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.
Diamond Head Views! Freshly renovated! A/C, Parking and Wi-Fi Included!
Waikiki Banyan #2603-T1 – 201 Ohua Ave.Fresh and modern, you'll love the feel of this contemporary one-bedroom air-conditioned suite (533 sq.ft. plus lanai with table and chairs) at the repeat-guest favorite Waikiki Banyan! Gorgeous Diamond Head, Kapiolani Park, and...
Luxury Ko Olina - Spacious 3BR - BT304 Beach Paradise Ocean Views
Luxurious 3-Bedroom Beach Tower Villa | Sleeps 6-8 | Steps from the Lagoon Ko Olina Beach Villas | Kapolei, HawaiiNewly Upgraded (Oct 2024): Washer, dryer, and dishwasher!Villa Features:Spacious 3-bedroom, 2.5-bath villa (1 King, 1 Queen, 2 Twin beds, + 1 sofa...
Pakele Oahu by AvantStay | 5 Min to Makaha Beach
Welcome to Pakele Oahu, your dream getaway in Makaha Valley! Step into this former developer's model home, a haven of comfort and style. Immerse yourself in a spacious single-level residence adorned with upgraded features that redefine tropical living. The best part?...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! BUDGET-FRIENDLY condo but with great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center, and exploring the beautiful beaches in the world! We are not a part of the hotel,...
Majestic Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #2807 – 229 Paoakalani Ave.Savor fabulous mountain views by day and sparkling city lights at night from this 28th floor, one-bedroom condo (546 sqft plus access to lanai from bedroom with small table and chairs). Central AC, free Wi-Fi, Washlet! 4-person...
High Floor with GREAT Ocean Views! A/C, Washer/Dryer, FREE Parking and Wi-Fi!
Waikiki Skytower #2804 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585sf plus 90sf lanai with table & chairs)! With only 4...
Tropical Getaway perfect for families, near beach, free wifi
The condo offers a cozy and comfortable stay, featuring one bedroom, a loft, and two bathrooms—one on each floor. This is a great opportunity to enjoy a lovely condo at an affordable price, located just minutes from numerous activities.Our place is clean and inviting....
Oceanfront Waikiki/Ilikai Condo w/Stunning View and Parking Included!
Oceanfront Ilikai Condo — with on-site Parking & Incredible Views!Experience one of the best views in Waikiki from this beautiful 15th-floor condo in the iconic Ilikai Hotel & Luxury Suites — with on-site, secure parking (a $50/day value included!).Step onto your...
Resort Living Off the Beaten Path AC, WIFI, and Fully Remodeled Bathroom
The fabled North Shore of Hawaii is a hidden jewel off the beaten path. Enjoy wonderful dinners watching the sunset on your peaceful breezy lanai.This spacious condo has 1 bedroom, 1 bath, plus loft with 2 queen beds and is fully air conditioned and can sleep 6. Kuilima...
Private Waterfront House AC & Fast Wi-Fi 30 Day
This house is all about being right on the water. A seawall provides protection from waves at high tide. A North Shore Beach House with the comforts of a nice home ideal for long term stays. Local pickle ball played right down the street. 30 Day Minimum ContractIncluded...
Hale Makai at Diamond Head – Oceanfront Estate
Ideally positioned along Honolulu’s prestigious Gold Coast with Diamond Head Crater as its backdrop, Hale Makai at Diamond Head is a licensed nightly oceanfront rental (NUC 90/TVU-0390) offering luxury, privacy, and the rhythm of true island life—just three miles from...
Turtle Bay - Relax In Paradise - Kuilima Estates West
Aloha ! Welcome to my condo located at 57-101 Kuilima Dr. Kahuku Hawaii 96712. My condo is clean, well maintained, and comes with many amenities . Some amenities are Tennis rackets, bodyboards, snorkel and mask sets , beach towels, beach chairs, and more. Full access to...
Wake Up in Paradise, Two Queens, Lanai, Sofa, Near Waikiki Beach and Shops
This listing is for a room within a hotel.✦ Your room is 506 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Extraordinary Listing on the Block! 2 Story Condo Renovated!
***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....
Lucky You! 2 Lanais! Breezy studio, so close to beach,
Lucky you! This breezy, roomy studio is ideally located .. walk steps out the front door to all the eating and shops you need, or, walk out the back door and be at the beach in less than 5 minutes! This tropical themed studio has a comfortable double bed, a bathroom...
Lovely Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking! Sleeps 2
Marine Surf #1102 – 364 Seaside Ave.Check out this beautifully furnished contemporary 11th floor studio in the heart of Waikiki, complete with resort-style kitchenette, comfortable King size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking space. Building...
