Wailuku Holiday Rentals

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Our top choices for Wailuku holiday rentals

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"Great view of breakwater, harbor, turtles, and our plover! Beautiful art, lots of kitchenware, luxurious linens. Easy walk to Ma'alea village and aquarium. We left extra TP, Kleenex, and grocery bags for the next people."
United States
Linda A.
The price is NZ$896
includes taxes & fees
25 Mar - 26 Mar
Simply Amazing Oceanfront Condo! Milowai 310

Budget Downtown Studio-H w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers

Budget Downtown Studio-H w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Everything was exactly as in the photos and check in/check out was very easy!"
United States
Hope W.
The price is NZ$392
includes taxes & fees
22 Mar - 23 Mar
Budget Downtown Studio-H w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers

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, (167 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is NZ$779
includes taxes & fees
2 Apr - 3 Apr
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Direct Ocean Front

Direct Ocean Front
Wailuku
10.0 out of 10, Exceptional, (16 reviews)
"We had a great stay. Loved to see the whales from the deck and the turtles on the beach."
United States
Janae S.
The price is NZ$756
includes taxes & fees
26 Mar - 27 Mar
Direct Ocean Front

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (42 reviews)
"Excellent location. "
United States
Thomas
The price is NZ$815
includes taxes & fees
29 Mar - 30 Mar
Romantic Beachfront Getaway

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (56 reviews)
"Stay was great, condo was well equipped, great location and beautiful view."
United States
Tara C.
The price is NZ$1,512
includes taxes & fees
30 Mar - 31 Mar
Bright, Beautiful, Remodeled Island Sands 505 Condo

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 NZ$907
includes taxes & fees
14 Apr - 15 Apr
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (10 reviews)
"Fairly central location. Helpful and due to the length of our stay, offered for us to use washer/dryer, snorkels, beach towels. "
United States
Suzan F.
The price is NZ$580
includes taxes & fees
20 Mar - 21 Mar
Unit 23 Waena Inn - Maui Private Suite

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 NZ$783
includes taxes & fees
30 Mar - 31 Mar
Perch - Maalaea Banyan: Oceanfront 1BR | 20 Steps To Beach

Unit 16 Waena Inn - Maui Private Suite

Unit 16 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (8 reviews)
"We only stayed for one night but the location was great. There were plenty of dining options nearby and the area was quiet."
United States
Amy
The price is NZ$534
includes taxes & fees
22 Mar - 23 Mar
Unit 16 Waena Inn - Maui Private Suite

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 NZ$1,125
includes taxes & fees
15 Apr - 16 Apr
Oceanfront condo with pool & balcony - walk to dining, activities, and more

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (50 reviews)
"Awesome little spot. Exactly what me and my wife were looking for. Highly recommend it! Had everything we needed and was close to all the spots we wanted to check out."
United States
Garrett F.
The price is NZ$758
includes taxes & fees
29 Mar - 30 Mar
Direct Beachfront with Spectacular Oceanviews!

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 NZ$783
includes taxes & fees
14 Apr - 15 Apr
In the center of it all!

Pikake Suite - Historic Elegance, Wailuku

Pikake Suite - Historic Elegance, Wailuku
Wailuku
10.0 out of 10, Exceptional, (8 reviews)
"A lovely historic bnb"
United States
Maggie M.
The price is NZ$576
includes taxes & fees
20 Mar - 21 Mar
Pikake Suite - Historic Elegance, Wailuku

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 NZ$1,095
includes taxes & fees
23 Mar - 24 Mar
Updated Ocean front condo overlooking Maalaea Bay

Unit 13 Waena Inn - Maui Private Suite

Unit 13 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, Exceptional, (17 reviews)
"Good place for the price."
United States
Margaret Z.
The price is NZ$541
includes taxes & fees
22 Mar - 23 Mar
Unit 13 Waena Inn - Maui Private Suite

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

Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Wailuku
8.4 out of 10, Very good, (6 reviews)
"Great location, gorgeous view."
United States
Debbie N.
The price is NZ$1,105
includes taxes & fees
7 Apr - 8 Apr
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa

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 NZ$995
includes taxes & fees
20 Mar - 21 Mar
VIEWS VIEWS VIEWS ~ Bliss on the Bay

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
Maalaea
The price is NZ$1,340
includes taxes & fees
25 Mar - 26 Mar
*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Wailuku
8.8 out of 10, Excellent, (5 reviews)
"Great, quiet location on the water. We enjoyed sitting on the lanai listening to the waves and watching sea turtles pop their heads above the water."
United States
Beth W.
The price is NZ$947
includes taxes & fees
31 Mar - 1 Apr
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
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

Find out more about Wailuku

Everything you need to know about Wailuku holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wailuku holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wailuku holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wailuku holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wailuku holiday rentals we have selected for you start as low as NZ$622 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wailuku rentals

At Expedia, we put the best Wailuku holiday 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 holiday.

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 holiday rental in Wailuku?

Yes, there are holiday rentals in Wailuku close to Hawaii Nature Center of Iao Valley, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Wailuku has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Wailuku is located near the beach, and has 1 hot tub, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware and a coffee maker.

How many holiday rentals are there in Wailuku?

With 3 Expedia holiday rentals, you're guaranteed 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 Whalers Village are other popular places to visit in the area.

What’s a holiday rental in Wailuku like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wailuku. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.