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Kihei vacation rentals

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Top-rated vacation rentals in Kihei

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Kihei
Luxury Cottage, Saltwater Spa, Walk to Beach/Dining/Shops
Slip into a saltwater hot tub on a private deck with a cocktail and good company. The surrounding palm trees and stars above will surely add to the romantic moment. Rinse off under a warm outdoor shower, then retreat indoors to a stylish love nest. LOCATION, LOCATION, LOCATION Located in the heart of sunny South Kihei near the famous Kamaole sandy beaches. 10-minute walk to just about everything: - Kalama Beach Park (playground, tennis, volleyball, basketball, and more) - Over 23 restaurants, coffee shops, and bars - Shops, boutiques, open air markets - Farmers market and grocery store - The Cove Beach Park (paddle boarding and beginner surfing) - Kamaole Beach Park 1, 2, 3 (Kam 1 is a 20-min walk. All beaches within a 5-minute drive) Quick Drive (15-20 minutes): - Famous Makena Beach, Wailea and world class golf courses - Airport Stroll in cute little shops while trying some local shave ice. You will love Maui's most unique shopping and dining experience at Kihei Kalama Village with great places to eat and over 40 vendors and boutiques. At the south side of Kalama Beach, you will find Cove Park where you can take surfing lessons or try stand up paddle boarding. Walk beyond Cove Park and you find Charley Young beach which is part of the famous Kamaole beaches. In the morning, walk to the end of the street for coffee at Belle Surf Cafe or 5 minutes farther to the Lava Java Coffee Roasters and enjoy your coffee at the beach. During the early evening, you can relish sushi during Happy Hour at Sansei within a few minutes of the house or enjoy the gorgeous sunsets at the beach. PRIVATE OUTDOOR LIVING IN A TROPICAL SETTING - Lounging space in either deck or in a covered lanai - Weber Gas Grill - Salt water hot tub - Fully fenced tropical garden and lawn (yoga, croquet on the grass) Tropical outdoor living area for sunning, reading a book in the shade, connecting with someone close, grilling, or relaxing in the hot tub. AMENITIES - All-Clad gourmet cookware and kitchen tools - Induction range - 65-inch 4k OLED TV for the living room and 40-inch TV in the bedroom - WI-FI (high speed and easy to work from here, download 200 mb/sec, upload 20 mb/sec) - Books, games - many toiletry items provided The house includes island style furniture with a full kitchen that will delight a chef. High end cookware and kitchen tools like Henckel knives, French press, coffee grinder, a comprehensive spice rack, and a Vitamix blender. Make delicious Hawaiian smoothies from farmers market at the end of our street. 5-star luxury resort Queen mattress (Sealy Optimistic Plush Foam) with 400+ thread count pima cotton sheets and down comfortable assures a good night’s sleep. FOR THE BEACH Beach chairs, umbrellas, towels, boogie boards, coolers, ice packs, and snorkel gear provided. Lots of extras as well. We also have tennis rackets and balls for the park. Room rate includes: Hawaii Taxes (General Excise 4.166%, Accommodation: 10.25%) Private, keyless entrance to your free-standing cottage surrounded by a fenced garden paradise. Free off-street parking. Guests can call, text, or email us with any needs or questions they may have. Our housekeeper and our maintenance person live just down the street and can be at the house within 5 minutes for any urgent items. The house is right where the action is—the park, beach, restaurants, shops, and fresh market are all close by. Walk down the street to a friendly cafe for breakfast. Stroll along the shore watching carefree turtles and determined surfers. Walking around is great, but we still recommend a car. Car rental available at airport or locally in Kihei. A public bus stop is located about 5-7 minute walk from the house. Maui County approved vacation rental: Short Term Rental Permit STKM 2014 / 0001, Tax ID 085 / 245 / 5424 / 01
Jan 28 – Feb 4
$750 per night
Guest favorite
Condo in Kihei
Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.
Jul 19 – 26
$509 per night
Superhost
Condo in Kihei
Coastal Luxury Right On World-Famous Sugar Beach!
Welcome to SUGAR BEACH SHANGRI-LA - your stylishly luxe coastal-tropical oasis located right on world-famous Sugar Beach! Enjoy miles and miles of powdery sand literally steps away from your 1BR/2BA pied-a-terre. The beach is your backyard - no driving needed! You'll be on the quiet side of Kihei - very peaceful and relaxing! However, you can have the best of both worlds because getting to the action-packed part of Kihei with all the cafes, bars & shops is only a 5 minute drive.
Mar 31 – Apr 7
$233 per night

Popular amenities for Kihei vacation rentals

Stay near Kihei's top sights

Kihei Kalama Village37 locals recommend
Maui Coast Hotel7 locals recommend
Kamaole Beach Park I31 locals recommend
Maui Sunset5 locals recommend
Kihei Caffe185 locals recommend
Nalu's South Shore Grill151 locals recommend

