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.
In Town, Ocean View, Steps Away From The Beach, Shops, Restaurants And Bars!
This one bedroom, one bath which is ideal for the single traveler or couple. It has a King Bed, and a full bathroom with a brand new walk-in shower. Full kitchen with all items you might need. There is also a washer and dryer for your use inside the unit. Free parking...
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...
Aloha Condos, Kanaloa at Kona, Condo 1503, Oceanfront, AC
SPECTACULAR UNOBSTRUCTED OCEAN & GOLF VIEWS FROM YOUR PRIVATE LANAI! Your vacation home features: 1900 luxurious square feet.Spectacular vaulted ceilings and koa wood details.Two spacious bedrooms and additional loft bedroom.Master & guest bedrooms each with king...
🏖️Top Floor with Ocean Views| Convenient Location| vrKCV🏖️
vrKCV - Alii Villas 324, Professionally Managed by Kona Coast VacationsOcean-View Condo on Alii Drive with AC and Spacious LanaiWelcome to Unit 324 at Alii Villas, a top-floor 1-bedroom, 1-bathroom condo boasting breathtaking ocean views and equipped with air...
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...
Very Clean, Beautiful Ocean and Sunset View, No Stairs, Longer Stay Discounts
This is a newly remodeled condo at Country Club Villas with a State Of Hawaii STVR License Number PL-STVR-2024-000890. The condo is a modern two bed two bath with sunset and ocean views situated on the 17th hole of the Kona Coast Golf Course just above Keauhou Bay....
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...
Partial Ocean View! Full Kitchen, Free Parking, Wi-Fi, Pool!
Waikiki Banyan #2412-T2 – 201 Ohua Ave.Enjoy this fully remodeled (June 2022) 1-Bedroom condo with a gorgeous partial Ocean view and Hawaiian coastal décor. With a full kitchen, free onsite parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this...
Panoramic Ocean Views, Pools & Hot Tubs
Welcome to your slice of paradise at Country Club Villas #325! This top-floor corner unit is one of only four exclusive residences in the complex, offering 1,271 square feet of extra living space and breathtaking views. Perfectly positioned with frontage on the golf...
Exclusive Golf Course Front Kuilima West by Beach w/Parking & Great Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Indulge in the ultimate luxury vacation experience at this exquisite rental nestled within the exclusive Kuilima Estates West community at...
FLASH SALE 🏝 Amazing Ocean Views Over Lush Golf Course! 🌅 - Country Club Villas 226 🩴
Country Club Villas #226 is perfect for 1 - 4 guests. Your view is over the fairway of the Kona Country Club's Ocean Course right out to the ocean beyond. Beautiful ocean views and sunsets from your lanai.• King bed in the primary bedroom• Guest bedroom has a...
Hale Papakea | Ko Olina | Beachfront Villa w/ Views
Summary:Welcome to Hale Papakea in Ko Olina! Enter this coveted, ground-floor condo, where a floor-to-ceiling window slides open to expose exotic landscaping bordering the private marble patio. Maximum occupancy strictly enforced in accordance with local ordinances.The...
KKSR#4102 DIRECT OCEANFRONT, INCREDIBLE GROUND FLOOR UNIT, REMODELED!, AC!!!
Keauhou Kona Surf & Racquet Club#4-102 is an incredible DIRECT OCEANFRONT ground floor unit, entirely remodeled throughout. 3 Split Air Conditioning units installed throughout this spectacular offering. Knutson & Associates Property Management is so proud to be...
Gorgeous new listing! Half-block from Waikiki Beach!
Be one of the first to stay in this gorgeous new listing! This spacious 2 BR, 2 BA condo is steps from beautiful Waikiki Beach. Located in a quiet residential building, situated among Honolulu's finest hotels, it combines an alluring tropical setting with modern...
Kona Hawaiian 2BR/2BA
When you stay at Wyndham Kona Hawaiian Resort in Kailua-Kona on the Big Island's west coast, you will feel as if you are stepping back in time to a more simple, unspoiled era. Every detail has been designed to re-create the charming traditional Hawaiian island ambiance...
KONA GETAWAY!!nA Complete 2024 Renovation!!!!NON-SMOKING
Stay at the Kona Alii, a well known condo complex in Kailua Kona. Unit 511 has been completely renovated and is ready to host visitors in a one bedroom, two bath Condo overlooking the ocean and the parade route on Alii Drive! Enjoy brand new LG appliances including...
Deluxe Oceanview Waikiki Condo...steps to the Sand!
