Kailua Vacation Rentals

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Check prices for these dates

Tonight
Nov 18 - Nov 19
Tomorrow
Nov 19 - Nov 20
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Kailua

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 P7,218
P14,349 total
includes taxes & fees
Nov 30 - Dec 1
Yonegan Maui Getaways - Haiku
Living area
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
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
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, (1097)
"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
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 P7,547
P24,225 total
includes taxes & fees
Nov 20 - Nov 21
Kihei Ali'i Kai Condos with Free Parking
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
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
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 P8,367
P26,091 total
includes taxes & fees
Nov 24 - Nov 25
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
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
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
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
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
Private kitchen
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
Exterior
Tropical & Serene Garden Vistas

Tropical & Serene Garden Vistas

4.5 star property
North Kihei
9.6 out of 10, Exceptional, (17)
"10/10 Can't wait till we stay there again!"
United States
Josh
Tropical & Serene Garden Vistas
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
Blackout drapes, 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.
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Top Kailua Hotel Reviews

Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

10/10 Excellent
"Room awesome bed very comfortable and view to die for. Loved being on the 1st floor so close to everything. Staff amazing!"
Hedwig 2-night trip
Posted 17 hours ago
Hampton Inn & Suites Maui North Shore

Find out more about Kailua

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

Frequently asked questions

Can I find a vacation rental in Kailua?

Yes, there are vacation rentals near top sights in Kailua, or you can select a more secluded option if you're looking for relaxation.

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

Yonegan Maui Getaways - Haiku : This vacation home rental near Kailua is located near the beach and has a hot tub, a barbecue grill, 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 larger area, you’ll find Garden of Eden Arboretum and Maui Garden Of Eden - Botanical Gardens & Arboretum.

What’s a vacation rental in Kailua like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.