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 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

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
8.6 out of 10, Excellent, (20 reviews)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is ￥23,760
￥43,618 total
includes taxes & fees
Jan 28 - Jan 29
Yonegan Maui Getaways - Haiku
Elite Apartment, Balcony, Ocean View | Dining room

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 ￥17,499
￥102,080 total
includes taxes & fees
Jan 27 - Jan 28
The Ocean View Residence
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 ￥23,748
￥115,436 total
includes taxes & fees
Jan 27 - Jan 28
The Residences at Kamaole Sands Resort
Interior

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is ￥43,907
￥95,563 total
includes taxes & fees
Jan 30 - Jan 31
Kuau Plaza Paia Condo with Parking
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
Exterior

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
8.4 out of 10, Very Good, (6 reviews)
"Roaches, bugs, rusty appliances, appliances didn’t work. Aesthetically it was disappointing. There were no matching towels. The silverware didn’t match. The closet doors didn’t close, the mirrors were chipped.. I specifically asked the rental company if the property was updated and they said it was tiptop condition. It’s a total lie."
United States
Dean
The price is ￥8,381
￥82,600 total
includes taxes & fees
Jan 31 - Feb 1
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, (873 reviews)
"The location was great, staff provided clean towels and bedding daily. "
United States
Christine
The price is ￥76,137
￥90,385 total
includes taxes & fees
Feb 25 - Feb 26
Aston Maui Hill
Condo, 2 Bedrooms | Dining

Palms 501 2 Bedroom Condo

Palms 501 2 Bedroom Condo
3.0 star property
Wailea
The price is ￥56,249
￥190,799 total
includes taxes & fees
Feb 25 - Feb 26
Palms 501 2 Bedroom Condo
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 ￥60,217
￥193,364 total
includes taxes & fees
Feb 11 - Feb 12
The Kalama Residence
Beach nearby

Oceanfront Lauloa 106 - Ground Floor, Modern Renovation, Split-ac, Walk to Beach

Oceanfront Lauloa 106 - Ground Floor, Modern Renovation, Split-ac, Walk to Beach
3.5 star property
Wailuku
The price is ￥138,348
￥233,365 total
includes taxes & fees
Jan 31 - Feb 1
Oceanfront Lauloa 106 - Ground Floor, Modern Renovation, Split-ac, Walk to Beach
Condo (2 Bedrooms) | View from room

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
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 ￥23,315
￥68,620 total
includes taxes & fees
Feb 17 - Feb 18
Kihei Ali'i Kai Condos with Free Parking
Condo, 2 Bedrooms | Interior

Menehune Shores 223 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo
3.0 star property
North Kihei
The price is ￥55,970
￥181,148 total
includes taxes & fees
Feb 25 - Feb 26
Menehune Shores 223 2 Bedroom Condo
On the beach, white sand, beach towels

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, (4 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is ￥25,846
￥74,233 total
includes taxes & fees
Feb 1 - Feb 2
Waiohuli Beach Hale Ocean View Condos with Parking
Condo, 1 Bedroom | 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 ￥45,279
￥195,631 total
includes taxes & fees
Jan 27 - Jan 28
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
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)
4.5 star property
Wailea
The price is ￥1,198,361
￥1,768,064 total
includes taxes & fees
Feb 22 - Feb 23
Grand Champions Collection by KBM - 2 Units on same floor (120/134)
Condo, 2 Bedrooms | Pool

Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo
3.0 star property
Central Kihei
The price is ￥39,360
￥151,374 total
includes taxes & fees
Jan 27 - Jan 28
Luana Kai C210 2 Bedroom Condo
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 ￥43,907
￥96,342 total
includes taxes & fees
Jan 27 - Jan 28
2BR/2BA Oceanfront Condo in Maui Sunset
Condo, 1 Bedroom | Beach

Maui Vista 3307 1 Bedroom Condo

Maui Vista 3307 1 Bedroom Condo
3.0 star property
South Kihei
The price is ￥27,633
￥99,853 total
includes taxes & fees
Jan 31 - Feb 1
Maui Vista 3307 1 Bedroom Condo
Condo, 2 Bedrooms | Property grounds

Menehune Shores 601 2 Bedroom Condo

Menehune Shores 601 2 Bedroom Condo
3.0 star property
North Kihei
The price is ￥51,719
￥173,529 total
includes taxes & fees
Feb 26 - Feb 27
Menehune Shores 601 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.
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

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"this was our first stay at maui coast hotel and will not be our last. staff was awesome. live music poolside every night was amazing."
fred 1-night trip
Posted 2 days ago
Maui Coast Hotel

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.