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.
Mid-Century Honolulu Oasis minutes from Diamond Head & Waikiki Beach
Get away from typical tourist rentals and stay in this renovated and fully restored mid-century ranch-style Hawaiian home that harkens back to another era. Originally built in 1948, this home is situated at the base of the Aina Haina valley, a neighborhood that has been...
Monthly Discovery Bay 2810 Studio Ocean / Sunset / Marina Views King Bed, Sofa Bed
PANORAMIC Ocean VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking room. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Ocean Views from High Rise, Tasteful...
Honu Hale on Turtle bay golf course - Kuilima Estates West
2 bed 2 bath condo with a loft. Sleeps 4 people. Explore Oahu and enjoy North Shore's beautiful ocean. Just a 8 minute walk to the relaxing beaches of Turtle Bay Resort. A short 5-15 min drive to many legendary beaches with soft sand, turquoise water, & amazing waves!...
Private Renovated Manoa Cottage
Go back in time to this renovated 1950's Hawaiian Cottage located in luscious Manoa Valley on the Island of Oahu. Lounge indoors on mid century Hawaiian koa furniture or outdoor on either the dining patio or the sitting patio. A short drive to shops, restaurants,...
Ko Olina Kai 1097C: 3BR Hawaii Haven with Golf, Lagoons, and Spa Access
Welcome to Ko Olina Kai 1097C by Gather, a beautifully furnished three-bedroom, three-bathroom Golf Estate located in the prestigious Ko Olina Resort. This two-story villa combines upscale comfort with the laid-back luxury of Hawaii living, making it the perfect retreat...
Waikiki Living, 4 blocks from surf, mountain views, king size bed and office!
Sunrise on the surf, sunset on the beach, dinner at the top of Waikiki. Enjoy views of Ala Wai canal, Ko'olau mountains and the new park on Aloha Drive from spacious lanais, including your own private lanai. Equipped with A/C, smart TV, microwave and a full kitchen to...
Zero bedroom apartment in United States of America, Honolulu
Enjoy breathtaking ocean, city, and mountain views from this newly upgraded penthouse studio in Waikiki. Perfect for up to 4 guests, this modern space features two queen beds, split AC, WiFi, a well-equipped kitchenette, and a private balcony for sunset and Friday...
You're Resort Home! Walk to Disney, Beach & Pool!
It can’t get any better than Hawaii resort living in Ko’olina! Make yourself at home in this beautiful, bright, fully equipped family home. There are plenty of comfortable work-friendly spaces & fast reliable WiFi. Soak up the sun at the pristine Ko’olina beach lagoons...
Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!
Say aloha to this beautiful vacation rental in east Oahu! This Kailua home features 3 bedrooms, 2 bathrooms, a well-equipped kitchen, and a peaceful yard, making it the perfect home base to explore the island. Whether you're hoping to hike, swim, or learn to hula dance,...
Lanikai Ocean Front Duplex Bungalow Private ocean steps. Contact for rates/avail
Location Location Location! Our Lanikai ocean front location exactly in front of the twin Mokulua Islands provides endless hours of outstanding views from the ocean front yard, the living room, dining room, and side deck. A perfect place to work remotely, as you have an...
Beach, City lights and Mountain Views 180 degrees view & centrally located
Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed, 1 queen bed, 2 full beds and another queen queen blow up bed that can be use in the living room, perfect for a group getaway. With 2 bathrooms equipped with hair dryers and...
ALOHA-WAIKIKI 2 Blocks 2 Shoreline of BEACH and Upgraded!!!
Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a private covered balcony from which you are able to enjoy mountain views and tropical breezes.Within our CLEAN PRIVATE unit, my...
Beachside 🏖 Family, vacation home with pool 🌺 NO CLEANING FEE!
This Kailua, beachside, pool (heated) home was completely remodeled in 2019 with all new kitchen, bathrooms, pool house, pool surround, landscaping, TV's, furnishings, etc. And NO CLEANING FEE on 30 day bookings!Each room has an individually controlled AC system. The...
2 Bed 2 Bath Condo - Stunning Ocean views, Spacious, Clean and Comfortable
- Ocean Gem - A conveniently located 2 bedroom 2 bath condominium blocks from everything you would need including, Beach, shopping, restaurants, night life, hospitals and bus transportation and Biki Bikes- 10 min walk to large local grocery store Don Quijote.- 15 min...
Waikiki Banyan 1BR Corner Unit, Gorgeous Mountain/DiamondHead view, free parking
Aloha and welcome to "Waikiki Banyan Rental", our vacation rental condo at the Waikiki Banyan.The Waikiki Banyan is one of Waikiki's most popular resort condominiums for vacation rentals, located one block from the beach in the heart of Waikiki.View our video tour at...
