Kahakuloa Vacation 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 vacation rentals

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,540 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is CA $475
CA $687 total
includes taxes & fees
Mar 7 - Mar 8
Aston Maui Kaanapali Villas

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,987 reviews)
"Our room was great and the staff were always so friendly. Perfect place to stay for a good value. "
United States
Emily
The price is CA $481
CA $611 total
includes taxes & fees
Mar 6 - Mar 7
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,913 reviews)
"Wonderful vacation apot Everyone was amazing. "
United States
Michael
The price is CA $503
CA $1,228 total
includes taxes & fees
Mar 10 - Mar 11
OUTRIGGER Honua Kai Resort & Spa

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (648 reviews)
"Great Hotel! Super clean! Has everything you need for perfect vacation!"
United States
Sergii
The price is CA $385
CA $456 total
includes taxes & fees
Feb 10 - Feb 11
Napili Sunset on the Beach

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, (482 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is CA $852
CA $1,012 total
includes taxes & fees
Feb 21 - Feb 22
The Westin Nanea Ocean Villas, Ka'anapali

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (351 reviews)
"We loved the location. Very clean & the staff was very nice "
United States
Pamela
The price is CA $476
CA $1,066 total
includes taxes & fees
Mar 3 - Mar 4
The Whaler Resort Kaanapali Beach

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (162 reviews)
"Amazing place to stay, loved it. "
United States
Jacqueline
The price is CA $332
CA $394 total
includes taxes & fees
Mar 3 - Mar 4
Napili Village Hotel

Kuleana Club - 504

Kuleana Club - 504
3.0 star property
Lahaina
The price is CA $475
CA $849 total
includes taxes & fees
Feb 20 - Feb 21
Kuleana Club - 504

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (63 reviews)
"The room was perfect! "
United States
Gillian
The price is CA $167
CA $497 total
includes taxes & fees
Feb 8 - Feb 9
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

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, (197 reviews)
"Very quiet safe place. "
Canada
Monica
The price is CA $253
CA $613 total
includes taxes & fees
Feb 24 - Feb 25
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (115 reviews)
"Fully furnished kitchen, and beach accessories, from umbrellas, chairs, snorkel gear, beach towels, and great AC, beautiful view, no noise from pool. Will definitely stay here again if available on next trip. Centrally located to everything!!"
United States
Rachael R.
The price is CA $319
CA $746 total
includes taxes & fees
Mar 3 - Mar 4
Sugar Beach Resort Oceanview 1 bed/1 bath

Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
North Kihei
9.6 out of 10, Exceptional, (290 reviews)
"Great room, affordable, clean, sufficient, well maintained, easy access"
United States
John K.
The price is CA $199
CA $623 total
includes taxes & fees
Feb 27 - Feb 28
Ai Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,750 reviews)
"Beautiful location, nice, clean rooms, friendly staff, and eating facilities on site!"
Canada
Larry Henry
The price is CA $475
CA $564 total
includes taxes & fees
Feb 10 - Feb 11
Napili Shores Maui by OUTRIGGER

Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
8.8 out of 10, Excellent, (16 reviews)
"The property was strategically located near the Road to Hana and Haleakala National Park."
United States
C T.
The price is CA $202
CA $387 total
includes taxes & fees
Feb 17 - Feb 18
Yonegan Maui Getaways - Haiku - Unit 4

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, (164 reviews)
"It was a really nice stay. "
Canada
KATHRYN M.
The price is CA $231
CA $611 total
includes taxes & fees
Feb 24 - Feb 25
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Kuau Surf 2.0 Maui North Shore Locally-Owned

Kuau Surf 2.0 Maui North Shore Locally-Owned
Paia
9.2 out of 10, Wonderful, (21 reviews)
"Clean and convenient"
United States
Ilya L
The price is CA $260
CA $472 total
includes taxes & fees
Mar 1 - Mar 2
Kuau Surf 2.0 Maui North Shore Locally-Owned

Stunning Maui Oceanfront Oasis: 2bd/2bth Penthouse w/AC Menehune Shores #625

Stunning Maui Oceanfront Oasis: 2bd/2bth Penthouse w/AC Menehune Shores #625
North Kihei
10.0 out of 10, Exceptional, (93 reviews)
"Beautiful condo perfect for relaxing and enjoying the beach"
United States
Sydney L.
The price is CA $383
CA $1,252 total
includes taxes & fees
Mar 1 - Mar 2
Stunning Maui Oceanfront Oasis: 2bd/2bth Penthouse w/AC Menehune Shores #625

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
North Kihei
10.0 out of 10, Exceptional, (35 reviews)
"we really enjoyed our stay here. It is clean and maintained well and close to the beach."
United States
stuti s.
The price is CA $272
CA $753 total
includes taxes & fees
Feb 15 - Feb 16
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.6 out of 10, Exceptional, (15 reviews)
"Clean room, great pool and beach on location. Close to lots of things we were doing. Overall fantastic stay! "
United States
Brandi C.
The price is CA $239
CA $1,179 total
includes taxes & fees
Mar 4 - Mar 5
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Paia
10.0 out of 10, Exceptional, (181 reviews)
"It was a nice place. We had a great time easy in and out close to everything."
United States
Angela O.
The price is CA $594
CA $1,434 total
includes taxes & fees
Feb 26 - Feb 27
Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kahakuloa. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.