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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Kailua vacation rentals

A modern living room with a gray sofa, a wooden coffee table, and a gray armchair. A ceiling fan is visible, and there is a large window with a view of the ocean.

1. Aston Waikiki Sunset

Aston Waikiki Sunset
4.0 star property
Waikiki
8.0 out of 10, Very good, (3,321 reviews)
"The staff was very nice"
United States
Angel
The price is ￥28,061
￥39,956 total
includes taxes & fees
Nov 29 - Nov 30
Aston Waikiki Sunset
A modern high-rise building with a glass facade, surrounded by lush green trees.

2. Bishop Suites Downtown Honolulu

Bishop Suites Downtown Honolulu
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (170 reviews)
"The property had beautiful views in Honolulu"
United States
Aftan
The price is ￥26,601
￥36,320 total
includes taxes & fees
Nov 22 - Nov 23
Bishop Suites Downtown Honolulu
A rooftop swimming pool with lounge chairs, surrounded by high-rise buildings and a clear sky.

3. Marriott Vacation Club, Waikiki

Marriott Vacation Club, Waikiki
4.0 star property
Waikiki
9.6 out of 10, Exceptional, (200 reviews)
"Just a super friendly staff"
United States
Wilhelmina
The price is ￥51,126
￥60,693 total
includes taxes & fees
Nov 28 - Nov 29
Marriott Vacation Club, Waikiki
A beach with clear blue water, a city skyline, and a mountain in the background.

4. Royal Kuhio

Royal Kuhio
3.5 star property
Waikiki
8.6 out of 10, Excellent, (638 reviews)
"Great stay and location."
United States
Armando
The price is ￥33,484
￥39,749 total
includes taxes & fees
Nov 15 - Nov 16
Royal Kuhio
A coastal cityscape with a beach, high-rise buildings, and a clear view of the ocean.

5. 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, (44 reviews)
"Clean room, excellent view, close to beach and shopping. Friendly staff. Highly recommend!"
United States
Susan
The price is ￥28,460
￥77,253 total
includes taxes & fees
Nov 20 - Nov 21
Partial Ocean View Condo with King or Queen Bed and Parking
A swimming pool with clear blue water, surrounded by a wooden fence and a white building with balconies.

6. Skyline Island Colony Hotel

Skyline Island Colony Hotel
3.0 star property
Waikiki
7.2 out of 10, Good, (2,321 reviews)
"Great place"
United States
Iurii
The price is ￥17,532
￥27,455 total
includes taxes & fees
Nov 16 - Nov 17
Skyline Island Colony Hotel
A modern apartment with a balcony, a dining area, and a kitchen.

7. Regency on Beachwalk Waikiki by OUTRIGGER

Regency on Beachwalk Waikiki by OUTRIGGER
3.5 star property
Waikiki
8.4 out of 10, Very good, (505 reviews)
"Overall an amazing stay."
United States
Ria Flor
The price is ￥42,186
￥116,084 total
includes taxes & fees
Nov 22 - Nov 23
Regency on Beachwalk Waikiki by OUTRIGGER
A bedroom with a large bed, a balcony with a view of the ocean, and a seating area with a table and chairs.

8. Panoramic Oceanview Resort

Panoramic Oceanview Resort
4.0 star property
Waikiki
9.0 out of 10, Wonderful, (32 reviews)
"The room was spotless and pristine, just like a model home, and the ocean view from the balcony was absolutely stunning. Everything was exactly as we had hoped! We were traveling with my in-laws, so the peaceful location a little away from the busy town center was perfect for us. They were absolutely blown away by the beauty of the place, saying, “This is paradise! Did we somehow end up in heaven?” It was wonderful to see them so happy! I would definitely come back for our next trip :)"
Japan
Kaori
The price is ￥44,215
￥90,452 total
includes taxes & fees
Nov 17 - Nov 18
Panoramic Oceanview Resort
Interior

9. soulfactory Hawaii

soulfactory Hawaii
3.0 star property
Waikiki
10.0 out of 10, Exceptional, (1 review)
"Distance to the Shops and beach is nice. The remote check-in was easier to access."
United States
Emily
The price is ￥8,148
￥28,638 total
includes taxes & fees
Nov 14 - Nov 15
soulfactory Hawaii
A modern living room with a grey sectional sofa, a round coffee table, and a view of the ocean through large windows.

10. Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.6 out of 10, Excellent, (59 reviews)
"Great stay enjoyed everything about it"
United States
Johnathan
The price is ￥20,626
￥59,599 total
includes taxes & fees
Nov 26 - Nov 27
Ilikai Marina Vacations
A modern hotel room with a dining area, a sofa, a TV, and a balcony with a city view.

