Airbnb & Vacation Rentals HomeAway Vrbo homeaway private accommodation beach getaway luxury stay resort US > Hawaii > Maui Island

[3% CashBack] 15 Best HomeAway & Vrbo Vacation Rentals In Maui, Hawaii - Updated 2020

vrbo & homeaway maui, hawaii

Maui, a part of the Hawaiian archipelago, is an island famous among beach lovers and honeymooners. Its sandy shores span a total of 30 miles (48 kilometers), including Kaanapali, Kihei, and Wailea, where luxury resorts and vacation rentals abound. In a way, these high-end accommodations have also become a part of the island’s exquisite charm.

Wondering what it’s like to have an extravagant vacation on such a beautiful island? Check out this list of HomeAway and Vrbo (vacation rentals by owner) that will surely convince you to pack your bags and fly to Maui as soon as possible:

1. Wailea condominium with a tropical garden view (from 256 USD / night)

Nestled on a hill overlooking the clear blue waters of the Pacific, Aston Maui Hill offers a one-bedroom suite ideal for four people. It is just a few minutes away from the premiere Wailea resort area, as well as the airport and the Kamaole Beach parks. Included in the amenities of the condominium are a fully-equipped kitchen, washer / dryer, air-conditioning, and a wireless internet access. Guests renting this property will also have access to a heated swimming pool, jet spa, tennis court, putting green, shuffleboard, and outdoor barbecue areas.

Affordable 1BR Wailea condo w/ view of tropical garden, washer ,dryer and wifi

Address: 2881 S Kihei Rd, Kihei, HI 96753, United States

Number of Guests: 4

Price: from 256 USD / night

2. Two-bedroom condominium on the South Coast (from 298 USD / night)

Maui’s South Coast is known as the sunniest area of the island. It features mile-long sandy beaches and clean waters, something you can experience if you rent this two-bedroom condominium unit in Kihei. The accommodation is located near the shores, as well as shops and restaurants. Amenities include a living area, fully-equipped kitchen, furnished balcony, washer / dryer, air-conditioning, and wireless internet access. For an additional fee, guests can also request for an in-room Playstation Blu Ray console, in-room coffee or tea, and daily newspapers.

2BR Condo in South Coast Maui; pools, BBQ area, kitchen, tennis courts

Address: 2575 S Kihei Rd, Kihei, HI 96753, United States

Number of Guests: 4

Price: from 298 USD / night

3. Premium oceanfront apartment near golf courses (from 336 USD / night)

If golf is your cup of tea, this premium studio in Kaanapali Shores would be a great place to stay during your Maui vacation. Four championship golf courses are located nearby, where you can enjoy practicing your skills with fellow golf enthusiasts. High-end shopping and dining options are also within arm’s reach, including Whalers Village and Lahaina. The room is equipped with top-of-the-line amenities, such as upscale kitchen appliances, a spacious bathroom, and a 32-inch (81-cm) flat-screen television. Guests also have access to an oceanfront swimming pool and outdoor barbecues.

Aston Mahana at Kaanapali - Studio Oceanfront Premium - AHR

Address: 10 Kaanapali Shores Pl, Lahaina, HI 96761, United States

Number of Guests: 2

Price: from 336 USD / night

4. Luxury suite in a quiet beachside community (from 336 USD / night)

Experience living like a local at The Palms in Wailea, located in a quiet community where a car is not necessary to explore the area. The beach is within easy walking distance from the suite, as well as shops, restaurants, golf courses, and tennis courts. With two bedrooms, each with a bathroom, it is ideal for a family with four to five members. It also has a balcony overlooking the ocean and the mountains of West Maui. Other amenities include air-conditioning, a fitness room, sofa beds, sun beds, a washing machine, and wireless internet access.