Welcome to our Deluxe Oceanview Waikiki Condo... ideally located at the start of Waikiki, next door to the the famous Hilton Hawaiian Village. Enjoy Stunning Oceanviews from the Privacy of your own Spacious Lanai while sipping your favorite tropical drink! Appointed in...
Beachfront Building at the Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #407 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Cooled by trade winds, this beautifully upgraded 900 sq.ft. one-bedroom suite in the oceanfront Colony Surf on the...
Direct Oceanfront 2BR/2BA Townhouse with Pool and Pickleball & Tennis Courts
This is a beautiful 2 Bedrooom / 2 Bath townhouse directly on the oceanfront at the Keauhou Kona Surf & Racquet Club. This is a gated community with 4 lighted pickleball/ 3 tennis courts, swimming pool, and community BBQ & picnic areas. There is no air conditioning in...
Legal Short Term on North Shore Oahu, Upper Floor - Kuilima Estates
We welcome short term rentals Welcome to this nicely updated two bedroom condo located on the peaceful East side of Kuilima Estates at Turtle Bay. The condo features brand new tile flooring in the living room and kitchen along with new kitchen cabinetry!This unit has a...
Keauhou Racquet Club Condominium
Experience the ultimate retreat at our very private 2-bedroom, 2-bath condo in the serene Keauhou Racquet Club. Embrace the luxury of a gated community offering a large swimming pool, professional tennis courts with night lighting, and complimentary parking. The...
1610 🌸 free parking 🚙🅿️, fast WIFI💻
Island-inspired, tastefully furnished & decorated apartment with all the amenities you would expect to find during your perfect vacation.Much larger than a standard hotel room with large lanai ( balcony ) overlooking vibrant Waikiki.Continuously maintained and...
🏖️Ocean Front | Watch Dolphins from the Lanai | WIFI |vrKCV
vrKCV - Kona Bali Kai 201, Professionally Managed by Kona Coast VacationsSoak in the beauty of the Big Island from this oceanfront three-bedroom, two-bathroom condo at Kona Bali Kai. Located right on the water's edge, this unit boasts front-row seats to stunning...
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,...
KKSR3101 DIRECT OCEANFRONT GROUND FLOOR CORNER ADVOCATES PLANET-FRIENDLINESS
Welcome to Hale Malama Pono, a temporary home base for you to enjoy what Hawaii has to offer you as a visitor while treading as lightly as you can. Your hosts are long time visitors to the Island and now new owners. This home away from home is named for the values that...
Oceanfront Sea Village #3212 retreat with stunning views and open living spaces
Turn moments into memories in this incredible oceanfront Sea Village #3212 property. This two-bedroom, two-bathroom has all one is looking for. Enjoy the open layout of the living area and stunning ocean views from the kitchen to the lanai.Upon entry, you can't help but...
SV4205 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEW.
This amazing 2 bedroom direct oceanfront condo is the PERFECT spot for your Vacation. Direct oceanfront views, excellent complex, close to town. Sea Village Resort reflects the tranquil beauty of the Big Island. The resort is centrally located located 1 mile from...
Kanaloa Kona on a gorgeous ocean beach!
Kanaloa at Kona is considered by many to be the nicest resort on the Kona Coast. It sits on an ancient Lava flow that juts out into the Ocean about 1/2 mile, thereby separating the resort from the noise and traffic of Alii Drive, with entrance through a quiet...
Sunset views await in this 2-bed, 2-bath condo! Golf course vistas + room for 6!
Make memories at Keauhou Punahele Unit C104: two-bedroom, two-bathroom home, and a newly remodeled kitchen. A smart television in both bedrooms, and a fully stocked kitchen. Relax on your lanai and enjoy the BBQ.This two-bedroom, two-bathroom home has all one needs on a...
Ocean-Marina Yacht Views Condo Steps to the Beach w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
Luxurious Makai Villa with Pool and Ocean Views
Aloha and welcome to our custom pool in Kailua-Kona! We have tastefully decorated this casual luxury home for your enjoyment. The large pool and lanai are set up for entertaining during sunny warm days or star-filled nights. This home has space for a large family or...
Spacious Condo, one minute walk from Kahaluu Beach Park
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
🏖️Oceanfront Complex | No Stairs | AC | WIFI | vrKCV
vrKCV - Casa de Emdeko 225, Professionally Managed by Kona Coast VacationsWelcome to your tropical retreat at Casa De Emdeko #225 in Kona, Hawaii!This charming 1-bedroom, 1-bath condo offers the perfect blend of comfort and convenience, distinguishing itself as one of...
Amazing ocean and sunset views
This beautiful guest house is located on Maili Point, one of Oahu's most scenic sites. Maili Point is located on the dry and sunny west side of Oahu giving days of perfect weather, full of sunshine and trade winds. The property's secluded location provides a relaxing...
