A couple sitting on a beach with clear blue water and small islands in the distance.

Kailua Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Kailua vacation rentals

On the beach

1. Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.6 out of 10, Exceptional, (103 reviews)
"Ideal location for island exploring and an amazing view for evenings and early mornings. We had two young kids and the stay was perfect for a family of 4. Even though the building was undergoing renovations during the stay, the disruption was minimal for our unit."
United States
Dale S.
The price is AED 843
AED 2,700 total
includes taxes & fees
24 Sep - 25 Sep
Luxury Beachfront Condo with View
Outdoor dining

2. Mea Kanu Paradise, Beach Access, AC, Sleep up to 6

Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
Hauula
9.8 out of 10, Exceptional, (53 reviews)
"Great place. Very clean and close to PCC"
United States
Jordan S.
The price is AED 837
AED 2,439 total
includes taxes & fees
23 Sep - 24 Sep
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
On the beach

3. Beachfront Condo with Beach Access & Pool

Beachfront Condo with Beach Access & Pool
Hauula
9.4 out of 10, Exceptional, (44 reviews)
"Great communication. Super clean! Construction didn’t impact us at all. The view is absolutely beautiful! We would not hesitate to book this unit again! "
United States
Julie C.
The price is AED 906
AED 2,790 total
includes taxes & fees
16 Oct - 17 Oct
Beachfront Condo with Beach Access & Pool
Dining

4. "Hina Hideaway", Views, A/C, ~5 min Walk to Beach

"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
Punaluu
10.0 out of 10, Exceptional, (53 reviews)
"Perfect place to visit North Shore. Close to lots of great things to do. Perfect view of ocean. "
United States
David P.
The price is AED 1,128
AED 2,742 total
includes taxes & fees
29 Sep - 30 Sep
"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
On the beach

5. Beachfront Penthouse w/ 3 Lanais on O’ahu!

Beachfront Penthouse w/ 3 Lanais on O’ahu!
Hauula
9.4 out of 10, Exceptional, (111 reviews)
"The condo was just as described! Fantastic views"
United States
Julie D.
The price is AED 1,407
AED 5,413 total
includes taxes & fees
25 Sep - 26 Sep
Beachfront Penthouse w/ 3 Lanais on O’ahu!
Outdoor pool, sun loungers

6. Bishop Suites Downtown Honolulu

Bishop Suites Downtown Honolulu
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (154 reviews)
"Loved this stay! So spacious! Great views"
United States
Callie
The price is AED 593
AED 813 total
includes taxes & fees
1 Oct - 2 Oct
Bishop Suites Downtown Honolulu
Suite, 1 Bedroom, Ocean View | View from room

7. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,280 reviews)
"It was a pleasant stay… I’m definitely coming back."
United States
andrea
The price is AED 680
AED 960 total
includes taxes & fees
23 Sep - 24 Sep
Aston Waikiki Sunset
Beach nearby, white sand, beach towels

8. Diamond Head and Ocean views with King Bed and Parking

Diamond Head and Ocean views with King Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (21 reviews)
"Very close to the beach. Amenities like the sauna were really nice"
United States
John
The price is AED 590
AED 1,699 total
includes taxes & fees
23 Sep - 24 Sep
Diamond Head and Ocean views with King Bed and Parking
Breakfast, lunch and brunch served

9. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,296 reviews)
"Clean room, friendly staff, good location near the beach"
United States
Fernando
The price is AED 433
AED 667 total
includes taxes & fees
30 Sep - 1 Oct
Skyline Island Colony Hotel
Beach towels

10. Awesome view. Walking distance to beach, restaurants, shopping

Awesome view. Walking distance to beach, restaurants, shopping
Waikiki
9.4 out of 10, Exceptional, (30 reviews)
"Great location and view"
United States
Tarin K.
The price is AED 354
AED 1,051 total
includes taxes & fees
28 Sep - 29 Sep
Awesome view. Walking distance to beach, restaurants, shopping
Exterior detail

11. Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi

Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
Waikiki
9.0 out of 10, Wonderful, (135 reviews)
"Really convenient location, a beautiful view, comfortable amenities. Pleasant and helpful communication with host."
United States
April B.
The price is AED 331
AED 925 total
includes taxes & fees
23 Sep - 24 Sep
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
Beach

12. Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop

Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (40 reviews)
"Wonderful place and wonderful host! Will come again."
United States
AVenture
The price is AED 187
AED 1,024 total
includes taxes & fees
29 Sep - 30 Sep
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
Exterior

