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.
Stylish 1BR Azure Ala Moana | 30 Day Min
Summary:**30 DAY MINIMUM**This luxurious 1 bedroom, 1 bathroom apartment is located in the new Azure Ala Moana! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the space is near to many restaurants, local...
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,...
Picturesque views of the ocean and Diamond Head
Mesmerizing panoramic views of Diamond Head, the blue Pacific Ocean, the moon and stars! This spacious corner condo is as close as you can get to the sand without being on the beach. Step back in time for this rare opportunity to stay for a while in the home of a...
Island Colony 715 Charming Studio with Pool View
Welcome to Island Colony 715 - Your Charming Studio with Pool View!Discover the allure of Waikiki at Island Colony 715, a delightful studio with a pool view. Located at 445 Seaside Ave #715, Honolulu, HI 96815, this private rental by Hawaii Dream Realty LLC offers a...
Experience Island Paradise at The Grand Islander by Hilton - 2 Bd. 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...
1 Block from Waikiki Beach : Peek A Boo Ocean view
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay by only yourself, family, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while...
2 Awesome Units, Just Steps to the Beach, Pool, Dining, Spa, Diamond Head
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...
Honolulu Lagoonfront Villa by Gather | Private Pool Villa Near Waikiki & Diamond
Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island RetreatExperience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance,...
3 Awesome Units, Pool, 3 Restaurants, Spa, Minutes to Waikiki Beach Walk
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...
BMB 1204 Ideal Hawaiian 1-bedroom apartment steps to beach in Honolulu with Pool
Our Hawaiian getaway awaits! Experience the best of Waikiki in our centrally located 1 bedroom vacation rental! Bamboo 1204 is nestled on Kuhio Ave just block to Waikiki Beach! Embrace the comfort of a Queen Bed (in bedroom) & a Futon in living area, full kitchen, quiet...
Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368
Consider this condo your home away from home while you visit Kailua-Kona. This cozy space offers a fantastic ocean view and serene atmosphere, perfect for unwinding after a day of exploring. With a living room featuring a comfortable queen bed, and comfortable love seat...
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily Housekeeping
Waiulu Villa - Updated Beach House Decor | Onsite Staff & Daily HousekeepingThis spacious 3 bedroom, 3.5 bath single-level lower corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located...
Oahu Dream! 3 Amazing Units, Pool, Minutes to Waikiki Aquarium, Waikiki 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...
Relaxing Kalakauan 1-Bedroom | Private Lanai
This family-friendly vacation home is tucked away at the beginning of the Waikiki strip and features secured entry. This 1-bedroom, 1-bathroom offers easy access to the Waikiki Strip, Hilton Hawaiian Village, Fort DeRussy Beach Park, world-famous Waikiki Beach, Hawaii...
Magic Sand beach Cozy 2-bedroom Ohana in beautiful Kailua-Kona with AC, WiFi
The house is across the street from Magic Sand beach. One minute walk to the beach from our house. The Ohana is separated from the main house, which you might share the pool/spa with others if someone else rents the main house. Otherwise, you can enjoy the pool/spa...
Tranquil Marina Front Pool House Resort
Marina Front Property in peaceful Cal-De-Sac with large tranquil salt water pool and marina access.Spacious outdoor patio lounge with BBQ grill and prep station and patio furniture and large TV.Parking for two cars! Close to Hanauma Bay, Kona Brewery, Costco, Koko Head,...
Fantastic View, Waikiki DiamondHead
A beautifully remodeled home in the hills of Maunalani Heights, Honolulu. Enjoy amazing views of the iconic Diamond Head, the Pacific Ocean, Kahala and Waikiki.Come enjoy the real Hawaii.. Awaken to the sounds of singing birds, not cars and buses.
Hotel Studio Near Mountain View Waikiki Seaside Monarch Paradise Full Kitchen
Beachfront Location: Waikiki Seaside Monarch Paradise Hotel Studio Near Waikiki in Honolulu offers direct beachfront access and stunning mountain and city views. Guests can enjoy free WiFi, an outdoor swimming pool, and complimentary bicycles.Spacious Accommodation: The...
Tropical 7 Bedroom Villa with Pool & AC on Oahu's North Shore
Minimum 30-day consecutive rental required. NEW Listing. Please inquire for more details. The private estate sits on two large acres of lush tropical land. It is fenced and gated for security. This is indoor, outdoor living at its best. Sliding doors open up the living...
Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!
Escape to this delightful condo in picturesque Kailua-Kona. This cozy retreat features a bedroom with a comfortable bed and a charming living room with a sofa bed for additional guests. Enjoy modern conveniences like a washing machine, AC, and WiFi during your stay....
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1222-3
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Royal Sea Cliff Kona Oceanfront 1 Bedroom
Ocean Front 1 Bedroom- Condos located on 3rd floor- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Bedroom with 1 king bed- Queen sofa bed in living area- 850-925 sqft/79-86 sqm-...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1174-2
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
The Grand Islander, a Hilton Grand Vacations Club - 1 Bedroom Premier Luxury - Ocean View
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Wyndham Mauna Loa Village | 1BR King Bed Suite
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
🌺 Support LOCAL: NEW! Mākaha Valley Home With Large Studio And Amazing Backyard
🌺 Mahalo (thank you) for choosing to support LOCAL! 🤙🏻We are brand NEW! We know you have many options available to you in this neighborhood from big corporations and companies but we promise that you will be pleased with your decision. 😊SUPER family friendly...
Marriotts Ko Olina Beach Club - 1 bedroom
*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the hotels. Marriott is rolling...
