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.
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego-based developer Mark Gosselin. This Oahu vacation home is a modern take on Oahu’s well-known Honeyed Jade. This...
Aloha Getaway
waking up to the scent of tropical flowers drifting through the air. and enjoy your morning with a fresh cup of coffee. Spend your day exploring nearby beaches, hiking lush trails, or simply relaxing by the beach. A peaceful, tropical escape awaits.
Manoa Royal Retreat by Gather | Luxury 9-Acre Estate w/ Pool, Views & Trails
Manoa Royal Retreat is a rare 9-acre Honolulu estate where contemporary design meets lush Hawaiian mountain serenity. This three-story sanctuary sits high above the city with unobstructed views of the ocean, coastline, mountains, and sunsets. Designed by award-winning...
Climate Controlled Studio - Bamboo Waikīkī Hotel #409
Castle Bamboo Waikīkī Hotel #409 - The sliding glass doors of this 4th floor unit allow in an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at surrounding cityscape. This climate-controlled retreat at the...
Waikiki Studio with beautiful view and minutes to beach.
Fully furnished studio. Queen size bed sleeps 2. Complete kitchen, minutes from beach and shopping. Brand new air conditioner. Beautiful unobstructed view from 14th floor. Pool, BBQ lounge area and pay laundry on 5th floor. Near Bus routes to everywhere. This unit is...
700ft to Waikiki Beach • 1BR Condo • King Bed • Rooftop Pool
Stay just 700 ft from Waikīkī Beach in this newly remodeled 1BR condo with a king bed, balcony, and access to a rooftop pool, hot tub, sauna, and BBQ area. Perfectly located in the heart of Waikīkī, you’re only steps from the Duke’s Statue, top restaurants,...
Tantalus Glass House by Gather Modern Honolulu Retreat
Welcome to Tantalus Glass House by Gather, an architectural masterpiece perched high above Honolulu. This five-bedroom, five-and-a-half-bathroom estate combines modern design with lush tropical surroundings, offering a rare blend of privacy, sophistication, and...
Royal Kuhio 1713 - Spacious Studio w/ Stunning City View in the Heart of Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1713, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and partial ocean and mountain viewsKitchen: Fully...
Velzey Villa by Gather – 3BR w/ Lanai, Full Kitchen & Washer/Dryer
Located just steps from Velzyland Beach on Oahu’s North Shore, Velzey Villa offers the comfort of a private 3-bedroom, 2-bath home with 1,232 sq ft of indoor living space. Designed for families, surf travelers, and those who want to experience Haleiwa at their own...
Kailua Beachfront Estate by Gather: Beachfront Luxury w/ Pool, Spa & Guest House
Welcome to Kailua Beachfront Estate, an exceptional 7-bedroom, 6.5-bath sanctuary that sleeps up to 14 guests on O'ahu’s most exclusive stretch of sand. Blending timeless coastal architecture with luxurious modern amenities, this 5,902-square-foot residence offers the...
Grand Waikikian 1BR+ Oasis – Island Luxury, Short Walk to Waikiki Beach
Enjoy a spacious and luxurious island escape in this 1 Bedroom Plus (1DP) suite at the Grand Waikikian, part of the Hilton Grand Vacations Club at the Hilton Hawaiian Village Waikiki Beach Resort. Ideal for couples, small families, or extended stays, this enhanced...
10th Fl Ilikai | King Beds | Pool | AC | City View
Welcome to your corner end-unit retreat at the iconic Ilikai Hotel, where sparkling city lights meet Waikīkī’s vibrant lifestyle. From your private suite, enjoy sweeping views of Honolulu and the lively energy of the city, all while relaxing in a resort-style...
Chic 2-Bedroom Unit In 43 Stack In The Ilikai Hotel!
Located in the highly desirable "43" stack of the Ilikai Hotel, this unit offers perfect views of the lagoon and yacht harbor, as well as front-row seats for the Friday night fireworks. It's the ideal spot to relax and soak up the Hawaiian sun! This non-renovated...
Ocean View Luxury Condo in Waikiki, /w Parking!
This stunning 2 bedroom, 2 bath condo located in the heart of Waikiki is an oasis away from all the hustle and bustle. Not only does it feature central air-conditioning, but its beautiful pool area and spa make for a truly luxurious experience with fewer guests than...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
The Turtle House, a 5 Bedroom Oceanfront Villa!!!
