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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Kaupakulua holiday rentals

A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

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 Rp2.261.652
Rp5.367.153 total
includes taxes & fees
5 Oct - 6 Oct
Yonegan Maui Getaways - Haiku
A beach with clear blue water, rocky shore, and palm trees.

2. 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 Rp3.022.058
Rp7.482.723 total
includes taxes & fees
5 Oct - 6 Oct
Condo w/ Lanai at Beginning of Road to Hana!
A coastal resort with beachfront properties, palm trees, and a view of distant mountains.

3. Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is Rp9.209.230
Rp17.279.658 total
includes taxes & fees
5 Oct - 6 Oct
Kuau Plaza Paia Condo with Parking
A resort with a swimming pool, palm trees, and ocean views.

4. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (982 reviews)
"The property was very welcoming and respectful. Love the swimming pool . We went in it every day. We meet a lot of people who has timeshares and respect their surroundings. Mahalo 🌺"
United States
Lisa
The price is Rp5.485.303
Rp6.511.714 total
includes taxes & fees
2 Nov - 3 Nov
Aston Maui Hill
A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

5. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (39 reviews)
"It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose"
United States
Roark
The price is Rp1.147.488
Rp9.881.799 total
includes taxes & fees
5 Oct - 6 Oct
Signature Residences at Maui Banyan
A balcony with wicker furniture, a wooden table, and a view of a lush landscape and distant buildings.

6. 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 Rp5.376.474
Rp15.149.716 total
includes taxes & fees
7 Oct - 8 Oct
Grand Champions by KBM
A balcony with a table set for breakfast, overlooking a residential area with palm trees and modern buildings.

7. 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 Rp1.505.038
Rp10.645.818 total
includes taxes & fees
6 Oct - 7 Oct
The Residences at Kamaole Sands Resort
A beach with clear blue water, a sandy shore, and palm trees.

8. 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 Rp4.184.388
Rp16.371.094 total
includes taxes & fees
5 Oct - 6 Oct
The Kalama Residence
A beach with a building on the left, a rocky breakwater, and a clear blue sky.

9. 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
A tropical beach scene with palm trees, a clear blue sky, and a view of the ocean.

10. 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 Rp3.594.282
Rp9.764.917 total
includes taxes & fees
6 Oct - 7 Oct
Waiohuli Beach Hale Ocean View Condos with Parking
A modern kitchen with a large island, a dining area with a view, and a living room with a sofa and chairs.

11. 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 Rp3.361.816
Rp9.488.952 total
includes taxes & fees
10 Oct - 11 Oct
Kihei Ali'i Kai Condos with Free Parking
A modern living room with a sofa, coffee table, and a view of the ocean.

12. 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)
2BR/2BA Oceanfront Condo in Maui Sunset
A resort pool area with a hot tub, lounge chairs, and palm trees.

13. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
The price is Rp15.361.854
Rp28.362.158 total
includes taxes & fees
6 Oct - 7 Oct
Villa, Garden View, 2-bedroom
A resort with palm trees, a pool, and a view of the ocean.

14. Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking
3.5 star property
South Kihei
9.6 out of 10, Exceptional, (4 reviews)
"Clean property nice room good location"
United States
Richard
Kamaole Sands Condos Close to Beach with Parking
A beach with clear turquoise water, a sandy shore, and a mountain in the background.

15. 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 Rp12.206.611
Rp22.854.575 total
includes taxes & fees
5 Oct - 6 Oct
Wailea Ekahi Village WKV-45C by KBM
A resort with a large pool, palm trees, and a beach view.

16. Wailea Beach Villas Resort by KBM

Wailea Beach Villas Resort by KBM
4.0 star property
Wailea
The price is Rp75.039.274
Rp93.305.012 total
includes taxes & fees
12 Oct - 13 Oct
Wailea Beach Villas Resort by KBM
A glass-top table with chairs, a bottle of wine, and a vase of flowers.

17. Polo Beach Club POL-109 by KBM

Polo Beach Club POL-109 by KBM
3.5 star property
Wailea
8.0 out of 10, Very good, (1 review)
"The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails...
Canada
PAMELA
Polo Beach Club POL-109 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

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"The rooms are stunning! The pool was beautiful and the kiddos loved it! My only complaint was the second we checked in they pushed a time share hard and the pool drinks were $18 for Crappy piña colada and $16 for a virgin piña colada!"
Jaymee 4-night trip
Posted 16 hours ago
Hilton Grand Vacations Club Maui Bay Villas

Find out more about Kaupakulua

Search for holiday rentals in Kaupakulua on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Kaupakulua using one of the methods below:

  • View our selection of featured holiday rentals in Kaupakulua
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  • Enter your travel dates to view the best deals on holiday rentals in Kaupakulua while they last

Look no further and take a look at our great range of rental properties in Kaupakulua!

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.