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Vacation rentals in Oahu

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Top-rated vacation rentals in Oahu

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Top 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, 450 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 favorite
A spacious living area features large windows offering panoramic ocean views. Modern furnishings include a soft sofa adorned with decorative pillows, a stylish armchair, and a wooden dining table. Natural light brightens the room, enhancing the fresh coastal ambiance.
Condo in Honolulu
4.9 out of 5 average rating, 121 reviews

32nd Floor Penthouse. 3min walk to Waikiki Beach

Welcome to HaleHinano Penthouse, Waikiki Beach. Enjoy this rarely find 1BR Penthouse on the 32nd floor with panoramic ocean views of the crisp Hawaiian waters. This condo is fully renovated with modern furnishings and decor. Just a few steps away, you’ll be at beach fronts of Waikiki beach. You’ll be surrounded with local favorite fine dining, shopping plazas. -In unit washer and dryer. -Top roof Pool, Jacuzzi, BBQ -3 min walk to the Waikiki beach. -$35/day parking attached to the building.

Top guest favorite
A private lanai is shown, featuring a sleek outdoor dining table with two lanterns. The view captures the ocean with sailboats in the distance, alongside lush greenery and palm trees, creating a serene backdrop against the clear blue sky.
Condo in Honolulu
4.9 out of 5 average rating, 142 reviews

Ocean View w/ 2 private balconies; Steps to Beach

BEST LOCATION & OCEAN VIEWS! Steps to Waikiki Beach & all the action! No car needed Newly renovated condo 1/2 block to the beach on 9th floor of Waikiki Grand Hotel. Across from the Zoo in Kapiʻolani Park. Enjoy 2 private balconieswith Ocean/Diamond Head views. 1 Queen bed & 1 Queen Pull Out. Dividers provided to convert into 1 bedroom if needed. See photos of Full Kitchenette & beach gear included LEGAL VACATION RENTAL All taxes/fees included—your family or solo dream vacation starts here!

Guest favorite
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 Waianae
4.97 out of 5 average rating, 300 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.

Guest favorite
A spacious studio unit features a kitchenette with modern appliances and a dining table. A large window offers a sweeping view of the ocean, bringing natural light into the room. The bed is neatly made with a light blue blanket, fostering a serene atmosphere.
Condo in Honolulu
4.84 out of 5 average rating, 222 reviews

Free Parking/Ocean View/Steps to Beach & Mall 33F

Fully newly remodeled in April this year! Everything is brand NEW! Amazing sweeping ocean view! Located on 33rd floor of Waikiki city, just a few minutes’ walk to the famous Waikiki Kahanamoku Beach & Lagoon, Ala Moana Beach Park, Ala Moana Shopping Mall, many restaurants , Cafes and Bars - everything is within walking distance. FREE PARKING is a Big Plus with a designated parking spot in the garage. You’ll have a great time in this brand new home with a queen bed and a sofa to stay!

Guest favorite
A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.
Condo in Honolulu
4.9 out of 5 average rating, 197 reviews

Amazing Waikiki Beach Views!!

Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

Guest favorite
An expansive balcony is visible, featuring a table and two chairs, overlooking a stunning ocean view. The azure waters and palm trees create a serene backdrop. Floor-to-ceiling glass doors provide natural light and seamless access to the outdoor space from the interior.
Condo in Honolulu
4.96 out of 5 average rating, 110 reviews

Waikiki Beachfront Home with Ocean and Beach View

* Aloha! Welcome to our happy place in the heart of Waikiki! * If you are looking for stunning ocean views directly from your bed, this is it! You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Our spacious bedroom, full kitchen, and freshly updated bathroom will make you feel just like home. Welcome to our little paradise!

Guest favorite
An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.
Guest suite in Waianae
4.94 out of 5 average rating, 154 reviews

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Guest favorite
A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.
Guesthouse in Waianae
4.93 out of 5 average rating, 125 reviews

Studio- Ocean View Hideaway

Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Top guest favorite
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.
Condo in Honolulu
4.97 out of 5 average rating, 149 reviews

[Rare] Premier Ocean and Diamond Head Views 33 FL

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. Limited-time: Complimentary early check-in and late check-out, based on availability.

Guest favorite
Guest suite in Kailua
4.87 out of 5 average rating, 149 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 favorite
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
4.87 out of 5 average rating, 419 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.

Popular amenities for O‘ahu vacation rentals

Introduction

Home to the state capital of Honolulu, the iconic stretch of Waikiki Beach, the somber history of the Pearl Harbor Memorial, and the awe-inspiring power of North Shore breaks, Oahu remains a popular destination on the Hawaiian Islands. The most populated of the islands, Oahu still retains much of Hawaii’s traditional culture and iconic tropical beauty while also being the epicenter of new local talent and culture. Shopping options are numerous, the dining scene perpetually evolving. Oahu’s diversity, combined with the island’s laid-back attitude and more than enough majestic natural beauty, makes this a getaway destination where you can still feel connected to the world.

