Photo by Mike Gauthier

Kahakuloa Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Nov 13 - Nov 14
Tomorrow
Nov 14 - Nov 15
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Vacation Rentals in Kahakuloa

Garden
Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

3.0 star property
Haiku
9.2 out of 10, Wonderful, (9)
"Loved having the hot tub to come home to!!"
United States
Pedro
$222 nightly
The price is $244
Nov 16 - Nov 17
Total with taxes and fees
Yonegan Maui Getaways - Haiku
On the beach
Embark on a journey through Maui with Aloha Glamp

Embark on a journey through Maui with Aloha Glamp

Haiku-Pauwela
9.6 out of 10, Exceptional, (38)
"Everything we needed for our short stay on Maui. The jeep was clean and efficient, the tent was comfortable and easy to use. Will definitely rent again!"
United States
Desirae B.
$251 nightly
The price is $292
Dec 1 - Dec 2
Total with taxes and fees
Embark on a journey through Maui with Aloha Glamp
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
$317 nightly
The price is $374
Dec 7 - Dec 8
Total with taxes and fees
Royal Lahaina Bungalows & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
8.8 out of 10, Excellent, (2864)
"Very clean and convenient, great location and great beaches"
United States
Kevin William
$771 nightly
The price is $823
Nov 22 - Nov 23
Total with taxes and fees
OUTRIGGER Honua Kai Resort & Spa
Property grounds
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Wailuku
9.6 out of 10, Exceptional, (156)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
$289 nightly
The price is $336
Nov 16 - Nov 17
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Property grounds
Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo

Wailuku
9.6 out of 10, Exceptional, (51)
"Excellent location to visit family, friends, seeing the whales from the balcony during the season"
United States
Anne
$716 nightly
The price is $743
Nov 16 - Nov 17
Total with taxes and fees
Bright, Beautiful, Remodeled Island Sands 505 Condo
Beach towels
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, (194)
"This condo was a great location right near mamas fish house and the beach. The air conditioning worked really well unlike some condos we’ve stayed in while in Hawaii. "
United States
Lindsey K.
$381 nightly
The price is $443
Nov 25 - Nov 26
Total with taxes and fees
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
1 bedroom, WiFi
Kuau Surf North shore Maui Locally-Owned

Kuau Surf North shore Maui Locally-Owned

Paia
9.0 out of 10, Wonderful, (35)
"Thank you for the great condo! It had everything we needed for a fun trip!"
United States
Kathleen A.
$342 nightly
The price is $344
Dec 1 - Dec 2
Total with taxes and fees
Kuau Surf North shore Maui Locally-Owned
Beach nearby, white sand, beach towels
Napili Village Hotel

Napili Village Hotel

3.0 star property
Lahaina
9.0 out of 10, Wonderful, (129)
"check in process was super easy. friendly staff "
United States
Nicholas
$197 nightly
The price is $232
Nov 15 - Nov 16
Total with taxes and fees
Napili Village Hotel
Outdoor dining
Unit 25 Waena Inn - Maui Private Suite

Unit 25 Waena Inn - Maui Private Suite

Wailuku
10.0 out of 10, Exceptional, (12)
"The staff were very friendly. The room was big, roomy, clean, and comfortable. So happy that there was a big refrigerator and freezer. There was some great places to eat that was close by. Would definitely stay there again! "
United States
Wendy
$245 nightly
The price is $257
Nov 15 - Nov 16
Total with taxes and fees
Unit 25 Waena Inn - Maui Private Suite
TV, DVD player
Panoramic Maui Sunset Ocean Views

Panoramic Maui Sunset Ocean Views

Central Kihei
9.0 out of 10, Wonderful, (48)
"Clean condo, great view"
United States
Cindy M.
$731 nightly
The price is $758
Nov 16 - Nov 17
Total with taxes and fees
Panoramic Maui Sunset Ocean Views
Exterior
Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Wailuku
9.4 out of 10, Exceptional, (131)
"We loved how centralized it was to everything. Easy to get to and amazing views."
United States
Alejandro P.
$517 nightly
The price is $601
Nov 17 - Nov 18
Total with taxes and fees
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Pool
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking

Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking

North Kihei
9.6 out of 10, Exceptional, (164)
"The property is conveniently located with one block to the beach and marine research center. We had everything we needed for our stay. The bedroom doesn't have an A/C so we kept the door open to let living room AC provide some cool air. "
United States
Lana G.
$374 nightly
The price is $435
Nov 21 - Nov 22
Total with taxes and fees
Clean Comfortable Condo that is Steps to the Beach, Affordable w/Free Parking
Property grounds
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Central Kihei
9.4 out of 10, Exceptional, (84)
"Beautifully furnished condo with lovely views. Great pool and bbq area, nice walking distance to the beach and a few local food establishments and businesses. "
United States
Denise L.
$497 nightly
The price is $579
Nov 15 - Nov 16
Total with taxes and fees
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Beach nearby, free beach shuttle
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
Lahaina
8.6 out of 10, Excellent, (871)
"Clean room "
Canada
Rebecca Marie
Kaanapali Maui at the Eldorado by OUTRIGGER
Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2491)
"The condo we stayed in was immaculate, the beach pristine, great communication with reception staff. We would definitely stay here again"
United States
Kim
$359 nightly
The price is $423
Nov 14 - Nov 15
Total with taxes and fees
Aston Maui Kaanapali Villas
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3862)
"Lovely clean resort! Great for families and amazing beach!"
Canada
Marcie
$276 nightly
The price is $326
Nov 21 - Nov 22
Total with taxes and fees
Aston Kaanapali Shores
Property grounds
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

North Kihei
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.
$415 nightly
The price is $483
Nov 14 - Nov 15
Total with taxes and fees
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
Pool
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Lahaina
8.8 out of 10, Excellent, (105)
"Great room with excellent views from the 7th floor whale watching. We enjoyed a full rainbow from our room that lasted approximately and hour."
United States
Michael G.
$664 nightly
The price is $748
Nov 14 - Nov 15
Total with taxes and fees
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | 1 bedroom, in-room safe, individually decorated, individually furnished
Kapalua Villas Maui

Kapalua Villas Maui

4.0 star property
Lahaina
8.8 out of 10, Excellent, (957)
"Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early."
United States
Arturo
$673 nightly
The price is $794
Dec 13 - Dec 14
Total with taxes and fees
Kapalua Villas Maui
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 Kahakuloa Hotel Reviews

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"I was in the waterfront suite and it was amazing. Wrap around balcony with a nice kitchen and living room area and two full bathrooms. Awesome ocean view and very close to shops and restaurants."
Chris 6-night trip
Posted 21 hours ago
The Whaler Resort Kaanapali Beach

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Kahakuloa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $232 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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. In the larger area, you’ll find Kaanapali Beach and Kapalua Golf Club Plantation Course.

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.