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.
Ilima Suite at The Ilikai | Short Walk to Beach!
Summary:This property is professionally managed by Grand Welcome Vacation Rentals. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Ilima Suite is a cozy condominium at The Ilikai featuring an ocean view. Located in the Ala Moana and...
Turtle Bay Resort 166 - Kuilima Estates West
Turtle Bay Resort 166Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An ideal tropical getaway awaits at this stylishly remodeled 1BR condo, located on the third hole of the Turtle...
Fairways 33F: Luxe Ko Olina Villa with Serene Lanai & Pool
Experience the relaxed elegance of island living at Fairways at Ko Olina 33F by Gather, a welcoming retreat tucked within Oahu’s exclusive Ko Olina Resort community. This two-story, 1,250-square-foot villa combines the comforts of home with the serenity of a tropical...
Hip and Modern Design at the Waikiki Grand Hotel® - 2 mins to Waikiki Beach
Legally permitted rental - 134 Kapahulu Ave 322** For your health and safety, we utilize additional Sterilization procedures between reservations.Lemond Road larger ft² with plenty of spaceSleek and modern, remodeled from top to bottom & with one of largest floor plans...
Lovely apartment with ocean views - near beach
The Banyan 3804Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy all that Waikiki has to offer! This colorful unit is perfect for small groups with a king bed, sofa bed, and full...
Stunning City Lights Specious Condo – Steps to Waikiki Beach
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiThe Ilikai building has begun a major exterior improvement project, including spalling repairs and full exterior painting, carried out by a licensed contractor. This is a large-scale...
Cozy condo with pool, hot tub, & sauna - private lanai, ocean views
Island Colony 4108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This cozy, efficient condo in the heart of Waikiki offers guests a large shared pool with sundeck, hot tub, and...
Turtle Bay Paradise Family Beach Getaway - Kuilima Estates West
TA-045-144-4736-01 Legal Rental #1791 TMK#570010290133 ALOHA!!Enjoy Your Tropical Hawaiian Getaway in our Family Friendly Beach Home, Paradise in Turtle Bay! Clean and comfortable, our air conditioned Wi-Fi enabled condo is a Perfect Rejuvenation Beach Escape for...
Tropical Splendor! Ocean View w/Wraparound Lanai and Kitchen–Waikīkī Shore #600
With chic décor and touches, this luxe 1,190sf corner suite defines tropical splendor! Friends and families embrace the space and amazing Pacific/Diamond Head panorama flowing from the wrap-around lanai into the open-style living area and gourmet kitchen for “at home”...
1 Bedroom Condo, 2 Queen Beds, Full kitchen & Free Parking
** As of April 2025 for approximately 10 - 14 months the pool deck at the Waikiki Banyan will be closed for renovations **The Waikiki Banyan is the perfect family friendly central location in Waikiki. A large swimming pool and several safe outdoor areas to relax and...
Renovated Ocean Front 1 Bedroom! Ilikai Marina (IM92)
Firework! Great Ocean View! Ilikai Marina (IM92)In the sunFeel the sunWalk barefoot on the sandFeel the OceanRelaxEveryday sunny daySoak up Nature While In Hawaii!!This modern studio is bright thanks to the top to bottom windows. The studio offers a fully equipped...
Chic Deluxe City View Studio - Waikīkī Grand #519
Castle at Waikīkī Grand #519 - Style and playful modern décor make this 363 square-foot Deluxe City View Studio w/Kitchenette the perfect couple's retreat! After check-in, prepare your kitchenette meals in a kitchen that has a refrigerator for all your local finds and...
Gorgeous Ocean/Marina Views at the World-Famous Ilikai!
Ilikai #1327 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 13th floor studio at The Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful places...
Newer to CS rental market! Completely redone w/quality finishes & furnishings.
Amazing completely remodeled Diamond Head/Ocean view Colony Surf condo by renowned Japanese designer. Every detail meticulously crafted to satisfy the most discriminating traveler.This Diamond Head side of Colony surf allows spectacular views of white Fairy Terns...
Beach condo on ground floor. contact for 30 day or more rental discounts
workcations/staycations welcomed. message for special rates- fees normally 125 a night. special promotion $95.00 a night. Enjoy the island from your private secured condo unit on the west side of the island. Enjoy each day traveling the island experiencing what the...
🎙'Music & Love'❤ is in the air -Bar & Pool onsite - WAIKIKI GRAND HOTEL® 308
You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Honolulu Zoo, just a short walk away. Spend some time at the beach (enjoy the sun...
