10 Incredible VRBOs In Kihei On Maui’s Sunny South Shore

VRBO Kihei

Maui is considered to be one of the best of the Hawaiian Islands, and it’s safe to say that Kihei is up there as a top place to stay in Maui.

Nestled on Maui’s southern shore, Kihei is in the driest and sunniest part of the island. Not only is the weather fantastic, but Kihei offers plenty of fun things to do. The town has six miles of beaches overlooking West Maui, excellent humpback whale watching, and easy access to the beautiful Makena State Park. 

While many people stay in a resort, a private VRBO in Kihei offers a cozy place to stay in paradise. And many of the top Maui vacation rentals in Kihei have fantastic amenities such as hot tubs, swimming pools, and gourmet kitchens for home-cooked meals.

This list shares the 10 best VRBOs in Kihei for a home-away-from-home Maui experience!


1. Best affordable beachfront rental: Beachfront Kihei Home

This retro two-bedroom home maintains its original charm from the ‘60s with modern touches and is a short walk to a private beach.

Escape to your own corner of Maui at this beachfront Kihei home for six. The home boasts a spacious grassy yard, a feature that’s a rare find on the islands of Hawaii. Surrounding the property, palms, pretty fruit trees, and a 120-year-old Banyan create a peaceful atmosphere with the bonus of added privacy. 

The yard is also furnished with sun loungers, a grill, and a covered lanai with an outdoor dining table. A quiet beach is just a short walk from the property, and the center of Kihei Town is also within walking distance.

  • Bedrooms: 2
  • Sleeps: 6

Rates average $495/night. Click here to book it!


2. Best for large groups seeking luxury: Villa Moana Maui

This spacious, beachfront villa is stocked with family-friendly amenities such as lawn games, ample outdoor seating, and a Chef’s kitchen.

For a luxurious stay, consider the glamorous Villa Moana Maui, a 3,950-square-foot home with eight bedrooms that can accommodate up to 16 adults. The house is divided into three separate units, making it an ideal choice for multiple families traveling together

The interior of the home wows with its massive sliding glass doors, expansive deck overlooking the ocean, and modern furnishings. This multi-million dollar luxury home is blocks from the convenience of shops, yoga studios, and the best eateries of Kihei. It’s also conveniently found right along the shores of an uncrowded beach.

  • Bedrooms: 8
  • Sleeps: 16

Rates average $2,750/night. Click here to book it!


3. Best family-friendly Kihei VRBO: Hoaloha Hale

This modern family home is nestled in a quiet neighborhood, a short two-minute walk from the beach and main streets of Kihei.

The Hoaloha Hale is a stunning five-bedroom home with tall ceilings and an open floor plan that fosters a sense of togetherness. Large windows and wooden accents create a warm and inviting atmosphere set amongst contemporary decor. The home’s outdoor lanais have a grill and ample seating, perfect for relaxing in the warm Maui weather. 

Many of Kihei’s top attractions are within walking distance, including Halama Street Beach and a public park with tennis courts, soccer fields, and running tracks. For larger groups, the property also features a studio cottage available for an extra fee. 

  • Bedrooms: 5
  • Sleeps: 12

Rates average $1,250/night. Click here to book it!


4. Best Kihei villa with a private pool: Mango Surf Beachfront Villa

This incredible Maui VRBO is a beachfront oasis with a private heated swimming pool and fantastic views of the ocean.

The Mango Surf Beachfront Villa is an exciting Kihei vacation rental with a backyard worthy of a travel magazine. During your stay, catch some rays on the patio’s comfy sun loungers before cooling off in the swimming pool with a waterfall. From the backyard, the sounds of waves crashing in the distance are the cherry on top of a relaxing vacation. 

The home also has a covered outdoor sitting area, a hammock, and a cabana bar with an outdoor shower and half bath. You can even enjoy fresh mango courtesy of the mango tree in the yard! This three-bedroom property is on Kihei’s desirable Hamala Street that follows the ocean shore.

  • Bedrooms: 3
  • Sleeps: 6

Rates average $2,950/night. Click here to book it!


5. Best Kihei condo rental on the beach: Penthouse Beachside Condo

This beautiful condo for five sits feet from the popular Waipuilani Beach and offers guests access to a community beachside pool, hot tub, and fitness center.

This stylish penthouse beachside condo is a recently remodeled home that you’ll love if you appreciate excellent interior design. This top-floor unit offers panoramic views of the ocean and West Maui, which are best enjoyed from the comfort of the private balcony. 

The condo has an open layout made up of a stunning kitchen, living room, and dining area. There are two bedrooms, one with a queen bed, and another with a queen-over-queen bunk. The hosts thoughtfully provide guests with beach essentials such as folding chairs, coolers, kids’ toys, and more.

