Kaupakulua Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Kaupakulua holiday rentals

A beach with clear turquoise water, a sandy shore, and a stone wall with a few people.

1. Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is RM1,610
RM3,362 total
includes taxes & fees
16 Nov - 17 Nov
Kuau Plaza Paia Condo with Parking
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
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
A stone wall with a sign reading "Maui Hill" and a blue whale sculpture.

3. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (1,004 reviews)
"Such a beautiful place, lots to do, close to local beaches, tons of yummy food nearby"
United States
Megan
The price is RM1,192
RM1,415 total
includes taxes & fees
14 Dec - 15 Dec
Aston Maui Hill
A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

4. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (42 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 RM632
RM2,523 total
includes taxes & fees
1 Dec - 2 Dec
Signature Residences at Maui Banyan
A sunset beach scene with a wooden walkway and palm trees.

5. 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 RM1,493
RM3,776 total
includes taxes & fees
19 Nov - 20 Nov
Grand Champions by KBM
A beach with clear turquoise waters and a sandy shore.

6. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
9.8 out of 10, Exceptional, (6 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 RM1,044
RM3,061 total
includes taxes & fees
6 Dec - 7 Dec
The Residences at Kamaole Sands Resort
A beach with rocky terrain, palm trees, and a view of the ocean.

7. 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 Ocean View Residence
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 RM1,484
RM3,635 total
includes taxes & fees
27 Nov - 28 Nov
The Kalama Residence
A beach with clear skies, a mountain in the background, and a few umbrellas and chairs on the sand.

9. Kamaole Sands

Kamaole Sands
4.0 star property
South Kihei
The price is RM1,238
RM4,381 total
includes taxes & fees
8 Dec - 9 Dec
Kamaole Sands
A beach with two rows of blue and white patterned beach chairs facing 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 RM821
RM2,232 total
includes taxes & fees
18 Nov - 19 Nov
Waiohuli Beach Hale Ocean View Condos with Parking
A beach with clear blue water, rocky shore, and palm trees.

11. 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 RM691
RM1,710 total
includes taxes & fees
24 Nov - 25 Nov
Condo w/ Lanai at Beginning of Road to Hana!
A pool area with a view of the ocean, surrounded by palm trees and rocks.

12. Wailea Beach Villas Resort by KBM

Wailea Beach Villas Resort by KBM
4.0 star property
Wailea
The price is RM15,464
RM22,108 total
includes taxes & fees
28 Nov - 29 Nov
Wailea Beach Villas Resort by KBM
A beach with clear turquoise water, sandy shore, and rocky outcrops.

13. 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, (55 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 RM768
RM2,169 total
includes taxes & fees
16 Nov - 17 Nov
Kihei Ali'i Kai Condos with Free Parking
A beach with clear turquoise water, sandy shore, and rocky outcrops.

14. 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 RM2,468
RM4,235 total
includes taxes & fees
16 Nov - 17 Nov
2BR/2BA Oceanfront Condo in Maui Sunset
A wooden boardwalk leading to a sandy beach with ocean views and a mountain in the distance.

15. Villa, Garden View, 2-bedrooms

Villa, Garden View, 2-bedrooms
5.0 star property
Wailea
The price is RM5,050
RM8,552 total
includes taxes & fees
8 Dec - 9 Dec
Villa, Garden View, 2-bedrooms
A beach view with a stone staircase leading to a beach area, a palm tree, and a caution sign indicating a steep grade.

16. 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
The price is RM6,212
RM10,594 total
includes taxes & fees
2 Dec - 3 Dec
Polo Beach Club POL-109 by KBM
A beach with clear turquoise water, a sandy shore, and a mountain in the background.

17. 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 RM2,205
RM4,530 total
includes taxes & fees
6 Dec - 7 Dec
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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Find out more about Kaupakulua

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

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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.