Discover a selection of 5,000 vacation rentals in Kapalua 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 $195 per night, and houses and villas are popular options for a stay in Kapalua. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Kapalua
Destination guide

Tranquil Kapalua will entice you

The ocean views and other outdoor surroundings create an inviting atmosphere in Kapalua. Travelers like the snorkeling, golfing and diving in this relaxing and romantic city. Kaanapali Beach and Napili Bay 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

Hit the Hana Highway in Maui

By far, Kapalua’s biggest attraction is its coastline. But if you tire of the beach, there’s plenty to do. Just a 20-minute drive to the south is Lahaina, an historic town that offers a unique glimpse at Maui’s colorful past. Stroll down Front Street, and take a self-guided tour of the Lahaina Historic Trail. Pint-sized Maui is perfect for road tripping, so why not get behind the wheel and cruise along the ultra-scenic Hana Highway? The 64-mile-long stretch is peppered with highlights, including Twin Falls, Ho'okipa lookout, and the Garden Of Eden Arboretum.


Sun, sand, and fairway sunsets in Kapalua

Regularly voted one of America’s best beaches, crescent-shaped Kapalua Bay is backed by swaying palm trees and lush lawns. Gentle waves and a sheltered location make it perfect for families, as well as those wanting to try snorkeling or stand-up paddle boarding. Feel like working up a sweat? Kapalua Bay is also the starting point for Maui’s famous Coastal Trail. For golfers, teeing off in Kapalua is a must. If you can’t get enough of the fairway, why not stay local? With Kapalua vacation rentals, you can unlock exclusive access to a host of golf villas big enough for the whole family.


Year-round sunshine in Kapalua

December brings high season in Hawaii, when flocks of sun-seekers descend on Kapalua. Summer can also get busy, especially during school breaks and long weekends. For a laid-back vacation, try visiting in late spring or early fall. The weather remains balmy, but crowds cool off and tee off times are easier to snag. Maui serves up some of the best whale watching in the world, with the season running from December to May. Book one of the many oceanfront Kapalua vacation rentals and you could be lucky enough to spot humpbacks frolicking in the shallows, without leaving your balcony.

Natural features

Welcome to the Valley Isle

Fringed by the Pacific on one side and the West Maui Mountains on the other, Kapalua is astoundingly scenic. The island is anchored by Haleakala National Park, home to the mighty Haleakala Volcano. If you’re an early bird, watching the sunrise from the summit is a must. Cool off in the cascading waterfalls of Ohe’o Gulch, or roll down the windows as you cruise along the famous Hana Highway. For a glimpse at Hawaii’s tropical underwater ecosystems, head to Honolua and Mokule`ia Bays. Sitting just north of Kapalua, the Marine Conservation Districts boast some of Maui’s best snorkeling.

How to get there

Transportation options to and around Kapalua

The nearest airport is in Kahului Airport (OGG), located 16 mi (25.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to West Maui Airport (JHM), which is 2.8 mi (4.6 km) away.

What are the top vacation rentals in or near Kapalua?

Whatever your vacation needs, you'll find a rental in or around Kapalua that's a match made in heaven. Why not try these on for size?:

  • Make the most of handy amenities like a stovetop and a kitchen at "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W". Situated around 6 miles from Kapalua, this vacation rental has 2 bedrooms and good guest reviews.
  • Another great choice is "Amazing Ocean View, Top Floor, Across St From Beach", which is around 20 miles from Kapalua. Offering 1 bedroom, a blender and golf, it has everything you need to keep you comfortable and content.

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

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

There's nothing like a quick break to reenergize your batteries. Pack your overnight bag and enjoy a breather at one of these sought-after weekend getaways in and near Kapalua:

  • Located 25 miles to the southeast of the center of Kapalua, "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" is a good match for nature lovers and adventurous types. Make sure you visit nearby outdoor attractions, such as Cove Park and Waiehu Beach. If you're up for more, try horse riding or surfing and boogie boarding.
  • "Upcountry Kula - Private House On The Slopes Of Haleakala" will also make you feel comfortable. Around 25 miles southeast of Kapalua, use it as a base to enjoy some snorkeling or windsurfing. Waiehu Beach and Black Sand Beach also have to be on your itinerary if you stay here.

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

Take in the lifestyle and culture of Kapalua from the privacy and comfort of your own studio apartment. Whether you're looking to relax on your own or have a good time with friends, you'll find the perfect studio apartment for rent in and around Kapalua:

  • Make "Amazing Ocean View, Top Floor, Across St From Beach" your home for a couple of days or more. This top property comes with amenities including internet services and free toiletries.
  • Another tempting option is "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View". Take advantage of a hair dryer, golf and other handy amenities during your vacation.

There are many sights around Kapalua you shouldn't miss. Satisfy the culture lover in you and visit Brick Palace and Maui Myth and Magic Theater.

Can I find short term rentals in or near Kapalua?

