beach! Stunning South Maui Condo

Lanai & Steps to Beach! Stunning South Maui Condo
3.5 star property
North Kihei
Lanai & Steps to Beach! Stunning South Maui Condo

19. Wailea Beach Villas Resort by KBM

Wailea Beach Villas Resort by KBM
4.0 star property
Wailea
The price is €4,007
includes taxes & fees
22 Oct - 23 Oct
Wailea Beach Villas Resort by KBM

20. Wailea Ekahi Village WKV-45C by KBM

Wailea Ekahi Village WKV-45C by KBM
4.5 star property
Wailea
6.0 out of 10, (1 review)
"I did not like this location and would not go back. It’s on a lower floor, and kind of dark and musty. I left within a few hours of being there. But the host was very communicative and the location is great. I just wouldn’t personally stay here."
United States
Chelsea
The price is €1,054
includes taxes & fees
15 Oct - 16 Oct
Wailea Ekahi Village WKV-45C by KBM
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 Kaupakulua Hotel Reviews

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, apart-hotels, 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 favorite 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 depends 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 €268 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 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, a coffee maker and kitchenware.

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 Haleakala National Park. Makawao Park and Maui Spa Retreat 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.