• Substack

The Most Beautiful State of These United States: 5 Best Vacation Homes in Maui

Here at Life,Tailored, we have garnered a reputation for partaking in only the most luxurious of experiences — with a middle class budget.

It can be difficult to plan a vacation to Hawaii if you are on a budget. Not only is Hawaii notorious for its high prices on the islands, but airfare itself can cost you an arm and a leg. When you add on the expenses for ground transportation, food, drinks, excursions and hotel fees, you are probably looking at a several thousand dollar trip.

One question that we constantly get asked is whether or not it’s worth all of the money.

In short? Yes.

That said, it wouldn’t be out of the question to assume that every family doesn’t have a vacation contingency plan stored away for a trip out to the islands. That doesn’t mean that it’s completely out of the question though, either.

It is my belief that you should only go to a hotel when you absolutely have to. If you want to live life like a local, there is no experience like renting a house. Not only are you receiving more space for your money, but you are inevitably going to save a few bucks by cooking yourself the occasional meal in the vacation home’s kitchen.

For the purposes of this article, we are going to highlight five of the best vacation homes in Maui, all at different price points so there is a little something for everyone.

First, you may be thinking to yourself…

Why Maui?

First and foremost, Maui is the second largest island in Hawaii, at 727.2 square miles. It also includes some of the best beaches in the entire world, with pristine white sands and beautiful blue waters.

There truly is something for everyone. Whether you’re a beach bum who wants to spend every waking moment over at the beautiful beautiful Kaanapali Beach or you’d rather spend your days shopping and dining in the historic Lahaina, you are all but guaranteed to never be bored.

That is why renting your own luxury home or villa is so very important. There is so much to see and you will not get the full experience from the comfort of a resort or hotel. While all-inclusive hotels are great and usually in abundance, guests rarely venture out of the comfort of the resorts themselves.

We will list out 5 vacation homes in Maui, all with drastically different budgets, to help you find the match that is perfect for you and your vacation plans.

1. Shambala Estate

Sleeps: 12

Bedrooms: 6

Bathrooms: 9 (6 ensuite)

Cost per night: $6,250

There is simply no denying the fact that the cost of this estate is a bit steep. That said, it may be a good choice if you actually have 12 people who are willing to all share a room with someone else in the party. Once you figure out the math, each person in the party would be paying roughly $520 per night. Again, I am not saying that that is cheap or a bargain in the least. What I am saying, however, is that it is do-able for a few nights. A cruise costs roughly $2,000 per person these days. That is 4 nights in this luxury estate.

With west-facing views of the Pacific Ocean and other islands in the distance, this custom-built luxury retreat is everything that anyone could ever want in a vacation home and then some. There are 3 heated pools, a water slide and a hot tub for your partying and relaxation convenience. There is also a private putting green, volleyball, badminton and croquet equipment, and a billiards table.

2. Andaz – Four Bedroom Villa

Sleeps: 10

Bedrooms: 4

Bathrooms: 5 (4 ensuite)

Cost per night: $3,929

Let’s get started once again by doing some simple math. If you manage to coerce 10 people to stay here with you, each party is paying just $392 per night. It is well worth the price when you consider all of the accommodations you are receiving, too.

Part of the Andaz Maui at Wailea Resort, guests receive their own private beachfront corner and access to all of the resort amenities like pools, gyms, and more. Guests also receive access to their own private pool and hot tub within the villa, as well as a gas grill, a mini bar, complimentary wifi, and a state of the art media room.

3. Laulea Hale

Sleeps: 10

Bedrooms: 4

Bathrooms: 4.5 (2 ensuite)

Cost per night: $2,200

At just $2,200 per night, this will end up costing each of the 10 people this villa allows just $220 each night they stay.

This hidden gem, which is located in south Maui, is surrounded by perks like renowned golf courses, high end spas and world class restaurants. Other amenities include a lagoon-style swimming pool, a wet bar, complimentary wifi, a fire pit, a waterfall, and a volleyball court for your entertainment.

Best of all, this villa is located in a gated community, which can leave you feeling safe and secure for the duration of your stay.

4. Hale Uluniu – Coconut Grove House

Sleeps: 6

Bedrooms: 3

Bathrooms: 3.5 (3 ensuite)

Cost per night: $1,650

This 3,200 square foot plantation-style Hawaiian luxury villa is everything you could ever want in a vacation home — for half the price. At $275 per person per night, this luxury villa is worth every single penny.

Not only is it located in a secluded area, which means you will scarce be interrupted by outside noises, but it epitomizes the words “peace” and “serenity”. If you are seeking a place to relax and take in the scenery, this is undoubtedly the best place to do it.

A slice of “old” Hawaii right in Maui, this home includes television, wifi, an iPod dock, and more for you to enjoy yourself to the fullest.

5. Ocean Breeze

Sleeps: 6

Bedrooms: 3

Bathrooms: 3 (3 ensuite)

Cost per night: $695

If you are looking for a deal that is comparable price-wise to a hotel, then look no further than Ocean Breeze. For six people to stay in this beautiful home, it will only cost roughly $115 per person per night, which is cheaper than nearly all luxury hotels.

Located as a premier residence in the exclusive Kapalua Golf Residences, this condo has the best of both hotel and home living. Not only do they offer free 10 minute shuttles to Kapalua Beach, but guests are also welcome to use any of the community amenities, such as pools and barbecues.


Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities. Lifetailored has partnered with Creditcards.com for our coverage of credit card products. Lifetailored and Creditcards.com may receive a commission from card issuers Additional Disclosure: This site has affiliate links. We may be compensated when users make a purchase or register to a third party website. For more details read our privacy policy.

More in Travel