Palms 904 Lanai overlooks garden, Ocean & Mountains. Walk to Beach

Address: 3200 Wailea Alanui Dr, Kihei, HI 96753, United States

Number of Guests: 5

Price: from 336 USD / night

5. Laid-back ground floor condominium unit (from 155 USD / night)

Equipped with amenities such as sparkling pools and Jacuzzis, Kihei Holiday Condominiums offer a laid-back experience for the whole family. This particular condominium unit has two bedrooms, which can fit up to a total of five people. It is easily accessible on the ground floor of the building and just a short walking distance from the pool and barbecue area. Beach equipment, like snorkeling gear, is also available for guests’ use. Other room features include a high-speed internet connection, air-conditioning, kitchen appliances, and ceiling fans.


Address: 483 S Kihei Rd, Kihei, Maui, HI 96753-9068

Number of Guests: 5

Price: from 155 USD / night

6. Peaceful tropical retreat (from 126 USD / night)

Those looking for a tropical getaway will surely find a home away from home in Grand Champions Villas, a beautiful and serene community in Wailea. It is situated on the edge of a golf course with large green belts and well-manicured grounds. From the condominium unit, you will also get to see Mt. Haleakala, the world’s largest dormant volcano. After a day of exploring the nearby attractions, settle down in a spacious California king-sized bed surrounded by locally-made decors and furnishings. It is best suited for couples seeking an escape from the usual touristy areas in Maui.

Beautifully Renovated 1-Bedroom Condo, Nearby World-Class Golf and Shopping

Address: 5 Wailea Ike Pl, Kihei, HI 96753, United States (see map)

Number of Guests: 4

Price: from 126 USD / night

7. A junior suite for couples (from 259 USD / night)

An oceanfront junior suite, this listing is ideal for couples on a honeymoon or vacation. Aside from the sweeping views of the ocean and the nearby islands, guests will get to enjoy a fully-equipped modern kitchen and a central air-conditioning system. To keep guests entertained, a flat-screen TV, a Blu-ray player, and an iPod docking station are also provided. The property features a garden where guests can freely pick herbs. Other amenities include an in-room telephone with an answering machine and a secure safe for valuable items.

Junior Suite Oceanfront #507 ~ RA76171

Address: 3445 Lower Honoapiilani Rd, Lahaina, HI 96761, United States

Number of Guests: 3

Price: from 259 USD / night

8. Maui plantation beach home (from 895 USD / night)

Recommended for eight people and more, this deluxe villa in Paia spans a total of 2,500 square feet (232 square meters). Upon arrival, guests will get a personalized welcome greeting and orientation from the staff. There’s a free private parking area nearby, as well as a garden courtyard with a pool. Renters will also have access to a fitness center, a tennis court, and a golf course. Inside the villa, an extensive supply of cooking and dining supplies are provided, including coffee and tea making appliances. For your convenience, you can also request an in-house massage or the services of a private chef.

Maui Plantation Beach Home, Spreckelsville, Paia

Address: Paia, Maui, Hawaii

Number of Guests: 8

Price: from 895 USD / night

9. Premier condominium unit (from 284 USD / night)

Belonging to a premier condominium complex, this two-bedroom suite features elegance and comfort in one beautiful space. It is one of the largest units in the property, which is easily reachable from Kamaole Beach Park. There is a spacious balcony where guests can watch beautiful sunsets, while the rooms are equipped with high-speed internet, cable television, and air-conditioning. Other amenities include a DVD player, kitchen appliances, a washer / dryer, and an in-room safe. Up to six people can be accommodated here.

Maui Kamaole 2 BR Ocean View #B215

Address: 2777 S Kihei Rd, Kihei, HI 96753, United States (see map)

Number of Guests: 6

Price: from 284 USD / night

10. Breezy open-air vacation rental (from 164 USD / night)

This vacation rental at Aina Nalu features a unique open-air floor plan. It has casual island-themed decor that adds to the charm of the place, as well as lush gardens that surround the building. Recommended for a group of four to six people, it has a master bedroom with a king-sized bed and a second bedroom with a queen-sized bed. The kitchen has amenities such as a full-size refrigerator, a stove, a microwave, and a dishwasher. Crockery, glassware, and cutlery are also provided. Meanwhile, in the main living area, guests can sit back and relax while using entertainment equipment like the flat-screen television, DVD player, and CD player.