11. Aston at the Waikiki Banyan

Aston at the Waikiki Banyan
3.0 star property
Waikiki
7.4 out of 10, Good, (2,799 reviews)
"Staff are really nice & friendly."
United States
Josephine
The price is ￥23,664
￥34,167 total
includes taxes & fees
Dec 4 - Dec 5
Aston at the Waikiki Banyan
A coastal cityscape with high-rise hotels, a beach, and a mountain in the background.

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 ￥8,154
￥42,895 total
includes taxes & fees
Dec 14 - Dec 15
Cozy condo at Hawaiian monarch- no resort fee, free parking, near beaches, shop
A beach with palm trees, umbrellas, and people.

13. Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!

Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
Waikiki
9.8 out of 10, Exceptional, (218 reviews)
"Great price and location. Clean and enjoyable"
United States
Ashlyn G.
The price is ￥10,473
￥42,104 total
includes taxes & fees
Nov 17 - Nov 18
Aloha Suite Near the Sea I, 3 Block Walk to Beach! Great Location!
A beach with palm trees, a lifeguard tower, and people relaxing.

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, (379 reviews)
"Perfect location. View from the balcony was amazing. Bed mattress could be updated."
United States
Alejandro Ray
The price is ￥18,454
￥40,889 total
includes taxes & fees
Nov 25 - Nov 26
Tropical Studios at Marine Surf Waikiki
A modern apartment with a kitchen, dining area, and a balcony with a view of the ocean.

15. Midway at the Waikiki Banyan

Midway at the Waikiki Banyan
4.0 star property
Waikiki
9.4 out of 10, Exceptional, (66 reviews)
"Everything was as described. With a rental car, it was great having a parking garage."
United States
Dave
The price is ￥27,459
￥76,066 total
includes taxes & fees
Nov 22 - Nov 23
Midway at the Waikiki Banyan
A beach with palm trees, umbrellas, and people.

16. Aloha Suite Near the Sea III - 2 Block Walk to Beach!

Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Waikiki
9.8 out of 10, Exceptional, (130 reviews)
"Clean, had everything i needed, and even had beach chairs to borrow. Super close to rhe beach and owner was very communicative and made checking in and out easy!"
United States
Sarah
The price is ￥12,000
￥45,730 total
includes taxes & fees
Nov 20 - Nov 21
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Lobby

17. Luana Waikiki by Tropical Escapes Realty

Luana Waikiki by Tropical Escapes Realty
2.5 star property
Waikiki
8.0 out of 10, Very good, (69 reviews)
"We loved our stay at the Luana Waikiki. The concierge was always polite. The check in process was easy. We were surprised with all the extra cool lights in the room. We thought the bed was very comfortable and the room was clean. It's a fairly short walk to Waikiki beach and there are food trucks right across the street."
United States
Kate Elizabeth
The price is ￥19,516
￥71,379 total
includes taxes & fees
Nov 20 - Nov 21
Luana Waikiki by Tropical Escapes Realty
A beachfront hotel with a pool, beach, and ocean view.

18. Front Row, Ultimate Luxury Condo, Ocean, Yachts, Fireworks, Restaurants, FUN!

Front Row, Ultimate Luxury Condo, Ocean, Yachts, Fireworks, Restaurants, FUN!
Waikiki
9.6 out of 10, Exceptional, (173 reviews)
"We loved our stay! It was in the perfect location and close to everything. The in and out privileges of the parking were amazing and the condo had everything we could have needed and things we might have forgotten"
United States
Candice S.
The price is ￥28,599
￥73,165 total
includes taxes & fees
Nov 28 - Nov 29
Front Row, Ultimate Luxury Condo, Ocean, Yachts, Fireworks, Restaurants, FUN!
A balcony with a table set for two, overlooking a beach and ocean.

19. Waikiki Shore by OUTRIGGER

Waikiki Shore by OUTRIGGER
3.0 star property
Waikiki
8.4 out of 10, Very good, (633 reviews)
"Excellent location"
United States
Alex Sau Chim
The price is ￥43,366
￥106,146 total
includes taxes & fees
Nov 24 - Nov 25
Waikiki Shore by OUTRIGGER
A resort with a large pool, beach, and palm trees.

20. Waikiki Beachfront Deluxe Suite - Ilikai

Waikiki Beachfront Deluxe Suite - Ilikai
Waikiki
9.8 out of 10, Exceptional, (106 reviews)
"Nice view"
Canada
Jean-Philippe
The price is ￥25,164
￥70,539 total
includes taxes & fees
Dec 4 - Dec 5
Waikiki Beachfront Deluxe Suite - Ilikai
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

Halepuna Waikiki by Halekulani

Halepuna Waikiki by Halekulani

10/10 Excellent
"."
Anna Genica 7-night trip
Posted 4 hours ago
Halepuna Waikiki by Halekulani

Find out more about Kailua

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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 Haleakala National Park. In the larger area, you’ll find Maui Garden Of Eden - Botanical Gardens & Arboretum and Makawao Park.

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.