Search Holiday Rentals in Wailuku

  • 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
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Wailuku holiday rentals

Beach

Unit 24 Waena Inn - Maui Private Suite

Unit 24 Waena Inn - Maui Private Suite
Wailuku
9.6 out of 10, Exceptional, (17 reviews)
"Excellent location, assigned parking"
United States
Virinchi Roy S.
The price is €252
includes taxes & fees
6 Jun - 7 Jun
Unit 24 Waena Inn - Maui Private Suite
Dining

Elegant Puakenikeni Suite- Historic & Ground Floor

Elegant Puakenikeni Suite- Historic & Ground Floor
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"I liked the quaint ambiance of the property, beautiful landscape and the room was great."
United States
Wayne
The price is €309
includes taxes & fees
7 Jun - 8 Jun
Elegant Puakenikeni Suite- Historic & Ground Floor
TV

Beachfront Complex on Sugar Beach

Beachfront Complex on Sugar Beach
Wailuku
9.6 out of 10, Exceptional, (18 reviews)
"Good place to stay, good host!"
United States
Cory A.
The price is €424
includes taxes & fees
3 Jun - 4 Jun
Beachfront Complex on Sugar Beach
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)
"Beautiful view!!"
United States
Gene E.
The price is €564
includes taxes & fees
5 Jun - 6 Jun
Oceanfront condo with pool & balcony - walk to dining, activities, and more
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, (170 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is €331
includes taxes & fees
13 Jun - 14 Jun
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
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 €518
includes taxes & fees
6 Jun - 7 Jun
VIEWS VIEWS VIEWS ~ Bliss on the Bay
Property grounds

Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is €761
includes taxes & fees
10 Jun - 11 Jun
Bright, Beautiful, Remodeled Island Sands 505 Condo
Beach

Unit 18 Waena Inn - Maui Private Suite

Unit 18 Waena Inn - Maui Private Suite
Wailuku
9.0 out of 10, Wonderful, (10 reviews)
"Comfortable, clean, tall ceiling, great location. "
United States
Martin M.
The price is €290
includes taxes & fees
12 Jun - 13 Jun
Unit 18 Waena Inn - Maui Private Suite
On the beach

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is €415
includes taxes & fees
3 Jun - 4 Jun
Romantic Beachfront Getaway
Interior

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach

Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Wailuku
9.2 out of 10, Wonderful, (7 reviews)
"Yes, very much so."
United States
Go S.
The price is €482
includes taxes & fees
12 Jun - 13 Jun
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to beach
Beach

Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (11 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 €277
includes taxes & fees
3 Jun - 4 Jun
Unit 23 Waena Inn - Maui Private Suite
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 €386
includes taxes & fees
7 Jun - 8 Jun
In the center of it all!
TV

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (55 reviews)
"Host waa super responsive, place was very nice and well located!!"
United States
Scott C.
The price is €333
includes taxes & fees
9 Jun - 10 Jun
Direct Beachfront with Spectacular Oceanviews!
Interior

Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai

Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
Wailuku
10.0 out of 10, Exceptional, (4 reviews)
"Unit was as described in pictures, location was perfect, was fun watching fishing boats and tour boats leave harbor each morning… over 6 day period never heard any noise dusk to dawn, unexpected new experience, both bathrooms had bidets last but not least host was super responsive to all my questions and any concerns I had … definitely a great place to stay."
United States
steve n.
The price is €1,319
includes taxes & fees
28 Jun - 29 Jun
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
Beach

Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!

Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!
Wailuku
9.4 out of 10, Exceptional, (6 reviews)
"Great budget friendly option in Maui."
United States
Rovie Jay
The price is €161
includes taxes & fees
7 Jun - 8 Jun
Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!
Property grounds

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"Very good location and amenities. "
United States
Jiaxing B.
The price is €465
includes taxes & fees
3 Jun - 4 Jun
Simply Amazing Oceanfront Condo! Milowai 310
Property grounds

Direct Oceanfront Newly Remodeled!

Direct Oceanfront Newly Remodeled!
Wailuku
9.0 out of 10, Wonderful, (20 reviews)
"Clean, great views, great location by the harbor, small. "
United States
Tanna F.
The price is €553
includes taxes & fees
12 Jun - 13 Jun
Direct Oceanfront Newly Remodeled!
TV, offices

Remodeled Oceanfront Condo with Stunning Views

Remodeled Oceanfront Condo with Stunning Views
Wailuku
9.8 out of 10, Exceptional, (36 reviews)
"Very very clean!! View to die for. Quiet complex. Modern furnishings and nice decor. "
United States
MaeLynn J.
The price is €1,112
includes taxes & fees
11 Jun - 12 Jun
Remodeled Oceanfront Condo with Stunning Views
Property grounds

*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 €630
includes taxes & fees
7 Jun - 8 Jun
*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
Outdoor dining

Vibrant Oceanfront Condo: Extraordinary View, Pool

Vibrant Oceanfront Condo: Extraordinary View, Pool
Wailuku
9.8 out of 10, Exceptional, (6 reviews)
"Great property. Can watch whales from your property"
United States
Ronald F.
The price is €808
includes taxes & fees
14 Jun - 15 Jun
Vibrant Oceanfront Condo: Extraordinary View, Pool
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

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"What truly sets the resort apart is its exceptional staff, who provide genuinely warm, anticipatory service. It is a flawless, highly recommended slice of paradise that is worth every penny."
Steven Kirk 5-night trip
Posted 2 hours ago
Aston Kaanapali Shores

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.

How many holiday rentals are there in Wailuku?

With 4 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.