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.
Kailua Beachside Studio - Monet Room
This is a legally established property, please read more below....Enjoy our Hawaiian sunshine and one of the most beatuiful beaches in the world. Our studio has high ceiling with a Monet- designed decor. A Large queen size 4 poster bed, with a sitting area and dining...
Unobstructed Diamond Head and Ocean Views! FREE Parking & Wi-Fi, Pool!
Waikiki Banyan #3511-T1 – 201 Ohua Ave.Unobstructed panoramic views of Diamond Head, the Pacific Ocean, and the Gold Coast from this 35th floor unit! Modern and contemporary, this air-conditioned condo has tasteful Hawaiian touches, 533 sq.ft. plus lanai with table and...
Beautiful OCEAN & CANAL View - Waikiki Studio
This fully furnished, higher floor, Hawaiian Monarch studio has stunning ocean and Ala Way Canal views where you can relax and enjoy your wonderful, Hawaiian vacation. Slide open the windows and enjoy the fresh air, or leave them closed and turn on the A/C. It is within...
Million-Dollar Ocean Views! Steps from Beach! Full Kitchen
Waikiki Shore #1218 – 2161 Kalia Rd(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Unwind in this fresh, airy and spacious (932 square feet plus lanai) 12th-floor corner...
Upgraded 5th floor in Beach Tower - Ocean Views & Beautiful Sunsets
This 5th floor luxury Beach Villa has a wonderful ocean view and features 2 beautifully decorated bedrooms. Soak in the ocean views from the lanai off of the living room area.The elegant the master bedroom features a spacious king size bed with a walk in closet, and a...
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 1...
Hale Makai at Diamond Head – Oceanfront Estate
Ideally positioned along Honolulu’s prestigious Gold Coast with Diamond Head Crater as its backdrop, Hale Makai at Diamond Head is a licensed nightly oceanfront rental (NUC 90/TVU-0390) offering luxury, privacy, and the rhythm of true island life—just three miles from...
Honu Kai Hideaway is like a treehouse with views of ocean, golf course and mountains. We are nestled among the trees and lush landscaping of the spectacular Turtle Bay Resort, an 880 acre tropical paradise. Our Hideaway is the perfect blend of tropical seclusion amidst...
Hale Kai | Pampered Ko Olina Villa
Summary:Welcome to Hale Kai in Ko Olina! If you enjoy panoramic ocean views and tiki-lined pathways to white sand beaches, Ko Olina Kai is the paradise for you. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Once you're finally able to...
Comfortable 2 Bedroom, 2 Bath, Free Parking, Walk to Beach
Recently renovated 2 bedroom, with 2 bath and one free assigned parking.24th floor corner unit with views of the Ala Wai Canal and golf course from thelanai. Fully equipped kitchen, with dishwasher, coffeemaker, toaster and rice cooker.Washer and dryer included. Big...
Lovely condo at Waikiki beach 2 Bedrooms & 2 Baths, with 1 free parking space.
Aloha! Thank you for checking out our property.The house has been completely remodeled and is very spacious—almost 1,000 sq. ft. of interior space plus two lanais totaling 150 sq. ft. It features 2 bedrooms and 2 full bathrooms.The full kitchen is equipped with an oven,...
Stunning Oceanfront— Ocean/Sunrise View. Steps to the Beach. AC bedroom
Tucked away on the most beautiful side of the Island, our spacious, 700 square ft., and comfortable country hideaway is located 45 minutes from Honolulu/Waikiki. Surrounded by the ocean and the mountains, you will experience the timeless beauty unique to this place in...
Ko Olina Beach Villas B102: Gourmet Kitchen & Tranquil Lanai w/Ocean View
Ko Olina Beach Villas B102 welcomes you to a ground-floor retreat that blends the comforts of home with the luxuries of a private resort. Tucked within the secure gates of Ko Olina’s Beach Villas, this two-bedroom, two-bath villa offers direct access to lush lawns,...
2BPF-4 Aston Waikiki Beach Tower: Ocean Front Premium 2 Br with Kitchen
Waikiki Beach Tower: Premium Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively,...
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...
North Shore Renovated 2 Bedroom + Loft & Pool - Kuilima Estates West
Aloha and welcome to our spacious and beautifully renovated North Shore Turtle Bay Resort 2 Bedroom condo that includes an additional 3rd loft room + 2 bathrooms. Directly outside the living room is a large manicured grassy lawn and the Fazio Golf Course. This gated...
Ocean View Escape: Steps to Beach & Free Parking!
