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.
2 Pet-Friendly One King with Kitchen Near Island Adventures
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
Regency Waikiki Partial Ocean View 2 Bedroom 1 Bat
Unwind in your spacious two-bedroom condo, just a block from Waikiki Beach, restaurants, and shopping. Designed for up to six guests, it features a fully equipped kitchen, two cozy queen beds, and a comfortable sofa bed in the living room.Partial Ocean View 2 Bedroom 1...
Nestled on the Outrigger Canoe Club Beach, this charming, fully furnished studio in Colony Surf is just steps away from the ocean. The unit boasts a complete kitchen and offers wifi & cable for your convenience. Colony surf is located next to the Outrigger Canoe Club,...
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...
Waikiki Ocean Luxe Retreat | Panoramic Views
Enjoy comfort and convenience in this newly renovated APril 2026 ocean-view suite located in the heart of Waikiki. Just minutes from Waikiki Beach and Waikiki Marketplace, you’ll be close to shopping, dining, and beach activities. Grab a quick bite or coffee at Musubi...
Furnished monthly rental Waikiki Neighborhood 301
Cozy Waikiki Studio for Remote Work 301 Aloha Waikiki 96815.Monthly Rental - 30+Night Minimum Required bookingBook this home away from home on the serene outskirts of Waikiki!This private full apt offers a retreat for traveling workers or anyone seeking long-term...
Cozy studio- 5 min away from shopping center
Come and stay in a cozy studio located in a quiet suburb of Oahu. You can walk a minute away from the community pool area where you can swim around or just lay down and relax while soaking in all of Hawaii’s sunshine. Drive for 5 minutes to one of Oahu’s popular...
Central Waikiki 201 One bedroom & kitchen
One bedroom, kitchen, sleeps 3 | Sun, Sand & Surf Waikiki 201.Enjoy easy access to everything from this perfectly located home base. 1 bedroom with full kitchen (gas range) and full size refrigerator ** No parking available ** Ideal for remote working with dedicated...
Waikiki condo/2 bedroom/FREE parking /4beds
This welcoming vacation rental is located in the Royal Aloha hotel/condo. It's minutes away from popular locations such as Ala Moana, Royal Hawaiian Center, Convention Center, Waikiki International Marketplace, restaurants, Beaches, and sights to be seen. There is one...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
Welcome to Samurai House by Gather, an extraordinary oceanfront estate on Oahu’s North Shore. This five-bedroom, eight-bathroom retreat blends Japanese-inspired architecture with modern island luxury. With over 5,800 sq. ft. of interior and outdoor living space, Samurai...
Marriott Ko Olina Beach Club 2 Bedroom ⭐︎ beachfront
Located in Kapolei, this welcoming condo lets you experience it all. Ko Olina Marina is an easy 5-minute walk away and Ko Olina Beach Park is also a quick 8-minute walk away. A living room and air conditioning are featured at this 2-bedroom, 2-bathroom rental. Bathroom...
Kahala Zen: 5BR Modern Oasis with Studio & Lush Garden
Welcome to Kahala Zen, a show-stopping 5-bedroom, 4-bath luxury retreat set within Honolulu’s prestigious Kahala enclave. Spanning 3,300 sq ft of thoughtfully designed living space—including a private studio cottage—this newly built 2024 estate blends timeless island...
Parking & Ground floor Waikiki Value Stay | Fully Equipped 104
Parking & Ground floor Waikiki Value Stay | Fully Equipped 104.Honolulu Hawaii Nightly RentalAll New Complete Remodel! One Parking Space Included, Midsize OnlyBook your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, &...
Hawaiian Escape - Grand Waikikian- 2 Bedroom Plus with Partial Ocean View
Presiding over the expansive Hilton Hawaiian Village Waikiki Beach Resort, the exquisite Grand Waikikian brings Honolulu vacation accommodations to a peerless new level: spectacular views, the ambience and service of a grand hotel, and all the comforts and conveniences...
