Kihei holiday rentals

We found 5,100 holiday rentals — enter your dates for availability
Discover a selection of 110 homes, 85 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:18 Dec - 25 Dec

Freds South Shore Cantina.. Terrific Taco Tuesday Specials!! Sunsets are GREAT
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Hale Wailana Resort building
Kitchen fully updated
Excellent
(92 reviews)

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

Kihei

7% off
S$3,431
for 7 nights, 1 apartment
S$490 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Property grounds
Outdoor dining
Exterior
Living area
Exceptional
(177 reviews)

Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort

Kihei

7% off
S$3,666
for 7 nights, 1 apartment
S$524 per night
includes taxes & fees
Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort
Living area
Property grounds
Room
Aerial view of Sugar Beach Resort
Wonderful
(7 reviews)

Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!

Kihei

7% off
S$3,456
for 7 nights, 1 apartment
S$494 per night
includes taxes & fees
Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!
Community swimming pool on property
Granite countertop, living area
Dining area, kitchen
Living area looks out to lanai and lush landscaping
Exceptional
(140 reviews)

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

Kihei

7% off
S$2,677
for 7 nights, 1 apartment
S$382 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Lanai with Table and 4 Chairs Ocean View
Living area
Pool Area
2023 new sofa bed living room
Exceptional
(42 reviews)

Modern, remodeled, ocean views, comfortable and convenient 580 sf

Kihei

7% off
S$3,323
for 7 nights, 1 apartment
S$475 per night
includes taxes & fees
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Interior
Pool
Outdoor dining
Living space has LED dimmer lighting in kitchen
Exceptional
(175 reviews)

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

Kihei

7% off
S$2,673
for 7 nights, 1 apartment
S$382 per night
includes taxes & fees
Tropical garden setting minutes from the beach! Not a high rise!
Exterior
Beach
Private kitchen
Terrace/patio
Exceptional
(65 reviews)

Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire

Kihei

7% off
S$2,684
for 7 nights, 1 apartment
S$383 per night
includes taxes & fees
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Nicely updated living area with kitchen, entry
Try your golf game and one of Maui's terrific Golf Courses
Beautiful Lanai view
Experience the Hawaiian Culture at the Luau while on island. Concierge Available
Wonderful
(22 reviews)

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

Kihei

7% off
S$2,800
for 7 nights, 1 apartment
S$400 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
Pool
Property grounds
Private kitchen
Beach
Exceptional
(65 reviews)

Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout

Kihei

7% off
S$3,541
for 7 nights, 1 apartment
S$506 per night
includes taxes & fees
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Hot tub & pool at night
Beach directly in front of Luana Kai Resort
Even from this direction... Can you spot the "Ocean"?  hint: vodka not included
Ocean view from the kitchen too!
Exceptional
(63 reviews)

Luana Kai D205, Direct Ocean Views, 1Bed/1Bath, A/C, Pickleball Paradise!

Kihei

7% off
S$2,966
for 7 nights, 1 apartment
S$424 per night
includes taxes & fees
Luana Kai D205, Direct Ocean Views, 1Bed/1Bath, A/C, Pickleball Paradise!
Interior
Living area
New kitchen with sliding table. Small table position shown. Seats 3 to 5.
Dresser Drawers in bedroom. AC cabinet to the right of TV.
Exceptional
(50 reviews)

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

Kihei

8% off
S$5,215
for 7 nights, 1 apartment
S$745 per night
includes taxes & fees
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Exterior detail
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

9% off
S$10,356
for 7 nights, 1 apartment
S$1,479 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Rest and rejuvenate
Property grounds
Pool and hot tub are nestled behind greenery on our lush 5.5 acres
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$4,387
for 7 nights, 1 apartment
S$627 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Living area
Interior
Interior
Living area
Exceptional
(30 reviews)

KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE

Kihei

7% off
S$4,428
for 7 nights, 1 apartment
S$633 per night
includes taxes & fees
KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE
  • 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 Blue Golf Course (7 mi / 11.3 km)
  • Wailea Gold Golf Course (7.7 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)

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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