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Best Vacation Rentals Oahu


43 Dreamy Vacation Rentals Oahu


Incredible Recommendations for Every Style & Budget


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Selection Criteria

WHERE TO STAY Oahu

We searched every Oahu neighborhood for the best vacation rentals in Oahu…so you don't have to! In this comprehensive Oahu vacation rentals guide, we only recommend the best Oahu Vacation rental deals.

The properties we show here were selected based on a combination of the following factors: the number of reviews of the property itself, the quality of the accommodations, amenities, the location, and its relative comparison to other Oahu Vacation rental rentals.


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We have found 43 DREAMY Oahu options for you. Organized in order of price, we're confident we've found a great option for your next trip.

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Why We Love It

Expansive floor-to-ceiling windows and an immense ocean-view veranda are among the features of this one-of-a-kind 3BR/3.5BA penthouse. A private glass elevator leads to your 4,570 square foot hideaway on the 38th level of the exquisite Waikiki Landmark. On-site outdoor pools and hot tubs are available.

Two stunning living areas, a top-of-the-line kitchen, and three one-of-a-kind suites provide panoramic views of Waikiki. You'll feel like you're on top of the world, with famous beaches and award-winning restaurants nearby.

View our featured Vacation rental Oahu property

Luxury Vacation Rentals Near Oahu

Hale Maunalua, a one-of-a-kind 4BR/4BA hillside sanctuary with three levels of exquisite indoor/outdoor party space, welcomes you with breathtaking ocean views. This amazing haven includes various living rooms, a private pool, groomed lawn, huge deck, and balcony, all with 180-degree views of Oahu's east coast.

Enjoy an unrivaled location just steps from Hanauma Bay and less than a mile from Koko Marina Center, which offers waterfront shopping, restaurants, and entertainment.


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This magnificent 3BR/2.5BA property, located immediately on stunning Tonggs Beach, looks straight out of a design magazine. This architecturally noteworthy Gingerbread Home, which is listed on the State Register of Historic Places, has been elegantly restored with modern amenities such as custom furniture and a gourmet kitchen.

From three individual lanais, you can walk right down to the crystal-clear ocean and enjoy spectacular sunsets. Relax in the luxury of the principal suite, which takes up the full top floor, and enjoy an oceanfront barbeque in the lovely courtyard.


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The “Ocean House,” a vast single-story design with sunlit living space and breathtaking Pacific vistas, is an island fantasy. This 6BR/4.5BA estate has two 1BR/1BA units and a 4BR/2.5BA main home, making it ideal for big gatherings (which includes a bonus half bath and two additional washrooms).

After a fantastic day of swimming, kite boarding, or paddle boarding, unwind in the magnificent backyard with an ocean view supper. It's only a short stroll to Kailua Beach!


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This oceanfront 4BR/2.5BA home (with a bonus half bath and two more walk-in showers) is spacious and tranquil, with plenty of natural light, opulent social areas, and wide windows that provide ideal ocean views. Each bedroom has individual yard access, making it ideal for parties.

Sunbathe, swim, or kayak at Kailua Beach Park, which is only a 5-minute walk away. End your island days with an outdoor lunch overlooking the ocean in your lovely lawn.


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Prepare to be stunned by amazing vistas from this 4BR/3BA home in Honolulu's lovely Hawaii Kai neighborhood.

Enjoy magnificent ocean and Koko Head vistas from almost every room, as well as two private lanais, which overlook Maunalua Bay, Koko Marina, and Hawaii Kai.

There's plenty of room for entertainment in the living and dining rooms, and there's also solitude in the form of an upstairs master suite and a huge downstairs suite.


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This 5BR/3.5BA estate has a 1BR/1BA apartment and a 4BR/2.5BA main house, making it ideal for big gatherings (which includes a bonus half bath and two additional washrooms). A huge ocean-view living room and master bedroom, as well as a well-equipped kitchen, are among the highlights of this palm-lined mansion.