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...
Sunset Escape: Pool, Sauna, Rooftop Serenity - Your Waikiki Hideaway!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Honolulu Skyline & Ocean Retreat – Free Parking/AC
Enjoy a relaxing stay in the heart of downtown Honolulu at our Executive Centre condo, steps from dining, shopping, and business hubs. This inviting space offers ocean views, two full beds, and a cozy living area with kitchenette. Stay connected with free Wi-Fi and cool...
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
Where Oʻahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291‑square‑foot, five‑bedroom retreat unfolds across two spacious levels with sweeping oceanfront views, private...
Spacious Room w/ Lanai | Near Ala Moana Center
This listing is for a room within a hotel.✦ Your room is 364 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Luxury 3-bedroom villa with view of Waimea Bay. 30 day min stay.
Welcome to Pupukea Nahale Hale (Jungle Villa), where Hawaiian charm meets modern luxury. Immerse yourself in tropical design while soaking in stunning vistas of Waimea Bay.A short drive leads to famed surf at many beaches as close as five minutes away: Three Tables,...
Sunset Shores - Waialua Oceanfront Retreat - 30 Day Rental
**This property may not be rented for less than 90 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied**Welcome to Sunset Shores! Located in Waialua on the North Shore of Oahu, this...
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...
Waikiki Studio at Lagoon Tower – Beach, Lagoon & Resort Fun
Lagoon Tower is located within the iconic Hilton Hawaiian Village beachfront resort complex in Waikiki. The resort spans dozens of beachfront acres and features tropical gardens, multiple pools, restaurants, shops, and direct beach access.Guests staying at Lagoon Tower...
Marriott's Ko Olina Beach Club, 2 King+Queen Sofa, Mar 14-21, LOW Price!
This lovely 2-bedroom resort in Kapolei is perfect for your escape. With 2 king beds and 1 sofa bed, guests can relax in comfort. Enjoy the fitness room, AC, and heating during your stay. This serene retreat also offers a living room with an additional sofa bed. A great...
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...
Paradise Found in Makaha, HI! Fully equipped and furnished with all upgrades!!
Your home away from home at Makaha Valley Towers. Ocean and valley views. Totally updated, fully furnished, equipped kitchen, new walk in shower and washlet toilet (bidet), central AC, BBQ & pool area.
Charming 1.5 bedroom cottage, fully furnished in a great location!
Welcome to this marvelous apartment in Kailua. This cozy space features 1 bedroom with a comfortable queen bed with mountain views, plus a separate office room for computer business, privacy glass throughout, perfect for a couple or solo travelers. The bathroom is...
Waikiki Beach Ocean View 1 BD +Lanai +FREE parking
Fully renovated in fall 2021, this stylish one bedroom is brand new with a private lanai. The 18th-floor unit has ocean and diamond head views, just one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with...
Modern Waikiki Studio | Hilton Lagoon+Free Parking
Located directly across from Hilton Hawaiian Village, enjoy the famous Friday night fireworks at 7:45 PM. This studio in Aqua Palms Hotel sits in the heart of Waikiki, about a 5-minute walk to the beach and minutes from Ala Moana Center, restaurants, and shops....
2 Ko Olina Beachfront Resort & Spa, Hot Tub, Pools
Marriott Ko Olina Beach Club is located on the stunning western shore of Oahu, offering a tropical paradise experience with breathtaking views and luxurious amenities. Upon arrival, guests are greeted by beautiful waterfalls and fountains, setting the tone for the...
Escape the bustle of Waikiki and access some of the North Shore’s best beaches! You’ll be in proximity to Ahupuaʻa ʻO Kahana State Park, Turtle Bay, the Maʻakua Ridge Trail and World Famous Banzai Pipeline where you can catch a wave or watch pro surfers in action. The...
Private studio near Hilton Lagoon
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in 5-10min...
