Holiday rentals in Maunawili

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Top-rated holiday rentals in Maunawili

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

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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

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!

4.87 out of 5 average rating, 506 reviews
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

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

4.81 out of 5 average rating, 214 reviews
Guest favourite
This image features an open-plan kitchen and living area, showcasing modern stainless steel appliances and a dark countertop. Natural light floods through large floor-to-ceiling windows, highlighting a comfortable seating area with a couch, a dining table, and a television across the room.
Apartment in Downtown Honolulu

Downtown Luxury Condo Honolulu & FREE Parking!

Spacious 1 BR/1 BA apartment, approx. 616 sf. Conveniently located in the business district of downtown Honolulu. Walk to shops, convenient stores, gym, & bus lines. About 3.5 miles (25 min-30 min drive) to Waikiki. Full kitchen with stainless steel appliances. A queen size bed & a 20" thick queen size self inflating air bed. Jacuzzi tub, washer/dryer, a desk for work space. Whether by bus or in a rental car, if you're plan is to explore the island, this is the perfect location!

4.91 out of 5 average rating, 254 reviews
Superhost
A modern studio features a spacious bed with teal bedding, situated beside a large window offering city and ocean views. A glass desk and chair are positioned to the left, while a small kitchenette with retro appliances is visible in the corner.
Hotel room in Waikiki

Cute Private Studio in Waikiki

Fully renovated to modern-retro style, with breathtaking views of ocean, Diamondhead and mountains. Desirable location -in Waikiki - minutes walking distance to Convention Center, beach, shopping, dining, entertainment... Sleeps two in full size bed. With kitchenette, suitable for long- and short-stays. Condohotel with 24/7 security, pool, jacuzzi, BBQ, laundry, shops, bar, ATM.... Parking and fitness is available, but must be paid separately. TA-029-819-2896-01

4.8 out of 5 average rating, 1124 reviews
Top guest favourite
Apartment 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.

4.98 out of 5 average rating, 284 reviews
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

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.

4.96 out of 5 average rating, 134 reviews
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

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.

4.88 out of 5 average rating, 465 reviews
Top guest favourite
An outdoor balcony is shown with two light-colored chairs positioned around a glass-top table. Brightly colored glasses sit on the table, and the view includes a large swimming pool and surrounding palm trees, alongside tall buildings in the background.
Flat in Ala Moana

Home away from home!

Escape to our cozy and stylish hotel room in the heart of Honolulu. Nestled in Ala Moana hotel, this modern retreat offers amazing views that will leave you captivated. Perfect for a romantic getaway or a peaceful solo escape, our condo provides all the comforts you need, from chic interiors to a private balcony for soaking in the beauty of the island. Book your stay now and experience the aloha spirit in style!

5.0 out of 5 average rating, 53 reviews
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

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.

4.78 out of 5 average rating, 181 reviews
Guest favourite
A stunning oceanfront view captures a vibrant sunset over a marina filled with numerous sailboats and yachts. The skyline of the city appears in the distance, with clouds illuminated by the warm hues of the setting sun reflecting on the calm water.
Flat in Waikiki

*Oceanfront Renovated Getaway in Waikiki

Renovation COMPLETE! New Everything (Bathroom, Kitchen, Flooring, Appliances, Furniture, Paint). Pictures updated 1/16/25 Please find examples of our Beach Vibe design in our other oceanfront listings. We can't wait to share our top picks for local dining, hidden beaches, and activities to make your stay truly unforgettable. Book now and start planning your dream Hawaiian escape!

4.91 out of 5 average rating, 46 reviews
Superhost
Home in Kailua

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

NUC# 90/TVU-0325. 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.

4.71 out of 5 average rating, 94 reviews
Guest favourite
Home in Kailua

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.

4.93 out of 5 average rating, 30 reviews

Popular amenities for Maunawili holiday rentals