The Turtle Villa is the perfect location for an unforgettable and authentic Hawaiian experience. One of the best oceanfront views on the island with the most stunning sunsets. Our home is great for family getaways or large gatherings. Create family memories that will...
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!
Lanikai Ola Nani by Gather is a refined island sanctuary just steps from the sands of world-famous Lanikai Beach. This four-bedroom, four-bathroom retreat combines designer renovations with indoor-outdoor flow, creating a private haven for monthly stays in Kailua’s...
Enjoy this newly renovated beautiful and spacious studio located near Waikiki.
Enjoy this newly renovated beautiful and spacious studio. Located across the convention center and next to Ala Moana shopping center and beach. Walking distance to sandy beaches, Waikiki, shopping and more. Comfortably sleeps three with a Queen bed and Xl twin pull out....
Diamond Head Hale | Steps to Sand
Listed as one of Hawaii's historic properties, enjoy some of the best that island living has to offer in this fully furnished 4-bedroom, 3-bathroom Diamond Head Hale. Natural light, refreshing ocean breezes, and hardwood floors flow through this home. 3 bedrooms and 2...
Marriott Vacation Club, Waikiki Studio
Summary:Escape to Marriott Vacation Club, Waikiki, a vacation ownership property in the heart of Honolulu. Centrally located in a premier shopping and dining district near Waikiki Beach. Each offers a kitchenette, dining area, and premium amenities including a rooftop...
Beautiful Waikiki condo with a large private lanai & conveniently located
Aloha Towers 503Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Waikiki from the comfort of this spacious 2-bedroom, 2-bathroom corner unit condo located in...
Harbor View 1BR! Max 6 near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. This...
Family-friendly home next to the ocean w/ hot tub, lanai, beach access and WIFI
Beach Oasis (30+ night rental)Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Waialua, HI! This stunning oceanfront home is just 2 miles from the...
Diamond Head Luxury Beachfront Estate
This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves. Set directly on the sand within the exclusive Cove area of Diamond Head, this home is...
Mid-Century Modern Manoa Home with a Mountain View
Discover the magic of Manoa!Welcome to Hale Wailele, our beautiful 2025 renovated mid-century modern home in lush Manoa Valley. With breathtaking views, abundant natural light, and custom design details, it's a serene retreat just minutes from Manoa Falls. Enjoy two...
View Stunning Sunsets in this Ocean View 1 Br @ MVC Ko Olina Beach Club 4/29-5/6
Spectacular Views at Marriott's Ko Olina Beach Club in Oahu is a dream destination with its private lagoon, family-friendly beach, and three pools, including a heated kids' pool with slides. Nestled in lush Hawaiian gardens, this resort offers spacious villas with full...
Tropical Retreat with Heated Pool in Ilikai Hotel
Our spacious apartment is designed to provide you with all the comforts of home, plus the added benefits of a resort-style setting. The unit features two beautifully appointed bedrooms. The master bedroom serves as a serene retreat with a plush king bed, offering a...
Hale Moana by AvantStay | Incredible Hawaii Beach Resort w/ Pool & Hot Tub!
Kick your feet up at Hale Moana, the newly-renovated villa perfect for your paradise vacation. Professionally and locally designed, this condo captivates Kapolei’s lively atmosphere and offers state-of-the-art appliances, spacious dining areas, and plush lounging...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...
31st Fl Waikiki Banyan | Parking | AC | Partial-Ocean Views
The SpaceEnjoy a high-floor corner unit with easy access to the laundry room and trash chute. Perfect for families or groups, this suite combines comfort, functionality, and Waikiki convenience.Bedroom• One twin bed and one double bed with ocean-facing viewsLiving...
Seaside Sanctum: Work and Play
Step into a world where magic meets comfort at our unique and delightfully family-friendly condo. Here in Kai Lani, you have access to all the perks of the the Koolina resort with the creature comforts and space in your home away from home. We are community within a...
Downtown Honolulu | AC, W/D, Free Parking, Kitchen
Experience the best of Honolulu from this bright, open-concept condo. Just minutes from downtown attractions, restaurants, cafés, and shops, with easy access to public transit and nearby beaches and parks. After a day exploring, unwind in the building’s pool,...
Waikiki Banyan Ocean View Apt - Free Parking
About this spaceOne bedroom ocean view apartment at Waikiki Beach. Located in Waikiki Banyan Resort at 201 Ohua Ave Honolulu.Only one block walking to the beach.The apartment has an equipped kitchen, free WiFi and free parking for one car. Sleeping arrangements are 2...
