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.
1 HGVC Lagoon Tower Beachfront Resort & Spa, Pool!
Experience luxury beachfront accommodations at Lagoon Tower by Hilton Grand Vacations, situated on 22 pristine acres of world-famous Waikiki Beach. This premier Hawaii vacation ownership resort offers guests unparalleled access to Oahu's most coveted white-sand...
Discovery Bay deluxe ocean view, near Ala Moana Shopping Center & the beach!
Soak in stunning views of the Pacific Ocean from this spacious 1-bedroom, 1-bath condo located on the 35th floor of Discovery Bay! With 769 sq ft of comfortable living space, this fully furnished unit features a full kitchen, two twin beds (pushed together in photos) in...
Aqua Aloha Surf Waikiki 308 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #308 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Aloha Surf Condo - Private Deck - Pool - E-bikes
About this spaceWelcome to the Aloha Surf Condo at Kuilima Estates East, nestled within the Ritz-Carlton Turtle Bay Resort on Oʻahu’s North Shore. Wake up to palm trees swaying across the golf course, then stroll or ride your two Rad Power RadRunner Premium E-Bikes...
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of Waikiki
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of WaikikiSoak in the beauty of Oʻahu from the 34th floor of Waikiki Banyan 3409, a stylish 1-bedroom vacation rental with sweeping mountain and Honolulu city views. Located just 2 blocks from Waikiki Beach,...
Come Create Memories w/ Fun-filled Adventures at this Paradise! Outdoor Pool!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 485 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
2 bedroom Waikiki Apt sleeps 6 PARKING included with stay
This roomy apartment is perfect for a family or group. There are two separate bedrooms-both with queen sized beds. Both bedrooms also have a basic desk with chair which can also be used as a vanity table. The living room has a pull out queen size sofa bed. I have...
Ilikai Hotel & Luxury Suites JRCV-1: Luxury studio w/City Views
Ilikai Hotel and Luxury Suites: Luxury Studio with City Views and Kitchen, adjacent to Waikiki Beach and Yacht Harbor, and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites is defined by its bold architecture...
2BR+Loft Huge Patio Quiet & Spacious with Free Parking
Enjoy this spacious, high-ceiling 2BR plus loft with a rarely available large open-air balcony. Save $40 a night with one secured free parking in the building plus free wifi. Walk to the best restaurants, Chinatown, and visit the historic Iolani Palace. The building has...
4 Suites with Balcony and Living Area | Outdoor Pool & Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
LANIKAI Plantation Cottage located only 3 houses from famous Lanikai Beach
This fully furnished 2-bedroom, 2-bath 2-story cottage is part of a private, gated, rambling plantation-style property. The 2nd level unit (not equipped for handicapped) catches the ocean breezes and comes with window A/Cs in all bedrooms, a living area, dining area,...
Amazing 1 BDRM Ocean and Diamond Head View Condo w/Parking/Washer/Dryer
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Friday night fireworks from the Hilton Hawaiian Village....
Newly Reno’d Oceanview Luxe Stay w/ Free Parking
Aloha and welcome to your Waikiki getaway!Step into our beachfront home, where floor-to-ceiling windows offer stunning panoramic views of the sparkling lagoon and open ocean. Watch surfers ride waves and catch unforgettable sunsets—all from the comfort of this spacious...
Queen Bed | Outrigger Waikiki | Shopping & Dining in Central Waikiki! Gym, Pool!
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 234 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Cleaning services...
Niu Beach Estate – Private Luxury Meets Island Sophistication
Welcome to Niu Beach Estate, a breathtaking 5-bedroom, 5.5-bath modern plantation retreat set along the peaceful southern shores of Oʻahu. Spanning an expansive 7,711 sq ft of indoor–outdoor living, this newly remodeled estate blends contemporary coastal luxury with...
Awesome 5-bedroom house in Lanikai overlooking the Mokulua islands
Experience that perfect Hawaiian getaway with breathtaking ocean and Mokulua Island views from this exquisite Lanikai hillside residence. The home is ideal for a long extended family vacation with 5 bedrooms, two of them with king-sized beds and four with their own...
World Famous Makaha Beach Oceanfront Condo!
Available 30 days or more regardless of VRBO calendar setting. Relax on the lanai watching the waves rolling in on the beach below, or take a good book down to the pool and enjoy the shade. Away from the crowds at Waikiki in a boutique condo building, so peaceful! If a...
