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.
Turtle Bay Deep Blue by RedAwning
Nice, partially upgraded upstairs condo with air conditioning in the bedroom only. WiFi. Golf course view.Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf...
🌺 IMMACULATE 3-BEDROOM 2-BATH UNIT IN KO OLINA KAI! 🏖️
IMMACULATE CONDO IN KO OLINA KAI! 🌺 🏡 This beautiful property features 3 bedrooms and 2 bathrooms, a full kitchen, Spacious living and dining areas and, of course, a nice lanai (balcony) so you can enjoy your morning coffee or watch a beautiful Hawaiian Sunset!...
LUXURY OCEAN FRONT 2 BEDROOM CORNER SUITE, 1,000 SQ FT
LUXURY OCEAN FRONT SUITE, 1,000 SQ FT, 2 MASTER BEDROOMS, FULL KITCHENPERFECT LOCATION WITH ELEGANT STYLE AND BRETHTAKING VIEWSStunning ocean and marina views in the world-famous Ilikai building! 2-bedrooms and 2-bathrooms with 2 lanais in the corner unit! Sweeping...
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...
Beautifully restored cottage with AC in bedrooms - two blocks to beach & harbor
Haleiwa Cottage - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located 2 blocks from the beach in the heart of Haleiwa Town, this beautifully restored 3BR/2BA...
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,...
Modern Ocean View W/Lanai and A/C - Waikīkī Shore #704
Castle Waikīkī Shore #704: You’ll love all the thoughtful upgrades in this recently renovated deluxe studio unit! In addition to views of Waikīkī and the Pacific Ocean, you’ll have a furnished lanai perfect for two, a king-size bed, modern dark wood furnishings,...
Waikiki Studio with 2 comfortable Queen beds, Pool & Free Parking
Apartment at the Marine Surf in the heart of Waikiki it's the perfect place to call home for your Honolulu vacation!Our condo offers 2 comfortable Queen beds, Full Kitchen, Large HD Smart TV and a full bathroom with shower/tub combo.Facing east our balcony is a great...
2 Free Parking!! Spacious 1 Bedroom Penthouse in Palms at Waikiki.
You cannot find a penthouse, 2 parking, 1 bedroom vacation rental in this price!Room rate will be less than a half of the small studio class hotel room. More space, less price and 2 parking. You may also enjoy the diamond head and ocean view from the room!!From the...
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...
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...
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...
Beautiful Ko'olau Mountain Views! AC, one FREE Parking and Wi-Fi!
Waikiki Sunset #1211 – 229 Paoakalani Ave.Enjoy majestic Ko'olau Mountain views by day and sparkling city lights at night from this 12th floor, one-bedroom condo (546 sq.ft. plus 55 sq. ft. balcony/lanai with table and chairs) with central A/C, and it’s just 2...
***NEWLY RENOVATED***1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!
Clean 1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!Great location! Only 1 block from the world famous Waikiki Beach.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ etc.- Free Internet- Fully equipped kitchen- One block to world famous...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Club Resort+Amenities. 1BR
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟏-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of...
IC 43th Floor Studio with balcony to enjoy Mountain View
IC 43th Floor Studio with balcony to enjoy magnificent city, mountain and partial ocean views. The studio design inspired by stunning ocean waves color - aqua blue.The studio has everything you might only wish for your comfortable stay. As you step inside, there is a...
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...
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,...
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...
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...
Famous for repeat guests, parking & wifi included
Waikiki Banyan, unit1504 tower 2 offers 2 beds and a pull out sleeper sofa. The Condo is located one block from the world-famous Waikiki Beach. Only a short distance takes you to the Ala Wai golf course, restaurants, shops, Kapiolani park, Honolulu Zoo, the...
Rolling surf, gentle trade winds, and unparalleled ocean views await you!
Seabreeze #7 – 3065 Kalakaua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy 180-degree unobstructed panoramic views of the Pacific from this oceanfront property on Diamond Head's coveted Gold Coast.You'll have the entire 7th floor to...
Deluxe Garden View Waikiki Banyan, Free Parking by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 708 Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck...
Stunning! Diamond Head Oceanfront Lanai Condo - Sleeps 5
Legally permitted vacation rental - 2947 Kalakaua Ave #201A Spacious Condo with incredible Ocean views from our private oversized Lanai.Fitted with a new kitchen in March 2021 along with new living room furniture and 2 new comfortable Queen beds in the bedroom- We are...
Modern Hotel | Near Ala Moana, Balcony, Pool, Gym
Experience convenience and comfort in this stylish unit at the Ala Moana Hotel. Ideal for up to 4 guests, it features two full-size beds, a kitchenette with a mini fridge and coffee maker, and a private balcony to enjoy the Hawaiian breeze. Located steps from Ala Moana...
Rare 3 Bedroom heart of Downtown!