Kihei beach vacation rentals

Superhost
Condo in Kihei
Condo Steps from the Beach
Jan 12 – 19
$165 per night
Guest favorite
Condo in Kihei
Sugar Beach Resort Beach / Ocean Front Unit 426
Jan 5 – 12
$425 per night
Guest favorite
Condo in Kihei
Everything you need to enjoy true paradise!
Dec 4 – 11
$278 per night
Superhost
Condo in Kihei
Gorgeous Getaway on the Beach
Dec 10 – 17
$263 per night
Guest favorite
Condo in Kihei
Cozy Beach Condo Ocean & Mountain View’s
Jan 28 – Feb 4
$278 per night
Superhost
Apartment in Kihei
OCEANFRONT, Prestigiously REMODELED Chic Condo**
Aug 27 – Sep 3
$649 per night
Guest favorite
Apartment in Kihei
Quiet Studio, Great location across from beach
Oct 12 – 19
$125 per night
Guest favorite
Condo in Kihei
Mana Kai 608- Oceanfront Remod- Modern Surf Vibe!
Apr 19 – 26
$695 per night
Guest favorite
Apartment in Kihei
Stunning Luxury Oceanview Condo
Oct 4 – 11
$251 per night
Guest favorite
Condo in Kihei
“Paradise Views” Menehune Shores, Kihei, Maui
Apr 2 – 9
$329 per night
Guest favorite
Condo in Kihei
160KReno-Stunning Palms in Wailea Condo-Beach/Golf
Nov 1 – 8
$300 per night
Superhost
Condo in Kihei
Oceanfront Maui Condo with a Fantastic Ocean View
Apr 15 – 22
$359 per night

Kihei home rentals

Guest favorite
Home in Kihei
Stunning ocean view, heated pool at home by Wailea
Aug 8 – 15
$473 per night
Guest favorite
Home in Kihei
Spacious one bedroom, King bed, AC/WiFi,
Jul 28 – Aug 4
$153 per night
Guest favorite
Home in Kihei
Enjoy paradise living at the THERE Maui House!
Jun 8 – 15
$315 per night
Guest favorite
Home in Kihei
12 Minute Walk to the Sand - Quiet Private Easy
Sep 16 – 23
$220 per night
Guest favorite
Home in Kihei
Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
Dec 9 – 16
$379 per night
Guest favorite
Home in Kihei
South Maui Guesthouse
Sep 30 – Oct 7
$447 per night
Superhost
Home in Kula
Kula Jewel - Pool, Hot Tub & Awesome Views!
Feb 14 – 21
$280 per night
Superhost
Home in Kihei
Luxury Grand Ocean Views & Walk everywhere!
Oct 3 – 10
$536 per night
Superhost
Home in Kihei
Whales and sunsets, front row seats every day!
Nov 6 – 13
$800 per night
Superhost
Home in Kihei
Luana Kai C209
Oct 25 – Nov 1
$180 per night
Superhost
Home in Kihei
Charming Beach Front Cottage in Kihei!
Nov 5 – 12
$695 per night
Guest favorite
Home in Kihei
Dreamy Indoor-Outdoor Living Opposite of a Beach
May 17 – 24
$987 per night

Kihei condo rentals

Guest favorite
Condo in Kihei
Romantic, Luxury Condo with Spectacular Ocean View
Sep 6 – 13
$410 per night
Guest favorite
Condo in Kihei
Maui Dream Place at Maui Kamaole G-209, Ocean View
Oct 22 – 29
$497 per night
Guest favorite
Condo in Kihei
Magnificent remodel with ocean View
Jan 27 – Feb 3
$263 per night
Superhost
Condo in Kihei
Mana Kai Maui - Beachfront Condo in Kihei
Sep 12 – 19
$500 per night
Guest favorite
Condo in Kihei
2 Bed/2 Bath directly across from Ocean
Nov 15 – 22
$150 per night
Guest favorite
Condo in Kihei
Tropical Resort Across Beach With Turtles!
Aug 31 – Sep 7
$179 per night
Guest favorite
Condo in Kihei
Newly remodeled unit near the best beach in Kihei.
Nov 29 – Dec 6
$266 per night
Guest favorite
Condo in Kihei
Spacious Unit in Aston Maui Hill w/ Netflix&more
Jan 23 – 30
$227 per night
Guest favorite
Condo in Kihei
Upscale Condo. Just 3 Min Walk to Toes in the Sand
Sep 24 – Oct 1
$300 per night
Guest favorite
Condo in Kihei
Oceanfront, Beautiful View, Newly Renovated!
Sep 8 – 15
$249 per night
Guest favorite
Condo in Kihei
Oceanfront Condo on magic Sugar Beach - Ocean View
Jul 14 – 21
$215 per night
Guest favorite
Condo in Kihei
Toast the Sunset in a Dreamy Island Penthouse Loft
Aug 16 – 23
$462 per night

Quick stats about vacation rentals in Kihei

Total rentals

2.6K properties

Rentals with dedicated workspaces

860 properties have a dedicated workspace

Rentals with a pool

2.4K properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

960 properties are a good fit for families

Total number of reviews

117K reviews

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.


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.


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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