Communal Pool & Deck, Just 1.5 mins from Beach Plus WiFi Included!
Legally permitted rental ☼WAIKIKI GRAND HOTEL®☼ 134 Kapahulu Ave #600** For your health and safety**we utilize additional Sterilization procedures between reservations.Located on the cooler and quieter side of the Waikiki Grand Hotel. The unit is located in one of the...
Waikiki Beach 2-Bedroom Vacation Condos....Ideal Central Locale
Welcome to your own 2-bedroom Waikiki Beach vacation Condo Rental..Ideally Located in the heart of Waikik, only 1/2 block to the beach and near the famous International Marketplace. Enjoy the spaciousness of your own Waikiki Condo Rental, 2bedroom/2bath, with full...
Charming 1Bedroom - Surfing, Sunset, Yacht, Firework Ocean View!
Ilikai Marina High Floor! Best View! (IM692). This vacation rental will make your trip the best in your lifetime!!The view from the room is super and room rate is also amazing. The rate will be a less than a half of other vacation rental rooms in Ilikai Marina!!You can...
Aston Waikiki Banyan 1BST2 | Pool & Hot Tub
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: Standard...
Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head View
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.❤This is actually one of my favorite suites at the Waikiki Grand Hotel®, not only for the price but the...
Reminiscent of old school Hawaii. Bright, fully renovated, condo.
Reminiscent of old school Hawaii. Bright, FULLY RENOVATED (2018) and beautifully furnished! Hawaiian King offers all the conveniences of Waikiki with the International Market Place just across the street, you're a quick stroll next to a number of restaurants and...
34th Floor Studio with Free Parking
This 34th story condo features everything you need- Free covered parking, new furnishings, cappuccino coffee maker, king size bed and queen size sofa bed, cable TV, beach gear and sports equipment. Walking distance to beautiful white sandy swimming beach, Waikiki, Ala...
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Updates Scheduled for April 2025 - Lower Rates Before Update Panoramic, 180 degree Ocean, Harbor and Sunset ViewSpacious 1 Bedroom, 1 Bath CondoFully Equipped Gourmet KitchenBeautiful Rattan Upholstered FurnitureVery Comfortable Full King Size BedFoldout Queen Size...
Classy Renovated Studio in Marine Surf Waikiki with Free Parking!
The cheapest vacation rental rooms in Marine Surf Waikiki!!The room rate can be less than a half of other Marin Surf rooms. And less than a third of other hotels in Central Waikiki!!This room is not like hotels, we have the full kitchen and also parking!!This recently...
2 Double Beds & Full Kitchen Overlooking the Pool
Close to skiing, sailing, and more, this smoke-free apartment brings it all within reach. Waikiki Beach and International Market Place are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return, you can unwind by...
The Best Rate Ever!! Pacific Monarch Partial Ocean View Room!! (PM04)
Feel the Hawaiian breeze from Large window (PM04). One of the most affordable rooms in Pacific Monarch and all over Waikiki. You will be suprised with the high quality of the room with the price!! This classy studio will become a nice castle to recharge for a new day...
Per Oahu law, all bookings must be for a minimum of 29 nights. If you plan to stay less than 30 days, that's OK but your booking will still be for 30 days per Oahu Law and the monthly rental fee will NOT be pro-rated based on the actual number of days you plan to occupy...
Turtle Bay Wicked Wahine - Kuilima Estates West
Perfectly located ground floor unit on the 1st tee of the Fazio Course with the Turtle Bay Club House out your back door and beautiful sunset views. The lovely 2 bedroom with a loft and 2 bathroom unit has tile flooring throughout the unit. Walk-in shower upstairs and...
Ocean and City View 2 Bedroom 2 Bath Condo w/Free Parking and Free WIFI!
Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306
Updated in 2015, this one-bedroom one-bathroom suite with Pacific Ocean views is the perfect home away from home! You’ll love the Hawaiian décor, including wooden paddle ceiling fans, modern wicker furnishings, and vibrant paintings. The tiled kitchen has a modern...
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between reservations.Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen...
Luxury Oceanfront Condo in Waikiki – Stunning Views & Prime LocationExperience the beauty of Waikiki Beach from this exceptional oceanfront two-bedroom, two-bath condominium at the renowned Ilikai, famously featured in the original Hawaii Five-O series. Wake up to...
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.
Summary:Panoramic scenic views! Ocean waves by day, skyline by night. 10 minute walk to Waikiki beach, 15 minute walk to Ala Moana mall. Located in most popular resort area, perfect for shopping, eating and sightseeing! Restaurant, coffee shop, and convenience store...
