Discover a selection of 20 vacation rentals in Maalaea 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 $250 per night, and houses and condos are popular options for a stay in Maalaea. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Maalaea
Destination guide

Travel to charming Maalaea

The ocean views and wildlife create a pretty picture of Maalaea. Well known for its aquarium, seafood restaurants and whale watching, this romantic city won't disappoint. Kaanapali Beach and Wailea Beach are just a couple of the must-sees. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Things to do

Activities and attractions in and around Maalaea

Are you looking for top things to see and do while you're in the area? You'll be sure to enjoy Maalaea for its whale watching and snorkeling. Venture out of your vacation home and experience everything that Maalaea has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Maui Nui Golf Club (5.5 mi / 8.9 km)
  • Wailea Blue Golf Course (9.7 mi / 15.7 km)
  • West Maui Parasail (13.9 mi / 22.3 km)
  • Kaanapali Golf Courses (14.2 mi / 22.8 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (14.2 mi / 22.8 km)
  • Kapalua Golf Club Plantation Course (16.6 mi / 26.8 km)
Natural features

Exploring the natural landscape of Maalaea

Travelers enjoy Maalaea for its seaside and island views. Whether you're an adventurous traveler or just want to take in the scenery, Maalaea is a great place to spend some time outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Beach (14.5 mi / 23.3 km)
  • Wailea Beach (9.2 mi / 14.7 km)
  • Napili Bay (17 mi / 27.4 km)
  • Maui Tropical Plantation (3.7 mi / 6 km)
  • Kamaole Beach Park (6.6 mi / 10.6 km)
  • Maui Nui Botanical Gardens (6.8 mi / 10.9 km)
How to get there

Transportation options to and around Maalaea

The nearest airport is in Kahului Airport (OGG), located 8.4 mi (13.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into West Maui Airport (JHM), which is 15.5 mi (24.9 km) away.

What are the top vacation rentals in or near Maalaea?

Luxury villas, unique houseboats and spacious homes — everyone's dream place to stay is different. Whatever your style, you're sure to find something that catches your eye among our top vacation rentals in Maalaea:

  • "Beautiful Oceanfront Condo Excellent View Perfect Location And A": If you're looking for a comfy space in Maui County, this escape won't disappoint. It comes with 1 bedroom and amenities like an elevator and free WiFi.
  • "Relaxing Ocean Front Views On Maui Island Sands Condominium": Located in Maui County, this guest favorite has 1 bedroom and plenty of handy amenities. A fenced pool and a smart TV are among them.

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

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

Put aside those household chores, because weekends were made for having fun. Settle into one of these weekend getaways in and around Maalaea and experience all the incredible things to do close by:

  • Located 14 miles to the northwest of the center of Maalaea, "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W" appeals to adventure lovers and nature fans. Find your way to nearby attractions, including Maalaea Bay Beaches and Baldwin Beach. If it's activities you're interested in, try snorkeling or tennis.
  • Alternatively, switch into vacation mode at "Upcountry Kula - Private House On The Slopes Of Haleakala". About 14 miles east of Maalaea, fun activities around here include horse riding and fishing. Rather visit some sights? Find time for Red Sand Beach and Maui Garden Of Eden - Botanical Gardens & Arboretum.

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

Usually compact, reasonably priced and well located, it's not hard to fall for the appeal of a studio apartment. Escape to one of these options and experience the culture of Maalaea up close:

  • Wake up, go exploring and then do it all over again at "Amazing Ocean View, Top Floor, Across St From Beach". This vacation rental is a fantastic base for seeing the sights and features amenities including an iron and ironing board and children's games.
  • Another tempting option is "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View". Make the most of a stovetop, golf and other amenities during your stay.

When it's time to step foot outside your studio apartment and go exploring, there's lots to entertain you around Maalaea. Into culture? Plan a visit to Brick Palace and Halulu Heiau.

Can I find short term rentals in or near Maalaea?

Just because you only have a few short days up your sleeve doesn't mean you need to spend it in a characterless hotel room. Take a quick vacation but still have the comforts of home at one of these short-term rentals in or around Maalaea:

  • "Hawaiian Cottage And Personal Paradise" is close to the center of Maalaea, which means there are tons of things to keep you on the go. Make your way to top sights like Iao Valley State Park and Lahaina Harbor when you're not enjoying the comforts of your cozy rental.
  • "Kihei Oasis Permitted Private Home 1" is another fabulous option. Don't forget to add Maui Theater and West Maui Mountains to your itinerary when you're ready to sightsee.

