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.
Waikiki Marina & Ocean Views! Easy Walk to Beach! Washlet!
Ilikai Marina #590 – 1765 Ala Moana Blvd.Relax in this newly furnished "beachy contemporary" 1-bedroom and take in beautiful views of the ocean and yacht harbor.CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect some construction noise...
Two Hawaiian cottages with Diamond Head views - walk to Waikiki
Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian...
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,...
Magical Ocean View Oasis 3 Bedroom 3 Bathroom
Welcome to your tropical paradise in Waikiki. This spacious 3 bedroom, 3 full bathroom condo offers stunning ocean views and is just steps from the beach. Perfect for families or groups, each bedroom features comfortable bedding and ample storage. Enjoy a fully equipped...
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...
Gorgeous Ocean View Suite at Waikiki Shore! Steps to Beach! Heart of Waikiki!
Waikiki Shore #816 – 2161 Kalia Rd.This homey 1-bed/1-bath suite boasts breathtaking 8th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private 124-sqft...
Ocean View Lanai W/Full-Kitchen – Waikīkī Shore #506
Castle Waikīkī Shore #506: Island living meets modern convenience in this recently upgraded one-bedroom and one-bathroom ocean-view suite.The full-size kitchen with modern furnishings and stainless-steel appliances makes this unit ideal for small families or a group...
Beautiful Ocean & Mountain View Condo w/ Security 24/7
Makaha Valley Towers gives you the feel of a 5-Star Resort. This beautiful space is private, breezy, and so comfortable. The views are spectacular, and the location is close to miles and miles of beaches, exciting hikes, and plenty of amenities. With a warm salt water...
Westside Hawaiian Sanctuary- New Home inside gated community.
The prospect of enjoying beautiful sunsets, ocean, and mountain views from both your bedroom and patio sounds idyllic. With hiking trails and beach access nearby, it offers a perfect blend of nature and comfort. Plus, the consistent 80-degree temperatures year-round add...
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...
Stylish Waikiki Condo! Kitchen, City/Mountain Views, Close to Everything!
Ilikai Marina #1587 – 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 lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Awesome Diamond/Ocean View Condo! Corner Unit!
Awesome Diamond/Ocean View Condo! Corner Unit!Location! Only 1 block from the world famous Waikiki Beach. Easy walk to restaurants, shops, kapiolani park. Conveniently located near bus lines. This unit is in Tower-I.You will enjoy:- Great Amenities: Pool, hot tub,...
Updated Oceanfront Condo! Long clean beaches to walk & swim! Escape the Crowds!
Our Hawaiian Paradise Vacation awaits you here in our uniquely remodeled Hale. Be a part of our Ohana and escape to the Hawaiian countryside, leaving behind the hustle and bustle of Waikiki with its crowded beaches and enjoy a private serene beach with amazing views and...
Hillside Villas 1508-2: 3BR Condo, Near Beach & Pool
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.Discover the perfect blend of comfort and...
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...
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...
Panoramic Ocean/Mountain View Apartment
We are the new owners of this beautiful, top floor condo in the Makaha Valley. We are excited to share our little slice of paradise, Featuring sweeping panoramic views of the ocean, mountains, and surrounding countryside from the lanai of this newly refurbished and...
Amazing High Floor 1bd/1ba with Diamond Head Views at the Waikiki Banyan 2901 T1
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Koolau mountains and Ala Wai golf course.This 29th floor corner unit of the Waikiki Banyan has been completely remodeled with brand new wood laminate flooring, countertops,...
Charming10th Floor Cozy Studio w/Parking
A King bed and 60" HD TV make this studio a favorite for movie night after the beach! Enjoy easy access to Waikiki Beach it's just 2 minutes walk from this perfectly located home base.Designer Finishes - One of a kind crystalized agate countertops!!We are at the...
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Rising above your expectations, this stunning 14th-floor penthouse at Ko Olina Beach Villas by Gather offers unparalleled privacy and sweeping panoramic views. With two bedrooms, two bathrooms, and a spacious open floor plan, this luxury retreat comfortably accommodates...
Gorgeous 12th floor central Waikiki Ocean View Studio Suite
2425 Kuhio Ave., #1201 ** Newly remodeled and updated :) **** For your health and safety, we utilize additional Sterilization procedures between reservations.This ocean facing 12th floor studio Suite offers two lanais (one overlooks pool & has an ocean view), in-room...
Queen Bed Suite Balcony Suite over Pool at the Gorgeous Bamboo Waikiki complex
Legally permitted rental - 2425 Kuhio Ave. #301** For your health and safety, we utilize additional Sterilization procedures between reservations.Anyone who has stayed at the Bamboo Hotel knows it's "Zen" like atmosphere that you also will enjoy and be able to relax in...
@Marbella Lane - Paradise Gem w/breathtaking views
Summary:Discover tranquility in this charming house of 4 bedrooms within a secure gated community, nestled in the captivating Makaha Valley. Ideal for family or friends, indulge in relaxation and forge lasting memories amid breathtaking ocean and mountain vistas....
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,...
