House vacation rentals in Kailua

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Top-rated house rentals in Kailua

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Guest favorite

Home in Kailua

4.87 out of 5 average rating, 445 reviews

Kailua Beach Park - 1 BR Cottage

Kailua Beach was 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 a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/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 showers, sinks and plumbing fixtures April 2022!

Guest favorite

Home in North Shore

4.91 out of 5 average rating, 107 reviews

Family Home, Center of North Shore, - Ocean Views!

Legal Nightly Vacation Rental in the heart of North Shore A cozy, island-style family home with 4 bedrooms plus a loft bedroom (5 rooms total). This home includes high-speed WiFi, an 85-inch smart TV, split-unit AC in every room, an outdoor shower, a tree-surrounded porch with sunset views. Walking distance to Waimea Bay and other scenic spots, & just a short drive to restaurants, grocery stores, & other activities. If not available on ur dates we have another family home, just message us!

Top guest favorite

Home in Makaha Valley

4.93 out of 5 average rating, 127 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 favorite

Home in Waikiki

4.97 out of 5 average rating, 115 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.

Superhost

Home in Kailua

4.9 out of 5 average rating, 40 reviews

Large Kailua Beach Home - Steps To The Beach!

Spacious home for the entire family to enjoy! Just a few minutes walk to the soft sand & clear water of Kailua beach. Spend your days at the beach with your private, air conditioned oasis awaiting you for rest and relaxation. A short bike ride to Kailua Town with restaurants and shops. Lanikai Beach is less than a 5 minute drive away. Hike, bike ride, snorkel, swim, surf, boogie board, kayak, paddle board, kite surf, wind surf, and much more!! Some dates not shown - reach out to confirm avail!

Guest favorite

Home in Hauula

4.94 out of 5 average rating, 47 reviews

"Hina Hideaway", Views, AC, Walkable to Beach

This listing represents one unit from "Hina Hideaway," a collection of comparable duplex 3BR/2BA rentals. You'll be assigned one specific unit upon booking. While decor and finishes may vary between individual units, all offer comparable quality, size, configuration, sleeping arrangements, and amenities. Enjoy A/C bedrooms, full kitchen, fast Wi-Fi, washer/dryer, and beach gear. Close to Polynesian Cultural Center, North Shore surf, Turtle Bay, and local food trucks. Walkable to the beach.

Top guest favorite

Home in Makaha Valley

4.96 out of 5 average rating, 144 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 Kaneohe

4.84 out of 5 average rating, 134 reviews

Private Kaneohe Bay suite-separate entry

Located a block from beautiful Kaneohe Bay with breath taking views of the ocean, Coconut Island, and the incredible Ko 'olau mountain range. Your own private entrance through french doors that opens up to a new and elegant 500 square foot master bedroom suite. The private bathroom has a new jacuzzi tub and separate shower. A new kitchenette has been installed for you to use. A new and clean area just for you. This neighborhood is very relaxing and quiet; a big suite in the country.

Guest favorite

Home in North Shore

4.99 out of 5 average rating, 83 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) .

Superhost

Home in Hauula

4.82 out of 5 average rating, 11 reviews

Nalu's Island Home

❄️ Now with brand new Split AC units! 🌺 A short walk from the shore, spacious two-story home with a yard! Space to unwind with 4 bedrooms, 3 full bathrooms, 2 kitchens, and 2 pullout beds. Beach gear & baby essentials provided! 🌴 With ocean & mountain views & Wi-Fi to help to keep you connected. 🌊 Great location on the north windward side of the island. Close to Kualoa Ranch, North Shore, food trucks, PCC and more! 🎥 Walkthrough video shared after booking is made.

Guest favorite

Home in Kahuku

4.94 out of 5 average rating, 79 reviews

Spectacular golf course front steps from the beach

Enjoy the amazing experience of staying at Turtle Bay without resort pricing! Our Kuilima West condo is ideally situated just steps from the Turtle Bay Ritz Carlton Resort, and has all the amenities you need, parking, AC, free wifi More than 5 miles of secluded beaches, 3 private swimming pools, 2 private tennis and pickleball courts, charcoal BBQ, 2 PGA golf courses, horseback riding, activity rentals and fine dining all less than a 5 minute walk from your front door!

Superhost

Home in Makaha Valley

4.9 out of 5 average rating, 123 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.