Hotel Room City View with WiFi and AC - Bamboo Waikīkī Hotel #1102
Castle Bamboo Waikīkī Hotel #1102 - Peace and relaxation found! This cozy unit is located a few blocks from the shores of Waikīkī. The hotel boasts resort-style amenities in a prime location at the Bamboo Waikīkī, you’ll have everything you need to maximize your...
Just Renovated- Minutes to the beach. Perfect for long stays!
Be one of the first to enjoy staying in our beautiful one bedroom condo, just a couple blocks to world famous Waikiki Beach. Newly renovated in Spring 2023, you'll find a full stocked kitchenette to enjoy preparing meals in, a brand new walk in shower, and a bedroom...
1 Bedroom Suite, The Modern Resort & Spa, Honolulu
Enjoy the glamour of this stylish, upscale place. Enjoy Hawaii's capital in style at the Modern Honolulu! Guests have access to a variety of amenities, including a fitness center, gift shop, several restaurants, two swimming pools, full-service spa, concierge service,...
Modern Studio in the Center of Waikiki!
Enjoy a stylish experience at this centrally-located place in the center of Waikiki! Two blocks to Waikiki Beach to enjoy unforgettable sunsets, rejuvenating Pacific Ocean swimming, and mind-numbing ocean gazing. Steps to world class or budget friendly dining. You can...
Cozy 1-bedroom apartment in amazing Honolulu with WiFi, AC
Located at the riverbank of Ala Wai Canal, you can enjoy the beautiful river view from the balcony. This apartment is remodeled in 2023 with zero VOC paint on the walls for your kids’ safety. Near 7-11 convenience storeVersatile kinds of restaurants Chiba-ken...
Royal Sea Cliff Kona Garden View 2 Bedroom
Garden View 2 Bedroom 2 Bath- Condos located on 1st, 4th and 5th floors- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Master bedroom with 1 king bed and private bathroom with...
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,...
Waialua Beachside Cottage: Lovely! Direct Beach Access
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.This stunning property is now accepting...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
Relax in Style: Waikīkī Condo w/ Lanai
Aloha! Your Waikiki Beach Escape Awaits Welcome to your perfect island getaway—our stylish Waikiki Beach condo puts you steps from the sand and in the heart of everything Honolulu has to offer. Whether you’re here to surf iconic waves, shop world-class boutiques, or...
Short walk to Kailua Beach across the street-Quiet AC's-Lg. Kitchen-Patio-Grill
Live the beach life! An opportunity to live across the street from Kailua Beach Park, with the perfect combination of sandy beach, large grassy areas, tall ironwood trees, and turquoise-blue waters. You will love this generous ground-level one-bedroom, one-bathroom...
🏖️BEAUTIFULLY UPDATED | AC | Concierge Included | vrKCV
vrKCV - Kona Isle B25, Professionally Managed by Kona Coast VacationsWelcome to Kona Isle B25 – Your Hawaiian Dream Vacation Awaits!Aloha and welcome to Kona Isle B25, a beautifully appointed vacation condo nestled along the captivating Kona coast. This charming...
1-Bedroom Within The Ilikai Hotel!
1 Bedroom Economy Lagoon View on the 8th Floor! This unit features a full kitchen, queen bed, free long distance and wifi. Enjoy this sought-after view of the lagoon and Pacific ocean from your very own, spacious lanai.Just a quick walk away, is Hilton Hawaiian Village...
King Bed Luxury Beach Studio Heart of Waikiki
About this spaceBrand new saltwater pool! This special place is close to everything, making it easy to plan your visit. Feel right at home in the heart of Waikiki's famous resort district. If you want to avoid having to have a car and prefer to walk across the street to...
Kumukehu 15 – Best Location & Ocean Views | Onsite Staff & Daily Housekeeping
Kumukehu 15 – Unbeatable Location & Deluxe Ocean View Hualalai HomeTreat yourself to the best location on the resort with white-water ocean views from this designer appointed 3-bedroom, 3 bath custom home. The beach, restaurants and all of the services and amenities...
Perfect location in the heart of Honolulu
Settle into the lap of luxury, where plush bedding assures pampered restfulness for the weary traveler. Honolulu rises to meet you with an Aloha welcome! Enthroned in the spectacular verdancy of Oahu, Honolulu provides a unique blend of urban vibrancy and unblemished...
Ko'Olina Beach Club 1 Bed Villa
If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...
2-Bedroom Condo near Downtown Kona - Close to Beaches & Dining
This bright and breezy 2-bedroom, 2-bath condo is perfectly located in the heart of Kailua-Kona. Located on Ali‘i Drive, you`re just minutes from beaches, shops, and restaurants, it’s the ideal spot to relax after a day of island adventures.Features:- A/C- Full...
Couples Retreat! Pacific Vista w/WiFi and A/C– Waikīkī Shore 504
Welcome to your beach retreat in Waikīkī! Relax in this Studio Ocean View condo, which offers fantastic lanai views of the Pacific Ocean, Waikīkī Beach, and the palm treetops of Fort DeRussy Park. The private lanai has seating for two people and has a small table so...
Marine Surf 13th Renovated with Small Parking Space
Newly renovated studio in Marine Surf Waikiki, perfect for 4 with a cozy sofa bed. Enjoy window AC + tower fan for comfort. Located in the heart of Waikiki, close to everything! Free small parking included. Please note: Oct 27–Dec 2025, the building will undergo...
Kailua Beachside: Lux Beachfront Villa w/ Heated Pool, Ocean Views & Modern Amen
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.Stay at Kailua Beachside by Gather, a...
Cozy 1-bedroom apartment with WiFi, AC in welcoming Waikiki
Your oasis in Waikiki, welcome to paradise living! Available for rent fully furnished at $3800/mo + GET (3 months min) starting 8/7/24. Just bring your clothes and toothbrush, everything else is provided. This fully renovated 1-bedroom unit at Liliuokalani Gardens...