Vacation rentals in Maunawili

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Top-rated vacation rentals in Maunawili

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

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Guest favorite
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, 490 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 favorite
A spacious studio is presented with light wood flooring and bright walls. A king-size bed is positioned centrally, accompanied by two comfortable chairs and a round table. A well-equipped kitchenette is visible, featuring cabinets, a wine cellar, and a microwave, enhancing the functionality of the space.
Apartment in Waikiki
4.96 out of 5 average rating, 45 reviews

Modern Unit with Stunning Waikiki View w/ Lanai

NEW! Waikiki City View Studio. This newly renovated studio offers 382 sq. ft. of stylish living space with a spacious lanai, where you can enjoy breathtaking city&Koolau mountain views and enjoy your meal. Sleeping Arrangements: • King-size bed for ultimate comfort • Two twin-size Japanese-style futons Kitchenette Amenities: • Electric kettle with complimentary ground coffee and hibiscus tea • Portable induction stovetop for light cooking • Dinner plates, bowls, microwave, and wine cellar

Guest favorite
A spacious studio suite features a king-size bed centered against a vibrant tropical-themed wall art. A dining area with a glass table and wicker chairs sits adjacent, while a cozy seating area with floral-patterned cushions completes the inviting layout. Ample natural light filters through the windows.
Guest suite in Kailua
4.92 out of 5 average rating, 380 reviews

Kailua Pineapple Studio. Walk to Beach! PERMITTED

Legal, permitted short-term rental (Permit #1990/NUC-1819, Tax map key:43073024) *not impacted by Honolulu ordinances banning Short-term Rentals Hawaiian style, modern appointments. Beautiful 450 sf suite in the one of the most desirable locations in Hawaii, Kailua! An easy 8-10 min. walk to Kailua Beach, top rated in the world. Private residence at the end of a quiet cul-de-sac. Airbnb “Guest Favorite” awardee! Sister Unit: Kailua Palm Studio. Walk to Beach! PERMITTED Managed by Kupono Svcs.

Guest favorite
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
4.85 out of 5 average rating, 75 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 favorite
Apartment in Downtown Honolulu
4.97 out of 5 average rating, 37 reviews

Spacious 1BR Free Parking WiFi

Aloha from your Ohana's home away from home in the heart of downtown Honolulu. Our bright and airy luxury condo is perfect for small families, solo travelers, and business professionals who want comfort, convenience, and a touch of island charm. Centrally located in downtown you will be just minutes away from: -Historic sites like Iolani Palace and Chinatown -The vibrant Honolulu Harbor and Aloha Tower -Ala Moana Beach Park and Waikiki Beach -Shopping, dining, and public transport

Top guest favorite
Condo in Downtown Honolulu
4.98 out of 5 average rating, 271 reviews

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.

Superhost
Home in Hawaii Kai
4.73 out of 5 average rating, 15 reviews

Hawaii Kai 7-Bedroom Pool Home with Views!

Hawaii Kai home is in a Prime Location with circular view of surrounding mountains including Koko Head Mountain. Walking distance to Hanauma Bay (less than a mile), Koko Head Mountain (.5 miles), and Shopping/Restaurants across the street. Remodeled home has 7 bedrooms (5 Queen Beds and 2 Large Bunk Beds for kids) and a huge pool and spa. 2 kitchens, gas BBQ & outdoor lounge furniture. GET License: GE-147-042-0992-01 TAT Certificate: TA-147-042-0992-01

Guest favorite
A spacious bedroom offers floor-to-ceiling windows with city views. The neutral-toned bedding is paired with a decorative pillow that includes the word 'love.' A stylish red lamp provides subtle lighting, and a decorative bench sits at the foot of the bed.
Condo in Downtown Honolulu
4.88 out of 5 average rating, 120 reviews

2BR High Floor Free Parking

Conveniently located in Downtown Honolulu; central AC, 650 sqft/61 sqm at high floor with floor to ceiling windows. Save $40 a night with secured free parking in the building plus free wifi and a fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and visit historic Iolani Palace. The building has great amenities including a lap pool and hot tub, 24/7 security. Starbucks/711/Paris Baguette/UPS on the ground floor for your daily needs.

Top guest favorite
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, 129 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.

Superhost
An inviting sleeping area is arranged within a vehicle, featuring layered bedding in earthy tones. A soft, light-colored pillow is centered against a textured quilt. The background offers glimpses of sandy beach and ocean, emphasizing a relaxed outdoor setting.
Shepherd’s hut in Kailua
4.8 out of 5 average rating, 25 reviews

Vintage Ohana Island Hut

Experience Oahu your way - where comfort meets adventure. This cozy retreat has everything you need for a relaxed stay, plus the freedom to explore the island at your own pace. Start your day with a Diamond Head sunrise or wind down on the North Shore. Whether you’re chasing hidden gems or soaking in the views, this stay is your perfect island home base.

Superhost
Home in Kailua
4.73 out of 5 average rating, 92 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.

Guest favorite
A panoramic view captures the serene beauty of the ocean at sunset, with two small islands visible in the foreground. The sky is painted in shades of orange, pink, and yellow, reflecting on the water’s surface, while lush greenery and homes dot the landscape below.
Guesthouse in Kailua
4.92 out of 5 average rating, 156 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

Snorkels, check! Beach chairs, check! Boogie boards, check! Surf boards, check! You relaxing on the sandy beach of Kailua, still pending! Welcome to your Hawaiian vacation in Kailua, Oahu! This property is nestled between the beach town of Kailua and is footsteps away from the ocean.

Popular amenities for Maunawili vacation rentals

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