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, 300 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, 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 favourite

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 favourite

Home in Waianae

4.95 out of 5 average rating, 94 reviews

Oahu Perfect Vacation •Pool, Near Beach, Sleeps 14

Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous Mākaha Beach - you got it all. From the mountains of Yosemite to the beaches of Gulf Shores, my family and I will provide you with the best experience for any vacation and occasion! (Pool available towards the end of May 2025)

Guest favourite

Home in Hauula

5 out of 5 average rating, 18 reviews

Ocean View Vacation Home

This newly-renovated home, perched on the stunning Hau'ula, Oahu hillside, is the perfect location for a tropical family getaway with room for up to 7 guests. Walk to the beach in only 5 minutes. The Polynesian Cultural Center, shopping, food trucks, as well as some of the world's most renowned beaches and surf spots (Banzai Pipeline, Sunset Beach, Waimea Bay, Sharks Cove, and Turtle Bay) are all within 5 to 20 minutes by car. Expect an unforgettable 5-star experience at an affordable price!

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 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, 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!

Top guest favourite

Home in Kahuku

4.97 out of 5 average rating, 29 reviews

Ocean Pearl

Ocean Pearl is a luxurious retreat nestled in the heart of scenic Turtle Bay Resort, offering a perfect blend of comfort, convenience, and breathtaking views. With three full bedrooms and two full Jack & Jill bathrooms, this spacious abode provides ample accommodation for families or groups seeking an unforgettable getaway. As you step inside, you're greeted by a warm and inviting atmosphere, featuring a 3 bedroom home with ample space. Tasteful decor and modern amenities throughout.

Guest favourite

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 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.