House holiday rentals in Kailua

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Top-rated house rentals in Kailua

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Guest favourite

Home in Kailua

4.9 out of 5 average rating, 303 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, 106 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 Waikiki

4.98 out of 5 average rating, 100 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 favourite

Home in North Shore

4.79 out of 5 average rating, 212 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 Haleiwa

4.82 out of 5 average rating, 177 reviews

The North Shore Hideaway (30 day minimum stay)

••30 Day Minimum Rental•• Spacious custom home with AC located by Velzyland Beach. Well suited for couples who want to enjoy the comforts of home while immersing in 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 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 you.

Guest favourite

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 favourite

Home in Makaha Valley

4.96 out of 5 average rating, 130 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

4.92 out of 5 average rating, 110 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. 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 Waianae

4.93 out of 5 average rating, 121 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, 54 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.

Guest favourite

Home in Kailua

4.86 out of 5 average rating, 109 reviews

Tropical Hideaway Near the Beach

We live in a quiet neighborhood which is close to the beach, bus stop or shopping. It’s a mile walking to Kailua beach. The apartment has a bedroom, living room/kitchenette and bathroom which are part of the house but has a separate entrance and private yard with a gate. We must rent on a monthly basis according to Hawaii vacation rentals. If you need a different amount of time please contact me. No pets allowed.

Superhost

Home in Haleiwa

4.85 out of 5 average rating, 93 reviews

Fabulous Ocean View! Best Location! North Shore

This Ocean view home, is a 5 minute walk to the beach. Walking distance to most all of the famous surf spots on the North Shore such as Pipeline, Rocky Point, Sunset Beach. Fully equipped kitchen, full bath + 3 comfortable bedrooms., all air conditioned. Large living and dinning areas, washer/dryer large screen TV. Visit: the tree house hawaii dot com. Surf, Swim, Snorkel, Relax, Enjoy!