Top 50 Vacation Rentals Kailua (Oahu) (Hawaii) 2018

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Kailua Oahu Travel Guide

This Hawaiian paradise town is perfect for any beach lover’s vacation.

Things to do in Kailua-Oahu

The town is known as a resort town on the island of Oahu along the shore. Hawaii’s picturesque beaches have clear turquoise waters and soft white sand, as well as excellent surf or swim spots up and down the coast. Top beaches in Kailua include Lanikai Beach, ranked as one of the best beaches in the world, and Kailua Beach, once ranked as the number one beach in the United States. Hike the Lanikai Pillbox Trail or the Kaiwa Ridge Trail to get the best views of the ocean all around. The Maunawili Falls Trail is another popular hiking spot in town. The 2.5-mile trail leads you to the stunning swimming hole and scenery at Maunawili Falls. The Kailua Farmer’s Market is something you truly can’t miss for all the locally grown fruits and veggies, as well as the handmade souvenir crafts.

Best Time to Visit Kailua-Oahu

Hawaii is beautiful and warm all year round, but the best time to visit Kailua is from January through May. Kailua is full of sleepy, relaxed beach town vibes all around. Locals in town are relaxed and open-minded, and most residents work hard to preserve the environment and local culture.

Landmarks & attractions

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Kailua White Sands Escape (for one person)
Bedroom
1 Bedroom
1 Bathroom
1 Sleep
Wifi,
Parking
- Details
Description
The Space Your space for one person includes a full size bed with foam topper, ceiling fan, mini fridge, & tour books. Enjoy the trade wind breezes and ceiling fans in every room. My dog might greet you when you arrive. This is our first house and we're continually updating as we go! I'm currently finishing up renovations and you might find parts of the house being fixed during your stay. Enjoy a discount vacation while...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:1
Bathrooms:1
Rating Overall Score90%
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Excellent
Tranquility at Hale Kolea
1br Other
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
The Space Almost 600 square feet of space, the unit is attached to the main house but very private since the living quarters are on opposite sides of the property. The kitchen is equiped with all one needs for simple meal preparation. A toaster oven and an induction stove is available as well as a microwave, a blender and a french coffee press. Guest Access Guests may enjoy the outdoor table, chairs and bench in the tropical setting. There are beach gear...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua Affordable Room with Bath By the Pool
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space Located on a quiet cul-de-sac in a family friendly neighborhood. Walking distance to the beach. Guest Access Swimming pool is shared by the homeowner and guests. Check in is 2:00 pm. Please see the following If I am not here when you arrive or if you arrive late at night. Park on the concrete parking pad between the mailbox and the two coconut trees (right side facing the house). Pull straight in toward the house with your headlights facing the house. Please leave...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
Kailua Blue Ocean Breeze/Across Beach
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Smoking,
Parking,
Pool
- Details
Description
The Space WElCOME TO PARADISE! Kailua is one of the most sought after vacation destinations in Oahu. Kailua is located on the Windward side of Oahu just 12 miles northeast of Honolulu - over Nu'uanu Pali, tallest mountain peak in the Ko'olau mountain range. Kailua offers picturesque, uncrowded beaches, great restaurants, and wonderful people within the backdrop of a small, laid back community. This is a perfect place for you to relax in comfort and enjoy all that...
Amenities
Wifi
Smoking
Parking
Pool
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Paradise Studio Walk to Beach
1br Studio
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Smoking,
Parking
- Details
Description
The Space This studio was newly renovated in June 2014. Please note that this studio is ATTACHED to our home with its own private entrance and lanai, and that our home is located in a neighborhood with young families. Like most homes in Hawaii, we have single walls and jalousie windows which means sound carries from all around. Our listing is ideal for easy going, active, adventurous guests who are into traveling and enjoying the outdoors with our...
Amenities
Wifi
Smoking
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua Beach Cottage Getaway
Cottage
