Top 10 Maui Vacation Rentals

August 1, 2022


Maui vacation rentals can be a great, affordable alternative to staying at a resort. However, there are stringent rules for vacation rental owners. The county can shut down unpermitted vacation rentals at the drop of a hat, leaving unsuspecting visitors without accommodations at the last minute. Fortunately, we’ve scouted out some of the best and permitted Maui vacation rentals — from affordable to lavish — and determined our favorites based on location, accommodations, and amenities.

Maui Vacation Rentals Wailea

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1. Sands of Kahana – Elikapeka Suite

This unit in Kahana offers the best of both worlds. Even with its affordable price tag, comfort and luxury are not sacrificed. This recently remodeled three-bedroom, the two-bath suite features a full gourmet kitchen, washer/dryer, flatscreen TVs, and two lanais with ocean views. In addition, the unit is decorated in modern, island-bohemian-inspired decor, which will appeal to travelers who appreciate stylish interiors. Touches of luxury are sprinkled throughout the space, including new wood floors, koa wood ceiling fans, large windows with solar shades, high-quality mattresses, and 500 thread count bedding. This suite is located in the Sands of Kahana resort, which offers amenities like a fitness center, tennis courts, an on-site restaurant and bar, and a swimming pool in a casual, no-frills setting.


Three bedrooms, two baths. Sleeps 8.

Location: Kahana— great for travelers looking to avoid crowds but stay close to amenities like restaurants, bars, and beaches.

Amenities: Full kitchen, washer/dryer, flatscreen TVs, cookware, beach toys. The resort offers a swimming pool, gym, tennis court, and an on-site restaurant and bar.

Nearby: Miso Phat Sushi and Maui Brewing Company are within walking distance. Great snorkeling at Napili Bay, Kapalua Bay, and Honolua Bay are no more than a 10-minute drive away. Shopping and dining in Kaʻanapali and Lahaina are just 15 minutes by car.


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2. Honua Kai Luana Garden Villas 7B

Maui Vacation Rentals Honua Kai Resort

This spacious, three-bedroom, three-bathroom villa strikes a balance between resort and condo living. With over 2,000 square feet of living space, a full kitchen, and a private garage, the Luana Gardens Villa makes an excellent home base for families. The unit boasts three lanais, the largest of which is outfitted with a grill, sink, refrigerator, and cozy seating area— ideal for BBQ nights with the family or sipping coffee in the morning. A large lawn fronts this ground floor villa, with Kaʻanapali Beach and one of Honua Kai’s six pools, only steps from your door. The interior is clean and bright, with neutral tones and Hawaiian decor. Despite an overall homey feel, villa guests are welcome to use resort amenities, including hot tubs, swimming pools, spa services, fire pits, and a fitness center. See the view live from our Honua Kai webcam.


Three bedrooms, three baths. Sleeps 8.

Location: North Kaʻanapali— perfect for families looking to be close to the action but still take advantage of quieter beaches.

Amenities: Full kitchen, washer/dryer, large covered lanai with grill, private garage, and central AC. Resort amenities include six swimming pools with waterslides and waterfalls, spa services, an on-site restaurant (Duke’s), an on-site deli, and an exercise facility.

Nearby: Honua Kai sits on the sand at Kahekili Beach Park (North Kaʻanapali Beach). Black Rock, Whaler’s Village, and other Kaʻanapali resorts and restaurants are just five minutes away by car. Great shopping in Lahaina and fantastic snorkeling near Kapalua are less than a 15-minute drive.


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3. North Shore Lookout

North Shore Lookout

North Shore Lookout is situated in the undulating hills above Makawao Town. This charming, five-suite bed and breakfast can certainly be classified as “off-the-beaten-track” and makes for a unique Maui stay. Every suite has a different theme, but each features private lanais, kitchenettes, and chic decor with earth tones, tropical flora, and bohemian touches. However, the aptly named Paniolo Suite is reminiscent of a country lodge with a fireplace and lava rock wall. Guests will enjoy the complimentary breakfast and serene pool and jacuzzi area surrounded by tropical plants. In addition, North Shore Lookout is a working farm, and animal-loving guests can wander the grounds and meet some of the property’s friendly Kune Kune pigs. This is a treasure of a Maui vacation rental.


One-bedroom suites. Occupancy varies.

Location: Makawao— ideal for couples looking for a romantic getaway or those eager to explore a different side of Maui.

