Kaupakulua Holiday Rentals from AU$462: Search Short-Term Rentals

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Our top choices for Kaupakulua holiday rentals

A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

1. Yonegan Maui Getaways - Haiku

Haiku

Nancy

includes taxes & fees

16 Nov - 17 Nov

A tropical resort with a paved pathway, palm trees, and a building with a curved roof.

2. Condo w/ Lanai at Beginning of Road to Hana!

Paia

Zachary S.

includes taxes & fees

12 Nov - 13 Nov

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

Kuau

jeff s.

includes taxes & fees

9 Nov - 10 Nov

A green house with a porch, surrounded by lush greenery.

4. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Hana

Sonja W.

includes taxes & fees

11 Nov - 12 Nov

A spacious patio area with a sliding glass door leading to a balcony, furnished with wicker sofas and a large potted plant.

5. Hale Nihi - Paia, Maui

Paia

Chameil H.

includes taxes & fees

9 Nov - 10 Nov

A pool with a view of the ocean and beach.

6. 50 steps to the Ocean! Great Maui Location!

Wailuku

Bethany U.

A breakfast table set on a balcony with a view of a tropical landscape.

7. Signature Residences at Maui Banyan

South Kihei

Mai

includes taxes & fees

10 Nov - 11 Nov

A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.

8. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

john

includes taxes & fees

9 Nov - 10 Nov

A kitchen with wooden cabinets, stainless steel appliances, and a view of the ocean.

9. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

North Kihei

Michelle S.

includes taxes & fees

12 Nov - 13 Nov

A balcony with a table set for two, featuring a bottle of wine and two glasses.

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

North Kihei

pablo

includes taxes & fees

3 Dec - 4 Dec

A modern bedroom with a large bed, a wooden bench, and a tray with breakfast items.

11. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

North Kihei

" Kīhei Casita House Stay (above the Main House): just lovely - would stay there again - reasonably priced - fully functioning everything - and easy outside access - we actually stayed in the Main House for one week and then one week in the Casita - while in the Main House the Casita was occupied and no noise issues at all. Fairly easy access to beaches and beach shopping. Excellent communication with host."

Michael C.

includes taxes & fees

16 Nov - 17 Nov

A staircase with a 'Welcome' sign, a mirror reflecting the interior, and a 'Home sweet home' mat at the bottom.

12. Unit 23 Waena Inn - Maui Private Suite

Wailuku

Suzan F.

includes taxes & fees

9 Nov - 10 Nov

A hotel pool with clear blue water, surrounded by palm trees and a multi-story building with balconies.

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

Central Kihei

Jack

includes taxes & fees

18 Nov - 19 Nov

A living room with a glass table, a sofa, and a chair. There is a balcony with a view of buildings and palm trees.

14. Across from Sandy Beaches! Island Paradise- Special Rates Book Now!

South Kihei

Ewa L.

includes taxes & fees

13 Nov - 14 Nov

A hotel room with two beds, a desk with a chair, a television, and a ceiling fan.

15. Unit 22 Waena Inn - Maui Private Suite

Wailuku

Claire R.

includes taxes & fees

10 Nov - 11 Nov

A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

16. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

North Kihei

Luukia R.

includes taxes & fees

12 Nov - 13 Nov

A resort with a pool, palm trees, and a view of the ocean.

17. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Wailuku

Kellie B.

includes taxes & fees

16 Nov - 17 Nov

A hotel with a pool area, beach view, and palm trees.

18. SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

North Kihei

Jodelle F.

includes taxes & fees

13 Nov - 14 Nov

A balcony with wicker chairs and a wooden table, overlooking a beach with palm trees and the ocean.

19. Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Central Kihei

Alana C.

A balcony with a view of the ocean and palm trees.

20. Top Floor Beachfront Condo with Ocean view

North Kihei

Stephanie T.

includes taxes & fees

10 Nov - 11 Nov

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Top Kaupakulua Hotel Reviews

Kohea Kai Hotel Maui

10/10 Excellent

"Just what I needed. Clean, basic tools in kitchen, very short walk to beach"

Fairmont Kea Lani Maui

10/10 Excellent

"2nd time staying here. I know that this place may be pricey, but everything about this place makes it worth it. From the moment we drove up to the time we left, The entire staff makes you feel the Maui love. The amenities are terrific. No charge for umbrellas or lounge chairs at the beach. Every night they offer turndown service for your room. You walk in the hallways and every one on the staff is greeting you with an “Aloha”! My wife and I have been coming to Maui for 9 years and the Fairmont Kei Lani is by far the best resort. The restaurants are terrific. My wife enjoyed the spa and mentioned that’s the staff was very attentive to her needs. We will be back next year!!"

Find out more about Kaupakulua

Everything you need to know about Kaupakulua holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaupakulua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaupakulua holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Kaupakulua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaupakulua. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaupakulua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaupakulua holiday rentals we have selected for you start as low as AU$462 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kaupakulua rentals

At Expedia, we put the best Kaupakulua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kaupakulua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaupakulua holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaupakulua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Kaupakulua is located near the beach, and has 1 hot tub, a BBQ 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. Makawao Park and Maui Spa Retreat 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.

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Check prices for these dates

Our top choices for Kaupakulua holiday rentals

1. Yonegan Maui Getaways - Haiku

2. Condo w/ Lanai at Beginning of Road to Hana!

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

4. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

5. Hale Nihi - Paia, Maui

6. 50 steps to the Ocean! Great Maui Location!

7. Signature Residences at Maui Banyan

8. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

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

11. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

12. Unit 23 Waena Inn - Maui Private Suite

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

14. Across from Sandy Beaches! Island Paradise- Special Rates Book Now!

15. Unit 22 Waena Inn - Maui Private Suite

16. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

17. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

18. SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.

19. Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

20. Top Floor Beachfront Condo with Ocean view

Find holiday rentals that suit your style

Top Kaupakulua Hotel Reviews

Kohea Kai Hotel Maui

Maui Seaside Hotel

Aston at the Maui Banyan

Fairmont Kea Lani Maui

Wailea Beach Resort - Marriott, Maui

Courtyard Maui Kahului Airport

Maui Beach Hotel

Gods Peace Of Maui

Mana Kai Maui- Official Onsite Rental

Find out more about Kaupakulua

Frequently asked questions

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