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

Whether spent in a log cabin or a beach house, a romantic weekend getaway is a wonderful way to spice up your relationship. Whisk your special someone away for a couple of leisurely days at one of these escapes in or near Maalaea:

  • Sneak off on Friday for a couple of passionate nights at "Amazing Ocean View, Top Floor, Across St From Beach". Located approximately 6 miles from Maalaea, this place comes with plenty of nice touches, like beauty services and a restaurant dining guide.
  • Another place where you can spend a few relaxing days together is "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom". Located around 9 miles from Maalaea, a resort and massage services add to the ambiance here.

Are there mansions for rent in or near Maalaea?

If you're searching for somewhere to reconnect with your nearest and dearest this vacation, why not make it extra special? These mansions for rent in or near Maalaea will fit your whole crew while doing it in style:

  • Located about 16 miles to the northwest of Maalaea, "1 Rated Luxury Ocean Front Mansion" is the ideal place to relax in total luxury. Nice touches here include a garden and a separate dining area.
  • Another top pick is "Splendid Mansion In St Martí Sarroca With Garden". Approximately 7 miles to the southeast of Maalaea, this swish vacation rental represents the height of high-class living and comes with beauty services, a fireplace and more.

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

Big groups mean a whole lot of fun. They also mean finding a place that'll easily fit your crew. Check out our large group vacation rentals in or around Maalaea and get everyone together under the same roof:

  • You'll have loads of space to sprawl out at "Quiet Beachfront Large Family Estate. . . Great For Multiple Families". Around 6 miles southeast of Maalaea, this generously sized retreat has 8 bedrooms and sleeps up to 16 guests. It comes with a host of amenities, including a garden and mountain views.
  • Nothing's more important than hanging out with loved ones, and "Beach Front Walk To Front St. Lahaina Private 4 Bedroom Home On Sandy Beach" is the perfect place to do that. Located around 11 miles to the northwest of Maalaea, as many as 12 people can stay in this vacation rental which has 4 bedrooms. A beach view and an ocean view are among the various amenities at hand here.

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

Of all the amenities a vacation rental can offer, a pool promises the most fun. Take a peek at these houses for rent with a pool in or near Maalaea and spend your time splashing about. Just don't forget to bring your unicorn floatie:

  • Welcome to "Upcountry Kula - Private House On The Slopes Of Haleakala", where your main priority will be pool time. Amenities such as coffee and tea making facilities and a barbecue grill help make this escape a guest favorite.
  • Alternatively, unpack your suitcase at "Family - Friendly Housewalk To Beach". Along with a refreshing pool, you can also make use of cable/satellite TV services and a travel crib.

Maalaea has a tropical savanna climate, with average summertime temperatures hovering between 75 ºF and 80 ºF. But there's no need to wait until summer to visit! Take a look at the search bar at the top of the page and adjust the filters to find the perfect Maalaea vacation rental and plan your escape for any time of year.

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

You'll always have more fun sharing those memorable moments with the folks that are closest to your heart. Whether you're organizing a family get-together or catching up with friends, Vrbo has a large vacation rental to suit your style. These are two of our best in and around Maalaea:

  • Sleeping up to 8 guests in 3 bedrooms, "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" is the perfect place to spend time together. This top-rated escape is 9 miles to the southeast of Maalaea and has amenities that include a kitchen and on-site watersports.
  • Another top choice is "Family - Friendly Housewalk To Beach". This large rental is 6 miles southeast of Maalaea and comes with a fenced yard, a travel crib and more. With 4 bedrooms accommodating up to 8 people, you won't need to leave anyone off your guest list.

If you're in the mood to do some sightseeing, there are plenty of family-friendly attractions close by to put on your to-do list. Maui Ocean Center, Hawaiian Islands Humpback Whale Sanctuary Visitor Center and Maui Fish Pipe are good places to start.

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

Go for a dip anytime you want when you choose one of our large rental houses with an indoor pool. Slip on your swimsuit and consider these homes in or near Maalaea that boast this brag-worthy perk:

  • Book a few nights at "Westin Nanea Book 1bdr Now Whale Season Is Here" and while away your days poolside. This sprawling pad has 3 bedrooms that sleep up to 8 guests and a range of other amenities. A swimming pool and a kitchen are among them.
  • Besides its impressive indoor pool, "Stunning Ocean And Pool Views, Ac Papakea K402" features an electric car charging station and a swimming pool. It has 3 bedrooms that can accommodate up to 8 people, so you can bring the whole gang along.

Want to see our full range of options? Find the perfect pad among these the search bar at the top of the page. Simply adjust the filters to find the Maalaea vacation rental that's perfect for you.