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.
Wyndham Waikiki Beach Walk|3BR/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 your...
Studio City View DLX Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #501
Castle Bamboo Waikīkī Hotel #501 - The sliding glass doors allow an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at lush tropical fauna and the swimming pool below. This fifth-floor corner unit studio is 314...
AS10 Central Waikiki Cozy Studio
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Nestled atop a hill, our home offers an enchanting view of Pearl Harbor. Perfect for remote professionals and families alike, our property provides the perfect blend of comfort and scenic beauty.Welcome to our inviting home, where you can savor breathtaking Pearl Harbor...
Valley Vibes and Beach Bliss 2 BR Condo Free Parking/Wi-fi/Pool Monthly Friendly
Experience Oʻahu’s beautiful West Side from this comfortable 2-bedroom, 1-bath condo located in the gated Makaha Valley Plantation community in Waianae.Just a short 2-minute drive from the stunning shoreline of Makaha Beach, this condo offers space, convenience, and...
3BR/2BA New Build | Pool | W/D | Garage | Park
Welcome to this brand-new home: a spacious 3-bed, 2-bath, 1600 sqft retreat perfect for guests seeking ample space and a peaceful, safe neighborhood. Enjoy an open-concept living area with vaulted ceilings, extending to a covered lanai. The modern kitchen boasts sleek...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees.
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Unwind in a tranquil setting near Waikiki Beach at Royal Garden at Waikiki, your ideal vacation retreat. Situated along the Ala Wai Canal, this European-style resort boasts a prime location for exploring Honolulu. From cultural sites and golf courses to hiking and...
Kahala Beachside Estate – Premier Luxury Living on Oahu’s Gold Coast
Where timeless Hawaiian charm meets modern sophistication, Kahala Beachside Estate by Gather offers the ultimate oceanfront escape on Oʻahu’s prestigious south shore. Set directly along the sands of Kahala Beach, this magnificent estate spans 7,860 square feet of indoor...
1bd/1bath Kaimuki Hill Top Unit with a Balcony
Up in the hills of Kaimuki, 1 bed/1 bath home with private entrance, washer/dryer in unit with wifi. Newly renovated, bright with high ceilings, walk-in closet. It is small but has everything you need and sleeps three. Private balcony with ocean view. 15 min quick drive...
Hawaiian Getaway: 2BR at Hilton Grand Islander in Waikiki
Discover the perfect blend of space, comfort, and resort living in this two-bedroom, two-bathroom suite at The Grand Islander, a Hilton Grand Vacations Club in Waikiki. With accommodations for up to six guests and all the comforts of home, this suite is ideal for...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
Oceanfront Penthouse on Maili Beach
BEACHFRONT LIVING - Experience living on the Blue Pacific Ocean, guaranteed sunset every evening, waves lapping you to sleep at night. Heated pool, ONE free parking, night security. Sweeping views of the Waianae Coast and mountain range. 40-45 minutes from the...
Waikiki great view on 34th floor 1BR corner unit & Large terrace! New flooring!
Located in Honolulu, this welcoming condo lets you experience it all. International Market Place is within an easy 7-minute walk and Royal Hawaiian Center is also a quick 8-minute walk away, so leave your car at the property, which offers onsite parking. After you...
Ko Olina Kai 1027A: 2BR Retreat, Open Plan Living, Easy Access to Golf & Spa
Embark on a serene island escape at Ko Olina Kai 1027A, a ground-floor, single-level condo in the tranquil Ko Olina Kai community within the renowned Ko Olina Resort. With its inviting garden views, spacious layout, and effortless access to resort amenities, this...
Charming Palm Suite at The Imperial Hawaii Resort
Honolulu is waiting for you at this enchanting 1-bedroom apartment. The cozy bedroom features a queen bed, perfect for a good night's sleep after a day of exploring. With 2 bathrooms and a living room with a murphy bed and sofa bed, there's plenty of space for guests to...
Aqua Aloha Surf Waikiki 613 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 613 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
This cozy, beachy bungalow is right across from the manicured and security patrolled Kalama beach Park entry onto the world-famous Kailua Beach. Listen to the sounds of the waves at night as you relax after your long work and/or fun-filled beach day. The studio is...
19th Floor Condo with Lanai & Sea Views - FREE Parking! by Koko Resort Vacation Rentals
Deluxe Ocean View Waikiki Condo - 1908-2, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Watch the surf from your lanai...
