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Kahakuloa Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Kahakuloa

4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

Condo resort in Lahaina

4.0 star property
8.8 out of 10, Excellent, (2871)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
United States
Alisha
$813 nightly
The price is $871
Dec 11 - Dec 12
Total with taxes and fees
OUTRIGGER Honua Kai Resort & Spa
Garden
Yonegan Maui Getaways - Haiku

Vacation Home in Haiku

3.0 star property
9.2 out of 10, Wonderful, (9)
"Loved having the hot tub to come home to!!"
United States
Pedro
$236 nightly
The price is $261
Nov 30 - Dec 1
Total with taxes and fees
Yonegan Maui Getaways - Haiku
Exterior
Royal Lahaina Bungalows & Spa

Aparthotel in Lahaina

5.0 star property
$317 nightly
The price is $374
Dec 15 - Dec 16
Total with taxes and fees
Royal Lahaina Bungalows & Spa
Exterior
Aston Kaanapali Shores

Aparthotel in Lahaina

3.5 star property
8.6 out of 10, Excellent, (3886)
"Was a great place to stay"
United States
Christine
$304 nightly
The price is $359
Nov 29 - Nov 30
Total with taxes and fees
Aston Kaanapali Shores
Beach towels
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Condo in Kuau

9.4 out of 10, Exceptional, (195)
"Very quiet safe place. "
Canada
Monica
$378 nightly
The price is $440
Nov 30 - Dec 1
Total with taxes and fees
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Beach
Unit 24 Waena Inn - Maui Private Suite

Aparthotel in Wailuku

9.6 out of 10, Exceptional, (17)
"Good stay, cleaning smell a little strong at first, but attentive and communicative hosts!"
United States
Daniel X.
$226 nightly
The price is $238
Dec 1 - Dec 2
Total with taxes and fees
Unit 24 Waena Inn - Maui Private Suite
Property grounds
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Condo in Wailuku

9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
$290 nightly
The price is $337
Dec 1 - Dec 2
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
On the beach
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Condo in Central Kihei

9.4 out of 10, Exceptional, (56)
"Check in was very easy and this is a perfect location for ocean access. "
Canada
Tracy C.
$301 nightly
The price is $349
Dec 12 - Dec 13
Total with taxes and fees
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Exterior
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Condo in North Kihei

10.0 out of 10, Exceptional, (264)
"Great stay"
United States
Noah C.
$346 nightly
The price is $403
Nov 29 - Nov 30
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Aerial view
Kuleana Club - 504

Condo resort in Lahaina

3.0 star property
$382 nightly
The price is $451
Dec 5 - Dec 6
Total with taxes and fees
Kuleana Club - 504
Property grounds
Bright, Beautiful, Remodeled Island Sands 505 Condo

Condo in Wailuku

9.4 out of 10, Exceptional, (52)
"Very clean, quiet, nice people all around. Good location."
Canada
Betty T.
$723 nightly
The price is $750
Dec 7 - Dec 8
Total with taxes and fees
Bright, Beautiful, Remodeled Island Sands 505 Condo
On the beach
Best Oceanfront Value in Kihei - Kealia Resort!

Condo in North Kihei

9.6 out of 10, Exceptional, (109)
"The condo was exactly as described and in a great location, we loved the grassy area right in front of the beach if we didn’t feel like sitting in the sand! Tim had all the essentials for us and was quick to respond if we had any questions- we would definitely stay here again in the future! "
United States
Bailey B.
$392 nightly
The price is $456
Dec 2 - Dec 3
Total with taxes and fees
Best Oceanfront Value in Kihei - Kealia Resort!
Property grounds
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!

Condo in 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.
$418 nightly
The price is $487
Nov 29 - Nov 30
Total with taxes and fees
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
Exterior
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Condo in North Kihei

9.6 out of 10, Exceptional, (286)
"Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return"
United States
morgan J.
$336 nightly
The price is $391
Dec 6 - Dec 7
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Property grounds
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

Condo in North Kihei

10.0 out of 10, Exceptional, (30)
"The home is right across from a nice beach. Parking is included for one vehicle. Chairs, an umbrella, towels are available. The AC works great, and check-in was a breeze."
United States
Michael
$359 nightly
The price is $418
Nov 30 - Dec 1
Total with taxes and fees
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
Pool
Sugar Beach Resort Oceanview 1 bed/1 bath

Condo in North Kihei

9.6 out of 10, Exceptional, (110)
"Nice view of the ocean from the balcony. Clean unit with just about everything you will need for a short vacation."
United States
Ron R.
$360 nightly
The price is $419
Dec 2 - Dec 3
Total with taxes and fees
Sugar Beach Resort Oceanview 1 bed/1 bath
Exterior
Kuau Surf North shore Maui Locally-Owned

Apartment in Paia

9.0 out of 10, Wonderful, (36)
"Cute clean and a short couple minute walk to the beach where their was seaturtles waiting "
United States
Bobby
$331 nightly
The price is $333
Dec 5 - Dec 6
Total with taxes and fees
Kuau Surf North shore Maui Locally-Owned
On the beach
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (1701)
"Enjoyed our stay."
United States
MARTIN
$369 nightly
The price is $435
Dec 16 - Dec 17
Total with taxes and fees
Napili Shores Maui by OUTRIGGER
Property grounds
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Condo in Central Kihei

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.
$482 nightly
The price is $561
Dec 21 - Dec 22
Total with taxes and fees
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
On the beach
OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3

Condo in North Kihei

9.8 out of 10, Exceptional, (75)
"Great location. Central to everything. We’ve been here around 20 times and love the little spots like this on the beach. Best sunset ever!!"
United States
Eric F.
$489 nightly
The price is $530
Dec 3 - Dec 4
Total with taxes and fees
OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3
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 Kahakuloa Hotel Reviews

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"Loved it! Would absolutely stay here again!"
Nina 5-night trip
Posted 1 day 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 $261 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.