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space The studio is located on the side of our home with a sizable yard, a space all to yourself. We also have a split unit air conditioner a nice amenity to the humid Hawaii weather. The kitchenette offers all the basic essentials, a hot plate & electric skillet, along with a coffee machine, microwave and refrigerator. In addition to the queen size bed we have a full size fold out sofa bed. A private laundry area...
Amenities
Wifi
Parking
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
The Sewing Room
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Your space includes a queen size bed with memory foam, 42" HDTV, ceiling fan & tour books. Enjoy the trade wind breezes and ceiling fans in every room. My dog might greet you when you arrive. This is our first house and we're continually updating it as we go! I'm currently finishing up renovations and you may find some parts of the house being fixed during your stay. Enjoy a discount vacation while I'm...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Private Lanikai studio, free Kayaks & boards
Studio
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
The Space Unit located right below the famous Pillbox hike trail. Inside not big but very nice, quiet and private. Loft bed plus new futon bed. 2 person and 3 person Kayak,2 SUP's and a surf board and body boards and beach bikes. Your own washer/dryer. Outdoor Beach shower has hot water. Beach chairs/sand umbrellas and snorkel gear and so on. Private,quiet, perfect. Please leave all towels and sheets in the laundry basket before you check out. Thank you Guest Access Share the bikes...
Amenities
Wifi
Parking
Additional info
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Lanikai Cottage,Free Kayaks, 1 BR, 2 Bed, Garage
1br Cottage
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
The Space Unit located right below the famous Pill Box trail and 1000 ft off world class beach. 3 Kayaks for up to 6 people, 2 SUP's, surf boards, body boards and snorkel gear and bikes are available for your use while you stay. Outdoor Beach shower has hot water, and free washer and dryer. I also provide sun block, and bug spray for your hikes. Private,quiet, perfect Guest Access You have own outside private entry with a cute lanai with seating...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Good
Kailua Ocean Breeze Beach Studio
Bedroom
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Smoking,
Parking,
Pool
- Details
Description
The Space WElCOME TO PARADISE! Kailua is one of the most sought after vacation destinations in Oahu. Kailua is located on the Windward side of Oahu just 12 miles northeast of Honolulu - over Nu'uanu Pali, tallest mountain peak in the Ko'olau mountain range. Kailua offers picturesque, uncrowded beaches, great restaurants, and wonderful people within the backdrop of a small, laid back community. This is a perfect place for you to relax in comfort and enjoy all that the island has to...
Amenities
Wifi
Smoking
Parking
Pool
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score90%
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Excellent
Olomana Hale
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space Sleeps two comfortably, very private, secure and quiet. Guest Access Swimming pool, pool furniture and parking on premises. Interaction with Guests As much as they like. I will be happy to answer any questions and make recommendations. However, I am respectful of my guest's privacy. The Neighborhood A 2 minute drive to Kailua town, Whole Foods, Target, Foodland and many restaurants and a 5 minute drive to Kailua and Lanikai Beaches. Easy access to the Pali Hwy, H3 and LikeLike Hwy. North Shore...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Suite Home Kailua
Home/Apartment
1 Bathroom
2 Sleeps
Wifi
- Details
Description
The Space Your private garden patio includes a bbq grill, umbrella covered table for two and outdoor shower. Street parking is ample. Interaction with Guests No shared spaces, you have it all to yourself. Your hosts live on the property, however, and are readily accessible should you have any questions or need suggestions on what to do or where to eat. The Neighborhood This is a typical Hawaii neighborhood. Homes are very close together and though the Suite does offer air-conditioning, most homes are cooled...
Amenities
Wifi
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua Bay & Mountain Views at The Suite Spot!
Studio
1 Bathroom
4 Sleeps
- Details
Description
Aloha and welcome to Kailua! The Suite Spot is a private and spacious third floor, 1000 sq. ft. studio with 400 sq. fit. lanai featuring stunning ocean and mountain views. Perfect for a romantic couple getaway. Particularly, for those who prefer to stay a while and enjoy the local community. Enjoy your morning coffee on the lanai while enjoying the breeze and ocean while listening the rambunctious birds. Watch the ambitious kite boarders speed around Flat Island in Kailua Bay. You...
Additional info