Summary:Experience the beauty of our 1-bedroom condo boasting spectacular ocean views and Diamond Head brought to you by Midway Vacations! Nestled in the Condominium Hotel Waikiki Banyan, it comfortably accommodates up to 4 guests. It's conveniently located within...
2 min walk to the beach Ocean &mountain view. Central AC, Parking is available.
This quote is for staying at unit Pineapple Cottage #two . Welcome to our boutique Waikiki retreat, just a 2-minute walk to the world-famous Waikiki Beach!Our home is thoughtfully designed for a comfortable and relaxing stay in the heart of Honolulu. Inside, you’ll...
Turtle Bay 1 bed with Lanai Renovated Corner Unit 101 - Kuilima Estates East
Kuilima Collection | 101 EastPanoramic Golf Course Views | Renovated 1-Bedroom Corner UnitEscape to the lush North Shore of Oʻahu and experience the best of Turtle Bay living at Kuilima Collection | 101 East. Nestled along the 17th hole of the famed Arnold Palmer Golf...
Spacious studio condo with private lanai, kitchenette, & shared pool
Island Colony 3414 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Island Colony is a gorgeous, modern building in the heart of Waikiki that offers guests access to...
Picturesque Lagoon & Ocean Views
Beautiful views are seen from anywhere in this comfortably decorated condominium. Sliding glass doors give access to two spacious lanais where views of the Pacific Ocean, Duke Kahanamoku Lagoon, and Ala Wai Yacht Harbor. This amazing, 1000sq.ft, ocean-view condominium...
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 relaxed...
Resort Living Off the Beaten Path AC, WIFI, and Fully Remodeled Bathroom
The fabled North Shore of Hawaii is a hidden jewel off the beaten path. Enjoy wonderful dinners watching the sunset on your peaceful breezy lanai.This spacious condo has 1 bedroom, 1 bath, plus loft with 2 queen beds and is fully air conditioned and can sleep 6. Kuilima...
Free parking, 2 weekly towel changes, F/Kitchen, GYM, AC, WiFi, pool, Pool/ping
This deluxe studio is in the Royal Kuhio building. We manage 39 units and are offering a rare experience opportunity to stay in one of our units. Each unit has a full kitchen, including a box of chocolate macadamia nuts and 4 bottles of water to WELCOME you to our...
Stunning Ocean & Fireworks View Condo at Ilikai 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 — July 9, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Hale Maluhia Villa O-603 the perfect getaway
Welcome to Hale Maluhia, O-603, your serene retreat in the heart of paradise. Located on the 6th floor of the Beach Villas at Ko Olina, this exquisite two-bedroom, two-bath villa offers unparalleled comfort and luxury for up to four guests. Upon entering, you'll find a...
Ilikai 1 Bedroom Deluxe Lagoon View, Minutes to the Beach!
Perched on the 13th floor of the Ilikai Hotel, this spacious and newly renovated condo features modern furnishings and a brand-new king mattress for the perfect night's rest after a day of island adventures. Look no further—you've found your slice of paradise! Offering...
Great Ocean View At The Ilikai Hotel! A++++ One-Bedroom Fully Re-Modeled Unit
Look no further, you've found PARADISE! This condo is located on the 15th floor of the Ilikai Hotel. Enjoy the your morning coffee while enjoying the views of the lagoon & Pacific Ocean. End your week with Friday night fireworks off the lagoon from your private lanai....
Remodeled Condo by the Beach at the Cabana Waikiki w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This particular condo has been completely redone by our new owner! New modern furnishings were added along with new flooring, cabinets &...
Families Love the View and Fun Decor! Free WiFi, Full Kitchen–Waikīkī Shore #PH05
You’ll love the layout of this deluxe one-bedroom one-bathroom ocean view suite. The suite is furnished with island-style décor and includes a large open kitchen with full size stainless steel appliances and new wooden cabinetry. There is also an eat-in dining area,...
Luxury Waikiki beachfront for 2. Waikiki Shore!
Step out of the elevator and on to the warm sands of Waikiki Beach. You can not find a better location! Walk to restaurants, shopping, and all that Waikiki has to offer. You don't walk to the beach, you are on the beach. This Suite is perfect for two people that want a...
🌺🌺 UNIQUE VILLA with Indonesian Flair! BEACHFRONT RESORT 🏖️🏖️
***December 2025 - New King mattress in Master bedroom***August 2025 - Villa refreshed with new smart TV in living room, linens, towels, cushions, rug, guest bedroom furniture, and new furniture set to relax in the lanai.Relax...Escape from the hustle and bustle of the...
