Kihei vacation rentals

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Top-rated vacation rentals in Kihei

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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

Mar 26 – Apr 2

G$177,544 GYD per night

Guest favorite

Condo in Kihei

5.0 out of 5 average rating, 136 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom are newly remodeled with maple cabinets and elegant granite counter tops. There is a very comfortable king size bed, a well-stocked kitchen, central AC, bamboo floors throughout, and a washer / dryer. The Condo is owned and maintained by Maui residents.

Mar 29 – Apr 5

G$90,471 GYD per night

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 139 reviews

1-Bedroom Tropical Getaway, Kihei Bay Vista

You home away from home in Maui! Kihei Bay Vista is steps away from white sand beaches while still conveniently located near shops, restaurants, and transportation; 5 mins. in any direction. This 1-bdrm unit is a newly converted rental and shows pride of ownership. Kihei Bay Vista is known as the choice for many returning Maui vacationers due to its quiet low key ambiance yet resort-like amenities, with pool, jacuzzi, bbq area, and private lanai for hanging out and enjoying the breeze.

Jun 25 – Jul 2

G$42,744 GYD per night

Guest favorite

Townhouse in Kihei

4.79 out of 5 average rating, 281 reviews

Kihei Bay Surf #149 / HI Taxes included in price

Kihei Bay Surf #149 is a first floor studio with patio and grass area. The unit is located across the street from the State Beach and the National Humpback Whale Sanctuary. Quiet split system A/C (no noisy window unit) 55 inch Samsung TV, DVD, Wireless and wired internet. Full Kitchen with all amenities. In addition, there is a large pool, hot tub, tennis court and gas grills in the pool area for your use. Free parking and no additional resort fees or taxes are added to your daily rate.

Jun 29 – Jul 6

G$39,611 GYD per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 944 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Mar 17 – 24

G$32,746 GYD per night

Superhost

Condo in Kihei

4.86 out of 5 average rating, 180 reviews

Your Island Home - KBS

LAHAINA IS CLOSED BUT MAUI IS OPEN Newly remodeled! This corner unit is conveniently located across Kalepolepo Beach Park, & the Humpback Whale Sanctuary. Ideal for couples, a small family or a group of friends. The condo has a queen bed, queen sleeper sofa, full kitchen, bath & walk-in shower. You are minutes away from restaurants, shopping & groceries. Parking is located in front of the condo, air conditioned, and free wifi. Kick back, relax & enjoy what the Valley Isle has to offer.

May 18 – 25

G$38,657 GYD per night

Guest favorite

Condo in Kihei

4.99 out of 5 average rating, 128 reviews

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.

Jun 7 – 14

G$88,740 GYD per night

Superhost

Condo in Kihei

4.91 out of 5 average rating, 217 reviews

Island Industrial Designer Studio, Steps to Beach!

Our Island Industrial studio is one of three newly renovated studio suites we have created for our guests to enjoy. Located at the Kihei Bay Surf, steps to the beach and just 20 minutes from the airport, our Island Industrial studio provides a clean and modern space. Like our other two units, this suite is designed for two with a queen sized bed and comes equipped with everything you would need to feel right at home. Welcome to your home away from home. We hope you stay awhile.

Apr 29 – May 6

G$44,711 GYD per night

Guest favorite

Condo in Kihei

4.89 out of 5 average rating, 166 reviews

Beachside Bliss! GetawayApril Sat Sun nts, $130nt

This is it! April, $130, May $149 Weekly discounts. Amazing! Relaxing, chill vibe, quiet, convenient, resort amenities. 80 steps to beach. Super clean and comfortable. 5* reviews, Superhost. Enjoy Hana, Crater, and Hikes in quieter times. Our cozy, spacious corner unit overlooks tropical plantings. Full kitchen. Historical Kings Pond, turtles, sunsets, and 14 miles of beach across the street. Large pool, hot tub, bbq, tennis ct. Pickleball 5 min. walk.

Nov 13 – 20

G$38,656 GYD per night

Guest favorite

Condo in Kihei

4.85 out of 5 average rating, 308 reviews

1 minute to Beach & Downtown! Remodeled XL Apt!

In Downtown Kihei AND across the street from the sand! The world famous Kihei beaches are literally at your backyard! Everything is literally within walking distance! Entire place with free parking! 1 min walking distance to beach, supermarkets, restaurants, bars, post office and also night market (last Friday night every month) ! 30 min to Lahaina, 15 min to Wailea, and 15 min to Kahului where airport, Costco, Target and Walmart is at.

Oct 7 – 14

G$45,298 GYD per night

Guest favorite

Condo in Kihei

4.87 out of 5 average rating, 373 reviews

Steps to Maui's Charley Young Beach, Condo Apt #2

This cozy one-bedroom one-bathroom plus living room, ground-floor apartment is a one minute walk from one of Kihei's best beaches- Charley Young beach. Recently decorated and renovated with a casual island style feel. The space also features a private patio that faces West for quiet views of sunset skies toward the ocean. We hope you will love this treasure of a unit!