  • Bedrooms: 2
  • Sleeps: 5

Rates average $1,000/night. Click here to book it!


6. Best for couples visiting Kihei: Maui Moon Condo

This romantic oceanfront condo is an affordable and well-appointed pick for couples visiting the south shores of Maui.

The Maui Moon Condo is part of the Menehune Shores, a condo complex located in the quieter part of Kihei. Maui’s most beloved beaches are only a five-minute drive away, and there are grocery stores conveniently nearby. 

This property has excellent amenities, including an oceanfront swimming pool, a well-manicured yard with a grill and shuffleboard area, and a rooftop deck with fantastic views. This particular unit has an open-air lanai overlooking the water.

  • Bedrooms: 1
  • Sleeps: 2

Rates average $225/night. Click here to book it!


7. Best for a stay on Sugar Beach: Maalaea Surf Resort Condo

This updated condo is part of an underrated Maui resort on Sugar Beach, where the white sand shores and resort facilities provide plenty to do.

Treat yourself to the comfort of a resort stay at the Maalaea Surf Resort Condo. This two-bedroom condo welcomes up to six guests and offers a well-stocked kitchen for those who enjoy cooking.

The interior has a minimalistic yet comfortable atmosphere that’ll help make you feel right at home. Staying at the Maalaea Surf offers the added benefit of access to incredible amenities such as two swimming pools, tennis courts, a grill area, lawn games, and onsite laundry.

  • Bedrooms: 2
  • Sleeps: 6

Rates average $275/night. Click here to book it!


8. Best for a stay in south Kihei: Kihei Garden Oasis

This charming four-bedroom home in South Kihei is beautifully decorated with unique amenities that include an outdoor shower and a hot tub.

The Kihei Garden Oasis is a newly remodeled home in south Kihei located less than four miles from Wailea Beach. It accommodates up to eight people amongst its four bedrooms and offers numerous, cozy spaces to lounge. 

Especially out back, where a fenced-in patio stands furnished with plush seating, a picnic table, a grill, and hanging hammock chairs. The interior is clean and has homey touches such as Posturepedic mattresses, complimentary toiletries, and a well-stocked kitchen.

  • Bedrooms: 4
  • Sleeps: 8

Rates average $695/night. Click here to book it!


9. Best for a stay in north Kihei: Modern Beachfront Condo

This designer condo is outfitted with an upscale kitchen and a fully furnished balcony with spectacular views of the swimming pool and beach.

Bright blues and corals coupled with high-end furniture delight at this modern beachfront condo in the northern part of Kihei. This Kihei VRBO sleeps up to six guests and comes stocked with beach equipment for your convenience. 

High-quality wood flooring, Italian tiling, and quartz countertops are just a few of the elegant accents this home has to offer. During your stay, you can also make the most of the complex’s grassy lawn, grills, and swimming pool.

  • Bedrooms: 2
  • Sleeps: 6

Rates average $450/night. Click here to book it!


10. Best budget-friendly Sugar Beach rental: Sugar Beach Condo

This quaint two-bedroom condo has a prime location across from Maui’s Sugar Beach and offers nightly bookings at an affordable rate.

Wake up next to one of the island’s most popular attractions at the Sugar Beach Condo. This comfortable space features a fully-stocked kitchen, onsite laundry facilities, and a spacious lanai. There’s also a work desk and high-speed internet available for those who need to take care of work while visiting. 

Guests staying at this Sugar Beach condo can enjoy the pool area with numerous sun loungers, a hot tub, and a picnic area. The property is in northern Kihei, not far from the Maui Ocean Center and Maalaea Harbor.

  • Bedrooms: 2
  • Sleeps: 4

Rates average $175/night. Click here to book it!


This post is contributed by Brittany Varano. Brittany is a freelance travel writer and avid photographer with a love of hiking and solo travel. Originally from Madison, Wisconsin, she fell in love with travel blogging after living and teaching English in South Korea. You can follow her adventures on Instagram or her travel blog lifeofbrit.com, where she shares helpful travel guides and budget tips for solo travel in Asia and beyond.

Looking for more Maui travel inspiration? Be sure to check out some of our other popular Maui travel posts below!

  1. 10 Best VRBOs In Maui For A Perfect Trip To The Valley Isle
  2. Visiting Black Sand Beach At Waiʻānapanapa State Park In Maui
  3. Hiking Twin Falls Maui Waterfall Along The Road To Hana
  4. Sliding Sands to Halemau’u Trail At Haleakalā National Park
  5. Guide To Hiking Waihe’e Ridge Trail In Maui, Hawaii

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