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.
Ko Olina Resort Beach Oasis- Ground Floor 2 bedroom Condo, Near Pool, sleeps 4
Coming to Ko Olina for a full month? Come stay in a great condo with a prime location at Ko Olina Kai gated community.This is a wonderful 1,144 sq. ft. two bedroom ground floor end-unit condo, within a 8 to 10 minute walk to the beach lagoons, and directly behind the...
Alaula by AvantStay | Gated Security Home w Valley, Ocean Views!
★ Recognized as one of our best. This home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-tier stays.Welcome to Alaula, located in the gated community of Makaha Valley! Boasting stunning views of the Waianae mountain range and the Pacific...
Ilikai Hotels Best Kept Secret!! Updated & Furnished with Yacht views!
Conveniently located on the 3rd floor of the Ilikai Hotel, this condo is perfect for your time on Oahu. With the convenience of full kitchen, two bedrooms, two bathrooms and two spacious lanai this is a great choice when traveling with friends or bringing your family....
Tropical & inviting home w/spa, torches, waterfalls & ocean view
Hale Wailele (Waterfall House) is a beautiful, spacious home with floor to ceiling windows in the great room looking out onto fountains in the pool with an incredible ocean view beyond the palm trees and torches. The architecture of the home makes it unique and inviting...
Luxury Honeymoon Villa, mere steps to the beach! Early bird discounts dm us!
This is a newly owned One-bedroom studio villa. Designed with Romance and Island flare in mind for lovers.Enjoy Oahu's magnificent North Shore from a luxury one-bedroom, privately-owned villa. You will awaken each morning to the sounds of ocean waves and tropical birds...
Spectacular Executive Beachfront Retreat
Waialua Retreat is your home away from home! Located on a quiet residential cul-de-sac, you will truly relax as you dine on the lanai of this spectacular, architecturally designed beachfront home, while taking in amazing sunrises and sunsets. Enjoy panoramic views of...
Free Parking 1BR Waikiki Banyan Partial DH Views with AC
Nice and Exclusive 1 Bedroom/ 1 Bathroom / 1 FREE PARKING (max 6`) at the Waikiki Banyan with No better location to enjoy Waikiki’s entertainment, a quick stroll from the beautiful and sandy beach, and great partial views of the Diamond Head! Sleeps up to 4 guests...
SUNSETYARDS ON SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.
SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. this lovely 2-bedroom house offers breathtaking ocean vistas and serene natural scenery that make it ideal for a tropical escape. Nestled just a 7-minute drive from the renowned Banzai Pipeline and a 15-minute drive from the...
Luana Waikiki Premium Studio- Gym & Pool
Enjoy staying at our beautiful studio at Luana Waikiki! From the private lanai you can enjoy the ever-changing City views of Waikiki, Fort DeRussy Park, and through the palms trees even catch a glimpse of the ocean. Room features premium upgrades including upscale wood...
Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath
Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...
Spectacular home with ocean views across the whole of the north shore.
Oceanview Paradise at Sunset BeachLocated on the majestic North Shore of Hawaii, this 3-bedroom, 3-bathroom retreat offers a slice of paradise with panoramic ocean views. Just a short stroll away from the world famous Sunset Beach, this home provides the quintessential...
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....
Location! 2br/1ba Condo 2 blocks to Waikiki main beach, on-site parking
Beautifully decorated Waikiki 2br/1ba 8th floor condo in secured building, pool, assigned parking, steps to public transportation, a/c, in unit washer/dryer, new mattresses (Master bedroom king mattress, second bedroom queen mattress), new paint and new flooring, 2...
GORGEOUS OCEAN VIEW and Sunsets! Full Kitchen, Washer/Dryer, Wi-Fi, Sleeps 4.
Waikiki Shore #1416 – 2161 Kalia Rd.This cozy 1-bed/1-bath suite boasts breathtaking 14th-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...
Island Adventure: Minivan Rental, Contact Us
Mahalo is the Hawaiian word for thanks, and a feeling of profound gratitude is what inspired this beautiful home. From the moment you arrive at Hale Mahalo, you’ll understand why. This lovely 3-bedroom, 3-bathroom home is a tribute to the stunning beauty of its...
🏝 North Shore Island Bungalow, Steps to Beach
Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of restaurants and shops. Enjoy island living with modern amenities - fast wifi with two work...
Turtle Bay Resort Oceanfront Villa - 3 Bedroom
***This is the most luxurious stay you can get on the North Shore of Oahu! Our amazing Ocean Villa is one of the only two villas located in the whole Ocean Villa Complex that allows you to have Ocean Views from ALL BEDROOMS. Unlike most houses on the North Shore that...
