Wailuku Vacation Rentals

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Sep 23 - Sep 24
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Sep 24 - Sep 25
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Sep 26 - Sep 28
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Oct 3 - Oct 5

Vacation Rentals in Wailuku

Our top choices for Wailuku vacation rentals

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out
Outdoor pool, a heated pool

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out

9.6 out of 10, Exceptional, (97)
"Great place to stay right in the middle of Maui. The condo was clean, comfortable, and had everything we needed for our week long stay. The beach is just a short walk from the unit. The owner and management were very responsive. The water heater went out on our second night and they had a plumber out the next day to install a new one! We will definitely stay here again if we come back to Maui."
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi & Split Air thru out
195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!
Outdoor dining

195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!

9.8 out of 10, Exceptional, (132)
"It was a nice place to stay and the location made things easier to get around on the island. The place is very well kept by the owner and ground facilities. We would stay again."
195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!
Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3751)
"We had an amazing stay and cannot wait to book our next vacation with them!!"
The price is ￥38,851
￥50,184 total
includes taxes & fees
Sep 29 - Sep 30
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2460)
"Great family resort! Huge room that was perfect for our family of 5. 2 bedrooms and a huge kitchen/living room made for the perfect staycation on Island. "
The price is ￥33,537
￥52,620 total
includes taxes & fees
Sep 30 - Oct 1
Aston Maui Kaanapali Villas
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (245)
"We had a lovely stay! I would recommend this place especially for honeymooners. "
The price is ￥39,895
￥103,528 total
includes taxes & fees
Oct 24 - Oct 25
The Whaler Resort Kaanapali Beach
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
On the beach, sun loungers, beach towels

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (265)
"Great location. "
The price is ￥52,475
￥111,646 total
includes taxes & fees
Oct 2 - Oct 3
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
Kahana Falls Maui by VRI Americas
Studio Suite | Living area | 45-inch TV with cable channels, DVD player

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (927)
"Great place! The staff was very nice and the property was very cute! Loved the waterfall pool "
Kahana Falls Maui by VRI Americas
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2838)
"Very clean and convenient, great location and great beaches"
The price is ￥47,051
￥123,237 total
includes taxes & fees
Oct 23 - Oct 24
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Hill
Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (827)
"Very nice and budget friendly."
The price is ￥44,283
￥52,237 total
includes taxes & fees
Sep 26 - Sep 27
Aston Maui Hill
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1666)
"The location was great to restaurants and the beach."
The price is ￥39,721
￥46,856 total
includes taxes & fees
Oct 8 - Oct 9
Napili Shores Maui by OUTRIGGER
Aston at The Whaler on Kaanapali Beach
View from room

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1487)
"Clean with a beach view nice gym and pool "
Aston at The Whaler on Kaanapali Beach
Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (798)
"Just a great stay! "
Maui Beach Vacation Club
Aston at Papakea Resort
Surfing/boogie boarding

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very Good, (1383)
"Everything was excellent "
Aston at Papakea Resort
Kapalua Villas Maui
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | 1 bedroom, in-room safe, individually decorated, individually furnished

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (952)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is ￥33,995
￥118,371 total
includes taxes & fees
Oct 23 - Oct 24
Kapalua Villas Maui
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, cabanas (surcharge), pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is ￥65,982
￥77,835 total
includes taxes & fees
Sep 30 - Oct 1
The Westin Ka'anapali Ocean Resort Villas
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
On the beach, sun loungers, beach towels

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (12)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Castle Kama'ole Sands
Deluxe Condo, 3 Bedrooms | Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very Good, (2256)
" Loved the grounds, full of beautiful tropical plantings. Nice pool area and places to grill outdoors. All building have lanais with tables. Only a short walk to the beach and the Pacific ocean. Great sunsets!"
Castle Kama'ole Sands
Maui Sunset
Property grounds

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (473)
"Good place to spend your vacation "
Maui Sunset
The Westin Nanea Ocean Villas, Ka'anapali
Exterior

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (468)
"Very nice place to stay"
The price is ￥82,544
￥97,369 total
includes taxes & fees
Oct 8 - Oct 9
The Westin Nanea Ocean Villas, Ka'anapali
Honua Kai Konea Resort by KBM
Condo (2 Bedrooms) | Front of property

Honua Kai Konea Resort by KBM

4.5 star property
9.6 out of 10, Exceptional, (60)
"Beautiful views, ambiance’s, pool, rooms everything what we needed."
Honua Kai Konea Resort by KBM
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 Wailuku Hotel Reviews

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"This property was awesome. The condo was clean, spacious and views! Loved the full kitchen and washer/dryer. Felt like home quickly. The location is wonderful with dining and shopping right next door."
Alyssa 5-night trip
Posted 11 hours ago
The Whaler Resort Kaanapali Beach

Find out more about Wailuku

Find out more about Wailuku

Search for holiday rentals in Wailuku on Expedia! You can easily find your home rentals, villas, holiday apartments in Wailuku using one of the methods below:

  • View our selection of featured holiday rentals in Wailuku
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  • Enter your travel dates to view the best deals on holiday rentals in Wailuku while they last

Look no further and take a look at our great range of rental properties in Wailuku!

Explore a world of travel with Expedia

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Frequently asked questions

Can I find a vacation rental in Wailuku?

Yes, we give you a choice of vacation rentals in Wailuku near Hawaii Nature Center of Iao Valley, or you can select a secluded option if you'd like a relaxing place to stay. Visitors to Wailuku speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the shopping and live music during your trip.

What are some of the best vacation home rentals that Wailuku has to offer?

Yonegan Maui Getaways - Haiku : This vacation home rental near Wailuku 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.

How many vacation rentals are there in Wailuku?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Wailuku stay.

What’s there to see and do in Wailuku?

Cultural attractions include Iao Theater and Bailey House Museum, whereas Maui Tropical Plantation and Kahului Bay are a couple of picturesque spots to enjoy the outdoors. Kaanapali Beach and Wailea Beach are other popular places to visit in the area.

What’s a vacation rental in Wailuku like?

A vacation rental is a private property you can book for a few weeks or just a few days in Wailuku. Vacation rentals offer extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.