A coastal landscape with a prominent green hill and a rocky shoreline.

Kahakuloa Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kahakuloa holiday rentals

1. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, 228, (228 reviews)
"Great place! It’s quite and 30 seconds to the beach."
United States
Alysson E
The price is AU$315
includes taxes & fees
15 Sept - 16 Sept
Napili Village Hotel

2. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, 1875, (1,875 reviews)
"Love this place!"
United States
Diana
The price is AU$461
includes taxes & fees
28 Sept - 29 Sept
Napili Shores Maui by OUTRIGGER

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, 4310, (4,310 reviews)
"We loved the grounds and people. Definitely will be booking to stay there, again."
United States
Scot
The price is AU$338
includes taxes & fees
23 Sept - 24 Sept
Aston Kaanapali Shores

4. Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, 12, (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 AU$452
includes taxes & fees
15 Sept - 16 Sept
Unit 23 Waena Inn - Maui Private Suite

5. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, 37, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is AU$419
includes taxes & fees
15 Sept - 16 Sept
Yonegan Maui Getaways - Haiku

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

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, 45, (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 AU$579
includes taxes & fees
18 Sept - 19 Sept
Condo w/ Lanai at Beginning of Road to Hana!

7. Beautiful Ocean and Outer Island Views! See Whales in season!

Beautiful Ocean and Outer Island Views! See Whales in season!
Lahaina
9.4 out of 10, 92, (92 reviews)
"The room was clean, the view from the balcony was awesome, and the overall experience was great. I'd recommend the place."
United States
Jasdeep Singh
The price is AU$528
includes taxes & fees
6 Oct - 7 Oct
Beautiful Ocean and Outer Island Views! See Whales in season!

8. Cute and Cozy Ground Floor! Beach access! Great Location! #113

Cute and Cozy Ground Floor! Beach access! Great Location! #113
Lahaina
9.0 out of 10, 24, (24 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: Very chill and relaxed property with a great view. In a prime location."
United States
Kiele P.
The price is AU$593
includes taxes & fees
4 Oct - 5 Oct
Cute and Cozy Ground Floor! Beach access! Great Location! #113

9. Unit 22 Waena Inn - Maui Private Suite

Unit 22 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, 38, (38 reviews)
"The studio is super cute and in a convenient location, it was very clean and the check in process was really easy!"
United States
Claire R.
The price is AU$411
includes taxes & fees
28 Sept - 29 Sept
Unit 22 Waena Inn - Maui Private Suite

10. Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, 276, (276 reviews)
"Amazing trip!"
United States
Eric L.
The price is AU$678
includes taxes & fees
15 Sept - 16 Sept
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

11. 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, 218, (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 AU$601
includes taxes & fees
15 Sept - 16 Sept
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

12. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, 109, (109 reviews)
"Everything was great !"
United States
Michael
The price is AU$1,058
includes taxes & fees
26 Sept - 27 Sept
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

13. 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, 68, (68 reviews)
"Great location to harbor for whale watching and good distance between airport and beaches. "
United States
Kellie B.
The price is AU$684
includes taxes & fees
20 Sept - 21 Sept
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

14. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, 656, (656 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is AU$466
includes taxes & fees
15 Sept - 16 Sept
Napili Sunset on the Beach

15. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, 466, (466 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is AU$896
includes taxes & fees
5 Oct - 6 Oct
The Whaler Resort Kaanapali Beach

16. Updated Studio, AC, steps to beach

Updated Studio, AC, steps to beach
Lahaina
9.8 out of 10, 158, (158 reviews)
"Wonderful place to stay. Our host Evelyn very kindly allowed us to extend our stay with 0 issues after the recent Kona storm. We had a great time and experience - fully recommend. "
United States
MeMe C.
The price is AU$576
includes taxes & fees
6 Oct - 7 Oct
Updated Studio, AC, steps to beach

17. 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, 59, (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 AU$674
includes taxes & fees
19 Sept - 20 Sept
Maui's best Surf, wdsurf, snorkeling by secluded beach+ AC.

18. Direct Oceanfront ground floor - Kuleana 706

Direct Oceanfront ground floor - Kuleana 706
Lahaina
9.6 out of 10, 135, (135 reviews)
"Wonderful property, great support team from Epic Realty. everything was wonderful. We stayed at Kuleana Resort 4 times, and we've recommended it to several of our friend, and we will stay there again if we have a chance."
United States
Margarita R.
The price is AU$1,188
includes taxes & fees
15 Sept - 16 Sept
Direct Oceanfront ground floor - Kuleana 706

19. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, 2629, (2,629 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
The price is AU$489
includes taxes & fees
10 Oct - 11 Oct
Aston Maui Kaanapali Villas

20. 50 steps to the Ocean! Great Maui Location!

50 steps to the Ocean! Great Maui Location!
Wailuku
9.0 out of 10, 49, (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 AU$589
includes taxes & fees
15 Sept - 16 Sept
50 steps to the Ocean! Great Maui Location!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kahakuloa Hotel Reviews

Find out more about Kahakuloa

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

Kahakuloa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kahakuloa. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kahakuloa 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 Kahakuloa holiday rentals we have selected for you start as low as AU$315 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kahakuloa rentals

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

Frequently asked questions

Can I find a holiday rental in Kahakuloa?

Yes, there are holiday rentals close to the most popular sights in Kahakuloa, or you can select a more secluded option if you're looking for a relaxing stay. Kahakuloa is known for its beaches and restaurants. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best holiday rentals that Kahakuloa has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Kahakuloa is located near the beach, and has 1 hot tub, a BBQ 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 Kahakuloa?

Explore the area and family-friendly sights such as Hawaii Nature Center of Iao Valley, or get out into nature at a spot like Kahakuloa Beach. You’ll find favourite places to visit such as Kaanapali Beach and Napili Bay in the wider area.

What’s a holiday rental in Kahakuloa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kahakuloa. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family getaway.