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.
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...
Hale Lani ~ Heavenly Home
This beautifully decorated one bathroom with a loft is the perfect space for your next family vacation! This well-appointed unit has a king bed in the primary bedroom downstairs with a full bathroom. There is a flat screen smart TV with Spectrum cable access, ceiling...
Beachfront, Sweeping 14th Floor Ocean Views, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #1408 – 2161 Kalia Rd.NEW TO OUR INVENTORY! 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...
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...
New Rental - Spectacular Ocean View from Top Floor Suite at the Beach Villas
Spectacular Ocean View from Top Floor Suite at the Beach VillasIf your preferred dates are unavailable, please send us a message or call us at 8087297643.Welcome to the Beach Villas of Ko Olina Resort, the first beachfront private condo on Oahu in 25 years. Our...
Hale Aloha: Luxe Waterfront Home, Island Vibe, Private Pool, Near Kailua Beach
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.Unwind at Hale Aloha by Gather, your tranquil...
Call Diamond Head Hidden Paradise booking req.
Call/ sms direct 4152519696 other than 30-days interest for accurate rates and availability. Reservation from the platform is limited.Hidden Diamond Head Paradise located in the Diamond Head District, is nestled above world famous Waikiki Beach, in a secluded, tropical,...
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...
Turtle Bay Corner Condo Overlooking the Fairway - Kuilima Estates East
Enjoy the best of what the ‘fabled North Shore’ has to offer in this authentically designed Hawaiian-beach-themed unit, that sleeps up to four (4) adults, with Resort-style amenities at your doorstep, including snorkeling beach access, swimming pool, tennis courts,...
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...
Spectacular Condo: 2BR/2BA Oceanfront
This VERY NICE irresistible, 2 bedroom, 2 bath condo is our home away from home for a portion of the Winter. It is on the water and has a stunning ocean front view. The unit has been newly painted and updated. The freshly updated kitchen includes new cherry cabinets;...
Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perfect peaceful getaway for your extended family. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor...
The Bungalow at Waimea Bay Point
Our cozy North Shore Waimea Bay Point, 3 bedroom bungalow sits just a minutes walk away from two different world class white sand beaches and is centrally located on the most prime shoreline location of Oahu's North Shore. The ocean zone in front of the property is a...
Kaneohe Bay B&B Waterfront & mountain views galore~saltwater pool
https://youtube.com/watch?v=F0l15thrQpsIsland architecture offers year round resort-type lifestyle. A Guest House (2 bed/2 bath) with salt water swimming pool (separating it from the main house) can accommodate 4 guests comfortably. All rooms have decks with incredible...
Oahu North Shore Serene Home with Ocean & Mountain Views
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Please Note: No weddings, memorials, large parties, gatherings, or pets allowed.As soon as you see the North Shore Country from the...
Panoramic Ocean Views: Luxury 2BR in B210 Beach Tower at Ko Olina
Luxury Beachfront Condo – 2BR/2BA | Sleeps 6🏝 Prime Location in Ko Olina, Oahu2nd-floor villa in Ko Olina Beach Towers, directly facing the lagoonSpacious 1,315 sqft interior + 215 sqft private lanai with ocean viewsEasy access to the pool, BBQ grills, and...
Beachfront Beach Villas at Ko Olina O-501
Summary:Beach Villas at Ko Olina is about a couple miles stretch of coastline in this resort area. Four lagoon beaches that is shared with Disney Aulani, Four Seasons and the Marriott Vacation Club. But, the Beach Villas sits on "Honu" Lagoon which is basically...
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...
Newly Renovated Waikiki Condo 2 blocks to the Beach! Free parking.
Beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel overlooking the swimming pool! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and dining! The Zoo,...
Haleiwa Beachfront Condo. Perfect Peaceful Paradise!
E komo mai!Hawaiian for "Welcome" to the North Shore of O‘ahu. Make this one bedroom/two bath beachfront front condo your home away from home. In June 2019 the interior was completely remodeled: A beautiful kitchen; waterproof flooring throughout; smoothed ceilings,...
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...
Beachy Hawaiian Cottage on the Famous North Shore. 2 bed, 1 bath. Sleeps 4
Aloha! Charming beachy 2 bedroom, one bathroom cottage on Oahus famous North Shore. All new stainless steel appliances, fresh fluffy towels and amazing sheets. WiFi, internet, cable, and AC in bedrooms. -The Master has ice cold AC, bedroom fan, a super comfortable king...
Pua Oriana: A Polynesian Tropical Retreat
E komo mai — welcome to our hale. Welcome to the Pua Oriana – a mix of Hawaiian and Samoan language, ‘pua’ meaning flower, and ‘oriana’ means the flower that adorns a woman’s head. Enjoy the space and the grounds with 880 acres of pristine gardens, walking...
Beach Villas at KoOlina Oceanviews
Summary:My place is close to Disney Aulani Hotel, Four Seasons Hotel, Marriott Vacation Club, art and culture, restaurants and dining, parks....Beach Villas at KoOlina is one of the most beautiful get-a-ways in Hawaii!Paradise Cove Luau is moments away too!. You’ll...
