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.
Location, Location! Golf course front, free parking, near beach in Turtle Bay
Come and experience the beauty of the North Shore and create unforgettable memories at Kuilima Estates West. Our luxury townhome features modern amenities, free high speed wifi, 2 parking stalls, access to world-class golf and local activities, and a tranquil setting...
Turtle Bay Corner Condo Overlooking the Fairway - Kuilima Estates East
Enjoy the best of what the ‘fabled North Shore’ has to offer in this authentically designed Hawaiian-beach-themed unit, that sleeps up to four (4) adults, with Resort-style amenities at your doorstep, including snorkeling beach access, swimming pool, tennis courts, &...
Come and stay at this newly remodeled condo at the 'Ilikai Hotel. Relax on one of two balconies overlooking the famous Waikiki beaches. Please note due to Covid restrictions only registered guests are permitted to have access to the Unit.No Parties are permitted as we...
Unique Corner Studio Condo Incredible Ocean and Canal Views!
About this space Your Ideal Vacation Stay Here! The view is awesome from this newly remodeled, spacious studio condo on the 27th Floor of the Hawaiian Monarch Hotel, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to...
SPECIAL DISCOUNT PRICE!Great Family 3BR OceanView of Waikiki Beach&Free PARKING
TAT Tax Registration identification number :TA-198-110-8224-01The GET tax number is :GE-198-110-8224-01TAT tax 10.25 % , GET tax 4.712% and CTA tax 3 % are charged separately on room charge .It automatically added to your rental cost and there no other hidden fees after...
Makaha Valley Towers 1 BR - Very Scenic and newly renovated!
We have a fabulous one bedroom apartment for rent in Hawaii by the month. The apartment is on the Island of Oahu on the west side about an hours drive from Honolulu. This one bedroom apartment with a Queen-size bed and a double pull-out sofa in the living room is...
Permitted Hawaiian Princess - High floor, amazing view, ocean, turtles, sunsets
This one bedroom beachfront condo at the Hawaiian Princess Resort in Makaha is on one of the very best beaches on the island. This high floor unit has a spectacular sunset ocean view from the lanai, one of the best on the entire island. The condo has not been remodeled,...
Romantic Oceanview Guesthouse. Steps from the Beach!
Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi included. This lovely 'hawaiian-style' 700 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood...
Remodeled 1BR Condo: Ocean 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...
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...
Oceanfront one bedroom unit recently remodeled with new kitchen and bath and central AC. Expansive ocean and marina views offer gorgeous sunsets every evening. This is the perfect location to enjoy your Hawaiian vacation. Note: the lanai will be closed from Feb 9 -...
Tropical Getaway perfect for families, near beach, free wifi
The condo offers a cozy and comfortable stay, featuring one bedroom, a loft, and two bathrooms—one on each floor. This is a great opportunity to enjoy a lovely condo at an affordable price, located just minutes from numerous activities.Our place is clean and inviting....
Cozy, Modern Waikiki Condo in the Heart of Waikiki
Welcome to our cozy studio condo in the heart of Waikiki. Our central location makes it easy to explore all the sights and entertainment that Waikiki has to offer and is just minutes from world famous Waikiki Beach. With a fully equipped kitchen with everything you need...
Beachy Penthouse w/Epic Ocean View, Free WiFi, Kitchenette–Waikīkī Shore PH03
Looking for the perfect beach retreat? This unit has it all—in-room amenities, island charm, and all the conveniences of home. Simplicity is the key in this unit. You’ll love the functional kitchenette with tile floors, wood cabinetry, microwave, mini-refrigerator, and...
Two bedroom ocean view home locates in the safe gated community of Kumulani.
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of the city and county of Honolulu. This property is about 30 minutes from the airport. And about 12 minutes from Disney Aulani Resort & Spa and...
North Shore Oahu Beachfront Condo, 2BR / 2BA
This fully equipped, ocean front, condo unit is located in Waialua on the beautiful north shore of Oahu. The minimum stay is 30 days at a rate of $185 per day or $5,550.The mountain side master bedroom features a queen size, comfort foam pillow top bed, full on-suite...
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Summary:Indulge in relaxation and rejuvenation as you take in the breathtaking ocean and mountain views from the living area windows of this peaceful and comfortable house. With convenient access to tropical beaches, surf spots, and hiking trails, your Hawaiian...
Contemporary City View One Bedroom Condo at the Ilikai w/King Bed & AC!
Experience the beauty of Waikiki with Happy Vacations! Our team is excited to offer you a contemporary condo at the Ilikai. You'll love the spacious balcony, thoughtfully furnished with attention to detail, providing an ideal spot to sip your morning coffee and take in...
Paradise Under the Plumeria Tree
Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is available for your relaxing stay in Kailua. We have taken great care in the design and high quality furnishings of our rental. We live on premises and are...
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...
Holiday Sale! Turtle Bay Villas 205 by Gather: Beachfront w/ Pool/Spa/Lanai
Welcome to Turtle Bay Villa 205 by Gather, a serene second-floor studio retreat located on Oahu’s world-famous North Shore. Nestled within the 850-acre Turtle Bay Resort community, this elegant villa accommodates up to four guests and provides the perfect balance of...
