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Vacation rentals in Kihei

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Top-rated vacation rentals in Kihei

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🌈🌴NEW Maui Schooner-2 bedroom condo-AC-pool-beach

Let this Polynesian splendor encapsulate you in its varied outdoor activities and nearby entertainment. Whether you are looking to play golf on the emerald greens of Maui, relax to the setting sun of this South Pacific paradise or search for wildlife in the crystal clear warm waters—the Maui Schooner Resort offers these luxuries and more. The heart of Maui awaits you, so come explore. Entire TWO bedroom condominium with full kitchen.

$125 per night
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Kihei Kai Nani 134 - 100 Yards From Beach -$165

Best price for the best vacation across street from Kamaole 2 beach on Maui. Our condo is available for $165 per day (5 nights minimum) or ($1155/week). The condo is on the ground floor and the third one from the right end of building 12 across the driveway from the pool. The condo complex is not pet-friendly and smoking is restricted to two areas on the property.

$165 per night
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Modern Maui Vista Condo across from Beach in Kihei

Enjoy this entire comfortable condo at Maui Vista with a tropical view, renovated with cool tiled flooring in the living room and wood style flooring in the bedroom, granite countertops in the kitchen and bath areas, and a modern style. ACs both in the living room & bedroom. You'll love the open feel of this space and you'll have a lovely time being within easy walking distance of gorgeous beaches, delicious restaurants, lively bars, vibrant shopping, mesmerizing surfing, and fun activities!

$269 per night

Vacation rentals for every style

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Stay near Kihei's top sights

Photo of Kamaole Beach Park I
Kamaole Beach Park I13 locals recommend
Photo of Maui Brewing Co.
Maui Brewing Co.77 locals recommend
Photo of Kihei Kalama Village
Kihei Kalama Village12 locals recommend
Photo of Blue Water Rafting
Blue Water Rafting8 locals recommend
Photo of Cafe O'Lei Kihei
Cafe O'Lei Kihei84 locals recommend
Photo of Maui Waveriders - Kihei
Maui Waveriders - Kihei11 locals recommend

House rentals in Kihei

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Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
$310 per night
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Hawaiian-style 1 BR Condo - steps from the beach!
$195 per night
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401 Nani Kai Hale**Beachfront**Newly Remodeled!
$244 per night
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Exclusive Beachfront Cottage, Ocean Views, WiFi/AC
$353 per night
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Kihei Hideaway
$145 per night
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Beach Condo Ocean Views & Walk everywhere!
$380 per night
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Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, AC, Wifi, Pool!
$260 per night
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A Piece of Paradise: Private/Pool #BBKM20150003
$175 per night
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GARDEN ROOM, private bathroom, separate entrance
$188 per night
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Spacious one bedroom, King bed, AC/WiFi,
$182 per night
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Stunning Beach Front Views!! - Sugar Beach #PH27
$265 per night
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Enjoy paradise living at the THERE Maui House!
$282 per night

Kihei beachfront vacation rentals

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Stylish Ocean View Condo in the Maui Vista Resort
$259 per night
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204 Punahoa Studio - Oceanfront with A/C
$166 per night
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Renovated Studio Directly Across from Ocean
$125 per night
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WBH D227 - Aloha La'i2 - Oceanfront/1b1b/Wifi/AC/Cable/Pool/Extras
$233 per night
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Fun Updated Ocean View Condo at Maui Vista Resort
$305 per night
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Across from Charlie Young beach.
$140 per night
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Ocean View Condo at the Island Surf bldg in Kihei
$332 per night
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Upgraded And Steps Away From The Best Maui Beach !
$169 per night
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Spectacular Beach View from Relaxing Condo
$173 per night
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Ocean View 1 BR sleeps 4, Steps to the Beach!
$161 per night
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OCEANFRONT Hono Kai / TA-081-709-8752-01
$200 per night
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90° Pacific Ocean View of Waipu’ilani Beachfront
$148 per night

Villa rentals in Kihei

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Ocean View 2 Bedroom Villa Steps To The Beach
$465 per night
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Hale Wai B&B Master Suite
$194 per night
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Luxurious 1BR Near I'ao Valley, Bright and Modern!
$312 per night
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Beach Hideaway 2bedroom/2bath Steps to the Sand with BONUS Family Room
$521 per night
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Kaanapali Beach Club"SCENIC VIEW"
$209 per night
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Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
$720 per night
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Just remodeled!! Corner unit with two lanais.
$195 per night
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Luxury at it's Finest, Truly a Home away from Home
$295 per night
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Contemporary Remodeled Ocean View Villa in Kapalua
$308 per night
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HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
$806 per night
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Luxurious 2 BR near I’ao Valley, Haleakala views!
$425 per night
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Villa 914. Unwind in the quiet luxury of this ocean view, one bedroom / two bathroom villa.
$273 per night

Your guide to Kihei

Introduction

Blessed with six miles of coastline, the beachfront town of Kihei is located in one of the driest and sunniest sections of Maui. It’s a beach lovers’ destination where once-in-a-lifetime sunsets seem to happen daily, affordable shopping and dining options are numerous, and condo rentals are near safe, swimmable beaches like Kamaole Beach Park III that invite underwater exploration with just a mask and snorkel. Kihei is also central to many of the island’s more popular destinations, such as ʻIao Valley, Lahaina, and Maui’s North Shore. Unlike the highly developed and resort-laden Kāʻanapali, Kihei retains a laid-back dose of local flavor, including roadside food stands, farmers’ markets, and families selling homemade wares.


When is the best time to stay in a vacation rental in Kihei?

Like all of the Hawaiian Islands, Maui is both blessed with pleasantly warm weather year-round as well as a variety of microclimates capable of delivering sun, drizzle, and sometimes a deluge of rain in a matter of minutes. The South Shore, Kahului, Kihei, Wailea, and Makena are drier, while the northern end of the island, from Kaanapali toward Kapalua, deliver a greater chance of rain. Pack for daytime temperatures in the mid-70s to mid-80s Fahrenheit, with evening temperatures usually falling between the mid-60s and low 70s across the island.

The only destination warranting special attention is the Haleakalā Visitor Center, situated 9,740 feet atop Haleakalā National Park, where temperatures can drop into the 40s or lower and wind is likely.


What are the top things to do in Kihei?

Road to Hana

If you’re a fan of scenic road trips, this winding 10-hour, 64-mile journey defines “unforgettable,” delivering around 600 hairpin turns, 60 bridges (many one-way), and countless waterfalls along the way. Most visitors will stop in the quaint town of Hana before turning back, but if weather permits, you can take the road less traveled for another 44 miles to complete the entire loop, where the Pools at 'Ohe'o in Haleakalā National Park and the young lava fields of Haleakalā await.

Humpback Whale Watching

If you’re planning to visit Maui between November and May, there’s a good chance you’ll spot North Pacific humpback whales migrating offshore. Whale-watching tours depart from the harbors of Lahaina and Maʻalaea. Those who prefer to stay on land can watch the whales from Maʻalaea Bay. Just remember to bring binoculars for optimal viewing.

Haleakalā Crater

Even if you don’t wake up early enough to watch the sunrise from this spectacular 1 million-year-old, 10,000-foot summit, the 2-hour drive up the mountain from the base of Haleakalā National Park can offer a dramatic four-seasons-in-one-day adventure. Just be sure to bring a jacket or sweatshirt, as high winds and 40-degree Fahrenheit temperatures are not uncommon.

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