Kahoolawe Holiday Rentals

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Our top choices for Kahoolawe holiday rentals

Condo resort in South Kihei

Signature Residences at Maui Banyan
4.5 star property
9.6 out of 10, Exceptional, (4)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is NZ$1,010
includes taxes & fees
31 Dec - 1 Jan 2026
Signature Residences at Maui Banyan

Apartment in South Kihei

The Ocean View Residence
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is NZ$1,529
includes taxes & fees
30 Dec - 31 Dec
The Ocean View Residence
10.0 out of 10, Exceptional, (267)
"Great stay"
United States
Noah C.
The price is NZ$651
includes taxes & fees
9 Jan - 10 Jan 2026
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Aparthotel in South Kihei

Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (854)
"Clean room, attentive staff, and tons of things for kids and adults alike to do! "
United States
Misty
The price is NZ$725
includes taxes & fees
28 Dec - 29 Dec
Aston Maui Hill
9.4 out of 10, Exceptional, (84)
"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: Beautiful condo, great views and location"
United States
Pam B.
The price is NZ$989
includes taxes & fees
12 Jan - 13 Jan 2026
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
9.8 out of 10, Exceptional, (74)
"This was our first stay in Kihei and we had a wonderful time! The location was great and we appreciated the quietness of our space. We were able to walk to a nearby shopping plaza where we found delicious food and coffee. Our host was kind and communicated promptly and efficiently. We will be back! "
United States
Paige O.
The price is NZ$932
includes taxes & fees
26 Jan - 27 Jan 2026
Oceanfront penthouse with amazing views at Kauhale Makai
10.0 out of 10, Exceptional, (10)
"Happy.Would come again. 5 min walk to the beach."
United States
lloyd i.
The price is NZ$799
includes taxes & fees
7 Jan - 8 Jan 2026
Beautiful Ocean View Studio at Kihei Akahi
9.6 out of 10, Exceptional, (160)
"It was pretty much as described and met our needs.It was in a pretty good location for our requirements, and not too far from the port for our snorkelling trip."
United Kingdom
Carole W.
The price is NZ$934
includes taxes & fees
18 Jan - 19 Jan 2026
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
8.6 out of 10, Excellent, (142)
"Beautiful location "
United States
Kristen L.
The price is NZ$703
includes taxes & fees
20 Jan - 21 Jan 2026
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
4.0 star property
9.0 out of 10, Wonderful, (21)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
Kihei Ali'i Kai Condos with Free Parking
9.6 out of 10, Exceptional, (12)
"Wonderful place to stay. Awesome host. We had a great time and hopefully be back soon!"
United States
Jennifer D.
The price is NZ$802
includes taxes & fees
9 Jan - 10 Jan 2026
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
9.6 out of 10, Exceptional, (153)
"Comfortable, clean, short walk to the beach, very quiet, good AC. Third guest slept on an air mattress, small ocean view."
United States
Anonymous traveller
The price is NZ$770
includes taxes & fees
19 Jan - 20 Jan 2026
Maui Vista condo, in the heart of Kihei!
10.0 out of 10, Exceptional, (31)
"we really enjoyed our stay here. It is clean and maintained well and close to the beach."
United States
stuti s.
The price is NZ$797
includes taxes & fees
29 Dec - 30 Dec
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
9.6 out of 10, Exceptional, (287)
"Great room, affordable, clean, sufficient, well maintained, easy access"
United States
John K.
The price is NZ$651
includes taxes & fees
5 Jan - 6 Jan 2026
AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
9.4 out of 10, Exceptional, (56)
"Check in was very easy and this is a perfect location for ocean access. "
Canada
Tracy C.
The price is NZ$633
includes taxes & fees
5 Jan - 6 Jan 2026
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
9.4 out of 10, Exceptional, (131)
"The view is amazing"
United States
Carlos A.
The price is NZ$1,165
includes taxes & fees
19 Jan - 20 Jan 2026
Oceanfront condo with pool & balcony - walk to dining, activities, and more
9.0 out of 10, Wonderful, (106)
"We enjoyed our stay- the property was quiet, quaint, and cozy. "
United States
David
Listen to the birds chirp!
9.8 out of 10, Exceptional, (109)
"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 NZ$923
includes taxes & fees
28 Dec - 29 Dec
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
9.4 out of 10, Exceptional, (45)
"Island sands is my favorite Condos"
United States
michelle p.
The price is NZ$1,108
includes taxes & fees
31 Dec - 1 Jan 2026
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
9.6 out of 10, Exceptional, (165)
"Desperately needs AC in the bedroom!"
United States
Tami M.
The price is NZ$869
includes taxes & fees
20 Jan - 21 Jan 2026
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
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 Kahoolawe Hotel Reviews

Find out more about Kahoolawe

Everything you need to know about Kahoolawe 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 Kahoolawe 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 Kahoolawe holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kahoolawe holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kahoolawe. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kahoolawe 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 Kahoolawe holiday rentals we have selected for you start as low as NZ$633 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kahoolawe rentals

At Expedia, we put the best Kahoolawe 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 Kahoolawe 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 Kahoolawe 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 Kahoolawe. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.