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.
@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Summary:Welcome to your tropical paradise getaway! Cul-de-Sac location, this new home offers breathtaking ocean & mountain views, modern lighting fixtures. High ceiling in living area, comfortable couch set. Gourmet kitchen with upgraded KitchenAid Appliances.Gorgeous...
Ko Olina Beach Villas B102: Gourmet Kitchen & Tranquil Lanai w/Ocean View
Welcome to Ko Olina Beach Villa B102 by Gather, a captivating ground-floor villa nestled in the serene ambiance of Ko Olina. This two-bedroom, two-bathroom vacation retreat is your ideal escape to paradise, blending comfort, elegance, and tropical allure to create an...
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! We are a short term vacation rental company, we are not part of the hotel. This condo is Budget-Friendly and has great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center,...
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina Views
FINEST OCEAN / MARINA VIEWS / CORNER UNIT - WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "10"...
Beachfront Penthouse - Newly Renovated!!!
Immaculate, newly renovated, ocean front condo- relaxing retreat for couples!This beautiful newly renovated penthouse unit is a tropical paradise that offers a tranquil and perfect Hawaii escape. Designed and furnished by Archipelago Hawaii, one of Hawaii's top interior...
Near Waikiki Beach, Spacious Studio With Full Kitchen!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This condo is situated on the 13th floor of the...
Guest suite, studio near the beach. 30 days minimum stay
Enjoy country style living in the North shore of Oahu. Located 5 minute walk from the beach. This place is perfect to work remotely. Near Surf spots. The area allows you to swim and snorkel year around in Waialua. In the evenings, enjoy a colorful sunset over the ocean....
BEAUTIFUL Condo with Ocean, Marina, & Sunset Views! Large Lanai!
Ilikai #1239 – 1777 Ala Moana Blvd.Imagine enjoying the amazing marina and ocean views from this beautiful condo at the Ilikai, the iconic destination made famous by Hawaii Five-O. The large lanai spans the length of the condo, so you have spectacular views from both...
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...
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...
20th Floor, Quiet End of Waikiki, Beachfront with Diamond Head View!
Colony Surf #PH6 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)NEW TO OUR INVENTORY! You'll fall in love with the amazing Diamond Head and ocean views from this 540 sqft 20th floor...
Renovated w/ City View at Aqua Palms Waikiki
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...
Aloha Suite Near the Sea II, 3 Block Walk to Beach
TA 028 872 2944 01, STR Permit # 2211-CCH-0281 expires 11/22/25, TMK 260230500087Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!This studio...
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Whether you seek relaxation, remote work vibes, ocean waves, or stunning sunsets, my cozy 1 bedroom space awaits. Experience the charm of my recently renovated dwelling, featuring one complimentary parking space. Revel in ample light, air, and full amenities. The living...
Stylish Unit Near Waikiki Beach with 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...
BEACHFRONT LEGAL BUDGET CONDO-VIEWS-FREE PKG/WIFI, POOL, HOT TUB, TENNIS/PICKLE7
AWESOME! 180º UNOBSTRUCTED OCEAN /SUNSET VIEWS! BEACHFRONT! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO! LEGAL VACATION RENTAL. NO RESORT FEE. FREE PARKING IN GATED LOT FREE iNTERNET/WiFi This unit has not been remodeled as recently as our other condos, so it is...
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?...
Waikiki 2 Bedrooms with free parking near beaches, and Ala Moana shopping center
This condo is near beach, across from ocean in Waikiki. The home itself is a cozy two bedroom ( Queen size beds) home and one bathroom with two balconies. This condo is perfectly situated walking distance to everything in Waikiki. We are one block from Waikiki beach,...
Spacious Ilikai Studio with one FREE parking/Wi-Fi and Marina/Ocean Views!
Ilikai #341 – 1777 Ala Moana Blvd.For those who prefer a lower floor and still enjoy great marina and Pacific Ocean views, you'll love this inviting 3rd floor studio at the Ilikai, the Waikiki landmark made world-famous by Hawaii Five-O! Enjoy your morning coffee or a...