13. King Bed • Renovated • Canal & Mountain View • Walk to Beach

King Bed • Renovated • Canal & Mountain View • Walk to Beach
Waikiki
9.6 out of 10, Exceptional, (66 reviews)
"Clean space, great location, very responsive host. Would gladly stay here again!"
United States
Emily K.
The price is AED 377
AED 1,125 total
includes taxes & fees
27 Sep - 28 Sep
King Bed • Renovated • Canal & Mountain View • Walk to Beach
Beach nearby

14. NEW Fall Deal Walk to Waikiki Beach from a Cool City Studio

NEW Fall Deal Walk to Waikiki Beach from a Cool City Studio
Waikiki
9.4 out of 10, Exceptional, (77 reviews)
"Stayed here for 20 days. Great location and a block away from the beach."
United States
Arpita B.
The price is AED 323
AED 1,777 total
includes taxes & fees
26 Sep - 27 Sep
NEW Fall Deal Walk to Waikiki Beach from a Cool City Studio
Iron/ironing board, WiFi (free), bed sheets

15. **Diamond Head, Ocean, and Park Views**

**Diamond Head, Ocean, and Park Views**
Waikiki
9.0 out of 10, Wonderful, (31 reviews)
"Everything was great! Awesome location!"
United States
Kristina S.
The price is AED 325
AED 1,431 total
includes taxes & fees
27 Sep - 28 Sep
**Diamond Head, Ocean, and Park Views**
Room, 1 Bedroom, Partial Ocean View | In-room safe, desk, laptop workspace, blackout drapes

16. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.4 out of 10, Good, (2,769 reviews)
"The check in was easy and they even let us check in a few hours early when we only meant to drop off luggage. Room was clean and large- a little older style but roomy with great view.parking was plentiful. Great location to everything. The people at desk and parking were so nice. Have stayed there before will return!"
United States
Jocelyn
The price is AED 599
AED 851 total
includes taxes & fees
27 Sep - 28 Sep
Aston at the Waikiki Banyan
Beach nearby, white sand, sun loungers, beach umbrellas

17. Diamond Head and Partial Ocean views with 2 Beds and Parking

Diamond Head and Partial Ocean views with 2 Beds and Parking
3.5 star property
Waikiki
9.2 out of 10, Wonderful, (41 reviews)
"It was a nice stay"
United States
Charles P
The price is AED 764
AED 1,905 total
includes taxes & fees
25 Sep - 26 Sep
Diamond Head and Partial Ocean views with 2 Beds and Parking
Interior

18. Corner Unit Studio@Waikiki Hotel Building 1 day min

Corner Unit Studio@Waikiki Hotel Building 1 day min
Waikiki
8.2 out of 10, Very good, (108 reviews)
"Good location, easy check in and out"
United States
Manuel
The price is AED 360
AED 975 total
includes taxes & fees
23 Sep - 24 Sep
Corner Unit Studio@Waikiki Hotel Building 1 day min
Exterior

19. Renovated Specious Studio with Great View

Renovated Specious Studio with Great View
Waikiki
9.0 out of 10, Wonderful, (52 reviews)
"Ash was excellent in communicating. He even allowed us early entry which was so appreciated as we had flown from Calgary to Vancouver to Honolulu and were very sleep deprived!"
Canada
John
The price is AED 301
AED 769 total
includes taxes & fees
24 Sep - 25 Sep
Renovated Specious Studio with Great View
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

Holiday Inn Express Waikiki by IHG

Holiday Inn Express Waikiki by IHG

10/10 Excellent
"Loved our stay. Felt like home away from home. We definitely enjoyed the breakfast!"
Karina 6-night trip
Posted 1 hour ago
Holiday Inn Express Waikiki by IHG

Frequently asked questions

Are there vacation rentals in Kailua?

Yes, we offer vacation rentals near the most popular sights in Kailua, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Kailua.

What are some of the best vacation home rentals in Kailua?

BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY: This Kailua vacation home rental is located on the beach and has a balcony, a private yard, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Kailua are Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa. and BEST LICENSED LOCATION The VIEWHOUSE LANIKAI Aalapapa 43005029, 07018,10701878.

How many vacation rentals are there in Kailua?

With 139 Expedia vacation rentals, you're sure to find just the right place for your Kailua stay.

What’s there to see and do in Kailua?

Kalama Beach Park and Kailua Bay Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Ala Moana Center and Waikiki Beach Walk in the larger area.

What’s a vacation rental in Kailua like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Kailua. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.