5 minutes from Waikiki Beach, Ocean Views, Free Parking, Wifi & Cable TV
Waikiki is Hawaii's number one tourist destination. The penthouse condo has ocean views and is steps away from Waikiki Beach and has a partial view of the iconic slopes of Diamond Head Crater. It is a short walk to the Hilton Hawaiian Village, Hale Koa and Royal...
Makaha Beach Front Luxury Bamboo Compound Resort
Take the country road out to West Makaha's Crystal Blue Waters. Feel the ocean breezes where Bethany Hamilton's soul surfer movie was filmed in the waves in front of our very unique new beachfront luxury bamboo compound resort with over 150 feet of sandy beach!! - all...
#03 Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
LEGAL LICENSED SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2059 LICENSE# 90/TVU-0004 TAX MAP KEY: 1-5-7-005:007 This home is NOT affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a...
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Summary:Indulge in relaxation and rejuvenation as you take in the breathtaking ocean and mountain views from the living area windows of this peaceful and comfortable house. With convenient access to tropical beaches, surf spots, and hiking trails, your Hawaiian...
Ocean View Condo - Ilikai Marina Waikiki Honolulu
Welcome to my place here in Waikiki with a queen bed in the bedroom and a queen bed sofa couch. There is a solid sliding door between the bedroom and the living room area. (wood door)The entrance to Ilikai Marina Condo is on Hobron Lane just past the Red Lobster...
Pacific Monarch Top Floor Condo with Ocean, City and Mountain Views!
Soaring above Waikiki on the 32nd floor of Pacific Monarch, this stylish one-bedroom retreat offers the perfect blend of island charm and resort-style luxury. The elevated location provides sweeping views of the Pacific Ocean and Honolulu skyline, creating a...
Coconut Plantation in Ko Olina. Special Pricing April through May 2024!!
Experience Ko Olina by staying in this resort style townhome, on the South-West coast of Oahu. The translation of Ko Olina is, “Place of Joy,” and was considered a quiet retreat for the ancient Ali’i, or Hawaiian royalty. Eventually the land was bought and the four...
Marriott Ko Olina Beach Club - Studio - Includes Tax, Parking and Amenities
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3 - 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...
Relaxing 4th floor 3br/3ba villa with Pool View - Ocean Tower Beach Villa
*New furnitures as of April 2025, new sofa sleeper, coffee table, TV's, dressers, mattresses etcAmazing 1,699 sq. ft. 3 bedroom, 3 bath villa located in the beautiful Ko Olina resort on the quiet west side of Oahu.The lap pool is perfect for an early morning workout or...
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or Hawaii Convention center is in walking distance. Feel at home with split AC, cable TV, and FREE...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
Ocean Front-Ocean View Condo Free Parking & Beach Gear
One of the best ocean view apartments in Waikiki, ideally located and the best equipped, with everything you will need to have a wonderful vacation. It has been beautifully remodeled and decorated, with many wonderful island-style furnishings, antiques, art objects and...
Beautiful OCEAN & CANAL View - Waikiki Studio
This fully furnished, higher floor, Hawaiian Monarch studio has stunning ocean and Ala Way Canal views where you can relax and enjoy your wonderful, Hawaiian vacation. Slide open the windows and enjoy the fresh air, or leave them closed and turn on the A/C. It is within...
Welcome to Hale Luana ~ The House of Comfort and Ease, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming vacation rental offers a perfect blend of comfort, luxury, and convenience, making it an ideal getaway for families and couples alike. Step...
Kai Aniani – Beachfront on Oahu's North Shore
Sea of Glass is an architecturally stunning beachfront home on the North Shore of Oahu, completely remodeled in 2018. The A-frame design is accentuated by windows that face Mount Ka’ala, the tallest mountain peak on the island to the south, and wall-to-wall sliding...
Majestic Mountain Studio Retreat
Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees, wild peacocks, & famous beaches.You take a sunrise/sunset stroll around the gated neighborhood (w/24hr security) and return...
2BR/2BA Close to Waikiki Beach w/ Free Parking!
Summary:Discover paradise in our inviting 2-bedroom, 2-bathroom condo for up to 6 guests brought to you by Midway Vacations. Just steps from the iconic Waikiki Beach, you'll be surrounded by fantastic dining and shopping options. Enjoy free parking and high-speed...
Waikiki Luxury Penthouse 30 Days Rental
A luxury penthouse in a new secure boutique building in Waikiki featuring 17' ceilings, skylight, wood floors, granite counter tops, high-end appliances, wine refrigerator, designer furniture, fine artwork, spectacular marble bathrooms, jacuzzi bathtub, filtered water...
