Wailea-Makena holiday rentals

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Frequently asked questions

What are the top holiday rentals in Wailea-Makena?

Elegant mansions, unique houseboats and rustic cottages — everyone's dream getaway is different. Whatever your tastes, you're sure to find something that makes your heart skip a beat among our top holiday rentals in Wailea-Makena:

  • "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom": This Wailea rental offers 3 bedrooms and is highly rated among guests. Amenities such as a hair dryer and a beach view will help you feel right at home.
  • "Hawaiian Cottage And Personal Paradise": Put your bags down and your feet up at this pick of the bunch in Wailea. It features 2 bedrooms, nearby ecotour services, water sports equipment and more.

For even more great options, use the search bar at the top of the page to find the perfect Wailea-Makena holiday rental for you.

What are the top-rated holiday rentals for weekend getaways in Wailea-Makena?

Whether you're planning a family reunion, some romantic "us" time or a few nights away alone, we have weekend getaways in Wailea-Makena to suit. Pack a bag and stay at one of these much-loved escapes:

  • "Freshly Renovated Corner Studio With View Of The Ocean" - This rental in Maui County offers amenities designed to make your visit comfortable, such as a barbecue grill and internet services. Its terrific location also makes it a good base to do some whirlwind exploring.
  • "The Maui Escape - Spectacular 2. 5 Bdr Penthouse" - With nearby whale-watching activities and shopping, plus its convenient location in Wailea, you wont want to leave this property.

Can I find studio apartments for rent in Wailea-Makena?

If you're looking for someplace with more personality than a cookie-cutter hotel room, you'll love our studio apartments in Wailea-Makena. Get creative in your kitchen, watch TV on the lounge and feel completely at home. Take a peek at some of our comfiest studios:

  • Make yourself comfortable at "Enjoy A Piece Of Paradise With Ocean View", located in Wailea-Makena. There are loads of amenities at your disposal here, including a hair dryer and a beach.
  • Alternatively, use "Luxurious Tropical Retreat Wailea Ekahi Unit" as a base to explore the area. This popular retreat is in Wailea and comes with a boat and nearby ecotour services.

Can I find short term rentals in Wailea-Makena?

Book yourself an inexpensive cabin or ignore your accountant and live it up in an upmarket condo. Vrbo has no shortage of short-term rentals to suit any budget in Wailea-Makena. Have a look at these options for inspiration:

  • Set up base close to the centre of Maui County and spend your days visiting the area's top sights from "Freshly Renovated Corner Studio With View Of The Ocean". Along with its handy location, this escape has everything you need to make your holiday comfortable and relaxed.
  • Another centrally located option is "The Maui Escape - Spectacular 2. 5 Bdr Penthouse" in Wailea. Whether you're just passing through or enjoying a few nights away, this comfortable holiday rental will make you feel right at home.

What are the best romantic weekend getaways in Wailea-Makena?

Whether you've been together for a few months, a decade or forever, nothing beats a romantic weekend getaway to keep passions burning. If you're after the ideal place to spend a few days with your other half, you'll be wooed by these escapes:

  • "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" in Wailea will convince you to make romantic weekends away a regular thing. Nice touches here include massage services and a resort.
  • Another tempting option is "Hawaiian Cottage And Personal Paradise" in Wailea. Enjoy perks here including a nearby bay and massage services, in addition to each other's company.

What are the best large group holiday rentals in Wailea-Makena?

When it comes to who you holiday with, we think the more the merrier. If you're in search of somewhere with ample space to fit your nearest and dearest, one of these large group holiday rentals in Wailea-Makena will tick your boxes:

  • "I. P. M Presents: Hoolei 93 - 1. 4 Bedrooms + New Decor Flexible Cancelation Policy": With 4 bedrooms, everyone is invited to this popular escape in Wailea. A swimming pool and a kitchen are just a couple of the amenities offered here.
  • "Special 20% For Select April": You'll get your crew's stamp of approval at this option in Stone Harbour which features a swimming pool, a garden and more. It has 4 bedrooms that will easily sleep your loved ones.

