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.
Hawaii Kai Dream with large lanai, ocean views, & a home office - near beaches
Hawaii Kai Dream - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Prepare to be wowed by unforgettable views at this 4BR/3BA home, ideally situated in Honolulu’s...
WB 2108-1 Deluxe Ocean View Waikiki Banyan Condo, 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. Aloha and Welcome to...
Renovated Beachy Studio at Hawaiian Monarch | Pool
Enjoy ocean and pool views from this spacious studio at the ideally located Hawaiian Monarch. Nestled at the beginning of Waikiki, this unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
Renovated Hawaiian Monarch Mauka Studio | Kitchen
Enjoy panoramic mountain & city views and a full kitchen in this cozy, high-floor Hawaiian Monarch studio. This home features AC, TV, cable, & Wi-Fi. Only a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. Guests enjoy access to...
Kapolei Condo w/ Lanai & Pool Access - Near Beach!
Leave your worries behind and say aloha to paradise when you stay at this 2-bedroom, 2-bathroom vacation rental condo in Kapolei. Boasting 900 square feet, this corner unit is perfect for the family and is situated at the end of the resort for peace and quiet during...
Diamond Head & Ocean View - Free Parking - Walk to the beach.
TA/GE-080-509-7472-011990/NUC-0827 for TMK 260250050267(formerly NUC 90/TVU-1617 )Comfortable family apartment at Waikiki.High floor. Ocean and Diamond Head View.1 block from the beach, located near restaurants and shops.Equipped kitchen.Free WiFi.Free parking for one...
Experience the Best, Waikiki Banyan with Free Parking & Wi-Fi!
Waikiki Banyan Tower 1 Suite 1104Deluxe Ocean and City View Waikiki Banyan Condo, 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 renovation...
Bright Hawaiian Monarch Studio | Full Kitchen
Enjoy amazing views of the Ala Wai Canal and Diamond Head from this bright Waikiki studio. This unit features ac, flat screen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a...
Waikiki Banyan Tower 1 Suite 1104 Deluxe Ocean and City View Waikiki Banyan Condo, 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...
Self contained Studio Apt. with pool, 2 mins from Waikiki beach
Located on the quieter side of the Waikiki Grand Hotel® with a city skyline view, this comfortable 6th floor Queen bed studio apt. has free WiFi & it's own lanai.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
1BST-1 Aston at the Waikiki Banyan: Standard One-Bedroom with Full Kitchen
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Standard...
Stylish studio with private balcony & WIFI - steps to Waikiki beaches
Palms at Waikiki #311Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of island life at Palms at Waikiki with this charming studio unit located in the heart of...
Perfect Waikiki Location, Right Near The Beach!
Located on the 13th floor of Discovery Bay, this beautifully furnished condo offers a spacious layout with stunning views of the 11th-floor pool deck and a glimpse of the ocean beyond. The recently renovated bathroom features a sleek walk-in shower for added comfort....
Aloha Surf 1205 Two Beds, Pool, Walk to WAIKIKI BEACH!
Aloha Surf 1205 - Your Ideal Waikiki GetawayDiscover the epitome of a relaxing beach retreat at Aloha Surf 1205, a delightful studio unit situated in Waikiki. This vacation rental seamlessly blends comfort, convenience, and Hawaiian charm, offering an ideal escape just...
1BMV4 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Mountain views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...
Heart of Waikiki w/ Kitchen - Free Parking - Corner Unit - King Bed - Mountain View
The Royal Waikiki Condominium, is nestled in the heart of Waikiki, Hawaii's number one vacation destination. Units are just a few minutes walking distance to numerous restaurants that range from casual to fine dining, shops, nightlife and the world famous Waikiki Beach....
Kuhio Village 202A Waikiki Condo Recently Remodeled
Welcome to Kuhio Village 202A - Your Waikiki Oasis with Ocean Views!Immerse yourself in the vibrant spirit of Waikiki from the comfort of our newly remodeled Kuhio Village 202A condo. This enchanting studio unit offers an exceptional vacation experience in the heart of...
