Discover a selection of 9,000 vacation rentals in Wailuku, HI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $161 per night, and houses and condos are popular options for a stay in Wailuku. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Wailuku
Destination guide

Explore the beachside setting in Wailuku

The area's live music and theater scene are just a few of the reasons to vacation in Wailuku. This city's shopping, beaches and restaurants draw many visitors. Kaanapali Beach and Whalers Village are just a couple of the must-sees in the area. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Things to do

Sightseeing in and around Wailuku

Are you searching for attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Wailuku a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • The Dunes at Maui Lani (2.4 mi / 3.9 km)
  • Maui Nui Golf Club (10.6 mi / 17 km)
  • Kapalua Golf Club Plantation Course (11.8 mi / 19 km)
  • West Maui Parasail (12.1 mi / 19.4 km)
  • Kaanapali Golf Courses (12.2 mi / 19.6 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (12.2 mi / 19.6 km)

Seasonal weather averages in Wailuku

If warm-weather activities are high on your list, September, August, October and July are the hottest months to visit, when temperatures average 78°F.

Natural features

Exploring the natural features in Wailuku

Travelers enjoy Wailuku for its beaches and island views. Whether you're looking for exciting outdoor activities or just want to take in the scenery, Wailuku is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Beach (12.5 mi / 20.2 km)
  • Napili Bay (12.8 mi / 20.6 km)
  • Maui Nui Botanical Gardens (1.2 mi / 1.9 km)
  • Maui Tropical Plantation (3.5 mi / 5.7 km)
  • Kanaha Beach Park (4.1 mi / 6.6 km)
  • West Maui Mountains (5.5 mi / 8.8 km)
How to get there

How to get to and around Wailuku

The nearest airport is in Kahului Airport (OGG), located 4.4 mi (7 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into West Maui Airport (JHM), which is 12.1 mi (19.4 km) away.

What are the top vacation rentals in or near Wailuku?

Whether you're planning your next big adventure with friends or a romantic trip with your loved one, one of these top vacation rentals in Wailuku is sure to tempt you:

  • "Beautiful Oceanfront Condo Excellent View Perfect Location And A": This Maui County escape comes with 1 bedroom and is highly rated among guests. Conveniences such as a stereo and a hair dryer will help you feel right at home.
  • "Relaxing Ocean Front Views On Maui Island Sands Condominium": Stay a few nights or more at this escape in Maui County and you'll have access to a washing machine, a fridge and more. It has 1 bedroom to accommodate your family and friends.

For even more great options, use the search bar at the top of the page to find the perfect Wailuku vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Wailuku?

There's nothing better than a short break to reenergize your batteries. Pack your overnight bag and enjoy a breather at one of these awesome weekend getaways in and near Wailuku:

  • Enjoy a change of scenery at "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom", which is around 17 miles to the south of Wailuku. There's plenty of nature and adventure to uncover here. Try golf and horse riding or just wander around the sights of Mokapu Beach and Haiku Park.
  • Alternatively, switch your mind to vacation mode at "Upcountry Kula - Private House On The Slopes Of Haleakala". About 19 miles southeast of Wailuku, fun activities around here include hiking and biking and surfing and boogie boarding. More interested in sightseeing? Find time in your schedule for Makawao Park and Hanawi Falls.

Can I find studio apartments for rent in and around Wailuku?

Get a taste of the culture and atmosphere of Wailuku from the privacy and comfort of your own studio apartment. Whether you're planning to escape on your own or paint the town red with pals, we'll help you find the perfect studio apartment in or near Wailuku:

  • Toss your bags down and put your feet up at "Amazing Ocean View, Top Floor, Across St From Beach". Amenities including free WiFi and WiFi help make guests feel right at home here.
  • Alternatively, spend your escape at "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View", which offers conveniences such as tennis and golf.

When it's time to step outside your studio apartment and do some exploring, there's plenty to keep you on the move around Wailuku. Passionate about culture? Organize a visit to Brick Palace and Costantino Studio.

Can I find short term rentals in or near Wailuku?

Short-term rentals are plentiful in and around Wailuku. Chill out for a few days in a condo, a resort-style apartment or a roomy home. No matter what type of property you're searching for, you'll have plenty to choose from with Vrbo. These are some of our faves:

  • Close to the heart of Wailuku, "Hawaiian Cottage And Personal Paradise" is a terrific base for a quick getaway. While you're about, be sure to visit awesome attractions like Iao Valley State Park and Lahaina Harbor.
  • Sleep, eat and explore from "Kihei Oasis Permitted Private Home 1", another terrific option. Maui Theater and West Maui Mountains should be on your to-do list when it's time to go sightseeing.

What are the best romantic weekend getaways in or near Wailuku?

