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

Kahakuloa Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Kahakuloa vacation rentals

On the beach

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,846 reviews)
"The room was clean and the beach views and access to the beach was beyond beautiful. A really cozy place to stay."
United States
Jesus
$238 nightly
The price is $282
Aug 22 - Aug 23
Total with taxes and fees
Napili Shores Maui by OUTRIGGER
On the beach, sun loungers, beach towels

2. The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Lahaina
10.0 out of 10, Exceptional, (40 reviews)
"The host is always very accommodating and nice. The condo is very nice. We love staying there. "
United States
John D.
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Interior

3. Unit 25 Waena Inn - Maui Private Suite

Unit 25 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, Exceptional, (16 reviews)
"Great place "
United States
Noah S.
$266 nightly
The price is $298
Aug 10 - Aug 11
Total with taxes and fees
Unit 25 Waena Inn - Maui Private Suite
Outdoor dining

4. 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, (90 reviews)
"Overall a 4/5 experience! I would stay here again without a doubt. Simple check-in process, attentive host, great ocean views, and a well equipped condo. The only drawback I can think of was in regards to some of the aging furnishings. "
United States
Timo S.
$360 nightly
The price is $378
Aug 14 - Aug 15
Total with taxes and fees
Beautiful Ocean and Outer Island Views! See Whales in season!
Penthouse, 2 Bedrooms, Oceanfront | Premium bedding, in-room safe, desk, blackout drapes

5. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,553 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
$498 nightly
The price is $591
Aug 21 - Aug 22
Total with taxes and fees
Aston at The Whaler on Kaanapali Beach
Outdoor dining

6. 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, (173 reviews)
"Nice place and conviently located"
United States
Mike M.
$301 nightly
The price is $352
Aug 11 - Aug 12
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Beach

7. Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (11 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.
$282 nightly
The price is $314
Aug 10 - Aug 11
Total with taxes and fees
Unit 23 Waena Inn - Maui Private Suite
Exterior

8. Updated Studio, AC, steps to beach

Updated Studio, AC, steps to beach
Lahaina
9.8 out of 10, Exceptional, (155 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.
$365 nightly
The price is $427
Aug 11 - Aug 12
Total with taxes and fees
Updated Studio, AC, steps to beach
Beachfront Two Bedrooms | In-room safe, iron/ironing board, WiFi (free), bed sheets

9. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
$281 nightly
The price is $334
Aug 10 - Aug 11
Total with taxes and fees
Napili Sunset on the Beach
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

10. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (445 reviews)
"Amazing views and location. Great employees."
United States
Ramon
$535 nightly
The price is $635
Aug 21 - Aug 22
Total with taxes and fees
The Whaler Resort Kaanapali Beach
Beach towels

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, Exceptional, (215 reviews)
"We had a great time! Everything was perfect. "
United States
Samantha S.
$378 nightly
The price is $443
Aug 11 - Aug 12
Total with taxes and fees
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Property grounds

12. 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, Exceptional, (274 reviews)
"Amazing trip!"
United States
Eric L.
$412 nightly
The price is $482
Aug 13 - Aug 14
Total with taxes and fees
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

13. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,609 reviews)
"Great location and friendly staff"
Canada
Daniel
$308 nightly
The price is $365
Sep 1 - Sep 2
Total with taxes and fees
Aston Maui Kaanapali Villas
On the beach

14. Direct Oceanfront ground floor - Kuleana 706

Direct Oceanfront ground floor - Kuleana 706
Lahaina
9.6 out of 10, Exceptional, (133 reviews)
"We had a pretty good stay. Condo is older but served its purpose. Beautiful view and really close to waters edge!"
United States
Susan N.
$761 nightly
The price is $860
Aug 10 - Aug 11
Total with taxes and fees
Direct Oceanfront ground floor - Kuleana 706
Garden

15. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,245 reviews)
"Great location, good value for the money."
United States
ANGELO
$264 nightly
The price is $314
Aug 13 - Aug 14
Total with taxes and fees
Aston Kaanapali Shores
Property grounds

16. 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, (108 reviews)
"Lovely room in a great location. Check in and check out were super easy, great amenities"
United States
Michaela F.
$695 nightly
The price is $784
Aug 10 - Aug 11
Total with taxes and fees
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Outdoor dining

17. Romantic Oceanfront: Relax 25' from the Waves! 230+ Great Reviews!

Romantic Oceanfront: Relax 25' from the Waves! 230+ Great Reviews!
Lahaina
9.8 out of 10, Exceptional, (237 reviews)
"Great communication, wonderful location, clean and great property!"
United States
Eric T.
$370 nightly
The price is $433
Aug 25 - Aug 26
Total with taxes and fees
Romantic Oceanfront: Relax 25' from the Waves! 230+ Great Reviews!
Property grounds

18. Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
$773 nightly
The price is $810
Aug 11 - Aug 12
Total with taxes and fees
Bright, Beautiful, Remodeled Island Sands 505 Condo
Smart TV, books

19. Eco-Friendly Condo on Road to Hāna - Walk to Beach

Eco-Friendly Condo on Road to Hāna - Walk to Beach
Paia
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay, our host was sweet"
United States
Nancy k.
$328 nightly
The price is $384
Aug 18 - Aug 19
Total with taxes and fees
Eco-Friendly Condo on Road to Hāna - Walk to Beach
Beach nearby, white sand, beach towels

20. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (216 reviews)
"Great stay, thank you"
United States
Elizabeth
$292 nightly
The price is $347
Aug 13 - Aug 14
Total with taxes and fees
Napili Village Hotel
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

Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent
"Amazingly spacious room, helpful staff and gorgeous property in Kīhei. Would definitely love to come back again!"
Erin 3-night trip
Posted 2 hours ago
Hilton Grand Vacations Club Maui Bay Villas

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 $282 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, kitchenware, and a coffee maker.

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 Napili Bay 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.