Spacious Aqua Palms Studio | Private Lanai | Pool
Enjoy gorgeous city and ocean views from a private lanai (balcony) in this beautiful studio at the Aqua Palms. Get all the perks of a hotel style stay without the extra fees! Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv,...
1BPO3 Aston at the Waikiki Banyan: 1 Br w/Kitchen & Partial Ocean Views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan, Partial Ocean View...
Welcoming Waikiki Banyan 1-Bedroom | Private Lanai
Enjoy stunning Diamond Head views from a private lanai (balcony) at this beautiful one-bedroom home at the luxurious Waikiki Banyan. Located right off Kuhio Ave and a short walk to Waikiki Beach, this home offers ac, flatscreen tv, wifi, and cable. The Waikiki Banyan...
Royal Kuhio 1604 - Spacious Studio w/ Mountain City Views in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1604, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Breezy Kuhio Village Studio | Private Lanai
This bright Waikiki studio features a minimalist design, yet includes all the essentials for a great stay! Located at the secure Kuhio Village building, right off of Kuhio Ave., our guests enjoy easy access to the newly built International Market Place, lively Kalakaua...
Aqua Aloha Surf Waikiki 1111 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1111 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 374 St FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
Beachfront hideaway with breathtaking views & modern updates - steps to sand
Sea Turtle Cottage - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the islands at this charming 1BR hideaway! Enjoy a stunning beachfront locale with...
Just Remodeled Ocean View Waikiki Banyan Penthouse! Free Parking!
Waikiki Banyan Tower 1 Suite 3710Just Remodeled (January 2025) High Level Ocean View Condo, 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...
Deluxe 2BR Condo in Waikiki!Convenient and clean 2BR unit with 3 full beds and 1 twin size trundle on the 16th floor in Luxury Allure Waikiki!Building amenities include pool, hot tub, and BBQ area. Friendly staff and solid management!Free internet and parking!Minimum...
Travel Destination! Outdoor Pool, Sundeck, Minutes to Magic Island & Shangri La
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦...
Royal Kuhio 1812 Corner Unit w/ Ocean City Views + Parking Included!
Royal Kuhio - Located in Heart of Waikiki This unit includes 1 Parking stall. 1 Bedroom / 1 Bathroom 18th floorFloor: 18th floor Beds: 2 Full size beds + 1 queen size sofa bed(AC in the living room, Fan in the bedroom)WIFI + TELEPHONE: Wifi and local calls are...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1222-3
Welcome to Coconut Plantation 1222-3, where vacation dreams come true (and Mai Tais flow like waterfalls). This enchanting villa in the lush paradise of Ko Olina Resort is your ticket to a serene escape—or an epic family adventure.Walk into a living room so comfy, it...
Iconic Ilikai Hotel condo on the 18th floor steps away from the beach!
Iconic Ilikai Hotel condo – 18th Floor unit – Enjoy well-appointed comfort and convenience with walking distance proximity to beaches, shopping, golf courses, restaurants, and much more!Condo Features:• King-size bed• Sunrise city views• Full kitchenBuilding Amenities:•...
Home with ocean views, studio, large lanai, koi pond, washer/dryer
Seabreeze Hawaii Kai - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape from the hustle and bustle of everyday life to this slice of paradise! You are sure to...
Aqua Aloha Surf Waikiki 1106 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1106 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 361 St FtA surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun...
Ocean-view corner condo with fast WiFi & lanai - walk to beach -90 night minimum
Mid-Century Modern Tropical GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire expansive vistas from this modern corner condo, overlooking the mountains, the city, and the...
Beachfront Family Dream Vacation in Tranquil Home Along the Waianae Coast
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 new to our inventory. Reviews are coming soon. Please rest assured this home is...
