Discover a selection of 4,000 vacation rentals in Kihei, HI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $139 per night, and houses and condos are popular options for a stay in Kihei. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Kihei
Destination guide

Family fun at Kihei vacation home rentals

Looking for gorgeous beaches, endless sunshine and price tags that don't break the budget? Welcome to Kihei, one of Maui's best kept secrets. The lively resort lures vacationers with golden sand, family-friendly vibes and world-class whale watching. Not to mention a sumptuous lineup of salad bars, organic cafes and seafood restaurants. Wash it down with sunset cocktail bars and tropical tiki lounges – or, if you prefer, a serving of rainbow-hued Hawaiian shaved ice. Whether you're planning a family getaway or a romantic break, breezy Kihei vacation rentals provide an ideal setting for Hawaiian escapes.

Things to do

Places to visit near your Kihei summer rental

While Kihei's gorgeous beaches steal the spotlight, there's plenty on offer for landlubbers. Now listed on the National Register of Historic Places, the Kalepolepo Fishpond offers a glimpse at Hawaii's ancient roots. Feeling drained after a day in the sun? Pouring over 20 island-inspired brews, the Maui Brewing Co is guaranteed to quench your thirst. Sip on something you like? Why not stock up and enjoy private tasting sessions on the deck of your Kihei vacation rentals villa?


Activities near Kihei vacation homes

Kihei is prime beachcombing territory, so leave your sandals at home and spend a few hours exploring the shoreline. Kihei vacation rentals put you just steps from 6 miles of pristine sand, which means that morning yoga, sandcastle building competitions and sunset strolls are always on the cards. For a lively scene, head to Kalama Beach Park, a postcard-perfect stretch of sand fringed by emerald-green lawns and swaying coconut palms. Along with swimming and surfing, Kihei also offers kaleidoscope snorkeling, just offshore. You can also sign up for whale-watching tours, dolphin cruises and charter fishing trips.


Local weather for your stay in Kihei vacation homes

Kihei is one of Hawaii's sunniest destinations, with an average of 276 clear days per year. This means that you're pretty much guaranteed beach-worthy weather. Peak periods include the Christmas holidays and the US summer school break. Winter is prime whale-watching season, with Kihei throwing events like World Whale Day. Spring and fall are both the cheapest and quietest times to visit Kihei. Crowds taper off, the weather remains sultry and, of course, there's every chance of sunshine.

Natural features

Meet Kihei's gentle marine giants

For fiery sunsets, head to Keawakapu Beach, a secluded stretch of sand just south of Kihei. Offshore is an artificial dive reef brimming with colorful coral, tropical fish and sea turtles. During winter, Keawakapu Beach is a great place to spot breaching humpback whales. You'll also get incredible views from the oceanfront platform in front of the Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters. Alternatively, snag a waterfront Kihei vacation rental condo. Needless to say, breaching humpbacks will quickly elevate your morning coffee to the next level.


Best beaches near Kihei vacation homes

Kihei boasts stunning beaches for sunbathing and swimming. Vacation homes are available near places like Charley Young Beach, a park and beach with kid-friendly tide pools and native turtles, and Kamaole Beach Park, a scenic park with a sandy beach, calm swimming waters, and sea turtles. Cove Beach Park, a cozy beach with picnic areas, BBQ pits, and sports courts, is another highlight.

How to get there

Transportation to and around Kihei

The nearest airport is in Kahului Airport (OGG), located 8.3 mi (13.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into West Maui Airport (JHM), which is 19.3 mi (31 km) away.

Good for couples

Romantic vacation homes in Kihei

Couples flock to Kihei for all the idyllic outdoor spaces and unique attractions. Vacation rentals can be found near romantic places like Māʻalaea Bay, a scenic beach with sunset views and breaching whales, and Island Art Party, an upbeat spot for painting classes in a festive setting. You could also visit Kealia Pond National Wildlife Refuge, a natural wetland area with exotic birds and a boardwalk to view wildlife.

What are the top vacation rentals in or near Kihei?

Whether you're organizing an adventurous break with pals or a romantic rendezvous with your sweetheart, one of these top vacation rentals in Kihei is sure to entice you:

  • Amazing Ocean View, Top Floor, Across St From Beach: If you're searching for somewhere in Maui County with 1 bedroom and plenty of style, this getaway will tick your boxes. Amenities include an ice maker and high-speed internet services.
  • Kihei Oasis Permitted Private Home 1: Located in Maui County, this popular getaway has 3 bedrooms and plenty of handy amenities. A fridge and a heated pool are just a couple you'll find here.

For even more great options, use the search bar at the top of the page to find the perfect Kihei vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Kihei?

There's nothing better than a quick break to reenergize your batteries. Pack your overnight bag and settle into one of these irresistible weekend getaways in and near Kihei:

  • Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W is an outstanding option around 19 miles northwest of the center of Kihei. You'll never have to wander far to find a memorable experience around this retreat. Get out and discover Lava Fields and Keawakapu Beach. Activities like a living room and an ice maker will nicely cap off your mini break.
  • Alternatively, enjoy a more leisurely pace of life at Kihei Oasis Permitted Private Home 1. About 0.1 miles south of Kihei, activities around here include an in-room safe and games. Rather go sightseeing? Find time for Wailua Peninsula Lookout and Aliʻi Kula Lavender.

