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.
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.)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 free parking, this cozy...
Hawaiian Monarch Waikiki Condo with Free Parking
Relax in this recently renovated, sophisticated condo at the Hawaiian Monarch building. The spaceLocated at the beginning of Waikiki, this unit offers ac, a free parking, smart tv, wifi and cable. The Hawaiian Monarch is a secured building that includes a spacious sun...
Panoramic Ocean-View/STEPS FROM BEACH/FreeParking/Best Location in Waikiki
Breathtaking ocean, sunset and city skyline views from the 21st floor! Enjoy walking distance to Waikiki Beach/Hilton Lagoon and Friday Night Fireworks! Ala Moana Mall with World class Dining/Shopping are steps away. Best location in Waikiki! Newly renovated condo with...
Aloha Villa 204: 4BR Oceanfront Villa at Turtle Bay
🌺Step into island luxury at this stunning oceanfront villa at Turtle Bay Resort, nestled on Oahu’s legendary and breathtaking North Shore. Surrounded by crystal-clear waters, world-class surf, and unforgettable fiery sunsets, this elegant 4BR retreat is where relaxation...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
Beachfront, Sweeping Ocean Views, A/C, FREE Parking and Wi-Fi, Washlet!
Waikiki Shore #1208 – 2161 Kalia Rd.You'll fall in love with the spectacular ocean view from this beautifully renovated one-bedroom condo (820 sqft) right on the beach in Waikiki! Just imagine stepping right from the building onto world famous Waikiki Beach! Then, after...
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...
Summer Reduced! Gorgeous Ocean and Pool View Villa O503!
Ocean Tower villa 503 has a gorgeous view over the pool to the ocean! This villa offers Hawaiian touches and high-end furnishings throughout. This villa is great for families or couples looking to get away! Photographs are of the actual villa.- 1,575 sq ft of living...
16P - Permitted penthouse end unit at the Hawaiian Princess - best view on Oahu
Hawaiian Princess 1 bedroom, 1 1/2 bath end unit penthouse. There is no better ocean/beach view on the westside of the island than from the lanai of this 16th floor condo. This condo sits right on the beach. 850 square feet inside the condo, and 400 square feet of lanai...
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....
Waikiki Banyan OCEAN VIEW Plumeria Suite - lots of amenities, free parking, Waikiki Beach
Enjoy breathtaking ocean views on the 30th floor!Want to be steps away from the beach, indulge in a fully-equipped kitchen to cook any meal, and relish in the astonishing ocean views from a wonderfully remodeled 1 bedroom unit at the Waikiki Banyan?Welcome to the age of...
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...
Beautiful Spacious Cottage on 1.5 Acre of Lush, Gated Property. 30 Day Minimum.
A large private, free standing cottage/home with full amenities located 2 miles above Waimea Bay, including, in addition to the full bathroom, an added outdoor shower area, beautiful acre of green lawn and a TV room with 50' Plasma TV/DVD and quiet split Air...
Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach
Welcome to our newly renovated 1-bedroom apartment in Kailua, Oahu. This rental offers everything you need for a comfortable stay, providing a family-friendly atmosphere that will make you feel right at home.Whether you prefer to barbecue on the covered lanai or take a...
New Listing! Marina-front Home Near the Ocean w/Private Pool & AC: Nani Wai
Nani Wai is a five-bedroom, four-bathroom private retreat tucked into the prestigious Hawai‘i Kai neighborhood of Honolulu, O‘ahu. With its enviable waterfront perch on a private marina and unobstructed views of Koko Crater, this gated home delivers a seamless blend of...
Manoa Valley A 2BR with ocean and mountain views
Permit 90/BB-0065Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue.Custom stained...
Ocean Front 1bd incredible view free wifi
This spectacular condo has some of the best views at the Ilikai!Enjoy amenities such as a split AC System, fully furnished with linens, towels, and kitchen supplies, two double beds, a sofa bed and even a pack n play for the little ones. we also offer beach chairs,...
Tastefully remodeled Apt w/ Mountain view +Parking
Summary:Welcome to your breezy Waikiki retreat - a high-floor condo just steps from the beach with mountain and city views!- Sleeps 4 | 1 bedroom | 2 beds | 1 bath- Private balcony w/ mountain & skyline views- Free parking garage (1 space) & elevator- Fast wifi (213...
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...
Cozy Oceanfront Home - Secluded Beach, North of Sunset Beach - Near Kawela Bay
Hawaii Tax I.D for both TAT & GET. No. 027-702-8864-01Our oceanfront home, Kawela Kai, is located on the North Shore of Oahu in between Sunset Beach and the Turtle Bay Resort. The stretch of beach where we are located is beautifully secluded and uncrowded. The beach is...
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,...
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...
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...
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 the perfect...
Pipeline Beachfront House - Sleeps 12 Guests
Minimum 30-day consecutive rental required. Please contact the Host for availability. Located right on the beach where dreams are made for many professional surfers every winter. This three-story house has four bedrooms and four and a half baths. Enjoy amazing ocean...
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...
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...
New Remodel, Pool, Beach Access, A/C - Kuilima Estates West
Relax and unwind with your family in modern luxury. We’re excited to share with you our newly renovated oceanside condo. Nestled perfectly between the North Shore of Oahu’s world class surfing destinations and world famous golf courses - you’ll never be without endless...
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...
TMK 570010290064 Neighbor island feel - with the benefits of Oahu nearby.
