Wailuku Vacation Rentals

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Vacation Rentals in Wailuku

REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Property grounds
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, (91)
"Barbs condo was absolutely perfect! Great location- we were able to walk to the harbor with shops and restaurants. Central location to easily access all parts of Maui. Condo was super clean and well equipped. Barb has everything you need to make you feel at home. Beach chairs, umbrellas, bamboo beach mats, towels, toys, a couple pairs of snorkel gear We would definitely stay here again!.."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
Dining
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, (96)
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
Aston Kaanapali Shores
Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3031)
"Quiet! Safe! Grocery nearby!"
The price is $244
$318 total
includes taxes & fees
Jun 12 - Jun 13
Aston Kaanapali Shores
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Aston Maui Kaanapali Villas
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2167)
"Property/room was in excellent condition, the staff were super friendly and helpful. The room came with a fully supplied kitchen, dish cleaning supplies, soap, shampoo, towels, fresh beach towels each day, overall, wonderful experience, fantastic beach at five minute walk, nice pool; would not hesitate to recommend this property. "
The price is $265
$389 total
includes taxes & fees
Jun 12 - Jun 13
Aston Maui Kaanapali Villas
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very Good, (546)
"My daughter and I had an amazing time here celebrating her master's degree. We booked a 1 BR and are so glad we did. The condo was HUGE. The bedroom was x-large, as well as the living are. Both with a large TV in each. We also had two full bathrooms (one with a tub and the other with a full size shower). The kitchen had everything you'd need to cook meals. We were pleasantly surprised with all the cooking tools and gadgets. Being recently renovated, everything was brand new. The only thing...
Kahana Beach Vacation Club
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2537)
"We had a wonderful stay, so much so that we extended our vacation here by several days! We had a Ocean View Studio - it comfortably sleeps 4 and has a beautiful view. The unit has washer and dryer which is a huge bonus! The 3 pools kept the kids busy, and steps away is a gorgeous beach - find a sandy area (some spots are rocky) and it’s great for playing in all day, swimming, and snorkelling. We saw turtles! Thank you to the staff, we had a wonderful stay and look forward to coming back! "
The price is $524
$1,147 total
includes taxes & fees
Jun 25 - Jun 26
OUTRIGGER Honua Kai Resort & Spa
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, (623)
"We love it!!! So clean n the people are really nice !! The weather really nice!!! We love the pool area! We definitely be back soon!!! "
Maui Beach Vacation Club
The Whaler Resort Kaanapali Beach
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (30)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
Aston Mahana at Kaanapali
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1482)
"Heaven on earth my wife and I never wanted to leave. Reasonably priced considering the area right on the ocean as well!"
The price is $525
$649 total
includes taxes & fees
Jun 8 - Jun 9
Aston Mahana at Kaanapali
The Gardens at West Maui
Suite, 1 Bedroom | Iron/ironing board, free WiFi
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very Good, (380)
"It’s a great place to stay, quiet, lots of parking. "
The Gardens at West Maui
Sugar Beach Resort
Outdoor pool
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (986)
"decent place to stay"
Sugar Beach Resort
Aston at Papakea Resort
Outdoor pool
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very Good, (1331)
"nice "
Aston at Papakea Resort
Napili Shores Maui by OUTRIGGER
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1478)
"Great place. Beautiful grounds , love proximity to and Beach access. Pool was wonderful, Love the Koi pond- gorgeous. Great place"
Napili Shores Maui by OUTRIGGER
Sands of Kahana
Outdoor pool
Sands of Kahana
3.0 star property
8.2 out of 10, Very Good, (380)
"Wonderful location and service. The apartments are very spacious and well equipped. The property grounds and views are beautiful. I would of rated this property five stars but we kept finding cockroaches everywhere (to be fair we heard that it’s a problem at many hotels in the area)"
Sands of Kahana
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, (1404)
"We really enjoyed staying at the Whaler! It's very convenient in terms of beach access, shopping, and a veriety of restaraunts. The concierge was very helpful in booking trips and the staff was very friendly! Our condo specifically could use new pillows as they were old and flat. Otherwise, we enjoyed staying at the Whaler and would recommend it to friends. "
The price is $468
$929 total
includes taxes & fees
Jun 13 - Jun 14
Aston at The Whaler on Kaanapali Beach
Maui Banyan Vacation Club
Aerial view
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very Good, (290)
"Location was perfect if you like quiet beach towns. The beach was so beautiful and totally within walking distance. The pool was also very clean."
Maui Banyan Vacation Club
Aston Maui Hill
Outdoor pool, sun loungers
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (700)
"The room was infested with roaches "
Aston Maui Hill
Kaanapali Alii
3 outdoor pools, sun loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (791)
"Loved this property from beginning to end. So clean and spacious. Personnel was super friendly and helpful. We had one issue with a drain and it was fixed w/in the hour. You are near everything...beach, restaurants and Whalers shopping center. Loved the pool area as well. Lots of chairs and lots of tables if you want to eat near the pool while looking over at the ocean. I have stayed 6x at different resorts on Kaanapali and this is in my top 2. We were sad to leave, great experience. "
Kaanapali Alii
Maui Schooner Resort
Outdoor pool, pool umbrellas
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, (364)
"Friendly and professional staff and budget friendly property. I would recommend Maui Schooner to fellow travelers. "
Maui Schooner Resort
Castle Napili Surf Beach Resort
On the beach, white sand
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (11)
"The location is far out from other sites on Maui so we spent more time driving than we would have liked, yet the condo was perfect, and Napili bay is wonderful."
Castle Napili Surf Beach Resort
Don't see what you're looking for?
See all available properties in Wailuku
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.