WaikikiLux 509 Waikiki
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
Luxury Oceanside/Beauty, FREE Parking/Wi-Fi, 2/2, AC, W/D, Washlet, Sleeps 6
Ilikai #744 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful 2014 remodeled condo at the ILIKAI, the iconic Hawaiian apartment/hotel made famous by the TV show Hawaii Five-O. This 7th floor corner unit boasts magnificent views of the...
Beachfront Condo on best hidden beach on Oahu
Updated condo with all of the conveniences for a relaxing beach vacation (most importantly a beachfront spot on THE most under-rated beach on Oahu). I am from Hawaii and I was stunned when I first discovered this beach and loved it so much that I had to buy a property...
Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End Unit
This is a Beautiful and Spacious apartment in a truly unique location on Oahu...An uncrowded stunning beach on the Sunny/Dry Leeward side of the island. This 4th floor, 1250 sq ft. unit includes a private wrap-around lanai where you can relax and take in the...
Best of all Worlds: Beach Block; Ocean, Park, & City at hand; Kitchen; WIFI
Legally permitted rental - 134 Kapahulu Ave #919Beautifully decorated extra-large studio with fully-equipped complete kitchen. Queen-size bed, and a sitting area with a futon sofa. On the top floor, with Diamond Head and Palolo Valley views through floor-to-ceiling...
Hale `A`ohe ~ The House of Ease
Cozy Ground-Floor Studio at Ku'ilima Estates East – Short Distance to The Ritz-Carlton at Turtle BayRelax and unwind in this charming ground-floor studio at Ku'ilima Estates East, nestled within the beautiful grounds of Turtle Bay Resort on Oahu’s famous North...
Epic View w/Gourmet Kitchen–Waikīkī Shore #1100
Castle Waikīkī Shore unit #1100: Elevate your Waikīkī experience within 1,190sf of pure paradise! Our largest air-conditioned retreat indulges with an open design kitchen and living area, where floor-to-ceiling windows unfold to a beautiful panorama spanning the...
Modern Suite W/Kitchen and Lanai – Waikīkī Shore #310
Castle Waikīkī Shore #310: Take in the tropical breeze when you open the sliding glass doors and use the fans to circulate the breeze. Here you can sip on coffee as you look out over Fort DeRussy Park and to the left Waikiki Beach as you plan your day of adventure in...
1BR Condo with Beautiful Mountain Views and 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...
Sunset Beach - Spectacular Private White Sandy Beach Frontage
Welcome to Oahu-Rentals.com located at world famous Sunset Beach in North Shore Oahu, Hawaii. Settle into your beautifully restored beach house, with 50ft of spectacular white sandy beach frontage. Listen as the waves roll in, a gull cries and a gentle breeze stirs the...
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...
Ko Olina Beach Villas B202: 2BR w/ Gourmet Kitchen, Steps from Pool & Beach
Embark on an unforgettable journey of relaxation and luxury at Ko Olina Beach Villas B202 by Gather, a desirable second-floor villa that seamlessly blends comfort with elegance. This two-bedroom, two-bath Hawaii vacation rental for up to six guests, nestled within the...
New 4br home 5 min from the beach-Paradise escape
Relax at this cozy and luxurious 4 bedroom, 2.5 bath newly built house in a 24-hour gated community. Take in the fresh air and the lush mountain view from the tropical themed bedrooms; turn on the cool air and lounge on the Italian leather sofa after a whole day...
Extraordinary Listing on the Block!!! 2 Story Condo Renovated!
ALOHA! Kind Note: We’re excited to share that as of May 30th, 2025, we’ve installed a brand-new 36,000 BTU high-efficiency Mitsubishi split A/C unit in the loft area of the condo. This HVAC upgrade is part of our ongoing commitment to ensuring a cooler, more...
Summer special! Tradewinds Habiscus; Free Internet and Assigned Parking, AC
CLOSE TO ZOO. FREE ASSIGNED PARKING!I AM FLEXIBLE WITH CHECK IN AND CHECK OUT TIMES IF I DONT HAVE BACK TO BACK BOOKINGS. I use this Condo when I want to spend time in Waikiki so I want it nice! Great location away from the hustle and bustle of people, cars and buses....
The Most Amazing Haleiwa Beach Front Condominium
The Best of the Best! Relaxation - Romance - Recreation.Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can begin their vacation the...
