Kaupakulua Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kaupakulua vacation rentals

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (29 reviews)
"Very clean and spacious room. Convenient to road to Hana. Quiet area. Host was easy to communicate with. Only negative was the air conditioner was a little loud for me. Would book again. "
United States
David Earl
The price is ¥28,101
¥49,130 total
includes taxes & fees
Mar 22 - Mar 23
Yonegan Maui Getaways - Haiku

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is ¥44,884
¥97,848 total
includes taxes & fees
Mar 24 - Mar 25
Kuau Plaza Paia Condo with Parking

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
9.0 out of 10, Wonderful, (12 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is ¥15,495
¥99,299 total
includes taxes & fees
Mar 16 - Mar 17
Signature Residences at Maui Banyan

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is ¥25,557
¥120,977 total
includes taxes & fees
Mar 18 - Mar 19
The Ocean View Residence

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is ¥11,433
¥90,618 total
includes taxes & fees
Mar 16 - Mar 17
The Residences at Kamaole Sands Resort

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very Good, (3 reviews)
"Great stay! The place was clean, well located, and exactly as described. Smooth communication and very comfortable overall. Would definitely recommend."
France
Daniel
The price is ¥28,751
¥127,803 total
includes taxes & fees
Apr 11 - Apr 12
The Kalama Residence

Maui Vista 3213 1 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo
3.0 star property
South Kihei
The price is ¥29,600
¥104,683 total
includes taxes & fees
Apr 10 - Apr 11
Maui Vista 3213 1 Bedroom Condo

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (889 reviews)
"Great location to beach. Nice pool. Well appointed condo"
United States
Bonnie
The price is ¥49,224
¥58,435 total
includes taxes & fees
Apr 1 - Apr 2
Aston Maui Hill

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
3.5 star property
Wailea
The price is ¥84,451
¥166,431 total
includes taxes & fees
Apr 7 - Apr 8
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"We loved it!! "
United States
Tyler
The price is ¥283,854
¥486,197 total
includes taxes & fees
Apr 12 - Apr 13
Grand Champions by KBM

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.0 out of 10, Wonderful, (26 reviews)
"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
The price is ¥26,237
¥73,418 total
includes taxes & fees
Mar 15 - Mar 16
Kihei Ali'i Kai Condos with Free Parking

Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo
3.0 star property
South Kihei
The price is ¥30,538
¥106,225 total
includes taxes & fees
Mar 15 - Mar 16
Maui Vista 1315 1 Bedroom Condo

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

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is ¥27,878
¥77,918 total
includes taxes & fees
Mar 15 - Mar 16
Waiohuli Beach Hale Ocean View Condos with Parking

Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking
3.5 star property
South Kihei
9.4 out of 10, Exceptional, (3 reviews)
"Clean property nice room good location"
United States
Richard
The price is ¥32,425
¥89,044 total
includes taxes & fees
Mar 31 - Apr 1
Kamaole Sands Condos Close to Beach with Parking

Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo
3.0 star property
Central Kihei
The price is ¥38,171
¥151,111 total
includes taxes & fees
Mar 30 - Mar 31
Luana Kai C210 2 Bedroom Condo

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
The price is ¥58,145
¥114,268 total
includes taxes & fees
Mar 22 - Mar 23
2BR/2BA Oceanfront Condo in Maui Sunset

Menehune Shores 223 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo
3.0 star property
North Kihei
The price is ¥44,448
¥162,361 total
includes taxes & fees
Mar 15 - Mar 16
Menehune Shores 223 2 Bedroom Condo

Luana Kai A104 2 Bedroom Condo

Luana Kai A104 2 Bedroom Condo
3.0 star property
Central Kihei
The price is ¥43,886
¥161,580 total
includes taxes & fees
Mar 30 - Mar 31
Luana Kai A104 2 Bedroom Condo

Palms 501 2 Bedroom Condo

Palms 501 2 Bedroom Condo
3.0 star property
Wailea
The price is ¥52,392
¥186,213 total
includes taxes & fees
Mar 28 - Mar 29
Palms 501 2 Bedroom Condo
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaupakulua Hotel Reviews

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
  • Use the map to find apartments and other holiday homes in the Kaupakulua neighbourhood you prefer
  • 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 vacation rentals in Kaupakulua?

Yes, there are vacation rentals near top sights in Kaupakulua, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Kaupakulua has to offer?

Yonegan Maui Getaways - Haiku : Visitors like this Kaupakulua vacation home rental. It is located near the beach and has a hot tub, a barbecue grill, 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 Haleakala National Park. Hoʻokipa Beach Park and Kuau Bay Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Kaupakulua like?

Vacation rentals are privately owned properties you can book for a long or short time in Kaupakulua. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family gatherings.