Wailuku Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Wailuku vacation rentals

Outdoor dining

Oceanfront condo with pool & balcony - walk to dining, activities, and more

Oceanfront condo with pool & balcony - walk to dining, activities, and more
Wailuku
9.4 out of 10, Exceptional, (132 reviews)
"The view is amazing"
United States
Carlos A.
The price is ￥36,206
￥114,073 total
includes taxes & fees
Mar 3 - Mar 4
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Property grounds

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.6 out of 10, Exceptional, (54 reviews)
"Very clean, quiet, nice people all around. Good location."
Canada
Betty T.
The price is ￥21,693
￥118,682 total
includes taxes & fees
Mar 4 - Mar 5
Bright, Beautiful, Remodeled Island Sands 505 Condo
Beach

Budget Downtown Studio C with Dedicated Queen Bed, AC, WIFI & 4 free Streamers!

Budget Downtown Studio C with Dedicated Queen Bed, AC, WIFI & 4 free Streamers!
Wailuku
9.4 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay here, would book again :)"
United States
Jasmine A.
The price is ￥14,620
￥29,924 total
includes taxes & fees
Feb 19 - Feb 20
Budget Downtown Studio C with Dedicated Queen Bed, AC, WIFI & 4 free Streamers!
TV, stereo

Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
Wailuku
9.6 out of 10, Exceptional, (35 reviews)
"We loved everything about this property!! The view, the location, the beach equipment, the amenities and decor were all very much appreciated. It was a great stay!"
United States
Darren H.
The price is ￥27,193
￥83,399 total
includes taxes & fees
Feb 24 - Feb 25
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
Beach

Unit 20 Waena Inn - Maui Private Suite

Unit 20 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (1 review)
"Great place to stay. "
United States
Bradley
The price is ￥36,177
￥53,390 total
includes taxes & fees
Feb 22 - Feb 23
Unit 20 Waena Inn - Maui Private Suite
Outdoor dining

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 ￥36,512
￥81,746 total
includes taxes & fees
Mar 8 - Mar 9
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Beach

Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (10 reviews)
"Nice place. Thx "
United States
Mary R.
The price is ￥40,541
￥58,392 total
includes taxes & fees
Feb 16 - Feb 17
Unit 23 Waena Inn - Maui Private Suite
On the beach, sun loungers, beach towels

Updated Ocean front condo overlooking Maalaea Bay

Updated Ocean front condo overlooking Maalaea Bay
Wailuku
8.8 out of 10, Excellent, (15 reviews)
"Condo had everything you need for a wonderful time in Maui. Snorkle gear, beach chairs, cooler, we were able to grill and cook a couple of times. The harbor where most of the cruises depart is a 10 min walk and there is a small mall around there as well. 20 min from the airport and right in the middle of Maui . We love our stay there"
United States
Ericka
The price is ￥23,679
￥77,821 total
includes taxes & fees
Mar 5 - Mar 6
Updated Ocean front condo overlooking Maalaea Bay
Interior

Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"A lovely historic bnb"
United States
Maggie M.
The price is ￥42,620
￥56,673 total
includes taxes & fees
Feb 16 - Feb 17
Pikake Suite - Historic Elegance, Wailuku
Property grounds

Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa

Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Wailuku
8.0 out of 10, Very Good, (4 reviews)
"Great location, gorgeous view."
United States
Debbie N.
The price is ￥38,040
￥90,761 total
includes taxes & fees
Mar 9 - Mar 10
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Exterior

In the center of it all!

In the center of it all!
Maalaea
10.0 out of 10, Exceptional, (109 reviews)
"Great location. It really is in the center of it all. We had some trouble with the tv upon arrival. I called Angela and she immediately sent someone to fix the problem. The kitchen was fully stocked with everything we needed. Would recommend. "
United States
Leesa H.
The price is ￥42,776
￥82,586 total
includes taxes & fees
Feb 21 - Feb 22
In the center of it all!
Beach

Unit 18 Waena Inn - Maui Private Suite

Unit 18 Waena Inn - Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (9 reviews)
"Comfortable, clean, tall ceiling, great location. "
United States
Martin M.
The price is ￥40,541
￥56,432 total
includes taxes & fees
Feb 19 - Feb 20
Unit 18 Waena Inn - Maui Private Suite
On the beach, sun loungers, beach towels

