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.
TMK 570010290064 Neighbor island feel - with the benefits of Oahu nearby.
Like being on a neighbor island, The location, views and overall ambiance gives you a true island feel but you also have the benefit of Honolulu's city life too! Our unit is on the West side of the island and our guests have full access to the Condo's onsite swimming...
Peaceful Beachfront North Shore Retreat
This property is rented on a 30-day basis. The rental price remains the same, regardless of how many days actually used.You do NOT have to stay the full 30 days.Guests may choose to stay fewer than 30 days within their booked period, but the rental fee remains the same....
Ocean View Home Near the Beach and the Golf Course in Secure Gated Community
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Newly Built 3-bedroom 2.5 Bath home in a quiet and 24/7 gated community....
Luxury Oceanview Villa at Beach Villas at Ko Olina Resort
This luxury villa is located in the Beach Tower (closest tower to the ocean and beach) on the 5th floor in the stack next to the end cap ocean front villas (B507). It has been professionally decorated and furnished. You'll be impressed with the spectacular ocean view...
Amazing Ocean view on the 9th floor Beach Villa O-911!
Wake up to panoramic ocean views from the 9th floor of the Ocean Tower at Ko Olina Beach Villas Resort. This upgraded 3-bedroom, 3-bathroom villa is just steps from Oahu’s most beautiful lagoons and beaches—perfect for families, couples, or group getaways. Enjoy a...
Heart of Waikiki With Partial Ocean View! Washlet! AC, FREE Parking, Wi-Fi
Regency on Beachwalk #71 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 7th-floor end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and steps...
Incredible View! Great Location! Awesome High Rise Condo!
This remodeled 27th floor 1 BR condo offers a spectacular panoramic view that spans from Diamond Head to Waikiki Beach to the city lights of Honolulu. It is located in the Waikiki Sunset Resort, which is less than a block and a half to the beach, a 5 minute walk. The...
Ilikai Hotel Partial Ocean View 2 BR Corner unit 18th Floor
(City View with City Flair) This first class accommodations in the world famous Ilikai Hotel is located at the gateway to Waikiki. This location is complete with a fully remodeled, spacious 2 bedroom, 2 bathroom and a beautiful views of the Pacific Ocean & City View of...
A private setting in a detached home on a wonderful street! The longer the reservation the better, please contact for details. To answer the most common question, yes, we are 'steps' away: 80 medium sized steps for me! The beach is down a sandy path and is a one of the...
Welcome to Hale Lani ~ Heavenly Home, nestled in the serene coastal town of Kahuku. This charming vacation rental offers a perfect blend of comfort and luxury, ideal for families or small groups seeking a tranquil escape. Step inside to discover a thoughtfully designed...
Stunning Ocean View 1BR Condo - 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...
Newly Renovated Sweeping Ocean and Diamond Head View Waikiki Condo
Sweeping view of Ocean and Diamond Head from beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and...
Beautiful Oceanview Villa at Beach Villas at Ko Olina
This luxury villa is located in the Ocean Tower on the 6th floor (O604). You'll be impressed with the professionally furnished villa and the spectacular ocean view. The sliding glass doors open allowing the living area to become part of the lanai. The lanai also...
Renovated Condo on Golf Course
Summary:Aloha and Welcome to paradise!!!! This is a Newly renovated Condominium on the beautiful property of Turtle Bay Resort on the North Shore of Oahu. Great amenities. Private pools, barbecue area, tennis courts. Condominium located on the second floor with...
@ Marbella Lane - 2 master suites | MT+Ocean Views
Summary:Make beautiful memories in this spacious 4 BR home with 2 master suites, located in a gated community with 24 hours security. It is within the greater Waianae area, right in the heart of the Makaha Valley. On the Leeward side of Hawaii where the Ocean Trade...
Paradise Found at Hawaiian Princess, Makaha!
Aloha! If you're looking for an authentic Hawaiian experience, stunning beaches, local eateries, and a peaceful atmosphere far from the Waikiki hustle and bustle, you've found it! This one-bedroom, one-bath condo at Hawaiian Princess in Makaha, on Oahu’s beautiful...
16th Floor PH in Ocean Twr w/Panoramic Ocean View Ko Olina
Enjoy privacy and luxury in this one of a kind penthouse. This penthouse has exclusive elevator access and only 2 units on the floor. Tremendous views of all four pristine lagoons at the Ko Olina Resort. This unit has both ocean, mountain and golf course views. Perfect...
Hale Lokelani O-403 elegance and beauty to relax
The Beach Villas at Ko Olina is the ultimate getaway, perfectly situated oceanfront on the second lagoon in the exclusive Ko Olina Resort. This luxurious property combines tranquility and convenience, located next door to Disney’s Aulani yet far enough from the crowds...
