Kaupakulua Vacation Rentals

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Vacation Rentals in Kaupakulua

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (711)
"The place was very good for me and my family, it was very close to every were, the beach is just on the other side of the resort"
Maui Beach Vacation Club

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (684)
"Loved the location. Place was Very clean and the view was Spectacular!! "
Wailea Grand Champions - CoralTree Residence Collection

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1036)
"No shampoo or conditioner in the room , was instructed to make a cal to speak to headquarters for such a simple thing ."
Sugar Beach Resort

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (501)
"The property is beautiful. We loved the location close to the beach.The unit was very clean, comfortable, and a lovely place to stay. Definitely looking forward to a return visit."
Wailea Ekahi - CoralTree Residence Collection

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (770)
"We enjoyed our stay at Maui Aston Hill. They were hospitable and it’s a nice property with games for my kids like shuffleboard and bocce. The pool and hot tub were quite nice though a bit exposed. Excellent location for different beaches. Visit Donya at the activity desk, she hooked us up with snorkeling and zip lining! Got the extra mile to Safeway, do not go to Foodland. Our unit had a couple boogie boards and snorkel gear, we felt like we hit the jackpot! The balcony hd views of the NYE...
Aston Maui Hill

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (410)
"The Maui Sunset rental was fantastic. It is very family oriented, clean and the location is very convenient. It is very close to any dining you require and within minutes of grocery options. I would recommend the Maui Sunset to every family member and friends and I will be visiting it again for future trips. "
Maui Sunset

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (434)
"Excellent location, great staff on property."
Maui Schooner Resort

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very good, (331)
"The Maui Banyan is in a great location, close to the beach and restaurants. The condo was a little dated and very dark. The studio we had was clean and tidy, and well equipped, however there was limited counter space to prepare food. Having said all we enjoyed our stay for 4 nights."
Maui Banyan Vacation Club

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (824)
"Beautiful time as usual…"
Maui Kamaole

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very good, (477)
"Great one bedroom 2 bathrooms apartment with view of the ocean. There is a nice attached balcony. The area around is very walkable and a 5 minutes drive to the Wailea beach and upscale shopping at the Shops at Wailea. There is a relatively comfortable sofa and bed in the spacious living area. Only nit pick is master bath has no attached door."
The price is CA $568
CA $1,216 total
includes taxes & fees
Jan 27 - Jan 28
Palms at Wailea Maui

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2196)
"Great area, great property, safe neighborhood,"
Castle Kama'ole Sands

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

Absolutely Incredible Penthouse Front Facing Ocean Views !

9.8 out of 10, Exceptional, (281)
"Suzi and Bryan were wonderful with communication and terrific VRBO hosts! We loved our stay and would defin. want to return. "
Absolutely Incredible Penthouse Front Facing Ocean Views !

Kihei Akahi

3.0 star property
8.2 out of 10, Very good, (578)
"We’d definitely stay here again!"
Kihei Akahi

REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves

9.6 out of 10, Exceptional, (97)
"This location was great for island access. The rooms and beds were quite comfortable. Lots of fans to make the condo cooler in the afternoon, if needed. There is a local beach that is within walking distance, either take the sidewalk or scoot along the beach shore. The parking pass was easy to figure out. The door lock, not quite as quick. The condo could use a good scrubbing in the kitchen at the sink and showers in the bathrooms but still a great stay. "
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9.8 out of 10, Exceptional, (239)
"This is a perfect location for visiting Maui. Close to beaches shopping and restaurants, and great for jumping off points for the road to Hana and Haleakala. Kevin is a fantastic host and answered all questions within minutes. The condo has everything you need including beach chairs and a cooler with ice packs. If you’re looking for a home base for adventures around the island this is perfect."
The price is CA $142
CA $559 total
includes taxes & fees
Jan 23 - Jan 24
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9.8 out of 10, Exceptional, (266)
"At times the street out front was very busy/noisy. The unit itself was excellent for our needs. Close to the beach!"
The price is CA $142
CA $559 total
includes taxes & fees
Jan 23 - Jan 24
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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

Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach

9.8 out of 10, Exceptional, (23)
"A really wonderful place to truly relax an unwind. "
Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

9.4 out of 10, Exceptional, (28)
"Stayed there for a week and we’d be happy to return! Margo was great and communicative. The place was clean and comfortable. Great access to the beach and located in a great area. Mahalo for a great experience Margo!"
The price is CA $227
CA $580 total
includes taxes & fees
Feb 7 - Feb 8
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
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

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Excellent team, very professional, well trained, friendly great attitude. Will come back again and again "
The price is CA $1,033
CA $1,218 total
includes taxes & fees
Feb 3 - Feb 4
Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

5.0 star property
8.8 out of 10, Excellent, (1006)
"Great hotel. Door lock broke twice same day making for frustrating experience waiting for engineers to fix. Staff refused to add 1 hour later check out despite hotel half full and my diamond status. All dialed in to charge for everything extra. Poor value "
The price is CA $1,232
CA $1,532 total
includes taxes & fees
Jan 8 - Jan 9
Grand Wailea Maui, A Waldorf Astoria Resort

Maui Coast Hotel

3.5 star property
9.4 out of 10, Exceptional, (1460)
"Nice and clean"
The price is CA $418
CA $559 total
includes taxes & fees
Feb 1 - Feb 2
Maui Coast 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.

What's the top vacation rental that Kaupakulua has to offer?

Private & Fabulous views! Exclusive pool, spa and 1 acre yard : Visitors like this Kaupakulua vacation home rental. It is located in a rural location and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation.

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 Paia Bay 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.