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.
Island Charm Retreat at Inn on The Park | Walk to the Beach
Incredibly located and uniquely designed, enjoy the ocean and Diamond Head views that dazzle from the quiet of the private lanai of this charming Waikiki unit. As part of the Inn on The Park building, our guests enjoy access to building amenities during their stay,...
Diamond Head View Condo, Steps to Beach + 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...
Chic Hawaiian Remodel• Rooftop Pool & Spa • 5 Min Walk to Waikiki Beach
Welcome to your Hawaiian-style retreat in the heart of Waikīkī!Freshly remodeled, this beautifully designed 1-bedroom condo blends modern comfort with island charm — just a short walk to Waikīkī Beach, Duke’s Statue, shopping, and dining.Located in the Pacific Monarch,...
Skyline Island Stay • Two Adjoining Studios
Located on the 35th floor, this spacious 2-bedroom, 2-bathroom unit offers stunning views of the Ala Wai Canal and Manoa mountains. What makes this place unique is the incredible panoramic views combined with generous living space. We feature 2 fully stocked kitchens...
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...
Sky Ala Moana Luxury Condo Offering MT Views and Top 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 the newest addition to Honolulu’s luxury skyline. Consisting of two towers—The Residence...
Modern Beach Apartment North Shore Home
Your Waialua adventure begins at this fantastic 1-bedroom apartment. The space features a queen bed, AC, a washing machine, and WiFi. The bathroom includes a shower and a hair dryer for your convenience. Nestled in a serene setting, this tremendous property is the...
Located in the Center of Waikiki, this Newly Appointed studio apartment sleeps up to 4 with a Full Kitchen and Parking.Many of the newest shops, restaurants and activities are just outside this building in the center of Waikiki.The beach is just over a block away.Aloha...
1bd/1bath Kaimuki Hill Top Unit with a Balcony
Up in the hills of Kaimuki, 1 bed/1 bath home with private entrance, washer/dryer in unit with wifi. Newly renovated, bright with high ceilings, walk-in closet. It is small but has everything you need and sleeps three. Private balcony with ocean view. 15 min quick drive...
Spacious 3 Bedroom / 2 Bath / Sleeps 8
Beautiful home located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 3 bedrooms (3 queen beds), 1 sofa bed and 2 bathrooms....
Kahala Oasis: 6BR Retreat with Pool, Spa & Near Beach
Set along prestigious Kahala Avenue on O‘ahu’s sunny south shore, Kahala Oasis by Gather is a grand 6-bedroom, 6.5-bath luxury estate offering timeless elegance and island tranquility. Spanning 5,500 square feet of living space, this expansive retreat accommodates up to...
Upgraded Makaha remote work and surf oceanfront condo
Your own paradise living right on the beach with remote work friendly set up! This newly upgraded beautiful oceanfront condo offers mesmerizing view of the sunset in the balcony, breathtaking colors of the deep ocean and peaceful sound of waves in a serene and quiet...
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch buildingEnjoy breathtaking Mountain View. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across from...
North Shore Tropical Hale by Gather | Spacious w/ Private Pool & Tropical Ga
This spacious Haleiwa retreat offers a serene base for exploring Oahu’s famed North Shore. With over 4,000 square feet of living space and lush tropical surroundings, North Shore Tropical Hale blends the comforts of a private home with the tranquility of a garden...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
Brand New Home. Amazing ocean, mountain and coastline views
New Listing Special 5000 mo. Paradise Found Escape to a beautiful 3-bedroom house in Makaha. This phenomenal property was just built and features 1 king bed and 2 queen beds, perfect for a group getaway, retirees or working professionals. One house back from beach....
Waikiki 1BR at Grand Islander – Full Kitchen, Beach & Resort Fun at Hilton Villa
Indulge in island elegance at this spacious one-bedroom suite at The Grand Islander, a Hilton Grand Vacations Club, located in the heart of Waikiki at the gateway of the expansive Hilton Hawaiian Village Waikiki Beach Resort. The suite features a full kitchen with...
