Lodging Image

Kaupo Vacation 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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Kaupo vacation rentals

2 bedrooms, iron/ironing board, WiFi (free), bed sheets

1. Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm

Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
Hana
9.8 out of 10, Exceptional, (151 reviews)
"Nice place to stay."
United States
chris
The price is AED 1,286
AED 2,453 total
includes taxes & fees
15 Aug - 16 Aug
Romantic Hana Hideaway, Big Ocean Views, Old Hawaii Charm
Property grounds

2. 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 AED 1,139
AED 2,015 total
includes taxes & fees
16 Aug - 17 Aug
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Property grounds

3. 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, (524 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 AED 771
AED 1,448 total
includes taxes & fees
16 Aug - 17 Aug
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Beach towels

4. 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, (461 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
The price is AED 716
AED 1,426 total
includes taxes & fees
16 Aug - 17 Aug
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Property grounds

5. 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, (30 reviews)
"Loved the view. Property was beautiful. Great place for a couple of quiet nights in Hana."
United States
Vera G.
The price is AED 999
AED 1,460 total
includes taxes & fees
15 Aug - 16 Aug
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Interior

6. Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Hana Town Center
9.6 out of 10, Exceptional, (35 reviews)
"The view, the location, the rooms, tha kitchen all were wonderful. A great place, If we get back to Hana we will definitely stay here again. "
United States
Bruce B.
The price is AED 2,387
AED 3,927 total
includes taxes & fees
16 Aug - 17 Aug
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Property grounds

7. Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!

Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
Hana Town Center
9.4 out of 10, Exceptional, (63 reviews)
"This condo was exactly as advertised! Wonderful property! Would definitely stay here again. This side of Maui is a must see!"
United States
Lisa S.
The price is AED 1,076
AED 1,563 total
includes taxes & fees
15 Aug - 16 Aug
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
Property grounds

8. Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (145 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
The price is AED 2,674
AED 5,694 total
includes taxes & fees
20 Aug - 21 Aug
Hana Homestead by the Beach
Property grounds

9. 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)
"Favorite stay in all of Maui"
United States
Andrew
The price is AED 904
AED 1,332 total
includes taxes & fees
15 Aug - 16 Aug
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
Beach

10. Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Hana Town Center
9.6 out of 10, Exceptional, (201 reviews)
"Comfortable, clean, well equipped cottage in the heart of Hana. Great place, highly recommend! "
United States
Michelle S.
The price is AED 1,084
AED 2,161 total
includes taxes & fees
11 Sep - 12 Sep
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Beach towels

11. Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.4 out of 10, Exceptional, (454 reviews)
"Great stay thanks! "
United States
Stephanie C.
The price is AED 716
AED 1,491 total
includes taxes & fees
18 Aug - 19 Aug
Fisher's Hana Bay Hale, Across from Hana Bay
Property grounds

12. 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, (249 reviews)
"Beautiful place to stay!"
United States
Mary B.
The price is AED 1,093
AED 2,197 total
includes taxes & fees
24 Aug - 25 Aug
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Property grounds

13. 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, (98 reviews)
"Beautiful property. Our second time here, it is one of our favorite places to stay. "
United States
Myra P.
The price is AED 1,650
AED 3,188 total
includes taxes & fees
15 Aug - 16 Aug
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Property grounds

14. 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, (119 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
The price is AED 1,014
AED 1,478 total
includes taxes & fees
16 Aug - 17 Aug
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Exterior

15. 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, (150 reviews)
"Our stay was for one night and the condo was clean, well equipped, and the ocean waves lulled us to sleep. If doing the road to Hana an overnight stay here is recommended "
United States
Jaime C.
The price is AED 872
AED 1,656 total
includes taxes & fees
22 Aug - 23 Aug
Oceanview Condo in Hana-Let the ocean lull you to sleep
Property grounds

16. 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 AED 966
AED 1,413 total
includes taxes & fees
15 Aug - 16 Aug
Oceanview #205 at Hana Kai Maui - 1 Bedroom Upper Floor - Amazing View!
Property grounds

17. Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!

Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (82 reviews)
"Great beach view lovely gardens"
United States
Dianne
The price is AED 1,043
AED 1,517 total
includes taxes & fees
15 Aug - 16 Aug
Oceanview #101 at Hana Kai Maui - 1 Bedroom King/Twins , Amazing View!
Property grounds

18. 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, (34 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 AED 1,271
AED 1,821 total
includes taxes & fees
20 Aug - 21 Aug
Oceanfront #4 at Hana Kai Maui - 1 Bedroom Upper Floor Corner 100ʻ from Water!
Outdoor dining

19. Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
Hana Town Center
9.6 out of 10, Exceptional, (79 reviews)
"Hana Kai is very convenient place to stay. Lanai is big and great place to hang out."
United States
Ann E.
The price is AED 918
AED 1,353 total
includes taxes & fees
15 Aug - 16 Aug
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access, no steps, Great View!
Property grounds

20. 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, (82 reviews)
"Great place! Had everything we needed.Very attentive reception staff."
United States
Kari T.
The price is AED 1,014
AED 1,478 total
includes taxes & fees
16 Aug - 17 Aug
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
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

Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

10/10 Excellent
"Everything was perfect. We had a wonderful stay. Kitchen had everything you needed for cooking."
KATHY 1-night trip
Posted 5 days ago
Secluded cottage on Tropical flower farm

Frequently asked questions

Are there vacation rentals in Kaupo?

Yes, we give you a choice of vacation rentals near well known local attractions in Kaupo, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental that Kaupo has to offer?

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 : Visitors like this Kaupo vacation home rental. It is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 larger area.

What’s a vacation rental in Kaupo like?

A vacation rental is a private property you can book for a couple of days or more in Kaupo. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.