As the sunset spreads spectacular light across the water, share meals and play games in the oceanside garden. Beautiful days on Kailua Beach Park or Lanikai Beach are only a 5-minute walk away.


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This large 4BR/3BA corner apartment is tucked away in the private gated enclave of Coconut Plantations in the popular Ko Olina Resort, surrounded by lush tropical vegetation and boasting luxury details such as brand-new carpeting and carpets, granite countertops, and plantation shutters.

Two pools and three spas, as well as an exercise center, recreation room, and sauna, are among the resort-style amenities at Coconut Plantation.


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This 3BR/2BA property, located on a quiet cul-de-sac just minutes from the beach, is ideal for a relaxing tropical getaway. Enjoy meals al fresco under the tall palms on the lanai or in the private yard.

Walk to Maunalua Bay Beach in 7 minutes or drive to Hanauma Bay in 8 minutes from this fantastic location. A paddleboard launch slip is just 40 feet outside your front door.


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This pair of vintage-inspired Hawaiian cottages offer a pleasant home base within walking distance of several Honolulu sights, including famed Waikiki Beach (20-minute walk), the Honolulu Zoo, and the Aquarium, and are ideal for groups who desire both closeness and seclusion. It's also only a few minutes from downtown!

Both cottages can be rented together for a total of four bedrooms and two baths (the cottages are also available for rent on their own).


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This high-end 2BR/2BA corner unit features a gourmet kitchen and two gorgeous lanais, as well as jaw-dropping ocean views. You'll appreciate the open floor plan, which features cool travertine floors and high-end furnishings from Bali and Europe.

The Ilikai Hotel & Luxury Suites is Waikiki's first luxury high rise, located within walking distance of popular shops, restaurants, and the beach. Heated all-season pools, a hot tub, and on-site dining are among the resort's facilities.


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Enjoy the finest of island living at this modern 2BR retreat, which features ocean views and high finishes throughout as well as a prominent oceanfront position. A immaculate kitchen, contemporary furnishings, air conditioning, and spectacular views of Diamond Head and the azure ocean water are just a few of the extras.

Swim, snorkel, or surf in the ocean in only a few steps. Explore Waikiki on foot, which includes a zoo, aquarium, marketplaces, and a wide range of dining, shopping, entertainment, and nightlife opportunities. At Waikiki Beach, you may learn to surf.


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This 2BR/1.5BA Kuhio Plaza apartment boasts a fantastic, central position on the Diamond Head side of Waikiki, making it an ideal island getaway. A spotless kitchen and spectacular views of Diamond Head from the private veranda are among the highlights.

Explore Waikiki's attractions on foot, including the zoo, aquarium, marketplaces, and a wide range of dining, shopping, entertainment, and nightlife options. Waikiki Beach is only 1.5 blocks away, where you can learn to surf.


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This 1BR oceanfront condo is located in the Pat's at Punalu'u community on the northeast coast, at an amazing location. You'll have access to a shared oceanfront pool and an exercise room, as well as picnic and grill spaces, when you stay at Pat's.

A handful of neighboring eateries may be reached on foot or by car, or hop in the car for a scenic drive to some of the island's most popular sights and places.


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This sun-drenched 2BR/2BA corner unit in Waikiki is enhanced by jaw-dropping ocean-to-mountain vistas.

Relax in the ocean-view master suite, watch shows on three cable TVs, and prepare delectable meals in the gleaming gourmet kitchen, which features stainless steel Thermador equipment.

You'll have access to premium on-site amenities like a state-of-the-art fitness facility, restaurants, a grilling area, and a sundeck with a huge pool and hot tub as part of the Hawaiian Monarch community.


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This 2BR/2BA fifth-floor condo in the prestigious Waikiki district is an ideal basecamp from which to explore all of Honolulu. From your front door, you may walk to beautiful beaches or the famed Kapi'olani Park. The zoo, aquarium, and top local eateries are all within walking distance of the hotel's prominent position.

