Montage Kapalua Bay vacation rentals

We found 7 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 9 condos and other vacation rentals in Montage Kapalua Bay that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Frequently asked questions

What are the top vacation rentals in or near Montage Kapalua Bay?

Whether you're in search of a cozy retreat for you and your special someone or a sprawling house to fit all your friends, you'll find some top vacation rentals in and around Montage Kapalua Bay. Here are a couple to get your inspiration flowing:

  • Around 6 miles from the center of Montage Kapalua Bay, it's difficult to beat "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W". It has 2 bedrooms and a range of conveniences like a garage and a stovetop.
  • Another appealing choice is "Amazing Ocean View, Top Floor, Across St From Beach", which is around 25 miles from Montage Kapalua Bay. With 1 bedroom, a playground and golf, it has everything you need to make your stay comfortable.

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

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

Nothing tops squeezing in a short break to blow away the cobwebs. Pack your carry-on bag and take a breather at one of these superb weekend getaways in and near Montage Kapalua Bay:

  • Located 25 miles to the southeast of the center of Montage Kapalua Bay, "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" is popular with adventurous types and nature lovers. Get out and discover nearby attractions, such as Waikamoi Ridge Trail and Makena State Park Beach. If you're up for some fun activities, try surfing and boogie boarding or cycling.
  • Alternatively, enjoy some downtime at "Upcountry Kula - Private House On The Slopes Of Haleakala". Approximately 30 miles southeast of Montage Kapalua Bay, fun activities around here include parasailing and golf. Prefer sightseeing? Don't miss Ka Lae Mamane and Maui Nui Botanical Gardens.

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

Studio apartments are difficult to beat when it comes to location, character and convenience. Get cozy in one of these studio apartments for rent in or near Montage Kapalua Bay and experience a taste of the local energy and vibe:

  • Throw your bags down at "Amazing Ocean View, Top Floor, Across St From Beach". Amenities including an oven and an outdoor pool will help you feel right at home here.
  • "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View" is another top option. Settle in and enjoy the use of free WiFi, beach towels and more.

When you're ready to step foot outside your studio apartment and discover the highlights, there's plenty to keep you amused around Montage Kapalua Bay. Enjoy cultural attractions? Pencil in a visit to Costantino Art Gallery and Turnbull Studios & Sculpture Garden.

Can I find short term rentals in or near Montage Kapalua Bay?

Every once in a while, you've just got to escape from the real world, even if it's only for a few short days. Enjoy a nice mix of exploring and relaxing at one of these short-term rentals in or around Montage Kapalua Bay:

  • "Hawaiian Cottage And Personal Paradise" is near the center of Montage Kapalua Bay, which means you'll have plenty of things to keep you entertained. Check out well-known sights like Iao Valley State Park and Lahaina Harbor when you're not kicking back in your cozy pad.
  • Sleep, eat and explore from "Kihei Oasis Permitted Private Home 1", another great option. Maui Theater and West Maui Mountains should be on your to-do list when it's time to see the sights.

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

Whether spent in a cabin, a cottage or a treehouse, a romantic weekend getaway is an excellent way to spice up your relationship. Whisk your partner off for a couple of days at one of these popular escapes in or near Montage Kapalua Bay:

  • Sneak off on Friday afternoon for a few passion-filled nights at "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W". Located around 6 miles from Montage Kapalua Bay, this property comes with plenty of nice touches, like a sauna and shopping facilities.
  • "Amazing Ocean View, Top Floor, Across St From Beach" is another popular option guaranteed to woo you. It's approximately 25 miles from Montage Kapalua Bay and has beauty services and shopping facilities.

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

Share your stay and have twice as much fun. Whether you're planning an action-packed getaway with your best friends for a family get-together, there's no shortage of large group vacation rentals in and around Montage Kapalua Bay:

  • Providing comfort, space and privacy, you'll get your guests' seal of approval at "Quiet Beachfront Large Family Estate. . . Great For Multiple Families". Up to 16 people can stay at this retreat which has 8 bedrooms, mountain views and an ocean view. This top pick is around 20 miles to the southeast of Montage Kapalua Bay.
  • Nothing's more important than being together 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 9 miles to the south of Montage Kapalua Bay, as many as 12 people can stay in this vacation rental which has 4 bedrooms. A kitchen and a beach view are among the many amenities on offer here.