Ocean View Escape: Steps to Beach & 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...
Sea Breeze Combo - shared hot tub, ocean view
30 day rental. Please inquire.Sea Breeze Combo is composed of two homes, Sea Breeze Manor and Sea Breeze Villa. Together, the two homes have 8 bedrooms and 7 bathrooms and can sleep up to 18 guests.Sea Breeze Manor (5-bedroom)This beautifully appointed manor is a...
Zen Oasis Waikiki - Oceanfront Penthouse
*Oceanfront*Walk to Waikiki and Ala Moana beaches & shops*Panoramic, unobstructed ocean views*Custom artisan-crafted decor*King bed*Luxurious, pristine linens*Tropical flowers & plants*New beach chairs, wagon, cooler, towels*Gourmet kitchen stocked with coffee, tea,...
The Pineapple Place, A gorgeous 9th floor Waikiki Apartment + Pool & Spa
Be close to the beach with the whole family at this stylish 1 bedroom central Waikiki apartment.When it comes to top locations with great views, The Pacific Monarch really stands out.This modern & stylish 1 bedroom apartment goes above & beyond usual...
Beachfront Five Bedroom Home w/ Oceanfront Pool at Sunset Beach.
Minimum 30-day consecutive rental required. Beachfront Home with swimming pool at Sunset Beach, North Shore, OahuLocated on a privately owned road with only one-way access in and out, which provides privacy and exclusivity. There are over 6000 square feet of spacious...
Ocean View from Lanais - Walk to Waikiki Beach
Your home away from home in paradise, featuring views of Waikiki Beach from the 2 lanais! 925 sf, perfect for families and groups - sleeps up to 6 people. 2 bedrooms, 2 full baths. Located just two blocks from Waikiki Beach, with endless dining, shopping, and activities...
Heart of Waikiki With Partial Ocean View! Washlet! AC!
Regency on Beachwalk #71 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 7th-floor end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
Luxurious Ocean view 2-bed/2-bath condo with Pool, Wi-Fi, Parking.
Waikiki Beach Tower #1804 – 2470 Kalakaua Ave.You'll feel at home, right across the street from the best swimming and surfing beach — world famous Waikiki Beach! This beautiful 2-bedroom, 2-bath Waikiki Beach Tower condo with central air conditioning has 1092 square...
Plumeria Tree Hale - Golf Course View - Sleeps 4
Welcome to Plumeria Tree Hale!! Part of the Kuilima Estates East community, this tastefully designed unit comes with 1 bedroom, 1 bathroom and offers 785 interior square feet of space for your enjoyment. The property was named Plumeria Tree Hale (house) for the...
Ocean View Upgraded Waikiki Banyan
Summary:Unit Summary:Waikiki Banyan (Tower 1) 34th Floor offers unobstructed Diamond Head and Ocean views! Also overlooking Kapiolani Park. This is a clean and comfortable furnished unit.Tower 1 and the views from the 34th floor makes this one of the best and preferred...
Waikiki Cozy Apartment, 2 Bedrooms, FREE parking, Sleep 6
Aloha 🌺 Make your stay memorable at our island lifestyle legal vacation rental! Newly renovated 2 bedrooms with pool view, prime location in Waikiki, Honolulu, near the beaches, canal, golf course, Ala Moana & Royal Hawaiian Shopping Center, International...
Waikiki Ocean, Lagoon & Marina Views! Short Walk to Beach, Restaurants & More
Ilikai Marina #1480 – 1765 Ala Moana Blvd.Incredible sweeping panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; plus beautiful sunsets!Although there is NO pool onsite, it's just a quick stroll to Duke Kahanamoku Beach and Lagoon,...
Breathtaking Ocean and Yacht Harbor Views! #1482
Hawaii Taxpayer License #TA-004-847-0016-01The Ilikai Marina Hotel/Condominium does NOT have a pool but it is just a hop, skip and a jump away from the beach so most guests do not find this an inconvenience. A public parking garage is located within the building and...
LUCKY YOU! Breathtaking Ocean and Diamond Head Views! Steps to Beach!
Waikiki Beach Tower #2302 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai) has a breathtaking unobstructed panoramic ocean view! Photos do NOT do this beautiful vacation rental justice! Sleeps...