The best time to stay in a vacation rental in Oahu

Most of Oahu is graced with pleasant temperatures that have made the Hawaiian Islands the definition of paradise, typically hovering between 75 and 85 degrees Fahrenheit, so there isn’t a bad time to book one of the island’s vacation rentals. The western Leeward Coast is drier, while the greener Windward Coast on the eastern side receives more precipitation. Waikiki is mostly dry and sunny, but the sudden appearance of intermittent drizzle or light rain is not uncommon, so bringing a lightweight jacket while exploring the island is never a bad idea.

Top things to do in Oahu

Diamond Head State Monument

Besides the highly developed strip of Waikiki Beach, there’s no more iconic site on Oahu than the 300,000-year-old Diamond Head volcanic cone standing over the city. The park’s small fee (for Hawaii nonresidents) allows visitors to trek up scenic trails and a series of stairs along the exterior slope of the crater, rising to a panoramic view of Honolulu and the Pacific Ocean below. The journey up can become crowded, so plan to arrive early before the tour buses, and remember to bring cash for the walk-in entry fee.

Pearl Harbor National Memorial

A short boat ride brings visitors from the shore right up to the remnants of the USS Arizona, the site where 1,102 of the 1,177 sailors and Marines perished during the attack on Pearl Harbor on December 7, 1941. This place of solemn remembrance which includes the USS Arizona Memorial program, the visitor center, and museums, is free to all visitors.

Banzai Pipeline

In winter the Banzai Pipeline (or Pipe, as it’s colloquially known) along the island’s North Shore regularly produces titanic waves that break to form equally epic tubes for surfers to brave. Even if you’re not a fan of surfing, the majestic power of these waves is sure to impress.

Frequently Asked Questions

  • How is the weather in O‘ahu?

    O‘ahu typically enjoys a tropical climate with temperatures averaging between 71°F to 80°F (22°C to 27°C) throughout the year. The island experiences two main seasons: 'Kau' (summer) from May to October, and 'Hooilo' (winter) from November to April. Rainfall is common, but usually brief and often occurs overnight.

  • What are some of the best things to do in O‘ahu?

    Visitors to O‘ahu often explore historic sites like the Pearl Harbor National Memorial, hike scenic trails like Diamond Head and Koko Crater, or spend the day at beaches such as Waikiki or Kailua. Other popular activities include surfing, experiencing local cuisine at a Luau, or shopping at Ala Moana Center.

  • What is the best time of year to visit O‘ahu?

    O‘ahu is a year-round destination, but the most popular time to visit is during the summer months, especially June to August. During this time, the island hosts events like the King Kamehameha Day Parade and the Lantern Floating Hawaii ceremony, both in June. The Aloha Festivals, another local event, takes place in September.

  • What are the best places to stay in O‘ahu?

    Frequent travelers often suggest staying in areas such as Waikiki, a beachfront neighborhood known for its bustling nightlife and shopping, or Kailua, admired for its beautiful beaches. Other popular areas include Haleiwa in the North Shore, renowned for its surf culture, and Ko Olina, appreciated for its luxurious resorts and lagoons.

  • What are the best places to visit in O‘ahu?

    There are numerous appealing places to explore in O‘ahu. The Pearl Harbor National Memorial, Iolani Palace, and the Bishop Museum are rich in history. For nature enthusiasts, the Hanauma Bay Nature Preserve, Waimea Valley, and Byodo-In Temple are often recommended. Waikiki Beach and Sunset Beach are popular for beach lovers.

  • What are some hiking trails in O‘ahu?

    O‘ahu is home to many scenic hiking trails. A popular one is Diamond Head State Monument, a 1.6 miles (2.6 km) trail that offers panoramic views of Waikiki and the Pacific Ocean. Koko Crater Trail, a challenging 1.8 miles (2.9 km) trail, is also frequently recommended for its stunning views. For a family-friendly hike, consider the 2.5 miles (4 km) Manoa Falls Trail.

  • What are some family activities to do in O‘ahu?

    Families can explore the Waikiki Aquarium, admire wildlife at the Honolulu Zoo, or check out interactive exhibits at the Bishop Museum. The Polynesian Cultural Center provides an engaging look into Pacific Island cultures, while a Hawaiian Fire Surf School lesson is a fun way for the family to learn surfing.

  • What are some of the best day trip ideas in O‘ahu?

    Day trips in O‘ahu can vary, from exploring the Dole Plantation and its pineapple fields, to visiting the Polynesian Cultural Center, to snorkeling at Hanauma Bay. Other ideas include hiking up Diamond Head or touring the Kualoa Ranch where many Hollywood blockbusters were filmed.

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