KAHALA BEACH APARTMENT
FORGET YOUR WORRIES IN THIS SPACIOUS AND SERENE SPACE. THIS MODERN RESIDENCE IS NEWLY RENOVATED AND EXTREMELY CLEAN. LOCATED ON THE BEAUTIFUL KAHALA BEACH. UNIT OFFERS PRIVATE OUTDOOR PATIO WITH SEATING AND DINING TABLE TO HELP YOU ENJOY THE TROPICAL BEAUTY OF THE...
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
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.Let the tranquil atmosphere of Maluhia by...
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
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...
Remodeled, Fabulous & Spacious 2Bed/2Bat + Parking, Ocean View
Aloha, Welcome to your beautiful vacation home completely remodeled with beautiful ocean views. Central a/c system when you need it. The kitchen and baths have been fully remodeled with granite counter tops and tiled floors. Sit on the lanai and watch the sunsets every...
Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches
Min 30 days requiredLush tropical gardens make this private home into a quiet, comfortable retreat. Large enough for six adults, plus a couple of keiki (children), this home was designed by the late Vladimir Ossipoff, award-winning Hawaii architect. Mr. Ossipoff's...
10th Floor King Bed Condo Sleeps 4 Fabulous Views!
Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...
Lovely 1BR Ocean View Condo, 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...
Spacious Downtown Executive Retreat | Free Parking
Chic Downtown 1-Bedroom with Free Parking at Aston Executive CentreExperience the best of downtown Honolulu in this updated 1-bedroom unit, located on the 12th floor of the Aston Executive Centre. Enjoy stunning city views through floor-to-ceiling windows while taking...
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...
Beachfront resort.
This is a one bedroom unit at Hilton Hawaiian Village Lagoon Tower. Located on Waikiki's widest stretch of beach, this impressive property is nestled on 22 oceanfront acres, offering the best Waikiki resort experience. Discover the unique environment and culture of...
Great Ocean View Condo, 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...
Hawaiian Relaxing Vacation by Beach w/Full Kitchen Short Walk to Dine & Shop
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.There is No Pool, No Parking and No Elevators.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor Living Room- 2 Twin Beds- Flat...
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...
Ilikai 1804 Ocean / Sunset / Marina Views King Bed, Sofa Bed
Unforgettable OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.**Recent Guest Reviews**ChrisMarch 2020Had a great stay. The room was as...
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...
Luxury Studio With Amazing Ocean And Night View!
Luxury Studio with Amazing Ocean View and Sparkling Night View from 29th floor on Kuhio Avenue!!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes from the world famous Waikiki Beach, restaurant, and shops.Spacious apartment-style...
Fully modernized 11th floor studio at The Palms
Situated just below the penthouse, this fully furnished, newly renovated studio features a preferred layout with 2 queen sized beds and open lanai.Fully modernized 10th floor studio at The Palms Hotel on the West side of Waikiki - Close to Fort DeRussey, Ala Moana...
Royal Moana Condo Steps to Waikiki Beach w/Kitchen & Near Shops-Restaurants
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Royal Moana is one of the best values in Waikiki and ranks among the highest in guest satisfaction! Now...
Beachfront Beauty $5900 PER MONTH
This is the ultimate getaway for Hawaii visitors seeking a quiet oceanfront setting to relax and forget the hassles of life. Newly remodeled Eat at home and save money with a full kitchen and barbecue grill. Relax in the master bath Jacuzzi tub. Walk for miles on sandy...
Wyndham Waikiki Beach Walk|2BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Great Remodel of Marine Surf Studio w/ Lanai, Queen Bed +Kitchen #1708
Legally permitted rental - 364 Seaside Ave #1708** For your health and safety, we utilize additional Sterilization procedures between reservations.Relax high above the city (17th floor) in this newly remodeled large Studio with Kitchen. A great size at 450sq feet!! And...
Unobstructed Ocean View Suite Book Now & Save
Prime Location & Nearby AttractionsLocated in the heart of Waikiki, your stay places you minutes away from the best Oahu has to offer.Top Things to Do:Experience a Hawaiian Luau – Enjoy an authentic luau at Hilton Hawaiian Village or Paradise Cove at Ko Olina.Visit...
Toast Paradise! Ocean View Suite w/Kitchen, Washer/Dryer – Waikīkī Shore #1202
This ultra spacious deluxe two-bedroom two-bathroom suite offers expansive views of the Pacific Ocean from your furnished lanai. From the moment you step inside you’ll feel like you’re in paradise. Enjoy a full-size kitchen with white wooden cabinetry, stainless...
Palms at Waikiki: Remodeled Studio Suite - 702
This newly remodeled suite at the Palms at Waikiki is situated at the edge of of Waikiki and just steps to the beach. Conveniently located near shops and dining, you'll have everything you need within arm's reach for your stay in paradise. The studio is complete with...
Waikiki Moana Inn
Location, Location, Location. Relax to the gorgeous views of flowing canal waters, or walk to the beach. It's at your fingertips. Built for your comfort, and located for your convenience. Experience windows wrapped around the new corner unit on the 18th floor. 2...