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Kaupakulua Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Kaupakulua vacation rentals

Studio, Garden View (Haiku #6) | Terrace/patio

1. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is ￥21,767
￥48,978 total
includes taxes & fees
Sep 17 - Sep 18
Yonegan Maui Getaways - Haiku
Exterior

2. Yonegan Maui Getaways - Haiku - Unit 6

Yonegan Maui Getaways - Haiku - Unit 6
Haiku-Pauwela
9.2 out of 10, Wonderful, (42 reviews)
"Everything was great."
United States
Bryan
The price is ￥19,004
￥46,180 total
includes taxes & fees
Sep 30 - Oct 1
Yonegan Maui Getaways - Haiku - Unit 6
Beach

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

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, Wonderful, (45 reviews)
"This was the perfect stay to start the Road to Hana and the town of Paia is so lovely and had a lot of food options. The beaches around this area were some of our favorite. If you can, make a reservation at Mamas Fishhouse or try and walk in around lunch time-it’s worth every penny! "
United States
Kiana C.
The price is ￥19,436
￥64,810 total
includes taxes & fees
Sep 18 - Sep 19
Condo w/ Lanai at Beginning of Road to Hana!
Exterior

4. Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
9.0 out of 10, Wonderful, (22 reviews)
"Great location for driving the Road to Hana."
United States
Lisa
The price is ￥23,585
￥53,021 total
includes taxes & fees
Sep 20 - Sep 21
Yonegan Maui Getaways - Haiku - Unit 4
Beach

5. Maui's best Surf, wdsurf, snorkeling by secluded beach+ AC.

Maui's best Surf, wdsurf, snorkeling by secluded beach+ AC.
Paia
9.6 out of 10, Exceptional, (59 reviews)
"This was an amazing place to stay! So close to the beach and downtown Paia - we would totally recommend this place to any of our friends! "
United States
Lizzie B.
The price is ￥30,250
￥74,907 total
includes taxes & fees
Sep 19 - Sep 20
Maui's best Surf, wdsurf, snorkeling by secluded beach+ AC.
Beach

6. 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, (218 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
The price is ￥26,994
￥66,618 total
includes taxes & fees
Sep 17 - Sep 18
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Exterior detail

7. Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.0 out of 10, Wonderful, (22 reviews)
"Perfect getaway for an island vacation if your not planning on staying in just your room. Made breakfast every morning close to beaches, turtles and shops"
United States
Jeremiah J.
The price is ￥19,004
￥48,117 total
includes taxes & fees
Sep 17 - Sep 18
Yonegan Maui Getaways - Haiku - Unit 3
Living area

8. Eco-Friendly Condo on Road to Hāna - Walk to Beach

Eco-Friendly Condo on Road to Hāna - Walk to Beach
Paia
10.0 out of 10, Exceptional, (18 reviews)
"Great location and great place.. highly recommend. It's literally 100 yards from mama's fish house which is the highest rated restaurant in Hawaii. W went on without reservations and we're seated at the bar no problem.."
United States
Craig I.
The price is ￥29,570
￥59,877 total
includes taxes & fees
Sep 27 - Sep 28
Eco-Friendly Condo on Road to Hāna - Walk to Beach
Beach

9. Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (65 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is ￥38,563
￥83,044 total
includes taxes & fees
Sep 17 - Sep 18
Hale Nihi - Paia, Maui
House (3 Bedrooms) | Interior

10. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
Exterior

11. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (38 reviews)
"The room was rather small. Limited furniture other than beds. Bathroom was also small and very dated. Beds were verycomfortable though."
United States
Stacie
The price is ￥6,045
￥77,007 total
includes taxes & fees
Sep 21 - Sep 22
Signature Residences at Maui Banyan
Pool

12. 50 steps to the Ocean! Great Maui Location!

50 steps to the Ocean! Great Maui Location!
Wailuku
9.0 out of 10, Wonderful, (49 reviews)
"Loved being so close to beautiful, quiet beach, away from hustle and bustle. Would gladly stay here again."
United States
Kris B.
The price is ￥9,024
￥62,587 total
includes taxes & fees
Sep 18 - Sep 19
50 steps to the Ocean! Great Maui Location!
Pool

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

SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
North Kihei
9.4 out of 10, Exceptional, (78 reviews)
"Excellent ground floor condo with easy access to the pool and beach. Clean, cozy, and comfortable with everything we needed including a washer and dryer, lots of beach chairs and beach towels and really nice staff. The grounds at the resort are beautiful and we loved the hot dry sauna and the jacuzzi! We will definitely stay here again!"
United States
Jodelle F.
The price is ￥22,089
￥71,512 total
includes taxes & fees
Sep 17 - Sep 18
SUMMER RATES- Popular Ground Floor Unit at OCEANFRONT RESORT.
Living area

14. 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, (45 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is ￥15,826
￥67,256 total
includes taxes & fees
Sep 17 - Sep 18
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
Property grounds

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

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
10.0 out of 10, Exceptional, (529 reviews)
"Absolutely wonderful place in paradise. Hosts were amazing. Brough us fresh eggs and fruit. Amazing view and love the kitty too!"
United States
Diann
The price is ￥32,393
￥60,480 total
includes taxes & fees
Sep 22 - Sep 23
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Beach

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

Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Wailuku
9.4 out of 10, Exceptional, (68 reviews)
"Great location to harbor for whale watching and good distance between airport and beaches. "
United States
Kellie B.
The price is ￥15,218
￥77,220 total
includes taxes & fees
Sep 20 - Sep 21
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Beach

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

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (110 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is ￥16,659
￥78,047 total
includes taxes & fees
Sep 18 - Sep 19
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
Outdoor dining

18. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (307 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is ￥15,973
￥61,614 total
includes taxes & fees
Oct 7 - Oct 8
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Beach

19. Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (12 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 ￥30,500
￥50,172 total
includes taxes & fees
Sep 17 - Sep 18
Unit 23 Waena Inn - Maui Private Suite
Exterior

20. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (317 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
The price is ￥16,266
￥61,961 total
includes taxes & fees
Sep 21 - Sep 22
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
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

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"Nice pool"
Olorunfemi 3-night trip
Posted 2 hours ago
Hilton Grand Vacations Club Maui Bay Villas

Find out more about Kaupakulua

Search for holiday rentals in Kaupakulua on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaupakulua using one of the methods below:

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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.