Vacation rentals in Waimanalo Beach

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.

4.87 out of 5 average rating, 504 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!

ValueFamilyRiver

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.

4.86 out of 5 average rating, 81 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!

ValueLocationCheck-in

4.97 out of 5 average rating, 342 reviews

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

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.

ValueFamilyBeach

4.84 out of 5 average rating, 261 reviews

The image captures the serene oceanfront view at dusk, with gentle waves lapping against the shoreline. A lush green landscape leads up to the modern home, which features a spacious deck. The sky is painted in soft shades of blue and pink as the sun sets.

Townhouse in Laie

Sea Cliff House 2 - Oceanfront Home - 30-day stays

Guests said: "Probably the BEST place I have ever stayed. Not a single downside." "This house is too beautiful for words." "Love love love the place!! Thank you!!" You'll love this oceanfront North Shore Oahu home, too. See the crystal-clear waters of Laie Bay from nearly everywhere in the house. Dine on the lanai with the ocean so close you feel like you can touch it. The Sea Cliff House is on beautiful Laie Point, a unique peninsula on the quiet side of Oahu.

LocationValueOutdoor spaces

Condo in Downtown Honolulu

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

FamilyLocationLaundry

4.98 out of 5 average rating, 281 reviews

5.0 out of 5 average rating, 6 reviews

Hoʻonānea I Loko Kailua

If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a spacious layout of 4 beds & 2 baths. This property has 2 homes, The ADU will be occupied by a family member. The two properties are completely seperate and do not have access to one another.

LocationFamilyLong stay

4.96 out of 5 average rating, 132 reviews

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

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.

ValueLocationParking

4.87 out of 5 average rating, 461 reviews

A spacious sleeping area is highlighted by a king-size bed dressed in a white coverlet. A futon is positioned alongside, complemented by decorative pillows. Soft natural light enters through multiple windows, while indoor plants add a touch of greenery to the peaceful ambiance.

Guesthouse in Kailua

Kailua Palm Studio. Walk to Beach! PERMITTED

Licensed, legal (NUC short term rental #1990/NUC-1819, Tax map key: 43073024) *not impacted by Honolulu ordinances banning short term **RECENTLY RENOVATED BATHROOM AND KITCHENETTE (at end of June 2023)** Peaceful retreat in desirable Kailua! An easy 8-10 minute walk to Kailua Beach. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Pineapple Studio. Walk to Beach! PERMITTED. Property managed by Kupono Services.

FamilyLocationPool

4.81 out of 5 average rating, 261 reviews

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

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.

FamilyValueGrill

4.73 out of 5 average rating, 93 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Discover your private island retreat at Charming Cottage in Lanikai by Gather, a beautifully renovated 1-bedroom, 1-bath home surrounded by lush tropical gardens. Fully remodeled in 2021, this peaceful hideaway blends modern comfort with the timeless charm of Lanikai’s coastal lifestyle—just a short stroll from one of Oahu’s most beautiful beaches.

ValueFamilyGrill

4.93 out of 5 average rating, 29 reviews

60 second walk to Lanikai Beach. 2 Bedrooms w/ AC

Just a 60 second walk from world-famous Lanikai Beach, this unique 2-bedroom setup offers two private 1-bedroom studios. Each studio features its own kitchenette, dining area, sofa, private balcony, and full bathroom. Enjoy cool A/C, fast Wi-Fi, and thoughtful touches throughout. Relax, explore, and soak in the best of Lanikai.

LocationFamilyLayout

4.81 out of 5 average rating, 334 reviews

A serene beach area features gentle waves lapping at the shore. A sailboat rests on the soft, sandy beach, surrounded by a calm aqua-blue ocean. Lush greenery and houses frame the sandy expanse under a clear blue sky with scattered clouds.

Home in North Shore

Haleiwa Dream Location

Newly renovated home, excellent location, just 650 feet walking distance to beach and 5-minute bike ride to Haleiwa Town. This is a great getaway for singles, couples, or families wishing to explore without needing to drive. 30-day minimum rental required. Note the beach in the top photo is directly across the street.

LocationFamilyCleanliness

Popular amenities for Waimanalo Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Waimanalo Beach

5.0 out of 5 average rating, 8 reviews

Condo in Kahala-Waialae

Kahala Beach Condo

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Apartment in Downtown Honolulu

A spacious bedroom features a large bed with a light-colored quilt. Floor-to-ceiling windows provide a view of the city skyline, while two framed floral prints add a touch of decor. Soft lighting is provided by bedside lamps on either side of the bed.

2BR+Den Ocean View Free Parking

FamilyValueQuiet

4.87 out of 5 average rating, 54 reviews

5.0 out of 5 average rating, 4 reviews

Tiny home in Kailua

Disconnect Off Grid

WifiKitchenSleep quality

5.0 out of 5 average rating, 91 reviews

A serene pathway leads toward the cottage, bordered by lush greenery and a manicured lawn. The ocean glistens in the distance under a bright blue sky, with a palm tree gently swaying nearby. Large windows of the cottage offer views of the tranquil waters.

Cottage in North Shore

Island Jewel, North Shore Bliss

FamilyValueHospitality

4.97 out of 5 average rating, 32 reviews

Apartment in Waikiki

Wake Up to Ocean Views! 2queen Apt w/ Free Parking

LocationValueNearby

4.98 out of 5 average rating, 65 reviews

An open-concept living space features a modern kitchen with a large white island and sleek cabinetry. Natural light streams through expansive windows, illuminating a dining area with stylish chairs and a view of the ocean and city skyline. Decorative plants enhance the inviting atmosphere.

Apartment in Waikiki

Ilikai Penthouse-Luxury Oceanview 2BR/2BTH/Parking

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An outdoor area features a wooden picnic table situated on green grass, surrounded by a wooden fence and tropical plants. The bright blue sky and palm trees are visible in the background, creating a serene and inviting setting.