High Floor with Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2502 – 2345 Ala Wai Blvd.Terrific views, contemporary/Hawaiian design, relaxing and close to everything! This fresh, quiet corner one-bedroom condo (635 interior sqft plus 76-sqft balcony/lanai with table and chairs) with bedroom A/C (great cross-breezes...
@ Marbella Lane -Coastal retreat near Diamond Head
Summary:Enjoy this tastefully decorated studio with lots of natural light and cool ocean breezes. This unit has a private lanai, great for enjoying your morning coffee or afternoon tea, and has a great view of Diamond Head, Kapiolani Park and across-the-street water...
1BR w/ Great Ocean Views, 1 Block to Waikiki Beach
Summary:Beautifully renovated 1-bedroom suite within the family-friendly Condominium Hotel Waikiki Banyan. This inviting space accommodates up to 3 guests and boasts a prime location within strolling distance of the pristine Waikiki Beach, vibrant shopping districts,...
An Absolute, Perfect Paradise and Affordable
If you are looking for Paradise, this is IT. The location of this Little Cottage is 30 feet out the front door to the most beautiful sandy beach. The snorkeling and fishing are exciting. There is a pool on the property, exercise room, Bar-B-Q area and parking. This...
@Marbella Lane-New home~ Mountain and Ocean views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley, situated in the greater Waianae region. Immerse yourself in the allure of this lively residence, boasting a...
Marriott Ko Olina Beach Club - Studio - Includes Tax, Parking and Amenities
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3 - 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...
2BR/2BA Close to Waikiki Beach w/ Free Parking!
Summary:Discover paradise in our inviting 2-bedroom, 2-bathroom condo for up to 6 guests brought to you by Midway Vacations. Just steps from the iconic Waikiki Beach, you'll be surrounded by fantastic dining and shopping options. Enjoy free parking and high-speed...
Summer special! Tradewinds Habiscus; Free Internet and Assigned Parking, AC
CLOSE TO ZOO. FREE ASSIGNED PARKING!I AM FLEXIBLE WITH CHECK IN AND CHECK OUT TIMES IF I DONT HAVE BACK TO BACK BOOKINGS. I use this Condo when I want to spend time in Waikiki so I want it nice! Great location away from the hustle and bustle of people, cars and buses....
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
Discover your private island retreat at Charming Cottage in Lanikai by Gather, a beautifully renovated 1-bedroom, 1-bath home surrounded by lush tropical gardens. Fully remodeled in 2021, this peaceful hideaway blends modern comfort with the timeless charm of Lanikai’s...
Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center
This condo is near beach, across from ocean in Waikiki. The home itself is a cozy two bedroom ( Queen size beds) home and one bathroom with two balconies. This condo is perfectly situated walking distance to everything in Waikiki. We are one block from Waikiki beach,...
Enjoy Beachside Living! Relax at the Popular Colony Surf #602
* For this property, online reservations will be considered a request subject to approval.* Check-in Assistance Fee for Colony SurfFor check-in assistance outside of Aska Gateway's operating hours (9 am - 5 pm HST Monday through Friday) and on federal and state...
Ocean View Condo - Ilikai Marina Waikiki Honolulu
Welcome to my place here in Waikiki with a queen bed in the bedroom and a queen bed sofa couch. There is a solid sliding door between the bedroom and the living room area. (wood door)The entrance to Ilikai Marina Condo is on Hobron Lane just past the Red Lobster...
Ilikai 2122 Deluxe Ocean, Lagoon Views Kg Bed, Sofa Bed, Parking Included
STUNNING OCEAN & Lagoon VIEWS! STEPS TO WAIKIKI BEACH. SPECIAL - Includes Parking Stall. Memorable Meals & Views from the Lanai. , shops, buses, rental cars, parks & Waikiki night life.Beautiful remodel. Fully equipped and very clean. Parking spot included. AC, cable,...
Holiday Sale! Turtle Bay Villas 307 by Gather: Beachfront w/ Shared Pool/Spa/AC
Turtle Bay Villas 307 invites you to experience North Shore living at its finest—where sweeping ocean views, gentle breezes, and spacious interiors create the perfect island retreat. Located on the third floor of the coveted Ocean Villas, this beautifully furnished...
Ilikai Hotel Renovated Condo Steps Away From 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:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
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 private...
Hale Kai | Ko Olina | Villa w/ Ocean Views!
Summary:Welcome to Hale Kai 2 in Ko Olina! Immerse yourself in this coastal getaway, where colorful landscaping and shimmering lagoon pools await. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Whether you're unwinding in the steamy...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! BUDGET-FRIENDLY condo but with great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center, and exploring the beautiful beaches in the world! We are not a part of the hotel,...