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.
Deluxe 1 bedroom, 1 bathroom with beautiful ocean views at the Waikiki Shore
Waikiki Shore unit 508 has deluxe one-bedroom one-bathroom and is the perfect mixture of modern island styles. You’ll go crazy over the Waikiki beach Pacific Ocean views from your furnished lanai. This unit has a full-size kitchen with stainless steel appliances,...
New home. Stunning ocean and mountain views. 5 Minutes from the beach
Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki.It is surrounded on 3 sides by the majestic mountains of the Makaha Valley, with the shores of the Pacific Ocean to the west. Enjoy a day at one of...
Fully Renovated Corner Unit a Block to Waikiki Beach!
Ni'ihau Apartments #505 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! Recently renovated (2019) from...
Hale Moana | Ko Olina Beach Resort!
Summary:Kick your feet up at Hale Moana in Ko Olina, the newly-renovated villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates Kapolei's...
Renovated Waikiki Studio! City View, Full Kitchen, Free Wi-Fi & Parking, Pool
Fairway Villa #811 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! You'll enjoy this modern, renovated (April 2023) 8th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and...
Ko Olina Beach Villas O1004: Oceanfront Penthouse Escape w/Pool & Golf Views
Immerse yourself in the epitome of luxury at Ko Olina Beach Villas O1004 by Gather, a stunning two-bedroom, two-bathroom penthouse perched on the tenth floor of the Ocean Tower. Designed for up to four guests, this villa offers panoramic views of the ocean, golf course,...
Ocean & Diamond Head Vu; Full Kitchen; Free Wifi; 2 min. walk to the beach
Legally permitted rental - 2450 Koa Ave #92Located in the heart of Waikiki steps from the beach, at The Seashore. On the 9th floor of a 10 floor building, near the Hyatt Regency and the Duke Kahanamoku statue. This beautifully and comfortably furnished ocean and Diamond...
North shore beachfront villa on Ke-iki beach
ALOHA!Welcome to our beachfront villa!This three bedroom home is located in a gated community fronting Ke-Iki beach, famous for its sand, surf and sunsets. It's also a great place to catch a glimpse of Humpback whales and spinner dolphins passing in the far-off waters....
Enjoy the Gorgeous Mountain, Canal and Golf Course Views #2120
* Please note: the shower temperature may fluctuate between warm and lukewarm even after setting it, but it’s still fully functional for showering. * Please be advised that there may be unplanned water outages without prior notice from the building...
Turtle Bay Penthouse 164 - Kuilima Estates West
Panoramic golf course views and gorgeous mountains surrounding the Turtle Bay Resort welcome you at the Kuilima Collection | 146 WEST The set up:1 BEDROOM | Super cozy, plush, pillow-top Queen sized bed with A/C and smart TV. Ample closet space and charming garden view,...
Partial Ocean and Colorful Sunset Views!
Waikiki Shore #408 – 2161 Kalia Rd.Just another day in paradise! Imagine stepping right from the building onto world famous Waikiki Beach! You'll enjoy your stay in this 4th floor partial ocean-view condo (706 interior sqft and 124-sqft lanai with table and chairs)....
Sweeping Ocean Views, Remodeled, Steps to Beach, Washlet, Parking! Sleeps 4.
Waikiki Shore #1212 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach!You'll be mesmerized by the incredible ocean views from this beautiful Hawaiian feel contemporary. The open...
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.
Bamboo Waikiki #210. Studio condo with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious studio located in a tropical oasis in the heart of Waikiki. Bright open space...
Luxury 2-Bed/2-Bath Corner Waikiki Shore Condo w/ Ocean Views! FREE Parking!
Waikiki Shore #918 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach! This beautiful Balinese-inspired beachfront condo (renovated 2014) is sure to be your new favorite vacation...
TMK 570010290064nNeighbor island feel - with the benefits of Oahu nearby.
Like being on a neighbor island, with the benefit of Oahu nearby.My unit is on the West side and is a 10 minute walk by to Turtle Bay Resort by sidewalk. Resort has restaurants and dining, the beach, family-friendly activities, nightlife. The unit has 1 bedroom and loft...
Romantic Oceanview Guesthouse. Steps from the Beach!
Just a two minute (75 yard) walk to beautiful Kailua Beach using our private beach access! Air conditioning and Wifi included. This lovely 'hawaiian-style' 700 square foot studio features vaulted ceilings, a large tiled bathroom and a kitchen, as well as beautiful wood...