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

A pool is often a highlight of any unforgettable vacation. Enjoy frolicking around or simply kicking back by the water at one of these refreshing retreats in or near Montage Kapalua Bay:

  • Make every day a pool day at "Upcountry Kula - Private House On The Slopes Of Haleakala". Nearby whale-watching activities and free toiletries are a few of the other amenities that help make this place a winner.
  • "Family - Friendly Housewalk To Beach" is another popular option. After you've enjoyed a refreshing dip with the fam, take advantage of other conveniences like a DVD player and childrens activities.

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

Every get-together with the family should be one to remember. Whether you're planning a fun escape with the kids or a celebration with relatives, our large family vacation rentals in or near Montage Kapalua Bay offer a home away from home with ample space for everyone:

  • Get your nearest and dearest under the same roof at "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom", which has 3 bedrooms sleeping up to 8 guests. This getaway is located 25 miles to the southeast of Montage Kapalua Bay and comes with amenities such as a fridge and a foosball table.
  • "Family - Friendly Housewalk To Beach" is another popular option. It's about 25 miles to the southeast of Montage Kapalua Bay, has 4 bedrooms and can accommodate up to 8 guests. Handy amenities here include nearby birdwatching activities and books.

When it's time to explore your surroundings, there are lots of family-friendly attractions in the area to keep everyone happy and entertained. Maui Ocean Center, Hawaiian Islands Humpback Whale Sanctuary Visitor Center and Maui Fish Pipe should be at the top of your to-do list.

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

Take a dip anytime you want at one of our large rental houses with an indoor pool. Pack your swimsuit and check out these escapes in or near Montage Kapalua Bay that feature this brag-worthy perk:

  • Book a few days or more at "Westin Nanea Book 1bdr Now Whale Season Is Here" and while away your days poolside. This roomy retreat has 3 bedrooms sleeping up to 8 guests and a range of other top-notch amenities. A swimming pool and a nearby waterfront are among them.
  • In addition to its impressive indoor pool, "Stunning Ocean And Pool Views, Ac Papakea K402" features a swimming pool and a beach view. It has 3 bedrooms that can cater for up to 8 people, so you can bring the whole gang along.

Use the search bar at the top of the page and adjust the filters to find more great Montage Kapalua Bay vacation rental options for your next big getaway.

Are there one-bedroom vacation rentals in or near Montage Kapalua Bay?

Often situated in sought-after positions due to their compact size, a one-bedroom vacation rental is a wise pick if you're traveling solo or with one other person. Here's a quick taste of our range in or near Montage Kapalua Bay:

  • Take a look at "Sharing Our Blessings Amazing View", a great centrally located one-bedroom vacation property. A kitchen and an ocean view are just two of the amenities included here.
  • Also within easy reach of all the delights of Montage Kapalua Bay, "Direct Oceanfront Maui Studio, Romantic" is another popular one-bedroom option. After a day of exploring, return and make use of a swimming pool and a garden.

Can I find two-bedroom vacation rentals in or near Montage Kapalua Bay?

It's easy to book your dream vacation with Vrbo. Whether you opt for a cozy cabin or a chic apartment, you'll find amazing two-bedroom options in or near Montage Kapalua Bay: Here are just a couple of our top picks:

  • "2 Bedroom/3 Bath With 150+ 5 Reviews" is a terrific choice for families or smaller groups. In addition to two bedrooms, this relaxing stay offers handy amenities like an ocean view and a swimming pool.
  • "Tropical Tree House - Desired Location" is another popular two-bedroom escape. It comes with a kitchen, a garden and loads more.

What are the best three-bedroom vacation rentals in or near Montage Kapalua Bay?

If you want a bit more space for your kids (or a last-minute tagalong), a three-bedroom vacation rental will be right up your alley. Vrbo can help you find all the top options in or near Montage Kapalua Bay, beginning with these two:

  • Book a few nights at "Breathtaking Transformation Luxury 3". With amenities such as a kitchen and a swimming pool, this roomy retreat will make everyone feel right at home.
  • Another great three-bedroom rental is "Napili Bay's Finest. . . . Hale Kalani". Take advantage of a chef and a kitchen while spending valuable time with the people close to you.

More Vacation Rentals ideas

People also search for