Aqua Aloha Surf Waikiki 1609 Deluxe Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 1609 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) king bed, (1) Queen Sofa Sleeper, Sleeps 4, 503 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Waikiki Paradise: Oceanview Condo W/ Free Parking
Waikiki Banyan Tower 1 Suite 2808Deluxe Ocean View Condo 2 Queen Beds in Waikiki, 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 renovation...
Luana Waikiki Oceanview High Floor Condo
Luana Waikiki is one of the most popular, best-located, authentically Hawaiian hotels in the heart of Waikiki Beach. Enjoy your gorgeous unobstructed oceanview (the beach is only a 5-8 minute walk). You are on Kalakaua Avenue - the heart of Waikiki - with all of the...
17FL Waikiki Condo, Ocean Views, Walk to Beach
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Stay in this inviting 600 sq ft 1-bedroom condo at Waikiki Banyan Tower 2 (Mauka), ideal for families or...
Timeless Ossipoff, Beachfront Oasis!
Relax in this timeless beauty 3-bedroom house in Honolulu. This gorgeous Ossipoff designed property features 1 king bed, 1 queen bed, 2 twin beds+an extra futon sofabed, perfect for a family or group of friends. With 2.5 bathrooms equipped with luxury amenities, guests...
Modern & Chic Ocean View Waikiki Beach w/ 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...
Aqua Aloha Surf Waikiki 906 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 906 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed, (1) Full/double Futon, Sleeps 4, 361 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Hawaii Studio directly across the street from the Ocean in the west side!
On the westernmost part of Oahu (the Leeward side) is the Waianae Coast. The beauty of Waianae is in the people, the stories, its deep Hawaiian culture, the hiking, and the breathtaking beaches here. Relax and enjoy the west side, away from the hustle and bustle of the...
Oceanfront W/Kitchenette - Waikīkī Grand #709
Castle at Waikīkī Grand #709: This tastefully decorated ocean-view studio with a kitchenette provides everything you will need for your trip to paradise! Large floor-to-ceiling windows allow for plenty of natural light to fill up your room, cool tile flooring, air...
1BPO1 Aston at the Waikiki Banyan Partial Ocean View 1 Br w/Kitchen
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Partial...
Central HNL Condo, Bike-Bus Friendly, Pet-Friendly!
This centrally located condo allows you to quickly access all the main attractions in Honolulu, including world-famous Waikiki (10-15 min drive), the main beaches and shopping centers, University of Hawaii, Downtown, and much more. For healthcare providers, the main...
Panoramic views to die for! Lux 2BR | Free parking
This luxury 2 bedroom, 2 bathroom ocean view prime corner unit is a fully furnished retreat with stunning panoramic views in every room, gorgeous unobstructed sunsets every evening and gleaming shoreline city lights every night! FREE PARKINGWalk out the back of the...
Hotel Studio Near Mountain View Waikiki Seaside Monarch Paradise Full Kitchen
Beachfront Location: Waikiki Seaside Monarch Paradise Hotel Studio Near Waikiki in Honolulu offers direct beachfront access and stunning mountain and city views. Guests can enjoy free WiFi, an outdoor swimming pool, and complimentary bicycles.Spacious Accommodation: The...
Wake up to stunning Pacific Ocean views and unwind in paradise!
Experience breathtaking ocean views from this spacious and fully furnished 1-bedroom condo, located on the 20th floor. Enjoy the comforts of home with a full kitchen, a plush king-size bed, and a cozy living space designed for relaxation. This condo features central...
Radiant Hawaiian Monarch Studio | Pool + Gym
Spacious Hawaiian Monarch studio with Ala Wai views located at the beginning of Waikiki. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured...
The spaceAbout the Room:Thoughtfully renovated in Sep 2025 with style and comfort in mind, this condo-tel features two queen-size beds that meet hotel-quality standards, enhanced with cozy touches and extra amenities for an exceptional stay.With these added amenities, I...