Kaupakulua Vacation Rentals

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Our top choices for Kaupakulua vacation rentals

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
Hana
10.0 out of 10, Exceptional, (512 reviews)
"Very welcoming helpful host. Everything was just as it should be! The property is beautifully and subtly landscaped with incredible beauty!"
United States
Harold E.
The price is CA $341
CA $614 total
includes taxes & fees
Jun 23 - Jun 24
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (210 reviews)
"Great location near Paia shops and short walk to Mama's Fish House, & beach. Enjoyed our stay at Kuau Plaza. The condo was just as described and pictured. Nicely furnished & decorated. Comfy bed, everything you could need in the kitchen, nice bathroom...all looked brand new! Although right next to the road, we barely heard the traffic. We would stay here again."
United States
Kimberly
The price is CA $256
CA $620 total
includes taxes & fees
Jun 6 - Jun 7
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Yonegan Maui Getaways - Haiku - Unit 6

Yonegan Maui Getaways - Haiku - Unit 6
Haiku-Pauwela
9.2 out of 10, Wonderful, (37 reviews)
"Everything was great."
United States
Bryan
The price is CA $179
CA $439 total
includes taxes & fees
Jun 3 - Jun 4
Yonegan Maui Getaways - Haiku - Unit 6

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (26 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 CA $59
CA $702 total
includes taxes & fees
Jun 5 - Jun 6
Signature Residences at Maui Banyan

Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
9.0 out of 10, Wonderful, (21 reviews)
"Great location for driving the Road to Hana."
United States
Lisa
The price is CA $222
CA $488 total
includes taxes & fees
Jun 10 - Jun 11
Yonegan Maui Getaways - Haiku - Unit 4

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Kaʻeleku
9.8 out of 10, Exceptional, (86 reviews)
"Great tropical location with ocean view. "
United States
Myra S.
The price is CA $622
CA $1,201 total
includes taxes & fees
Jun 7 - Jun 8
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (40 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is CA $154
CA $606 total
includes taxes & fees
Jun 3 - Jun 4
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Ground floor oceanfront, walk out to beach

Ground floor oceanfront, walk out to beach
Central Kihei
9.0 out of 10, Wonderful, (37 reviews)
"Great location and beautiful beach"
United States
Stephanie M.
The price is CA $163
CA $923 total
includes taxes & fees
Jun 21 - Jun 22
Ground floor oceanfront, walk out to beach

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was an amazing stay and a great place! I will be back!"
United States
Lauree M.
The price is CA $261
CA $829 total
includes taxes & fees
Jun 8 - Jun 9
Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.8 out of 10, Exceptional, (54 reviews)
"Central location and helpful site manager "
United States
Richard W.
The price is CA $261
CA $718 total
includes taxes & fees
Jun 8 - Jun 9
Top Floor Beachfront Condo with Ocean view

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

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (75 reviews)
"We loved our stay! Great location"
United States
Madison
The price is CA $168
CA $503 total
includes taxes & fees
Jun 15 - Jun 16
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Unit 25 Waena Inn - Maui Private Suite

Unit 25 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, Exceptional, (16 reviews)
"Had a great time, even with the rain ."
United States
Kevin M.
The price is CA $279
CA $411 total
includes taxes & fees
Jun 3 - Jun 4
Unit 25 Waena Inn - Maui Private Suite

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is CA $255
CA $665 total
includes taxes & fees
Jun 8 - Jun 9
Romantic Beachfront Getaway

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.6 out of 10, Exceptional, (170 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is CA $165
CA $525 total
includes taxes & fees
Jun 13 - Jun 14
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (117 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
The price is CA $206
CA $594 total
includes taxes & fees
Jun 3 - Jun 4
Sugar Beach Resort Oceanview 1 bed/1 bath

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (132 reviews)
"Beautiful view!!"
United States
Gene E.
The price is CA $232
CA $894 total
includes taxes & fees
Jun 5 - Jun 6
Oceanfront condo with pool & balcony - walk to dining, activities, and more

Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (11 reviews)
"Fairly central location. Helpful and due to the length of our stay, offered for us to use washer/dryer, snorkels, beach towels. "
United States
Suzan F.
The price is CA $285
CA $436 total
includes taxes & fees
Jun 3 - Jun 4
Unit 23 Waena Inn - Maui Private Suite

Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit

Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
Central Kihei
10.0 out of 10, Exceptional, (60 reviews)
"It was amazing and central to all our adventures on the island!!"
United States
Chad R.
The price is CA $285
CA $726 total
includes taxes & fees
Jun 3 - Jun 4
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit

OCEAN VIEW!! Across Charley Young Beach

OCEAN VIEW!! Across Charley Young Beach
South Kihei
9.6 out of 10, Exceptional, (187 reviews)
"What a beautiful view! Whales from the couch, steps to Charley Young beach, quiet neighbors. We enjoyed our stay so very much!"
United States
Anonymous traveller
The price is CA $152
CA $916 total
includes taxes & fees
Jun 4 - Jun 5
OCEAN VIEW!! Across Charley Young Beach

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, (36 reviews)
"Everything was set up to be an amazing experience and we would definitely stay again."
Canada
Tamara
The price is CA $355
CA $798 total
includes taxes & fees
Jun 5 - Jun 6
Kihei Ali'i Kai Condos with Free 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

Find out more about Kaupakulua

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kaupakulua. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Yonegan Maui Getaways - Haiku : Visitors like this Kaupakulua vacation home rental. It is located near the beach and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker, and kitchenware.

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 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.