Near Waikiki Beach, Spacious Studio With Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 4/20 - 5/16/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Luxe Life on the Ocean’s Edge w/Wraparound Lanai, Kitchen–Waikīkī Shore 500
Embrace paradise with the Pacific at your doorstep! Gorgeous ocean vistas sweep into this spacious 1,190 sq ft open-style corner suite with wrap-around lanai off the living area and master and guest bedrooms. Prepare farmer’s market fare in the full kitchen to share at...
Upgraded Spacious Corner Unit – Beautiful Ocean View
Aloha and welcome to our condo at the Waikiki Banyan, a premier resort located one block from Waikiki beach. Our suite is a corner unit on the 12th floor of Tower 1, facing the ocean and Diamond Head.Since this is our own getaway too, we’ve stocked it with everything we...
Turtle Bay Top Floor Studio unit 164 @ Kuilima West
North Shore Escape at Turtle Bay | Kuilima Collection Loft StudioDiscover the authentic North Shore Oʻahu lifestyle at this cozy Kuilima Collection studio loft, located in the heart of the iconic Turtle Bay Resort area. Nestled alongside the lush fairways of the Fazio...
CORNER Unit with 11th Floor Waikiki Ocean, Lagoon & Marina Views! Washlet!
Ilikai Marina #1180 – 1765 Ala Moana Blvd.CORNER UNIT! Incredible panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; and stunning sunsets! Bring your binoculars!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect...
Ko'olau Mountains & Ala Wai Canal Views - City Lights Sparkle at Night!
Waikiki Banyan #3205-T2 – 201 Ohua Ave.Enjoy beautiful views of the Ko'olau Mountains by day and city lights by night from this contemporary 32nd floor, air-conditioned one-bedroom suite (557 sq.ft. plus lanai with table and chairs). 4-person max.The Waikiki Banyan is a...
Sweet Blue Hawaii! Ocean View! No resort Fee!
Welcome to our Sweet Blue Hawaii! Newly remodeled, and decorated with pieces from local artists! This cozy studio is situated in the heart of Waikiki, 2 minutes walk from one of the most famous beaches in the world! The studio comes with everything you need to enjoy a...
DIRECT SANDY BEACHFRONT just steps away fr the patio.Ground Fl.condo 1bed2ba2pkg
Situated in the destination spot on the north shore of Oahu in Haleiwa Town. As soon as you step into the condo, the beautiful blue ocean view takes your breath away. Listen to the ocean waves while relaxing on the patio or step onto the sandy beach perfect for...
Family Friendly, Fully Furnished Villa In Ko Olina Resort near the Golf Course
Welcome to paradise! This beautiful Villa is nestled in the quiet neighborhood of Hillside Villa. You will love having breakfast ein your private lanai surrounded by palm trees and blue skies. This Villa has 3 bedrooms and can sleep up to six guests. This villa has 3...
1610 🌸 free parking 🚙🅿️, fast WIFI💻
Island-inspired, tastefully furnished & decorated apartment with all the amenities you would expect to find during your perfect vacation.Much larger than a standard hotel room with large lanai ( balcony ) overlooking vibrant Waikiki.Continuously maintained and...
Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished &...
Spacious Family Home With Gorgeous Sunset Views of Diamond Head
This is a truly a local style experience property and the area of Kahala is full of the best of the best of locations on the Island of Oahu with everything close by: City Life , Awesome Beaches , Great Dinning , Tropical Hiking Trails & Views Galore , Look at the Famous...
Upgraded Beachfront Studio on Quiet Waikiki beach with Swimming/Surfing!
Colony Surf #406 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Upgraded Beachfront Studio on Quiet Beach Near Waikiki!On the quiet end of Waikiki, on Oahu's sought-after Gold Coast at...
Magnificent Waikiki Mountain Views! Free Parking, Wi-Fi, Pool & More!
Waikiki Sunset #2503 – 229 Paoakalani Ave.Enjoy the lush greenery of the Ko'olau Mountains and exquisite Hawaiian trade winds from your private lanai! This cozy rental features central A/C, a full kitchen, and free Wi-Fi—perfect for couples and small families!The...
Ocean/Diamond Head Views, High Floor, A/C, Washer/Dryer, WiFi, Parking!
Waikiki Skytower #1803 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this contemporary high floor condo with partial Pacific Ocean and Diamond Head views (602 sq.ft. plus lanai with table & chairs)! With only 4 condos per...
Amazing Sunset Views, Renovated & Furnished Condo at Ilikai Hotel!
This condo is located on the 18th floor of the Ilikai Hotel. This beautiful condo is the most sought after 43 stack with incredible ocean views off both lanai, whether you want to sun bathe or enjoy a sunset dinner! Nothing was spared in making this the best condo...