What are the best houses for rent with a pool in Wailea-Makena?

There's no shortage of houses with a pool in Wailea-Makena, so pack your swimsuit and get set to spend your days chilling by the water. Here are a couple of favourites to tempt you:

  • Kids, parents, uncles, aunts — everyone will want to hang out at the pool at "Private 2bedroom Cottage - House - With Waterfall Pool". Take your favourite people on a trip to this Pacific States rental home which also comes with a porch and a barbecue grill.
  • Laze by the water while the kids frolic about at "Apartment With Terrace In Guest House With Swimming Pool". This option in Wailea comes with a range of features to keep the family happy and comfortable, such as coffee and tea making facilities and outdoor furniture.

What are the best large family holiday rentals in Wailea-Makena?

Maybe you're organising a trip to celebrate a special event, or reuniting with the folks you haven't seen for ages. Whatever the reason, you're going to want extra space. One of our large family holiday rentals in Wailea-Makena could be the ideal fit:

  • "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" in Wailea will make your family trip one you won't forget. It has 3 bedrooms sleeping up to 8 people and loads of amenities, including a nearby laundromat and free toiletries.
  • "Ocean View, Close To Beach And Pool" in Wailea is another top choice. You'll be able to invite up to 10 guests to this lovely retreat which features 3 bedrooms, on-site watersports, nearby whale-watching activities and more.

Are there one-bedroom holiday rentals in Wailea-Makena?

Vrbo has an impressive selection of one-bedroom holiday rentals in Wailea-Makena. Whether you're after a plush apartment or a basic cabin, we'll help you find the perfect one-bedroom property. Try these on for size:

  • Get away on your own or take a few friends with you to "Amazing Ocean View, Top Floor, Across St From Beach" in Maui County. When you're not out exploring your surroundings, make the most of a water view and a nearby waterfront.
  • "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View" in Kaanapali is another holiday property that offers comfort, convenience and character. Handy amenities include a beach view and a kitchen.

Can I find two-bedroom holiday rentals in Wailea-Makena?

You'll find some great two-bedroom holiday rentals on Vrbo. If you're holidaying with a small group, one of these properties will make a wonderful base for your Wailea-Makena adventure:

  • Invite some of your besties to share in the good times at "Hawaiian Cottage And Personal Paradise". As well as two bedrooms, this Wailea retreat has everything you need for an enjoyable stay, including a firepit and a water view.
  • Or, make wonderful memories with your crew at "The Maui Escape - Spectacular 2. 5 Bdr Penthouse". This popular option in Wailea comes with a kitchen and a chef.

What are the best three-bedroom holiday rentals in Wailea-Makena?

At Vrbo, we've got three-bedroom holiday rentals in Wailea-Makena that are perfectly suited to families or travelling groups. After some inspo? Consider these options:

  • Located in Wailea, "Aloha Kai Suite At Wailea Beach Villas. Penthouse 205. Ocean View. 3 Bedroom" will get the seal of approval from everyone. As well as room to stretch out, it features a range of quality amenities, such as an ocean view and a water view.
  • Another three-bedroom holiday rental that will suit your squad is "Ocean View, Close To Beach And Pool". This Wailea property features an ocean view, a kitchen and more.

Are there holiday rentals with fire pits in Wailea-Makena?

Relaxing around a fire pit is the perfect way to spend time with family and friends, so it's hardly surprising that this amenity often appears on travellers' wish lists. These holiday properties in Wailea-Makena offer an outdoor fire pit and much more:

  • Tell scary stories, break out the guitar and have a singalong or cook up a feast on the coals of the fire pit at "Hawaiian Cottage And Personal Paradise". Situated in Wailea, this getaway also features a firepit and a kitchen.
  • Or, make yourself at home at "Make Maui Memories Of A Lifetime At Castaway Cove C201", which also features an outdoor fire pit. Other amenities at this popular escape in Blåvand Strand include a beach view and a swimming pool.

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