Prior to booking please read our "Host Disclosure"(Based on availability & length of stay, Parking Fee may be waived - pls inquire)This spacious unit is located in the same building as the Aston Hotel at Executive Center downtown Honolulu. You will treat yourself and...
Waikiki Condo high walk score, 2 Bdrms w/doors, pullout sofa
Just remodeled and beautifully done!!!Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents...
Aloha Surf Waikiki - 5 minute walk to Waikiki beach
A extra twin size bed will be provided only upon booking for the 4th person.Just REMODELED the entire room from ceiling, walls, flooring, bathroom, kitchenette with cabinets & quartz counter top. Very nice, you will love the new look. Completed in Dec 1-2023Aqua Aloha...
Turtle Beachfront, snorkeling, free parking, wash-dryer in unit, Air Condition.
Newly remodeled kitchen and bath in this condo with an ocean view and located on a beautiful beachfront that has the best snorkel and swimming beach protected by a reef, with lawn like carpet and a Sandy beach where you can swim with turtles or just sunbathe, kayak or...
Iconic Ilikai Hotel 1 Bedroom Lagoon View, Minutes to the Beach! No resort fees!
This condo is located on the 7th floor of the Ilikai Hotel. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living area. The condo can accommodate up to 2, with a comfortable King bed. There is a shoji sliding divider between the living area...
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...
North Shore Country Estate - 17 Acres, Great Views
*30 day rental. Please Inquire. DescriptionThe North Shore Country Estate is one of a kind 5-bedroom, 4-bath in a 3500 square foot home on 17 acres, in the sleepy North Shore Oahu town of Kahuku. You and your party of up to 12 people will enjoy this beautifully designed...
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...
Ocean View/Beach Front Upgraded Condo At The Ilikai Hotel
Welcome to your island home away from home! 🌺 Our cozy and comfortable condo is perfectly located near stunning scenic views, the vibrant city center, the airport (just a quick drive away), and beautiful local parks where you can enjoy the natural beauty of...
Charming cottage close to everything - walk to beach, zoo, & park
Garden Cottage Unit A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find...
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...
Large Penthouse 1 Bdr/2 Bath with Washlets, Wi-Fi, AC, FREE Parking
Marine Surf Penthouse #4 – 364 Seaside Ave.This extra-large (1037 interior sqft plus 275 sqft lanai with table and chairs) centrally located and split air-conditioned one-bedroom, two-bath condo is perfect for a family of 6 or two couples! You'll have a great view of...
Experience Turtle Bay Lilikoi by RedAwning
SPECIAL PRICE. Ground Floor Unit. Comfy condo. AC and ceiling fan in thebedroom. WIFI. No Phone. No Phone. Welcome to Kuilima Estates, the condo property located on the grounds ofworld-renowned Turtle Bay. The condos are surrounded by two beautifullymanicured golf...
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...
FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...
Iconic Diamond Head! Great for Family!
Waikiki Sunset #1414 – 229 Paoakalani Ave.Enjoy a fabulous view of majestic Diamond Head from this 14th floor, two-bedroom, one-bath condo with central AC (604sf plus lanai with table and chairs). 6-person max!Just 10-minute walk to the best swimming and surfing beach...
Aloha Condos, Ilikai Marina, Condo 992, Oceanfront, AC
Ilikai Marina Condo 992 offers stunning marina and ocean views, a well-stocked kitchen, and a convenient location near Waikiki’s quieter end. Guests appreciated the cleanliness, comfortable accommodations, and proximity to Hilton Hawaiian Village. The overall...
Located in the Heart of Waikiki! Free parking & W/D in the unit!
The Marine Surf Condominium is located right in the middle of Waikiki. This is a breezy and cozy corner unit at Marine surf. The unit was renovated in May 2011. This unit has a unique layout of 1 full bath and 1 half bath for guest convenience. Enjoy the mountain view...
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...
Ocean view from the Ilikai
The Ilikai Apartment Building (same as the Hotel) is one of Oahu's most popular vacation rental condos. Built in 1964 but constantly being updated and maintained in the common areas, many people including myself cannot believe the building was built over half a century...
Ilikai 1418 2 Bed Room Luxury Remodel Ocean / Lagoon Views
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Kg bed, 2 double beds, Qn sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located...
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
You get a great view from the 22nd floor which allows you to observe all three of the main Waikiki sights at once: the ocean, Diamond Head and the Ala Wai Canal!All year round you can enjoy the cooling breezes from the canal and the ocean.Located next to the Ala Wai...
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...
Beach Villas Peekaboo Ocean & Mountain View Resort w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Location: 92-106 Waialii Place, Ko Olina, Hawaii. (2nd Floor)Experience the ultimate blend of luxury and...
RENOVATED Studio By The Ocean!!!
Aloha Kakou! Thank you for checking out my unit near the beach. I have a kitchen to test out your cooking skills and a balcony overlooking the pool for your morning coffee and a glass of wine at night! Historic Kona town is steps away with open-air eateries,...