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Secluded Beach Bungalow
1br Bungalow
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Beach walk, swim, kayak, wind-surf, kite board, body surf, snorkel, hike, walk/jog the Lanikai loop (4 miles around door-to-door) - there is an abundance of fun activities here...or, completely relax and chill out - it's very easy in this quiet & secluded bungalow. Great retreat for a maximum of 2 easy-going, nonsmoking (since we request no smoking anywhere on the property) adults (25 years and older only). We accept reservations that begin and end on any combination of the...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Kalama Beach Cottage
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space The sound of the ocean will lull you to sleep in our zen cottage just steps from Kailua Bay. Our cottage is perfect for those who desire a very clean, very quiet, private, and tranquil escape. With high ceilings, polished floors, rain shower head, fresh linens, and modern bath, our space is the perfect escape from it all. Just a few steps from the beach this classic Hawaiian style cottage is nestled on the far end of our property,...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua Luxury Suite Getaway
1br Other
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Our deluxe suite (a one-bedroom/studio luxury apartment) is certainly a unique find in Hawaii. Charming vaulted ceilings with ceiling fans in every room create a refreshing indoor island breeze (summertime in Hawaii can be hot and humid at times). The beach is walking distance (about 5 blocks), and the neighborhood is quiet and peaceful. Parking is dedicated on the premises, and the bus stop is 1/2 block from the apartment. We welcome families and children, however,...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Private studio 8 min wlk~Kailua Bch~10min wlk~Town
1br Studio
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space The studio is 300 sq ft and comfortably sleeps 2 people. Includes a kitchen, a microwave, a single burner hot plate, a refrigerator and all the kitchen amenities. Interaction with Guests Please don't hesitate to reach out to us should you have any questions during your stay. The Neighborhood Our neighborhood is quiet and centrally located to town and the beach. Getting Around Free parking is available, right out front of the studio. "The Bus," is available also, as a means to transportation and...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua, Entire 3 Bedroom Home in Kailua!
3br Bedroom
3 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Parking
- Details
Description
The Space A bright, 1000 sq ft island home in an upscale Kailua neighborhood is your destination for a wonderful Hawaii vacation. Just a 7 minute drive from beautiful Kailua and Lanikai beaches. We offer a spacious master bedroom with a $3,000 California King bed, a second bedroom with a Queen size bed and as of March 2015 the third bedroom comes with a full size bed. A large full bath with shower stall and his/her vanity. Newly...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
Beautiful Kailua Studio Near Beach
Studio
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space This newly constructed (2014) beautiful studio apartment is tastefully decorated with comfort and privacy in mind. You can choose to have a cool breeze with overhead fan or turn on the air conditioner for ultimate comfort. There is a full-kitchen (fridge, microwave and cooktop) and private bath along with flat-screen tv and free wi-fi and free HBO. Washer and dryer is provided and nice garden sitting area, outside the studio for your enjoyment. The studio is available...
Amenities
Wifi
Parking
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua Oasis - Fall Special!
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space We're brand new here on Airbnb, and in an effort to build some feedback and reviews, as well as introduce ourselves to the community, we are offering our one bedroom at a SUPER discounted rate! (suggested price for this area per Airbnb is $190/night) Hurry and take advantage of this offer while it lasts! Okay, I may be biased, but this place is awesome! I grew up in Kailua and definitely would love to share the Aloha Spirit with you!...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Newly renovated in Kailua town.
1br Other
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space *Check-in time is after 3pm but before 9pm. Please check your airline reservation and make sure you plan lands no later than 8pm.* Check-out time is 10am. • New Queen size bed with new Foster and Stearns mattress • Private entrance • Air Conditioning • Parking provided for one vehicle • Towels & linens • Beach towel and beach mats • Mini Fridge • Free Wifi • Television and cable TV • Iron and ironing board • Closet to hang your clothes • Hair dryer • Small coded safe •...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Lanikai Lifestyle
