Kailua Holiday Rentals

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Holiday Rentals in Kailua

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (782)
"Overall very nice place to stay with family. "
Maui Beach Vacation Club

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (461)
"Very beautiful with lovely grounds. Easy check in and out…and right on the beach!"
Maui Sunset

Maui Schooner Resort

3.5 star property
9.2 out of 10, Wonderful, (484)
"Room setup is very convenient for a group of 6 with 2 full baths. Landscape looks nice."
Maui Schooner Resort

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (4)
"It was a last minute stay and it had what we needed. "
The price is NZ$437
includes taxes & fees
18 Aug - 19 Aug
Yonegan Maui Getaways - Haiku

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1082)
"Good location, easy access to beach"
Sugar Beach Resort

Awesome Maui Vista Beach Suite

4.0 star property
9.0 out of 10, Wonderful, (17)
"Accommodations were great..would stay again! "
The price is NZ$860
includes taxes & fees
30 Aug - 31 Aug
Awesome Maui Vista Beach Suite

Oceanview Condo in Hana-Let the ocean lull you to sleep

9.2 out of 10, Wonderful, (103)
"Perfect spot, comfy bed, clean and relaxing. An absolute dream thank you!"
The price is NZ$764
includes taxes & fees
26 Aug - 27 Aug
Oceanview Condo in Hana-Let the ocean lull you to sleep

Wonderful South Maui Beach Condos

3.5 star property
9.4 out of 10, Exceptional, (22)
"Exactly what we needed with beach access right across the street"
The price is NZ$860
includes taxes & fees
30 Aug - 31 Aug
Wonderful South Maui Beach Condos

Kaiholo Hale

3.0 star property
9.4 out of 10, Exceptional, (199)
"We stayed here 4 nights, perfect location for our activities. We did sunrise bike ride down Haleakala and Road to Hana. "
Kaiholo Hale

BEACHFRONT MAUI KIHEI HOUSE

9.8 out of 10, Exceptional, (165)
"Great property with a good central location. We enjoyed the turtles every evening. The house was fully stocked with everything we needed. A great hub for a fun friend’s trip!"
BEACHFRONT MAUI KIHEI HOUSE

Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting

10.0 out of 10, Exceptional, (260)
"Completely remodeled and location is excellent! Host were great!"
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting

Beautiful 3-bedroom townhome in Kihei

9.6 out of 10, Exceptional, (4)
"We loved our stay! The place had everything the family needed for visiting the beach and the place was clean and comfortable. Would stay again! "
Beautiful 3-bedroom townhome in Kihei

Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view

9.8 out of 10, Exceptional, (203)
"We enjoyed our time at this beautiful piece of property. The yard was amazing and the lanai was definitely the hang out spot. "
Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

10.0 out of 10, Exceptional, (227)
"Lovely property and very enjoyable place to stay. Great location."
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning

9.6 out of 10, Exceptional, (200)
"The location was perfect. The condo had everything you could need for a short-term stay.The pool and grill area are convenient (although they were closed for 2 days of our stay for maintenance of the tile)."
MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning

Spectacular Ocean Maui Sunset View

9.8 out of 10, Exceptional, (124)
"We truly enjoyed the location, watching the turtles come ashore at night and the easy walk to the beach! "
Spectacular Ocean Maui Sunset View

Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach

10.0 out of 10, Exceptional, (134)
"It was great, would come back and stay again!"
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach

Sugar Beach Resort - Maui Condo & Home

3.0 star property
8.4 out of 10, Very good, (513)
"Love this location, great beach, quiet."
Sugar Beach Resort - Maui Condo & Home

Sugar Beach beauty, Your 2bd Oceanfront Escape

9.4 out of 10, Exceptional, (9)
"We loved the location which far away from the crowds and beach activity, and it being right off the beach, wow...what a treat!"
Sugar Beach beauty, Your 2bd Oceanfront Escape

HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

9.8 out of 10, Exceptional, (84)
"A beautiful property. Exactly what we were looking for. "
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
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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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.