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.
The Most Amazing Haleiwa Beach Front Condominium
The Best of the Best! Relaxation - Romance - Recreation.Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can begin their vacation the...
Majestic Mountain Studio Retreat
Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees, wild peacocks, & famous beaches.You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and...
Kaneohe Bay B&B Waterfront & mountain views galore~saltwater pool
https://youtube.com/watch?v=F0l15thrQpsIsland architecture offers year round resort-type lifestyle. A Guest House (2 bed/2 bath) with salt water swimming pool (separating it from the main house) can accommodate 4 guests comfortably. All rooms have decks with incredible...
Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Exciting Updates Coming Soon: This property...
Punahele Hale--King Bed, Wireless Internet, ~A/C~
ONE BEDROOM / 2 BATH/ PLUS MURPHY BEDCalling all visitors, sunbathers and adventurers, come to the North Shore of Oahu and enjoy our newly renovated condo. We call it the Punahele Hale, meaning “favorite house” in Hawaiian. Registration #008-128-7680-1This unit has...
Oceanfront Beach House - Tropical Paradise!
Oceanfront Beach House - Tropical Paradise!Our Tropical Paradise is oceanfront and conveniently located between historic Haleiwa and Waimea Bay at the world famous Chuns Reef beach. Great swimming, snorkeling, scuba diving, and surfing are right in the 'front yard.' Our...
Waikiki Ocean, Lagoon & Marina Views! Short Walk to Beach, Restaurants & More
Ilikai Marina #1480 – 1765 Ala Moana Blvd.Incredible sweeping panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; plus beautiful sunsets!CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed...
Haleiwa Waterfront House
LEGALLY LICENSED VACATION RENTALLocation, location, location! This lovely home is perfectly situated on a beautiful white sandy beach, at the end of a quit cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic...
Oahu North Shore Vacation Home @ Kuilima Estates West
Welcome to your elegant Hawaiian home, a spacious retreat offering resort-style living on Oahu’s North Shore. This stunning 3-bedroom, 2-bathroom property comfortably accommodates up to 6 guests, making it perfect for families or groups of friends. Step inside to find...
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Discover the peace and beauty of your own secluded retreat nestled in the...
Turtle Bay Hale Lani - Kuilima Estates East
This is a beautiful, modern 1 bedroom w/loft and one and a half bathroom end unit. Unit has updated kitchen cabinets & appliances, ceramic tile floors and granite countertops. The living room has a large flat-screen TV, internet and WIFI, TV in master bedroom as well....
High Floor with GREAT Ocean Views! A/C, Washer/Dryer, FREE Parking and Wi-Fi!
Waikiki Skytower #2804 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585sf plus 90sf lanai with table & chairs)! With only 4...
OCEANFRONT PROPERTY DIAMOND HEAD BEACH HOTEL unit 704
Newly remodeled studio unit at the Diamond Head Beach Hotel and Condominiums located at the Gold Coast area. Very friendly building located on the ocean with outdoor space for watching sunset and sunbathing. Laundry facilities available downstairs. Parking in the...
Scandia 203 - Sleeps 6, Full Kitchen, Free Parking, and 1 Block to the Beach
Welcome to Mauka Makai, your gateway to the bustling and serene beauty of O‘ahu, nestled in Waikīkī, between the majestic Ko‘olau mountain range and the pristine Pacific Ocean. Recently renovated with upgraded amenities, appliances, and furniture, this exquisite...
Luxurious Ocean view 2-bed/2-bath condo with Pool, Wi-Fi, Parking.
Waikiki Beach Tower #1804 – 2470 Kalakaua Ave.You'll feel at home, right across the street from the best swimming and surfing beach — world famous Waikiki Beach! This beautiful 2-bedroom, 2-bath Waikiki Beach Tower condo with central air conditioning has 1092 square...
Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home
This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation...
NORTH SHORE OCEAN FRONT - 30 day rental TA 044773171201
Welcome to Hale Aloha. Please inquire about staying at our property! Our home was recently remodeled in 2016 with new everything including central AC and has a detached enclosed garage. This is the first time it has been available for rent and is in excellent condition...
Modern Ocean View Studio - Waikiki Paradise!
Thoughtfully appointed studio with modern decor. Fully renovated in February 2022! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before 11am....