Other
1 Bathroom
3 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space LOCATION, LOCATION, LOCATION! One block from Lanikai Beach at the entrance to the Lanikai Loop bike/walk path and near the Pill Box hike. Recently renovated, fully furnished, clean, and comfortable studio apartment attached to the owner's main house. GE- (Phone number hidden by Airbnb) TA- (Phone number hidden by Airbnb) Guest Access This cozy studio apartment attached to the owner's main house has its own private entrance, bathroom, courtyard, and parking stall. Swimming pool is shared with the family....
Amenities
Wifi
Parking
Pool
Additional info
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
A Suite By the Sea
Other
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space This apartment is located very close to Kailua Beach and minutes from Lanikai Beach. At roughly 550 sq ft, this upstairs studio suite is spacious modern, and clean with lots of windows offering sunrise and mountain views. The all new construction features bamboo floors, quartz countertops and a river rock shower floor to massage your feet. The kitchenette has a full size refrigerator, sink, microwave, toaster, hot-plate, dishes and cutlery. There is a Queen size bed and a Full size...
Amenities
Wifi
Parking
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
SUITE ALOHA - Play at the Beach
1br Other
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance/Kalapawai Market as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find comfort and relaxation. Relax under the fragrant Plumeria tree in your own private garden, BBQ on your gas grill, or take a short walk downtown to enjoy an...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Cozy, Kailua, Beach Walk Bungalow! TAT151187600801
1br Bungalow
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Our place is small, but it is all yours! It has everything you will need to be comfy and enjoy your authentic Hawaiian holiday. There is a small outdoor eating area surrounded by bamboo just out the front door. Beach chairs, boogie boards, beach towels, umbrella and bikes are provided to make the most of your stay! The kitchen includes a full size fridge, microwave, blender for smoothies, two hot plates, a toaster oven and everything you need to...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Welcome to the Lake! Tropical Tranquillity!
1br Studio
1 Bedroom
1 Bathroom
2 Sleeps
- Details
Description
Minutes from beach and a nice paddle to the ocean, this vacation studio is located waterfront on one of the widest points on Kailua's beautiful Enchanted Lake. Relax and read a book enjoying the cool tropical breezes in one of the many sitting areas in the yard. Drop the kayak or stand up paddle board into the water for a leisurely trip down the canal to Kailua Beach. Quiet neighborhood close to shopping and restaurants in...
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
★2 Blocks to Beach★ Kailua Beach Aloha Cottage
1br Cottage
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space This is an attached "Ohana" or cottage that was just renovated. You can cook using the microwave or enjoy a cup of coffee with the coffee maker. There is a full double door refrigerator and freezer. We provide a lovely space for your trip along with beach chairs, cooler and snorkel gear to help you explore everything that Kailua has to offer. Guest Access Guests have access to the attached cottage along with beach chairs and snorkel gear. Interaction with Guests We live...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score90%
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Excellent
Breathtaking Lanikai ocean view
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space The spacious 10' x 19' bedroom has a Queen bed and comfortably accommodates two people Not included in the measurements is a hallway leading to the walk in closet and large bathroom. This rooms open up to the fresh water pool that the house is built around. All rooms are accessed through the court where the pool is located. The walk up to the house can be challenging, but you are rewarded...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
5 min Walk to famous Kailua Beach
1br Other
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space The space is 720sf (66.5 sqm) studio apartment. Tastefully decorated with fully equipped kitchen with 2 burner cooktop. King size bed in the bedroom and a very comfortable American Leather Comfort sleeper sofa bed in the living room. Unit can comfortably accommodate 4 adults. Bright modern bathroom with deep soaking tub. There are sliding louver doors separating bedroom and living room to ensure some privacy when there are more than a couple staying. Beach accessories such as...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Good
