House vacation rentals in Kailua

Find and book unique houses on Airbnb

Top-rated house rentals in Kailua

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Kailua

4.9 out of 5 average rating, 267 reviews

Kailua Beach Park - 2 BR Cottage

Kailua Beach is once again been rated as the best beach in the USA for 2019, by Dr. Beach. "The cottage is directly across the street from Kailua Beach Park and less than two minutes walk to step into the ocean at the beach. This a legal vacation rental, license1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new shower, sink and plumbing fixtures April 2022!

Superhost

Home in Haleiwa

4.83 out of 5 average rating, 172 reviews

The North Shore Hideaway

Relax and unwind in this spacious custom home located near Velzyland Beach. Well suited for couples who want to enjoy the comforts of home while immersing into the local North Shore culture. Less than a 5 minute walk to the beach where you can watch waves, enjoy snorkeling, swimming, and surfing. Enjoy peekaboo ocean views, stargazing, and the bbq from the spacious upper deck which is for your use EXCLUSIVELY. There’s one dedicated parking space on the right side of the driveway for your use.

Superhost

Home in Honolulu

4.81 out of 5 average rating, 103 reviews

Manoa Cottage with Diamond Head Lanai View

Quaint, spacious, and newly remodeled and furnished 2 bed / 2 bath cottage with a large lanai overlooking the charming Honolulu neighborhood of Manoa. 2 minute walk to the University of Hawaii. A short walk to restaurants, bars, and YMCA. 10 minute drive to beaches. Very private with parking, AC, washer/dryer, cable and wireless internet. The perfect place for your family or group for a relaxing Hawaii vacation! Also perfect for University business and temporary student and parent housing.

Guest favorite

Home in Waianae

4.94 out of 5 average rating, 54 reviews

New 4 BR Home 9 Cozy Beds -Paradise Escape

Discover luxury and comfort in this brand-new 4BR, 2.5BA home nestled in a secure, 24-hour gated community. Breathe in the serenity of lush mountain vistas from each tropical-themed bedroom. Unwind on the plush Italian leather sofa, a cool refuge after sunny adventures. Delight in gourmet meals from the fully equipped kitchen, followed by movie nights in your home. Moments from golf, trails, iconic surf beaches, and prime snorkeling spots—a perfect blend of relaxation and exploration.

Guest favorite

Home in Makaha Valley

4.98 out of 5 average rating, 101 reviews

Kalo Homes ~ Makaha’s Hidden Gem!

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

Guest favorite

Home in Haleiwa

4.96 out of 5 average rating, 179 reviews

Oceanfront Oahu North Shore Hawaii Private 3b Home

For rates less than 90 days. Please call or DM. Nestled on the shore of legendary Waimea Bay Point, this home is the gateway to an authentic Hawaiian experience. Lounge on the covered lanai feet from lapping surf watching whales, dolphins, turtles, surfers, and incredible sunsets. Extremely clean with all the necessities. Steps to 3 sandy beaches Waimea Bay, Shark’s Cove and Three Tables. This is the perfect family getaway, allowing you to live the true North Shore lifestyle.

Guest favorite

Home in North Shore

5 out of 5 average rating, 50 reviews

Haleiwa Waterfront House

Location, location, location! This lovely duplex home is perfectly situated on a beautiful white sandy beach and at the end of a quiet cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic Haleiwa Town rests in the heart of the north shore with Haleiwa being a 3 minute drive away and all the beautiful surf/swim beaches if not in front of the house then a mere 5 - 15 minute drive away (30 minute drive to the airport) .

Guest favorite

Home in Haleiwa

4.9 out of 5 average rating, 40 reviews

SURFERS PARADISE!!!

Welcome to PARADISE! This home is a 3-minute drive from SHARKS COVE, THREE TABLES, and WAIMEA BAY. Tucked away in a quite neighborhood, this is where you want to make memories. Surf? Hike? Snorkel? Swim? We have it all! Breath taking sunsets will make your heart melt! Wake up to sound of the birds - this is the definition of paradise! Cant be beat!! 30-days, if you are having problems booking, please message us as dates don't often line up.

Superhost

Home in Hauula

4.83 out of 5 average rating, 276 reviews

Hauula Studio

Hauula Hale Studio quietly sits against the mountains in the small town of Hauula, which is just a 5 minute drive from Laie and the Polynesian Cultural Center. Located in the charming country setting of Oahu's windward coast, you can enjoy a quiet and relaxing stay in our comfortable studio. With only a 5 minute walk to hiking trails or the beach or a 20 minute drive to the beautiful North Shore, there is plenty to explore and do.

Guest favorite

Home in Hawaii Kai

4.88 out of 5 average rating, 114 reviews

Beautiful Two Bedrooms, Gated & Private Entrance

TA-212-170-1888-01 This 2-bedroom Cottage is attached to the main house with its own private entrance. Enjoy amazing sunsets; incredible ocean view. You'll be close to just about every convenience (Starbucks, Costco, Safeway and Walgreens, etc.), and near many natural wonders (Halona Blowhole, Makapu'u Lighthouse), hikes (Koko Head trail) and beaches (Hanauma Bay, Sandy Beach, and more). Every room is equipped with split AC!

Guest favorite

Home in Waianae

4.93 out of 5 average rating, 103 reviews

Large family home 5 min from beach- newly built

A true taste of Hawaii - You'll find a coastline of endless beaches, limited crowds, and amazing sea life. Makaha beach can be seen from the windows of this new four bedroom home, providing plenty of room for large families to come together and relax after days playing in the sun surfing, snorkeling, and swimming. Nestled in the Makaha Valley, experience the lush mountains out the backdoor and tropical beaches out the front.

Guest favorite

Home in Waianae

4.97 out of 5 average rating, 38 reviews

Premium home with stunning ocean & mountain views

Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki. It is surrounded on 3 sides by the majestic mountains of the Makaha Valley, with the shores of the Pacific Ocean to the west. Enjoy a day at one of several local beaches that are only minutes away, or relax on the spacious backyard deck and watch the sunset while sipping an ice cold tropical drink.