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

4.98 out of 5 average rating, 219 reviews

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

Jun 24 – Jul 1

€ 815 per night
Guest favorite

Home in Kihei

4.96 out of 5 average rating, 384 reviews

Stunning ocean view, heated pool at home by Wailea

Last minute bookings 5 days before arrival, and week long stays are 10% off. Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Aug 21 – 28

€ 620 per night
Guest favorite

Condo in Kihei

4.94 out of 5 average rating, 178 reviews

!!! Deluxe relaxing retreat. !!!

Our unit is just steps away from beautiful Kamaole Beach II. Unbelievable sunsets can be seen nightly from this beach. Non-smoking, on the 2nd floor, bld 3, unit 216. Spacious kitchen fully equipped with stainless steel appliances. A large a/c unit in the lounge, and cable tv. We supply a safe, all linen, bath towels, beach towels, soap, body wash, dish washing cubes, a starter pack of paper towels, toilet rolls, beach chairs and snorkel gear, Free WiFi. All Taxes are included in nightly rates.

Nov 4 – 11

€ 204 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

Guest favorite

Condo in Wailuku. Maui

4.88 out of 5 average rating, 230 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

Jul 28 – Aug 4

€ 221 per night
Guest favorite

Guest suite in Kihei

4.99 out of 5 average rating, 285 reviews

"Dancing Turtle's "Guest Suite"

Jun 5 – 12

€ 314 per night
Guest favorite

Condo in Kihei

4.89 out of 5 average rating, 166 reviews

Beachside Bliss! April Weekends, $152nt

Oct 10 – 17

€ 219 per night
Superhost

Condo in Kihei

4.9 out of 5 average rating, 208 reviews

Gorgeous Getaway on the Beach

Sep 29 – Oct 6

€ 302 per night
Guest favorite

Condo in Kihei

4.9 out of 5 average rating, 296 reviews

Everything you need to enjoy true paradise!

Dec 10 – 17

€ 312 per night
Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 317 reviews

Maui Tranquility - Relax, Unwind & Feel Welcomed!

Jun 12 – 19

€ 238 per night
Guest favorite

Apartment in Kihei

4.94 out of 5 average rating, 105 reviews

Wailea Couples Retreat, 300 FT To Keawakapu Beach

Dec 15 – 22

€ 570 per night
Guest favorite

Apartment in Kihei

4.91 out of 5 average rating, 147 reviews

Stunning Luxury Oceanview Condo

Oct 10 – 17

€ 292 per night
Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 206 reviews

Magnificent remodel with ocean View

Jun 23 – 30

€ 347 per night
Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 140 reviews

Mana Kai 608- Oceanfront Remod, Modern Surf Vibe!

Apr 22 – 27

€ 789 per night
Superhost

Condo in Kihei

4.8 out of 5 average rating, 334 reviews

Tropical Resort Across Beach With Turtles!

Mar 14 – 21

€ 242 per night
Guest favorite

Condo in Kihei

4.87 out of 5 average rating, 148 reviews

The Barefoot Hideaway • •

Jan 31 – Feb 7

€ 214 per night

Kihei home rentals

Guest favorite

Home in Kihei

4.97 out of 5 average rating, 130 reviews

12 Minute Walk to Kam Beach II-Quiet Private Easy

Dec 12 – 19

€ 257 per night
Guest favorite

Home in Kihei

4.87 out of 5 average rating, 130 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

Nov 30 – Dec 7

€ 469 per night
Guest favorite

Home in Kihei

4.92 out of 5 average rating, 127 reviews

Enjoy paradise living at the THERE Maui House!

May 14 – 21

€ 352 per night
Guest favorite

Home in Kihei

4.93 out of 5 average rating, 190 reviews

The Maui Beach Ohana• Prime Location• Maui Vibe

Mar 7 – 14

€ 359 per night
Guest favorite

Home in Kihei

4.96 out of 5 average rating, 204 reviews

South Maui Guesthouse

Dec 25 – Jan 1

€ 616 per night
Guest favorite

Home in Lahaina

4.98 out of 5 average rating, 122 reviews

Private 4bd Home, Walk to Beach

Mar 7 – 14

€ 1,108 per night
Guest favorite

Home in Paia

4.91 out of 5 average rating, 172 reviews

Paia cottage walk to town and beach

Oct 30 – Nov 6

€ 281 per night
Guest favorite

Home in Haiku-Pauwela

4.99 out of 5 average rating, 111 reviews

Charming Hoku Pauwela Breathtaking ocean views!

Jul 14 – 21

€ 554 per night
Guest favorite

Home in Haiku-Pauwela

4.98 out of 5 average rating, 189 reviews

Haiku Hale Aloha

Sep 2 – 9

€ 363 per night
Guest favorite

Home in Haiku-Pauwela

4.97 out of 5 average rating, 214 reviews

Live Like a Local; near Coffee, Road to Hana and Haleakala

Nov 4 – 11

€ 456 per night
Guest favorite

Home in Haiku- Pauwela

4.97 out of 5 average rating, 190 reviews

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)

Jul 5 – 12

€ 450 per night
Guest favorite

Home in Wailuku

4.92 out of 5 average rating, 133 reviews

Gratitude Bed and Breakfast BBWK2022/0001

Jun 28 – Jul 5

€ 330 per night

Kihei villa rentals

Guest favorite

Villa in Wailuku

4.97 out of 5 average rating, 158 reviews

Luxurious 2 BR near I’ao Valley, Haleakala views!