Waikiki renovated modern studio
A brand new apartment,Newly renovated, clean beach studio offers all you need for a Waikiki getaway. A Queen size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, cooktop,toaster, and coffeepot.Fully stocked with...
King Bed Diamond Head Beach Hotel Studio Apt.
Newly renovated in 2024!!! 5th-floor studio suite (garden rooftop view) at the Diamond Head Beach Hotel. Includes comfortable king bed with Tommy Bahama luxury pillows. Queen sleeper sofa. New AC unit. TV, HD Cable, WiFI. Kitchen nook (microwave, Keurig, toaster, dishes...
Banyan Tree 200 - oceanfront condo with wraparound lanai
Welcome to Banyan Tree 200. This stunning condo offers breathtaking views of the Pacific Ocean, providing the perfect backdrop for your Hawaiian getaway. With its prime location, you can enjoy the soothing sounds of the waves and the gentle ocean breeze right from your...
Absolutely Oceanfront - 60' Waterfall Lap Pool
Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalThe closest house to the Ocean in KailuaLocated in a quiet upscale neighborhood away from the crowdsHear the waves breaking just outsideGo tide pooling steps away60ft salt-sanitized waterfall lap poolDramatic...
HOLUALOA BAY VILLAS#105: REMODELED, SPACIOUS, OCEAN VIEWS, AIR CONDITIONING!
Holualoa Bay Villas, Unit#105 is absolutely STUNNING! This gorgeous remodeled 2 bedroom, 2 bathroom condo is right in the heart of Kailua-Kona, just across the street from the ocean, specifically gorgeous "Holualoa Bay". Watch waves crashing against the rocky coastline,...
🏖️Top Floor, Direct Ocean Front View, Air-Conditioned | vrKCV
vrKCV - Sea Village 4305, Professionally Managed by Kona Coast VacationsExperience Oceanfront Living with Stunning ViewsWelcome to your perfect Hawaiian retreat! This top-floor, direct oceanfront 2-bedroom, 2-bathroom condo offers breathtaking views and a comfortable,...
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...
Completely Remodeled, 2 bathroom, sleeps 4-5
You will find our newly remodeled condo very comfortable and inviting. The Master bedroom has a King Bed. The kitchen has been completely remodeled with new appliances, cabinets, countertops, and it is fully equipped with everything you would find in your kitchen at...
Bright beachfront condo with ocean views, pool & hot tub
Kona Bali Kai #302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to relax? Turn on the ceiling fans and settle into this condo by the sea. Take in the ocean air and relax on...
KKSR#3204 DIRECT OCEANFRONT, 2ND FLOOR CORNER, SPECTACULAR VIEWS! NEW REMODEL
JAWDROPPING REMODEL COMPLETED IN SEPTEMBER 2023! Top to bottom fully redone, truly amazing. You'll notice incredible changes with high end finishes throughout the space. The Design of the interior's attention to detail is second to none. You won't find a more unique &...
Beach front condo with shared pools, private beach, balcony, W/D, and AC
Casa De Emdeko A316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your cozy retreat in Kailua-Kona in Hawaii! This inviting 1-bedroom, 1-bathroom condo is nestled within...
Kona Pacific condo boasts ocean views l upgraded amenities l A/C
Ocean Views, Spacious Living & Aloha Vibes – Walk to Town, Unwind in ComfortExperience the best of island living in this beautifully appointed Kona retreat, where comfort, style, and convenience come together in one unforgettable space. Just a short walk from historic...
BEAUTIFUL OCEAN VIEW(END UNIT)WIFI&AC
Kona Isle Complex,74 units,library and meeting room with WIFI and on-site manager.This second story condo second from the end unit,near ocean front. The lanai gives the visitor a wonderful view not only of the ocean and palm trees but the beautiful garden area and the...
Beachfront Diamond Head views, Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #308 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)A contemporary tropical theme lends tranquility to this recently remodeled 540 sq.ft. studio in the beachfront Colony...
Ocean view in Paradise
Our newly remodeled ocean view condo has a new Queen size bed and a full size kitchen that is fully stocked. It has a full size stove with oven, microwave and full size refrigerator.The Condo has everything you will need for your stay in paradise.It is a fully furnished...
Ilikai Hotel #940, Lagoon view, Free WIFI
Your dream vacation awaits! As soon as you step through the doors, you'll realize you've found PARADISE!! This condo is located on the 9th floor of the Ilikai Hotel. You'll love the renovated bathroom, completed in September 2024! The condo also...