Corner Unit Beachfront Condo with Wrap-around Lanai at Makaha
30 day minimum, contact owner for additional details. Secluded beach, the Pacific surf, beautiful sunsets, mountains, whales, turtles... Enjoy them all from your spacious (nearly 400 sf) covered lanai. Swim in the salt water pool, soak in the hot tub, lounge on the...
Ho'okipa Villa: Historic Home + Guest Cottage in Kahala
Tucked within the prestigious Kahala neighborhood, Ho‘okipa Villa by Gather blends vintage Hawaiian charm with modern comfort for the ultimate island retreat. Originally built in 1938 and lovingly restored, this five-bedroom, four-bathroom estate spans over 3,000 sq....
Ko Olina - Tropical Luxury Renowned Resort
Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
Posh, beachfront gingerbread home with 3 lanais- walk to parks, dining, tennis
Oceanfront Kalakaua Surf & SunsetsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located directly on spectacular Tonggs Beach, this posh 3BR/2.5BA home looks fresh from the pages of...
Modern 3Bed, 2Bath Walking Distance to Beach! AC, 1 Free Parking, and More!
Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...
Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes
Be in the center of all the action while enjoying a beautifully remodeled studio with top quality appliances, and large bathroom with double-headed natural stone shower. The view of the ocean is impressive with two lanais. You also get FREE parking & high speed Wi-Fi....
Hale Lani – Heavenly Lanikai Hillside Luxury
Perched on the northern shores of Oahu in Lanikai, Hale Lani lives up to its name as a true "house in the heavens." This hillside retreat blends sweeping ocean views, open-air design, and effortless island living into a one-of-a-kind vacation home. With 3 bedrooms, 4...
Oh-So-Close to Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with outdoor seating, full kitchen, beach gear, kids accessories and an internal washing...
The Sunset Villa - Beach Tower 6th floor, Ko Olina Resort Beach Villa- sleeps 5
Family friendly 6th Floor Beach Tower, 2 Bedroom 2 Bath Ko Olina Resort Beach Villa, with Gorgeous Sunset Ocean Views. 2 Units from Ocean-Front! Breath-taking Panoramic Views!*5 person maximum (including kids).Enjoy spectacular ocean views from this luxurious Villa....
Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...
"Hale Pohaku" - Waimanalo Beach Front Vacation Rental
This property is a licensed short-term vacation rental Non-Conforming Use Permit #1990/NUC-1689. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations, License # TA-059-395-6864-01. TMK 410040420000."Hale Pohaku" - Waimanalo is a...
18FL Charming air conditioned apartment in Waikiki with scenic view from lanai
This superb apartment in Honolulu is a cool retreat for guests looking to unwind. With modern amenities like heating, AC, an iron, and a hair dryer, this lovely space offers a queen bed, sitting area Smart tv Wifi and a cozy bathroom with a walk in shower supplied with...
Your Waikīkī vacation begins in this deluxe one-bedroom one-bathroom ocean view suite, which was updated in 2015. You’ll love the kitchen, which has lovely wooden cabinetry, stainless steel appliances, and a view! You’ll also have indoor eat-in dining for four, which...
Ocean View Cottage with Separate Suite
Incredible COTTAGE! with a new Separate Suite! How can you vacation in Hawaii and not have an ocean view!! Authentic Hawaii vacation retreat in Hawaii Kai-East Side of Oahu! Get away from the hustle and bustle of everyday day life, rejuvenate, and revitalize yourself at...
Newly Remodeled Ocean View 2 BDRM Condo at the Watermark
Aloha from Waikiki! This property is a 30-day minimum rental at The Watermark. One of the most luxurious buildings in Waikiki! Located near the main Waikiki strip and in one of the most convenient areas of Oahu. It features a fully equipped kitchen ready for you to cook...
Lulani House Beachfront Vacation Home in Haleiwa
Imagine walking out the back gate of your beachfront vacation home, entering a private path with tropical trees overhead and white sand beneath your toes. Then you see it, the turquoise blue water, waves, rays, and views of Three Tables Beach that you and your loved...
Ala Moana Hotel 13th FL R0 Studio - 2Double Beds 4Person
NEWLY RENOVATED 13th floor with Partial Ocean ViewCozy Hotel Studio | 2 Beds | 1 Bath | Sleeps 4 Stay in the heart of paradise! This bright and comfy studio is perfect for friends or family, with 2 beds, 1 bath, and space for up to 4 guests. Just steps from Ala Moana...
Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
A Truly Luxury Beachfront House Located on World Famous Sunset Beach on Oahu's North Shore. Named 'Paradise on the Beach' at Sunset Beach by many guests this premier Direct Beachfront two-story, two large bedrooms, three full baths, executive style house affords the...
20FT Walk to BEACH/ Ocean VIEWS/BOOK 7 Nights & GET the 8TH Night Free
This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promo: Book 7 Nights and you will receive the 8th Night Complimentary (dates may vary based on the season).We have a dedicated...
World Famous Kailua Beach Charming Cottage
Studio Cottage near Kailua Beach and Beach Park! Large, 200 square foot lanai, fully furnished. Nice neighborhood setting. You won't believe how close this is to the beach! Also close to Kalapawai Market and other Beach Shops & Food. All utilities - A/C, Cable,...
Ko Olina Beach Villas O805: Chef's Kitchen & Stunning Views
Welcome to Ko Olina Beach Villas O805 by Gather, where panoramic ocean views, luxurious interiors, and a prime location within the exclusive Ko Olina Resort create the ultimate Hawaiian escape. This beautifully appointed 3-bedroom, 2.5-bath villa offers sophisticated...
Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!
Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy this remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and free parking, this cozy...
Luxurious Hawaiian Villa Oasis
A mini resort tucked away in an upscale and peaceful neighborhood, this Villa is absolutely one of a kind! The entire Villa has just been exquisitely renovated with a swimming pool, Bali house, and waterfall. The landscaping is so immaculate, our guests rarely want to...
Mystic Mermaid Island Retreat! Entire Home
This home is not your typical VRBO, this home is designed for guests who appreciates CLEANLINESS, COMFORT, CARE, SAFETY AND QUALITY! Escape to Your Mystic Mermaid Island Retreat, your private, spacious oasis near Oʻahu’s majestic mountains! NO neighbors behind the home...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 GorgeousBeachfront KoOlina Resort+Amenities.STUDIOsuite
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛, 𝐎ʻ𝐚𝐡𝐮’𝐬 𝐩𝐫𝐞𝐦𝐢𝐞𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬)...
Cool retreat at the entrance to Lanikai-Very Close to Beach-3 Primary Bedrooms
Live your best life! An opportunity for beach living in this renovated and updated luxury rental with views of Kailua Beach and Kailua Beach Park - it's brilliant turquoise blue ocean, sandy beach, large grassy areas and tall ironwood trees. Fine craftsmanship abounds...
Aqua Aloha Surf Waikiki 304 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #304 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 183 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
Enjoy Grand 2BR, 2 Baths, Executive Condo Near Beach and Everything Else
Discover Luxury Living in Honolulu Near the Beach and Everything ElseWelcome to a stunning 2-bedroom, 2-bathroom, fully furnished rental perched on the 15th floor of Yacht Harbor Towers in picturesque Ala Moana, nestled between Waikiki and Kakaako. This spacious 1500...
Oceanfront Beach Condo-Amazing views
Upscale Remodelled higher floor unit: High end appliances -Large side x side Stainless steel fridge (with ice maker) Stove / Large HE Front load washer and dryer. Good Quality Serta Queen Mattress / Patio furniture (high patio chairs and table to enjoy the view) New...
Tidepool Getaway: 5 BR Oceanfront Estate - Sleeps up to 17
Tidepool Getaway is a unique and peaceful oceanfront escape located in Kahuku, Oahu. This expansive property features 3 living spaces featuring 5 bedrooms, 5 bathrooms, and 2 kitchens—ideal for families, multi-family gatherings, or groups of friends seeking both...
Waialua Oceanfront Luxury Home – Secluded North Shore Escape
Featuring Two Master Suites!!!Search no further - this luxurious oceanfront beauty has all the makings of a heaven-sent vacation on one of Oahu's most secluded coastlines. Furnished throughout with hand-picked Balinese furniture and decor, this home is a treat to see...
Marriott Ko Olina Beach Club Ocean View 2 BDRM Villa
Currently we have this reserved for a one-week reservation sleeping up to 8. Located on one of four picturesque lagoons, Marriott's Ko Olina Beach Club is a premium vacation resort offering a secluded hideaway within a beautifully landscaped, gated community, on the...
COVID Free Quaint 3 bedroom 2 1/2 Bathroom condo located in Ko' olina Fairways. Perfect place to unwind and relax. Two story with 3 bedrooms and two full bathrooms upstairs and kitchen, living room dining room and half bath downstairs. All the comforts of home to...