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Kaupakulua Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Kaupakulua vacation rentals

Outdoor pool, open 8:00 AM to 9:30 PM, pool umbrellas, sun loungers

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (943 reviews)
"Great stay. Grounds were nice and clean. Staff was friendly. I would stay there again."
United States
Douglas Paul Zwerner or Laura
The price is P17,461
P20,728 total
includes taxes & fees
Jul 18 - Jul 19
Aston Maui Hill
Living area

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.4 out of 10, Exceptional, (45 reviews)
"We had a wonderful stay at this condo. It was clean, spacious, and well equipped with everything we needed. The kitchen was very convenient, and the location was great. We especially appreciated how comfortable and well maintained the condo was. We would definitely stay here again."
United States
Nataliia
The price is P14,192
P35,820 total
includes taxes & fees
Jul 16 - Jul 17
Kihei Ali'i Kai Condos with Free Parking
Exterior

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (33 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is P3,126
P32,318 total
includes taxes & fees
Jul 16 - Jul 17
Signature Residences at Maui Banyan
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 P6,212
P38,857 total
includes taxes & fees
Jul 16 - Jul 17
The Residences at Kamaole Sands Resort
Front of property

Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

Ocean-view Kihei Condo w/ Lanai: Steps to Beach!
3.0 star property
North Kihei
The price is P13,822
P47,771 total
includes taxes & fees
Jul 18 - Jul 19
Ocean-view Kihei Condo w/ Lanai: Steps to Beach!
Property amenity

Wailea Elua- CoralTree Residence Collection

Wailea Elua- CoralTree Residence Collection
3.5 star property
Wailea
9.6 out of 10, Exceptional, (256 reviews)
"Amazing trip"
United States
tammie
The price is P36,411
P67,805 total
includes taxes & fees
Jul 21 - Jul 22
Wailea Elua- CoralTree Residence Collection
Terrace/patio

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (34 reviews)
"Large room and bathroom. Nice little kitchen area. We had a room with two balconies so great air flow through to cool the room. Beautiful area of Hawaii to explore"
Canada
Amanda
The price is P8,689
P19,551 total
includes taxes & fees
Jul 20 - Jul 21
Yonegan Maui Getaways - Haiku
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 P5,831
P38,098 total
includes taxes & fees
Aug 3 - Aug 4
The Ocean View Residence
Outdoor dining

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 P251,451
P336,887 total
includes taxes & fees
Aug 14 - Aug 15
Polo Beach Club POL-109 by KBM
Living area

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 P40,540
P67,831 total
includes taxes & fees
Jul 23 - Jul 24
2BR/2BA Oceanfront Condo in Maui Sunset
Interior

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
The price is P24,321
P63,655 total
includes taxes & fees
Aug 12 - Aug 13
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
2 bedrooms, hypo-allergenic bedding available, in-room safe

Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection
4.0 star property
Wailea
9.4 out of 10, Exceptional, (116 reviews)
"Most beautiful view"
United States
Vesselina
The price is P51,654
P77,748 total
includes taxes & fees
Aug 14 - Aug 15
Makena Surf - CoralTree Residence Collection
Interior

Lanai & Steps to Beach! Stunning South Maui Condo

Lanai & Steps to Beach! Stunning South Maui Condo
3.5 star property
North Kihei
The price is P9,441
P24,649 total
includes taxes & fees
Aug 6 - Aug 7
Lanai & Steps to Beach! Stunning South Maui Condo
Interior

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is P35,851
P64,461 total
includes taxes & fees
Jul 16 - Jul 17
Kuau Plaza Paia Condo with Parking
Terrace/patio

Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (4 reviews)
"Clean everything great time great location! "
United States
Sean
The price is P116,381
P178,579 total
includes taxes & fees
Aug 13 - Aug 14
Grand Champions by KBM
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
9.8 out of 10, Exceptional, (6 reviews)
"Grounds were beautiful. Beach view and access great. Quality of condo was in need of refreshing. Some broken doors, and in need of repair. The condo was clean."
United States
Eric
The price is P15,393
P37,205 total
includes taxes & fees
Jul 28 - Jul 29
Waiohuli Beach Hale Ocean View Condos with Parking
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
9.6 out of 10, Exceptional, (4 reviews)
"Clean property nice room good location"
United States
Richard
The price is P15,920
P41,167 total
includes taxes & fees
Jul 21 - Jul 22
Kamaole Sands Condos Close to Beach with Parking
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.
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Top Kaupakulua Hotel Reviews

Maui Beach Vacation Club

Maui Beach Vacation Club

10/10 Excellent
"There was no AC in rooms however the ceiling fans provided cool air flow and the weather was windy so breeze flowed well through open windows- staff were friendly and the condo had every supplies that was needed- great place for vacation!"
Cheryl lynn 2-night trip
Posted 4 hours ago
Maui Beach Vacation Club

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:

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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?

Kaiholo Hale: Visitors like this Kaupakulua vacation home rental. It is by the ocean and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

What’s there to see and do in Kaupakulua?

While exploring the area, visit family-friendly sights like Maui Fish Pipe, 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 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.