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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Kailua vacation rentals

On the beach

Beachfront Condo w/ Stunning Ocean Views

Beachfront Condo w/ Stunning Ocean Views
Hauula
9.2 out of 10, Wonderful, (5 reviews)
"Accommodations were perfect for us…clean, well stocked, user friendly. We enjoyed the local food trucks and grocery stores were close by. The Polynesian Culture Center is a definite recommended visit….many activities in close proximity…."
United States
William W.
The price is AED 1,117
AED 2,771 total
includes taxes & fees
5 Jul - 6 Jul
Beachfront Condo w/ Stunning Ocean Views
Beach nearby

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, (49 reviews)
"Great place. Very clean and close to PCC"
United States
Jordan S.
The price is AED 1,315
AED 2,991 total
includes taxes & fees
29 Jun - 30 Jun
Mea Kanu Paradise, Beach Access, AC, Sleep up to 6
On the beach

Luxury Beachfront Condo with View

Luxury Beachfront Condo with View
Hauula
9.8 out of 10, Exceptional, (101 reviews)
"Very nice accommodations "
United States
Cassandra C.
The price is AED 1,168
AED 2,940 total
includes taxes & fees
13 Jul - 14 Jul
Luxury Beachfront Condo with View
Dining

"Hina Hideaway", Views, AC, Walkable to Beach

"Hina Hideaway", Views, AC, Walkable to Beach
Punaluu
10.0 out of 10, Exceptional, (51 reviews)
"Great communication and wonderful place. "
United States
Nathan H.
The price is AED 1,517
AED 3,377 total
includes taxes & fees
12 Jul - 13 Jul
"Hina Hideaway", Views, AC, Walkable to Beach
On the beach

Beachfront Condo with Lanai and View

Beachfront Condo with Lanai and View
Hauula
10.0 out of 10, Exceptional, (4 reviews)
"Thank you it was a wonderful time. We will be back."
United States
Irene U.
The price is AED 1,208
AED 2,918 total
includes taxes & fees
19 Jul - 20 Jul
Beachfront Condo with Lanai and View
On the beach

Beachfront Condo with Stunning Ocean Views

Beachfront Condo with Stunning Ocean Views
Hauula
8.4 out of 10, Very Good, (7 reviews)
"The lanai truly has a million‑dollar view and was the highlight. "
United States
DAWN G.
The price is AED 1,087
AED 2,875 total
includes taxes & fees
28 Jun - 29 Jun
Beachfront Condo with Stunning Ocean Views
Apartment, Balcony, Canal View | Lobby

Comfy and Modern Condo By Waikiki

Comfy and Modern Condo By Waikiki
3.5 star property
Waikiki
The price is AED 420
AED 1,414 total
includes taxes & fees
30 Jun - 1 Jul
Comfy and Modern Condo By Waikiki
Beach

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

Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Waikiki
9.8 out of 10, Exceptional, (36 reviews)
"Close to amenities, clean room. "
Canada
Michael
The price is AED 195
AED 1,033 total
includes taxes & fees
20 Jul - 21 Jul
Cozy condo at Hawaiian monarch- free parking, no resort fee, near beaches, shop
Suite, Mountain View | Mountain view

Bishop Suites At The Executive Centre

Bishop Suites At The Executive Centre
4.0 star property
Downtown Honolulu
7.6 out of 10, Good, (131 reviews)
"Lovely staff!! Nice set up!! Beautiful views!"
United States
Karley
The price is AED 614
AED 838 total
includes taxes & fees
29 Jun - 30 Jun
Bishop Suites At The Executive Centre
Exterior

Relaxing Ocean View Boutique Condo - 20th FL

Relaxing Ocean View Boutique Condo - 20th FL
Waikiki
9.2 out of 10, Wonderful, (82 reviews)
"Great location to explore Waikīkī!"
United States
David N.
The price is AED 294
AED 862 total
includes taxes & fees
25 Jun - 26 Jun
Relaxing Ocean View Boutique Condo - 20th FL
Apartment (1 Bedroom) | Beach | Private beach, sun loungers, beach umbrellas, beach towels

