Kahakuloa Vacation Rentals

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Our top choices for Kahakuloa vacation rentals

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (182 reviews)
"The property is beautiful and located just steps away from the beach."
United States
Patricia
The price is CA $321
CA $381 total
includes taxes & fees
May 17 - May 18
Napili Village Hotel

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,092 reviews)
"Nice and safe place to stay"
United States
Kristen
The price is CA $380
CA $491 total
includes taxes & fees
Jun 10 - Jun 11
Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,793 reviews)
"Super clean room with fantastic view of the sea. Short walk to Napili beach. Great breakfast at the Gazebo restaurant "
United States
Mark
The price is CA $318
CA $377 total
includes taxes & fees
May 24 - May 25
Napili Shores Maui by OUTRIGGER

Kuleana Club - 701

Kuleana Club - 701
3.5 star property
Lahaina
The price is CA $308
CA $650 total
includes taxes & fees
May 28 - May 29
Kuleana Club - 701

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is CA $385
CA $457 total
includes taxes & fees
May 14 - May 15
Napili Sunset on the Beach

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,565 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is CA $451
CA $657 total
includes taxes & fees
Jun 8 - Jun 9
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (398 reviews)
"Great service, clean rooms, friendly staff, and perfectly located. We had a great time."
United States
Forest Daniel
The price is CA $418
CA $996 total
includes taxes & fees
May 13 - May 14
The Whaler Resort Kaanapali Beach

Kuleana Club - 712

Kuleana Club - 712
3.5 star property
Lahaina
The price is CA $352
CA $702 total
includes taxes & fees
May 22 - May 23
Kuleana Club - 712

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (30 reviews)
"The location was great, especially if you plan to see the whole island! Easy check in and check out. Clean place."
United States
Weronika
The price is CA $226
CA $473 total
includes taxes & fees
May 17 - May 18
Yonegan Maui Getaways - Haiku

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is CA $509
CA $986 total
includes taxes & fees
Jun 2 - Jun 3
Kuau Plaza Paia Condo with Parking

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
3.5 star property
Lahaina
The price is CA $324
CA $1,886 total
includes taxes & fees
May 28 - May 29
Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.2 out of 10, Very good, (46 reviews)
"Staff was great, rooms were clean, pools were warm. The ocean right outside the hotel is clean and allows you do do activities without leaving the area like snorkeling, swimming, boogie boarding, floating, etc)"
United States
Clinton
The price is CA $622
CA $739 total
includes taxes & fees
May 17 - May 18
The Westin Ka'anapali Ocean Resort Villas North

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,961 reviews)
"Everything about this place was great!"
United States
Jag
The price is CA $677
CA $1,435 total
includes taxes & fees
May 17 - May 18
OUTRIGGER Honua Kai Resort & Spa

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.6 out of 10, Excellent, (14 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is CA $448
CA $604 total
includes taxes & fees
May 17 - May 18
Royal Lahaina Bungalows & Spa

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very good, (247 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is CA $644
CA $765 total
includes taxes & fees
May 25 - May 26
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
The price is CA $294
CA $820 total
includes taxes & fees
May 26 - May 27
Oceanfront Maui Condo

Stunning South Maui Condo w/ Lanai by Beach!

Stunning South Maui Condo w/ Lanai by Beach!
3.5 star property
North Kihei
The price is CA $160
CA $526 total
includes taxes & fees
May 19 - May 20
Stunning South Maui Condo w/ Lanai by Beach!

Kuleana Club - 315

Kuleana Club - 315
3.5 star property
Lahaina
The price is CA $282
CA $619 total
includes taxes & fees
May 29 - May 30
Kuleana Club - 315

Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (21 reviews)
"Great for families. Close to everything! "
Canada
Laura
The price is CA $729
CA $1,621 total
includes taxes & fees
May 19 - May 20
Honua Kai Hokulani Resort by KBM

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Grounds were beautiful. Beach view and access great. Quality of condo was in need of refreshing. Some broken doors, and in need of repair. The condo was clean."
United States
Eric
The price is CA $234
CA $765 total
includes taxes & fees
May 12 - May 13
Waiohuli Beach Hale Ocean View Condos with Parking
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

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. 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.