G$33,840 GYD per night

Superhost

Apartment in Kihei

4.83 out of 5 average rating, 470 reviews

Hawaiian Paradise Escape Across Street from Beach

We are centrally located on the island and directly across the street from several lovely beaches. Our unit is on the first floor of a two story complex. This studio is in a very quiet and peaceful location over looking the central courtyard just steps from the beach. Price includes tax. ** Hawaii Tax I.D. TA and GE posted in unit**.

G$29,036 GYD per night

Vacation rentals for every style

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Popular amenities for Kihei vacation rentals

Laptop-friendly workspace

Stay near Kihei's top sights

Kihei Kalama Village37 locals recommend

Maui Coast Hotel7 locals recommend

Kamaole Beach Park I31 locals recommend

4.9 out of 5 average rating, 211 reviews

Cozy Central Kihei Condo

Aug 12 – 19

G$41,405 GYD per night

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Kihei home rentals

Guest favorite

Home in Kihei

4.97 out of 5 average rating, 132 reviews

12 Minute Walk to Kam Beach II-Quiet Private Easy

Dec 11 – 18

G$50,060 GYD per night

Guest favorite

4.91 out of 5 average rating, 176 reviews

Paia cottage walk to town and beach

Mar 27 – Apr 3

G$59,035 GYD per night

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Kihei villa rentals

Guest favorite

Villa in Wailuku

4.91 out of 5 average rating, 189 reviews

Luxurious 1BR Near I'ao Valley, Bright and Modern!

Mar 29 – Apr 5

G$88,291 GYD per night

Guest favorite

Villa in Kihei

4.93 out of 5 average rating, 71 reviews

Ocean View 2BR Villa Steps To The Beach

Oct 24 – 31

G$146,730 GYD per night

Superhost

Villa in Lahaina

4.86 out of 5 average rating, 44 reviews

Kaanapali Fairway Villa, 3 BR 3 BA

Jan 29 – Feb 5

G$168,713 GYD per night

Superhost

Villa in Lahaina

4.89 out of 5 average rating, 37 reviews

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

May 11 – 18

G$71,276 GYD per night

Superhost

Villa in Wailea-Makena

5.0 out of 5 average rating, 4 reviews

Ocean View XL Top Floor Remodeled/Redecorated!

Apr 23 – 30

G$210,169 GYD per night

Guest favorite

Villa in Paia

4.91 out of 5 average rating, 43 reviews

Large Studio @ MangoLani Inn - Paia

Nov 26 – Dec 3

G$107,945 GYD per night

Guest favorite

Villa in Lahaina

5.0 out of 5 average rating, 26 reviews

KLVR presents Honua Kai Resort, Luana Villa 6B

Apr 22 – 29

G$148,919 GYD per night

Guest favorite

Villa in Lahaina

5.0 out of 5 average rating, 11 reviews

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

G$150,401 GYD per night

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Quick stats about vacation rentals in Kihei

Total rentals
2.6K properties
Rentals with dedicated workspaces
900 properties have a dedicated workspace
Rentals with a pool
2.4K properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
980 properties are a good fit for families
Total number of reviews
121K 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 7,540 vacation rentals near Fred''s Mexican Cafe - Kihei, over 7,540 vacation rentals near Cafe O''Lei Kihei, and over 6,950 vacation rentals near Coconut''s Fish Cafe, 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 1,890 condo rentals, over 10 villa rentals to over 100 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

Kihei vacation rentals

Top-rated vacation rentals in Kihei

Vacation rentals for every style

Cottages

Apartments

Houses

Popular amenities for Kihei vacation rentals

Stay near Kihei's top sights

Other great vacation rentals in Kihei

Condo in Kihei

Condo in Kihei

Condo in Kihei

Condo in Kihei

Condo in Kihei

Apartment in Kihei

Apartment in Kihei

Apartment in Kihei

Kihei home rentals

Home in Kihei

Home in Kihei

Home in Kihei

Home in Kihei

Home in Kihei

Home in Kihei

Home in Kihei

Home in Paia

Kihei villa rentals

Villa in Wailuku

Villa in Kihei

Villa in Lahaina

Villa in Lahaina

Villa in Wailea-Makena

Villa in Paia

Villa in Lahaina

Villa in Lahaina

Quick stats about vacation rentals in Kihei

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Your guide to Kihei

Introduction

The best time to stay in a vacation rental in Kihei

Top things to do in Kihei

Road to Hana

Humpback Whale Watching

Haleakalā Crater

Frequently Asked Questions

How is the weather in Kihei?

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

What is the best time of year to visit Kihei?

What are the best places to stay in Kihei?

What are the best places to visit in Kihei?

What are some hiking trails in Kihei?

What are some family activities to do in Kihei?

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

Are there vacation rentals near Kihei's top attractions?

What types of vacation rentals are available in Kihei?

Destinations to explore