Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes
Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
Little Paradise in Waikiki with Lovely Ocean -15th FL
Your convenient cute little place with a beautiful ocean view! Our unit overlooks Fort DeRussy Beach Park, right across from Hilton Hawaiian Village. There are so many restaurants, and beaches around. 1 block from Waikiki Beach and also close to Ala Moana beach. Walk...
Stylish Oasis w/ Great Ocean and Diamond Head Views + Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Gorgeous 12th floor central Waikiki Ocean View Studio Suite
2425 Kuhio Ave., #1201 ** Newly remodeled and updated :) **** For your health and safety, we utilize additional Sterilization procedures between reservations.This ocean facing 12th floor studio Suite offers two lanais (one overlooks pool & has an ocean view), in-room...
Waikiki Comfort for 4 Guests with Pool & Hot-tub
2425 Kuhio Ave, Honolulu. 1203** For your health and safety, we utilize additional Sterilization procedures between reservations.This comfortable 12th floor 1 Bedroom Suite offers solid sliding dividers if required to separate the living area sofa bed from the...
Lovely Hawaiian Monarch Studio | Pool + Gym
This beautifully remodeled studio offers mountain, city and partial ocean views and sleeps 2. This unit is located on the 20th floor. Elevators are available. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian...
Deluxe One BR w/ 4 Beds Waikiki Banyan includes Free Parking!
Waikiki Banyan Upper Floor Condo with Partial Ocean Views from the Lanai, Bedroom, and Living Room! Sleeps up to 4 with 2 Full Beds in the Bedroom plus 1 Full Sofa Bed in the Living Room (Note: 2nd Grey Queen Sofa not for sleeping). TVs in Both Rooms, FREE WiFi, and...
Great Location! Ilikai Hotel, Hawaii 5-0 Building!
Look no further, you've found your perfect condo in Waikiki. This condo is located on the 18th floor of the iconic Ilikai Hotel. This spacious 1-bedroom condo has 500 sq ft of living space & a huge lanai of 120 sq ft. Relax on the cooler side of the building and enjoy...
Gorgeous Ocean View Suite at Waikiki Shore! Steps to Beach! Heart of Waikiki!
Waikiki Shore #816 – 2161 Kalia Rd.This homey 1-bed/1-bath suite boasts breathtaking 8th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private 124-sqft...
The Perfect Location in Waikiki 2 mins walk to Waikiki Beach
Legally permitted rental -134 Kapahulu Ave 719Honolulu, HI 96815A Great Studio kitchen unit at theWaikiki Grand Hotel®Just a couple of minutes' walk to theWaikiki Beach and close to all shops andawesome restaurants in town.The brand new comfortable 14"Queen memory foam...
Perfect Waikiki Location, Minutes To The Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
New! Sans Souci 1004 1B/1B/1P Stunning unit w/ Ocean front view
Sans Souci, located on the southeastern coast of Oahu, Hawaii, is a captivating coastal paradise on Kaimana Beach, near Colony surf condominium, Zoo, Waikiki Beach. Enjoy pristine sandy shores, crystal-clear waters, and lush greenery for sunbathing, swimming, and...
Remodeled Hawaiian Vacation Condo by Waikiki Beach in Boutique Cabana Waikiki
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor (No Pool, No Parking and No Elevators)Living Room- Trundle Bed (2 Twins)- Flat...
6th Floor Balcony Waikiki Beach Studio
⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, Located on ωαιкιкι gяαη∂ нσтєℓ® 6ᵗʰ floor. We have used our 30 years of experience visiting Hawaii to give you everything you need for a fantastic vacation. Treat yourselves right on this very...
Partial Ocean View, Washlet, AC, W/D, Free Wi-Fi and Parking!
Chateau Waikiki #2902 – 411 Hobron Ln(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This desirable 29th floor 1-bedroom condo at Chateau Waikiki has central AC, 552 interior square feet plus lanai/balcony, a partial ocean view, and is on a quiet...
Central studio with balcony and gorgeous ocean views.
Wake up to sweeping ocean views from your private lanai, just steps from Ala Moana Beach Park and Hilton Lagoon. This recently completely remodeled studio hotel unit fits 4 with two full beds, a small kitchenette for simple meals, and an unbeatable central location near...
Largest Private Patio on the Ocean and Air-Conditioning
Newly remodeled unit just made available for rentals. This was our home in the 70's and now our vacation home. We want you to enjoy old Hawaii the way we did when we were first married. This is a quiet get away from the hustle of Waikiki but can be reached in under an...
