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.
Your Tranquil Waikiki Hideaway
Summary:Embrace convenience in our cozy Waikiki studio, a gateway to the best of the island. Steps from the beach, Ala Moana Mall, shops, and diverse dining, it offers unparalleled access to the vibrant pulse of Waikiki. Ideal for those attending events, the convention...
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, &...
2 bed 2 bath Condo in family-friendly building in Waikiki! Minimum 30 days
Located in Honolulu, this awesome condo features 2 queen beds in 2 bedrooms, along with a cozy living room with a sofa bed. With amenities like a washing machine, dryer, WiFi, and AC, guests can enjoy a wonderful stay in this cool space. Our place is equipped for both...
Bird Of Paradise TVU-1868 - Ke Iki Beach Bungalows
The Bird of Paradise Bungalow has a king sized bed in the beachfront bedroom. The garden side bedroom has a queen size bed. The living room has two sofas and a dining table. The large outside deck is partially covered with two Bali Day Sofa Beds and tables and chairs...
Refreshed, Relaxing & Always Iconic! 2 Spectacular Sky View Units with Kitchens!
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 291 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
🌺 Lani Kai Ocean View Villa 🌺 Sleeps 12 Pool + Hot Tub
***PROPERTY WILL BE AVAILABLE AS OF MAY 1, 2026***Aloha and welcome to Lani Kai Villa! Nestled between incredible mountains and serene ocean views, enjoy our modern, luxurious, and cozy retreat in the majestic Mākaha Valley. Relax in the pool and hot tub, golf nearby,...
Family cottage available July 17-August 1.
Our spacious, clean 3 bedroom, 2 bath house has lots to offer for your stay. Just 7 mins walk to the beach, 30 mins drive to the airport, 20 mins drive to Honolulu, 5 mins drive to Kailua town. Welcome to come and explore locally beautiful, turquoise beaches (Lanikai,...
Spacious Studio apartment in serene Honolulu with AC
Discover the beauty of Honolulu from this 1-bedroom apartment. This welcoming space offers a cool retreat after a day of exploring. Guests can relax comfortably in a quaint setting that feels like a true home away from home. With a refreshing air conditioning system,...
Cozy & Affordable Seaside Studio w/ Parking
This unit has almost everything you need for a seamless stay: an in-unit washer, a relaxing bathtub, access to a pool, and just steps from the beach. Ideal for both work and leisure, it’s fully equipped to make your extended stay in Hawaii comfortable and...
Spacious Waikiki Suite w/ Balcony & Living Area | 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,...
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 The...
Cozy studio in lovely Honolulu with Lanai & refreshing AC for your stay
Consider this 6th Floor studio your home away from home while you visit Honolulu. This practical space features a peaceful living area with a queen bed & Smart TV, perfect for relaxing after a day of exploring. You will appreciate the bathroom, complete with Fresh White...
Compact Waikiki Retreat w/ Workspace & AC 406
Compact Waikiki Retreat w/ Workspace & AC | Sand & Surf Waikiki 406.Centrally located one block from the world famous Waikiki Beach our compact 150 sq.ft. space is carefully laid out to include a kitchenette, floating desk workspace, open design closet system -...
Stunning Studio w/Pool & Includes Free Dedicated Parking Space
Welcome to this charming studio in Honolulu. Guests will find a tremendous living area featuring a comfortable queen bed and sofabed (for 3rd guest), perfect for relaxing after a day of exploring. The bathroom includes a refreshing shower and a handy hair dryer for...
2/2 HGVC Lagoon Tower Beachfront Resort and Spa
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...
"Beautiful Luxury Condo with Gorgeous Views 1BR/1BA/1PKG at SKY ALA Moana"
"MODERN LUXURY CONDO WITH BEAUTIFUL VIEWS 1BR/1BA/1PKG AT SKY ALA MOANA""WELCOME TO SKY ALA MOANA" Luxury condominium built in 2023 conveniently located in Ala Moana. Enjoy beautiful views of city, mountain and sparking ocean. 1br/1ba /1assigned parking with Full...
2 Units | Pool, Pets Allowed | Close to Waikiki Beach & Local Spot
Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition...
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,...
King with Lanai, Romer House, Explore Waikiki, Comes with Parking
This listing is for a room within a hotel.✦ Your room is 278 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...
Ko Olina Kai Getaway • Gated Condo Near Beach w/Pool & Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are coming soon. We can assure you this place is truly...
Post-Adventure Bliss! 4 Units, Sauna, Rooftop Sunset Views in Waikiki Retreat!
