Kihei holiday rentals

We found 5,065 holiday rentals — enter your dates for availability
Discover a selection of 113 homes, 86 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:11 Dec - 18 Dec

Step into tranquility! 🌿 Our building's serene atrium invites you to relax amidst lush greenery and natural beauty. Perfect for a peaceful moment before your island adventures!
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!
Interior
Pool
Exceptional
(9 reviews)

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

Kihei

7% off
S$3,453
for 7 nights, 1 apartment
S$493 per night
includes taxes & fees
Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen
Koi Pond
Lanaii
Bedroom 2
Pool
Exceptional
(68 reviews)

Kihei Maui Beach house - On the water

Kihei

7% off
S$9,879
for 7 nights, 1 home
S$1,411 per night
includes taxes & fees
Kihei Maui Beach house - On the water
Modern and fully-equipped kitchen with induction stovetop for easy meal prep.
Pool and ocean view from the remodeled rooftop.
Lanai for outdoor dining and with perfect view for turtle or whale watching.
Drone shot of the Royal Mauian nestled between Kam 1 and Kam 2 beaches.
Exceptional
(49 reviews)

Breathtaking Ocean Front Views. Incredible Reviews.

Kihei

7% off
S$9,918
for 7 nights, 1 apartment
S$1,417 per night
includes taxes & fees
Breathtaking Ocean Front Views. Incredible Reviews.
Relax in comfortable surroundings
Watch canoe paddlers and whales from the comfort of home on the comfort
Chef Debbie’s Kitchen
Pool
Exceptional
(142 reviews)

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

Kihei

7% off
S$3,714
for 7 nights, 1 apartment
S$531 per night
includes taxes & fees
🤙 Sept-Oct-Nov SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
Hale Wailana Resort building
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Kitchen fully updated
Living area to kitchen and entry
Excellent
(92 reviews)

Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Kihei

8% off
S$2,725
for 7 nights, 1 apartment
S$389 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Maui Vista is popular in affordability and comfort comfortable
BBQ areas at the Maui Vista
Terrific Maui Vista!!
Sparkling Pool Area
Wonderful
(51 reviews)

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

Kihei

8% off
S$1,978
for 7 nights, 1 apartment
S$283 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Bedroom
This is the view from the unit.
Pool & BBQ overlook the beach
Kitchen
Excellent
(156 reviews)

Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei

Kihei

5% off
S$2,380
for 7 nights, 1 apartment
S$340 per night
includes taxes & fees
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
Living area looks out to lanai and lush landscaping
Granite countertop, living area
Dining area, kitchen
Community swimming pool on property
Exceptional
(140 reviews)

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

Kihei

7% off
S$2,272
for 7 nights, 1 apartment
S$325 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Beautiful views from rooftop terrace
private pool
entrance for Royal Mauian
Room
Wonderful
(130 reviews)

Top Floor Unit ~ Endless Ocean Views

Kihei

6% off
S$4,190
for 7 nights, 1 apartment
S$599 per night
includes taxes & fees
Top Floor Unit ~ Endless Ocean Views
Walk to the beach or sit on the lanai and enjoy the view.
Outdoor dining
Tile floor throughout living and bedroom areas. Two rocking chairs for relaxing.
Pool, shaded area  and BBQ within steps.
Exceptional
(108 reviews)

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

Kihei

6% off
S$3,149
for 7 nights, 1 apartment
S$450 per night
includes taxes & fees
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Living area
Interior
Dining
Private kitchen
Exceptional
(14 reviews)

Resort Condo near the Beach

Kihei

5% off
S$3,965
for 7 nights, 1 apartment
S$566 per night
includes taxes & fees
Resort Condo near the Beach
Lanai view
Exterior
Living area
Great bedroom with king bed
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

7% off
S$2,173
for 7 nights, 1 apartment
S$310 per night
includes taxes & fees
Oceanview Top Floor Condo, with Internet Access.
Living area with beautiful views from the lanai
Try your golf game and one of Maui's terrific Golf Courses
Nicely updated living area with kitchen, entry
Beautiful Lanai view
Wonderful
(22 reviews)

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

Kihei

8% off
S$2,187
for 7 nights, 1 apartment
S$312 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
Pool
Outdoor dining
Private kitchen
Property grounds
Exceptional
(101 reviews)

Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool

Kihei

7% off
S$2,848
for 7 nights, 1 apartment
S$407 per night
includes taxes & fees
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Interior
Living area
Dresser Drawers in bedroom. AC cabinet to the right of TV.
Our 3 turtles welcome you
Exceptional
(50 reviews)

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

Kihei

8% off
S$5,153
for 7 nights, 1 apartment
S$736 per night
includes taxes & fees
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Grass area at Kamaole Beqch 1
Interior
Private kitchen
Exterior detail
Exceptional
(35 reviews)

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

Kihei

7% off
S$4,703
for 7 nights, 1 apartment
S$672 per night
includes taxes & fees
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
Living Room
Lanai
Dining Area
Master Bedroom w/ sliding door to lanai
Exceptional
(78 reviews)

Calm Cove Beachfront Condo

Kihei

8% off
S$4,029
for 7 nights, 1 apartment
S$576 per night
includes taxes & fees
Calm Cove Beachfront Condo
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$2,445
for 7 nights, 1 apartment
S$349 per night
includes taxes & fees
BEST LOCATION in Kihei! 1BD/1BA by the BEACH! A/C, Clean, Cozy, Wifi, Beach Gear
Maui Sunset Condo with 2 bedroom/ 2 bath with extra bonus room.
Maui Sunset Complex in beautiful Kihei next to the ocean.
Beautiful grounds at Maui Sunset next to the ocean
Beautiful grounds at Maui Sunset with lap swimming pool, hot tub, tennis courts
Exceptional
(36 reviews)

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

Kihei

7% off
S$6,068
for 7 nights, 1 apartment
S$867 per night
includes taxes & fees
Spacious Maui Sunset Condo: Steps to the BEACH. Pool, Gym, AC & Family Friendly
Pool and hot tub are nestled behind greenery on our lush 5.5 acres
Property grounds
Rest and rejuvenate
Peaceful grassy lawn to rig your ocean toys, have a picnic, read or snooze
Exceptional
(144 reviews)

🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets

Kihei

7% off
S$4,336
for 7 nights, 1 apartment
S$619 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Pool
Picture perfect living room views
Private kitchen
Street view
Exceptional
(105 reviews)

Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.

Kihei

7% off
S$2,862
for 7 nights, 1 apartment
S$409 per night
includes taxes & fees
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Outdoor dining
Living area
Private kitchen
Amazing pool, hot tub, and BBQ amenities
Exceptional
(126 reviews)

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

Kihei

14% off
S$3,014
for 7 nights, 1 apartment
S$431 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)
  • Wailea Emerald Golf Course (7.6 mi / 12.3 km)
  • Maui Spa Retreat (9.7 mi / 15.6 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)

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)
  • Kihei Regional Park (2.4 mi / 3.9 km)
  • Kamaole Beach Park (3.6 mi / 5.9 km)
  • Kamaole Beach Park 2 (4.2 mi / 6.7 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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