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 (256 USD)
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 (298 USD)
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 (332 USD) (from 336 USD / night)
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 (336 USD)
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 (155 USD)
YOUR MAUI ADVENTURE AWAITS !!! ~Aloha Specials!~
Address: 483 S Kihei Rd, Kihei, Maui, HI 96753-9068
Number of Guests: 5
Price: from 155 USD / night
6. Peaceful tropical retreat (126 USD)
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 (259 USD)
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 (895 USD)
Maui Plantation Beach Home, Spreckelsville, Paia
Address: Paia, Maui, Hawaii
Number of Guests: 8
Price: from 895 USD / night
9. Premier condominium unit (284 USD)
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 (164 USD)
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 (180 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 (119 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 (217 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 (150 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 (219 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
Get Trip101 in your inbox
Unsubscribe in one click. See our privacy policy for more information on how we use your data
You can buy and claim online, even after you've left home. Travel insurance from WorldNomads.com 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.