Aina Nalu Resort 2 bedroom / 2 bath Upstairs corner condo

Address: 660 Waine'e St, Lahaina, HI 96761, United States

Number of Guests: 6

Price: from 164 USD / night

11. Beachfront paradise estate (from 180.00 USD)

Delicately set on the very edge of the Pacific Ocean, your estate is both the ideal setting for some gorgeous Hawaiian sunsets, and the perfect definition of authentic Maui hospitality! A petite condo that nevertheless allows up to two lucky travelers to spread out and make the place entirely their own, your stay exists on the very edge of the water, with one bedroom and bath.

The Kahoolawe and Molokini Crater islands will face you across the water, and during your four-night minimum stay, you’ll enjoy all of the amenities prepared for you by a friendly, onsite host. From air conditioning to laundry facilities to wireless Internet access to off street parking, everything you’d hope to find in a traditional Hawaiian stay, you’ll find onsite at this winning property. The bathroom comes complete with a quartz countertop, and on clear days, you can even relax outside on the patio, taking in sweeping views of the ocean, when you’re not preparing tantalizingly delicious meals on your outdoor grill! Local attractions include a botanical garden, various churches, staple Maui landmarks, and spots where you can stop and check out indigenous wildlife. Sailing, scuba diving, and various other recreational outlets also compete for your time, when you stay in this Vrbo listing fit for a king.

Beachfront paradise estate

Price: from 180.00 USD

Number of Guests: 2

12. White sands escape (from 119.00 USD)

Relax in a Hawaiian atmosphere rejuvenating as any, at this Pacific Ocean escape only steps from white, soft sands! Especially during mid-March, when whale watching season is at its peak, you’re going to love the chance to relax shoreside and fall asleep with the sound of the waves lifting you to sleep. Up to four guests will fall easily in love with this entirely world-class Hawaiian stay, a bedroom and a bathroom between them.

Complimentary Internet access and laundry amenities await your indulgence, as does a coffee maker, so you can start your day off the right way. Free parking is also provided on the premises. Additionally, a number of recreational and athletic opportunities exist not far from the stay itself! Your friendly host has all the information on recommended and staple sites when you reach the region. Other local attractions include opportunities for horseback riding, scuba diving, snorkeling, wind surfing, mountain biking, and more! You’ll always find a way to put your proximity to the beach, and the privilege of mild climatic conditions, to best use. This Maui Vrbo listing is the ideal opportunity to familiarize yourself with your immediate Hawaiian surroundings, courtesy of a getaway that satisfies both your economic preferences and your appetite for adventure alike!

White sands escape

Price: from 119.00 USD

Number of Guests: 4

13. Oceanfront Maui escape (from 217.00 USD)

For a stay that rivals the quality of the attractions located immediately outside your friendly front doors, come check out this one bedroom, one bath stay along the water in Maui! You’re graced with picturesque views of the Pacific Ocean each and every time you return to your dwelling, and when you’re privileged to experience the mild climatic conditions which characterize Hawaii as entirely unforgettable, you’re delivered a winning vacation recipe right from the start. Up to four lucky individuals can take full advantage of this stay by the sea; on clear days, you can even catch glimpses of both Molokai’i and Lana’i in the distance, along the horizon!

Floor-to-ceiling windows decorate the fringes of this estate, meaning that more often than not, a 270-degree panoramic view of the ocean is yours for the taking. On select days, you can even catch sight of whales in the oceanic background! As if the view itself wasn’t enough, this stay also comes with a sensational series of amenities. Complimentary Internet access is available onsite, as is the provision of laundry accommodations. A stocked kitchen, complete with a coffee maker, microwave, refrigerator, dishwasher, oven, and more is at your disposal, as is an outdoor gazebo, for those moments when the weather is simply too perfect for you to pretend you’d rather stay inside! Retain venues, scenic, drives, and whale watching opportunities are also close by!

