Holiday houses in Kalaeloa

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kalaeloa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Makaha Valley
4.99 out of 5 average rating, 128 reviews

4BR, Near Beach, Pool/Spa, Gym, Free Parking, BBQ

Discover your dream vacation, just 2 miles from the world-famous Makaha Beach. This pristine rental is perfect for those seeking an authentic Hawaiian experience! ~Stunning Views: From every room including the backyard! ~Culinary Delights: Create island feasts in our fully equipped kitchen. ~Cozy Comfort: Rest easy in plush bedrooms designed for ultimate relaxation. ~Adventure Awaits: Surfing, fishing, & more are within easy reach. Don't miss out on making memories that will last a lifetime!

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Guest favourite
The living area is characterized by high ceilings and natural light streaming through large windows. A comfortable gray sofa is accompanied by wooden chairs and tables, creating a welcoming gathering space. A neutral rug adds warmth, while tropical plants contribute to the serene atmosphere.
Home in Waianae
4.97 out of 5 average rating, 109 reviews

Makaha Hale - Serene 3 BR Home

Escape to the beautiful Makaha Valley in Hawaii and experience a truly unforgettable stay at our 3-bed 2.5-bath house. This enchanting Airbnb, nestled within a secure gated community offers a getaway for those seeking tranquility amidst the breathtaking beauty of the island. Enjoy breathtaking views of the Makaha Valley mountainside, modern amenities, and a serene ambiance. Indulge in nearby pristine beaches and immerse yourself in the beauty of the island. Your dream Hawaiian getaway awaits!

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Guest favourite
Townhouse in Kapolei
4.94 out of 5 average rating, 17 reviews

Spacious 3Bed KoOlina Resort Villa~Golf-Beach&Dine

Settle into comfort and ease with this spacious 3-bedroom home. Located just 1 mile from the peaceful KoOlina lagoons and moments from world-class resorts. Unwind at the pool, recharge in the hot tub, and enjoy a thoughtfully stocked home designed for longer stays. Whether you're here to spend quality time with family, enjoy nearby golf and sunset walks, or simply relax in a quiet, resort-style setting—this home delivers the comfort and consistency you want for a true home-away-from-home.

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Top Guest favourite
A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.
Condo in Makaha
4.97 out of 5 average rating, 340 reviews

Beachfront Getaway - Hawaiian Princess Condo

Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

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Top Guest favourite
The image captures a sunset view over the ocean, framed by palm trees and a neighboring cottage's overhang. A grassy area leads to the water’s edge, where calm waves meet the shore. Light reflects off the water, creating a serene ambiance.
Cottage in North Shore
4.88 out of 5 average rating, 159 reviews

Best Kept Secret on Oahu! and WE ARE LICENSED!!!

Hawaii’s Best Kept Secret: The cottage is next to sandy coves, driftwood, shells, and forested pastures filled with polo ponies. The ocean is excellent for snorkeling and fishing; there are two surf breaks within one mile, windsurfers get wind most afternoons, and the mountains behind us offer good hiking trails. The Colony has a nice pool and a large grass chipping green, and a tennis court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021.

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Top Guest favourite
The exterior of the cottage showcases a modern design with a welcoming front entrance and large windows. A two-car garage is visible on the right, while stunning mountain scenery frames the background. The sky is adorned with soft hues of pink and orange as the sun sets.
Cottage in Waianae
4.97 out of 5 average rating, 117 reviews

Cottage Nene - Luxury Home by Beaches & Mountains

Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

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Top Guest favourite
A spacious lanai is equipped with a comfortable seating arrangement, featuring a dark woven table and light-colored cushions. Sunlight casts a warm glow over the area, highlighting a distant view of the ocean and palm trees, with resort buildings visible in the background.
Condo in Kapolei
5 out of 5 average rating, 19 reviews

2BD/2BA - Ko Olina Beach Villas

Relax and unwind at this villa in paradise. You will never want to leave this luxurious resort-style living in our 2 bedroom apartment in the exclusive Ko Olina Beach Villas. Featuring a secluded lagoon offering the perfect relaxing beach atmosphere with calmer waters and more seculsion than almost any other resort on Oahu. This villa offers all of the benefits of resort-style accommodations, but the flexibility and privacy of a fully-equipped condominium

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Top Guest favourite
A sea turtle glides gracefully in the clear, turquoise water, just beneath the surface. In the background, two small islands rise against a bright blue sky dotted with fluffy white clouds, creating a serene coastal atmosphere.
Place to stay in Kailua
4.96 out of 5 average rating, 131 reviews

Tropical Kailua Retreat | Walk to Beach + Gym

Walk to one of Hawaii’s most beautiful beaches, explore Kailua by kayak or bike, and relax in your own tropical retreat. The Honu (Turtle) Suite at La Bella’s Bed & Breakfast offers privacy, comfort, and island charm just minutes from the beach. Enjoy a queen bed with luxury linens, air conditioning, a full kitchen, private bathroom, private entrance, and outdoor seating area surrounded by tropical gardens on Oʻahu’s beautiful Windward Coast.

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Guest favourite
Home in Waianae
4.94 out of 5 average rating, 150 reviews

Private SPA, Sleep 12, Beach 5 min

Why do guests LOVE our home? Whole house in Makaha Valley, Oahu's West Side, Leeward Coast — sleeps 12, private hot tub, backyard pool, mountain and ocean views, Makaha Beach 5 minutes away. All for under $100 per person per night. The less-touristed, more-local Hawaii. Perfect for multi-generational families and friend groups who want the whole house, not adjacent hotel rooms. Pets welcome. Top Airbnb 5% Guest Favorite homes.

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Top Guest favourite
Condo in Kapolei
4.95 out of 5 average rating, 93 reviews

Beach Villas at KoOlina (oceanviews)

My place is close to Disney Aulani Hotel, Four Seasons Hotel, Marriott Vacation Club, art and culture, restaurants and dining, parks.... KoOlina Resort is one of the most beautiful get-a-ways in Hawaii! Paradise Cove Luau is moments away too!. You’ll love my place because of the ambiance, the neighborhood, the outdoors space, the comfy bed... Exquisite accommodations, spectacular views and a rare find!.

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Top Guest favourite
Home in North Shore
5 out of 5 average rating, 10 reviews

Private Cottage on Gated Estate + Walk to Beach

Coral Wave Cottage is a peaceful North Shore retreat in an eclectic neighborhood, just a 4–5 minute walk to a secluded beach primarily used by locals. Swim with turtles, surf, snorkel, collect coral and seashells, or hike—all just minutes away. The iconic surf town of Haleʻiwa is only a 10-minute drive or bike ride for dining, shopping, beaches, and classic North Shore surf culture.

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Guest favourite
A spacious living area features light grey walls and a wooden floor. A large L-shaped sofa sits on a plush area rug, complemented by decorative art on the wall. A staircase with wooden railings leads to the upper level, adding to the inviting layout.
Townhouse in Kapolei
4.81 out of 5 average rating, 258 reviews

Beautiful and Spacious.

Come relax and unwind at your 3 bedroom, 2.5 bath home away from home. Located in Oahu's second city of Kapolei which is just 10 minutes from Waikele outlets, the prestigious Ko'olina Lagoons and Disney's Aulani Resort. With Costco, Target, restraunts, and Ka Makana Ali'i mall right down the road, this home has everything you need to enjoy your Hawaiian get away.

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Popular amenities for Kalaeloa holiday rentals