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Kaupakulua Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Kaupakulua vacation rentals

Property grounds

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, (513 reviews)
"Beautiful place. Excellent host. "
United States
Darryl S.
The price is ￥39,659
￥70,467 total
includes taxes & fees
Jun 28 - Jun 29
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens
Exterior

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (27 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 ￥6,749
￥81,000 total
includes taxes & fees
Jun 17 - Jun 18
Signature Residences at Maui Banyan
Beach nearby, sun loungers, beach towels

Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (63 reviews)
"Very convenient place to stay within walking distance to activities and beach. "
United States
Chameil H.
The price is ￥28,699
￥70,768 total
includes taxes & fees
Jun 16 - Jun 17
Hale Nihi - Paia, Maui
Exterior detail

Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.0 out of 10, Wonderful, (21 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 ￥19,742
￥49,986 total
includes taxes & fees
Jun 16 - Jun 17
Yonegan Maui Getaways - Haiku - Unit 3
Exterior

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 ￥24,501
￥55,416 total
includes taxes & fees
Jun 16 - Jun 17
Yonegan Maui Getaways - Haiku - Unit 4
Outdoor dining

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, (171 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is ￥25,478
￥68,680 total
includes taxes & fees
Jul 10 - Jul 11
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Travel crib, free WiFi, bed sheets

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (9 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is ￥15,864
￥52,351 total
includes taxes & fees
Jun 20 - Jun 21
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
Property grounds

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, (87 reviews)
"Very nice home. We enjoyed our stay!"
United States
Dawn S.
The price is ￥71,964
￥137,401 total
includes taxes & fees
Jun 27 - Jun 28
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Terrace/patio

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 ￥18,892
￥107,256 total
includes taxes & fees
Jun 18 - Jun 19
Ground floor oceanfront, walk out to beach
Property grounds

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is ￥29,564
￥134,398 total
includes taxes & fees
Jun 23 - Jun 24
Bright, Beautiful, Remodeled Island Sands 505 Condo
On the 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 ￥30,285
￥96,269 total
includes taxes & fees
Jun 16 - Jun 17
Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
Outdoor dining

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 ￥28,202
￥101,129 total
includes taxes & fees
Jun 18 - Jun 19
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Sun loungers, beach towels

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, (109 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 ￥13,989
￥76,300 total
includes taxes & fees
Jun 20 - Jun 21
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
On the beach

OCEANFRONT RESORT-CHECK OUT OUR WINTER RATES! Kihei Sands Beachfrnt Condo B14

OCEANFRONT RESORT-CHECK OUT OUR WINTER RATES! Kihei Sands Beachfrnt Condo B14
North Kihei
9.8 out of 10, Exceptional, (105 reviews)
"Great location. Staff was outstanding. The condo was as advertised and we were very impressed with how spotless everything was."
United States
Gary R.
The price is ￥35,093
￥108,576 total
includes taxes & fees
Jun 16 - Jun 17
OCEANFRONT RESORT-CHECK OUT OUR WINTER RATES! Kihei Sands Beachfrnt Condo B14
On the beach

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is ￥29,644
￥75,359 total
includes taxes & fees
Jun 16 - Jun 17
Romantic Beachfront Getaway
Outdoor dining

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"This is the perfect getaway spot. Great direct view of the ocean and beach. "
United States
Mike H.
The price is ￥33,490
￥96,597 total
includes taxes & fees
Jun 24 - Jun 25
🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
Beach nearby

OCEAN VIEW!! Across Charley Young Beach

OCEAN VIEW!! Across Charley Young Beach
South Kihei
9.6 out of 10, Exceptional, (188 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 traveler
The price is ￥24,837
￥115,642 total
includes taxes & fees
Jun 16 - Jun 17
OCEAN VIEW!! Across Charley Young Beach
On the beach, sun loungers, beach towels

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (118 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
The price is ￥30,125
￥77,776 total
includes taxes & fees
Jun 30 - Jul 1
Sugar Beach Resort Oceanview 1 bed/1 bath
Beach

Unit 24 Waena Inn - Maui Private Suite

Unit 24 Waena Inn - Maui Private Suite
Wailuku
9.6 out of 10, Exceptional, (17 reviews)
"Excellent location, assigned parking"
United States
Virinchi Roy S.
The price is ￥34,684
￥49,841 total
includes taxes & fees
Jun 26 - Jun 27
Unit 24 Waena Inn - Maui Private Suite
Outdoor dining

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, (278 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is ￥17,543
￥65,299 total
includes taxes & fees
Jul 5 - Jul 6
10% 7 Day Discount! Kihei Studio - 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

Aston at the Maui Banyan

Aston at the Maui Banyan

10/10 Excellent
"Literally across a small street from a golden beach on the ocean! Meticulously maintained, a spotless studio with a full kitchen stocked with every imaginable item, not to mention a brand new GE FL washer & dryer. We'd go back there tomorrow."
Michael 6-night trip
Posted 9 hours ago
Aston at the Maui Banyan

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.