Waikiki 1 Bedroom Condo w/ Pool - Sleeps 4
A great place to relax with the whole family at this peaceful place to stay in the heart of Waikiki. The suite has two lanai balconies, both approx. 40sq ft eachSuperb pool and whirlpool spa for the kids surrounded by lush tropical pool deck with cafe/bar (a great place...
Spacious 1-Bedroom in Downtown Honolulu - Perfect for Families and Travelers!
Experience the best of urban living in this large, 850 sq. ft. condo, fully furnished and equipped with modern appliances. This condo is ideal for families, business travelers, or anyone seeking a comfortable and affordable stay in the heart of...
29th Corner 1 BR Great Panoramic Ocean View!! Pacific Monarch
Enjoy the lovely Hawaiian breeze in this high-floor 1-bedroom unit. Within walking distance to Waikiki's finest destinations." The Pacific Monarch building is centrally located in Waikiki, with a great variety of entertainment and dining options nearly at its doorsteps....
Ilikai Hotel, One-bedroom Unit, Great view of the Hilton Lagoon and Waikiki Beach!
This condo is located on the 18th floor of the Ilikai Hotel.Most sought after view in a SPECTACULAR location with views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon! Imagine waking up to the beautiful and calming view of the ocean and relax with a...
The Drifter - North Shore Loft - Relaxed Luxury
Welcome to The Drifter!! Part of the Kuilima Estates East community, the unit was designed with the goal of offering a “Relaxed Luxury” experience. Meaning, to provide guests with an elevated design aesthetic with a feel-good comfortability. The unit is a loft-style...
Sea Breeze Retreat at Turtle Bay - Kuilima Estates West
Aloha and welcome to our Sea Breeze retreat, a 2-bedroom, 2.5-bath condo at Turtle Bay! Step outside the living room onto a beautifully manicured lawn overlooking the Fazio Golf Course. This gated condo offers the perfect blend of relaxation and convenience, just a...
Ocean and Diamond Head view suite w/balcony
Legally permitted rental - 134 Kapahulu Ave #408** For your health and safety, we utilize additional Sterilization procedures between reservations.Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with electric cook top, microwave and regular size...
10th Floor King Bed Condo Sleeps 4 Fabulous Views!
Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...
Ilikai 1636 Ocean / Lagoon /King Bed, Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki. Parking available. No smoking room.The iconic Ilikai...
One Bedroom/Two Bathroom Ground Floor Condo - Kuilima Estates East
One Bedroom/Two Bathroom Ground Floor Condo Sleeps 4From the moment you drive into this gated complex you will feel the peace and tranquility of Turtle Bay. As you walk through the door of this Hawaiiana tropical style decorated one bedroom/two bathroom, ground floor...
Tropical Retreat Near Waikiki Beach with Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Exclusive! Penthouse!! 1 Bedroom Waikiki Marine Surf with Free Parking!
As you arrive you will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!!The fully equipped white monochrome kitchen will be your favorite to cook at. A dining area with a glass table perfectly fits the overall monochromic...
Ocean Marina View at the Ilikai Hotel by the Beach w/Free WiFi & Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE: September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Waikiki Marina & Ocean Views! Easy Walk to Beach! Washlet, Kitchen, AC, Wi-Fi
Ilikai Marina #590 – 1765 Ala Moana Blvd.Relax in this newly furnished "beachy contemporary" 1-bedroom and take in beautiful views of the ocean and yacht harbor.CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed from...
Free Parking! 6 Minute Walk to Waikiki Beach!
This is a legal conforming vacation rental. Please see our listing details for our license number.1990/NUC-1393TMK: 260280110114TA-111-582-2592-01This 1-bedroom vacation rental lies in the heart of Waikiki and is walking distance to the world-famous Waikiki Beach and...
Beautiful Oceanfront Home - Fantastic Views of Waikiki and Diamond Head!
Enjoy the island lifestyle in this beautiful beach house that sits on the Pacific Ocean. Relax on the lanai and look out at the waves as the sea turtles pop their heads up for air. As you swing on the lanai with a cup of coffee, take a breath of the morning fresh air as...
Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!
Perfect 1 bedroom in 43rd floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped contemporary kitchen perfectly matching the whole design of the unit.In the living room, you will find designer furniture:...
Resort Zoned Studio / King Bed / Sofabed / Kitchenette / Free WiFi And Parking
TMK 2-6-012-003 2022/ELOG-1168(LM) Located in the Resort zoned Aqua Palms Waikiki, you can book with confidence. Address: #304, 1850 Ala Moana Boulevard, Waikiki, HonoluluStudio apartment offering:* King size bed* 2 seater sofa bed * Free Car Parking stall (assigned,...