Upscale 2BR/2BA Ocean View in Waikiki + 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...
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...
Oahu North Shore Serene Home with Ocean & Mountain Views
Book with confidence! This property is professionally managed by Ali'i Beach Rentals.Please Note: No weddings, memorials, large parties, gatherings, or pets allowed.As soon as you see the North Shore Country from the highway, you know you are in for a treat! Oahu's...
Turtle Bay Condo - Kuilima Estates East
This is a legal vacation rental located on the Legendary North Shore of Oahu!Permit #: 2211-CCH-0353TA #: TA-106-244-7616-01GE #: GE-106-244-7616-01Famous North Shore Beaches, Two beautiful Swimming pools, Free Parking, No Resort Fees, AC, wireless internet, second...
Ko’Olina Kai 1041Fn30 day minimum rental in beautiful 2 BR ground floor villa.
This professionally decorated first floor end unit is located in a gated community just a five minute walk to the golf club or the shops at Ko'Olina Station. Each bedroom features a King Bed with lots of pillows, and ample closet space. There are two big screen TVs...
Oceanfront Beach House Makai
Minimum 30-day consecutive rental required. Please contact the Host for availability. Oceanfront 3-bedroom home on private, gated property. This unique property offers year-round swimming, private beach access, and astounding ocean and mountain views.This unique,...
Two bedroom: Steps away from Turtle Bay Resort, AC - Kuilima Estates West
Enjoy the North Shore by staying close to everything when you stay at this centrally-located place. The townhouse is right next to the famous Turtle Bay Resort.Our two-level, one-bedroom plus loft, end unit condo is located on the second floor for full privacy. ***($20...
Hale Kolea - Luxury Lanikai Hillside Retreat
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...
Ocean & Sunset Views, FREE Parking & Washlet!
Waikiki Shore #1304 – 2161 Kalia Rd.How does it get better than being able to enjoy endless ocean and sunset views from your own private lanai? Come and stay in this high floor air-conditioned, ocean-view studio (360-sqft interior plus 61-sqft lanai with table/chairs)...
Waikiki Banyan OCEAN VIEW REMODELED - "Ohana Suite" , free parking, lots of amenities!
Elevate your Hawaiian experience to cloud nine (or rather, the 10th floor) in our Tower 1 property, fitted with two exceptionally comfortable queen beds. Every comfort imaginable, whether it's cooking a meal, BBQing on the 6th floor or enjoying a movie in, we have...
Waimea Point Oceanfront House - with Air Conditioning
Our beautifully remodeled ocean front house, located at Waimea Bay on the world famous North Shore of Oahu, has Hawaiian views you dream about. The cozy house sits perched on the ocean's edge, with the ocean literally just a stone's throw below. We have solar powered...
Tranquil Sandy Beachfront - minimal beach traffic. Like your own private beach
This home's 1700 square feet interior is newly remodeled and has 3 bedrooms, 2 bathrooms. Two bedrooms have queen size beds and one bedroom has 2 twin beds. The bedrooms and living rooms have ceiling fans or you can enjoy the cool ocean breezes. The living room has two...
Ko Olina Beach Villas 610: Luxury 2BD w/ Captivating Views of Ko Olina's Lagoon
Experience oceanfront luxury at Ko Olina Beach Villas B610 by Gather, a breathtaking villa located in the exquisite Ko Olina Resort. This sixth floor two-bedroom, two-bathroom villa with space for up to six guests, offers unparalleled ocean views from almost every...
Impeccable Penthouse - Ocean & Diamondhead Views
PANORAMIC OCEAN, DIAMOND HEAD & KAPOLANI PARK VIEWS. It's a première residential lifestyle ON THE GOLD COAST! A brief 15 minute breathtakingly beautiful walk to Waikiki’s famous beaches, shopping, dining and nightlife.This is not a tired old Waikiki hotel room with a...
Ilikai 1001 Mountain & Waikiki City Views - King Bed, Sofa Bed
BEAUTIFUL WAIKIKI CITY/MOUNTAIN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. 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.Newly...
Kailua Beach "The Pink House" 100 Yards from Ocean
The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we...
Location, Location, Location
I comply with all Hawaii tax regulations. Hawaii Tax ID#: TA-158-127-3088-01Serenity......This peaceful retreat offers meticulous attention to detail and modern amenities on one acre of oceanfront property facing Mokoli'i Island (familiarly known as Chinaman's Hat) in...
Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Let your dream tropical vacation begin when...
3BR Ocean View Condo w/ FREE Parking, WiFi, Walking Distance to Waikiki Beach
3 Bedroom unit located on the 20th floor of a very popular condo. The unit is located in the heart of Waikiki, walking distance to Waikiki Beach, shopping, Honolulu Zoo and Waikiki Aquarium and fine dining restaurants. (World famous Hy's Steak house is located in the...
Honolulu Waterfront Oasis
True Hawaiiana at its best! Luxury 3 bedroom 2.5 bath waterfront home with pool, spa, tiki bar, boat dock, two 60 inch flat screen TV's /DVD movie surround systems, Bose outdoor music near pool, granite, slate, and many more upgrade too numerous to mention. Located near...
Single family home on KoOlina Golf course!
Luxury living at Ko'olina Golf Estates #6. This single level, single family home has a beautiful open floor plan located on the 10th hole of world famous Ko'olina Golf course. This home is highly upgraded with french doors, crown molding, wolf and sub- zero appliances...
Lucky you! Penthouse with 1 bedroom, stunning sea views, great amenities, sleeps 5
Stunning inside and out! From the moment you enter this uniquely decorated safari-themed condo, you'll feel the exciting difference. Step out on the spacious lanai to feast your eyes on the expansive ocean panorama from Diamond Head to a peek of the Pink Lady. Prepare...
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...
Our Penthouse over the Pacific - A true gem that sleeps 4 is lovingly cared for.
Legally permitted vacation rental - Our Penthouse over the Pacific ☀ A true gem that sleeps 4 is lovingly cared for2947 Kalakaua Ave #PH01⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.🛏🛏When it comes to...
NUC 90/BB-0069, GE-014-134-8864-01, TA-014-134-8864-01
Start your day with a stroll on one of the most beautiful beaches in the world. Enjoy the sunrise in Kailua where your Hawaiian holiday truly begins. Kailua Beach is a perfect place to go to 'get-away-from-it-all.' Swim, boogie board, surf, kayak, sail, or windsurf in...
Makaha on the Beach-Back in Time =Direct Oceanfront & Cove
Only 1 opening in 2025 & 2026 September available 30 night minimum2027 has 1 July 13th- August 23rd.Located on a Golden Sandy Beach Cove, we are direct Ocean & Cove front. A rare find, one of the few where sea turtles rest daily. You can see the beach & turtles from the...
Ocean-Sunset Views Designer Condo at The Watermark w/Great Building Amenities
This property is a 30-day minimum rental and is professionally managed by Ali'i Beach Rentals.3/6/23: BUILDING POOL CLOSURE TENTATIVELY FROM 4/6/23 - 5/23/23ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional EPA...
Lovely condo at Waikiki beach 2 Bedrooms & 2 Baths, with 1 free parking space.
Aloha! Thank you for checking out our property.The house has been completely remodeled and is very spacious—almost 1,000 sq. ft. of interior space plus two lanais totaling 150 sq. ft. It features 2 bedrooms and 2 full bathrooms.The full kitchen is equipped with an...
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...
Ko Olina Beach Villas 609: 2BR Villa w/ Stunning Beach Views from Every Window
Step into the world of beachfront luxury at Ko Olina Beach Villas B609 by Gather, a rare gem in the stunning Ko Olina Resort. Located on the sixth floor at Ko Olina’s 2nd Beach Lagoon, this two-bedroom, two-bathroom villa accommodates up to six guests and is one of...
Ko'olina Beach Villa. Steps to the pool and beach!
Amazing beachfront condo in the Ko'Olina resort overlooking swimming pool with beautiful pool and sunset views! Pristine residence features spacious living area and lanai with pocket sliding doors. Enjoy home cooked meals in your gourmet kitchen with island granite...
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...
Newly Renovated Studio Apt, close to Hukilau Beach, with AC & WIFI, 30-day
This cozy studio apartment has recently been renovated and is ideal for 2-3 people.You'll love the proximity to beautiful Hukilau Beach-an easy 5-8 min walk. Delicious Restaurants and food trucks are near by but there is a cook-top and other kitchen appliances provided...
Marriott's Ko Olina Beach Club Studio ( Read Description)
“This is a timeshare. While the amenities and features will be the same, you may not get the exact unit shown in the photos.”Units are assigned at check-in. Some units categorized as "Ocean view" may have obstructed view to the ocean.Welcome to our Marriott Ko Olina...