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Kaupakulua Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 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 S$384
includes taxes & fees
14 Oct - 15 Oct
Yonegan Maui Getaways - Haiku
A spacious kitchen with a large island, wooden flooring, and modern lighting fixtures.

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 S$1,594
includes taxes & fees
31 Oct - 1 Nov
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
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 S$1,237
includes taxes & fees
13 Oct - 14 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, (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 S$430
includes taxes & fees
8 Nov - 9 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, (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 S$711
includes taxes & fees
11 Oct - 12 Oct
Signature Residences at Maui Banyan
A balcony with a table set for breakfast, overlooking a residential area with palm trees and modern buildings.

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 S$778
includes taxes & fees
15 Oct - 16 Oct
The Residences at Kamaole Sands Resort
A balcony with wicker furniture, a wooden table, and a view of a lush landscape and distant buildings.

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 S$1,301
includes taxes & fees
16 Oct - 17 Oct
Grand Champions by KBM
A dining area with a table set for breakfast, including bread, fruit, and orange juice.

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 S$859
includes taxes & fees
11 Oct - 12 Oct
The Ocean View Residence
A beach with clear turquoise water, a sandy shore, and a distant mountain.

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 S$628
includes taxes & fees
1 Nov - 2 Nov
Wonderful South Maui Beach Condos
A beach with clear blue water, a sandy shore, and palm trees.

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 S$1,139
includes taxes & fees
16 Oct - 17 Oct
The Kalama Residence
Beach

11. South Maui Beach Suites

South Maui Beach Suites
3.5 star property
South Kihei
The price is S$617
includes taxes & fees
1 Nov - 2 Nov
South Maui Beach Suites
A beach with clear blue water, rocky shore, and palm trees.

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 S$536
includes taxes & fees
19 Oct - 20 Oct
Condo w/ Lanai at Beginning of Road to Hana!
A tropical beach scene with palm trees, a clear blue sky, and a view of the ocean.

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 S$699
includes taxes & fees
22 Oct - 23 Oct
Waiohuli Beach Hale Ocean View Condos with Parking
A beach with palm trees, rocks, and the ocean.

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 S$639
includes taxes & fees
1 Nov - 2 Nov
Awesome Maui Vista Beach Suite
A resort pool area with a hot tub, lounge chairs, and palm trees.

15. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
5.0 star property
Wailea
The price is S$2,175
includes taxes & fees
12 Oct - 13 Oct
Villa, Garden View, 2-bedroom
A modern kitchen with a large island, a dining area with a view, and a living room with a sofa and chairs.

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 S$646
includes taxes & fees
11 Oct - 12 Oct
Kihei Ali'i Kai Condos with Free Parking
A modern living room with a sofa, coffee table, and a view of the ocean.

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 S$1,327
includes taxes & fees
15 Oct - 16 Oct
2BR/2BA Oceanfront Condo in Maui Sunset
A beach with a building on the left, a rocky breakwater, and a clear blue sky.

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
A resort with a large pool, palm trees, and a beach view.

19. Wailea Beach Villas Resort by KBM

Wailea Beach Villas Resort by KBM
4.0 star property
Wailea
The price is S$5,350
includes taxes & fees
23 Oct - 24 Oct
Wailea Beach Villas Resort by KBM
A beach with clear turquoise water, a sandy shore, and a mountain in the background.

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 S$1,512
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

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"Love that it was quiet when it needed to be, the pool/ bar area was always a relaxing alternative after time at the beach, it was centrally located for walking to shops and food stops"
Benjamin 7-night trip
Posted 5 hours ago
Maui Coast Hotel

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.