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.
Hale Kai - Large Enclosed Lanai - Sleeps 2
Hale Kai - Spacious Enclosed Lanai - Sleeps 2Welcome to Hale Kai, your “Home by the Sea” in the charming Kuilima Estates East community. This beautifully designed island-style retreat offers 875 square feet of living space, including a large enclosed lanai, perfect...
Aloha Waikiki Condo 2Beds, 2Baths, Free Parking.
Aloha, thanks for checking in our listing. A Newly remodeled penthouse 2 bedrooms and 2 full baths. There are 4 queen beds and 1 single beds, full kitchen with kitchenette. It's spacious 1,000 sq. ft. with 2 patio and 3 Air-Con. It’s on 17 top floor with beautiful...
Luxury Penthouse at Beach Villas at Ko Olina
This penthouse villa has 3 bedrooms and 3 baths and is located on the top/4th floor in the Ocean Tower (O426). The villa has an unobstructed full front ocean view and the private lanai overlooks the peaceful and tranquil koi pond area of the resort. Open the large glass...
Honolulu Condo w/ Private Lanai: Walk to the Beach
Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation rental. Complete with modern amenities, a private lanai with sweeping mountain views, and a central walkable location, this...
Ko Olina Beach Villa Ocean View Condo 2BR/2BA
Penthouse Beach Tower 10th Fl (1003) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 6.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...
Makaha-465 Farrington: Spacious 4BR Oceanfront Haven with Modern Amenities
Set your sights on paradise at Makaha – 465 Farrington Hwy by Gather, a timeless beachfront retreat on Oahu’s serene west shore. Once a cherished family getaway and now lovingly reimagined for modern comfort, this four-bedroom, three-and-a-half-bath home offers a...
Recent RENO! Fits 6, FREE parking
You & your family or friends will be close to everything at this centrally-located oasis in Waikiki. A couple minutes to the beach, surfing, the lagoon, boating & fishing, hiking, restaurants of every kind, shopping galore, everything Hawaii has to offer for a tropical...
Large Luxury Home with private Pool and Panoramic Ocean Views
This magnificent architectural masterpiece - a luxury home that captures an unobstructed 180-degree vistas of the Pacific Ocean, stretching from the iconic Diamond Head to Koko Kai awaits you. Enjoy ever-changing views, from sunrise to sunset, a daily spectacle. Nestled...
OCEAN FRONT PRIVATE RESIDENCE AT KEAUHOU BAY WITH POOL & PRIVATE DOCK
Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...
Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC
On Oahu’s sun-kissed Windward side, Lokomaika’i Kailua (meaning “Gracious Kailua”) invites you to slow down, open the sliding glass walls, and let the island breeze transform everyday living into something magical. This single-level home blends open-concept...
Modern Luxury on Spectacular Pipeline Beach
The Highlights: Iconic House | Directly Beachfront on famous Pipeline Beach | Gourmet Kitchen | Sunset Views | WIFI | BBQ | Private Home | Sleeps 10The stunning Blue Wave House sits oceanfront on Pipeline Beach, one of the most desirable beach destinations in the world....
NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!
Waikiki Shore #702 – 2161 Kalia Rd.FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using optional rollaway beds).– Contemporary beachfront condo overlooking famous Waikiki Beach with spectacular OCEAN Views!–...
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less...
Luxurious 2-Bdrm, 2.5-Bath Condo with Parking & Fitness Center in Prime Waikiki!
Experience luxury living in this 2 bdrm/2.5 baths/1 parking, corner-end unit at Waikiki Landmark! Located in the Makai Tower, this unit offers breathtaking city and partial ocean views. No detail was overlooked in the thoughtfully designed kitchen renovation, featuring...
Chic Beachy Studio in Waikiki
Beachy style, chic studio renovated to 5-star standard with partial ocean view. Centrally located at Marine Surf Waikiki on 21st floor. Just steps from the beach, world-class shopping, restaurants, and attractions. One block from Royal Hawaiian. Enjoy a sleek place to...
Ocean View Villa on 6th floor w/Semi-Private Elevator
Our condo is both beautiful and luxurious. Take advantage of the view by opening the lanai doors that disappear into the walls for the ultimate in indoor/outdoor living. It has a full frontal ocean view from the Lanai, the living room, kitchen, and dining room. The...
Ko Olina Beach Vacation Home
Luxurious three bedroom Ko Olina Resort villa located in west Oahu. Enjoy the calm ocean lagoons. In short walking distance to Four Seasons, Marriott Beach Club, Ko Olina Golf and Ko Olina center (restaurants & shops).State of Hawaii requires us to collect 17.75% tax on...
