Kihei holiday rentals

We found 5,079 holiday rentals — enter your dates for availability
Discover a selection of 112 homes, 87 apartments and other holiday rentals in Kihei that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, including parking and a TV. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Kihei

Showing deals for:4 Dec - 11 Dec

Private kitchen
Welcome to your tropical oasis! 🌴 Relax in style with stunning views and cozy comfort at our Maui Dream vacation rental. Perfect for unwinding after a day of island adventures!
Pool
Interior
Exceptional
(9 reviews)

Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen

Kihei

7% off
S$3,496
for 7 nights, 1 apartment
S$499 per night
includes taxes & fees
Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen
Maui Sunset resort from beach
Property grounds
living dining area
Sunset viewed from the pool
Exceptional
(107 reviews)

Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six

Kihei

7% off
S$3,630
for 7 nights, 1 apartment
S$519 per night
includes taxes & fees
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
Sugar Beach Resort at night and the air is warm
Watch canoe paddlers and whales from the comfort of home on the comfort
Chef Debbie’s Kitchen
Relax in comfortable surroundings
Exceptional
(142 reviews)

🤙 Sept-Oct-Nov SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

Kihei

7% off
S$3,798
for 7 nights, 1 apartment
S$543 per night
includes taxes & fees
🤙 Sept-Oct-Nov SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
Main bedroom with comfortable King bed and ocean view.
Pool and ocean view from the remodeled rooftop.
Modern and fully-equipped kitchen with induction stovetop for easy meal prep.
Lanai for outdoor dining and with perfect view for turtle or whale watching.
Exceptional
(49 reviews)

Breathtaking Ocean Front Views. Incredible Reviews.

Kihei

7% off
S$9,853
for 7 nights, 1 apartment
S$1,408 per night
includes taxes & fees
Breathtaking Ocean Front Views. Incredible Reviews.
Exterior
Beachfront property
Room
Living area
Exceptional
(46 reviews)

Classic Beachfront Studio Apartment Right On Charley Young Beach

Kihei

7% off
S$2,165
for 7 nights, 1 apartment
S$309 per night
includes taxes & fees
Classic Beachfront Studio Apartment Right On Charley Young Beach
Wailea Golf Course, get your game on!
BBQ areas at the Maui Vista
Maui Vista is popular in affordability and comfort comfortable
Sparkling Pool Area
Wonderful
(51 reviews)

Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"

Kihei

8% off
S$1,850
for 7 nights, 1 apartment
S$264 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Living area looks out to lanai and lush landscaping
Granite countertop, living area
Living area, dining, and kitchen
Dining area, kitchen
Exceptional
(140 reviews)

Kihei, Maui Ground Floor Tropical Getaway - Across street from beach

Kihei

7% off
S$2,286
for 7 nights, 1 apartment
S$327 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Private kitchen
Property grounds
Dining
Living area
Exceptional
(89 reviews)

Breathtaking penthouse ocean view in South Kihei

Kihei

7% off
S$3,478
for 7 nights, 1 apartment
S$497 per night
includes taxes & fees
Breathtaking penthouse ocean view in South Kihei
Room
private pool
entrance for Royal Mauian
ocean and west Maui mountain views from Lanai
Wonderful
(130 reviews)

Top Floor Unit ~ Endless Ocean Views

Kihei

6% off
S$4,400
for 7 nights, 1 apartment
S$629 per night
includes taxes & fees
Top Floor Unit ~ Endless Ocean Views
Living space has LED dimmer lighting in kitchen
Pool
Property grounds
Outdoor dining
Exceptional
(175 reviews)

Tropical garden setting minutes from the beach! Not a high rise!

Kihei

7% off
S$2,352
for 7 nights, 1 apartment
S$336 per night
includes taxes & fees
Tropical garden setting minutes from the beach! Not a high rise!
Tile floor throughout living and bedroom areas. Two rocking chairs for relaxing.
Outdoor dining
Pool, shaded area  and BBQ within steps.
Room
Exceptional
(107 reviews)

Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout

Kihei

7% off
S$3,020
for 7 nights, 1 apartment
S$431 per night
includes taxes & fees
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Living area
Pool
Private kitchen
Living area
Exceptional
(181 reviews)

Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!

Kihei

7% off
S$3,069
for 7 nights, 1 apartment
S$438 per night
includes taxes & fees
Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Living area
Exterior
Great bedroom with king bed
Living area
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

7% off
S$2,191
for 7 nights, 1 apartment
S$313 per night
includes taxes & fees
Oceanview Top Floor Condo, with Internet Access.
Nicely updated living area with kitchen, entry
Try your golf game and one of Maui's terrific Golf Courses
Beautiful Lanai view
Living area with beautiful views from the lanai
Wonderful
(22 reviews)

Pool View from the 2nd floor with the Great Values this Season!!

Kihei

8% off
S$1,981
for 7 nights, 1 apartment
S$283 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
Private kitchen
Interior
Room
Living area
Exceptional
(14 reviews)

Resort Condo near the Beach

Kihei

5% off
S$3,827
for 7 nights, 1 apartment
S$547 per night
includes taxes & fees
Resort Condo near the Beach
Interior
Living area
Our 3 turtles welcome you
Dresser Drawers in bedroom. AC cabinet to the right of TV.
Exceptional
(49 reviews)

Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.