"Waimea Vista," Oceanfront Views, Walk to Beaches
Vrbo Premier Host presents: Oceanfront with sweeping views of surfers, whales, and sunsets. This 3-bedroom retreat sits within a marine sanctuary, offering rare privacy and walking distance to three iconic beaches, world-class snorkeling, local eats, grocery. Endless...
FREE Parking! Penthouse Unit at The Palms Waikiki
Amazing 12th floor Penthouse Unit. This popular unit at Aqua Palms Hotel comes with high ceiling, a spacious lanai with ocean view and larger interior living space than most condotel studio units in Waikiki. 2 queen beds can accommodate 4 guests. This is one of the most...
New Luxury Penthouse! Sky Ala Moana 2bd/2ba
Summary:*30 DAY MINIMUM*Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 43rd floor of Sky Ala Moana. Get a charming view of the island and take advantage of the convenience of being close to...
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...
Royal Garden at Waikiki | Two Studio Suites
Summary:This listing is for 2 Studio Suites at Club Wyndham Royal Garden at WaikikiEach Studio Suite Features:• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD...
Premium Bright City-View Retreat - Any Premium Rm
Step into this bright and inviting bedroom featuring a comfortable bed with tropical linens, warm lighting, and a private balcony overlooking the city. Enjoy peaceful mornings with fresh air and skyline views right from your room. Much larger than a standard hotel room...
Waikiki Shore Ocean View 2Bedroom 2Bath
This rare ocean view two bedroom, two bath condo offers a front row seat to Waikiki Beach. Located in the only condo building right on the shoreline, it’s perfect for up to six guests looking for space, comfort, and unbeatable beach access.Ocean View 2 Bedroom 2...
Waikiki Grand Hotel® 716 ¦ Queen 7th Fl Studio-Suite w/Kitchen & Pool
Legally Permitted Short Term Rental — ᴡᴀɪᴋɪᴋɪ ɢʀᴀɴᴅ ʜᴏᴛᴇʟ® —◈▾134 Kapahulu Ave 716▾◈ Waikiki Grand Hotel® 716 ¦ Queen 7th Fl Studio-Suite w/Kitchen & PoolWG 716 is the perfect example of what every Waikiki vacation hideaway should haveIts meticulous design was made for...
Summary:Newly built 1bd 1ba duplex. This charming unit offers all the essentials, including a convenient washer & dryer, making your adventure hassle-free.Prime location—just minutes away from popular attractions! Explore the famous Waikiki Beach or indulge in shopping...
Monthly- Chateau Waikiki 3513 2 Bedroom Ocean / Diamond Head
PANORAMIC OCEAN / Diamond Head VIEWS, 10 Minute Walk to Beach, 2 Bed Room, Furnished. No smoking condo. 2 Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 2 Month Minimum / contact Agent.Spectacular ocean, volcano, mountain and town views from...
Waikiki 2BR Paradise – Spacious Grand Waikikian Suite with Resort Pools & Beach
Step into luxury and space with this comfortable two-bedroom, two-bath residence at Grand Waikikian, located within the renowned Hilton Hawaiian Village Waikiki Beach Resort on O‘ahu’s famed Waikiki Beach. Spanning approximately 1,120 sq ft and designed to accommodate...
This Waikiki resort offers effortless access to enchanting strolls along the iconic beach. Soak up the sun, try kayaking, or sign up for a surfing lesson. Immerse yourself in a luau and enjoy delicious Hawaiian cuisine while watching traditional dance and music...
Stylish Studio- Stunning City View - Parking
NEWLY RENOVATED THIS 2026Bright and inviting studio featuring a comfy bed, tropical-style sofa, glass coffee table, and a cozy dining nook. Large windows fill the space with natural light and offer vibrant city views. Stylish décor, warm wood floors, and a clean, open...
Aqua Aloha Surf Waikiki 408 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 408 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Hilton Hawaiian Village Lagoon Tower Ocean Front PH, 3 Bedrooms, 2.5 B, sleeps 8
Plenty of space for everyone to relax and enjoy! Beautiful views, steps from the beach, activities galore. Master suite has a king bed, full bath with bidet. Middle bedroom has 2 twin beds and third bedroom has a king bed. Second full bath between the two rooms. Living...