Stylish 1BR Mountain View Suite – The Grand Islander Honolulu
Enjoy contemporary comfort in the heart of Waikiki with this 1 Bedroom Mountain View Suite at The Grand Islander, a Hilton Grand Vacations Club, located within the famed Hilton Hawaiian Village® Waikiki Beach Resort. Perfect for couples or small families, this modern...
Your Tranquil Waikiki Hideaway
Summary:Embrace convenience in our cozy Waikiki studio, a gateway to the best of the island. Steps from the beach, Ala Moana Mall, shops, and diverse dining, it offers unparalleled access to the vibrant pulse of Waikiki. Ideal for those attending events, the convention...
WB25 Panoramic Ocean & Diamond Head View W/ Free Parking
Welcome to your 25th-floor retreat at the Waikiki Banyan! This newly renovated condo boasts breath-taking panoramic views of Diamond Head and the Pacific Ocean. Perfect for a romantic escape, family vacation, or work-from-paradise stay, it features a fully equipped...
HM24F-13 Skyline Serenity: Waikiki Mountain View Studio
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
15th Fl Luana Waikiki Studio | City & Mountain Views | Pool | Balcony
Enjoy a stylish 15th-floor studio at the Luana Waikiki, featuring city and mountain views just steps from Waikīkī Beach. Perfect for couples or small families, this boutique stay sleeps up to 4 guests and includes a kitchenette, pool, fitness center, and BBQ area — all...
Beachfront - Parking incl - Oceanview - Waikiki Shore
We can give you a in site parking.***Maxmum is only 2 persons ***COMPACT VEHICLE ONLY (Stall is very small with limited space)Please let us know if you will arrive in the unit after 5pm to 9am. If you would like to check in between the hours of 5pm -9am, we will charge...
Aulani, A Disney Resort & Spa - Deluxe Studio Standard View
Hawaiian-Inspired Comfort at Aulani, A Disney Resort & Spa – Deluxe Studio (Standard View) Deluxe Studio – Standard View • Queen Bed + Queen Sleeper Sofa • Sleeps 4 Experience the magic of Hawaiʻi at Aulani, A Disney Resort & Spa in Ko Olina, Oʻahu. This deluxe studio...
Sunlit Island Escape in Kailua
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach, where you can soak up the sun, enjoy crystal-clear waters, or try your hand at paddleboarding.This property combines modern...
10 minute walk from beach, shopping, and dining
The fabulous Wyndham Waikiki Beach Walk is a10 min walk from the beach, excellent dining, and amazing shopping near this amazing hotel. You will enjoy the best that Oahu has to offer making your week in the Hawaiian islands a memorable stay.
Soak in Dazzling Pacific/Sunset Views, WiFi, Full Kitchen – Waikīkī Shore #PH09
Welcome to the perfect beach getaway! This deluxe one-bedroom one-bathroom ocean view suite is designed for the casual beachgoer who loves modern touches and amenities. The suite is furnished with light wicker, koa wood statues, Hawaiian paddled ceiling fans. The...
Studio HGVC Lagoon Tower Beachfront Resort and Spa
Experience luxury beachfront accommodations at Lagoon Tower by Hilton Grand Vacations, situated on 22 pristine acres of world-famous Waikiki Beach. This premier Hawaii vacation ownership resort offers guests unparalleled access to Oahu's most coveted white-sand...
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
2-bedroom apartment in Waikiki with PARKING included
This apartment is perfect for a family or group. There are two separate bedrooms-both with queen sized beds. The living room has a pull out queen size sofa bed. The full size kitchen is stocked with necessities to cook your meals and a dishwasher :) The Bathroom has a...
HM8 Great Waikiki Canal View - Modern Cozy Studio
Welcome to our elegantly and efficiently designed studio in the heart of Honolulu, where a small space transforms into a delightful haven, ensuring you a positively memorable stay with thoughtful amenities and genuine hospitality.Our studio boasts a standout feature of...
Sunset Point Hawaiian Beachfront: Exclusive Beach Home w/Hot Tub/Surf Break Spot
Welcome to Sunset Point Hawaiian Beachfront by Gather, a captivating three-bedroom, one-and-a-half-bathroom Hawaiian home, perfectly situated on the pristine Sunset Beach in the picturesque North Shore of Oahu. This residence, known as one of the area’s finest, directly...
