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Kahakuloa Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Kahakuloa vacation rentals

A building with a pool, surrounded by tropical vegetation and palm trees, overlooking a clear blue ocean.

1. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (259 reviews)
"amazing location"
United States
Adrian
The price is CA $263
CA $312 total
includes taxes & fees
Nov 8 - Nov 9
Napili Village Hotel
A beach view with lounge chairs and a clear sky.

2. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
The price is CA $490
CA $582 total
includes taxes & fees
Nov 12 - Nov 13
Napili Sunset on the Beach
View from room

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,430 reviews)
"Great stay at a great price"
United States
Dina
The price is CA $236
CA $322 total
includes taxes & fees
Nov 8 - Nov 9
Aston Kaanapali Shores
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

4. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,658 reviews)
"Amazing and relaxing resort"
United States
Mariano
The price is CA $297
CA $477 total
includes taxes & fees
Dec 8 - Dec 9
Aston Maui Kaanapali Villas
A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

5. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,912 reviews)
"Very nice location and grounds. Throughly enjoyed our stay!"
United States
Steve
The price is CA $345
CA $408 total
includes taxes & fees
Nov 8 - Nov 9
Napili Shores Maui by OUTRIGGER
A view of a beach with palm trees and a sailboat on the water.

6. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (517 reviews)
"Amazing stay!"
United States
zachary
The price is CA $294
CA $861 total
includes taxes & fees
Dec 1 - Dec 2
The Whaler Resort Kaanapali Beach
A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

7. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (42 reviews)
"The place was just as described. The host was great. Definitely recommend."
United States
Nancy
The price is CA $198
CA $445 total
includes taxes & fees
Nov 8 - Nov 9
Yonegan Maui Getaways - Haiku
A room with a dining table set for two, a blue sofa, and a view of the ocean.

8. Kuleana Club - 316

Kuleana Club - 316
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (3 reviews)
"Excellent place! Great views of the beach and the sunset."
United States
Howie
The price is CA $220
CA $555 total
includes taxes & fees
Nov 12 - Nov 13
Kuleana Club - 316
A pool with a view of the ocean and beach.

9. 50 steps to the Ocean! Great Maui Location!

50 steps to the Ocean! Great Maui Location!
Wailuku
9.2 out of 10, Wonderful, (51 reviews)
"We loved it! Great beach access!"
United States
Bethany U.
The price is CA $87
CA $582 total
includes taxes & fees
Nov 8 - Nov 9
50 steps to the Ocean! Great Maui Location!
A tropical garden with a pond, palm trees, and a building with balconies.

10. Studio w Pool Steps to Sandy Beach-Napili Shores D127

Studio w Pool Steps to Sandy Beach-Napili Shores D127
Lahaina
9.2 out of 10, Wonderful, (59 reviews)
"We love this property! We’ve stayed here many times. I really appreciated that we were able to check in early because the property was ready."
United States
Jeanne D.
The price is CA $265
CA $1,162 total
includes taxes & fees
Nov 8 - Nov 9
Studio w Pool Steps to Sandy Beach-Napili Shores D127
A modern kitchen with a central island, built-in appliances, and a sliding glass door leading to a balcony.

11. Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi

Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
Paia
9.8 out of 10, Exceptional, (99 reviews)
"Close walk to a beach. Owner took care of maintenance problem quickly."
United States
David
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
A resort pool with red umbrellas, palm trees, and a view of the ocean.

12. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,091 reviews)
"Nice and clean resort, staff was very friendly and accommodating"
United States
Trung
The price is CA $504
CA $1,245 total
includes taxes & fees
Dec 6 - Dec 7
OUTRIGGER Honua Kai Resort & Spa
A large outdoor swimming pool with a rock feature, surrounded by palm trees and lounge chairs.

13. 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, Excellent, (111 reviews)
"Everything was great !"
United States
Michael
The price is CA $150
CA $1,122 total
includes taxes & fees
Nov 8 - Nov 9
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
A tropical resort with a paved pathway, palm trees, and a building with a curved roof.

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

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, Wonderful, (45 reviews)
"Great location and good ammenities"
United States
Zachary S.
The price is CA $177
CA $552 total
includes taxes & fees
Nov 13 - Nov 14
Condo w/ Lanai at Beginning of Road to Hana!
A balcony table with a decorative centerpiece, overlooking a beach with palm trees and a clear sky.

15. 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, Exceptional, (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 CA $132
CA $529 total
includes taxes & fees
Nov 17 - Nov 18
Beautiful Ocean and Outer Island Views! See Whales in season!
Living area

16. 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, Exceptional, (224 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 CA $259
CA $628 total
includes taxes & fees
Nov 9 - Nov 10
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
A picnic table with a stone wall backdrop, set on a grassy area with a view of the ocean and mountains.

17. Spacious Studio Close to Ocean Heated Pool - Kaleialoha 402

Spacious Studio Close to Ocean Heated Pool - Kaleialoha 402
Lahaina
9.6 out of 10, Exceptional, (47 reviews)
"We loved this property and would stay here again."
United States
Barry K.
The price is CA $125
CA $995 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Studio Close to Ocean Heated Pool - Kaleialoha 402
A resort with a pool, palm trees, and a view of the ocean.

18. The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (544 reviews)
"great family stay"
United States
Justin
The price is CA $565
CA $671 total
includes taxes & fees
Dec 2 - Dec 3
The Westin Nanea Ocean Villas, Ka'anapali
A balcony with a table set for two, featuring a bottle of wine and two glasses.

19. 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, (309 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is CA $170
CA $565 total
includes taxes & fees
Dec 4 - Dec 5
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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Find vacation rentals that suit your style

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Top Kahakuloa Hotel Reviews

A pool area with lounge chairs and palm trees, overlooking the ocean.
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
Kapalua

10/10 Excellent

staff and service ! 5* class
Canada
Franck
Reviewed June 16, 2024
The Ritz-Carlton Maui, Kapalua

Find out more about Kahakuloa

Everything you need to know about Kahakuloa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kahakuloa vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kahakuloa vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kahakuloa vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kahakuloa vacation rentals we have selected for you start as low as CA $87 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kahakuloa rentals

At Expedia, we put the best Kahakuloa vacation 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 vacation.

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 vacation rental in Kahakuloa?

Yes, you can find vacation rentals near well known local attractions in Kahakuloa, or you can choose a more secluded option if you'd like a relaxing place to 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's the top vacation rental that Kahakuloa has to offer?

Yonegan Maui Getaways - Haiku : This vacation home rental outside of Kahakuloa 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 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 favorite places to visit like Kaanapali Beach and Whalers Village in the larger area.

What’s a vacation rental in Kahakuloa like?

A vacation rental is a private property where you can stay for a couple of days or more in Kahakuloa. Vacation rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.