Tranquility Beachfront
Enjoy sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand. This beautifully decorated 3 bedroom beachfront home pampers you with a large, well-appointed kitchen, upstairs master suite with soaking tub and killer views. A...
Waipuna Hale: Oceanfront Cottage w/Panoramic Views, Yard, & Private Beach Access
Waipuna Hale is a vintage oceanfront cottage set on a private estate in Laie, along Oahu’s fabled North Shore. With panoramic coastline views, an expansive yard, and breezy open-air living, this two-bedroom, two-bath retreat honors its heritage while offering a...
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Oceanfront Ilikai Condo — Free Covered Parking & Incredible Views!Experience one of the best views in Waikiki from this beautiful 15th-floor condo in the iconic Ilikai Hotel & Luxury Suites — with free covered parking (a $50/day value included!).Step onto your...
Studio - Ocean & Mtn Views top floor of Closest condo to Beach in Waikiki
This cute studio is the closest condo building to the Beach in Waikiki, on the top floor of famous Foster Tower has amazing view of ocean, mountain, Diamond Head and city. It's a corner unit with sunrise and sunset view between the months of April and September. This...
Lovely, spacious private estate, 300 ft to Sunset Beach TA#083767910401
30 DAY RENTAL*****A beautiful, peaceful, private north shore estate, 300 ft from sunset beach. The main house has 4 bedrooms and 4 bathrooms and sleeps 8 in beds. You may rent the cottage for an additional 2 people-check availability-it's called the plantation cottage;...
Gorgeous Ocean View! Beachfront! Full Kitchen, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #1110 – 2161 Kalia Rd.Not only is this beachfront OCEAN VIEW one-bedroom condo (706 sqft plus 124-sqft lanai/balcony) a favorite with our return guests, but Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the...
Pacific Monarch Top Floor Condo with Ocean, Diamond Head and Mountain Views!
Step into your own slice of paradise in this beautifully appointed 23rd-floor retreat at Pacific Monarch. Designed for those who crave both luxury and the relaxed spirit of island living, this one-bedroom escape offers a serene atmosphere with stunning views of...
Honolulu Vacation Rental: Walk to Waikiki Beach!
Discover your Hawaiian paradise with a stay at this 1-bedroom, 1-bathroom vacation rental condo in beautiful Honolulu! Located only moments away from Waikiki Beach, this cozy retreat offers a private balcony with ocean views, access to tennis courts, and more! While...
Waikiki Beach center! Oceanview, Lanai, Free WIFI and Phone. Full Kitchen.
Our recently upgraded vacation rental with great beach and ocean views from your private lanai (balcony) is now available! It is literally a 1-minute walk to the beach!!!It is a nicely furnished studio with new cabinets and granite counters, a full kitchen, and a large...
Oceanfront on Oahu's Gold Coast!
Colony Surf #604 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)The best of Hawaii awaits you in this large (1519 sf) oceanfront double-sized corner condo at renowned Colony Surf on...
Luxury Oceanfront Condo with Stunning Panoramic Views of Waikiki Beach
Located just across the street from the main stretch of Waikiki beach, with breathtaking ocean views from the 35th floor, you’ll be relaxing in no time at this 4-diamond AAA rated resort. This 2-bedroom, 2-bath condo has 1,025 square feet, marble floors, full-sized...
Breathtaking ocean views Waikiki
LUXURY OCEAN VIEWHigh floor, unit 2112 luxury studio with superior views of the Pacific Ocean. The balcony is spacious • Full Kitchen.500 sq ft interiors with 120 sq ft lanai. My condo, located on the 21 floor of the iconic Ilikai Building in Waikiki, Honolulu, Offers...
Gorgeous renovated corner unit just 1 block to Waikiki Beach!
Niihau #805 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Recently renovated (2024) from floor to...
Luxury 3BDRM w/4beds + 2Bath + Partial Ocean View + Parking, 2min from the Beach
Legal vacation rental at a fabulous location!2 bedroom 2 bath home located across from ‘Alohilani Resort, one block from the Waikiki Strip (Kalakaua Ave) and the beach! Located in the heart of Waikiki, yet tucked away on a quiet and quaint street. There are endless...
Hale Makai - AC, Beachfront
*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYS30 day rental. Please inquire.Wake up on Oahu's fabled North Shore to views of lush, tropical foliage and the warm ocean breeze. Located close to Turtle Bay, Polynesian Cultural Center, Pipeline,...