You'll adore the breezy lanai, well-equipped kitchen, and comfortable furniture in your picturesque condo.


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This bright and sunny 2BR/1.5BA Kuhio Plaza condo is tucked away in an exceptional Waikiki location, just 1.5 blocks from the gorgeous ocean. Take the bus to the North Shore or walk to a variety of tasty eateries and prominent businesses.

On the private balcony with seating for four, enjoy the air.


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This beautiful 1BR retreat will transport you to the islands! Enjoy a spectacular beachside location with direct ocean access and breathtaking coastal and lagoon views. Take a leisurely stroll from your garden to the sand and into the water for a refreshing swim. From the comfort of your garden lounger, watch gorgeous turtles, dolphins, seals, and whales.

The contemporary interior of this tropical hideaway has been updated to highlight the views and has a complete kitchen, ocean-view dining, two smart TVs, and an extra bed in the living area.


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This light and airy studio, positioned on the 11th floor of The Ilikai, offers superb seaside living. From the private lanai, enjoy stunning sunset views of the marina and the Pacific Ocean. Swimming in the enormous heated pool is a delightful experience, while a second sunbathing pool provides additional shared outdoor area.

Great boutiques, cafés, and the beach are all within walking distance in this accessible neighborhood.


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Comfort Vacation Rentals Near Oahu

This 1BR penthouse property, located in the Aqua Palms Waikiki and with magnificent city and mountain views, offers a luxurious tropical getaway. High ceilings, a contemporary kitchen with new stainless steel equipment, and elegant decor are among the highlights of this remodeled getaway.

Splash around in the communal pool or take a short walk to the nearby beaches for relaxing days by the sea. Within minutes, you may walk to the conference center, Ala Moana Shopping Center, and a variety of food alternatives.


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The living room's tropical décor adds to its appeal, and the arrangement is great for mingling, with enough of seating for the entire "ohana." A teak wood seat with plush cushions, two wicker chairs, and a two-person reading table are all included.

There's plenty of room to unwind on the lush grassy area in the serene rear, or to dine alfresco at the front yard picnic table.

The kitchen is both attractive and functional, with new white appliances and granite counters, as well as lots of cabinet space for storage and a moveable center island for extra prep space.


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Vintage Hawaiian décor welcomes you to a real Honolulu vacation, complete with exquisite teak furniture and brilliant flashes of color. The 2BR layout is ideal for a small family or group of friends vacationing together. Many Honolulu attractions are within walking distance, including the famed Waikiki Beach, the Honolulu Zoo, the Aquarium, and much more. It's also only a few minutes from downtown!

While the fragrance of food wafts from the nearby grill, relax with a chilled drink and Pacific breezes at the front porch bistro table. Views of Diamond Head can be had from your tropically manicured front yard.


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This lovely 2BR/2.5BA waterfront apartment with a stunning view of Koko Crater and a glistening blue lagoon. On two breezy patios, one off the kitchen and the other off the primary suite, take in the views.

This sun-drenched retreat has two big floors as well as a modern kitchen. A year-round pool and clubhouse are available at the Kuapa Isle community.

Beautiful bay beaches are only a few minutes away. Sandy Beach, a popular surf destination, is only a short drive away along the picturesque Kalaniana'ole Highway.


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From two private balconies, take in the sights of Waikiki, one of which has spectacular ocean views! This spacious 1BR condo features a gleaming full kitchen, two giant smart TVs, and a washer/dryer in the unit.

You'll have access to a variety of wonderful amenities, including an outdoor pool, hot tub, and fitness center, as part of the Luana complex. Your hideaway also has easy access to gorgeous beaches, Kalakaua Avenue's boutiques and cafés, and the Ala Moana Center's 300+ shops and restaurants.


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From two private balconies, take in the sights of Waikiki, one of which has spectacular ocean views! This spacious 1BR condo features a gleaming full kitchen, two giant smart TVs, and a washer/dryer in the unit.