What are the best romantic weekend getaways in or near Kihei?

Nothing says "I love you" quite like a romantic weekend trip. If you're longing to spend a couple of relaxing evenings away with your partner, we've got some romantic getaways in and around Kihei that will set your hearts aflutter:

  • Put on some mellow music and slow dance the nights away at Amazing Ocean View, Top Floor, Across St From Beach. Around 3 miles from Kihei, this property has all you need for a romantic getaway, including golf and a heated pool.
  • Another option where you can spend a few glorious days together is Upcountry Kula - Private House On The Slopes Of Haleakala. Located 10 miles from Kihei, outdoor furniture and a dining table add to the ambiance here.

What's the best place to stay if you're looking to rent a house for a weekend in or near Kihei?

If you've been feeling a bit flat, the quickest cure is a healthy dose of vitamin "sea." Wailea Beach in Wailea has some comfy rental houses to suit every budget and style. A weekend away at this favorite coastal destination 9 miles to the south of Kihei will invigorate and revitalize you in a flash.

What are the best large group vacation rentals in or near Kihei?

Big groups mean big fun. They also mean finding a place that'll comfortably fit your whole gang. Browse our large group vacation rentals in or around Kihei and get everyone together under the one roof:

  • You'll have plenty of room to spread out at Island View - 2 Bedroom - Marriott's Maui Ocean Club: Lahaina - Marriott's Maui Ocean Club. Around 18 miles northwest of Kihei, this generously sized property has 2 bedrooms and sleeps up to 15 guests. It comes with a host of amenities, including a nearby waterfront and coffee and tea making facilities.
  • Invite as many as 15 of your friends to Island View - 2 Bedroom - Marriott's Maui Ocean Club: Lahaina - Marriott's Maui Ocean Club and fill its spaces with laughter and love. This option has 2 bedrooms and is around 18 miles to the northwest of Kihei. It's packed with features to keep large groups comfortable, such as a nearby casino and a TV.

What are the best houses for rent with a pool in or near Kihei?

A pool is often a must-have amenity when deciding where to stay on vacation, especially if you've got kids in tow. Browse these houses with a pool in or near Kihei and spend your days splashing around:

  • Pack your swim gear and book a few days at Upcountry Kula - Private House On The Slopes Of Haleakala. There are also lots of other convenient amenities here, including a highchair and an iron and ironing board.
  • Otherwise, recharge your batteries at Family - Friendly Housewalk To Beach. Along with an invigorating pool, you'll also have use of a nearby marina and a washing machine.

Kihei has a tropical rainforest climate, with average summertime temperatures hovering between 75 ºF and 80 ºF. But there's no need to wait until summer to visit! Check out the search bar at the top of the page and adjust the filters to find the ideal Kihei vacation rental and organize your getaway for whenever you like.

What are the best large family vacation rentals in or near Kihei?

A family get-together should be a memorable one. Whether you're planning a getaway with the kids or a party with relatives, Vrbo's large family vacation rentals in or near Kihei offer a home away from home with ample space for everyone:

  • Sleeping up to 8 guests in 4 bedrooms, Family - Friendly Housewalk To Beach is the perfect place for some family time. This top-rated getaway is 3 miles to the south of Kihei and has amenities that include a washing machine and a smart TV.
  • Another top option is Ocean View, Close To Beach And Pool. This vacation rental is 7 miles south of Kihei and features a sauna, WiFi and more. With 3 bedrooms accommodating up to 10 people, don't worry about leaving anyone off your invitation list.

If you'd love to sightsee, there are loads of family-friendly attractions nearby to put on your wish list. Maui Ocean Center, Hawaiian Islands Humpback Whale Sanctuary Visitor Center and Maui Fish Pipe are great places to start.

Are there one-bedroom vacation rentals in or near Kihei?

Absolutely. There are plenty of one-bedroom vacation rentals in or near Kihei. If you only need a small space, one of these popular properties might suit you perfectly:

  • Consider High End Remodel Luxury Direct Oceanfont Condo Unit 233easy Access To All, a great centrally located one-bedroom vacation property. A hair dryer and an in-room safe are just a few of the useful inclusions here.
  • Intimate Setting - Units Surround Central Courtyard is another charming one-bedroom escape also a stone's throw from the center. When you're not out exploring the top attractions in the area, make use of WiFi, shopping and more.

Can I find two-bedroom vacation rentals in or near Kihei?

At Vrbo, we've got vacation rentals in or near Kihei to suit everyone's needs. Here are some of our favorite two-bedroom options for you to consider:

  • Providing amenities like spa and beauty services and an ice maker, August/sept Special Enjoy Summer In Paradise has everything you need for a superb stay. Settle in and then venture out and explore the surrounding area.
  • Oceanfront 2/2, Outstanding View is another comfy two-bedroom place. It provides a washing machine, WiFi and lots more.

What are the best three-bedroom vacation rentals in or near Kihei?

You could easily fit a small crowd into the three-bedroom wonders available on Vrbo. If you're traveling with your family, have a look at these options in or near Kihei:

  • Reserve a few nights or more at Kihei Oasis Permitted Private Home 1. With amenities like an in-room safe and a heated pool, this spacious stay will make everyone feel right at home.
  • Ocean View Home On Beautiful Sugar is another excellent option that features three bedrooms. A living room and nearby museums are just a couple of things that will help make your stay here even more pleasant.

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