
Holiday rentals in Kihei
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Quick stats about holiday rentals in Kihei

Total holiday rentals
Explore 2,970 holiday rentals in Kihei

Verified guest reviews
Over 155,440 verified reviews to help you choose

Family-friendly holiday rentals
1,250 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
2,740 properties feature pools

Rentals with dedicated workspaces
1,290 properties have a dedicated workspace

Wifi availability
2,930 of Kihei holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Kihei rentals

4.8 Average rating
Kihei stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated holiday rentals in Kihei
Guests agree: these stays are highly rated for location, cleanliness and more.

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY ON Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Manager in Maui, Tracy O'Reilly to take amazing care of you!

High-end, On Beach, View Balcony, with Pool & BBQ!
Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

Romantic, Luxury Retreat w/Ocean View-Couples Only
Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Our condo is not suitable for children or infants.

Full Ocean- Full Sunsets- Beaches at Royal Mauiian
Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 18.5% included in final price.

Sweeping Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

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.

Newly Renovated Corner Unit w/ View at Maui Vista
Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

Luxurious Wailea Ocean Vistas
Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful lushness while enjoying a charming well-designed hideaway. We have considered every detail to provide the most effortlessly luxurious stay possible. With beaches nearby and two pools onsite, this island paradise has everything and more.

Maui Oceanfront Penthouse at Nani Kai Hale (609)
Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

Amazing views at Oceanfront Studio
Maui welcomes you! We are so happy you are choosing Maui as your vacation destination. Either you are from here, frequent visitor, or first timer, we are thrilled to have you at our studio. The unit is a remodeled 433 sqft, top floor corner unit with ocean and mountain views. Sunrise can be enjoyed in summer, sunset views in winter. You can enjoy moon rise from Haleakala in summer. The complex has pool, hottub, and BBQ area. Thank you for your consideration.

Pickleball, Saltwater Pool, King Bed, AC, Ground
NO GUEST FEES – We Pay Them (taxes and cleaning still apply)! Escape to paradise at Rainbow Island Retreat! This tropical, professionally designed ground-level condo is perfect for couples, families, or groups of 4. Enjoy extra outdoor space, steps from the saltwater pool, tennis/pickleball courts, and Charley Young Beach across the street. Beach and child gear provided for a comfortable, fun, and memorable stay.

130K Hawaiian Reno on Wailea Blue Golf *Ocean View
BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of WaileaCheck out our other property #201 VRBO (2050379)+#1905 VRBO(1222713) in The Palms we are Super Host with 5 STAR reviews)!! BOOK UP TO 365 DAYS.
Popular amenities for Kihei holiday rentals
Stay near Kihei's top sights
Other great holiday rentals in Kihei

Stunning Ocean Views

Very Comfortable Kamaole Sands Condo Sleeps 4

Kihei Maui Getaway

Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

Beautiful Beachfront Townhouse !

