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, 299 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 favorite

Home in Waianae

4.92 out of 5 average rating, 104 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!

Superhost

Home in Waianae

4.85 out of 5 average rating, 41 reviews

Misty Mountain - Minutes to Beach!

Wake up in the morning, you see the greens & clouds kissing the mountains, hearing the birds chirping. A few minutes' drive to the beach. The most indigenous feel of Hawaii nearby. Electric & Makaha beach & Sunset hiking in Maili Pink Pill Box is popular to many. It is a brand-new home with new furniture, ACs, TVs & a full kitchen. Special Declaimer: 1. It is a brand-new house with 3-bedroom 2.5-bath in a gated community. 2. Owner is a licensed real estate agent with Coldwell Banker Realty.

Guest favorite

Home in Waikiki

4.98 out of 5 average rating, 99 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

Guest favorite

Home in Honolulu

4.83 out of 5 average rating, 119 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

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 favorite

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.

Guest favorite

Home in Waianae

4.96 out of 5 average rating, 70 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

4.96 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 favorite

Home in Waianae

4.94 out of 5 average rating, 82 reviews

Paradise Getaway Only 2-Min Drive From The Beach!

Don't miss this opportunity to stay at a luxurious paradise getaway on the beautiful island of Oahu. Imagine waking up to a scenic mountain view and hearing the relaxing sounds from the backyard waterfall and swaying palm trees. Come and experience some of Oahu's best beaches, hikes, and romantic sunsets/sunrises by staying at this Hale(Home). This 3bd 2ba Hale has recently been renovated, has ice cold AC, and is located near the beautiful coastline on the west side of Oahu.

Guest favorite

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 favorite

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) .