@ Marbella Lane -coastal Retreat Near Diamond Head

@ Marbella Lane -coastal Retreat Near Diamond Head
2.5 star property
Diamond Head - Kapahulu - St. Louis
The price is AED 1,346
AED 2,243 total
includes taxes & fees
13 Jul - 14 Jul
@ Marbella Lane -coastal Retreat Near Diamond Head
Exterior detail

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

Aloha Suite Near the Sea III - 2 Block Walk to Beach!
Waikiki
10.0 out of 10, Exceptional, (116 reviews)
"Very good"
United States
Serhii
The price is AED 241
AED 996 total
includes taxes & fees
24 Jun - 25 Jun
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
1 bedroom, iron/ironing board, WiFi, bed sheets

Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Waikiki
10.0 out of 10, Exceptional, (12 reviews)
"Great location and had everything we needed from beach towels, chairs, umbrella, toys, cooler and great food options right outside. Would definitely do another stay"
United States
Gretchen H.
The price is AED 258
AED 1,017 total
includes taxes & fees
24 Jun - 25 Jun
Aloha Suite Near the Sea IV, 3 Block Walk to Beach
Terrace/patio

@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel

@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Diamond Head - Kapahulu - St. Louis
9.4 out of 10, Exceptional, (59 reviews)
"Only complaint was the light at night into the room, but other than that, it was a very enjoyable stay"
United States
Kelly P.
The price is AED 496
AED 1,164 total
includes taxes & fees
30 Jun - 1 Jul
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Interior

Soothing Hawaii Condo - 18th FL

Soothing Hawaii Condo - 18th FL
Waikiki
9.2 out of 10, Wonderful, (76 reviews)
"Great location"
United States
Jacki M.
The price is AED 360
AED 956 total
includes taxes & fees
2 Jul - 3 Jul
Soothing Hawaii Condo - 18th FL
Fridge, microwave, stovetop, coffee/tea maker

Studio just minutes to Waikiki Beach

Studio just minutes to Waikiki Beach
Waikiki
9.0 out of 10, Wonderful, (12 reviews)
"Great little place. Served its purpose. Will rent again. "
United States
Keoki H.
The price is AED 279
AED 1,369 total
includes taxes & fees
13 Jul - 14 Jul
Studio just minutes to Waikiki Beach
Studio, 1 Queen Bed, Non Smoking, City View 2 | Living area | 32-inch TV with cable channels

Ilikai Marina Vacations

Ilikai Marina Vacations
3.0 star property
Waikiki
8.4 out of 10, Very Good, (44 reviews)
"Had a great stay, the room had everything we needed and more, great location close to everything, for sure coming back again with my whole family:)"
United States
Laura
The price is AED 420
AED 1,261 total
includes taxes & fees
24 Jun - 25 Jun
Ilikai Marina Vacations
Exterior

Waikiki renovated modern studio

Waikiki renovated modern studio
Waikiki
9.2 out of 10, Wonderful, (111 reviews)
"The room was clean and exactly what we needed. Check-in was smooth and a good location to catch the bus, walk to the beach, or walk to Honolulu itself."
United States
Hanne N.
The price is AED 309
AED 770 total
includes taxes & fees
11 Jul - 12 Jul
Waikiki renovated modern studio
Living area

Island Colony hotel

Island Colony hotel
2.5 star property
Waikiki
10.0 out of 10, Exceptional, (1 review)
"The only down side is the parking structure as I paid for 5 days but could not park in it on 1 of the nights."
United States
Jesus
The price is AED 409
AED 1,140 total
includes taxes & fees
8 Jul - 9 Jul
Island Colony hotel
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

Embassy Suites by Hilton Waikiki Beach Walk

Embassy Suites by Hilton Waikiki Beach Walk

10/10 Excellent
"Lots of space in the room!"
Oswaldo 6-night trip
Posted less than an hour ago
Embassy Suites by Hilton Waikiki Beach Walk

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 BEST LOCATION , LANIKAI registration number W00530010-01 TMK 43005029 Licensed! and Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!.

How many vacation rentals are there in Kailua?

With 142 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 Kailua Bay Beach are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Waikiki Beach and Ala Moana Center 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.