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7,103 Kihei Vacation Rentals & Short Term Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Kihei vacation rentals from 12 rental sites including HomeAway, Booking.com, Expedia and more, from $25 a night.

Kihei Information

About Kihei

Book the ultimate tropical getaway with a Kihei short term rental. Kihei is a small territory on Maui’s southwest shore, the sunniest, driest end of the island. Kihei is a coastal area spanning 6 miles of beautiful beaches, offering picturesque views of Kahoolawe, Molokini, Lanai and West Maui. Explore the town’s wonderful warm weather and natural beauty, with its scenic views and lush foliage all-around.

Kihei Neighborhoods

Only 25 minutes away from Kahului Airport, and close to many top destinations, Kihei is an ideal hot spot for your next vacation. Despite its small region, the Kihei community is vibrant and full of energy. Reside in a gorgeous Kihei rental and mingle with some of the friendliest locals around. Popular beach communities include Kalpolepo, Waipuilani and the three beaches of Kamaole.

Things to do in Kihei

Kihei offers endless opportunities for fun. From water adventures to health and wellness, experience the trip of a lifetime in this lovely beach town. You can’t make a visit to Kihei without trying your hand at the top water sports in the area. Take a swim in the crystal-clear blue sea, try your hand at kayaking, or snorkel underwater with the kids to discover colorful sea life, including tropical fish, thriving coral communities, manta rays and ancient sea turtles. During the winter, be sure to catch a humpback whale watching expedition in Maalaea Bay for a magnificent sight. For more recreational activities, go on a jog or bike ride in Kalama Beach Park, adorned with shady lawns and palm trees along its 36-oceanfront acres. Appreciate the surrounding nature with birdwatching and get a glimpse of the flourishing Kealia Pond. Take a trip to town and shop at the many eclectic shops offering floral prints, handcrafted souvenirs, seashell jewelry and more. Visit the local farmers market, fruit stands and restaurants for a taste of the local culture and heritage. Fire up your taste buds with delicious cuisine, fresh seafood, and sweet, organic fruit smoothies and dessert. Keep the night going with the hottest karaoke spots, dance clubs and sports bars, or relax with a spa and massage to ensure a rejuvenating, deep night’s sleep.

Kihei Accommodations

From luxurious condos to beachside cottages only steps away from the sand, select from hundreds of properties to find the perfect getaway for you, whatever your budget and accommodation style. Enjoy a romantic vacation or spend a week with the entire family in true paradise. Book now on Tripping.com and save hundreds!

Vacation Rentals in Kihei

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Kihei offers 7126 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Kihei start at an average price of $284 a night with long-term rentals averaging $7559 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 6413 of Kihei’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 5313 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 6391 vacation home rentals.

Traveling with your dog or cat? Choose from 54 pet-friendly rentals in Kihei that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 12 vacation rental sites in Kihei where the top providers in that area are HomeAway, Booking.com, and Expedia. There are 3859 HomeAway rentals, 914 Booking.com short term rentals and 869 Expedia vacation rentals.