Search Holiday Rentals in Kaupakulua

  • 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
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Kaupakulua holiday rentals

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

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (26 reviews)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is 4.619.740 ₫
8.076.898 ₫ total
includes taxes & fees
10 Mar - 11 Mar
Yonegan Maui Getaways - Haiku
Interior

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is 10.905.024 ₫
20.259.277 ₫ total
includes taxes & fees
9 Mar - 10 Mar
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
The price is 80.383.469 ₫
111.031.744 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Grand Champions Condos by KBM
Outdoor pool, open 8:00 AM to 9:30 PM, pool loungers

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (885 reviews)
"The location was great, staff provided clean towels and bedding daily. "
United States
Christine
The price is 8.100.126 ₫
9.615.820 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Aston Maui Hill
Exterior

Wonderful South Maui Beach Condos

Wonderful South Maui Beach Condos
3.5 star property
South Kihei
9.4 out of 10, Exceptional, (35 reviews)
"The staff were great, the unit was clean, and the location was fantastic!"
United States
Lisa
Wonderful South Maui Beach Condos
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 7.131.003 ₫
26.376.565 ₫ total
includes taxes & fees
6 Apr - 7 Apr
Luana Kai C210 2 Bedroom Condo
Exterior

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
8.8 out of 10, Excellent, (11 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is 1.536.594 ₫
14.175.126 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Signature Residences at Maui Banyan
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, (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 3.443.100 ₫
18.248.976 ₫ total
includes taxes & fees
16 Mar - 17 Mar
The Residences at Kamaole Sands Resort
Elite Apartment, Balcony, Ocean View | Dining room

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (2 reviews)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is 2.797.092 ₫
16.868.580 ₫ total
includes taxes & fees
13 Mar - 14 Mar
The Ocean View Residence
1 bedroom, individually decorated, individually furnished

Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite
4.0 star property
South Kihei
9.0 out of 10, Wonderful, (23 reviews)
"This place was amazing. They were super responsive to questions. Everything was clean, quiet, and nice. It felt like having our own condo right there in Kīhei. The first day we were able to see whales from the balcony so the view is also excellent. It’s also centrally located, so you get the small town Hawaii feel of Kīhei, but don’t have to travel far to be right in the mix of Wailea or Lahaina. We would absolutely stay here again, in fact we are already planning on it. "
United States
Justin
Awesome Maui Vista Beach Suite
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 12.949.716 ₫
22.817.642 ₫ total
includes taxes & fees
10 Mar - 11 Mar
2BR/2BA Oceanfront Condo in Maui Sunset
On the beach, white sand

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 4.978.039 ₫
21.528.860 ₫ total
includes taxes & fees
2 Apr - 3 Apr
The Kalama Residence
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
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 11.472.615 ₫
34.159.127 ₫ total
includes taxes & fees
27 Mar - 28 Mar
Menehune Shores 601 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, (5 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is 42.111.912 ₫
64.303.657 ₫ total
includes taxes & fees
31 Mar - 1 Apr
Waiohuli Beach Hale Ocean View Condos with Parking
Condo, 2 Bedrooms | Dining

Palms 501 2 Bedroom Condo

Palms 501 2 Bedroom Condo
3.0 star property
Wailea
The price is 10.087.934 ₫
33.230.391 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Palms 501 2 Bedroom Condo
Condo, 2 Bedrooms | Pool

Luana Kai A104 2 Bedroom Condo

Luana Kai A104 2 Bedroom Condo
3.0 star property
Central Kihei
The price is 8.176.730 ₫
28.251.084 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Luana Kai A104 2 Bedroom Condo
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 5.863.455 ₫
18.974.655 ₫ total
includes taxes & fees
12 Mar - 13 Mar
Maui Vista 3307 1 Bedroom Condo
Condo, 1 Bedroom | Terrace/patio

Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo
3.0 star property
South Kihei
Maui Vista 1315 1 Bedroom Condo
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 9.095.963 ₫
29.898.855 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Menehune Shores 223 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 Beach Hotel

Maui Beach Hotel

10/10 Excellent
"We were upgraded to a full oceanview suite upon arrival. The view was gorgeoud. The bed was very comfortable. The bathroom was spacios and beautiful with marble all around. The staff we interacted with were very kind. The hotel was clean. The grass area by the beach was wonderful to sit, look at the ocean and loose ypurself in Hawaii's splendor. The beack area was narrow, but very nice. I would recommend this property!"
Patricia Kelli 1-night trip
Posted 16 hours ago
Maui Beach Hotel

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’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 Hoʻokipa Beach Park 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.