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Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Kaupakulua holiday rentals

Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club

Aparthotel in North Kihei

Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (820)
"The rooms were clean and spacious and had all the basics that we needed. We found the beds and furniture comfortable. The staff was very friendly and the location was very convenient for our needs. That being said, the no AC situation proved to be problematic for a number of reasons all of which boil down to noise. The courtyard serves as a funnel for all the noise from the neighbors whether or not they are trying to be noisy. We would hear lots "
United States
Sabrina
Maui Beach Vacation Club
Outdoor pool, open 8:00 AM to 9:30 PM, pool loungers
Aston Maui Hill

Aparthotel in South Kihei

Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (854)
"Clean room, attentive staff, and tons of things for kids and adults alike to do! "
United States
Misty
The price is ฿11,931
฿14,074 total
includes taxes & fees
21 Dec - 22 Dec
Aston Maui Hill
Deluxe Condo, 3 Bedrooms | Balcony
Castle Kama'ole Sands

Condo in South Kihei

Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very good, (2277)
"great stay for my family"
United States
Jasmin
Castle Kama'ole Sands
Exterior
Signature Residences at Maui Banyan

Condo resort in South Kihei

Signature Residences at Maui Banyan
4.5 star property
9.6 out of 10, Exceptional, (5)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is ฿1,766
฿16,748 total
includes taxes & fees
22 Dec - 23 Dec
Signature Residences at Maui Banyan
Outdoor pool
Palms at Wailea Maui

Aparthotel in Wailea

Palms at Wailea Maui
3.5 star property
8.4 out of 10, Very good, (518)
"Spacious villa. Loved it. "
Canada
Joyce Yi
Palms at Wailea Maui
Studio Suite, 1 Queen Bed | Terrace/patio
Maui Banyan Vacation Club

Condo in South Kihei

Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very good, (354)
"All the workers were so nice "
Canada
Michele
Maui Banyan Vacation Club
Garden
Yonegan Maui Getaways - Haiku

Holiday Home in Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
9.0 out of 10, Wonderful, (12)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is ฿4,319
฿8,211 total
includes taxes & fees
21 Dec - 22 Dec
Yonegan Maui Getaways - Haiku
Premium Condo, 2 Bedrooms, Kitchen, Ocean View | Terrace/patio
Maui Sunset

Aparthotel in Central Kihei

Maui Sunset
3.5 star property
8.8 out of 10, Excellent, (480)
"Very good place with sunset view and also they maintained the property very well."
United States
Suresh
Maui Sunset
Exterior
Wailea Ekahi - CoralTree Residence Collection

Condo in Wailea

Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (583)
"Rooms were nice and conveniently located."
United States
Daniel J
Wailea Ekahi - CoralTree Residence Collection
On the beach
Makena Surf - CoralTree Residence Collection

Condo in Wailea

Makena Surf - CoralTree Residence Collection
4.0 star property
9.4 out of 10, Exceptional, (105)
"Outstanding location, view and property. Strongly recommend for a family."
Canada
Lucas Sebastian
Makena Surf - CoralTree Residence Collection
Condo, 3 Bedrooms, Garden View (205) | Property amenity
Wailea Beach Villas

Aparthotel in Wailea

Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, (185)
"This spot is perfecto!"
United States
Flavio
Wailea Beach Villas
Outdoor pool
Sugar Beach Resort

Aparthotel in North Kihei

Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (1100)
"We loved it there! "
United States
Babatunde
Sugar Beach Resort
Property amenity
Maui Banyan A-202 by Maui Rental Group

Condo in South Kihei

Maui Banyan A-202 by Maui Rental Group
4.0 star property
Maui Banyan A-202 by Maui Rental Group
BBQ/picnic Area
Maui Schooner Resort

Aparthotel in Central Kihei

Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, (497)
"Nice amenities and huge space. Nice pool and spa."
United States
Danyang
Maui Schooner Resort
2 outdoor pools
Wailea Elua- CoralTree Residence Collection

Apartment in Wailea

Wailea Elua- CoralTree Residence Collection
3.5 star property
9.6 out of 10, Exceptional, (248)
"Nice place to vacation at."
United States
Moureen
Wailea Elua- CoralTree Residence Collection
Beach nearby, white sand, beach towels
Kihei Ali'i Kai Condos with Free Parking

Apartment in South Kihei

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
9.0 out of 10, Wonderful, (21)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
Kihei Ali'i Kai Condos with Free Parking
Exterior
Maui Kamaole

Condo in South Kihei

Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, (842)
"Clean, close to beach and shopping, great amenities."
United States
Millicent
Maui Kamaole
Elite Apartment, Balcony, Ocean View | Blackout curtains, iron/ironing board, free WiFi
The Ocean View Residence

Apartment in South Kihei

The Ocean View Residence
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is ฿7,415
฿28,742 total
includes taxes & fees
24 Dec - 25 Dec
The Ocean View Residence
Beach nearby
Maui Banyan by Maui Rental Group

Condo in South Kihei

Maui Banyan by Maui Rental Group
4.0 star property
8.2 out of 10, Very good, (83)
"Great room and location, stunning sunsets "
United States
Corum K
Maui Banyan by Maui Rental Group
Exterior
Wonderful South Maui Beach Condos

Condo in South Kihei

Wonderful South Maui Beach Condos
3.5 star property
9.2 out of 10, Wonderful, (30)
"Definitely recommend it, management is great!"
United States
K
Wonderful South Maui Beach Condos
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

Aston Maui Hill

Aston Maui Hill

10/10 Excellent
"The room/condo was clean and spacious, loved the big lanai. The pool and hot tub were great as well."
Nathan 5-night trip
Posted 2 days ago
Aston Maui Hill

Find out more about Kaupakulua

Search for holiday rentals in Kaupakulua on Expedia! 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, kitchenware and a coffee maker.

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 Hoʻokipa Beach Park. Maui Spa Retreat and Kuau Bay Beach 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.