Remodeled High Floor Waikiki Studio
This charming studio nested on 35th floor of the Hawaiian Monarch building is your perfect place to enjoy your Waikiki vacation! With awesome views of mountains and canal, the condo comes with a queen bed, a full bath and a kitchen that includes an induction cooktop, a...
Studio Suite at Waikiki Marina Resort at the Ilikai
Come enjoy this beautiful Waikiki resort! Now reopened!COVID Update: Enhanced cleaning measures are in effect. Some amenities are open with access limitations.• Must provide resort with negative covid tests taken within 72 hours of arrival (for all people staying...
Luxurious Ocean & Sunset Views Condo at Park Lane w/Luxury Building Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Park Lane is one of the most luxurious buildings in Honolulu! Located at the world famous Ala Moana...
Location - Location - Location: FULLY RENOVATED @ TBR: 1xBR/BA/PRK - WiFi/AC
*Gutted to Gorgeous: everything new* - JAN 2025: FULL Renovation - *Professionally Sanitized: always glistening clean* - New kid on the TBR block - you’ll feel the Aloha - TBR: 1 Bedroom/1 Full Bathroom/ 1 Reserved Parking - Perfect get-a-way w/ sandy beach cove -...
Pet Friendly Guesthouse + Parking
LOCATION:Our Property Is Within Walking Distance To Ala Wai Canal Walking Trail, Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking Trail, Safeway Grocery Store, Restaurants, Starbucks, Jamba Juice, Honolulu Zoo, Close to Kapiolani Community College,...
Tranquil Golf Course Townhome Ko Olina Kai Estates w/Great Amenities by Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your luxurious retreat nestled within the exclusive Ko Olina Kai Golf Estates and Villas gated...
Exceptionally Pristine Haleiwa North Shore Beachside Retreat
FIND PEACE & ESCAPE FROM STRESS HERE. -This is considered one of the best North Shore neighborhoods! Avoid most of the North Shore's traffic mess by not having to drive past popular "Turtle Beach". The large Winter surf is here! Check it out just minutes away down a...
White Hibiscus B -home on Laie Point, Beach access
White Hibiscus Estate is located right off the ocean on one of the most scenic views on the island. Wake up to spectacular sunrises and spot whales during the winter whale season. People come from all over to see the spectacular views and watch the majestic crashing...
Beachfront Studio in North Shore - Upper Unit
Beachfront to Sunset Beach, this studio boasts breathtaking views of the Pacific Ocean and its world-famous sunsets. Sip your morning coffee or enjoy a glass of wine at dusk on the private balcony or the sandy beach.This second floor studio is a gem located in a rare...
High Fl Mount&CityView 1BRw/2Free Park Wsher/Dryer
Centrally located in Waikiki, this High Floor 1-Bedroom, 1-Bath unit features your your own Juliette balcony/Lanai, in-unit Washer and Dryer, and rare 2 Tandem Parking Stalls included —Free! Max height for parking is 6'2". Sleeps 4 (2adult and 2 small children) with a...
^Marriott^ Ko'Olina Beach Club 1BR 1BA MT. or OCEAN view ^1st car park for free^
Marriott's Ko Olina Beach Club - 1BR 1BA OCEAN VIEW***INSTANT BOOKING***Full access to the resort’s services and amenities are included with every reservation. This listing is for 3 night stay checking in on 9/13/2025***Instant booking!!!***Relax by the pool, surf the...
Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside Pool
Executive Gold Coast Oceanfront Suite offers refined island living with nearly 360-degree views of Waikiki’s Gold Coast, Diamond Head, and the blue Pacific. This two-bedroom, two-bathroom retreat at Coral Strand blends tropical elegance, modern convenience, and an...
Charming Dolphin Suite with AC in delightful Kailua
Consider this studio your home away from home while you visit Kailua. We hope you enjoy what our place and Kailua has to offer.NOTE: Temporary construction site is nearby so price has been reduced. Details provided upon booking request so you can make a decision if this...
Waikiki Ocean View with AC, Full Kitchen, Washer/Dryer, FREE Parking & Wi-Fi!
Waikiki Skytower #2604 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585sf plus 90sf lanai with table & chairs)! With only 4...
Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!n
♨ Glam Condo Located on the 42nd Floor With Panoramic Ocean View ♨Enjoy this fully equipt kitchen including a full-size fridge, wall oven, stovetop & dishwasher.✔ Located in Central Waikiki✔ 5 Min Walk From Shops, Restaurants, & The Famous Waikiki Beach✔...
