Kaupakulua Holiday Rentals

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Holiday Rentals in Kaupakulua

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (778)
"Property was lovely and we especially appreciated the surprise welcome gift that was waiting for us. Pool was well maintained. It felt a little small for the number of units but we never had a problem finding lounges to sit in. "
Aston Maui Hill

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (510)
"Perfect location, comfortable apartment and great view. Coral tree was very responsive to all my needs. "
Wailea Ekahi - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (690)
"Been here several times and keep coming back"
Wailea Grand Champions - CoralTree Residence Collection

Kihei Ali'i Kai Condos with Ocean View and Parking

4.0 star property
10.0 out of 10, Exceptional, (2)
"I love this place so much! so safe and so much around nearby especially with family. "
Kihei Ali'i Kai Condos with Ocean View and Parking

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (729)
"The property was in good location in between Lahaina and the airport. The room was great despite it was not what was showed in the pictures and as listed. It appeared that we were in first floor verses the second floor also there is absolutely no air conditioning just fans. The listing should have at least stated that there wasn’t any or that it had standing floor fans. Overall, the property was great for the price and location. "
Maui Beach Vacation Club

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (415)
"We enjoyed our stay. Grounds and pool are very well tended. Our unit was very tired and needed a deep clean. But the beds, pillows, linens and towels were very good. The A/C wall unit in the living room struggles to keep the space comfortable. I informed the property and hopefully they will replace it. The dedicated lap swimming in the morning is wonderful otherwise it’s overrun with kids even during the non-spring break time window. Good location and very close to Azeka Shopping Center with...
Maui Sunset

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1044)
"It was so great and so pretty! Loved it !"
Sugar Beach Resort

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2209)
"Great location, close to shopping, food, beaches, restaurants, grocery stores. New floor installation next door for 5 days, was bit noisy. Sofa bed was uncomfortable. Had AC, ceiling fans, 2 bathrooms. Let us stay late due to pending storm, very accommodating. Grounds are very beautiful and well maintained. Swimming pool great. Friendly staff. "
Castle Kama'ole Sands

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very good, (485)
"Wonderful property. We hope to return in the future."
The price is AU$1,386
includes taxes & fees
29 Mar - 30 Mar
Palms at Wailea Maui

Wailea Beach Villas

4.5 star property
9.8 out of 10, Exceptional, (165)
"Wonderful property with a great location. Will absolutely stay here again. The units are HUGE. We were shocked when we walked in. Staff is extremely helpful and kind. "
Wailea Beach Villas

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (248)
"We loved this property! It was more then what we were expected, so comfortable and quiet and super clean and very spacious, we will stay here again."
Wailea Ekolu - CoralTree Residence Collection

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (443)
"Love it!"
Maui Schooner Resort

Kihei Akahi

3.0 star property
8.2 out of 10, Very good, (581)
"I truly enjoyed staying here. The bed was very comfortable, and they had all the beach gear you could want. A couple of people who live there participate in the nightly conch shell ceremony."
Kihei Akahi

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (827)
"Unit was fully stocked with everything a family needs for tennis, the beach, and for cooking meals for yourselves. Also clean, safe, and walkable for the kam beaches and great restaurants. Pools and common grounds are very well kept"
Maui Kamaole

Absolutely Incredible Penthouse Front Facing Ocean Views !

9.8 out of 10, Exceptional, (284)
"My husband and I stayed 9 nights. It was the perfect location for us. We had rented a car at the airport and the free parking spot was appreciated. The condo had everything we needed for making meals but had lots of restaurants within walking distance. We loved sitting on the lanai watching the sunset and the beautiful beach was right across the street. The Kihei Akahi is beautifully landscaped and was very quiet. Perfect spot for making memories in Maui and hoping to return one day. "
Absolutely Incredible Penthouse Front Facing Ocean Views !

Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!

9.8 out of 10, Exceptional, (224)
"This place was bigger than we expected compared to other places on the islands. They provided everything we needed and we had a great time. Thank again! "
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!

Hale Kamaole

3.0 star property
8.4 out of 10, Very good, (335)
"Overall, a great location and a great property with all the amenities. The grounds were meticulously looked after. Our unit was in great shape and included everything down to beach towels and snorkeling equipment. My only complaint is that the beach chairs, beach umbrella and snorkeling equipment was very very beat up and pretty much falling apart. Borderline usable."
Hale Kamaole

Hotel Zoned, Legal STV Rental in Beautiful So Kihei. Just Steps to the Beach!

10.0 out of 10, Exceptional, (47)
"Overall the property was nice with great location. The condo itself was very clean and cozy. The proprietor was very thoughtful in the amenities both for the room and beach going. She was very welcoming, accommodating and available if needed. The room was also very affordable without feeling cheap or compromising quality. We would definitely be willing to stay here again the next time we visit. "
Hotel Zoned, Legal STV Rental in Beautiful So Kihei. Just Steps to the Beach!

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout

9.6 out of 10, Exceptional, (88)
"We were not far from where we wanted to go. Loved seeing whales from our deck. We enjoyed our stay and would consider returning."
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout

180° Oceanfront View!! Completely Remodeled - Luxury Condo!

9.8 out of 10, Exceptional, (172)
"The property is beautiful, clean and spacious. "
180° Oceanfront View!! Completely Remodeled - Luxury 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.
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Other types of properties in Kaupakulua you may be interested in

Maui Coast Hotel

3.5 star property
9.4 out of 10, Exceptional, (1585)
"We stayed in the new tower and it was very clean and spacious! Perfect location, loved staying there!"
The price is AU$523
includes taxes & fees
4 Mar - 5 Mar
Maui Coast Hotel

Maui Seaside Hotel

3.0 star property
8.8 out of 10, Excellent, (1244)
"Great hotel in central location near airport and cruise terminal, we stayed one night as we were transitioning onto Maui and came in on a later flight. Tower rooms are recently renovated and very nicely decorated, clean and comfortable. Grounds and pool are well maintained and adjacent to a small beach. Convenient to local Target, Walmart, etc. Staff were very welcoming. Adjacent restaurant is very good. A great place to start a trip to Maui!"
The price is AU$493
includes taxes & fees
27 Mar - 28 Mar
Maui Seaside Hotel

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."
The price is AU$1,662
includes taxes & fees
7 Mar - 8 Mar
Four Seasons Resort Maui at Wailea
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.

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 are some of the best holiday rentals that Kaupakulua has to offer?

Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre: This holiday home rental outside of Kaupakulua is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Kaupakulua?

Choose from 3 Expedia holiday rentals in Kaupakulua for a memorable holiday.

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 Twin Falls. Hookipa Beach Park and Kuau Bay Beach 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.