Stunning Kawela Bay Beachfront Home - 3 bedrooms - sleeps 9
***In accordance with local laws, we may accept one booking for every thirty day period. Pricing may vary depending on length of stay and time of year. For questions or assistance with booking, please contact us.This lovely beach house is casual, stylish, and chic with...
1BR Ocean View Condo with King Bed & 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...
Hale I'a: 5 Bedroom Home with Oceanfront Pool at Sunset Beach
Minimum 30-day consecutive rental required. Beachfront Home with swimming pool at Sunset Beach, North Shore, OahuLocated on a privately owned road with only one-way access in and out, which provides privacy and exclusivity. There are over 6000 square feet of spacious...
Luxury Ko Olina Beach Villa Ocean View steps frm White Sand Beach
Located next to Disney's Aulani, along a two-mile stretch of Hawaii's most pristine white sand beaches, Ko Olina Beach Villas Resort offers luxury residential accommodations perfect for family vacations. The 2 bedroom villa features expansive, inviting suites that blend...
Mea Kanu Paradise, Beach Access, A/C, Sleeps 6
Escape to paradise with this beautiful 2 bedroom, 2 bath unit on Oahu's stunning Windward North Shore. Located on a quiet street near beach access to a gorgeous sandy beach, this newly renovated unit offers the ultimate Hawaiian experience! Within walking distance of...
Spacious 2 Bedroom Unit at Lanikea at Waikiki! Free Wi-fi and FREE Parking!
This unit at Lanikea at Waikiki is located on the 25th floor, with city and partial ocean views from the living room, and a mountain view from the main bedroom. Relax and enjoy your stay in this luxurious unit UNIT INFORMATION:- (1) King-sized bed- (1) Queen-sized bed-...
Panoramic Ocean-View/STEPS FROM BEACH/FreeParking/Best Location in Waikiki
Breathtaking ocean, sunset and city skyline views from the 21st floor! Enjoy walking distance to Waikiki Beach/Hilton Lagoon and Friday Night Fireworks! Ala Moana Mall with World class Dining/Shopping are steps away. Best location in Waikiki! Newly renovated condo with...
Spectacular Diamond Head and Ocean Views! Free Valet Parking, Wi-Fi, Pool!
Waikiki Beach Tower #3602 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai with table and chairs) has one of the most breathtaking panoramic ocean views in Waikiki, plus an unobstructed Diamond...
37FL-Elegant Waikiki King Studio with Fabulous Views
Enjoy breathtaking views of the ocean, Diamond Head, golf course, and city skyline from this beautifully renovated condo. Immaculate and tastefully furnished, the space offers modern comfort with a quiet split A/C system for cool, relaxing stays.🌴 Prime Location – Just...
1-bedroom apartment just 11 minutes walk to Ala Moana Center
Discover the core of vibrant Waikiki and enjoy a genuine Hawaiian vacation in our cozy one-bedroom flat. Nestled just a short 5 minute walk from the renowned Ala Moana Center and 13 minutes from the vibrant Waikiki Beach Walk, you'll be surrounded by the best that...
Ocean Front 1bd incredible view free wifi
This spectacular condo has some of the best views at the Ilikai!Enjoy amenities such as a split AC System, fully furnished with linens, towels, and kitchen supplies, two double beds, a sofa bed and even a pack n play for the little ones. we also offer beach chairs,...
Waterfront home of peaceful joy: Villa Laule'a
Welcome to Villa Laule'a~~Hawaiian for peaceful happiness. This beautifully furnished & well equipped 4 bedroom townhouse is ready for your luxury vacation. Fine sheets and towels, fabulous kitchen. You'll enjoy the waterfront lagoon and close access to the ocean....
Marriott KoOlina Beach Club, TWO Bedroom, Oceanfront Resort
Please choose a Friday through Sunday check-in for a 7-night stay. Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Traveling with 2-4 people? Take a look at our STUDIO ad on VRBO:VRBO #1012183...
Beachfront Luxury Community in Ko Olina
This beautiful 3-bedroom, 3-bath 1,700 square foot 4th floor Ocean Tower condo comes fully furnished with everything necessary for cooking delicious dinners or relaxing at home with the family. Enjoy the beautiful views of the ocean, lagoons, pools and lounge area right...
Location, location! Split AC System throughout ENTIRE condo! Legal Rental!
Location, location, location!!! Split AC System throughout ENTIRE condo! Legal Rental!Our condo boasts 3 split AC systems - one in the master bedroom, another for the living area and a third system for the loft bedroom. If you are sensitive to slightly hot or humid...
Sunset Beach House – Polynesian-Style Beachfront Retreat
A Note About The $1,530/nt Rate: It is calculated from my standard rate of $1,700/nt with a 10% discount that brings it to exactly $1,530/nt. Please note, It is only for dates that are very close to the current date that I have not been able to book so I lower the price...