Lilikoi cottage -2 blocks to beach 2 bed/ 1 bath
2br Cottage
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Smoking,
Pets OK,
Parking
- Details
Description
The Space Lilikoi cottage is a light and airy 2 bedroom home. It is 1 1/2 blocks from Kailua Beach . The cottage has a private entry and a private garden patio area. The Living room had a beachy feel and is bright and airy. The kitchen is fully equipped for cooking. It has pot, pans, cutting boards, utensils, etc... We try to keep some staples for you ie: salt, pepper, some spices, sugar, cooking oils,...
Amenities
Wifi
Smoking
Pets OK
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score90%
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Excellent
Secluded Hideaway Just a Short Walk to Kailua Beach
Studio
1 Bathroom
4 Sleeps
- Details
Description
Get away from it all in this spacious 1st floor 800 sq. ft. studio with additional 250 sq. ft. covered lanai and private backyard for your exclusive use. The Hideaway is only 100 yards to the lush Kailua Beach Park, with world class Lanikai Beach right around the corner. Perfectly located for the best possible Hawaiian getaway. Start your day out on the lanai with a cup of coffee and watch the birds flutter about in the trees. Ahh, the simple pleasures!...
Additional info
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Good
★ Kailua Beach Breeze Cottage★
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space This is an attached "Ohana" or cottage just one block to Kailua Beach. There is a full kitchen with a stove and refrigerator to make your time a breeze. We provide a lovely space for your trip including an Apple TV to help you relax after a long day hiking along with beach chairs, cooler and snorkel gear to help you explore everything that Kailua and Lanikai has to offer. Guest Access Guests have access to the attached cottage along with...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Kailua Beachside 'Host With the Most' - 5-Bedroom/6-Bath Newer Home (Sleeps 10)
5br Bedroom
5 Bedrooms
6 Bathrooms
10 Sleeps
- Details
Description
E Komo Mai! Welcome to our newer 5-bedroom/6-bath private home, located in the desirable windward town of Kailua, Oahu. This beachside residence is within close walking distance to a 3-mile stretch of one of the best swimming beaches on Oahu. Stores, restaurants, shave ice, kayak rentals, and a medical clinic, are all within eyesight too. Our home bodes well for those large families or gatherings of best friends that want to enjoy each others company, yet have the...
Additional info
Bedrooms:5
Sleeps:10
Bathrooms:6
Rating Overall Score100%
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Excellent
Hale Plumeria. With Pool & AC
1br Other
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space No fighting for street parking, we provide you with 1 parking space on site. 1 Pillow Top Queen Bed and a Hide A Bed that holds 2 Twin Pillow Top Mattresses. When completely opened the Hide A Bed converts to the size of a King Size Bed. The Pack N Play has an added mattress to place in the bottom for sleeping time for baby. There is also 1 toddler bed available upon request. Unit is equipped with a...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Lanikai Cottage In Kailua
Cottage
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
The Space This is a stand alone cottage with a small yard and deck with a gas BBQ and umbrella and table with chairs. The interior is 440 sf with a bedroom loft and bathroom upstairs over looking the living room, kitchen and dining area. Very airy and comfortable. Two AC units keep the place cool! Guest Access Guests have access to the shared laundry center in the garage. There is a closet with some beach toys and chairs available. ...
Amenities
Wifi
Parking
Additional info
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Seastar Studio,Walk to Kailua Beach
Studio
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Nicely renovated studio apartment with kitchenette. Outside seating area. Everything you will need is supplied. Beach towels and chairs are supplied. Perfect for two people only. Walk to famous Kailua Beach where there is windsurfing and kayaking steps away. Walk to Kailua town and to the bus that takes you all around the island. Our home is in a quiet and safe neighborhood. There is on street parking and guests will find this rental convenient to many famous...
Amenities
Wifi
Parking
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Beautiful Lanikai
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space The breezy cool 11'x12' bedroom with an ocean view through a Rainbow Shower tree. It has a queen bed, dresser, desk luggage holders and adjoining private bathroom. The rooms are entered through the washer/dryer hallway that is a common area for others to use with consideration to you. Guest Access The driveway up to the house has been noted as "challenging" a bit steep and curvy, but you are rewarded with a great view. Store food stuffs in...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
