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 Unobstructed Pacific Ocean and Diamond Head Views! FREE Parking
Diamond Head Vista #1903 – 2600 Pualani Way(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on a quiet street at the edge of the Waikiki and Kapiolani Park, this 19th-floor Diamond Head Vista beauty has unforgettable, unobstructed Ocean and...
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...
Ocean Escape by AvantStay | Ocean Views | White Sandy Beaches | Brand New Home
Indulge in the Unmatched Beauty of Contemporary Luxury at Ocean Escape — A Brand-New Retreat!Discover the newly constructed, unparalleled, modern, luxury, three-bedroom house, where every corner is adorned with awe-inspiring ocean views. This Hawaiian haven transcends...
Coastal Ko' Olina Townhome - Walk to Beaches!
Find lush tropical landscapes, top-class resort amenities, and proximity to tons of historical sites at this 2-bedroom, 2-bathroom townhome. This Ko' Olina vacation rental is within walking distance of the crystal clear waters of multiple coves and beaches. Grab the...
Amazing views of Diamond Head, Waikiki Beach, and the Pacific Ocean!
UNBELIEVABLE VIEWS!: This 2 BR condo is on the 35th floor of the Waikiki Sunset. It offers unmatched views of Diamond Head and Waikiki Beach. No expense was spared in this condo's remodel. Bold granite highlights the custom cabinetry and stainless appliances. Designer...
Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!
At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. Step back in time to the romance, the charm, that is truly 'Old Hawaii.' Tropical plants and flowers (seasonal) in...
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...
North Shore Oahu: Stunning Beachfront Custom Home
Welcome to our custom-built beachfront home on Oahu's picturesque North Shore! This stunning property is designed to provide you with the ultimate beachside retreat, complete with breathtaking ocean views.As you step inside, you'll be greeted by an open and spacious...
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...
North shore living! Walking distance to Hale’iwa town. Private lanai, AC, WiFi.
30 day minimum! Welcome to north shore living! This comfortable, vibrant beach house upstairs unit has everything you need plus more for an amazing vacation. Enjoy ice cold AC after a long day at the beach, a fun, private lanai with a hammock overlooking beautiful views...
Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina
This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's second crystal clear beach lagoon. Master bedroom is furnished with a newer King bed, new ceiling fan, and it has unique black out curtains,...
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...
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...
Luxury Oceanview Villa at Beach Villas at Ko Olina Resort
This luxury villa is located in the Beach Tower (closest tower to the ocean and beach) on the 5th floor in the stack next to the end cap ocean front villas (B507). It has been professionally decorated and furnished. You'll be impressed with the spectacular ocean view...
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...
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Enjoy a restful respite in this private cozy cottage with a beautiful private garden. The Lanikai Bungalow is a private separate cottage. It has one bedroom with beautiful relaxing living spaces, full kitchen and bathroom. The cottage has a gorgeous private lanai/patio...
🏝️Lanihonua - 2br +Office - Ground Floor Villa - Christmas in Ko Olina
Everything you want in a luxury beach rental! Great amenities, fantastic owner direct service!Virtual Tour: https://my.matterport.com/show/?m=EyRF7RHrerd&back=1Check out our reviews and photos and then compare to a stay in a tiny hotel room! Lanihonua villas are a...
Comfortable, Bright and airy condo w/ full kitchen, sleeps four
Legally permitted rental - 2425 Kuhio Ave. #801This queen bed studio (plus futon) suite is complete with a full kitchen including gas stove and oven, microwave, a coffeemaker, beach towels, beach chairs a comfortable queen size bed & futon. Perfect for those longer...
Glorious Beachfront, High End Villa, grass to sand, free parking
Prime beach front and ocean front location.Located in the Ocean Villas at the Ritz Carlton Resort, in a gated private community. Beach front, and by the pool, beach toys available, convenient and free parkingWe invite you to come and experience your tropical...
A View to Die for! 3 bedroom 3 bath on the sand at Waikiki Beach
Discover the little known secret of one of the most prized stretches of Waikiki Beach. The only privately owned condominium in Waikiki where you can step right from the building onto the sand of world famous Waikiki beach. If you're seeking Hawaii sunshine with the view...
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...
Luxury townhouse on Turtle Bay - Kuilima Estates West
Aloha my friend! We invite you to come and experience your tropical paradise...your new home away from home at Turtle Bay Kuilima Estates! Located on the North Shore of Oahu at Turtle Bay, this townhome sits on the Championship Fazio Golf Course with a lake view and a...
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...
Ocean View Home Near the Beach and the Golf Course in Secure Gated Community
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Newly Built 3-bedroom 2.5 Bath home in a quiet and 24/7 gated community....