Oceanfront Maui escape

Price: from 217.00 USD

Number of Guests: 4

14. Kihei, Maui condo (from 150.00 USD)

One bedroom and bathroom together allow up to four individuals to make this gorgeous, oceanfront condo their own! This condo comes complete with a concierge service, so you can leave your travel logistics worries entirely behind, the moment you arrive onsite. The concept kitchen on the premises comes already stocked with various provisions, including counters of granite, an assemblage of accessories, and well-lit surroundings! You’ll discover easy luxury throughout the dwelling, from the porcelain flooring to the sensational view of the ocean not far away.

When you’re not relaxing in front of a flat screen television, it’s never difficult to discover local sights and sounds! Haleakala National Park is only minutes from your front door, home to a dormant volcano! Onsite, you’re gifted wireless Internet access, dining amenities, a communal pool and hot tub space, as well as the opportunity to play some tennis, or take advantage of the outdoor grill! Local museums and restaurants alike further decorate the immediate region, as does various chances to partake in sightseeing, whale and bird watching, and even horseback riding! Your condo is already stocked with beach towels and chairs, so you can make the distance between you and the ocean a short one! Especially on sunny Hawaiian days, it’s difficult to beat the sheer scope of amenities and proximity to attractions offered by with oceanfront Maui condo!

Kihei, Maui condo

Price: from 150.00 USD

Number of Guests: 4

15. Private jungle cottage (from 219.00 USD)

If you;re looking to immerse yourself in a diverse Hawaiian environment, close to the ocean but otherwise entangled in the rich, lush wildlife that characterizes much of Maui, you’ve come to the right place when at this private jungle cottage! Nestled just offshore, this stay as unique as any nevertheless offers a wonderfully modern series of amenities. Up to four lucky guests can make their home in this stay, where accommodations like a stocked kitchen and available video library await. On pleasant days in Maui, you can relax outside, and even cook your food on their lavish outdoor grill! The gazebo is the ultimate placebo in terms of outdoor rejuvenation; you can also take easy advantage of the various exploratory and hiking opportunities located immediately outside of your front doors.

Local attractions include local museums, spas, and various recreational outlets, for those looking to augment their stay in Maui with some selective exercise, perhaps along the shore! Fishing directly from the local pier, as well as scuba diving, snorkeling, general swimming, wind surfing, and kayaking are all permissible and encouraged on your local beach! for those moments when you’re looking for entertainment without leaving the comfort of the jungle cottage itself, there’s always the onsite book and video libraries to choose from, as well as a television, and a balcony sporting wonderful views of the treetops all around you.

Private jungle cottage

Price: from 219.00 USD

Number of Guests: 4

Choosing an accommodation in Maui

Before choosing an accommodation, you should also consider the places you would like to visit and the type of activities you would like to engage in during your vacation. There are just a couple of things for sure: when in Maui, you will never run out of HomeAway and Vrbo accommodation options that match your traveling style and your budget.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Screenshot imagesus 2016 09 06 20 15 47
Still Need Travel Insurance?

You can buy and claim online, even after you've left home. Travel insurance from is available to people from 140 countries. It’s designed for adventurous travellers with cover for overseas medical, evacuation, baggage and a range of adventure sports and activities.

*5% off when you book with our promo code: TRIP101

*For our Canadian and US travellers, unfortunately due to financial services laws, we cannot provide a discount. This promotional code cannot be used with any other discount offer, including World Nomads Members’ discount for travel insurance policy holders.

Rica is a young freelance worker from the Philippines. She writes for a living, but more importantly, she lives to write. Travel is one of her favorite writing topics, alongside love and...Read more

Have a question? Ask fellow travellers and travel experts here.
 Want to contribute as a Local Expert?
Explore Maui Island
Good things are meant to be shared!