Search for vacation rentals in Kailua.
Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Kailua area to find the perfect spot for your vacay.
515 Ilimano St |
|
515 Ilimano StKailua, HI$5,050
Vacation Rentals, Unknown NEW!
Welcome to your slice of paradise at 515 Ilimano Street in the serene coastal town of Kailua, Hawaii. Just 2 miles away from the world-renowned Kailua Beach, this exquisite rental property offers...... |
1308 Kuuna St |
|
1308 Kuuna StKailua, HI$3,980
Vacation Rentals, Unknown NEW!
Desirable 3 bdr/2.5 bth home featuring a spacious living room, dining area, and huge covered lanai. Remodeled kitchen with upgraded countertops, cabinets, and appliances. Updated bathrooms and wood...... |
633 Hanale Pl |
|
633 Hanale PlKailua, HI$5,950
Vacation Rentals, Unknown NEW!
Excellent condition home in a well-maintained and quiet 16 home cul-de-sac neighborhood consisting of retired and professional families. A couple of minutes out of Kailua town with access to...... |
333 Wanaao Rd |
|
333 Wanaao RdKailua, HI$6,750
Vacation Rentals, Unknown
Kailua furnished home with a pool and private gated yard. Available July 1, 2024. 3-6 month lease available. 3 bedroom/ 2 bathroom, All appliances and washer/dryer included. Split A/C units in each...... |
669 Kihapai St |
|
669 Kihapai StKailua, HI$4,400
Vacation Rentals, Unknown
"This lovely property is situated in a quiet area just a short walk away from the beach, making it an ideal location for anyone who loves the ocean. With three spacious bedrooms and two bathrooms,...... |
748 Oneawa St |
|
748 Oneawa StKailua, HI$3,600
Vacation Rentals, Unknown
3 bedroom 1 bath home located in the Coconut Grove area of Kailua. Excellent schools. Walking distance to Kailua beach and Kaha park (marsh path). Close to H3, and KMCB, Kailua recreation center...... |
346 Ilimalia Loop |
|
346 Ilimalia LoopKailua, HI$6,000
Vacation Rentals, Unknown
Please note lease must end no later than 12/31/2024. Recently remodeled four-bedroom, two-bathroom home backs to a canal and offers laminate flooring throughout, large kitchen with stainless steel...... |
1271 Auwaiku St |
|
1271 Auwaiku StKailua, HI$5,500
Vacation Rentals, Unknown
Welcome home! Spacious 3 bed, 2 bath Kailua home with a great open floor plan! Inside you'll find vaulted ceilings, an open kitchen with walk in pantry, large dining with breakfast bar, and a...... |
135 Maluniu Ave |
|
135 Maluniu AveKailua, HI$4,000
Vacation Rentals, Unknown
Available now! This is a downstairs unit with 3 bedrooms and 2.5 bathrooms. This unit comes with 2 tandem stalls in a secured covered garage. This home features an open kitchen with stainless steel...... |
189 Aikahi Loop |
|
189 Aikahi LoopKailua, HI$7,500
Vacation Rentals, Unknown
Aloha and Welcome to Aikahi Park. One of Kailua's most prized neighborhoods. This beautifully upgraded island style 4 bed/ 3 bath home is within walking distance to award winning Aikahi Elementary...... |
609 Iliaina St |
|
609 Iliaina StKailua, HI$2,700
Vacation Rentals, Unknown
Located right near the H3 exit making trips to all sides of the island quick and easy. Minutes from Kailua Town and all of its beaches. This is a duplex style property with the tenant having their...... |
523 Iliaina St |
|
523 Iliaina StKailua, HI$4,400
Vacation Rentals, Unknown
Comfortable and quiet home in desirable Kailua neighborhood near best beaches, convenient shopping, excellent schools, Kaneohe Bay, H-3 and Pali highways, and bus routes. Spacious house with 3 air...... |
1435 Auauki St |
|
1435 Auauki StKailua, HI$4,300
Vacation Rentals, Unknown
Bright and welcoming 3-bedroom, 2.5 bath home in the beautiful neighborhood of Hillcrest, Kailua. Panoramic mountain, lake and ocean views with high vaulted ceiling and large, private swimming...... |