Stylish w/Waikīkī Vibe! WiFi, AC, and Kitchenette – Waikīkī Grand #822
Castle at Waikīkī Grand #822 - Soak in gorgeous Diamond Head views from this 253-square-foot air-conditioned studio designed to maximize space! It’s all about casual comfort with queen and sofabed sleeping, dining table, flat screen and WiFi. You’ll also appreciate the...
Experience Honolulu like a local in this hotel studio. The space features a king bed, sofa bed, AC, washing machine, WiFi, and more. Our beautiful property is perfect for guests looking for a wonderful stay in the heart of Honolulu. Our place is equipped for both long...
Just Renovated- Minutes to the beach. Perfect for long stays!
Be one of the first to enjoy staying in our beautiful one bedroom condo, just a couple blocks to world famous Waikiki Beach. Newly renovated in Spring 2023, you'll find a full stocked kitchenette to enjoy preparing meals in, a brand new walk in shower, and a bedroom...
Luxury 1BR Penthouse with Mountain Views – Ko Olina Beach Club
Experience island luxury from above in this 1-Bedroom Mountain View Penthouse Villa at Marriott’s Ko Olina Beach Club. Perfectly positioned on the upper floors, this villa offers sweeping views of Oʻahu’s lush mountains, combining modern comfort with the laid-back...
Hawaii Getaway in Paradise! (FW-35G)
Hawaii living at its best in this beautiful 3 bed 2.5 bath townhouse in the Fairways Ko Olina Resort.Looking for a relaxing getaway in paradise? Look no further than this spacious and comfortable 3 bedroom 2.5 bath vacation rental in Ko Olina Fairways. This townhouse is...
Enjoy this 18th-floor 1br apartment with stunning ocean and Diamond Head views!
This newly renovated 18th-floor 1br apartment is the perfect retreat for up to 4 guests, offering beautiful diamond head, ocean and city views in the heart of Waikiki. Just a short stroll from world-famous beaches, you’ll be swimming, surfing, or snorkeling in no time....
Ho'omaluhia - Luxury Coastal Residence | Ideal for Families & Groups
~NEW LISTING~Peaceful North Shore living on the Ritz-Carlton Turtle Bay groundsWelcome to Ho'omaluhia - a luxury coastal residence, a tranquil 2-bedroom, 2-bath retreat nestled on the Ritz-Carlton Turtle Bay hotel grounds and golf course on Oahu’s iconic North Shore....
Modern Studio in the Center of Waikiki!
Enjoy a stylish experience at this centrally-located place in the center of Waikiki! Two blocks to Waikiki Beach to enjoy unforgettable sunsets, rejuvenating Pacific Ocean swimming, and mind-numbing ocean gazing. Steps to world class or budget friendly dining. You can...
Lanikai Hillside Estate – Panoramic Luxury Above the Sea
Perched above the crystalline waters of Lanikai Beach, Lanikai Hillside Estate by Gather is a newly designed 5-bedroom, 5.5-bath luxury retreat with 6,295 sq ft of interior living plus expansive lanai spaces. Floor-to-ceiling glass, an infinity-edge pool, and panoramic...
Mountain-City Views Condo at Allure w/Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Feel free to contact us if you have questions before booking online. If this particular property isn't...
Harbor View 1BR! Max 6 near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. This condominium is...
![[New] Banyan Suite - Studio with Ocean View, Pool](https://images.trvl-media.com/lodging/126000000/125060000/125051800/125051755/eaf1fb4e.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
[New] Banyan Suite - Studio with Ocean View, Pool
Enjoy a stylish 1BR/1BA recently renovated condo at the Hawaiian Monarch. Perfect for vacation stays with all the comforts of home. Centrally located near Waikiki beaches, dining, and shopping. Affordable and newly listed on Airbnb. Relax with ocean and canal views, a...
Walking distance to Waikiki beach, Alamoana shopping center and beautiful parks.
Beautiful 2 bedroom, 2 bathroom in Waikiki within walking distance to Alamoana shopping center, Hilton Hawaiian Village and beautiful Waikiki beaches. Includes 1 secure assigned covered parking, FULLY FURNISHED, spacious 1180 square feet plus large 124 square foot ocean...
LANIKAI Plantation Cottage located only 3 houses from famous Lanikai Beach
This fully furnished 2-bedroom, 2-bath 2-story cottage is part of a private, gated, rambling plantation-style property. The 2nd level unit (not equipped for handicapped) catches the ocean breezes and comes with window A/Cs in all bedrooms, a living area, dining area,...