Romantic view walk to beach, malls &Restaurants. Fireworks view Avery Friday..
Free coffee/TeaFree wifi Free parkingFree washer/DryerFree AC/HeatRelax in this stylish 1-bed, 1-bath condo in Honolulu with breathtaking beach views. Perfect for couples or solo travelers, it’s just steps away from the beach, dining, and shopping. Enjoy a fully...
20th Fl Waikiki Sunset | King | AC | Parking | Pool
Experience the best of Waikiki from this spectacular 20th-floor suite with city and ocean views—just one block from Waikiki Beach. Perfect for couples or small families, this unit combines comfort, convenience, and unforgettable scenery.The Space• Bedroom: King-size...
Escape to Paradise! 2 Serene Units, Pool, 3 Restaurants, Right on Beach!
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Tranquil and Chic 1 Bd and Bth with Car and Sauna
"Tutu's Hale" a hidden tropical oasis in East Honolulu, features 1 bedroom and 1 bath, living room, kitchen, walk-in closet, outdoor patio space with hammock swings and furniture, with access to our shared dry sauna, cold plunge and outdoor shower. Those in need of...
Lanikea At Waikiki condo in Waikiki with parking (30 Nights Minimum Stay)
Luxury condominium located in Waikiki! This 2 bedroom unit comes with 2 parking stalls. The amenities include a resort-style swimming pool, Jacuzzi, BBQ area, and 24 hours monitored security. Secure building perfect for couples, families and friends and anyone who wants...
Ocean-City Luxurious Vacation at the Sky Ala Moana with Amazing 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 Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and...
11th Fl Executive Centre | Parking | Pool | Patio
In the heart of Downtown Honolulu, just steps from historic ʻIolani Palace, Mission Homes Museum, Aloha Tower Marketplace, and City Hall. This spacious one-bedroom condo features a rare 300+ sq. ft. private patio with sweeping city views—ideal for relaxing or...
Waikiki Beach Walk Resort 2BR/2BA
Located on nearly eight acres of new Waikiki pleasures. If you're looking for a resort that packs a ton of nearby fun, be among the first to reserve your spot at the new Club Wyndham at Waikiki Beach Walk®, part of Outrigger's huge Waikiki Beach Walk project. This...
3 HGVC Hawaiian Village Beachfront Resort and Spa!
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to...
Kahala Beachside Estate – Premier Luxury Living on Oahu’s Gold Coast
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Boasting an extraordinary beachfront location,...
Luxurious five-bedroom modern retreat
This five-bedroom home inHonolulu offers a blend of modern design and tranquil vibes. The spacious interior features an open-concept living area .The kitchen is modern and functional, with sleek finishes and ample storage. The master suite provides a serene retreat....
Fancy Peacock in Hawaii with ocean views
About this spaceWelcome to Fancy peacock, we are located 5 minutes from the famous Makaha beach surrounded by tropical landscape and close to everything but away from noise and crowds.The spaceone bedroom with queen bed and living room with futon.kitchen with all the...
35th Fl Waikiki Banyan | Sunrise Mtn View | AC | Parking
The SpaceEnjoy the best of island living in this high-floor, corner/end unit filled with natural light and panoramic views of Honolulu’s cityscape and Koʻolau Mountains. With cool tradewinds and a spacious layout, this Waikiki retreat is the perfect home base for...
All New Interior: Premium Beachfront Ocean View Condo on Hidden Gem Beach
Come enjoy the warm, soft sands of O’ahu at our cabana where no detail has been left unattended to. Located at one of the most underrated beaches on the island with turtle, dolphin and whale sightings often, we’ve incorporated the latest technology here for you to...
Oceanfront studio in Honolulu for a relaxing getaway with terrific views.
This memorable studio is the perfect home base for your trip to Honolulu. The cozy living room features a double murphy bed, providing a welcoming space for guests to relax after a day of exploring. the lanai has a twin daybed - perfect for a 3rd guest. The bathroom is...
Private North Shore Studionn
Our newly renovated attached studio is located between Sunset Beach & V-land one block to the beach. Well suited for a single guest or couple (queen loft bed) who want to enjoy the comforts of home while experiencing the North Shore culture. Walk distance to beautiful,...
NEW! KBM Resorts Niki Lani Condo | FREE CAR | Kuilima Estates | 3-Bedroom Condo at Turtle Bay! KUL-W11
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...