885 Akalei Pl |
|
885 Akalei PlKailua, HI$5,950
Vacation Rentals, Unknown
This beautiful lake front home is situated on a quiet cul de sac at the entrance to the lake with access to the lake and the canal which connects to the ocean. It has a newly renovated dock, great...... |
549 Kawainui St |
|
549 Kawainui StKailua, HI$3,500
Vacation Rentals, Unknown
Gorgeous Hawaiian plantation-style home with a large fenced-in back yard. 2 bedrooms, a den, and a small loft! Yard has mature tropical fruit trees and lots of native plants/grass. Private parking...... |
73 Aalapapa Pl |
|
73 Aalapapa PlKailua, HI$5,000
Vacation Rentals, Unknown
With one of Oahu's best views, The Lanikai Luxury View home brings a breath of relaxation that keeps on giving. the hillside location makes for some very rewarding views. Be it the Beautiful,...... |
Paokano Pl |
|
Paokano PlKailua, HI$7,500
Vacation Rentals, Unknown
This renovated 3200 sq.ft. luxury executive home (4 bedrooms, 3 bathrooms) located in one of the most highly desired neighborhoods in Kailua sits in a very quiet, breezy, and quaint cul-de-sac on...... |
1060 Alahaki St |
|
1060 Alahaki StKailua, HI$4,500
Vacation Rentals, Unknown
Beautifully remodeled 3bdr., 2bth. detached single family home in Enchanted Lake. All the bedrooms have split ACs and ceiling fans. The open kitchen area, with seating around the island, is perfect...... |
1366 Nanawale Pl |
|
1366 Nanawale PlKailua, HI$3,350
Vacation Rentals, Unknown
DRIVE BY take a look at the neighborhood & location, if still interested EMAIL to schedule viewing. 3 bedroom / 2 bath single family house w/ carport - includes refer, range, DW, granite counters....... |
1448 Auauki St |
|
1448 Auauki StKailua, HI$5,950
Vacation Rentals, Unknown
Brand new modern house in Enchanted Lake, quiet neighborhood in a cup-de-sac. 4 Bed 3 Bath 2 Garage parking... |
610 Auwai St |
|
610 Auwai StKailua, HI$4,500
Vacation Rentals, Unknown
Available June 1. Beautiful property in wonderful coconut grove neighborhood. 3/2 and two car garage. Split A/C in every room. Outdoor shower and surf racks. Landlord pays internet, tenant pays...... |
551 Olomana St |
|
551 Olomana StKailua, HI$4,300
Vacation Rentals, Unknown
This single family home is ready to move in on 5/7/2024. This is a 3 bedroom/ 2 bathroom home down a col-da-sac in the heart of Kailua just blocks from the beach, shopping and MCBH-Kaneohe! This...... |
701 Kihapai St |
|
701 Kihapai StKailua, HI$5,400
Vacation Rentals, Unknown
Step into comfort with this well-maintained, single-level family home nestled in the heart of Kailua. Boasting a spacious 1,554 sqft of living space, this property features 3 bedrooms and 2...... |
Kihapai St |
|
Kihapai StKailua, HI$4,100
Vacation Rentals, Unknown
Kailua 3 bedrooms/2 baths home available after June1, 2024. Utilities, wifi, laundry included in rent. 2 carport parking spaces on premise and gated yard. Laundry unit is shared with other tenants...... |
14 Aulike St #401 |
|
14 Aulike St #401Kailua, HI$2,550
Vacation Rentals, Unknown
Fully furnished two bedroom condo in the middle of Kailua Town! Don't miss your chance to rent this remodeled 2 bedroom / 1.5 bathroom unit in Meridian East. Upgraded bathrooms, new paint. Laundry...... |
1005 Keolu Dr |
|
1005 Keolu DrKailua, HI$2,900
Vacation Rentals, Unknown
New 2BR/1BA unfurnished home with small yard in Enchanted Lake. All new appliances and tiled floors. Vinyl fencing ensures privacy. Quiet neighborhood, Shared driveway (one assigned parking space)....... |
612 Ulumalu St |
|
612 Ulumalu StKailua, HI$3,900
Vacation Rentals, Unknown