Monthly Discovery Bay 1713 Ocean/City Views 1 Bd 1Ba
WAIKIKI / OCEAN VIEWS, 5 Minute Walk to Beach, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Excellent Views from Breezy Lanai, Tasteful and Clean. Monthly / contact...
4-bedroom condo- Tropical luxury Villa in Ko Olina- Sleeps 10
Welcome to your private oasis in paradise! Nestled within the exclusive Coconut Plantation community in Ko Olina, Oahu, this luxurious villa offers the perfect blend of opulence, tranquility, and island living. With 4 bedrooms and 3 full bathrooms, this is the largest...
Romantic Waikiki Beachfront Condo w/ Spectacular Ocean View
💖 A Romantic Retreat for TwoWelcome to your dream couples’ getaway in the heart of Waikiki! Perched high inside the iconic Foster Tower, directly across from Waikiki Beach, our ocean‑front condo delivers sweeping Pacific views, modern comforts, and the...
Luxurious Golf Course Ko Olina Kai Estates Getaway w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.This property is located at 92-1043 Koio Drive.This enchanting second floor home away from home is situated...
Resort Style with Hula Show, Fireworks and even Tiki Torches!
The Ilikai is the first hotel-resort condominium developed in Hawaii and is one of the original landmarks of Waikiki. It is best known for being featured in the Hawaii 50 TV series and is loved by tourist and locals alike. Conveniently located in Waikiki next to the...
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...
Just 40 Steps to the Most Beautiful White Sand Beach in the World
Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Climate. Our rap-around Lanai overlooks the beautiful beach, Kailua Bay, and Offshore Islands.Kailua is a small upscale town with excellent retail stores....
Largest Ocean Villa at Turtle Bay! Fully Renovated 4BR w/ beach, pool & hot tub
Ocean Villa G218 is the largest and most luxurious 4BR/3BA unit at the gated Ocean Villas at Turtle Bay. With ocean-facing views, spacious interiors, and elegant design, it offers privacy and comfort just steps from the beach, pool, dining, golf, and hiking trails....
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Uncover the allure of Waimanalo and lose yourself in the tropical paradise of Waimanalo Beach, where our exquisite cottages and breathtaking surroundings await. Embark on a journey of discovery by indulging in the myriad of exciting activities we have to offer....
Studio Oasis in Waikīkī w/Kitchenette And A/C - Waikīkī Grand #404
Waikīkī Grand Hotel #404 on the fourth-floor: Begin the day with a fresh cup of coffee and breakfast favorites from your kitchenette. Essential kitchen items and takeout can be stored in your refrigerator. Food can be prepared on the two-burner cooktop or reheated in...
Ocean Pearl at Turtle Bay Resort - Kuilima Estates West
Ocean Pearl is a luxurious retreat nestled in the heart of scenic Turtle Bay Resort, offering a perfect blend of comfort, convenience, and breathtaking views. With three full bedrooms and two full Jack & Jill bathrooms, this spacious abode provides ample accommodation...
!New Remodel Oceanview Waikiki AlaWai AlaMoana
New remodeled private, high rise studio in a secured apartment on Niu Street (Waikiki) with ocean view, Diamond head, city light, Ala Wai Canal view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in...
Largest 3BR Villa in Turtle Bay Hawaii, nearest beach access!
Indulge in North Shore Luxury – Closest 3BR Villa to the Beach at Turtle BayWelcome to your ultimate Oahu escape — the only single-story 3-bedroom villa at Turtle Bay Resort, and the closest villa to the beach on the property. This expansive 1,700 sq. ft....
Kahala Oceanside – Coastal Sanctuary with Panoramic Views
Kahala Oceanside is a private paradise retreat that comfortably sleeps 14. This luxurious ocean front hideaway on the South Shore of Oahu, known for its spectacular sunsets, is just minutes away from fine eateries, world-famous hikes, and the endless attractions of...
Hale Nalani O-202 a hidden Gem, comfort and fun
A Wonderful 3-Bedroom Villa to Enjoy the Beauty of Ko OlinaWelcome to your ocean-view beach villa, where privacy and beauty come together in a breathtaking setting. The property features serene koi ponds with waterfalls, a lagoon pool with a sandy beach for children, an...
Ko Olina Beach Vacation Home
Luxurious three bedroom Ko Olina Resort villa located in west Oahu. Enjoy the calm ocean lagoons. In short walking distance to Four Seasons, Marriott Beach Club, Ko Olina Golf and Ko Olina center (restaurants & shops).State of Hawaii requires us to collect 17.75% tax on...