You'll have access to a variety of wonderful amenities, including an outdoor pool, hot tub, and fitness center, as part of the Luana complex. Your hideaway also has easy access to gorgeous beaches, Kalakaua Avenue's boutiques and cafés, and the Ala Moana Center's 300+ shops and restaurants.


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This Ohana Studio is just a few minutes' walk from Lanikai and Kailua Beaches, making it an ideal home base for exploring Windward Oahu.

Take in the breathtaking vistas from the Pillbox Hike, play a round of golf at one of the surrounding golf courses, or snorkel at the world-famous Hanauma Bay Nature Preserve.


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This centrally located studio has a private covered balcony with great city and ocean views, just a 7-minute walk from world-class beaches.

Enjoy a plunge pool, sundeck, grilling area, and workout room as part of the Aqua Palms Waikiki boutique hotel community. Shopping, restaurants, and the Hawaii Convention Center are all within walking distance.


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The Hawaiian Monarch is home to this 2BR/2BA condo. A state-of-the-art fitness facility, restaurants, a grilling area, and a sundeck with a huge pool and hot tub are just a few of the magnificent on-site amenities.

Your ideal Honolulu location is just steps from from scenic beaches, Kalakaua Avenue's boutiques and cafés, and the Ala Moana Mall, the world's biggest open-air retail center.


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This 1BR condo in the center of Waikiki will provide you with a memorable island break! Step outside your front door and you'll be just steps away from upscale shopping, prominent restaurants, and the ocean. A rooftop pool, sauna, and grilling area guarantee vacation bliss at home.

From your private lanai, take in the stunning city and mountain vistas at the end of the day. Inside, you'll find a modern kitchen and cozy furnishings.


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From your private balcony, gaze out over the Pacific Ocean; this centrally located studio is only a 7-minute walk from world-class beaches. You'll also appreciate the convenience of having reserved parking in the garage.

Enjoy a plunge pool, sundeck, grilling area, and workout room as part of the Aqua Palms Waikiki boutique hotel community. Shopping, restaurants, and the Hawaii Convention Center are all within walking distance.


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From this oceanfront ground-level condo, embark on countless island experiences! On your private deck, sip your morning coffee while enjoying the Pacific wind. Relax into holiday mode with plush furnishings and a sun-lit floor plan.

To sunbathe on smooth white sand or swim in blue waters, just 5 minutes to Lanikai Beach or Kailua Beach Park. You'll be near to hiking, golfing, and top restaurants thanks to the hotel's handy central location.


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This 1BR condo at The Kalakauan Hotel is located next to the Ala Wai Canal, in a perfect walkable location near all of Waikiki's renowned attractions. Stroll to scenic beaches, Kalakaua Avenue's boutiques and cafés, and the Ala Moana Center, the world's largest open-air shopping mall.

Your trendy retreat is thoughtfully planned, with modern furnishings, magnificent views of Waikiki, and a full kitchen — ideal for preparing beach snacks. Your strategically placed stay is made easier by one allotted parking space.


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This magnificent 1BR penthouse home with two private balconies with views of the ocean and city. A full kitchen and two smart TVs are among the amenities.

Enjoy a plunge pool, sundeck, grilling area, and workout room as part of the Aqua Palms Waikiki neighborhood. You'll be a block from the ocean and a short walk from Ala Moana Center, Fort DeRussy Beach Park, and the Hawaii Convention Center in this great location.


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Budget Vacation Rentals Near Oahu

Waikiki Beach, restaurants, shopping, and entertainment are all only steps away from this wonderfully refurbished island oasis! This contemporary home features a separate bedroom with a queen-size bed, a large living area with a futon mattress, flatscreen television, and a fully equipped kitchen with a full-size refrigerator. Cable and WiFi are included, as well as a/c in the living room, a complete bath, a lanai with outside lounging area, and a fantastic location.


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Prepare delectable meals in your well-equipped kitchen, then dine alfresco on your expansive ocean-view terrace — this sun-drenched 1BR corner condo has everything you need for a picture-perfect Oahu getaway!