Family-friendly property located just steps from the beachThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 360 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high...
32nd Floor Sky-High Honolulu Hideaway Suite | Free Parking
Experience Honolulu from our 32nd-floor suite with 24/7 security and free parking. Located downtown, it`s a short walk to Walmart, Ross, 7-Eleven, and top dining spots. Enjoy free Wi-Fi, cable TV, a large pool, jacuzzi, and a 24-hour fitness center. The suite...
Hawaiian Hideaway: Pool Access, 1 Mi to Beach
Get in the Aloha spirit at this luxury vacation rental townhome in Kapolei. Nestled just 1 mile from the beach and a short drive from a slew of attractions, this 2-bedroom, 2.5-bathroom home beautifully captures the beauty and small-town feel of Oahu. After days spent...
Ko Olina 2BR Villa at Marriott – Lagoons, Pools & Oahu Beachfront Stay
Experience relaxed island living in this spacious two-bedroom standard villa at Marriott’s Ko Olina Beach Club, located along Oʻahu’s beautiful western shoreline. Perfect for families or groups, this residence features a primary bedroom with a king bed and en-suite...
AS14F-02 Rare Corner Modern Waikiki Studio Oasis
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...
Waikiki Beach Resort Stay at Grand Islander with Pools, Lagoon & Spacious 1BR
Experience a fun-filled Waikiki stay at The Grand Islander, part of the iconic Hilton Hawaiian Village beachfront resort. Located along the shores of Waikiki, this property offers a lively, resort-style atmosphere with access to multiple pools, a saltwater lagoon,...
Spacious 2BR Condo | Balcony, Parking, Great Views
Relax in this 2-bedroom condo with stunning mountain and canal views from the private balcony. Comfortably sleeping up to 6 guests, the unit features a fully equipped kitchen, washer/dryer, and complimentary parking. Located in the heart of Waikiki, it`s a short walk to...
High Floor 1 BD Condo - Steps away from the beach!
Wake up to gorgeous mountain views in this 30th Floor, corner-end unit at Waikiki Banyan!Perfect for hosting guests while you visit, this unit features a large, leather couch, a work station, a dining table with seating for 4, as well as 2 adjustable bar-stool chairs...
Makaha Valley Oasis 1-Bedroom | By The Ocean
*Important to note: if you're looking to book for longer than 30 days and the dates aren't showing as avaialble, please still reach out as the unit is likely available and we can assist in getting you booked for longer. Mahalo!*Indulge in a peaceful island escape with...
5th Fl Four Paddle | AC | Parking | Pool
Located on the 5th floor, this condo provides a quieter escape while keeping you close to shopping, dining, and beachside fun. This unit has a minimum 30-day stay requirement.Features include:Bedroom: Two twin beds with ample storage spaceLiving Room: Pull-out sofa bed,...
Charming studio for 3 at Waikiki Grand Hotel® in Waikiki with AC & Pool
Legally permitted vacation rental—〽Waikiki Grand Hotel® 900〽Quiet 9th-floor studio above street noise. ☮WG 900 is just a short walk toWaikiki Beach, Kapiolani park, & Diamond Head CraterThis studio-suite includes:✺(1) Queen bed✺AC✺Sofa-Bed ✺Tub/shower ComboSimple...
Hale Ola: 5BR Portlock Luxury Home with Saltwater Pool
Nestled in Honolulu’s prestigious Portlock neighborhood, Hale Ola is a refined coastal retreat where luxury, comfort, and panoramic ocean views come together seamlessly. This single-level estate spans 3,744 square feet and accommodates up to twelve guests across five...
Two Oceanfront Stay with Infinity Pool | Ideal For Family Getaway
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room...
Ka'a'awa Hale by Gather: Home Near Beach & Kualoa Ranch w/ Lanais & Ocean View
Nestled between the emerald Ko’olau Mountains and the sparkling Pacific, Ka’a’awa Hale is a three-bedroom, two-bathroom retreat just across from Ka’a’awa Beach Park and minutes from Kualoa Ranch. This elevated home blends indoor-outdoor living with all the comforts of a...
HM14 Ocean Breeze Waikiki Corner Oasis
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking Ocean & Mountain views. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right...
Waikiki Shore 1016 Ocean View 1 Bedroom
Take in breathtaking ocean views from this one bedroom, one bath condo — located in the only condominium building directly on Waikiki Beach. Ideal for couples or small families, this relaxing retreat offers all the comforts of home just steps from the sand.Unit 1016...