'Olu'olu by AvantStay | Single-Story Home by Ocean
Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard patio, this modern Hawaiian escape blends style, space, and a beautiful location to give...
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...
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,...
@ 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...
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, &...
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront complex — this 1-bedroom/2-bath unit has been remodeled and is loaded with high-end upgrades. Amenities include high-speed...
Remodeled 1BR Condo: Ocean Views + Free Parking!
Summary:Remodeled 1 bedroom unit in the Condominium Hotel Waikiki Banyan brought to you by Midway Vacations, sleeps 4, walking distance to Waikiki Beach, shopping, and restaurants. Free parking and high-speed wireless internet. With side Ocean and city views!The...
HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa town
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time. Contact us for more details. ***RARE LOCATION***Homes like this are usually reserved for locals. Beachfront, gorgeous views and walking distance to...
Beautifully furnished 750 square ft. condo in an oceanfront building, secured parking.Fabulous 1 bedroom 1 bath condo that sleeps four( 2 adults and 2 children) ( king bed, and a comfortable pull-out sofa bed). The owner spared no decor for the full kitchen and granite...
Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for Details and RatesHawaii Tax ID # available upon requestHale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out. The...
2 BDRM w/ 5 Beds + 2 Bath + Parking + Peekaboo Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location! This renovated 1000 sq ft, 3 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! This unit comes with 1 FREE dedicated parking stall...
Waikiki Sunset * Newly Renovated * Parking * Diamond Head Ocean Views *
One bedroom One Bath with Ocean and Diamond Head views from Bedroom, Living area and lanai. Relax in the morning with a cup of morning coffee on the lanai to start your vacation. Full Kitchen complete with all you need to cook breakfast, lunch or Dinner. Rather BBQ.....
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...
Poolside Paradise at Ko Olina: Elegance Spacious 2BR OT512 w/ Gym & Pool Access
Luxurious Condo - 2 bedroom(1king,2twin) + Pull out sofabed /2 bath 1parking Sleeps 6A luxurious room at Ko Olina Beach Villas. : Poolside location with easy access to the lagoon and resort amenities. - 5th floor of the Ocean Tower facing the pool and ocean .At 1,319...
Makaha Valley Towers 1 BR - Very Scenic and newly renovated!
We have a fabulous one bedroom apartment for rent in Hawaii by the month. The apartment is on the Island of Oahu on the west side about an hours drive from Honolulu. This one bedroom apartment with a Queen-size bed and a double pull-out sofa in the living room is...
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...
Spacious 2BR Partial Ocean View O410 Resort Living at Ko Olina Beach Villas
Luxurious Condo - 2 bedroom(1 King size bed, 2 twin-size beds, and a pullout sofa bed.) , 2 bath, full kitchen Sleeps 6This 2-bedroom luxury villa is located on the 4th floor of the Ocean Tower facing the Aulani hotel and mountains . It is easy to access to the pools,...
Vacation In Paradise At Makaha Area in a Legal NUC
Come to Paradise on Earth at the Hawaiian Princess located in the dry, sunny Makaha Area in West Oahu. The condo is on a secluded 1/3 mile pristine white sand beach overlooking the gorgeous Turtle Cove. Celebrate a special occasion, romantic getaway or just come to...
Luxury Suite w/ Ocean View in Waikiki + Parking!
Summary:Experience the Lanikai Suite at Waikiki Banyan brought to you by Midway Vacations, boasting 28th-floor panoramic ocean views, a luxurious kitchen, complimentary parking, high-speed wireless internet and the convenience of walking distance to the beach, zoo, and...
Renovated Condo on Golf Course
***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....
Unique Corner Studio Condo Incredible Ocean and Canal Views!
About this space Your Ideal Vacation Stay Here! The view is awesome from this newly remodeled, spacious studio condo on the 27th Floor of the Hawaiian Monarch Hotel, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to...
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...
"Pineapple Perch" | Fully Renovated | A/C in Every Room
Welcome to your ultimate escape on Oahu's legendary North Shore. This spacious 3-bedroom, 2-bathroom home delivers modern comfort wrapped in laid-back island charm, making it a top pick for families, visitors of BYU Hawaii or the Polynesian Cultural Center, or anyone...
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...
Wellcome to Lovely Condo 2 Beds 2 Baths Free Parking in Waikiki Beach
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
This beautiful hillside cottage with stunning ocean view offers the perfect getaway for a couple, small family, or up to four vacationers . Ideal for Military personnel transferring to or from O'ahu who need a month or several months rental. Bedroom has partitioned...