Available on May 13th, 2024. This is a recently renovated 3 bedroom and 1.5 bathroom house with luxury vinyl plank floors and quartz kitchen countertops. Located in a peaceful Kailua location and...... |
327 Manae St |
|
327 Manae StKailua, HI$4,500
Vacation Rentals, Unknown
Available APPROXIMATELY May 1, 2024 This property is UNFURNISHED. Perfect Location for Oahu living! Walk to world famous Kailua and Lanikai Beaches, walk to Kailua town, and have an easy,...... |
596 Iana St |
|
596 Iana StKailua, HI$7,995
Vacation Rentals, Unknown
Welcome to this renovated home on the water with a sparkling pool! The Chef's kitchen has plenty of cabinet space, modern appliances, quartz countertops and a huge eat in bar! The open concept...... |
916 Maluniu Ave |
|
916 Maluniu AveKailua, HI$2,800
Vacation Rentals, Unknown
Available now with showings by appointment only starting Saturday April 13. Please message via Zillow to schedule. Beautiful, newly-built & spacious accessory dwelling unit (ADU) with a private...... |
1024 Hoolea Pl |
|
1024 Hoolea PlKailua, HI$3,000
Vacation Rentals, Unknown
Furnished 2 bedroom/1 bathroom with open air living space for cool Hawaii nights! This property is in a quiet circle with 1 other home. Gas stove top, oven, refrigerator, full bathroom with tub,...... |
288 Kahako St |
|
288 Kahako StKailua, HI$5,400
Vacation Rentals, Unknown
Private 2,090 sq ft unfurnished 4-bedroom, 2.5-bath house located in a quiet neighborhood of Keolu Hills, Kailua, tucked right off of Kalanianaole Highway. Boasting views of Mount Olomana, this...... |
726B Kalolina Pl |
|
726B Kalolina PlKailua, HI$1,500
Vacation Rentals, Unknown
Private room and bathroom with separate entrance from the house. Large glass sliding security door outlooking the Koolau mountains.... |
Kaipii St |
|
Kaipii StKailua, HI$1,950
Vacation Rentals, Unknown
Imagine coming home to your spacious room that includes an attached renovated bathroom, private patio to read or relax and amenities including a refrigerator/freezer, microwave, k-cup maker, A/C,...... |
202 S Kalaheo Ave |
|
202 S Kalaheo AveKailua, HI$4,000
Vacation Rentals, Unknown
Welcome to Avendaro, "The Dream Place", a historic 1921 Hawaiian Plantation style home. Our private beach path leads to uncrowded Kailua beach and is noted for its soft white sand, ideal for...... |
116 Kuulei Rd |
|
116 Kuulei RdKailua, HI$2,975
Vacation Rentals, Unknown
Avail May 1st, Air conditioned, Fully furnished, private and comfortable, 3 mins walk to Kailua Beach, washer and dryer, storage, Please no Dogs. Open to flexible lease options. Minimum 3 months.... |
365 Kalama St |
|
365 Kalama StKailua, HI$4,500
Vacation Rentals, Unknown
Beautiful, spacious, 3 Bdr / 3 Ba Kailua main home with central A/C, down the street from Kailua's world famous sandy beaches, shops, restaurants and more. Live your best life in this highly sought...... |
1361 Aupapaohe St |
|
1361 Aupapaohe StKailua, HI(Contact seller for price)
Vacation Rentals, Unknown
Discover a captivating 3-story single-family residence nestled in the charming Hillcrest neighborhood of Kailua. The home offers a unique kitchen with a sub-zero refrigerator, gas range, double...... |
151 Hauoli St |
|
151 Hauoli StKailua, HI$5,500
Vacation Rentals, Unknown
This quaint Beach home, tucked away down a private flag lot, is steps away to beautiful Kailua beach and Kalama beach park. The house boasts some very nice features such as hard wood and tile...... |
649A Oneawa St |
|
649A Oneawa StKailua, HI$1,900
Vacation Rentals, Unknown
Location: The unit is conveniently situated just a 2-minute drive away from both Kailua Town, the H-3, and the beach. 5 minutes from the MCBH back gate. Military personnel are welcomed! Parking:...... |