Holiday rentals in Waimanalo Beach

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Top-rated holiday rentals in Waimanalo 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, 461 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 favourite
A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.
Guest house in Kailua
4.8 out of 5 average rating, 196 reviews

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

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.
Apartment in Waianae
4.97 out of 5 average rating, 313 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.

Top guest favourite
A person is seen standing on a balcony, gazing out towards Diamond Head and the lush landscape below. The warm hues of the evening sky create a serene backdrop, enhancing the sense of tranquility in this elevated retreat.
Apartment in Waikiki
4.97 out of 5 average rating, 153 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

Celebrating the 2025 Festive Season with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking included * Based on availability. -- The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape.

Top guest favourite
A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.
Place to stay in Kailua
5 out of 5 average rating, 106 reviews

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Top guest favourite
A modern bedroom features a spacious bed with olive green bedding and a decorative surfboard mounted on a textured wall. A small side table holds a lamp next to the bed. A tall potted plant adds a touch of greenery to the space.
Flat in Waikiki
4.96 out of 5 average rating, 194 reviews

Eight Thousand Waves

This modern studio was personally renovated with the help of my closest friends and family, and our “ideal day in Honolulu” in mind. We prioritized quality, function and comfort. - Unbeatable location! Steps to Waikiki, Ala Moana Beach, and Ala Moana Mall - Newly renovated and designed - High speed internet + WIFI (for those living that remote life!) - Parking available ($32/night - this is cheap for Waikiki) - Laundry room right next to the unit (accessible via app)

Top guest favourite
A serene sleeping area features a spacious bed with soft linens and a decorative throw. A tray sits atop the bed, showcasing a book and cup. Large glass doors lead to a lanai, offering glimpses of ocean views and the surrounding area.
Flat in Waikiki
4.95 out of 5 average rating, 366 reviews

Stylish Waikiki Studio w/ Ocean View & Parking

Location, location, location! Our elegantly appointed studio is a block from Waikiki Beach, and at the center of shopping, restaurants, and nightlife. We offer FREE parking, high speed WiFi, and a well-equipped kitchen with essentials for cooking. The lanai offers a partial ocean view. The condo also has beach chairs, beach umbrella, and cooler bag for beach excursions. Walk to several Waikiki attractions like the Zoo, Aquarium, and Ala Moana Center.

Guest favourite
Guest suite in Kailua
4.87 out of 5 average rating, 151 reviews

Kailua Rental for Med/Long Term ($1,500/month)

Escape to beautiful Kailua and enjoy our cozy guest suite! Located in a quiet cul-de-sac, this unit provides modern amenities, a new full-sized bed and direct access to your own private lanai. Mountain views, nearby attractions, shopping, dining, and world-class beaches ensure an ideal destination for your next retreat! We welcome minimum stays of 30 days or more. Please contact for inquiry details. * 30 night minimum

Top guest favourite
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.
Guest house in Kailua
4.87 out of 5 average rating, 425 reviews

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.

Top guest favourite
A private outdoor space features a circular patio surrounded by lush tropical plants. A dining table with several chairs is visible, inviting al fresco meals in a tranquil setting. The exterior of the studio can be seen, framed by palm leaves under a clear blue sky.
Guest suite in Kailua
5 out of 5 average rating, 21 reviews

Lanikai Garden Studio - Licensed - Since 1985!

Neighboring construction discount 12/6 - 12/13 $225/night. Located just across the street from Beautiful Lanikai Beach, this home-within-a-room offers all the comforts of home in paradise! With ample space, windows, and tropical flora views, this home is a place where you can relax and unwind. With cool, quiet, and comfortable air-conditioning after a day at the beach! Licensed for short-term rentals since 1985!

Superhost
A serene beach scene features soft white sand leading to clear turquoise waters. Gentle waves lap against the shoreline under a bright blue sky with scattered clouds. Lush greenery borders the beach, providing a natural frame to the picturesque landscape.
Guest house in Kailua
4.79 out of 5 average rating, 166 reviews

Kailua Beach Cottage - 1990/NUC-1797

WE HAVE PERMIT - 90/TVU-0287 FROM THE CITY & COUNTY WE WERE RATED BY AIRBNB AS A SUPERHOST. KAILUA BEACH RATED #1 BEACH IN AMERICA! This place is good for couples, business travelers, and families. (On the 2nd floor - upstairs) *Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply. Visit the 8 Bdrm Villa website for a larger family group.

Top guest favourite
Apartment in Waikiki
4.96 out of 5 average rating, 117 reviews

High Floor Luxury Oceanfront @ Waikiki Beach Tower

Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides unobstructed ocean views of Diamond Head and Waikiki Beach. Comfort, open space, and style are the focus of this hidden gem in paradise.

Popular amenities for Waimanalo Beach holiday rentals

When is the best time to visit Waimanalo Beach?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Waimanalo Beach?

    Yes! Work meets play with ease at over 30 vacation rentals in Waimanalo Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Waimanalo Beach?

    Four-legged friends are welcome in Waimanalo Beach. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Waimanalo Beach?

    Experience the best of Waimanalo Beach with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Waimanalo Beach have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Waimanalo Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Waimanalo Beach have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Waimanalo Beach. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Waimanalo Beach?

    Waimanalo Beach has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Waimanalo Beach

  • Total holiday rentals

    Explore 50 holiday rentals in Waimanalo Beach

  • Nightly prices starting at

    Waimanalo Beach holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 770 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Waimanalo Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Gym across Waimanalo Beach rentals

  • 4.5 Average rating

    Waimanalo Beach stays receive an average rating of 4.5 out of 5 from guests