VIEWS VIEWS VIEWS ~ Bliss on the Bay

VIEWS VIEWS VIEWS ~ Bliss on the Bay
Wailuku
8.0 out of 10, Very Good, (1 review)
The price is ￥41,248
￥90,943 total
includes taxes & fees
Feb 27 - Feb 28
VIEWS VIEWS VIEWS ~ Bliss on the Bay
1 bedroom, desk, iron/ironing board, WiFi

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (20 reviews)
"We thoroughly enjoyed our stay here! Beautiful views, quiet location, and close proximity to activities. I definitely recommend it!!"
United States
Shavonda T.
The price is ￥39,567
￥100,020 total
includes taxes & fees
Mar 4 - Mar 5
Simply Amazing Oceanfront Condo! Milowai 310
Outdoor dining

Island Sands Unit 206 Direct Oceanfront View. Enjoy the saltwater oceanfront swimming pool.

Island Sands Unit 206 Direct Oceanfront View. Enjoy the saltwater oceanfront swimming pool.
Wailuku
9.2 out of 10, Wonderful, (32 reviews)
"Comfortable, clean, great view of the ocean and a perfect central location to visit all that Maui has to offer"
Canada
Effy B.
The price is ￥39,873
￥127,048 total
includes taxes & fees
Mar 4 - Mar 5
Island Sands Unit 206 Direct Oceanfront View. Enjoy the saltwater oceanfront swimming pool.
On the beach, sun loungers, beach towels

Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves

Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves
Wailuku
10.0 out of 10, Exceptional, (31 reviews)
"Comfortable condo in a great location. Easy to communicate with owner. Would definitely stay there again!"
United States
Kristen B.
The price is ￥43,528
￥98,484 total
includes taxes & fees
Feb 16 - Feb 17
Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves
TV

Beachfront Complex on Sugar Beach

Beachfront Complex on Sugar Beach
Wailuku
9.6 out of 10, Exceptional, (17 reviews)
"Great for our first night. Great location close to the airport "
United States
Jade D.
The price is ￥100,565
￥124,342 total
includes taxes & fees
Mar 6 - Mar 7
Beachfront Complex on Sugar Beach
Beach

Ma'alaea Banyans Unit 209 - Direct Oceanfront View

Ma'alaea Banyans Unit 209 - Direct Oceanfront View
Wailuku
8.4 out of 10, Very Good, (6 reviews)
"This property is upgraded and spacious, I have stayed at the Bayans for over 20 years, location is perfect. Unit is upgraded and modern."
United States
Pamela B.
The price is ￥22,763
￥103,374 total
includes taxes & fees
Feb 27 - Feb 28
Ma'alaea Banyans Unit 209 - Direct Oceanfront View
Property grounds

Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Wailuku
10.0 out of 10, Exceptional, (1 review)
"The unit is as advertised, with no exceptions, so no need to repeat that. Very nice. No problems. Host Joanne was great. This might be the nicest unit in the complex, being corner and ground floor, and the complex is also really nice. Great views, with one small caveat: there’s a hedge on the right side of the property that obstructs some of the view to the west. The sun rises directly over Haleakala crater in the morning, as viewed from the condo patio. Saw hundreds, maybe thousands of whales...
United States
John O.
The price is ￥31,280
￥73,533 total
includes taxes & fees
Mar 4 - Mar 5
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach
Outdoor dining

Kanai A Nalu Unit 318 Direct Oceanfront View

Kanai A Nalu Unit 318 Direct Oceanfront View
Wailuku
9.4 out of 10, Exceptional, (31 reviews)
"Fell in love with the quaint little town. Super easy to walk to dinner, drinks and coffee/lunch/breakfast.If you're planning a day trip to Lanai with beach time and day trips in between there isn't a better place to stay "
United States
Joshua M.
The price is ￥44,151
￥143,786 total
includes taxes & fees
Feb 17 - Feb 18
Kanai A Nalu Unit 318 Direct Oceanfront View
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wailuku Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Location was perfect! "
evelyn 4-night trip
Posted 1 day ago
OUTRIGGER Kaanapali Beach Resort

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
  • Use the map to find apartments and other holiday homes in the Wailuku neighbourhood you prefer
  • 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!

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, a coffee maker, and kitchenware.

How many vacation rentals are there in Wailuku?

With 5 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.