Kihei

7% off
S$5,270
for 7 nights, 1 apartment
S$753 per night
includes taxes & fees
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Interior
Living area
Exterior detail
Private kitchen
Exceptional
(41 reviews)

Kihei 1 Bedroom Beach Condo

Kihei

5% off
S$1,951
for 7 nights, 1 apartment
S$279 per night
includes taxes & fees
Kihei 1 Bedroom Beach Condo
Exterior detail
Interior
Coastal serene decor
Private kitchen
Exceptional
(35 reviews)

Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel

Kihei

7% off
S$4,809
for 7 nights, 1 apartment
S$687 per night
includes taxes & fees
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Living area
Living area
Interior
Pool
Wonderful
(114 reviews)

BEST LOCATION in Kihei! 1BD/1BA by the BEACH! A/C, Clean, Cozy, Wifi, Beach Gear

Kihei

7% off
S$2,416
for 7 nights, 1 apartment
S$345 per night
includes taxes & fees
BEST LOCATION in Kihei! 1BD/1BA by the BEACH! A/C, Clean, Cozy, Wifi, Beach Gear
Beautiful grounds at Maui Sunset with lap swimming pool, hot tub, tennis courts
Maui Sunset Complex in beautiful Kihei next to the ocean.
Dining table. Dishes, pots and pans and utensils provided.
Beautiful grounds at Maui Sunset next to the ocean
Exceptional
(36 reviews)

Spacious Maui Sunset Condo: Steps to BEACH. Pool, Gym, AC & Family Friendly

Kihei

7% off
S$6,209
for 7 nights, 1 apartment
S$887 per night
includes taxes & fees
Spacious Maui Sunset Condo: Steps to BEACH. Pool, Gym, AC & Family Friendly
Dining
Property grounds
Interior
Private kitchen
Very good
(19 reviews)

Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)

Kihei

7% off
S$3,030
for 7 nights, 1 apartment
S$433 per night
includes taxes & fees
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Outdoor dining
Living area
Amazing pool, hot tub, and BBQ amenities
Exterior detail
Exceptional
(126 reviews)

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

Kihei

14% off
S$3,028
for 7 nights, 1 apartment
S$433 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Take in the beachside beauty of Kihei

The beaches and other outdoor surroundings create an inviting atmosphere in Kihei. Well known for its snorkelling, cafes and surfing, this relaxing city won't disappoint. Kaanapali Beach and Wailea Beach are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Kihei

Do you want to discover attractions to see in the area? Travellers enjoy fun activities like snorkelling, swimming and surfing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Kihei has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Maui Nui Golf Club (1.9 mi / 3.1 km)
  • Kaanapali Golf Courses (18.2 mi / 29.3 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (18.2 mi / 29.3 km)
  • Kapalua Golf Club Plantation Course (20 mi / 32.2 km)
  • Kapalua Resort (20.4 mi / 32.9 km)
  • Kahili Golf Course (5.3 mi / 8.6 km)

Exploring the beaches and other natural features in Kihei

Kihei is famous for its breathtaking sunsets, island views and seaside. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Kihei is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (18.5 mi / 29.8 km)
  • Wailea Beach (6.5 mi / 10.5 km)
  • Haleakala National Park (19.6 mi / 31.5 km)
  • Napili Bay (20.5 mi / 33 km)
  • Kihei Regional Park (2.4 mi / 3.9 km)
  • Kamaole Beach Park (3.6 mi / 5.9 km)

Seasonal weather in Kihei

Travellers speak highly of Kihei for its snorkelling and surfing. If you're planning a holiday around warm-weather activities, September, August, July and October are the hottest months to visit, when temperatures average 26°C.

Transport to and around Kihei

The nearest airport is in Kahului, HI (OGG), located 8.3 mi (13.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Kapalua, HI (JHM-West Maui), which is 19.3 mi (31 km) away.

Frequently asked questions

What is the best area to stay in Kihei when booking a holiday rental?
One of the most preferred destinations to choose your holiday rental in Kihei is Wailea. Set up home here and visit its top attractions, including Wailea Beach and Keawakapu Beach North.
What is the most popular type of holiday rental accommodation in Kihei?
The most in-demand types of holiday rentals in Kihei are condos. Ready for more choices? Vrbo has numerous options to match our guests' diverse needs, so you'll see holiday homes in loads of sizes and shapes. The ideal fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday rental in Kihei?
The average price for a holiday rental in Kihei is based on several factors, like length of stay, season and property type. Whether you prefer a sprawling villa with space for extended family or a cosy condo just enough for two, just enter your travel dates to see stays with terrific value.
How much does it cost to rent a beach house in Kihei?
Prices for beach houses in Kihei differ depending on the type and size of the property and when you're travelling. Simply enter your dates of travel into Vrbo and the number of guests to view your holiday rental options and prices. From there you can use our filter tool to narrow your search by nearby activities, amenities, ratings and more.
What are popular rental amenities in Kihei?
When it comes to rental amenities that people look for in Kihei, ski-in/ski-out facilities, a nearby waterfront and tennis are at the top of the list. With Vrbo holiday rentals, there are options to suit your taste and style, whether you're going on a holiday with your partner, your family or even pets.
What are the top attractions for families in Kihei?
Keeping the kiddos entertained during your stay in Kihei is a cinch with these leading family-friendly attractions:
  • Wailea Beach
  • Maui Ocean Centre
  • Kamaole Beach Park
Can I find two-bedroom holiday rentals in Kihei?
Kihei has 1,227 two-bedroom properties to choose from. Experience a holiday home with all the space and comfort you want at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in Kihei?
Whether you want to keep up with the headlines, look over emails or post a pic to social media, there are 1,588 holiday homes with WiFi in Kihei. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Kihei?
The minimum age allowed can vary across properties on Vrbo, so be sure to check the rules of the holiday rental in Kihei you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Kihei for?
It really depends on the Kihei property. To see a list of options offering extended stays, simply enter your travel dates and number of people into Vrbo's search page. You can look forward to having the whole place to yourself, as well as comforts such as a full kitchen, air conditioning and a backyard to run around in. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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