Lodging Image

Kaupo Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Kaupo holiday rentals

Beach towels

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.6 out of 10, Exceptional, (439 reviews)
"Great stay thanks! "
United States
Stephanie C.
The price is HK$1,528
HK$3,125 total
includes taxes & fees
24 Jun - 25 Jun
Fisher's Hana Bay Hale, Across from Hana Bay
Beach towels

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (455 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
The price is HK$1,528
HK$3,026 total
includes taxes & fees
10 Jul - 11 Jul
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Exterior

Oceanview Condo in Hana-Let the ocean lull you to sleep

Oceanview Condo in Hana-Let the ocean lull you to sleep
Hana Town Center
9.2 out of 10, Wonderful, (145 reviews)
"Nice location, comfortable accommodations. We loved the view off the lanai. "
United States
Kelly J.
The price is HK$1,881
HK$3,541 total
includes taxes & fees
30 Jun - 1 Jul
Oceanview Condo in Hana-Let the ocean lull you to sleep
Sun-loungers, beach towels

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Hana Town Center
9.4 out of 10, Exceptional, (158 reviews)
"The host communicated clearly and the accommodations were exactly what we were looking for. "
United States
Angie F.
The price is HK$1,799
HK$4,059 total
includes taxes & fees
30 Jun - 1 Jul
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Property grounds

Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
Hana Town Center
8.8 out of 10, Excellent, (36 reviews)
"Clean, comfortable room with a wonderful view in Hana!"
United States
Amelia
The price is HK$2,359
HK$3,328 total
includes taxes & fees
20 Jun - 21 Jun
Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!
Property grounds

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (29 reviews)
"This place was perfect. Enjoyed 2 days of big surf and stormy weather from the lanai. A true vacation. My favorite place to stay on Maui. Hana town is da best. "
United States
Kimo B.
The price is HK$2,727
HK$3,807 total
includes taxes & fees
20 Jun - 21 Jun
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Property grounds

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (80 reviews)
"Great beach view lovely gardens"
United States
Dianne
The price is HK$2,994
HK$4,164 total
includes taxes & fees
23 Jun - 24 Jun
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Property grounds

Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!

Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (62 reviews)
"Great little place. Thanks so much for accommodating our earlier arrival. "
United States
Laura B.
The price is HK$2,727
HK$3,807 total
includes taxes & fees
20 Jun - 21 Jun
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
Property grounds

Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!

Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!
Hana Town Center
9.6 out of 10, Exceptional, (62 reviews)
"Best place to stay in Hana!!"
Australia
Roger S.
The price is HK$2,759
HK$3,844 total
includes taxes & fees
21 Jun - 22 Jun
Oceanview #202 at Hana Kai Maui - Lofted Studio Upper Floor, Panoramic View!
Property grounds

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Hana Town Center
9.6 out of 10, Exceptional, (118 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
The price is HK$2,829
HK$3,936 total
includes taxes & fees
21 Jun - 22 Jun
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Property grounds

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Kaʻeleku
9.8 out of 10, Exceptional, (247 reviews)
"I appreciated everything as advertised. Would have preferred mini splits or AC in the bedrooms, but still a nice peaceful spot."
United States
Robert
The price is HK$2,332
HK$4,664 total
includes taxes & fees
1 Jul - 2 Jul
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Property grounds

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!
Hana
10.0 out of 10, Exceptional, (515 reviews)
"Beautiful place. Excellent host. "
United States
Darryl S.
The price is HK$1,940
HK$3,405 total
includes taxes & fees
23 Jun - 24 Jun
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!
Property grounds

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (101 reviews)
"Beautiful grounds, great location close to secluded beach."
United States
Mark S.
The price is HK$2,430
HK$4,274 total
includes taxes & fees
2 Jul - 3 Jul
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Property grounds

Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (143 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
The price is HK$5,704
HK$12,303 total
includes taxes & fees
27 Jun - 28 Jun
Hana Homestead by the Beach
Pool

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA

MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
Hana
10.0 out of 10, Exceptional, (257 reviews)
"Beautiful place."
United States
Jessica R.
MINUTES TO HAMOA BEACH, BEST LOCATION IN HANA
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, (88 reviews)
"Beautiful property. Our second time here, it is one of our favorite places to stay. "
United States
Myra P.
The price is HK$3,911
HK$7,234 total
includes taxes & fees
6 Jul - 7 Jul
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Property grounds

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (79 reviews)
"Great view, excellent location. 2 -3 nights is the perfect amount of time in Hana."
United States
Jim
The price is HK$2,759
HK$3,844 total
includes taxes & fees
20 Jun - 21 Jun
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
Property grounds

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
Hana Town Center
9.8 out of 10, Exceptional, (84 reviews)
"The location was very good."
United States
Jim B.
The price is HK$2,712
HK$3,788 total
includes taxes & fees
26 Jun - 27 Jun
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
Property grounds

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Hana Town Center
9.6 out of 10, Exceptional, (64 reviews)
"Nice location "
United States
janie h.
The price is HK$2,594
HK$3,631 total
includes taxes & fees
20 Jun - 21 Jun
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Property grounds

Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!

Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
Hana Town Center
9.8 out of 10, Exceptional, (31 reviews)
"Can’t wait to go back. The dogs that greeted me in the morning made my day"
United States
Amanda B.
The price is HK$3,275
HK$4,523 total
includes taxes & fees
22 Jun - 23 Jun
Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaupo Hotel Reviews

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

8/10 Good
"The property was beautiful and the staff was friendly and helpful. The pool was amazing. Our room was clean and spacious but definitely a few areas that could use some attention (paint peeling, tile stained). It would not dissuade me from staying there again however."
Sara 1-night trip
Posted 1 day ago
Hana-Maui Resort, a Destination by Hyatt Residence

Find out more about Kaupo

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

  • View our selection of featured holiday rentals in Kaupo
  • Use the map to find apartments and other holiday homes in the Kaupo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaupo while they last

Look no further and take a look at our great range of rental properties in Kaupo!

Frequently asked questions

Are there holiday rentals in Kaupo?

Yes, there are holiday rentals close to the most popular sights in Kaupo, 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 Kaupo has to offer?

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 : This holiday home rental outside of Kaupo is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Kaupo?

Explore the area and family-friendly sights such as Waikamoi Preserve, or get out into nature at a spot like Haleakala National Park. Haleakalā Visitor Center and Haleakala Crater are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaupo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaupo. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.