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...
Upscale Penthouse with Ocean Views & 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...
@ 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...
Island Jewel — Ocean Front North Shore Paradise
An island jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene, and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated, old-style Hawaiian setting, offering all of the amenities...
Stunning Ocean View Condo! Best Location!
The Best Location in Waikiki: Only 1/2 block from Waikiki Beach,Located in a quiet boutique building,Surrounded by restaurants, shopping, and entertainment,1 block from Honolulu Zoo and Kapiolani Park.Incredible Ocean View:Large, furnished lanai faces the...
THE TREEHOUSE COTTAGE - 30 DAY RENTAL
GET number: GE-182-371-3280-01TAT number: TA-182-371-3280-01This 960 sq ft cottage is nestled at the back of a 2 acre yard on the second floor above an open air garage. The cottage is surrounded by a fair amount of trees that give it a treehouse feel. The cottage layout...
Amazing ocean views from this 11th floor villa!
This elegant Villa in the Ocean Tower overlooks the Pacific Ocean, sandy beach Lagoons, and the pools at KoOlina's premier residential resort community, The Beach Villas. Our resort sits aside the 2nd lagoon beach, next to the world class Disney Aulani Hotel and...
14FL 3 Bedroom 2 Bath + Free Parking + Partial Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location by [SUPER HOST]! This renovated 930 sq ft, 3 bedroom 2 bath with 2 balcony home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dinning, and...
Oceanfront Corner unit Condo , Hawaiian Princess
The Hawaiian Princess is a condominium complex located 30 miles from the airport and about 45 minutes from the crowds of Waikiki .This Slice of Paradise is situated on a beautiful 1/2 mile quiet , natural sand beach. There is great snorkeling and breathtaking ocean and...
Absolutely Oceanfront/ SimpleRuralHome/ AC rooms/ 30 day rental
**This home is offered as a monthly rental, however full month occupancy is not required. Please "Contact Host" to see if your dates are available.For the traveller seeking a more authentic experience of Hawai`i is Hale Makani Kai, "home of the gentle ocean breeze."...
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...
Spacious and Renovated Waikiki Condo With Full Kitchen and Ocean Views
Renovated, clean and spacious studio in Waikiki. Unit is on 38th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full kitchen, full bath and amazing ocean, canal, diamond head and mountain range views. Walk to Waikiki beach, Waikiki strip,...
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...
Steps to the Beach Guesthouse
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...
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 –...
Beachfront Palaypa - Former Mission House
Direct beachfront at Sunset Beach. Incredible views to Kaena Point. Watch the sunsets from your covered lanai. World class surf break right in front of the house. Pumping surf in the winter, glassy and calm in the summer.This charming cottage has everything you need for...
Beautifully Furnished, New Renovation, A/C, Mtn/Ocean View, beach/golf/hiking!
Condo, 1 Bedroom, 1 Bath, Sleeps 2-4, Children welcome, Air Condition Enter the gates of Makaha Valley Towers to a luxury resort feeling! The immaculately landscaped secluded grounds will welcome you like any Five Star Resort. This facility offers around-the-clock...
Ilikai Luxury Suites
Come and stay at this newly remodeled condo at the 'Ilikai Hotel. Relax on one of two balconies overlooking the famous Waikiki beaches. Please note due to Covid restrictions only registered guests are permitted to have access to the Unit.No Parties are permitted as we...
8 GUESTS, 2 X ❤️AWESOME STUDIOS❤️ FREE PARKING, 5MIN TO OCEAN
IMPORTANT NOTE: This listing is for TWO ( 2 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 2-bedroom apartment with bedrooms connected via a common area, please choose a different listing.Hotel Zoned &...
Waikiki Spacious One Bedroom Ocean View
Fabulous ocean view condo on Waikiki beach with one bedroom, one bath, a tiki bar lanai for watching the sunset & surfers, & a parking space. Large flat screen TV, free internet, secured residential building, salt water pool & spa, across Kalakaua Ave. from the beach....
Bright, breezy, upgraded house, near the ocean! Contact for rates/availability!
This is a short-term vacation rental. Welcome to Hale Alapi'i, our home in fabulous Lanikai!This is a 3b/2b ~1,400 sq. ft. main house that sleeps 4 adults or 2 adults + 2 kids comfortably, on a slight uphill to enjoy beautiful Hawaiian scenery, tropical birds and island...
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...
Kailua Beachside Studio - Tropical Breeze
This is a legally established property, please read more belowSerene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing, kite sailing, boogie...
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...
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. Legal Short Rental: STR 2755.Our two-level, one-bedroom plus loft, end unit condo is located on the second...
Luxury Ko Olina O1002 Spacious 3BR : Ocean and Mountain Views
Luxurious Penthouse 3 Bedroom Sleeps 8(1king,1queen,2twin, (+2twin airbeds)) , 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 )Villa...