Waikiki Beach one bedroom + lanai, free parking
Fully renovated in 2021, this stylish one bedroom is brand new and comes with a private lanai. The 22nd-floor unit comes with amazing mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with...
Marriott's KO Olina Beach Club
Pamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the island of Oahu, our villa resort is nestled within a beautifully landscaped, gated...
Sky Ala Moana Luxury Getaway with Ocean-City Views & Amazing Resort 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...
Nestled atop a hill, our home offers an enchanting view of Pearl Harbor. Perfect for remote professionals and families alike, our property provides the perfect blend of comfort and scenic beauty.Welcome to our inviting home, where you can savor breathtaking Pearl Harbor...
Ko Olina Kai 1059F by Gather: Lux Condo w/ Lanai, Pool & Walk to Beach
Welcome to Ko Olina Kai 1059F by Gather, a bright and inviting ground-floor 2-bedroom, 2-bath condo offering resort-style living within the exclusive Ko Olina community. Perfectly positioned near golf, beaches, and dining, this home blends modern comfort with the...
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...
Villa Bianca: Oceanfront Elegance w/ BBQ, Lanai, Stunning Ocean & Sunset Views
Welcome to Villa Bianca by Gather, a four-bedroom, four-bathroom hideaway set just half a mile from Waimea Bay on Oahu’s famed North Shore. With panoramic ocean views, dual-level living spaces, and an unbeatable location near Haleiwa’s shops and dining, this elegant...
Breathtaking Ocean Views! Peaceful Retreat/No Resort Fees.
Amazing ocean, marina and mountain views.. Enjoy the relaxing and peaceful resort lifestyle, in this one of a kind recently remodeled unit. Designer decorated, new flooring, upgraded appliances, kitchen and bathroom. Resort like amenities include fitness center,...
Luxury 1BR with Pool View at Sky Ala Moana
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.“Enjoy cool breezes, lush greenery, and effortless access to resort amenities.”Discover the best of Honolulu...
Lux Ko Olina B609 & B610: 4BR Oceanfront Villas w/ Lanai & Views
Ko Olina Beach Villas B609 & B610 by Gather is a rare 4-bedroom, 4-bathroom oceanfront retreat that sleeps up to 12 guests. These adjoining sixth-floor villas offer sweeping views of Ko Olina’s 2nd Beach Lagoon, two gourmet kitchens with Sub-Zero and Wolf appliances,...
ML – Aloha Hoʻonani 3BR Home | MT & Ocean Views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley situated in the greater Waianae region Immerse yourself in the allure of this lively residence boasting a contemporary...
Tropical Boutique Hotel room 2 blks to Beach! Hidden Sanctuary in Waikiki!
🌴 Peaceful Boutique Retreat in the Heart of Waikiki | King Bed + KitchenetteWelcome to your private oasis at Bamboo Waikiki Hotel, a hidden gem perfectly located on Kuhio Avenue—right in the heart of Waikiki, yet remarkably peaceful. This spacious lodging-style unit...
Luxury Townhouse Suite at Ko Olina lagoon beach this is The Coconut
The Coconut Plantation is a highly desirable resort community in Ko Olina. The closer proximity to the lagoon beaches and not to mention Country Store and eateries!This Executive style townhouse is a rare ground floor unit. Fully upgraded interior with newly appointed...
Aqua Aloha Surf Waikiki 218 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #218 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 253 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
3 Units, Luxe Connecting Suite with Lanais and Sleeper Sofa, Romer House Waikiki
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 878 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
3rd Fl Ilikai | King | AC | Pool
The Space:Enjoy the perfect blend of harbor and ocean views from this beautiful suite, complete with a large lanai ideal for relaxing or watching the sunset. A sliding partition separates the bedroom from the living space for added privacy.Bedroom: King bed with sliding...
