Kaupakulua Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Vacation Rentals in Kaupakulua

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (509)
"Coral Tree Residence Collection was awesome to work with. "
Wailea Ekahi - CoralTree Residence Collection

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (688)
"Great stay. Great customer services. Property was perfect for our 9 day stay!"
Wailea Grand Champions - CoralTree Residence Collection

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (776)
"We were travelling with 6 adults. The accomodations were comfortable and spacious for all of us. Particularly liked having a bathroom accessible from the main living area rather than off each bedroom. Kitchen was stocked to accomodate cooking for six. Liked having a dishwasher, washer and dryer. Staff was super friendly and helpful when needed. "
Aston Maui Hill

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (247)
"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

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very Good, (2208)
"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

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 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

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

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (726)
"Wonderful quiet place to stay"
Maui Beach Vacation Club

Maui Schooner Resort

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

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."
Palms at Wailea Maui

Kihei Akahi

3.0 star property
8.2 out of 10, Very Good, (580)
"We’d definitely stay here again!"
Kihei Akahi

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (826)
"Beautiful time as usual…"
Maui Kamaole

Wailea Elua- CoralTree Residence Collection

3.5 star property
9.4 out of 10, Exceptional, (243)
"Perfect condo for a week in Maui. Excellent location, quick walk to the pool/beach but up a bit so it was super quiet. Close to shops, bars, restaurants and grocery stores. Easy check-in/check-out process also! Will definitely stay here again! "
Wailea Elua- CoralTree Residence Collection

Awesome Maui Vista Beach Suite

4.0 star property
8.8 out of 10, Excellent, (11)
"Clean, nice, very close to the beach. Had washer and dryer which was perfect! Easy to communicate with the property manager. "
Awesome Maui Vista Beach Suite

Maui Banyan by VTrips

4.0 star property
8.4 out of 10, Very Good, (72)
"It’s a lovely and quiet area the beach is right across the street. Restaurant and shopping center are within a 10 to 15 min walk. They also provide towels, chairs, an umbrella and a cooler to use to take with you to the beach. The place is very clean and I cannot wait to go back."
Maui Banyan by VTrips

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

Sugar Beach Resort - Maui Condo & Home

3.0 star property
8.4 out of 10, Very Good, (512)
"Very nice. They need more help in the bar and sandwich shop"
Sugar Beach Resort - Maui Condo & Home
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.
Don't see what you're looking for?
See all available properties in Kaupakulua
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Kaupakulua you may be interested in

Maui Coast Hotel

3.5 star property
9.4 out of 10, Exceptional, (1558)
"I had a great time staying here in my visit to Maui. Good location, plenty of parking, friendly staff, and clean rooms"
The price is P14,004
P19,180 total
includes taxes & fees
Mar 4 - Mar 5
Maui Coast Hotel

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
9.0 out of 10, Wonderful, (1005)
"This is a paradise on earth and the most amazing resort on the Wailea sea coast. "
The price is P53,158
P65,887 total
includes taxes & fees
Feb 27 - Feb 28
Grand Wailea Maui, A Waldorf Astoria Resort

Maui Beach Hotel

3.0 star property
7.2 out of 10, Good, (1012)
"Had some bugs in room when we arrived."
The price is P13,226
P16,967 total
includes taxes & fees
Mar 16 - Mar 17
Maui Beach Hotel
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 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.

How many vacation rentals are there in Kaupakulua?

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

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 Hookipa Beach Park. Kuau Bay Beach and H.A. Baldwin Beach State 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.