Experience Honolulu like a local in this hotel studio. The space features a king bed, sofa bed, AC, washing machine, WiFi, and more. Our beautiful property is perfect for guests looking for a wonderful stay in the heart of Honolulu. Our place is equipped for both long...
Spacious Design Studio 3 mins from the beach
This spacious studio is located in the heart of Waikiki, within 5 minutes walk to Waikiki Beach. The space is completely remodelled with high end furnishings.Features:- a fully equipped kitchen- two double beds - perfect for families and groups!- a luxurious bathroom...
High Floor Ocean View Waikiki Condo – Fully Renovated with Free Parking Included
Wondeful and Renovated 1 Bedroom /1 Bathroom /1 Free Parking unit located on the 27th floor of the Waikiki Banyan. Amazing partial Ocean Views from the lanai and bedroom!Total of 3 Sleeping Arrangements - 2 x Full Size Bed in the bedroom + 1 x Queen Sofa Bed in the...
Hawaii Kai ~ Central Location ~ Oahu Perfection!
Stylish 3 bedroom, 3 bathroom home in centrally located Hawaii Kai. Walkable to shopping, grocery and fabulous restaurants! Enjoy the A/C or hang out on the beautiful lanai. Located in a sweet neighborhood near Koko Marina, you can easily walk to the beach to fish,...
Luxury Comfort in Waikiki-1 BR Steps From The Beach
Your home away from home in Honolulu, Waikiki with 1 bedroom. This delightful condo features a cozy, modern living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a luxurious king bed for a restful night's sleep. Guests can...
HawaiianBliss Spacious 2BR Marriott Ko Olina Villa for the Perfect Family Escape
**Available exclusively from August 30-September 6, 2026. A 7-night stay is required.** Picture mornings with ocean breezes, afternoons by turquoise lagoons, and golden sunsets on the sand. Marriott Ko Olina Beach Club is a slice of paradise on Oahu’s sunny west coast....
Better Choice for your Vacation! 3 Units w/ City View, Kitchen, Pool
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 400 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
3 Units, Standard One Queen at Romer House Waikiki, Outdoor Pool
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 168 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
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...
Located In Famous Hilton-Hawaiian Village-Grand Islander-2 Bd Partial Ocean View
Discover the perfect blend of fun, relaxation, and tropical beauty at The Grand Islander by Hilton Grand Vacations in Waikiki, an unforgettable family-friendly destination in the heart of Honolulu. Set against the lush, verdant backdrop of Oahu, this two-bedroom suite...
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Ocean & Waikiki Skyline Views – Modern 2BR/2BA Retreat, Resort Style Amenities
Wake up every day to sweeping views of the Pacific Ocean and Waikiki skyline from this stunning 2-bedroom, 2-bathroom apartment. Perched high above the city, every room offers incredible vistas.This newly renovated unit features: • Spacious open layout with natural...
Charming 3-bedroom townhome with AC, WiFi in serene Ewa Beach
Nestled in Ewa Beach, this delightful townhome boasts 3 bedrooms, including a king bed, queen bed, and futon. With 3 bathrooms equipped with amenities like a hair dryer and bidet, guests will feel right at home. The property also features AC, a washing machine, iron,...
If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a...
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...
Waikiki Studio Great Location Free parking
Come enjoy this clean, peaceful, and perfectly located studio in the heart of downtown Waikiki. The space features a comfortable queen bed, a bright living area, and private parking for added convenience. Secure entry and a well-maintained building provide a relaxing...
Indulge in Home-Like Comfort Rooftop Swimming Pool and Hot Tub!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Cozy apartment in awesome Honolulu with AC, WiFi, fitness room
Located in Honolulu, this charming apartment is a dream. With a cozy bathroom featuring a bathtub and hair dryer, guests can relax and unwind after a day of exploring. The property also offers amenities like AC, WiFi, and a fitness room for convenience. Experience what...