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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 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, (817)
"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 3.618.238 ₫
6.878.973 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Yonegan Maui Getaways - Haiku
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, (477)
"Good place to spend your vacation "
United States
Tomasz
Maui Sunset
BBQ/picnic Area
Maui Schooner Resort

Maui Schooner Resort

3.5 star property
Central Kihei
9.2 out of 10, Wonderful, (496)
"Nice amenities and huge space. Nice pool and spa."
United States
Danyang
Maui Schooner Resort
Outdoor pool
Sugar Beach Resort

Sugar Beach Resort

3.0 star property
North Kihei
8.6 out of 10, Excellent, (1099)
"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, (28)
"Direct beach access walkable access to everything you could need "
United States
Scott
Wonderful South Maui Beach Condos
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
Kihei Ali'i Kai Condos with Free Parking
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 had a wonderful stay in this condo. It had everything we needed for a fun Hawaiian beach vacation. They stocked it with beach chairs, a cooler, and even a boogie board. The kitchen had everything we needed, although we didn't cook that much. Management was super responsive whenever we had any issues. It was just enough space for our family of four. The beach was just steps away and the pool was also very nice. "
United States
Anthony
The price is 4.984.308 ₫
13.368.314 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Waiohuli Beach Hale Ocean View Condos with Parking
Beach nearby
Kaiholo Hale

Kaiholo Hale

3.0 star property
Paia
9.4 out of 10, Exceptional, (201)
"Area was quiet but close to amenities. We could drive anywhere on Maui easily. There was a lovely beach less than a block from the suite with good snorkeling and friendly locals. Bed in the suite was very comfortable, and it had everything we needed for a relaxing vacation."
United States
Carley
Kaiholo Hale
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, (516)
"Love this location, great beach, quiet."
United States
Nataliya
Sugar Beach Resort - Maui Condo & Home
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
Condo (0 Bedroom) | Property amenity
Kihei Bay Surf 227

Kihei Bay Surf 227

3.5 star property
North Kihei
9.2 out of 10, Wonderful, (20)
"Clean, modern, good location"
United States
Anonymous traveller
Kihei Bay Surf 227
Condo (1 Bedroom) | Property amenity
Island Surf 506

Island Surf 506

3.5 star property
South Kihei
9.6 out of 10, Exceptional, (12)
"It was an amazing place to stay with wonderful views in a very nice area. "
United States
Thomas
Island Surf 506
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 price is 1.965.479 ₫
14.829.608 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Ocean View Residence
Condo (2 Bedrooms) | Property amenity
Pacific Shores

Pacific Shores

3.5 star property
South Kihei
9.2 out of 10, Wonderful, (16)
"Great location and condo was beautiful!"
United States
Amy
Pacific Shores
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)
"Pretty standard condos. Nice beaches and restaurants nearby. "
United States
Aaron
Chic & Elegant Oceanfront Vistas
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)
"Overall a great stay at this place. Great spot to be close to a lot of things and also very quiet. Only complaint would be that it was a little hot at times in the room but the fan really helped with that. Would recommend."
United States
Aubree
Kihei Bay Surf B212
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.
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Top Kailua Hotel Reviews

Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

10/10 Excellent
"Quaint and cozy place for a quick getaway. Centrally located in Kihei."
Rosario 3-night trip
Posted 22 hours ago
Kohea Kai Hotel Maui

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’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.