Kailua Blue Ocean Breeze Luxury Oasis/Across Beach
3br Bedroom
3 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Smoking,
Parking,
Pool
- Details
Description
The Space WElCOME TO PARADISE! Kailua is one of the most sought after vacation destinations in Oahu. Kailua is located on the Windward side of Oahu just 12 miles northeast of Honolulu - over Nu'uanu Pali, tallest mountain peak in the Ko'olau mountain range. Kailua offers picturesque, uncrowded beaches, great restaurants, and wonderful people within the backdrop of a small, laid back community. This is a perfect place for you to relax in comfort and enjoy all that...
Amenities
Wifi
Smoking
Parking
Pool
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score90%
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Good
Quaint Studio
Studio
1 Bathroom
2 Sleeps
Wifi
- Details
Description
The Space There are two beach cruisers available and also Stand Up Paddle boards and boogie boards. Beach towels, chairs and snorkel gear! Just let me know what you plan on using so it will be available for you. To help keep cost down, I do not require a deposit. So please feel free to use beach toy's as long as you're willing to replace if lost or stolen. Guest Access The studio is located at the front of...
Amenities
Wifi
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Good
Beautiful, Bungalow steps to Beach!
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space This is a charming quirky 1950's Hawaiian beach house. It's a 3 bedroom 1 bath home. You have your own room but the bathroom is shared as we only have 1. Just a block from Kailua beach. I live in the house along with my roommate. We are both very busy so we are not always home. This is our home and we do live here so our friends and family do come by to visit or hang at the beach on...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Hilltop-view, Tropical Retreat
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space Lovely Guest Suite with separate Bedroom and a comfortable queen bed. There is an exclusive, private entry to your Living Room / Bedroom / Bathroom area. (More like a small cosy guest apartment.) Quiet location. (Additional single mattress with bedding may be added to your room on request at $10 per day plus $20 cleaning fee to cover extra preparation and laundry.) Ample space to hang clothes and put into drawers. Video/DVD player in room with lots of DVD's...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Private Studio Apartment near beach
Studio
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
The Space This is a nice open second story space with beautiful Ko'olau mountain views tuck away from street for privacy and peace. Full kitchen, AC, washer/dryer, bathtub shower, TV, sofa couch and queen size bed. A very short walk to public access for Kailua beach. Guest Access One free onsite parking, as well as, street parking, bicycles to ride around Kailua town, body board, beach towels, fishing poles, outdoor shower, and a barbecue. Interaction with Guests Owners live onsite and will keep...
Amenities
Wifi
Parking
Additional info
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua Loft
1br Home/Apartment
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
The Space All you need for your dream vacation in Kailua is provided! Two beach chairs & cooler, boogie boards, SUP, snorkels and bikes! Shampoo, conditioner & soap all provide along with towels. Hair dryer and clothes iron provided. Guest Access House is at end of flag lot. Private entrance is and the far end of the carport. Laundry available in entrance. Please be careful bringing your luggage in next to cars parked in carport. It's a bit of tight quarters....
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Steps to the Kailua Beach. Spacious Cottage
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
- Details
Description
Welcome to this Hawaiian Style cottage with over 500 sq ft., on a great location, about 1 & 1/2 blocks to the white sandy beach of Kailua, which is considered one of the best in America, due to its 3 miles of clear turquoise waters, off shore trade winds, warm water temperature and protective reef wich also make this bay a popular area for all sorts of water sports includind kayaking, body surfing, wind surf, etc. Also, within minutes, there...
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua Maluhia (Kailua Tranquility)
2br Other