Waikiki Banyan High Level Condo with Private Lanai by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 2310 Deluxe Waikiki Condo Pool View FREE Parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. This 23st...
Ocean view condotel, walk to the beach
Enjoy convenience and comfort in this stylish studio at the Ala Moana Hotel. Perfect for up to 4 guests, it offers two full-size beds, a kitchenette with a mini fridge and coffee maker, and a private balcony to unwind with the Hawaiian breeze. Situated just steps from...
Beach Access, Stunning Beach and Mountain Views, Spacious Family Suite
Escape to Hawaiʻi’s western coast with this spacious two-bedroom, two-bath villa at Marriott’s Ko Olina Beach Club, nestled in the luxury resort enclave of Ko Olina. Perfect for families, friends, or extended stays, this residence features a master bedroom with a king...
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...
Lanikai Hillside Estate – Panoramic Luxury Above the Sea
Perched above the crystalline waters of Lanikai Beach, Lanikai Hillside Estate by Gather is a newly designed 5-bedroom, 5.5-bath luxury retreat with 6,295 sq ft of interior living plus expansive lanai spaces. Floor-to-ceiling glass, an infinity-edge pool, and panoramic...
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...
Aqua Aloha Surf Waikiki 806 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 806 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Waikiki Shore Park View 1 Bedroom
Park views and beachfront living come together in this cozy one-bedroom condo, located in the only condo building on Waikiki Beach. Featuring a private bedroom, full bath, and all the essentials, it's the perfect island escape for couples or small families.Park View 1...
Ko Olina Kai 1105E: Upscale 3BR, BBQ Lanai, Near Golf & Disney Resort
Tucked within the serene Ko Olina Resort community, Ko Olina Kai 1105E offers a welcoming retreat where comfort, connection, and island living come together effortlessly. This refreshed 3-bedroom, 2-bath upstairs condo spans 1,427 square feet and is designed with...
Waikiki 1BR 34th FL Corner unit with view! 30days stay Big terrace & New Floor
Waikiki super convinient location. Very easy to access to beach, restaurants, sightseeing, shopping.34th floor corner one bed room condo very nice view with ocean and Friday fireworks view from Lanai(balcony) .Lanai is very specious with outside coffee table and chairs...
Hawaiian King 405 1-Bedroom, King Bed and Sleeper Sofa, Pool and BBQ Grill
Décor and Charm in the Heart of Honolulu - Hawaiian King 405Escape to the charming Hawaiian King 405, a delightful 1-bedroom vacation rental in the heart of Honolulu. Located at 417 Nohonani Street, #405, Honolulu, HI 96815, this cozy retreat combines the best of...
1 BR Suite City View, w/ AC, WiFi and Kitchen - Bamboo Waikīkī Hotel #504
Castle Bamboo Waikīkī Hotel #504 - The living area is furnished with a and a desk/workspace for all those business travelers. Enjoy watching the Flat screen TV while sitting on the new couch, which doubles as a fold-out sofa bed to accommodate additional travelers. Fall...
New condo with great ocean view and minute walk to shopping center
Your family will be close to everything when you stay at this centrally-located place. The condo is located in front of Ala Moana Shopping Center. Also Walmart, Target, Japanese supermarket, Sams Club and Korean supermarket are just steps away. As being centrally...
Makaha Valley Oasis 1-Bedroom | By The Ocean
Indulge in a peaceful island escape with panoramic views of Makaha's lush and quiet valley and ocean views minutes from the nearest beach park. From frequent rainbows to wild peacocks roaming the grounds to dolphins, whales and turtles dotting Oahu's west side beaches,...
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...
Honeyed Jade: 8 BD Ultra Luxury Oceanfront Diamond Head Estate with Pool & Hot Tub
Honeyed Jade is an enchanting Diamond Head vacation rental estate located on the exquisite island of Oahu. Oahu is an ideal island to visit if you envision yourself amid beautiful Pacific blue waters and within easy access to shopping and first-class restaurants....
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...