Amenities: Kitchenettes, private lanais, complimentary breakfast, jacuzzi, and pool.

Nearby: Restaurants, markets, art galleries, and shopping in Makawao is just a short drive away. The eccentric town of Paia and nearby beaches are roughly a 20-minute drive. In addition, North Shore Lookout is much closer to top Upcountry attractions like Haleakala Crater, Mahalo Aleworks, Maui Wine, Alii Kula Lavender, and Maui Alpaca than seaside resorts.


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4. Lahaina Shores #337

Maui Vacation Rentals Lahaina Coastline

This ocean-view studio is located in the Lahaina Shores Resort, just steps from the beach and action on Front Street. The unit features a king bed, central AC, coastal decor, tiled floors, and a kitchen. In addition, Lahaina Shores offers guests access to the pool, jacuzzi, and parking lot (for a fee, albeit only $3.50 a day). This rental is an excellent choice for couples seeking a clean, affordable home base to retreat to after their island adventures, rather than those looking for a resort with plush amenities. The unit’s biggest allures are its ocean views, affordability, and fantastic walkable location. One of the most conveniently located Maui vacation rentals.


Studio apartment. Sleeps two.

Location: Front Street, Lahaina— close to bars, restaurants, and shopping.

Amenities: Kitchen, pool, jacuzzi, parking area, and beach access.

Nearby: Shopping, dining, and nightlife are located just a short walk down the street from the unit. Meanwhile, activities like surf lessons and snorkel tours at Lahaina Harbor are less than a 10-minute walk away. The coveted Feast at Lele luau is less than a one-minute walk from the property.


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5. Wailea Beach Villas- Blue Ocean Suite H401

Elegance is on full display at this luxe villa. This expansive three-bed, three-bath unit totals 2,200 square feet and features a kitchen stocked with appliances and cookware, semi-private elevator entry, and a wraparound lanai. Floor-to-ceiling windows frame picturesque ocean views and beckon guests onto the outdoor living space with a gas grill and outdoor furniture. The Blue Ocean Suite’s decor exudes an upscale beachy feel, with white sofas and linens, blue throw pillows, and wicker furnishings. Meanwhile, the Wailea Beach Villas is known for its outstanding customer service and features two pools, whirlpool jacuzzis, a game room, a fitness center, and prime beach access.

Maui Vacation Rentals Wailea Beach

Three bedrooms, three baths. Sleeps 6.

Location: Wailea— great for travelers who appreciate luxury. This area is quieter and more spread out than Kaʻanapali.

Amenities: Full kitchen with espresso machine, juicer, rice cooker, food processor, and much more. In-villa washer/dryer, semi-private elevator, bathrooms with tubs, and outdoor living space. The resort features two pools, jacuzzis, a fitness center, a business center, game rooms, etc.

Nearby: Golf courses, luaus, and five-star restaurants are located nearby. Makena State Park (avoid swimming here), snorkeling at Ahihi Kinau reserve, and the Hoapili Trail are just a short drive away.


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6. Kamaole One #3 – Maui Vacation Rentals

It doesn’t get more beachfront than at Kamaole One #3. Not only is this polished one-bedroom unit within walking distance of great Kihei bars and restaurants, but it sits practically on the sand at Charlie Young Beach. Naturally, the home is stocked with goods for beach-going visitors, including stand-up paddleboards, boogie boards, beach chairs, and other beach equipment. The unit also features a full kitchen, washer/dryer, private covered parking space, and a large living room with a flat-screen TV. The master bedroom is outfitted with a secluded lanai, Cal King bed, and private bathroom.


One bedroom, two baths. Sleeps 4.

Location: South Kihei— an ideal location for families eager to spend time at the beach.

Amenities: Private covered parking space, full kitchen, washer/dryer, BBQ grill, pull-out bed, and flatscreen TV. The home is also stocked with beach equipment, toys, and games.

Nearby: Charlie Young Beach is 12 steps from the lanai. Great bars and restaurants like Coconut’s Fish Cafe and Moose McGillycuddy’s are less than a 15-minute walk away. Surf lessons at Cove Park are about a 10-minute walk. Visitors can also book snorkel tours that depart from Kihei Boat Ramp, no more than five minutes away by car.