Now and then, you've just got to take some time out, even if it's only for a couple of days. Experience a nice combination of sightseeing and relaxation at one of these short-term rentals in or around Kapalua:

  • Close to the center of Kapalua, "Hawaiian Cottage And Personal Paradise" is great for a short and sweet break. While you're in the area, take a look at awesome attractions like Iao Valley State Park and Lahaina Harbor.
  • Leap out of bed, make a strong coffee and then start planning what to see around "Kihei Oasis Permitted Private Home 1". Maui Theater and West Maui Mountains should be on your radar if you stay at this appealing vacation rental.

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

Forget roses and chocolates. Sometimes all you need is to get away for the weekend, just the two of you. At Vrbo, we've got romantic getaways in and around Kapalua that would make Cupid swoon. Here are some we think you'll fall hard for:

  • Put on some soft tunes and kick back together at "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W". Around 6 miles from Kapalua, this property has everything you could want for a couple's weekend away, including a sauna and a dining table.
  • Another option where you can enjoy a few magical days together is "Amazing Ocean View, Top Floor, Across St From Beach". Located around 20 miles from Kapalua, beauty services and a music library add to the atmosphere here.

Are there mansions for rent in or near Kapalua?

You'll find some impressive mansions for rent in and near Kapalua. If you're seeking somewhere with plenty of space as well as a big dollop of wow factor, these architectural stunners will not disappoint:

  • Located approximately 4 miles to the southwest of Kapalua, "1 Rated Luxury Ocean Front Mansion" is the ideal place to unwind and relax in luxury. Amenities on offer here include a porch and a garden.
  • With beauty services, a fireplace and loads of other top-rated amenities, "Splendid Mansion In St Martí Sarroca With Garden" will dazzle you and your guests. This opulent stay is around 25 miles to the southeast of Kapalua.

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

Share your trip and multiply the fun. Whether you're organizing an epic getaway with your besties or a family reunion, you'll have your pick of large group vacation rentals in and around Kapalua:

  • Offering space, comfort and privacy, you'll get your guests' tick of approval at "Quiet Beachfront Large Family Estate. . . Great For Multiple Families". Up to 16 people can stay at this property which has 8 bedrooms, a beach view and a kitchen. This group favorite is around 20 miles to the southeast of Kapalua.
  • Nothing's more important than being with the people you love, and "Beach Front Walk To Front St. Lahaina Private 4 Bedroom Home On Sandy Beach" is the perfect place to do that. Located around 9 miles to the south of Kapalua, as many as 12 guests can stay in this vacation rental which has 4 bedrooms. A nearby waterfront and a beach view are among the various amenities you'll have at hand.

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

Nothing spells fun like a pool does. Blow up your inflatable flamingo and check out these houses in or near Kapalua that feature this vacation must-have:

  • Pack your swim gear and take your gang to "Upcountry Kula - Private House On The Slopes Of Haleakala". There are also lots of other great amenities here, including a dishwasher and a kitchenette.
  • "Family - Friendly Housewalk To Beach" is the type of place you go to get away from everything and make the most of your surroundings, starting with its inviting pool. Nearby whale-watching activities and childrens activities are also on hand to make your visit as comfy as possible.

Kapalua has a tropical savanna climate, with average summertime temperatures ranging 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 ideal Kapalua vacation rental and plan your escape for whenever you like.

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

A family get-together should be one to remember. Whether you're planning a getaway with the kids or a reunion with relatives, Vrbo's large family vacation rentals in or near Kapalua offer a comfy home away from home with plenty of space for everyone:

  • Around 25 miles to the southeast of Kapalua, "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" has 3 bedrooms and can sleep up to 8 guests. It comes with a range of amenities, including nearby birdwatching activities and nearby ecotour services.
  • "Family - Friendly Housewalk To Beach" also offers the space you need to live it up with loved ones. This option is around 20 miles to the southeast of Kapalua, and accommodates 8 guests in its 4 bedrooms. Childrens activities and a barbecue grill will help keep everyone content and comfortable.

When you want to venture outside and explore, there are lots of family-friendly attractions nearby to keep everyone entertained. Maui Ocean Center, Hawaiian Islands Humpback Whale Sanctuary Visitor Center and Maui Fish Pipe should be on your itinerary.

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

Nothing says indulgence like having a pool right inside your house. Pack your swimsuit and splash about in the comfort and privacy of one of these spacious vacation homes in or near Kapalua:

  • Stay at "Westin Nanea Book 1bdr Now Whale Season Is Here" and spend your days kicking back poolside. This popular option has 3 bedrooms that sleep up to 8 guests along with many other top-notch amenities. A swimming pool and a kitchen are among them.
  • Alternatively, escape to "Stunning Ocean And Pool Views, Ac Papakea K402", which has 3 bedrooms and caters for up to 8 guests. Along with that glorious pool at your fingertips, a swimming pool and a water view will help keep everyone comfortable and happy.

Want to see more options? Find your dream pad by using the search bar at the top of the page. Simply adjust the filters to find the Kapalua vacation rental that's perfect for you.