Just a couple houses away from the nicest beach on the island.
This rental is across the street from one of the nicest beaches on the island. Don't take our word for it check out the pictures of Waimanalo Beach and Bellows Beach. Kitchen has everything you need and opens up to a dinning table to enjoy your meals or you can take...
Ko Olina Beach Villas B301: Serene Beachfront Luxury w/ Pool Views
Welcome to the captivating Ko Olina Beach Villas B301 by Gather, a luxurious three-bedroom, three-bathroom beachfront vacation rental with unbeatable views and space for up to eight guests. This third floor unit, adorned with direct ocean and poolside views, provides a...
KoOlina Luxury Villa ON Beach 3 bedroom & 3 bath; free parking for 2 vehicles
Welcome to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu! The complex of the Beach Villas is an Oceanfront property. Our villa is spacious with 3 Bedrooms and 3 Baths in over 1500 square feet of living space. Our villa has beautiful unobstructed...
Walk to Pipeline Rocky Point and Waimea
Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...
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...
Surfer's Paradise - Beachfront Vacation Rental on Oahu's North Shore
Nestled along the scenic coast of Haleiwa on Oahu’s famed North Shore, Surfer’s Paradise blends the relaxed rhythm of island life with panoramic ocean views and breezy, artful interiors. With 1,624 square feet of thoughtfully designed living space, this home easily...
S&N Lux suite/Free Parking/King Bed/Kitchen/Wi-Fi
Experience luxury in our modern suite in Honolulu, Hawaii. Nestled amidst European-style gardens, our resort harmonizes with Oahu's tropical charm. Relax in the outdoor pool, stroll through the garden, stay fit in our gym, or unwind in the sauna. Explore Honolulu's...
Luxurious BEACHFRONT Condo with Fabulous Ocean Views at Waikiki Shore!
Waikiki Shore #1102 – 2161 Kalia Rd.This 11th-floor beachfront condo is perfect for 2 couples, families, and friends up to 6 guests (STRICT MAX OCCUPANCY, using living room sofa bed). With spectacular views of the ocean, free parking, a full kitchen, in-unit...
Part Ocean View, Beach Theme 23rd Fl, Free Parking with WiFi, AC
*We prioritize cleanliness! We inspect and re-clean the unit, and personally launder linens without harsh chemicals.*Welcome to our 1BR condo in the heart of Waikiki, just steps away from famous Waikiki Beach!Features fully equipped kitchen, pull-out sofa bed, private...
North Shore Beachfront Bliss! Perfect family-sized home on a sandy beach
Come and enjoy the best the North Shore has to offer in this right-sized sandy beachfront home, perfect for families and small groups. This property is located on a gorgeous bay in Haleiwa so you not only have a beautiful long sandy beach to enjoy, but you are a stones...
NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!
Waikiki Shore #702 – 2161 Kalia Rd.FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using optional rollaway beds).– Contemporary beachfront condo overlooking famous Waikiki Beach with spectacular OCEAN Views!–...
Luxurious Ocean View Condo - Steps from the beach! nsleeps 6- 3 bedroom- 2 bath
Awaiting you in this tropical paradise is a luxurious 3 bedroom 2 bathroom condo that has everything you need to relax and enjoy your time in Hawaii. Nothing was spared in this fully equipped and fabulously appointed condo, whether it be to read a book in comfort and...
Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa
The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...
^Marriott's Ko Olina Beach Club^ - 1BR 1BA MT. VIEW ^INSTANT BOOKING^ 1 car free
Marriott's Ko Olina Beach Club - 1BR 1BA MT. VIEW FULL resort access***INSTANT BOOKING***1st car park for free ($45 a day value)Full access to the resort’s services and amenities are included with every reservation.3 nights stay checking in on 3/11/2025 is for Ocean...
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
**Looking for additional accommodations, please view my other unit located in the same building #2773517**Located on a high floor of the Waikiki Sunset with majestic Koolau mountain and city views. Completely renovated with high-quality designer finishes. Fully stocked...
Ko Olina Beach Villas B506 by Gather: Luxury 2BD 2BTH w/ Ocean Views
Welcome to Ko Olina Beach Villas B506 by Gather, an elegant two-bedroom, two-bathroom villa located on the fifth floor of the renowned Ko Olina Resort. With space for up to six guests, this stunning vacation retreat offers a blend of luxury and island charm, making it...
Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi
Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...