Wailuku Vacation Rentals

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Our top choices for Wailuku vacation rentals

Beachfront Complex on Sugar Beach

Beachfront Complex on Sugar Beach
Wailuku
9.6 out of 10, Exceptional, (18 reviews)
"Great place to stay with kids."
United States
Anonymous traveller
The price is CA $756
CA $931 total
includes taxes & fees
Apr 6 - Apr 7
Beachfront Complex on Sugar Beach

Oceanfront Corner Unit | Stunning Views & Comfort

Oceanfront Corner Unit | Stunning Views & Comfort
Wailuku
9.8 out of 10, Exceptional, (37 reviews)
"Stylish, comfortable and clean surroundings. Loved the pool, swam every morning. Good appliances and utensils. View was stunning "
United States
Naomi S.
Oceanfront Corner Unit | Stunning Views & Comfort

Cozy Oceanfront Retreat - Direct Beach Access

Cozy Oceanfront Retreat - Direct Beach Access
Wailuku
9.8 out of 10, Exceptional, (6 reviews)
"Clean and modern house. We will be back for sure"
United States
CEM
The price is CA $1,109
CA $1,483 total
includes taxes & fees
Apr 3 - Apr 4
Cozy Oceanfront Retreat - Direct Beach Access

Direct Oceanfront Newly Remodeled!

Direct Oceanfront Newly Remodeled!
Wailuku
9.0 out of 10, Wonderful, (19 reviews)
"Host was very responsive. Very clean and lots of beach chairs and towels available. "
United States
Jung L.
The price is CA $803
CA $979 total
includes taxes & fees
Apr 1 - Apr 2
Direct Oceanfront Newly Remodeled!

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 CA $450
CA $555 total
includes taxes & fees
Apr 1 - Apr 2
Direct Beachfront with Spectacular Oceanviews!

Unit 10 Waena Inn -Newly Renovated Maui Private Suite

Unit 10 Waena Inn -Newly Renovated Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (6 reviews)
"Enjoyable. Quiet."
United States
Michael A.
The price is CA $344
CA $487 total
includes taxes & fees
Mar 30 - Mar 31
Unit 10 Waena Inn -Newly Renovated Maui Private Suite

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 CA $373
CA $818 total
includes taxes & fees
Mar 29 - Mar 30
VIEWS VIEWS VIEWS ~ Bliss on the Bay

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 CA $354
CA $899 total
includes taxes & fees
Mar 30 - Mar 31
Updated Ocean front condo overlooking Maalaea Bay

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 CA $309
CA $447 total
includes taxes & fees
Apr 3 - Apr 4
Unit 18 Waena Inn - Maui Private Suite

Hinano Suite | Historic Maui Hideaway

Hinano Suite | Historic Maui Hideaway
Wailuku
10.0 out of 10, Exceptional, (3 reviews)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The price is CA $399
CA $533 total
includes taxes & fees
Apr 1 - Apr 2
Hinano Suite | Historic Maui Hideaway

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (42 reviews)
"Excellent location. "
United States
Thomas
The price is CA $256
CA $663 total
includes taxes & fees
Mar 29 - Mar 30
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 CA $318
CA $1,256 total
includes taxes & fees
Mar 30 - Mar 31
Bright, Beautiful, Remodeled Island Sands 505 Condo

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, (2 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 CA $981
CA $2,085 total
includes taxes & fees
Apr 14 - Apr 15
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai

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 CA $345
CA $906 total
includes taxes & fees
Apr 7 - Apr 8
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa

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 CA $253
CA $933 total
includes taxes & fees
Apr 15 - Apr 16
Oceanfront condo with pool & balcony - walk to dining, activities, and more

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 CA $372
CA $772 total
includes taxes & fees
Mar 31 - Apr 1
Oceanfront Maalaea Harbor Two Bedroom Condo within walking distance to 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
9.2 out of 10, Wonderful, (5 reviews)
"Great budget friendly option in Maui."
United States
Rovie Jay
The price is CA $146
CA $286 total
includes taxes & fees
Apr 19 - Apr 20
Budget Downtown Studio C w/European Twin Bunk Beds, AC, WIFI & free Streamers!

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 CA $309
CA $463 total
includes taxes & fees
Mar 28 - Mar 29
Unit 23 Waena Inn - Maui Private Suite

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 CA $137
CA $488 total
includes taxes & fees
Apr 1 - Apr 2
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Simply Amazing Oceanfront Condo! Milowai 310

Simply Amazing Oceanfront Condo! Milowai 310
Wailuku
10.0 out of 10, Exceptional, (21 reviews)
"We had a great stay and specifically enjoyed the view."
United States
Manuel G.
The price is CA $275
CA $818 total
includes taxes & fees
Apr 7 - Apr 8
Simply Amazing Oceanfront Condo! Milowai 310
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wailuku. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 3 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 Whalers Village 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.