Price trends for vacation rentals in Wailuku

Less expensive
More expensive
This month
Next month
May
December
$214
$212
Month
Price
January
$260
February
$272
March
$250
April
$190
May
$184
June
$214
July
$212
August
$223
September
$218
October
$210
November
$229
December
$295
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Wailuku. Select dates and complete search for nightly totals inclusive of taxes and fees.

Other types of properties in Wailuku you may be interested in

Howzit Hostels
Lobby
Howzit Hostels
1.0 star property
8.6 out of 10, Excellent, (222)
"You don't absolutely need a car for Howzit Maui, but it's really helpful. The hostel arranges daily tours and activities, but if you don't make it onto the sign up sheet, then you need to make your own arrangements. There are plenty of people who have car rentals, so making alternate plans isn't a big deal. There are six shared bathrooms (with showers) and a seventh just for women. There are two more washrooms on the main floor. They get pretty busy in the morning and at night. Pancakes and...
The price is $123
$146 total
includes taxes & fees
Jun 8 - Jun 9
Howzit Hostels
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Property grounds
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
9.6 out of 10, Exceptional, (91)
"Barbs condo was absolutely perfect! Great location- we were able to walk to the harbor with shops and restaurants. Central location to easily access all parts of Maui. Condo was super clean and well equipped. Barb has everything you need to make you feel at home. Beach chairs, umbrellas, bamboo beach mats, towels, toys, a couple pairs of snorkel gear We would definitely stay here again!.."
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
Dining
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
9.6 out of 10, Exceptional, (96)
"The view was stunning, location centrally located to all activities. I would highly recommend this property"
5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm
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.

Everything you need to know about Wailuku 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 Wailuku 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 Wailuku vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wailuku vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wailuku. 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 Wailuku 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 $244 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 Wailuku rentals

At Expedia, we put the best Wailuku 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 Wailuku 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 Wailuku 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 Wailuku. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This vacation home rental near Wailuku is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Wailuku?

With 14 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 West Maui Mountains are a couple of picturesque spots to enjoy the outdoors. Maalaea Harbor and Maui War Memorial Center are other places to visit while you're in town.

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.

Recent reviews of Wailuku properties
Expedia verified reviews

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

5/5 Excellent
"Property/room was in excellent condition, the staff were super friendly and helpful. The room came with a fully supplied kitchen, dish cleaning supplies, soap, shampoo, towels, fresh beach towels each day, overall, wonderful experience, fantastic beach at five minute walk, nice pool; would not hesitate to recommend this property. "
A verified traveler stayed at Aston Maui Kaanapali Villas
Posted 9 hours ago
Aston Maui Kaanapali Villas