Diamond Head Beach - Large Studio - Queen Bed, Balcony, Ocean View, Ocean Access
Privately owned Studio on 8th Floor with large Private Balcony, comfy Queen bed, Ocean and Mountain Views, Kitchenette, Fast Wifi, Elevator, Oceanside Shower, Non-smoking.Aloha!This charming, newly remodelled studio condo in the "Diamond Head Beach Hotel" is perfectly...
Aloha Villa 204: 4BR Oceanfront Villa at Turtle Bay
🌺Step into island luxury at this stunning oceanfront villa at Turtle Bay Resort, nestled on Oahu’s legendary and breathtaking North Shore. Surrounded by crystal-clear waters, world-class surf, and unforgettable fiery sunsets, this elegant 4BR retreat is where relaxation...
Luxury Ilikai Condo, 2/2, sleep 7, Direct Ocean Front, Fireworks every Friday!
2 Bedroom, 2 Bath Condo With 2 balconies with ocean views from every room! New Luxury Renovations completed September 2020!!! This luxury beach-themed condo offers dramatic ocean and lagoon views that can be enjoyed from every room. Spectacular sunsets! Enjoy fireworks...
Ocean and Diamond Head views from quiet end of Waikiki Beachfront!
Colony Surf #908 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)This sunny, 540 sq.ft. tropical décor studio has wonderful views of the Pacific Ocean and Diamond Head! During winter...
Zen Home with AC, Pool, Near Kailua Beach
Inquire about short stays, we accommodate them where possible. Spend your vacation in our Hawaiian style 4 bedroom, 4 bathroom home a 3 minute walk from Kailua Beach. Our home features a balance of indoor and outdoor living. There is a Zen like courtyard and inviting...
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
This beautiful hillside cottage with stunning ocean view offers the perfect getaway for a couple, small family, or up to four vacationers . Ideal for Military personnel transferring to or from O'ahu who need a month or several months rental. Bedroom has partitioned...
Panoramic Oceanfront & Diamond Head views, just steps to beach. FREE Parking!
Colony Surf Penthouse #6 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)You'll fall in love with the amazing Diamond Head and ocean views from this 540 sqft 20th floor penthouse studio...
Fully Renovated 2BR/2BA Near Waikiki Beach+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...
Luxury Ko Olina O1002 Spacious 3BR: Ocean and Mountain Views
Luxurious Penthouse 3 Bedroom Sleeps 8(1 King, 1 Queen, 2 Twin beds, + 1 sofa bed, + 2 air bed) , 2.5 Bath (3toilets ,2 shower, 2 tubs ), 2 Parking Unit Ko Olina Beach Villas | Kapolei, Hawaii Newly Upgraded (Oct 2024): Washer, dryer, and dishwasherNew sofa (April 2025...
Deluxe Garden View Waikiki Banyan, Free Parking
Waikiki Banyan Tower 1 Suite 708Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Fully Remodelled View Condo Near Waikiki Beach with Free Parking/WiFi
Hawaii Tax ID No. TA 200-103-3216-01, 2020 NUC No. 90/TVU-1102Contact Owner Debbie for more information.Please note: Pool and Recreation Deck will closed for upgrading in 2025-2026. No refund or discount will given during this period. The Condo is located one block from...
Panoramic Ocean Views Remodel - FREE Parking/Wi-Fi, AC, Washlet, Sleeps 6
Ilikai #1944 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful condo at the world-famous Ilikai, made famous by Hawaii Five-O. This 19th floor corner unit has magnificent views of the Pacific Ocean, Duke Kahanamoku Lagoon, and Waikiki...
2 Bedroom, 2 Bath Condo With Mountain And Water Views In The Heart Of Waikiki
Located in the heart of Waikiki along the Ala Wai Canal, with beautiful views of the mountains, water and golf course. This two bedroom condo will provide the perfect base of operations for your vacation. Walking distance to Waikiki beach, Honolulu Zoo, restaurants and...
Deluxe Waikiki Ocean Front Suite - Ilikai
Enjoy stunning sunsets from your private balcony while sipping a glass of wine. This condo stands out because it has full, direct, unobstructed ocean views overlooking the Waikiki Marina... not peek-a-boo views.You'll see ocean views from EVERYWHERE in the condo.This is...
Beachfront, Sweeping 14th Floor Ocean Views, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #1408 – 2161 Kalia Rd.You'll delight in the spectacular ocean view from this beautiful one-bedroom condo (706 sqft) right on the beach in Waikiki! Just imagine stepping right from the building onto world famous Waikiki Beach! After a day shopping or...
New Remodel, Pool, Beach Access, A/C - Kuilima Estates West
Relax and unwind with your family in modern luxury. We’re excited to share with you our newly renovated oceanside condo. Nestled perfectly between the North Shore of Oahu’s world class surfing destinations and world famous golf courses - you’ll never be without endless...