Pool House Studio with King Bed – Poolside Retreat
Stay poolside in this spacious 484 sq. ft. studio featuring a king bed, a sofa bed, and a convenient wet bar. With modern amenities like air conditioning, free Wi-Fi, and a flat-screen TV, this studio is perfect for a laid-back and refreshing escape.Key Features: •...
Central Waikiki Stay Near Beach, Shops & Spacious 1BR Suite Comfort
Experience the energy of Waikiki at Club Wyndham at Waikiki Beach Walk, located in one of the most walkable and lively areas of Honolulu. Surrounded by shops, restaurants, and entertainment, and just a short walk to the beach, this resort is a great home base for...
Ocean & Diamond Head-view studio in Waikiki
Enjoy stunning ocean and Diamond Head views from your private lanai in the heart of Waikiki. This modern studio is just a short walk to Waikiki Beach, Fort DeRussy Park, world-class Ala Moana shopping center and endless dining. Perfect for couples, friends, business...
2-bedroom timeshare next to hilton village
Your home away from home in Honolulu with 2 bedrooms. This charming apartment features a king bed and 2 full bed, perfect for a small group or family. Guests enjoy two bathrooms, each equipped with a shower and hair dryer for convenience. The space stays comfortable...
Experience Island Luxury at The Grand Islander by Hilton Grand Vacations -1 Bd.
Indulge in the ultimate Hawaiian escape at The Grand Islander by Hilton Grand Vacations, where luxury and the natural beauty of Oahu come together in perfect harmony. Situated in the heart of Waikiki, this all-suite tower offers a vibrant blend of urban excitement and...
Cozy all newly renovated,finished in Waikiki Honolulu with WiFi, AC, lots more
pets, water WiFi, u tube, Prime,electricity all included, printer,ceiling fan,all dimmers,blinds, one covered parking ,6 guest parking until 3 AM.All new piping through out unit and building, new elevator,main water shut off valves, and more, beach chairs umbrellas,...
Diamond Head Sea Pool House: Oceanfront Estate w/ Private Sea Pool
Black Point Ocean Villa rests above the Pacific in Diamond Head’s coveted Black Point enclave, offering rare oceanfront privacy, architectural character, and seamless access to Black Point Pool, a private gated community sea pool carved into the coastline. Elevated over...
Diamond Head Luxe Private Estate with Pool | Sleeps 11
Diamond Head Luxe is a refined private estate in Honolulu’s coveted Diamond Head neighborhood, nestled at the end of a private road, and designed for effortless island living at scale. With generous interiors, seamless indoor-outdoor flow, and a resort-style pool...
35FL Newly Renovated w/ocean view-Waikiki Beach
Bask in the heart of Waikiki! Our stunning 35th floor condo offers a breathtaking 180° view from your private lanai, just a hop from the beach and buzzing mall. Enjoy a cozy queen retreat with Ocean. Relax poolside or sweat it out in the gym. Unwind in the sauna or...
Visit our "Country Escape" on the North Shore of Oahu and experience “Country Living” on a secluded one acre estate above Waimea Bay. Situated at the top of the Pupukea highlands, your hiking and cycling activities will be enhanced by the cool mountain air and lack of...
Honolulu Beachfront Retreat: Lux Beachfront with Ocean Views
Welcome to Honolulu Beachfront Retreat, a stunning 4-bedroom, 3.5-bath coastal sanctuary set along a “secret” sandy stretch of East Honolulu. Spanning approximately 1,840 sq ft of refined living space and fronting 65 linear feet of pristine shoreline, this newly...
Honolulu 1BR Deluxe – Beach Walk, Dining & Waikiki Adventures
Club Wyndham at Waikiki Beach Walk places you right in the center of one of Honolulu’s most exciting neighborhoods. Located along the vibrant Waikiki Beach Walk promenade, the resort is surrounded by restaurants, boutiques, and live entertainment, with Waikiki Beach...
Turtle Bay Hale I'a, Legal short term rental North Shore Oahu
Perfectly located ground floor unit on the 1st tee of the Fazio Course and a few steps away from Lei Lei's restaurant. Free parking that's located close to unit with a sidewalk leading to the entrance making it easy to load/unload your belongings and is wheelchair...
Cozy Waikiki Studio | Prime Location Near Beac 203
Cozy Waikiki Studio | Prime Location Near Beac 203.Book your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, & Full bathroom for your convenience.Located within walking distance to the stunning beaches of Waikiki. Enjoy...