House rentals near Kailua Beach

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Top-rated house rentals near Kailua Beach

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Guest favourite
A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.
Home in Kailua
4.87 out of 5 average rating, 469 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!

Top guest favourite
A scenic view of a paved road lined with tall palm trees swaying gently in the breeze. Lush greenery and colorful tropical flowers frame the roadway, enhancing the natural beauty of the surroundings. Soft sunlight filters through the clouds, casting a warm glow over the landscape.
Home in Waianae
4.94 out of 5 average rating, 147 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
A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.
Home in Honolulu
4.98 out of 5 average rating, 130 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
The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.
Home in Kailua
4.82 out of 5 average rating, 57 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 favourite
The exterior of a modern home is framed by lush green mountains. The structure features a combination of light and dark siding, a spacious driveway, and a garage. A stone wall planter is visible, decorated with tropical plants.
Home in Waianae
4.93 out of 5 average rating, 111 reviews

3BR New Construction w/Mt views, Close to Beach

❀ E komo mai ❀ Imagine vacationing in a brand new home set in a peaceful valley. You're surrounded by Ka’ala & Waianae mts, towering palms, mango trees, wild peacocks, & famous beaches. You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return home for a peaceful dinner. Staying in winter? Spot whales & dolphins at the coast & watch waterfalls in the surrounding mountains. Year-round there's surfing, snorkeling, turtle-spotting, rainbows, & nearby hiking.

Top guest favourite
Home in Waianae
4.99 out of 5 average rating, 141 reviews

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world's most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and pristine nature, this rental offers the perfect retreat from the hustle and bustle of everyday life. Take in the breathtaking ocean and mountain views and create unforgettable memories in this ultimate tropical getaway.

Guest favourite
Home in Waianae
4.94 out of 5 average rating, 124 reviews

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub

Why guests love our cozy Makaha Valley home: Free parking for up to 3 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views Short drive to uncrowded beaches, hiking trails, and great surf spots!

Guest favourite
Home in Kaneohe
4.98 out of 5 average rating, 83 reviews

Hilltop cottage 2/1 serene tropical setting

You know you are in Hawaii when you stay at this tropical cottage. Serene hilltop setting. Beautiful mountain, city and ocean views. Fantastic central location to explore all of Oahu. Two bedrooms, each with Queen beds. One bathroom. Queen memory foam pullout sofa bed in living room. Ocean and mountain views! Wood floors, induction range, dishwasher, washer, dryer, covered deck, nestled in the trees. Modern updated interior. Avail for 30 day rentals.

Guest favourite
An open dining area is highlighted by a large wooden table with seating for six, complemented by natural light from sliding glass doors. The adjacent kitchen features modern appliances and a spacious island with bar seating, creating a welcoming atmosphere for gatherings.
Home in Waianae
4.96 out of 5 average rating, 114 reviews

Hawaiian Pakele (escape)

Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min drive to the world famous Makaha beach. This is the most desirable location for families, friends and couples to escape, relax and enjoy a rejuvenating and memorable vacation!

Guest favourite
Home in Honolulu
4.97 out of 5 average rating, 36 reviews

Luxurious Home With Stunning Views of Diamond Head

Spacious (3,000 sq ft) executive home on Maunalani Hts. with stunning views of Diamond Head and the beautiful Pacific ocean. Fully furnished 3 bedroom/2.5 baths with high quality furniture, large screen T.V.s, kitchen equipped to please any chef with service up to 8. Two large decks, hardwood floors throughout and air conditioning in every room. Private entry and carport. Parking for up to 2 cars. Large washer and dryer in home.

Guest favourite
Home in Haleiwa
4.78 out of 5 average rating, 109 reviews

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, a sun deck, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm.

Guest favourite
A spacious room features a large bed with decorative pillows against a backdrop of city views through expansive windows. A kitchenette is equipped with a microwave and refrigerator, complemented by modern cabinets. A television is mounted on the wall, and subtle artwork adds a personal touch.
Home in Honolulu
4.87 out of 5 average rating, 71 reviews

24 fl Studio- Oahu Oasis; 1 King Bed

Escape to a warm, cozy honeymoon getaway nestled in the heart of Oahu. Our charming king sized bed offers the perfect blend of tropical serenity and intimate comfort. Wake up to breathtaking views, enjoy breakfast and explore the island's lush landscapes and warm beaches. Each room is elegantly furnished, providing a romantic retreat after a day of adventure. Experience the magic of Oahu's paradise with us.

Popular amenities for house rentals near Kailua Beach

Quick stats about house rentals near Kailua Beach

  • Total holiday rentals

    Explore 60 holiday rentals in Kailua Beach

  • Nightly prices starting at

    Kailua Beach holiday rentals start at £44 per night before taxes and fees

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Kailua Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kailua Beach rentals

  • 4.9 Average rating

    Kailua Beach stays are highly rated by guests – averaging 4.9 out of 5!

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