Affordable total comfort Studio at 1 of Waikiki's Top Locations, Pool & Wifi
Located in Honolulu & with a beautiful Pool, this charming studio is a dream. With a cozy living room featuring a queen bed and sofa bed, guests can unwind after a day of exploring. The bathroom offer a relaxing bathtub /shower combo with hair dryer for added...
Spacious Ewa Beach Guesthouse On Beachfront Lot 30-day minimum.
30-day minimum stay by required by law. This property may not be rented for less than 30 consecutive days and rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. No bookings of fewer than 30 days will be...
Waikiki Condo - Ocean View - Minutes from the Beach!
Aloha and thank you for checking out your home away from home in the heart of Waikiki within minutes to the beach! You will be located in room 1630 on the 16th floor of an oceanfront condo that gives you access to a beautiful ocean view right from your own private and...
Ocean View Guest Cottage - 1990/NUC-1797
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...
Palms 7th floor studio Sleeps 4 Guests above Pool
Delightful & thoughtfully decorated Studio at The Palms in Waikiki. Have fun with the whole family at this stylish place.HD TV, Free WiFi, Dining Space and two comfortable Queen beds await you at this very popular location at the Fort DeRussy end of Waikiki.An easy...
Lucky you! Great value, fantastic location! Immaculate Studio steps to the beach
Stay in the best location, just steps to the beach, across the street from the Hyatt, but at a fraction of the cost! In addition, you have your own full kitchen to prepare meals in, and a quiet lanai to dine on, thus adding to your cost savings. This modern cozy studio...
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Whether you seek relaxation, remote work vibes, ocean waves, or stunning sunsets, my cozy 1 bedroom space awaits. Experience the charm of my recently renovated dwelling, featuring one complimentary parking space. Revel in ample light, air, and full amenities. The living...
Ilikai 1938 Ocean/Lagoon 2xBed, Sofa Bed Free Parking
STUNNING OCEAN & Lagoon VIEWS! FREE PARKING INCLUDED. STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful high end recent remodel. One of a few units with...
Beautiful Turtle Bay Condo - Kuilima Estates East
Beautiful Kuilima Estates at Turtle Bay – We’re an outstanding value priced condo located on 840 acres of landscaped gated grounds, the only tropical resort on Oahu's tranquil and iconic North Shore!Get away from crowded vacation spots with our one-bedroom condo...
Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row seat, FAB!
Experience luxurious designer decor in this one-bedroom CORNER condo with stunning views of the ocean and yacht harbor. Located at the entrance to Waikiki the safest area. This is the perfect location to explore the area on foot. The windows offer two times the...
Honolulu 2 bedroom Cottage
We will block the property for 30 days but you can leave whenever you likeOne of three cottages/City and ocean views, newly renovated large 1200 Square feet bungalow. Five minutes to downtown, 10 minutes to Ala Moana and Beach. Air conditioned, 2 bedrooms with king...
North Shore Tropical Studio with breathtaking mountain views!
This beautiful studio apartment with stunning mountain views is a perfect place to unwind for your North Shore get-away. The studio features a queen bed with additional twin bed, and it sleeps up to 3 people. There is air conditioning which you are welcome to use to...
Upgraded Beachfront Studio on Quiet Waikiki beach with Swimming/Surfing!
Colony Surf #406 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Upgraded Beachfront Studio on Quiet Beach Near Waikiki!On the quiet end of Waikiki, on Oahu's sought-after Gold Coast...
Mountain view deluxe vacation rental, AC, close to beach, WiFi, pool, parking
Waikiki Banyan #2609-T2 – 201 Ohua Ave.Great Ko'olau Mountain views from this deluxe air-conditioned one-bedroom vacation rental suite (533 sq.ft. plus lanai with table and 2 chairs)! 4-person max.The Waikiki Banyan is a favorite of repeat visitors with its host of...
Beautiful Ocean View Studio in Waikiki, Free Parking, W&D, Special Rates
Newly remodeled 38th floor Studio in Waikiki with Panoramic diamond head and ocean view, new furniture and appliances. This condo has full kitchen, air conditioner, WiFi, cable TV, full size washer/dryer, and free parking. Walking distance to Waikiki, beaches,...
Breathtaking Ocean Views - Waikiki - Ilikai Marina
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...