Like being on a neighbor island, The location, views and overall ambiance gives you a true island feel but you also have the benefit of Honolulu's city life too! Our unit is on the West side of the island and our guests have full access to the Condo's onsite swimming...
Hale Ohana, Private, Oceanview home w/pool, Licensed TAT home
Set on the slopes of Koko Kai, this spacious, two-story, family-style home offers panoramic ocean views and breathtaking sunset over Diamond Head. Decorated with a touch of island decor, this villa is perfect for indoor/outdoor living. The large full kitchen, two living...
Gorgeous full ocean view! Short walk to beach! FREE Parking & Wi-Fi! Sleeps 6
Waikiki Park Heights #2101 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Soak in the gorgeous full ocean view from this stunning 3-bedroom/1-bath condo in the heart of Waikiki! Located an easy 5–10-minute stroll from the best...
Steps from Waikiki Beach | Pool + Jacuzzi
Immerse yourself in island vibes at this cozy studio, just 1.5 blocks from Waikiki Beach. Perfect for up to 3 guests, the space features a queen bed, a sofa bed, a kitchenette, and a private balcony. Relax at the tiki-inspired pool and jacuzzi or explore vibrant nearby...
Hale I'a: 5 Bedroom Home with Oceanfront Pool at Sunset Beach
Minimum 30-day consecutive rental required. Beachfront Home with swimming pool at Sunset Beach, North Shore, OahuPlease get in touch with us to check availability before requesting to book. The calendar is not always up to date. Hawaii Seaside Realty, Haleiwa.Located on...
Panoramic Ocean Views Remodel - FREE Parking/Wi-Fi, AC, Washlet, Sleeps 6
Ilikai #1944 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful condo at the world-famous Ilikai, made famous by Hawaii Five-O. This 19th floor corner unit has magnificent views of the Pacific Ocean, Duke Kahanamoku Lagoon, and Waikiki...
Stunning Makaha Condo w/ Pool Access + Ocean View!
Get the most out of your next stop in Oʻahu when you book this incredible Makaha vacation rental! With on-site beach access, a resort-style pool and spa, and a private balcony overlooking the stunning blue Pacific water, this 2-bedroom, 2-bath condo is perfect for...
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...
Panoramic Oceanfront & Diamond Head views, just steps to beach. FREE Parking!
Colony Surf Penthouse #6 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)You'll fall in love with the amazing Diamond Head and ocean views from this 540 sqft 20th floor penthouse studio...
Magnificent Ocean View Penthouse, FREE PARKING- Pool renovation until May 18th
Enjoy being on top of the world and just one block from Waikiki's best beach. Our one bedroom beach house has breath taking panoramic ocean views from front and side windows, a separate fully equipped kitchen, 50" flat screen Smart T.V., large lanai facing the ocean,...
Hale Makamaka ~ Beachfront.HotTub.Pool.GameRm! INQUIRE & make offer for stay.
***This property is a legally established dwelling that only accepts one reservation in a period of 30 consecutive days or more. Guests are NOT expected or required to remain in residence for the full 30 days (calendar will be blocked for 30 days which will include the...
20% Fall Discount! Newly Renovated! Oceanfront & Pool Family Hideaway. Paradise.
Kalani Kai Beach House is a newly renovated, private gated oceanfront home located on one of the Waialae Beach Lots with a beautiful swimming pool nestled next to a sandy beach.The upstairs master suite has a king-size bed and panoramic ocean views from a spacious...
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...
Holiday Sale! Turtle Bay Villas 205/206 by Gather w/ Shared Pool, Spa, AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience the ultimate Hawaiian getaway at the Ocean Villas at Turtle Bay. This spacious four-bedroom lockout consists of...
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
TA028872294401, STR Permit# 2212-CCH-0578 expiration date 02/24/2026, TMK 260230500040With comfortable accommodations for 2, this charming, completely remodeled vacation rental studio is the perfect spot for a romantic island retreat! Meticulously designed to optimize...
7FL Waikiki Retreat, Steps to Beach, Shops, Dining
Summary:Enjoy Waikiki from this bright 1-BR condo in the Waikiki Banyan, just steps from the world-famous Waikiki Beach, top shopping, and delicious dining. Perfect for up to 4 guests, this condo offers charming city and partial ocean views from the lanai, and all the...
2 Bedroom, 2 Bath Condo With Mountain And Water Views In The Heart Of Waikiki
Located in the heart of Waikiki along the Ala Wai Canal, with beautiful views of the mountains, water and golf course. This two bedroom condo will provide the perfect base of operations for your vacation. Walking distance to Waikiki beach, Honolulu Zoo, restaurants and...
Gorgeous 2 bedroom bayside house on Windward side of Oahu
Guests are sure to enjoy a memorable vacation in this fully furnished, air-conditioned 2 bedroom/2 bath top floor apartment of this gated house. The main/master bedroom has a queen-sized bed and a television, while the second bedroom has 2 twin beds that may be...
Upscale Executive Retreat--Newly Renovated and Air Conditioning!
This newly renovated upscale condo is stunning! All new bathrooms, kitchen, flooring, and furnishings. Condo is very clean and comfortable and gets a great breeze, and we also have AC. We are located on the ocean facing section of the complex. Your comfort and...
@ 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...
Location, Location! Golf course front, free parking, near beach in Turtle Bay
Come and experience the beauty of the North Shore and create unforgettable memories at Kuilima Estates West. Our luxury townhome features modern amenities, free high speed wifi, 2 parking stalls, access to world-class golf and local activities, and a tranquil setting...