Kaupakulua Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Kaupakulua vacation rentals

Studio, Garden View (Haiku #6) | Terrace/patio

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (19 reviews)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is NT$4,811
NT$8,832 total
includes taxes & fees
Feb 17 - Feb 18
Yonegan Maui Getaways - Haiku
Exterior

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
7.8 out of 10, Good, (10 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is NT$1,562
NT$16,453 total
includes taxes & fees
Feb 8 - Feb 9
Signature Residences at Maui Banyan
Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (874 reviews)
"The location was great, staff provided clean towels and bedding daily. "
United States
Christine
The price is NT$14,470
NT$17,178 total
includes taxes & fees
Mar 8 - Mar 9
Aston Maui Hill
Interior

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is NT$9,848
NT$20,496 total
includes taxes & fees
Feb 9 - Feb 10
Kuau Plaza Paia Condo with Parking
Deluxe Apartment, Partial Ocean View | Balcony

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"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 NT$6,623
NT$27,251 total
includes taxes & fees
Mar 8 - Mar 9
The Residences at Kamaole Sands Resort
Property grounds

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
3.0 star property
Wailea
10.0 out of 10, Exceptional, (1 review)
"Beautiful place"
United States
Armando
The price is NT$9,218
NT$39,724 total
includes taxes & fees
Feb 6 - Feb 7
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
On the beach, white sand

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
7.0 out of 10, Good, (2 reviews)
"My stay was okay. "
United States
Rosalba
The price is NT$11,448
NT$37,576 total
includes taxes & fees
Mar 3 - Mar 4
The Kalama Residence
Condo, 1 King Bed with Sofa bed, Balcony, Garden View (The Palms at Wailea 801) | Living area

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 NT$11,447
NT$26,666 total
includes taxes & fees
Mar 4 - Mar 5
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
Condo (2 Bedrooms) | Terrace/patio

Grand Champions Condos by KBM

Grand Champions Condos by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"We loved it!! "
United States
Tyler
Grand Champions Condos by KBM
Family Apartment, 2 Bedrooms, Balcony, Mountain View (1012) | In-room dining

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, (21 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 NT$5,482
NT$14,929 total
includes taxes & fees
Feb 7 - Feb 8
Kihei Ali'i Kai Condos with Free Parking
Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Living area | 50-inch TV with digital channels

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
The price is NT$11,079
NT$22,116 total
includes taxes & fees
Feb 12 - Feb 13
2BR/2BA Oceanfront Condo in Maui Sunset
Condo, 1 King Bed with Sofa bed, Air conditioning, Ocean View (1014) | Beach/ocean view

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 NT$8,512
NT$20,419 total
includes taxes & fees
Mar 2 - Mar 3
Kamaole Sands Condos Close to Beach with Parking
Condo (5 Bedrooms) | Terrace/patio

Grand Champions Collection by KBM - 2 Units on same floor (120/134)

Grand Champions Collection by KBM - 2 Units on same floor (120/134)
4.0 star property
Wailea
The price is NT$242,928
NT$358,416 total
includes taxes & fees
Mar 2 - Mar 3
Grand Champions Collection by KBM - 2 Units on same floor (120/134)
Condo (2 Bedrooms) | Front of property

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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaupakulua Hotel Reviews

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Nice staff, clean rooms and top tier amenities"
Garrett 6-night trip
Posted 2 days ago
Four Seasons Resort Maui at Wailea

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 Hoʻokipa Beach Park. Maui Spa Retreat 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.