Hillside Villas 1496-2: Elegant 3BR in Ko Olina with Spacious Lanai
Hillside Villas 1496-2 by Gather is a welcoming two-story retreat in the peaceful, gated Hillside Villas community of Ko Olina. Thoughtfully designed for comfort and ease, this 1,173-square-foot home offers bright, connected living spaces, a private lanai, and a...
Spacious 2BR Ocean View Condo With ALL Amenities!
Spacious recently renovated FULLY FURNISHED 2br 1.25 ba condo with all amenities located on the Diamond Head side of Waikiki.Breezy 840 SF corner unit on a high floor so you have gorgeous Diamond Head, Ocean, panoramic Ala Wai canal, golf course and mountain views - all...
Large balcony studio one block from the beach
Step into this bright studio offering an open-concept living space with sleeping space for up to 3 guests, just a few minutes walk from Waikiki Beach. Enjoy a massive private balcony with city and ocean views, fine touches inside, and a very walkable neighborhood close...
Aqua Aloha Surf Waikiki 215 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 215 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
Relaxing Room with City View | 5 Minutes Walk to Waikiki Beach
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for a room within a hotel.✦ Your room is 280 sq. ft, equipped with...
4 BR Diamond Head Oceanfront Luxury Home
FEATURED IN ARCHITECTURAL DIGEST MAGAZINE! Are you ready to graduate from the Presidential Suite? Are you looking for the most relaxing vacation accommodation?*Specials not available during Peak Season*This OCEANFRONT CROWN JEWEL – A MODERN DIAMOND HEAD HOME – offers a...
1BR Mountain View w/ Balcony, Pool & 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...
Luxury Waikiki Oceanfront 1BR — Full Ocean & Beach Views From Every Room!
Luxury Waikiki Oceanfront 1BR — Full Ocean & Beach Views From Every Room! 1 Bedroom • 1 Bath • Sleeps 2 • 850 sq ft + 150 sq ft Lanai • Pet Friendly 30-Day Minimum StayWelcome to your rare, luxury oceanfront escape in the heart of Waikiki, located just 39 steps from...
Waikiki Shore 1000 Oceanfront 2 BD + Bonus BD 2 BA
Wake up to panoramic oceanfront views in this spacious two bedroom, two bath condo, complete with a bonus bedroom for extra flexibility. Situated on Waikiki Beach, it’s a perfect island escape for larger families.Unit 1000 Ocean View 2 Bedroom + Bonus Bedroom 2...
Makaha Valley - Few Mins away to Beach
Relax at this cozy and luxurious 4 bedroom, 2.5 bath brand new house in a 24-hour gated community.Take in the fresh air and the lush mountain view from the tropical themed bedrooms and lounge on the Italian leather sofa after a whole day exploring in the sun; enjoy your...
Aqua Aloha Surf Waikiki 1213 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 1213 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Hawaiian King 212 Studio Suite, Full Kitchen, Pool, Sleeps 2
Welcome to Hawaiian King 212 Suite - Your Home in the Heart of Waikiki!Address: 417 Nohonani St #212, Honolulu, HI 96815Room Type: 1 bedroom Hawaiian King 212 Suite Overview: Discover your own slice of paradise in the heart of Waikiki with our Hawaiian King 212 Suite....
Waikiki Clean Studio with Canal View
Cozy Getaway in Hawaiian Monarch Condo Hotel, with views of the canal and Diamondhead. This clean studio has a comfy bed and the kitchen amenities, WiFi, TV, AC, Pool, Jacuzzi, BBQ Area, gym ($5 registoration fee), on-sight Laundry, Coffee Shop, Paid Parking. Convenient...
Modern Stay at The Park on Keeaumoku w/City Views & Luxury Amenities
Experience elevated island living from this stunning 1-bedroom, 1-bath condo on the 23rd floor of The Park on Keeaumoku. With sweeping city views, modern finishes, and access to world-class amenities, this home is the perfect blend of comfort, convenience, and...
AS11 Cozy Studio by Waikiki Marketplace
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
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...
2-Bedroom Oceanfront Condo w/ Private Lanai
Experience the best of Hawaii in this spacious 2-bedroom condo at Hawaiian Princess Makaha. Ideal for families or friends, this oceanfront retreat offers stunning views, a private lanai, and direct access to the beach. Enjoy comfortable living spaces, a fully equipped...
Welcome to your dream retreat in Kailua, a sun-drenched haven where tranquility meets convenience. This charming unit is part of a thoughtfully designed duplex, offering a perfect balance of privacy and community. Whether you’re here to relax, explore, or work, this...