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
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Kailua vacation rentals

5 bedrooms, iron/ironing board, travel crib, WiFi

1. Luxurious five-bedroom modern retreat

Luxurious five-bedroom modern retreat
Enchanted Lake
8.8 out of 10, Excellent, (5 reviews)
"Great communication with host - property as advertised- we had a great stay"
United States
Wytske K.
The price is SAR 2,253
SAR 6,126 total
includes taxes & fees
22 Aug - 23 Aug
Luxurious five-bedroom modern retreat
Beach nearby

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, (52 reviews)
"Great place. Very clean and close to PCC"
United States
Jordan S.
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
On the beach

3. Luxury Beachfront Condo with Ocean View

Luxury Beachfront Condo with Ocean View
Hauula
9.2 out of 10, Wonderful, (49 reviews)
"Great location and beautiful scenery "
United States
Heather K.
The price is SAR 1,223
SAR 3,112 total
includes taxes & fees
8 Sep - 9 Sep
Luxury Beachfront Condo with Ocean View
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, (54 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 SAR 1,093
SAR 2,841 total
includes taxes & fees
1 Sep - 2 Sep
"Hina Hideaway", Views, A/C, ~5 min Walk to Beach
Suite, 1 Bedroom, Ocean View | View from room

5. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
7.8 out of 10, Good, (3,259 reviews)
"It was great stay very convenient close to the beach and everything at short walking distance."
United States
Daniel
The price is SAR 658
SAR 937 total
includes taxes & fees
2 Sep - 3 Sep
Aston Waikiki Sunset
Bar (on property)

6. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (183 reviews)
"Very friendly staff and a great location. Right in the heart of the shopping district 5 minute walk to the beach."
United States
NICHOLAS
The price is SAR 1,228
SAR 1,457 total
includes taxes & fees
29 Aug - 30 Aug
Marriott Vacation Club, Waikiki
Beach nearby, white sand, sun loungers, beach umbrellas

7. Partial Ocean View Condo with King or Queen Bed and Parking

Partial Ocean View Condo with King or Queen Bed and Parking
3.5 star property
Waikiki
9.6 out of 10, Exceptional, (41 reviews)
"Overall experience was great free parking walking distance to the beach plenty of places to keep busy 👍"
United States
Erwin
The price is SAR 864
SAR 2,046 total
includes taxes & fees
24 Aug - 25 Aug
Partial Ocean View Condo with King or Queen Bed and Parking
Studio Suite, Mountain View | Mountain view

8. Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.8 out of 10, Good, (146 reviews)
"The staff we encountered were very helpful and friendly."
United States
Robert
The price is SAR 668
SAR 905 total
includes taxes & fees
31 Aug - 1 Sep
Bishop Suites At The Executive Centre
Beach nearby

9. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (616 reviews)
"Great location"
United States
Rodolfo Luz
Royal Kuhio
Studio City View | City view

10. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,286 reviews)
"Staff was super nice"
United States
Luis
The price is SAR 395
SAR 625 total
includes taxes & fees
21 Sep - 22 Sep
Skyline Island Colony Hotel
Studio, Ocean View (Unit #1305) | Balcony view

11. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very Good, (596 reviews)
"Room 614. Good location with a view of the water, as the accommodation is on the beachfront. Room had its own washer and dryer, which was fantastic. Close to everything."
Australia
Michael James
The price is SAR 1,202
SAR 2,710 total
includes taxes & fees
22 Aug - 23 Aug
Waikiki Shore by OUTRIGGER
Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area | 32-inch TV with cable channels

12. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (50 reviews)
"This condo is close to the Ilikai and Hilton Hawaiian Village. Also very near the Trolley stops. Conveniently located near the Ala Moana mall. The condo has everything you need. A small kitchen with a stove, microwave and refrigerator. Highly recommend."
United States
Gina
The price is SAR 409
SAR 1,310 total
includes taxes & fees
29 Aug - 30 Aug
Ilikai Marina Vacations
Oceanfront Studio Suite, 1 King Bed with 1 Sofa bed, 5-Min Walk to Beach (Fireworks every Friday) | Premium bedding, desk, laptop workspace, iron/ironing board

13. Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.2 out of 10, Wonderful, (27 reviews)
"The Panaramic Ocean View Resort was a great choice! Absolutely wonderful place to stay. It's a great location with a great view. Lots to do within walking distance. The room was spacious with all you need. Our nine nights were incredible!"
United States
John
The price is SAR 1,484
SAR 2,653 total
includes taxes & fees
16 Sep - 17 Sep
Panoramic Oceanview Resort
Standard Studio, 1 Queen Bed with Sofa bed, Kitchen (F10A01) | Premium bedding, desk, laptop workspace, blackout drapes

14. Tropical Studios at Marine Surf Waikiki

Tropical Studios at Marine Surf Waikiki
3.0 star property
Waikiki
8.4 out of 10, Very Good, (377 reviews)
"Geselle was so nice and help us with some of our need. Will recommend this place to our friend."
United States
WILLIAM Tomas
The price is SAR 417
SAR 940 total
includes taxes & fees
30 Aug - 31 Aug
Tropical Studios at Marine Surf Waikiki
Room, 1 Bedroom, Partial Ocean View | In-room safe, desk, laptop workspace, blackout drapes

15. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.2 out of 10, Good, (2,757 reviews)
"Nice and quick staff!! Good location"
United States
Dina
The price is SAR 598
SAR 852 total
includes taxes & fees
1 Sep - 2 Sep
Aston at the Waikiki Banyan
On the beach, sun loungers, beach towels

16. Near WAIKIKI Beach, FREE parking, POOL View, Sleep 6

Near WAIKIKI Beach, FREE parking, POOL View, Sleep 6
Waikiki
9.8 out of 10, Exceptional, (46 reviews)
"Awesome spot. Location, amenities, communication. Thank you. "
United States
Kimera H.
Near WAIKIKI Beach, FREE parking, POOL View, Sleep 6
Premium Condo, 1 King Bed, Air conditioning, Ocean View (0049) | Living area

17. Premium Remodeled Condo with Ocean View and Parking

Premium Remodeled Condo with Ocean View and Parking
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (39 reviews)
"Very relaxing and great location!"
United States
David
The price is SAR 897
SAR 2,086 total
includes taxes & fees
25 Aug - 26 Aug
Premium Remodeled Condo with Ocean View and Parking
Beach nearby

18. High-rise retreat w/ ocean & mountain views

High-rise retreat w/ ocean & mountain views
Waikiki
9.6 out of 10, Exceptional, (43 reviews)
"We loved everything about our stay in this apartment . Great location and great facilities"
New Zealand
malachi b.
The price is SAR 1,213
SAR 2,771 total
includes taxes & fees
16 Sep - 17 Sep
High-rise retreat w/ ocean & mountain views
Beach nearby

19. King Bed Studio with Rooftop Pool and Hot Tub

King Bed Studio with Rooftop Pool and Hot Tub
Waikiki
9.4 out of 10, Exceptional, (26 reviews)
"Great location, not too far from the beach. Our room was extremely clean and had all the amenities we needed"
United States
Nikki Q.
The price is SAR 942
SAR 2,547 total
includes taxes & fees
23 Aug - 24 Aug
King Bed Studio with Rooftop Pool and Hot Tub
Beach

20. 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)
"The place was cozy and just perfect for a few days! Little extras for the beach and making light meals, so awesome! It was quiet, the AC worked well and the shower and water pressure very nice. Host is so responsive and helpful. Access to pool and the 2 hot tubs with no resort fee."
United States
Siobhan K.
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
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

8/10 Good
"The room was small, and the low ceiling made it feel even tighter. The cooling system was a bit loud and outdated, but so was the shower. The game room was not in service. Breakfast was delicious!"
Rocio 4-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?

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.: This Kailua vacation home rental is located near the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Kailua are BEACH FRONT KAILUA ESTATE, OCEAN VIEWS, HUGE LUSH PRIVATE HISTORIC PROPERTY and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 138 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?

Lanikai Beach and Kalama Beach Park 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.