Oceanfront Maalaea Harbor Condo with pool

Only 5 steps to the ocean! Huge summer discounts!
When is the best time to visit Kihei?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 SGD | $340 SGD | $305 SGD | $267 SGD | $254 SGD | $252 SGD | $247 SGD | $232 SGD | $225 SGD | $233 SGD | $256 SGD | $304 SGD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Frequently Asked Questions
What are the best places to stay in Kihei?
Kihei has a range of vacation rentals, condos, and locally owned guesthouses across beachfront and residential neighborhoods. Many visitors look for stays near the coastline to enjoy ocean access, while others explore quieter areas inland for a relaxed atmosphere.
What are the best things to do in Kihei with kids?
Explore sandy beaches for swimming or snorkeling, visit local parks with playgrounds, and check out marine life at the Hawaiian Islands Humpback Whale National Marine Sanctuary. Family-friendly food trucks and small shops create a relaxed, welcoming environment.
What are some of the best things to do in Kihei?
Enjoy snorkeling and paddleboarding along the coastline, explore traditional Hawaiian markets, or visit the Hawaiian Islands Humpback Whale National Marine Sanctuary. Sunset strolls on local beaches and sampling regional cuisine are frequently suggested activities.
How is the weather in Kihei?
Kihei has warm, breezy days year-round, with temperatures typically between 53–76°F (12–24°C). Drier months fall in late spring and summer, while winter brings occasional showers and slightly cooler evenings.
When is the best time to visit Kihei?
Late spring and summer are often recommended for clearer skies and drier weather, making beach and outdoor activities popular. Winter brings mild temperatures, more frequent rain, and seasonal whale watching opportunities.
What are the best places to visit in Kihei?
Many visitors explore the Hawaiian Islands Humpback Whale National Marine Sanctuary, Kihei Regional Park, and colorful farmers markets. Local beaches, with calm waters and golden sand, are also frequently suggested.
What are some hiking trails in Kihei?
Kihei has coastal paths along beachfronts, native plant trails in regional parks, and routes where you might spot local wildlife. Nearby areas feature volcanic landscapes and scenic overlooks for those seeking more adventurous hikes.
What are some family activities we can do in Kihei?
Families often spend time at local parks, swim and snorkel at calm beaches, or take educational tours at the Hawaiian Islands Humpback Whale National Marine Sanctuary. Local gelato shops and oceanfront playgrounds add to the welcoming atmosphere.
What are some of the best day trip ideas from Kihei?
Around Kihei, you can explore upcountry farms, stroll local botanical gardens, or discover small towns known for art and history. Haleakalā National Park is frequently suggested for sunrise experiences and sweeping volcanic views.
Are there any pet friendly accommodations available in Kihei?
Many vacation rentals and condos in Kihei welcome pets, especially in residential neighborhoods near parks and coastal paths. Local beaches and open spaces offer plenty of opportunities for outdoor activities with your dog.
What are some local tips for visiting Kihei?
Pack reef-safe sunscreen, respect traditional Hawaiian customs, and rinse off before entering the ocean to help preserve marine life. Early mornings are often quieter on the beaches, and food trucks can be a good place to try locally rooted flavors.
What is Kihei known for?
Kihei is known for its sunny coastline, frequent whale sightings during certain months, and relaxed beach town ambiance. Locally rooted markets and Hawaiian cultural sites add to its distinct character.
What are the best hidden gems to explore in Kihei?
Discover peaceful neighborhood beaches, small-batch gelato spots, and community-run farmers markets with regional produce. Shaded walking trails near ponds are occasionally mentioned by returning visitors.
What are the best foods to try in Kihei?
Sample poke bowls, fresh-caught fish plates, and shave ice topped with island flavors. Food trucks serve traditional Hawaiian lunches alongside Asian and Pacific-inspired dishes.
What should I bring for a trip to Kihei?
Bring lightweight clothing, sun protection, and sandals for the beach. Reef-safe sunscreen, a reusable water bottle, and a light rain jacket are also useful for changing weather and outdoor activities.
What is the nightlife in Kihei like?
Kihei has a welcoming nightlife with open-air bars, casual music venues, and local restaurants offering evening entertainment. Many spots highlight live Hawaiian music, relaxed social scenes, and coastal views.
What are the most popular events or festivals in Kihei?
Kihei celebrates Hawaiian arts festivals, seasonal farmers markets, and community oceanfront gatherings throughout the year. During winter, events often center on whale watching and local environmental awareness.
Are there family friendly vacation rentals in Kihei?
Many vacation rentals in Kihei are suitable for families, with options that include multiple bedrooms, kitchen facilities, and access to pools or outdoor spaces. Neighborhoods near beaches or parks are often selected by traveling families.
Destinations to explore
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Old Lahaina Luau
- Big Beach
- Black Rock Beach
- Black Sand Beach
- Ka'anapali Golf Courses
- Haleakala National Park
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- Maui Arts & Cultural Center
- KOA Resort
- Hāmoa Beach
- PacWhale Eco-Adventures
- Peahi
- Aston Mahana at Kaanapali
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