You'll have access to exquisite on-site amenities like restaurants, a hospitality room, and an ocean-view rooftop deck with a pool, jacuzzi, and sauna as a Pacific Monarch Hotel guest.


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This tropical 1BR unit in an amenity-rich boutique hotel is within easy walking distance of everything. Drink sunset cocktails on your 21st-floor balcony, which overlooks the pool and offers peekaboo ocean views. The air-conditioned living area is open to the fully equipped kitchen. On-site parking is a welcomed bonus.

Aston at the Waikiki Banyan is tucked away on the quieter side of Waikiki, but it's still near to all the bustle. The beach, as well as the stores and restaurants along Kalakaua Avenue, are only a one-block walk away. A large entertainment deck with a pool, two hot tubs, a grilling area, and a tennis and basketball court are among the on-site highlights.


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This inviting studio is located just 2 blocks from the world-famous Waikiki Beach and makes for an excellent home base for exploring the neighborhood. Prepare beach picnics in the convenient kitchenette, watch your favorite shows on the smart TV, and relax on your private balcony while taking in the fresh seaside wind.

The Kuhio Village Towers complex offers a convenient location near the city's best stores and restaurants. The Honolulu Zoo, the Waikiki Aquarium, the Kapi'olani Park Tennis Courts, and the Ala Wai Golf Course are all within walking distance.


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This gleaming 8th-floor studio offers a serene Waikiki escape. In the well-equipped kitchenette, prepare a beach picnic or stay in and watch your favorite shows on the 32" smart TV.

You'll have access to premium on-site amenities like a state-of-the-art fitness facility, restaurants, a grilling area, and a sundeck with a huge pool and hot tub as part of the Hawaiian Monarch community.


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This well-appointed apartment offers lovely skyline views and partial ocean views from a private seventh-floor balcony, making it an ideal home base for your Waikiki trip.

Enjoy a plunge pool, sundeck, grilling area, and workout room as part of the Aqua Palms Waikiki boutique hotel community. You'll be one block from the ocean and a short walk from Ala Moana Center, Fort DeRussy Beach Park, and the Hawaii Convention Center in this great location.


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This pleasant studio has a fantastic position near the ocean. Spend sun-kissed days lazing by the beach or exploring neighboring attractions. Enjoy skyline views from the luxury of your own covered balcony after a day of fun-filled activities. A kitchenette, air conditioning, and designated parking are all useful features.

Enjoy a plunge pool, sundeck, grilling area, and workout room as part of the Aqua Palms Waikiki boutique hotel community. You'll be a block from the ocean and a short walk from Ala Moana Center, Fort DeRussy Beach Park, and the Hawaii Convention Center in this great location.


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This comfortable 19th-floor apartment has everything you need for your Waikiki retreat, including stunning mountain-to-city views, a well-equipped kitchenette, and a 32" smart TV.

You'll have access to premium on-site amenities like a state-of-the-art fitness facility, restaurants, a grilling area, and a sundeck with a huge pool and hot tub as part of the Hawaiian Monarch community.


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Stay in a boutique hotel in a fantastic location! This well-equipped studio comes with great amenities, a convenient location, and thoughtful extras like assigned parking, air conditioning, and a covered balcony with peekaboo ocean views.

Enjoy a plunge pool, sun terrace, grilling area, and workout room as part of the Aqua Palms Waikiki community. You'll be a block from the ocean and a short walk from Ala Moana Center, Fort DeRussy Beach Park, and the Hawaii Convention Center in this great location.


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Take in the sights of Waikiki and the ocean from this gleaming 20th-floor apartment, which has been recently refurbished with a 40-inch smart TV and a well-equipped kitchenette.

You'll have access to premium on-site amenities like a state-of-the-art fitness facility, restaurants, a grilling area, and a sundeck with a huge pool and hot tub as part of the Hawaiian Monarch community.


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