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.
Holiday Sale! Turtle Bay Villas 308 by Gather: Beachfront w/ Shared Pool/Spa/AC
Experience the best of Oahu’s North Shore at Turtle Bay Villa 308 by Gather, a luxurious third-floor retreat perfectly positioned within the exclusive Ocean Villas at Turtle Bay Resort. With breathtaking ocean and pool views, elegant interiors, and direct access to...
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...
"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...
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...
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...
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...
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...
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...
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...
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...
Embrace the beauty of Oahu’s legendary North Shore at Turtle Bay Villas 206 by Gather, a luxurious second-floor villa nestled within the Ocean Villas at Turtle Bay. This three-bedroom, two-bath retreat spans 1,538 square feet and comfortably sleeps six, offering a...
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...
Fully Renovated Corner Unit a Block to Waikiki Beach! Parking, AC, Wi-Fi
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...
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...
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...
Designer Renovated, One Bedroom, Free Parking, Washer/dryer, Walk To Beach
Newly renovated 1 BR/1 BA unit located 21/2 blocks from Waikiki Beach and one block from the International Market Place.Shopping, restaurants, grocery store, bus line and everything Waikiki has to offer are all within walking distance. 15th floor lanai...
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...
Ko Olina Beach Villas O224 by Gather: Luxe Villa w/ Pool & Oceanviews from Lanai
Ko Olina Beach Villas O224 offers an elegant sanctuary amid the lush landscapes of Kapolei, HI. Located in a private gated resort community, this 2-bedroom, 2-bath villa blends indoor comfort with outdoor beauty, featuring an inviting flow to a spacious lanai with...
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,...
Family sized condo minutes walk from beach and golf course in Ko Olina Kai.
HOA rules (for ALL residential condos in Ko Olina, not just ours!) restrict rentals to 1x/30 days and Hawaii State Laws requires stays of 30 days or longer.This comfortable and spacious villa can accommodate 6 guests in a gated community with its own private pool. it is...
Ko’Olina Kai 1041F 30 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...
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,...
Chic Mountain View Unit Near Waikiki Beach+Parking
Summary:Fully renovated 1-bedroom condo that accommodates up to 4 guests in the heart of Waikiki brought to you by Midway Vacations. Just a stroll away from the world-renowned Waikiki Beach, an array of shopping options, and delectable dining establishments, this...
Oceanfront Paradise!! - 'The House at Log Cabins'
The House at Log Cabins is situated with ocean and sunset views, caressed by tradewinds, and framed by swaying palm trees. Its large, partially shaded deck is ideal for outdoor dining, checking the surf or watching humpback whales breach. Down the steps from the 40 foot...
Ilikai 739 Ocean / Sunset / Marina Views - K Bed / Q Sofabed - New Remodel
Panoramic OCEAN & SUNSET 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 Remodeled,...
Peaceful Hawaii Paradise three minutes from Beautiful Beach in a quaint Town
Large Studio with roomy bathroom beside a quiet home. Enjoy your coffee on your own patio near the pool overlooking the canal where you can kayak or paddle board to beautiful Kailua Beach. Quiet, private and clean. We supple you with a start of necessities. Walk to...
Tastefully remodeled Apt w/ Mountain view +Parking
Summary:Escape to this 26th-floor Waikiki Banyan condo with stunning mountain views, a king bed, FREE parking, and high-speed WiFi!Enjoy breathtaking mountain views from your private balcony, stay connected with high-speed WiFi, and enjoy free parking! Just steps from...
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...
Beachfront Luxury Community in Ko Olina
This beautiful 3-bedroom, 3-bath 1,700 square foot 4th floor Ocean Tower condo comes fully furnished with everything necessary for cooking delicious dinners or relaxing at home with the family. Enjoy the beautiful views of the ocean, lagoons, pools and lounge area right...
Hale Pumehana O-1202 stunning views and comfort
The elegant and spacious Ko Olina Penthouse offers a luxurious retreat with three bedrooms, 2.5 baths, and a private 50-square-foot lanai. Thoughtfully designed for comfort and style, this penthouse features a state-of-the-art kitchen designed by world-renowned Master...
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,...
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...
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...
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...
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...
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...
Luxurious DistantOcean View Villa
THIS IS THE BEST VALUE ONE CAN GET AT THE 5 STAR ACCOMODATIONS AT THE BEACH VILLAS AT KO OLINA! Located in the Beach Villas at Ko Olina, within the Ko Olina resort and Marina, this relaxing 2 bedroom 1200 sq ft totally upscale villa has mountain and distant ocean views....
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...
Hale Akaka Falls O-121 one of a kind luxury stay
Welcome to Paradise at Hale Akaka Falls O-121Discover the beauty and elegance of this stunning three-bedroom, three-bath villa located in the prestigious Beach Villas at Ko Olina Resort. This luxurious, ground-floor home offers a rare combination of comfort, style, and...
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 management.Important...
Last minute discount, 4/26 - 5/12. Huge 3/3 Oceanfront Penthouse
This beautiful Ocean Tower 10th floor Penthouse end-unit is huge, recently renovated, and has a unique floor plan with glass doors on both sides of the main living area that slide completely into the walls, creating a wide open space more than 75 ft wide with east,...
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...
Honolulu Studio w/ Ocean View: Parking Included!
Your dream island escape awaits at this Honolulu vacation rental! Located in the iconic Ilikai Hotel, this 1-bathroom studio boasts a beautiful interior, free parking, and access to the resort's pools and on-site restaurants. Sip your morning coffee on the balcony while...
Upscale Penthouse w/ Ocean & Mountain View+Parking
Summary:Great 1-bedroom condo boasting breathtaking views of the ocean and Diamond Head brought to you by Midway Vacations! Accommodating up to 4 guests, it's nestled in the heart of Condominium Hotel Waikiki Banyan. Just a short stroll away from Waikiki Beach,...
Ocean View - Studio - Marriott's Ko Olina Beach Club - Full Resort Access
Experience oceanfront elegance at Marriott’s Ko Olina Beach Club, a premier beachfront retreat on Oahu’s breathtaking western shore. Enjoy a world-class Marriott resort stay—often at 30–70% savings compared to booking directly with the resort.All villas are...
Amazing Ocean view on the 9th floor Beach Villa O-911!
Wake up to panoramic ocean views from the 9th floor of the Ocean Tower at Ko Olina Beach Villas Resort. This upgraded 3-bedroom, 3-bathroom villa is just steps from Oahu’s most beautiful lagoons and beaches—perfect for families, couples, or group getaways. Enjoy a...
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...
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...
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...
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...