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.
ALOHA-WAIKIKI OCEAN VIEWS near beach 102
This jewel by the sea has it all! From tranquil ocean views and tropical breezes, your Hawaiian vacation starts here! Located just two short blocks from the shoreline, this private unit features a queen sized bed, kitchenette and balcony.Within our CLEAN PRIVATE unit,...
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...
🌺🌺 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...
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...
5 minutes from Waikiki Beach, Ocean Views, Free Parking, Wifi & Cable TV
Waikiki is Hawaii's number one tourist destination. The penthouse condo has ocean views and is steps away from Waikiki Beach and has a partial view of the iconic slopes of Diamond Head Crater. It is a short walk to the Hilton Hawaiian Village, Hale Koa and Royal...
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...
Create one of the most unique experiences on the beautiful Lā’ie country side.
Lā’ie is a very tight knit community, located on the beautiful North Shore of O’ahu. At our Lā’ie Tiny Home/Mobile Home, you will be offered an immersive experience living in the country side by enjoying fresh coconuts from our property and being away from the large...
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
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....
@ Marbella Lane - Stylish House + Impressive Views
Summary:Welcome to your tropical paradise in the heart of the Makaha Valley. This stylish vacation home offers the perfect retreat for you and your family to unwind and create lasting memories after exciting days of snorkeling, hiking, and sightseeing. Nestled within...
Wow! Ocean View Studio at Waikiki Shore, Just Steps to Waikiki Beach!
Waikiki Shore #814 – 2161 Kalia Rd.Toast colorful ocean sunsets from the private lanai of this air-conditioned ocean view studio (347 interior sqft plus 61-sqft lanai) at Waikiki Shore – the only condo in Waikiki where you can step directly from the building onto the...
@ Marbella Lane - Wind'kissed Oceanfront Seascape
Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...
Hale `oli`oli O-703 the joy comfort and views
This luxury two-bedroom, two-bath condo is located on the seventh floor of the Ocean Tower at the Beach Villas at Ko Olina. Designed for a world-class vacation, the villa features a signature kitchen created by renowned Master Chef Roy Yamaguchi, equipped with Sub-Zero...
Ilikai Apartment - Great Location and perfect for Vacation
Unit 1428 could easily be "lived" in. Lots of cabinet space, storage, shelving, and bedroom closet by California Closets. A full kitchen featuring Espresso kitchen cabinets and granite counter-tops, travertine kitchen floor, new floor throughout living and bedroom area,...
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...
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...
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...
Desirable Waikiki Banyan Oceanview Corner Unit - Free Secured Parking, Wifi
The Ultimate Waikiki Beach Unit! *Please note that the recreation deck, pool and Jacuzzis are under renovations from April 7, 2025 to February of 2026 and are closed,*Ideal ocean view Waikiki beach unit #1514 in the desirable Ocean Side Tower #1 is located just one...
Kai Lani-Beautiful Ocean View Condo In Paradise
2 bedroom, 2 bath spacious ocean view condo. Beautifully furnished with vaulted ceilings and ceiling fans. Lovely views of the ocean and green area. Kitchen has granite counter tops and stainless steel appliance also includes stainless steel washer and dryer. 55” 3D...
Famous Ilikai Ocean View Luxury Condo! NO RESORT FEES! FREE WIFI
This 500 s.f large Ililai studio offers a cozy retreat for guests. With a comfortable king bed and a pull out queen sized sleeper couch make 4 people sleep comfortable. There are open full kitchen with granite counter tops and a granite shower bathroom. Split AC and...
Ocean and Sunset Marina Views at the Ilikai Hotel w/Great Building Amenities
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:...
Honu Kai @ Turtle Bay Vacation Home Near Beach & Golf
Swimming pool, tennis courts, pickleball courts, club house; these are just some of the community amenities that you can enjoy in Honu Kai. It is located next to the golf course and close to the beach and many attractions. The home is designed with large living room...
New Listing: Spacious Suite for 4x with panoramic ocean view
Our Tropical Treasure is situated at a cool 1300' elevation with a "million dollar view" over looking the ocean. The climate is perfect all year around.This 1-bedroom studio is a sanctuary after a day at the beach or exploring other parts of the island. This...
10FL Waikiki Banyan, Steps to Beach & Free Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Welcome to your slice of paradise at the family-friendly Waikiki Banyan (Tower 1), just a block from...
Epic View w/Gourmet Kitchen–Waikīkī Shore #1100
Castle Waikīkī Shore unit #1100: Elevate your Waikīkī experience within 1,190sf of pure paradise! Our largest air-conditioned retreat indulges with an open design kitchen and living area, where floor-to-ceiling windows unfold to a beautiful panorama spanning the Pacific...
Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C
Welcome to Mahina Kai, a serene 5-bedroom, 3-bath retreat in Hawaii Kai offering panoramic views of Koko Crater, the marina, and the deep blue Pacific. This beautifully designed two-level home spans approximately 2,567 sq ft of bright indoor–outdoor living, featuring...
1BR Condo with Beautiful Mountain Views and 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...
Perfect Location In Waikiki, Near Beach, Shopping, and Dining!
If you're looking for your get-away spot, look no further. This condo located within the Ilikai Hotel on the 4th floor is perfect for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai at watch the surfers riding the...
Kai Aniani – Beachfront on Oahu's North Shore
Sea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu, completely remodeled in 2018. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding...
Stylish Studio w/ Great Ocean Views & Near Beach!
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...
Chic Waikiki condo! Kitchen, city/mountain views, close to beach!
Ilikai Marina #1287 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small 28-sqft lanai), is centrally air-conditioned, fully-furnished, and has stylish,...
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,...
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....
Surround yourself in luxurious, island-style furnishings with spectacular views of Diamond Head and the crystal blue waters of Waikiki. This elegant corner unit(1046 sq. ft.) offers 2 spacious master suites, 2 full baths and includes a fully equipped gourmet kitchen,...
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...
Large Oceanfront House on a Secret Beach with Spacious Yard and Amazing Views
Beautiful Country Beach House in Laie, Hawaii. Our Spacious property has all you need for your extended family retreat. Located on a gated oceanfront property our guests enjoy privacy and seclusion. The highlight of our property is its oceanfront location. We have...
Modern 2BR w/Diamond Head view, beach, FREE parking, king bed, pool, gym,& more!
Two bedroom condo with beautiful Diamond Head view in the heart of Waikiki, with full kitchen, living room, and balcony(lanai). Bedroom one features king bed, and small desk/workspace. Bedroom two features two twin beds. Sofa pulls out into a bed in the living room....
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...
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 a...
Pacific Monarch Top Floor Condo with Ocean, City and Mountain Views!
Soaring above Waikiki on the 32nd floor of Pacific Monarch, this stylish one-bedroom retreat offers the perfect blend of island charm and resort-style luxury. The elevated location provides sweeping views of the Pacific Ocean and Honolulu skyline, creating a...
REMODELED Corner Unit with Ocean Views, 1 Free Parking, Wi-Fi, Washer/Dryer!
Four Paddle #2402 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy a partial ocean view from this 24th floor one-bedroom corner unit with central AC (553 sq.ft. plus lanai) (remodeled in 2017) at Four Paddle, one of...
Beachfront Property w/Sand Access at Waikiki Shore Condo with Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Shore located on 2161 Kalia Road, 6th Floor. (NO PARKING and NO POOL)*This property is new to our inventory, but we assure you...
Waikiki Fully Furnished w/pool - walk to beach!
Waikiki Fully Furnished Ready-to-rent Condo.Centrally located in the heart of Waikiki, Honolulu. Minutes away from the prime strip of Waikiki Beach, Waikiki Market, Waikiki International Market place, Honolulu Zoo, Kapiolani Park, Waikiki Shell, shops, restaurants, bus...
Near Waikiki Beach, Spacious Studio With Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 4/20 - 5/16/26. 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 construction...
Turtle Bay unit 6, 2 bedrooms w/LOFT - Kuilima Estates
Wish You Were Here – Turtle Bay Condo | Stylish, Spacious + Steps to your next Adventure..Escape to Oahu’s legendary North Shore and stay in this beautifully updated 2-bedroom, 2-bath ground-floor condo at Turtle Bay Resort, with a bonus loft and room for the whole...
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...
Gorgeously Renovated Suite 2 Blocks from Beach in Heart of Waikiki! Parking!
Niihau Apartments #903 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This recently remodeled condo is the perfect launching point to explore all that Waikiki and Oahu have to offer! FREE Wi-Fi and parking at nearby lot. Secured building/elevator....
Beachfront View! A/C, Washer/Dryer, Wi-Fi, Sleeps 4!
Waikiki Shore #1010 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This beachfront ocean-view condo (renovated in 2016) is a favorite with return guests! You'll feel right at home...
Relaxing 4th floor 3br/3ba villa with Pool View - Ocean Tower Beach Villa
*New furnitures as of April 2025, new sofa sleeper, coffee table, TV's, dressers, mattresses etcAmazing 1,699 sq. ft. 3 bedroom, 3 bath villa located in the beautiful Ko Olina resort on the quiet west side of Oahu.The lap pool is perfect for an early morning workout or...
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Pet ok
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This large 700 square foot rental unit called the 'Coconut Corner' is one of the nicest rentals you will find on the Windward side of...