Search Holiday Rentals in Kailua

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Top Holiday Rentals in Kailua

Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 star property
North Kihei
8.2 out of 10, Very good, (814)
"A excelent service in the office. Nice and clean room y all the hotel. I recommend this hotel."
United States
Blanca I
Maui Beach Vacation Club
Garden
Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

3.0 star property
Haiku
9.2 out of 10, Wonderful, (9)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is Rp2.046.608
Rp4.068.213 total
includes taxes & fees
17 Nov - 18 Nov
Yonegan Maui Getaways - Haiku
BBQ/picnic Area
Maui Schooner Resort

Maui Schooner Resort

3.5 star property
Central Kihei
9.2 out of 10, Wonderful, (496)
"Fourth year in a row staying here and we love it. Quiet, clean and close to everything. Pickleball courts, shuffleboard and a ton of games and movies to use while you stay."
United States
Rebecca Ann
Maui Schooner Resort
Premium Condo, 2 Bedrooms, Kitchen, Ocean View | Terrace/patio
Maui Sunset

Maui Sunset

3.5 star property
Central Kihei
8.8 out of 10, Excellent, (476)
"Good place to spend your vacation "
United States
Tomasz
Maui Sunset
Outdoor pool
Sugar Beach Resort

Sugar Beach Resort

3.0 star property
North Kihei
8.6 out of 10, Excellent, (1096)
"We loved it there! "
United States
Babatunde
Sugar Beach Resort
Exterior
Wonderful South Maui Beach Condos

Wonderful South Maui Beach Condos

3.5 star property
South Kihei
9.4 out of 10, Exceptional, (27)
"Direct beach access walkable access to everything you could need "
United States
Scott
Wonderful South Maui Beach Condos
Outdoor pool
Sugar Beach Resort - Maui Condo & Home

Sugar Beach Resort - Maui Condo & Home

3.0 star property
North Kihei
8.4 out of 10, Very good, (515)
"Love this location, great beach, quiet."
United States
Nataliya
Sugar Beach Resort - Maui Condo & Home
Beach nearby, white sand, beach towels
Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking

4.0 star property
South Kihei
9.0 out of 10, Wonderful, (20)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
The price is Rp2.135.155
Rp6.853.270 total
includes taxes & fees
20 Nov - 21 Nov
Kihei Ali'i Kai Condos with Free Parking
On the beach
Romannas Golden Ray Oceanfront Condo

Romannas Golden Ray Oceanfront Condo

4.0 star property
Central Kihei
8.4 out of 10, Very good, (7)
"Nice location "
United States
VOLODYMYR
Romannas Golden Ray Oceanfront Condo
3 outdoor pools
Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

4.0 star property
South Kihei
8.4 out of 10, Very good, (53)
"Great for working trip. "
United States
Andrew
Maui Vista – Maui Condo & Home
Beach nearby
Kaiholo Hale

Kaiholo Hale

3.0 star property
Paia
9.4 out of 10, Exceptional, (201)
"Home away from home. Nice property."
United States
Pamela Ann
Kaiholo Hale
Condo (2 Bedrooms) | Property amenity
Pacific Shores

Pacific Shores

3.5 star property
South Kihei
9.2 out of 10, Wonderful, (16)
"very nice "
United States
Ronak
Pacific Shores
Condo (1 Bedroom) | Property amenity
Island Surf 506

Island Surf 506

3.5 star property
South Kihei
9.6 out of 10, Exceptional, (12)
"Nice beach 2 min drive away 10-15 minute walk, and all necessities right nearby "
Canada
Arman Singh
Island Surf 506
Condo (0 Bedroom) | Property amenity
Kihei Bay Surf B212

Kihei Bay Surf B212

3.5 star property
North Kihei
7.8 out of 10, Good, (21)
"I highly recommend this place. It has everything you need, including a fully supplied kitchenette. It's also quite, and I slept great in that bed. "
United States
Alexander
Kihei Bay Surf B212
Luxury Condo | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Chic & Elegant Oceanfront Vistas

Chic & Elegant Oceanfront Vistas

4.0 star property
Central Kihei
9.8 out of 10, Exceptional, (26)
"This place was a gem of a find and truly the best part of my first visit to Maui! The apartment was beautiful, spotless, and so thoughtfully set up — every little detail was perfect. Aaron’s balcony is a dream with its stunning mountain and ocean views. It made my trip unforgettable. Highly recommend and I can’t wait to come back! Thank you so much and Aaron is awesome! "
United States
Mei
Chic & Elegant Oceanfront Vistas
1 bedroom, individually decorated, individually furnished
Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite

4.0 star property
South Kihei
9.0 out of 10, Wonderful, (20)
"We really enjoyed our stay and will definitely be back. Mahalo. "
United States
Julie
Awesome Maui Vista Beach Suite
Exterior
Sunny and Soothing Oceanfront Vistas

Sunny and Soothing Oceanfront Vistas

4.0 star property
Central Kihei
9.8 out of 10, Exceptional, (10)
"Enjoyed our brief stay. Clean, nice view and appointed nice. Close to dining options and short walk to beach."
United States
Thomas
Sunny and Soothing Oceanfront Vistas
Condo (0 Bedroom) | Property amenity
Kihei Bay Surf 227

Kihei Bay Surf 227

3.5 star property
North Kihei
9.4 out of 10, Exceptional, (19)
"The neighbors were friendly, the room was great, location was perfect, no complaints here"
United States
Terrick
Kihei Bay Surf 227
On the beach, white sand, beach towels
Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking

3.0 star property
Central Kihei
10.0 out of 10, Exceptional, (3)
"We loved our 4 day stay here! This 2 bedroom/2 bath unit looks out over a beautiful garden and pool area, with the ocean view beyond. The sunsets were amazing! The unit was exceptionally clean and appears recently renovated. The kitchen was well-stocked with anything one would need to stay awhile (there are even spices, olive oil, baking supplies, etc. in the cabinets). There is a coffee maker for both drip coffee and K-cups, and they will leave you a welcome kit of coffee, waters, and some...
United States
Samantha
The price is Rp2.372.394
Rp7.397.458 total
includes taxes & fees
22 Nov - 23 Nov
Waiohuli Beach Hale Ocean View Condos with Parking
Elite Apartment, Balcony, Ocean View | Blackout curtains, iron/ironing board, free WiFi
The Ocean View Residence

The Ocean View Residence

3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The Ocean View Residence
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua Hotel Reviews

Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

10/10 Excellent
"Staff was great. My coffee maker didn’t work and housekeeper brought me a new one for the second morning. They had coffee in the lobby area too. Quiet location right across from the beach "
Christy 2-night trip
Posted 1 day ago
Kohea Kai Hotel Maui

Find out more about Kailua

Search for holiday rentals in Kailua on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Kailua using one of the methods below:

  • View our selection of featured holiday rentals in Kailua
  • Use the map to find apartments and other holiday homes in the Kailua neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kailua while they last

Look no further and take a look at our great range of rental properties in Kailua!

Frequently asked questions

Can I find a holiday rental in Kailua?

Yes, there are holiday rentals close to the most popular sights in Kailua, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kailua has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Kailua is located near the beach, and has 1 hot tub, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, a coffee maker and kitchenware.

What’s there to see and do in Kailua?

While exploring the area, visit family-friendly sights like Waikamoi Preserve, or get outside and enjoy nature at Twin Falls. In the wider area, you’ll find Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum.

What’s a holiday rental in Kailua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kailua. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.