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or Hawaii Convention center is in walking distance. Feel at home with split AC, cable TV, and FREE...
Two bedrooms one Amazing Vacation
Welcome to our cozy and inviting two-bedroom home great for friends or families looking for a relaxing getaway. Two bedrooms with three beds and clean linens. Full bathroom with fresh towels. Quaint living room with large sofa and cable TV. Fully equipped kitchen and...
Pristine Location, near beach, free wifi. Turtle Bay
Our beautiful ground floor condo has everything you need. A spacious 1 bedroom unit, with two full bathrooms! Fully equipped. King size bed in master bedroom and queen size sofa sleeper in living room. Recently remodeled kitchen. We are located in the Turtle Bay Resort....
Charming Condo Steps from 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...
New 4br home 5 min from the beach-Paradise escape
Relax at this cozy and luxurious 4 bedroom, 2.5 bath newly built house in a 24-hour gated community. Take in the fresh air and the lush mountain view from the tropical themed bedrooms; turn on the cool air and lounge on the Italian leather sofa after a whole day...
@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Summary:Welcome to your tropical paradise getaway! Cul-de-Sac location, this new home offers breathtaking ocean & mountain views, modern lighting fixtures. High ceiling in living area, comfortable couch set. Gourmet kitchen with upgraded KitchenAid Appliances.Gorgeous...
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 &...
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
Come bask in the gentle trades of the windward side at the Kailua Palms Estate Guest House, a fabulous two bedroom, two bath vacation guest house located in sleepy Kailua Town near Kailua Beach. The two bedrooms are spacious and comfortable. You will like the relaxed...
Majestic Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #2807 – 229 Paoakalani Ave.Savor fabulous mountain views by day and sparkling city lights at night from this 28th floor, one-bedroom condo (546 sqft plus access to lanai from bedroom with small table and chairs). Central AC, free Wi-Fi, Washlet! 4-person...
⛱ Ocean Escape🌴 Your Perfect Spot! Ocean View, Upscale, Clean, Cozy, Prkg, WiFi
Welcome, 'E Komo Mai'CALENDAR IS ALWAYS CURRENT... Please check the availability and if it is full check out our other unit 'Mountain Retreat' VRBO listing https://www.vrbo.com/382565haAloha Hideaway offers a high quality unit at a reasonable price. The Views are...
Beautiful 1 Bedroom Condo in Waikiki with an Ocean View (NCU# 90/TVU-0346)
We take pride in our condo by reviewing and updating it every 6 months. We want your stay to be clean, comfortable and in great condition. CONDOMINIUM: The LIVING ROOM has a queen size SOFA-BED which can be easily unfolded for additional sleeping space. The BEDROOM...
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,...
Beautiful Ocean and Diamond Head Views w/ 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...
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...
SPECTACULAR OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #2001 – 2470 Kalakaua Ave.If you'd like to be directly across the street from the best swimming and surfing beach in Waikiki, then this two-bedroom, two-bath Waikiki Beach Tower condo with 1150 sq.ft. interior living space (and a large 160 sq.ft....
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,...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
Ocean View Escape: Steps to Beach & 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...
Makaha Beach Front Luxury Bamboo Compound Resort
Take the country road out to West Makaha's Crystal Blue Waters. Feel the ocean breezes where Bethany Hamilton's soul surfer movie was filmed in the waves in front of our very unique new beachfront luxury bamboo compound resort with over 150 feet of sandy beach!! - all...
Ko Olina Beach Villas O822: Elegant Retreat, Lagoon Views, Spacious Lanai
Ko Olina Beach Villas O822 invites you to experience refined island living from its perch on the eighth floor of the Ocean Tower. Just steps from Ko Olina’s tranquil lagoon, this three bedroom retreat blends indoor comfort with open-air living, where panoramic views,...
Large private home with pool & ocean views - Inquire about dates!
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Spectacular 4 bed 2 bath home with private pool and breathtaking ocean and mountain views. Situated on the ridge in the highly desired area of...
Renovated Ocean View Suite, Near Beach + 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...
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...
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...
City & Mountain Views Condo at Luana Waikiki Hotel Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Luana at Waikiki is indeed located at 2045 Kalakaua Ave, making it a highly convenient location in Waikiki. Situated just steps away from...
2 min walk to the beach Ocean &mountain view. Central AC, Parking is available.
This quote is for Jenny’s Pineapple Cottage two . We have multiple units available in the same building.Jenny's Cottage, sleep 2 https://www.homeaway.com/vacation-rental/p3848327?flspusage=flJenny's Pineapple Cottage 1&2....
Elegant Laie Home- Walk to the beach! 30 day rentals
Your perfect island retreat starts here! This spacious, welcoming home offers room to relax, a fully equipped kitchen for shared meals, cozy living spaces, and reserved parking right outside. Beach gear is ready and waiting, with island attractions and gorgeous beaches...
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...
Renovated w/ City View at Aqua Palms Waikiki
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...