High Floor, Partial Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2202 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful 22nd floor vacation rental with partial ocean views from the living room and kitchen! Contemporary design and close to everything! This quiet corner...
1 BR w/ Great City Views, 3 mins to Waikiki Beach!
Summary:Charming one-bedroom condo nestled on the 8th floor of the Pacific Monarch, offering stunning Waikiki city views. Delight in the building's rooftop pool area, boasting breathtaking views of the ocean and cityscape. Conveniently situated within walking distance...
⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®
Legally permitted short term rental⛰134 Kapahulu Ave 811⛰⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.Gorgeous Balcony Suite with Incredible Views, in a Prime location.My place is close to Waikiki Beach and overlooks...
City View Studio w/AC, Free WiFi, & On-Site Restaurant- Walk to Waikiki Beaches
Ilikai Marina 883Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy comfort, convenience, and a prime harbor front location at this bright 8th floor studio in the iconic Ilikai...
Kuhio Village 804A Prime WAIKIKI Private Apartment
Kuhio Village 804A Prime WAIKIKI Private ApartmentWalk into a comfortable and quiet studio with all the essentials that will give you a home like feeling. Enjoy a night's rest in a queen bed with linens provided after a fun day of soaking that Hawaiian Sun and lounging...
Say “Aloha” to Ocean Views, Free WiFi, Modern Kitchenette – Waikīkī Shore 1214
It’s hard to not love this fabulous deluxe ocean view studio. You’ll adore all the upgrades, which were completed in 2014. The kitchenette has new stainless-steel appliances, modern wood cabinetry, and new tile floors. There is a quaint table for two, for casual dining,...
Perfect One-Bedroom Unit with an Ocean View! Ilikai Hotel, Great Location! Going fast! A++++
1 Bedroom Standard Lagoon View on the 19th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This rare, high floor, most sought after and...
Aloha Surf 14th FL Upgraded Studio 6mins from Waikiki Beach
Professionally managed high floor studio, with queen bed and desk area - Located in central Waikiki you are 3 blocks walking distance to the world famous Waikiki Beach - check out the new International Market Place - or hang out by the on-site swimming pool - enjoy your...
Clean studio at the heart of Waikiki!!
Clean studio at the heart of Waikiki!! Cable and high-speed internet are free! Spacious Lanai!Minutes away from Waikiki Beach. Walking distance to Kalakaua Avenue for shopping and restaurants.The kitchen has been remodeled with granite counter tops and stainless steel...
Beach Bliss w/Awesome View, Hawaii Decor, WiFi, Full Kitchen–Waikīkī Shore #802
This two-bedroom two-bathroom suite, furnished with island-style décor, a full-size kitchen, breakfast bar with seating for six, furnished lanai, and washer/dryer, is the perfect home away from home in Waikīkī. You and your family will love the spacious accommodations,...
Turtle Bay Condo: Hawaiian Style & Cozy - Kuilima Estates East
Our condo was carefully designed and decorated to provide a cozy, Hawaiian home feel. It is located on the North Shore , Oahu, which is famous for Turtle Bay and it's Kuilima Point. Home to the best of Oahu's beaches, surfing, golfing, horseback riding and more. If you...
2 Double, Hilton Waikiki, 2 Blocks away from Waikiki Beach, Pool - 2 Units
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for 2 separate rooms within a hotel. The price shown in the...
Mountain-City Views Condo at the Waikiki Landmark 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.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Waikiki Penthouse w/ Incredible Views & Pool Sleeps 6 guests
Legally Permitted Vacation Rental444 Niu St, Penthouse 303Honolulu, HI 96815Nestled in the Heart of Waikiki this dream condo will have you returning year after year, whether it be for a short rejuvenation in the aloha sun or a month-long escape from the Winter rains and...
Rare 3 Bedroom heart of Downtown!
Prior to booking please read our "Host Disclosure"(Based on availability & length of stay, Parking Fee may be waived - pls inquire)This spacious unit is located in the same building as the Aston Hotel at Executive Center downtown Honolulu. You will treat yourself and...
Super Amazing Last minute Deal for King Bed w/Kitchenette
Legally permitted rental - 2425 Kuhio Ave. #702** For your health and safety, we utilize additional Sterilization procedures between reservations.** Our Suite Includes All taxes and Fees - Nothing to Pay on Arrival.This studio suite is complete with a 2 burner cook-top,...