Pono Pearl Villas | Beach Access + AC In Every Room
Just a short walk from the beach, this spacious home is ideal for family reunions, retreats, or groups looking for space, privacy, and easy shoreline access. This listing represents one of several similarly appointed homes in the Windward area. All units share the same...
Waikiki Shore 1216
Updated in 2014, this deluxe one-bedroom one-bathroom suite with Pacific Ocean views has modern features that beach-goers will love! This bright and airy suite has a beachy décor, modern island furnishings, and Hawaiian-style artwork. You’ll love the kitchen, which...
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...
Ilikai Oceanfront Rental
This property is a LEGAL SHORT TERM VACATION RENTAL located in the resort zoned, oceanfront, Ilikai Apt. Building! This gorgeous, bright and airy, 1bd/1bth oceanfront, ocean/lagoon view unit, located in the iconic Ilikai Apt Building was completely remodeled into a...
Kai Lani Luxurious Ocean View Gated Community, Two Master Bedrooms near Aulani
Please visit our exceptional vacation condo in the Kai Lani gated community, a part of the beautiful Ko’olina resort. Our ground floor luxury, executive-type condo is over 1300 Sq. ft. with a full ocean view from our lanai where you can sit at night viewing the sun...
Luxury Ko Olina Beach Rental Panoramic Ocean View 3BR 3BA 8th floor 2 parking
Imagine yourself in a world-class Oahu, Hawaii oceanfront resort in Ko Olina beach rental bliss with exotic woods, natural stone, and an expansive lanai. Imagine as you lie down on a bed of total luxury. You sink down into silky softness that cuddles you as you are...
Hilton Lagoon Tower, 2 Bedroom Premier
2 Bedroom Premier (2BX)Size 1,025 sqft Accommodates 6 guestsRoom DescriptionThis spacious two-bedroom, two-bathroom ocean front view suite with lanai located on the 3rd - 23rd floors, features a primary bedroom with king-size bed, 55-inch flat panel HDTV, and bathroom...
09 FREE Parking/10 min beach/2br-Waikiki/Ala Moana
Legal Vacation Rental!! Newly renovated! Excellent location! Central to Ala Moana Shopping Center, Waikiki attractions, beaches, restaurants, bars, zoo, business district; on bus line, easy commute to Downtown,Chinatown,UH. Secured building: security guard, 24-hr...
Marriott KoOlina Beach Club, Beautifully appointed studio with kitchenette.
Please choose a Friday through Sunday check-in for a seven night stay. Quotes are based on resort/Island views. Please ask you agent if you are requesting an alternate view. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty...
Largest Ocean Villa at Turtle Bay! Fully Renovated 4BR w/ beach, pool & hot tub
Ocean Villa G218 is the largest and most luxurious 4BR/3BA unit at the gated Ocean Villas at Turtle Bay. With ocean-facing views, spacious interiors, and elegant design, it offers privacy and comfort just steps from the beach, pool, dining, golf, and hiking trails....
SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East
~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...
Skyline-Lagoon and Fireworks Magic from the Ilikai w/Top-Tier Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE: October 25, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Spectacular Urban Location - A Peaceful Surrender in Waikiki
This privately owned unit at the newly renovated Aqua Palms Lifestyle Hotel offers a serene escape with stunning mountain and city views. Located across from the world-renowned Hilton Hawaiian Village Hotel, you`ll enjoy easy access to the Duke Kahanamoku Lagoon, weekly...
Oceanfront Island Living at its Finest! Unbeatable Panoramic Ocean Views!
Waikiki Shore #1400 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Full kitchen, free Wi-Fi, free parking for 1 vehicle. This 1-bedroom condo's generous 1,188 sqft of interior living space...
Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa
The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...
Ko Olina Kai #17: Spacious, Stylish Retreat with Golf Course Views
Tucked along the prestigious 18th Fairway of the Ko Olina Golf Course, Ko Olina Kai Estate #17 is a private retreat where resort living meets the comforts of home. This executive four-bedroom estate within the gated Ko Olina Kai Resort Community offers expansive fairway...
Oahu Family cabin_Oceanview and Beach Fun
★Pool with Ocean View★: Community center pool where kids can play and adults can chill.★Mountain View★: Discover a peaceful escape with stunning vistas.★Beach 5 Min★: A sandy beach just 5 minutes away, perfect for family fun and relaxation.★Golf★: Enjoy...