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Maui Vacation Rentals Kihei Aerial

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7. Coral Gardens Estate at Makena Bay

The Coral Gardens Estate is the epitome of luxury Maui vacation rentals. Perched above the dazzling Makena Bay, this 4-bed, 4-bath estate features a private infinity pool, whirlpool jacuzzi, cabana bar, gourmet kitchen, and 2,000 square feet of outdoor living space. Inside, the living room is outfitted with retractable sliding glass walls which frame picturesque ocean views. In addition, the home boasts an impeccably designed interior with plush bedrooms and even a personal concierge. Guests will also enjoy exclusive ocean access with great snorkeling out front.


Four bedrooms, four baths. Sleeps 8.

Location: Makena— a quiet South Maui enclave near golf courses, beaches, and great restaurants.

Amenities: Personal concierge, private staircase to beach access, and heated infinity pool and jacuzzi. The home also features a gourmet kitchen, laundry room, and alfresco dining areas.

Nearby: This home is located at Makena Landing, a popular snorkeling and kayak tour location. Golf courses, restaurants, and shopping can be found just a short drive away in Wailea.


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Maui Vacation Rentals Makena Bay

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8. Whaler Resort #523

The Whaler Resort is situated just steps from the sand at Kaʻanapali Beach and near the action at Whaler’s Village. #523 is a bright two-bedroom, two-bathroom unit with striking ocean and mountain views. The unit’s large lanai offers premier whale watching if you happen to visit in whale season. Sliding glass doors open to the patio in both bedrooms and the living room, filling the space with light. Meanwhile, the unit features an elegant, fully-applianced kitchen and laundry room. Downstairs, guests can utilize the communal pool and grill area— which also serves as a great place to meet other travelers.

Maui Vacation Rentals Whaler Resort

Two bedrooms, two baths. Sleeps 8.

Location: Kaʻanapali near Whaler’s Village— great for families or travelers who value walkability and nearby amenities.

Amenities: The unit features a primary bedroom with a king bed, a second bedroom with two queens, a full kitchen, a laundry room, and a living space with a flat-screen TV. The Whaler Resort features a pool, jacuzzi, sauna, BBQ grills, and exercise facility.

Nearby: The Whaler is located just steps from Kaʻanapali Beach and next door to Whaler’s Village. Golf courses, snorkel tours, and Maui luaus are all accessible nearby.


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9. Maʻalaea Banyans #418

If you’re seeking a homey stay in a convenient location, set your sights on Maʻalaea Banyans #418. Maʻalaea Banyans sits between Lahaina and Kihei, with quick and easy access to central Maui and the north shore. Unit #418 features two bedrooms, two bathrooms, a full kitchen, and a lanai with superb ocean views. The unit’s wicker and wood furnishing and Hawaiian floral decor create an island surf-shack atmosphere. Meanwhile, the Maʻalaea Banyans property is home to a pool, BBQ grills, and an oceanfront lawn ideal for sunbathing. The property is located just a short walk from Haycraft Beach Park, Maʻalaea Harbor, and the Maui Ocean Center.

Maui Vacation Rentals Maalaea Waves

Two bedrooms, two baths. Sleeps 6.

Location: Maʻalaea— a fantastic home base for those who want to explore all corners of the island.

Amenities: Full kitchen, central AC, washer dryer, pool, jacuzzi, and free parking.

Nearby: Maʻalaea Harbor, the Maui Ocean Center, Haycraft Beach Park, several restaurants, a live music venue, and a mini-golf sports park are all within walking distance of the complex. Lahaina and Kihei are a 30 and 20-minute drive away, respectively.


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10. Napili Bay #202 – Maui Vacation Rentals

Napili is a favorite for repeat Maui visitors and newbies alike. This recently remodeled studio overlooks the golden sands at Napili Bay and is ideal for easygoing couples or families on a budget. The unit features a queen bed, trundle bed, a full kitchen with new appliances, granite countertops, and a private lanai. The Napili Bay Resort is outfitted with guest amenities like a laundry room, BBQ and picnic areas, and wifi. However, it should be noted that there is no swimming pool on the property— which shouldn’t bother beach lovers too much, especially when one of Maui’s top beaches is just steps from your door.


Studio apartment plus one pull-out bed. Sleeps 4.

Location: Napili— this area is known for its beaches and laid-back atmosphere.

Amenities: Full kitchen, laundry room, BBQ area, Wifi, and flatscreen TVs with DVD players.

Nearby: Great restaurants, beaches, and snorkeling can be found around Napili and Kapalua. The latter is home to world-class golf courses. Lahaina and Kaanapali are less than 15 minutes by car.


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Maui Vacation Rentals Napili Bay View

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