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space You have your own private, two bedroom place, with your own entrance to come and go as you please. Windows and entrance door open to your own private, fenced, backyard. Comfortably sleeps 4 on two twin beds and one queen bed. If you need extra beds, we can arrange an air mattress or futon. We love kids and can help you with childproofing if needed. Carport parking is included. Guest Access You will have access to a washer and...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Mango Cottage
Cottage
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Our listing is special because of its proximity to the beach and its accessibility to nearby restaurants and shops. It features a queen-sized bed, A/C, outdoor lanai with small table and chairs, small gas barbecue, outdoor shower, beach amenities (beach towels, snorkels/masks, water noodles, kick boards, boogie board, beach chairs, coolers, umbrellas and more). We are in a fairly quiet neighborhood, but you will hear typical neighborhood noises, and the occasional celebration! We are just a short 4-minute...
Amenities
Wifi
Parking
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
'Savannah's Cabana NEWLY REMODELED 1 Block to Kailua Beach!
1br Studio
1 Bedroom
1 Bathroom
2 Sleeps
Parking,
Wifi
- Details
Description
Great attention to detail was given to this separate cottage that was designed to match our Plantation-style home. The main house and this cottage share a beautiful tropical oasis that sits behind two houses offering peace and tranquility. Nestled off the road one block from Kailua Beach, it offers the charm of old Hawaii amid quiet tropical surroundings. This newly REMODELED 1 BEDROOM cottage boasts all of the upscale details and furnishings you would want for a...
Amenities
Parking
Wifi
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
NEW! Kailua Coconut/walk to beach and town!
2br Other
2 Bedrooms
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Private custom designed micro-house with separate kitchen/living room suite in the heart of Kailua Town. The suites are located behind a larger home. There is one shared wall that is sound proofed in the larger suite. The smaller suite is stand alone. The driveway is a shared driveway.This home was designed to catch the cool trade winds and provide an awesome tropical experence for those looking to enjoy our cute little Kailua Town and beautiful Kailua Beach, rated one...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
One bedroom in Kailua near beaches
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Located in Kailua near beaches, hikes and great local eateries. Guest Access Guest will have access to shared kitchen, bathroom, washer/dryer. Interaction with Guests I am here for and questions or suggestions to hikes, beaches, shopping etc. The Neighborhood Many beaches, hikes and local restaurants near location. Getting Around Located by bus stop. And Uber and lyft are available on island. Other Things to Note House does have three dog on property. ...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Kailua Poolside One Bedroom
Bedroom
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Smoking,
Parking,
Pool
- Details
Description
Guest Access Pool and pool deck shared with homeowner and other guests. Check in is 2:00 pm. Please see the following If I am not here when you arrive or if you arrive late at night. Park on the concrete parking pad located between the mailbox and the 2 coconut trees. Pull straight up to the house on the concrete pad with the headlights facing the house. Please leave room for two cars to park on the concrete pad. Enter through the gate...
Amenities
Wifi
Smoking
Parking
Pool
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%

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Vacation Rentals in Kailua (Oahu)

Browse accommodations from all the best providers including VRBO, Airbnb, Homeaway and more at AllTheRooms.com. Kailua (Oahu) has 1558 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. A trip to Kailua (Oahu) can be affordable - our lowest price accommodation is available at $37 per night. A typical accommodation in Kailua (Oahu) costs on average $445 per night.

If you want to stay connected during your trip, then you can choose from over 311 accommodations in Kailua (Oahu) that have WiFi. 5 places to stay include a breakfast. Choose from 9 places to stay that provide gym facilities, so you won't miss a single workout. If you are driving to Kailua (Oahu), you'll want to pick from 296 places to stay that provide parking. 88 accommodations come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 22 pet-friendly accommodations available.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 5 providers in Kailua (Oahu), including 315 places to stay from VRBO, 308 accommodations from Airbnb and 50 places to stay from Homeaway

1187 of our places to stay in Kailua (Oahu) have been rated by previous guests. They rated 89% as excellent or good. You can instantly book any of 567 places to stay right now.

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