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

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (896 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
The price is P15,801
P18,758 total
includes taxes & fees
Apr 16 - Apr 17
Aston Maui Hill

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (30 reviews)
"The location was great, especially if you plan to see the whole island! Easy check in and check out. Clean place."
United States
Weronika
The price is P9,892
P20,725 total
includes taxes & fees
Apr 19 - Apr 20
Yonegan Maui Getaways - Haiku

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is P21,017
P41,656 total
includes taxes & fees
Apr 18 - Apr 19
Kuau Plaza Paia Condo with Parking

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
9.0 out of 10, Wonderful, (19 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is P3,223
P31,766 total
includes taxes & fees
Apr 17 - Apr 18
Signature Residences at Maui Banyan

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 P8,703
P43,476 total
includes taxes & fees
Apr 19 - Apr 20
The Kalama 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 P6,362
P38,473 total
includes taxes & fees
Apr 19 - Apr 20
The Residences at Kamaole Sands Resort

Stunning South Maui Condo w/ Lanai by Beach!

Stunning South Maui Condo w/ Lanai by Beach!
3.5 star property
North Kihei
The price is P7,006
P23,008 total
includes taxes & fees
Apr 16 - Apr 17
Stunning South Maui Condo w/ Lanai by Beach!

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 P232,941
P310,507 total
includes taxes & fees
Apr 27 - Apr 28
Polo Beach Club POL-109 by KBM

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.2 out of 10, Wonderful, (31 reviews)
"We absolutely loved our stay! We appreciated the full kitchen, washer/dryer, and the beautiful patio!"
United States
Brittany Rose
The price is P6,497
P23,131 total
includes taxes & fees
Apr 21 - Apr 22
Kihei Ali'i Kai Condos with Free Parking

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 P20,239
P41,031 total
includes taxes & fees
Apr 20 - Apr 21
2BR/2BA Oceanfront Condo in Maui Sunset

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 P11,018
P30,027 total
includes taxes & fees
Apr 16 - Apr 17
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
9.6 out of 10, Exceptional, (4 reviews)
"Clean property nice room good location"
United States
Richard
The price is P11,671
P32,808 total
includes taxes & fees
Apr 16 - Apr 17
Kamaole Sands Condos Close to Beach with Parking

Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (4 reviews)
"We loved it!! "
United States
Tyler
The price is P88,631
P141,254 total
includes taxes & fees
Apr 23 - Apr 24
Grand Champions 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.
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, 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. Maui Spa Retreat and Twin Falls 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.