Whether spent in a rustic cabin or a luxury condo, a romantic weekend getaway is an excellent way to spice up your love life. Whisk your partner off for a few days at one of these top escapes in or near Wailuku:

  • Sneak away on Friday for a few passion-filled nights at "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W". Roughly 10 miles from Wailuku, this property comes with plenty of nice touches, like a sauna and a swimming pool.
  • Otherwise, spend a few magical days canoodling and sipping Champagne at "Amazing Ocean View, Top Floor, Across St From Beach", around 14 miles from Wailuku. Beauty services and a balcony will help ramp up the romance.

Are there mansions for rent in or near Wailuku?

If you're in search of somewhere to reconnect with your nearest and dearest this vacation, you're going to need plenty of room. These mansions for rent in or near Wailuku will easily fit your entire crew while doing it in style:

  • Style, charm and character — "1 Rated Luxury Ocean Front Mansion" has it all with some to spare. Around 9 miles west of Wailuku and offering a porch and a garden, this gorgeous place is hard to beat.
  • Alternatively, step your vacation up a notch and stay a week or two at "Splendid Mansion In St Martí Sarroca With Garden". It's around 16 miles to the southeast of Wailuku and comes with beauty services, golf and more.

What are the best large group vacation rentals in or near Wailuku?

Big groups mean a whole lot of fun. They also mean finding a place that'll comfortably fit your whole crew. Browse our large group vacation rentals in or around Wailuku and get everybody together under the same roof:

  • A host of amenities including mountain views and a beach view make "Quiet Beachfront Large Family Estate. . . Great For Multiple Families" a top pick for groups. This popular retreat has 8 bedrooms and sleeps up to 16 guests. From the heart of Wailuku, it's around 13 miles away to the southeast.
  • Invite up to 12 of your favorite folks to "Beach Front Walk To Front St. Lahaina Private 4 Bedroom Home On Sandy Beach" and fill the place with laughter and love. This popular option has 4 bedrooms and is around 9 miles to the west of Wailuku. It's packed with features to keep large groups comfortable and content, including a nearby waterfront and a garden.

What are the best houses for rent with a pool in or near Wailuku?

A pool is often a necessity when choosing where to stay on vacation, particularly if you're traveling with kids who are full of beans. Check out these houses with a pool in or near Wailuku and fill your days with frolicking and fun:

  • Pack your swimsuit and book a few days at "Upcountry Kula - Private House On The Slopes Of Haleakala". There are plenty of other great amenities here, including a barbecue grill and coffee and tea making facilities.
  • Alternatively, recharge your batteries at "Family - Friendly Housewalk To Beach". As well as its inviting pool, you can also make use of a kitchen and a living room.

Not sure how to pack your suitcase for your Wailuku escape? This popular destination has a tropical savanna climate. During summer, expect average temperatures of between 75 ºF and 80 ºF. Browse our selection of Wailuku vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more great ideas about where to stay.

What are the best large family vacation rentals in or near Wailuku?

Every family catch-up should be a memorable one. Whether you're organizing an action-packed escape with the kids or a party with relatives, our large family vacation rentals in or near Wailuku offer a home away from home with ample space for everyone:

  • About 17 miles to the south of Wailuku, "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" has 3 bedrooms and sleeps up to 8 guests. It comes with lots of amenities, including a microwave oven and a separate dining area.
  • "Family - Friendly Housewalk To Beach" also offers the space you need to connect with the ones you love. This property is around 14 miles to the southeast of Wailuku, and accommodates as many as 8 guests in its 4 bedrooms. Coffee and tea making facilities and a TV will help keep everyone comfortable and content.

If you want to see some family-friendly attractions in the area, you're spoiled for choice. Maui Ocean Center, Hawaiian Islands Humpback Whale Sanctuary Visitor Center and Maui Fish Pipe offer fun for young and old.

What are the best large houses to rent with indoor pools in or near Wailuku?

Add some luxury to your vacation by booking somewhere with an indoor pool. These amazing large houses in or near Wailuku have a swimming space that's all your own, along with plenty of room for whoever you're bringing with you:

  • With 3 bedrooms that can fit up to 8 people, "Westin Nanea Book 1bdr Now Whale Season Is Here" is the ideal place to enjoy some downtime with your friends or family. Take advantage of this retreat's many amenities, such as a swimming pool and a nearby waterfront.
  • Another outstanding option is "Stunning Ocean And Pool Views, Ac Papakea K402". With 3 bedrooms sleeping up to 8 people, you can invite your entire gang to stay, hang out and swim. A water view and a swimming pool are other amenities you'll find here.

Use the search bar at the top of the page and adjust the filters to find more outstanding Wailuku vacation rental options for your next big getaway.