House holiday 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 favourite

Home in Kailua

4.9 out of 5 average rating, 298 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!

Guest favourite

Home in Waianae

4.92 out of 5 average rating, 103 reviews

Beautiful 4-BR Home| Near Beach| Mountain View

A tastefully designed 4 bed/2.5 bath home in a gated community (built in 2022), nestled in the beautiful Makaha Valley. Private back yard with breathtaking Wai’anae Mountain view and peek-a-boo oceanview. Enjoy quality time with your family and friends at this stylish, cozy home. Experience true taste of paradise on western side of Oahu, away from hustle and bustle of city. The endless beaches along the coastline, amazing sealife, and magnificent mountains will make your vacation memorable!

Guest favourite

Home in Waianae

4.97 out of 5 average rating, 30 reviews

Makaha Resort Getaway

Experience paradise in this Hawaiian-owned retreat, located in a gated community with stunning ocean and mountain views. Enjoy complete privacy with exclusive access to one of the area’s largest yards, three covered patios, an outdoor kitchen, a sauna, and a hot tub. Relax by the fire pit or enjoy a cozy movie night with an outdoor tv. A beautiful mural of Kepuni Kuulei adds some local charm to this serene escape. Discover the aloha spirit and true tranquility—your private Hawaiian haven awaits.

Guest favourite

Home in Waianae

5 out of 5 average rating, 33 reviews

Panoramic ViewHouse Only 2-Min Drive To Beach!

Don't miss this chance to witness some breathtaking views at the Panoramic ViewHouse. Imagine waking up on a mountaintop surrounded by nothing but beautiful ocean and mountain views. Come and experience some of the best beaches, hikes, and sunsets/sunrises Oahu has to offer by staying at this Hale(Home). This 3bd 2ba Hale(Home) immediately immerses you into the beauty of the island and features a huge deck, amazing views, Ice Cold AC, and is near the scenic coastline on the West Side of Oahu.

Guest favourite

Home in North Shore

4.79 out of 5 average rating, 211 reviews

Loft studio, AC, private entrance, 2min Starbucks

Perfect location for professionals who work from home! Loft studio with living area, bathroom and fully stocked and functional kitchenette downstairs and bedroom with AC upstairs. Conveniently located at the entrance of town in walking distance to the town's center and 10 min from the nearest freeway. Starbucks is a 2 minute walk. From here you can easily visit historical sites, beaches, hikes and lots of local activities. The studio has a dedicated wifi repeater and very strong connection.

Superhost

Home in Waianae

4.96 out of 5 average rating, 69 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 favourite

Home in Makaha Valley

4.96 out of 5 average rating, 129 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 favourite

Home in Makaha Valley

4.91 out of 5 average rating, 105 reviews

Slice of Paradise-3BR- Sleeps10-same $ for 2 as 10

Enjoy time w/family at this new 3 bdr 2.5 bath house in the mountains of Makaha Valley in a gated community. Minutes from year round surf&golf. This is a LEGAL vacation rental. Private yard on perimeter lot with unobstructed ocean&mountain views & just a few min. drive to clean, sand bottom beaches. Pool opening TBD. Please note there is an attached studio on the property but everything is separate&private. Any combination of 10 guests is OK as long as no more than 8 adults.

Guest favourite

Home in North Shore

4.99 out of 5 average rating, 70 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 (35 minute drive to the airport) .

Guest favourite

Home in Honolulu

4.9 out of 5 average rating, 102 reviews

Manoa Three Bedroom with Diamond Head Views

Newly available Honolulu 3 bedroom / 2 bathroom cottage with a large deck and separate office (w/ 2 additional twin beds on request). The unit comes with Diamond Head views in the charming neighborhood of Manoa. Amenities include private parking, separate outdoor decks with table and bbq grill, ACs in every room, in-unit washer and dryer, tv and wifi. Very private and located near the University of Hawaii. Just a short drive to grocery, restaurants, and the beach.

Guest favourite

Home in Waianae

4.93 out of 5 average rating, 118 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 favourite

Home in Waianae

4.96 out of 5 average rating, 53 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.