Tropical Gem Near Waikiki Beach with Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Aloha Royal Garden Studio | Pool + Great Amenities
Enjoy the refreshing Hawaii breeze and overlook the palm tree dotted Ala Wai Canal from the private Juliet lanai of this beautifully updated, hotel-style studio. As part of the luxurious Club Wyndham Royal Garden at Waikiki building, our guests enjoy the lovely gardens,...
Beautiful Studio w/AC one block to Sunset Beach, quiet neighborhood
This is a beautifully furnished studio, only a 2 min walk to the waves. In a quiet neighborhood, on the ocean side of Kam Hwy. Brand new Air Conditioner, Heavenly!The kitchen is fully equipped, the microwave doubles as a conventional oven. Burners are built into the...
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View'sStunning Ocean, Surfers & Sunset Views, Private Lanai Enjoy a Tropical Cocktail Watching the Beautiful Sunset Rest into the Sapphire, Aqua Blue Pacific Ocean .This 1 bedroom Suite has a Queen and Twin bed in the...
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Summary:Step into this enchanting 4-Bedroom sanctuary, nestled within a gated community in the heart of Makaha Valley. This modern retreat offers the ideal blend of luxury and tranquility, perfect for couples seeking a romantic escape. The breathtaking yard boasts...
Brand New Turtle Bay - Modern Condo
**Just renovated in October 2022! Enjoy an unmatched location at Turtle Bay West with this one-bedroom North Shore Oahu vacation rental. The apartment has golf course views and is walking distance to the beach. A perfect corner unit great for privacy! The condo looks...
Brand New Superb Modern Remodel. w/Pool - Sleeps 3
Taste, Style and ultra modern touches & conveniences greet you as you open the door on this central Waikiki studio. 55" HD Smart TVFully equipped cabinets make cooking at home a breeze.Our suite overlooks the pool - where you may relax within the lush tropical grounds,...
Cool Hawaii Vibe+Decor! Chic Kitchenett, Lanai, and AC, WiFi–Waikīkī Grand #301
Castle at Waikīkī Grand #301 is a studio vacation rental just steps from the best Waikīkī have to offer. With Waikīkī Beach, Kapiolani Park, the Honolulu Zoo, and Waikīkī's outstanding dining, shopping, and activities right outside your door, there’s no better choice...
Right on the beach near Diamond Head and 4 miles from Waikiki!
On the beach, in a coveted luxury resort location are the Kahala Beach condos, adjacent to the Kahala Hotel, the only 5-star Hawaiian destination. Secure, with 24/7 guards, keyed building access, and a private underground parking garage. Sited on an idyllic cove beach,...
Oceanfront condo off the beaten path! MIN 30 DAYS
*MINIMUM 30 DAYS STAY REQUIRED* Charming apartment with full kitchen, queen bed, and second (futon) bed in living room. Gorgeous panoramic Pacific Ocean views from the lanai! Enjoy all that beautiful Oahu has to offer without all the crowds. Swimming pool on the beach,...
Hot Deal! Ilima West Kuilima Estates #18 by Gather Near to Golf Course
Welcome to Ilima West Kuilima Estates #18 at Turtle Bay by Gather, a bright and inviting one-bedroom townhome with a loft that sleeps up to five guests. Nestled on Oahu’s fabled North Shore, this 658-square-foot retreat fronts the 1st hole of the Fazio Golf Course,...
Ilikai Hotel City View Condo Steps Away from Beach w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Charming Studio Apartment with WiFi, AC in beautiful Diamond Head Beach Park!
Enjoy a peaceful stay at this wonderful studio apartment on the Gold Coast. The space features a queen bed and open floor plan. The bathroom includes bath and shower combo. In the additional living space, there's a comfy sofa bed for extra guests. Fall in love with this...
Marvelous Marine Surf Studio | Lanai + 1 Parking
Fantastically located studio on Seaside Ave boasts a private lanai overlooking the cityscape, tastefully remodeled kitchenette and living space and secured garage parking. Nestled between the famous Kalakaua and Kuhio Avenues, the Marine Surf is steps away from...
7th floor Dreamy King bed Studio plus Futon and all modern touches
Legally permitted short term vacation rental - 2425 Kuhio Ave #701Attention to style and detail at a great location will hopefully be your thoughts too, as you enter and start to relax in this stunning remodel at The Bamboo in the heart of Waikiki. It was certainly ours...
Ilikai 1417 Remodel City / Mountain Views 2 Double Beds, Sofa Bed
NICE MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished & Appointed....