May 28 – Jun 4

€ 477 per night
Guest favorite

Villa in Kihei

4.95 out of 5 average rating, 59 reviews

Walk to the Beach from a Modern Villa with a Patio

Oct 5 – 12

€ 532 per night
Guest favorite

Villa in Lahaina

5.0 out of 5 average rating, 19 reviews

Ground floor, ocean view, updated Kapalua Ridge

Sep 24 – Oct 1

€ 311 per night
Guest favorite

Villa in Lahaina

5.0 out of 5 average rating, 46 reviews

Kapalua Ridge 2915- Sweeping 5 Star Ocean Views

Jul 10 – 17

€ 525 per night
Superhost

Villa in Lahaina

4.86 out of 5 average rating, 42 reviews

Kaanapali Fairway Villa, 3 BR 3 BA

Sep 2 – 9

€ 837 per night
Superhost

Villa in Lahaina

5.0 out of 5 average rating, 13 reviews

April $ Drop ~Platinum Maui Vacations ~Ocean Front

Apr 21 – 28

€ 842 per night
Guest favorite

Villa in Lahaina

5.0 out of 5 average rating, 11 reviews

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Apr 6 – 13

€ 903 per night
Superhost

Villa in Lahaina

4.88 out of 5 average rating, 34 reviews

Ka'anapali Beach Club **OCEAN VIEW 6** MAUI

Apr 7 – 14

€ 316 per night
Guest favorite

Villa in Paia

4.91 out of 5 average rating, 43 reviews

Large Studio @ MangoLani Inn - Paia

Sep 30 – Oct 7

€ 571 per night
Guest favorite

Villa in Lahaina

5.0 out of 5 average rating, 73 reviews

Luana Garden Villa 3D

Nov 8 – 15

€ 1,327 per night
Superhost

Villa in Lahaina

4.83 out of 5 average rating, 36 reviews

Come to Maui -Kapalua Ridge 2B/3B

Jan 31 – Feb 7

€ 769 per night
Superhost

Villa in Lahaina

4.93 out of 5 average rating, 15 reviews

Kapalua Bay Villa 29B4 Oceanfront, Molokai view, s

Oct 18 – 25

€ 852 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.

Frequently Asked Questions

  • How is the weather in Kihei?

    Kihei, Hawaii, experiences a tropical climate with warm weather year-round. Average daytime temperatures hover around 85°F (29°C), dipping slightly during the cooler months. The town is located in Maui's rain shadow, resulting in less rainfall compared to other parts of the island.

  • What are some of the best things to do in Kihei?

    Popular activities in Kihei include snorkeling in Molokini Crater, visiting the Kihei Farmers' Market, and exploring the Kealia Pond National Wildlife Refuge. Additionally, water sports like surfing and paddleboarding are frequently enjoyed on Kihei's beaches.

  • What is the best time of year to visit Kihei?

    The most popular time to visit Kihei is from April to November, with peak tourist season occurring during the summer months. During this period, visitors can explore the Maui Film Festival and the Maui Whale Festival, both celebrated in the area.

  • What are the best places to stay in Kihei?

    Popular areas to stay in Kihei include South Kihei, known for its beautiful beaches and dining spots, and North Kihei, close to the airport and noted for its quieter, more relaxed vibe. Central Kihei is often recommended for its proximity to local shops, restaurants, and parks.

  • What are the best places to visit in Kihei?

    Popular places to visit in Kihei include the Kihei Regional Park, Maipoina Oe Iau Beach Park, and the Kealia Pond National Wildlife Refuge. Art-enthusiasts might appreciate a trip to the East Maui Taro Festival and Maui's Winery.

  • What are some hiking trails in Kihei?

    For hiking enthusiasts, Kihei has several notable trails. These include the Wailea Beach Path for its stunning coastal views and the Keone'e'io The Kings Trail, which takes you through ancient Hawaiian history.

  • What are some family activities to do in Kihei?

    Families visiting Kihei can enjoy activities like swimming and snorkeling at the Kamaole Beach Parks, exploring the Hawaiian Islands Humpback Whale National Marine Sanctuary, or strolling through the Kihei Regional Park.

  • What are some of the best day trip ideas in Kihei?

    Day trip ideas from Kihei often include a drive to Lahaina, a historic whaling village, a visit to Haleakala National Park to catch the sunrise, or a trip to Hana to explore its beautiful waterfalls and beaches.

  • Are there vacation rentals near Kihei's top attractions?

    You're in luck! Stay at the heart of it all with our vacation rentals near Kihei's top attractions. We offer over 6,930 vacation rentals near Coconut''s Fish Cafe, over 7,540 vacation rentals near Fred''s Mexican Cafe - Kihei, and over 7,540 vacation rentals near Cafe O''Lei Kihei, and so much more! Experience the best of Kihei right on your doorstep.

  • What types of vacation rentals are available in Kihei?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kihei. From over 80 house rentals, over 1,910 condo rentals to over 10 villa rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

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