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.
Waikiki Beach 2-Bedroom Vacation Condos....Ideal Central Locale
Welcome to your own 2-bedroom Waikiki Beach vacation Condo Rental..Ideally Located in the heart of Waikik, only 1/2 block to the beach and near the famous International Marketplace. Enjoy the spaciousness of your own Waikiki Condo Rental, 2bedroom/2bath, with full...
☀ Take a Look! Ocean View with cute Kitchenette ☀ WAIKIKI GRAND HOTEL® 715
Legally permitted vacation rental ⛱WAIKIKI GRAND HOTEL®134 Kapahulu Ave #715⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. ☀Enjoy...
Ilikai Hotel, Amazing Ocean views! Most desirable location in Ilikai!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. This spacious condo has 1000 sq ft of...
39th Floor Unit with Spectacular Views!
The Discovery Bay Condominium is situated in the westmost part of Waikiki, conveniently located within walking distance of Ala Moana Shopping Center and the beach. Restaurants and shops are available on the ground level of the building as well as right across the...
Ko Olina Kai 1051A: Relaxing 2BR Retreat, Ideal for Family, Close to Amenities
Tucked inside the gated community of Ko Olina Kai, Ko Olina Kai 1051A by Gather is a welcoming two-bedroom, two-bath condo perfectly suited for extended stays. With 1,144 square feet of living space, tropical landscaping views, and resort amenities just steps away, this...
High Floor, Partial Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2202 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful 22nd floor vacation rental with partial ocean views from the living room and kitchen! Contemporary design and close to everything! This quiet corner...
Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head View
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.❤This is actually one of my favorite suites at the Waikiki Grand Hotel®, not only for the price but the...
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306
Updated in 2015, this one-bedroom one-bathroom suite with Pacific Ocean views is the perfect home away from home! You’ll love the Hawaiian décor, including wooden paddle ceiling fans, modern wicker furnishings, and vibrant paintings. The tiled kitchen has a modern...
Gorgeous Ocean/Marina Views at the World-Famous Ilikai!
Ilikai #1327 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 13th floor studio at The Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful places...
🎙'Music & Love'❤ is in the air -Bar & Pool onsite - WAIKIKI GRAND HOTEL® 308
You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Honolulu Zoo, just a short walk away. Spend some time at the beach (enjoy the sun...
Central Waikiki Private Suite sleeps 4 in Popular Hotel
Legally permitted rental - 2425 Kuhio Ave. #403** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleeps 4 Guests in the Center of Waikiki w/Pool & 3 mins walk from Waikiki BeachWith 2 comfy double beds and a fully...
Hip and Modern Design at the Waikiki Grand Hotel® - 2 mins to Waikiki Beach
Legally permitted rental - 134 Kapahulu Ave 322** For your health and safety, we utilize additional Sterilization procedures between reservations.Lemond Road larger ft² with plenty of spaceSleek and modern, remodeled from top to bottom & with one of largest floor plans...
Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold Coast
Listen to the ocean and feel the sea breezes sweep over you as you relax beneath the shadows of swaying coconut trees. Let the Makai Suite be your comfortable place to return to after the day’s adventures.The Makai Suite is a 2 bedroom, 1 bath suite located on the 2nd...
Come home to 311 and feel the warmth of the tans and browns of the decor.
Legally permitted rental - ✈Waikiki Grand Hotel®134 Kapahulu Ave #311Come home to 311 and 🗺Feel the warm décor of pink, tans & browns in 311 at Waikiki Grand Hotel®🗺The stone floor, the stucco walls and curved soffits set off the exquisite cabinetry and stone countertop...
Stunning City Lights Specious Condo – Steps to Waikiki Beach
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiThe Ilikai building has begun a major exterior improvement project, including spalling repairs and full exterior painting, carried out by a licensed contractor. This is a large-scale...
Haliewa Surf Pad Blocks From the Beach
This newly remodeled suite is blocks from Haliewa Alii beach and less than a mile from coffee shops, grocery stores, and countless restaurants and bars. The suite is situated in a classic Haliewa beach house, has its own private entrance, and complete access to shared...
ALOHA-WAIKIKI FUN & CHARMING near BEACH 52
NEWLY REMODELED/LISTED! NEW LISTING! Tranquility in Waikiki...newly remodeled unit has all you need in Waikiki and just 2 short blocks from the beach! Within our CLEAN PRIVATE unit, GUESTS will enjoy:• QUEEN bed to comfortably sleep two, with all bedding and linens•...
The Best Rate Ever!! Pacific Monarch Partial Ocean View Room!! (PM04)
Feel the Hawaiian breeze from Large window (PM04). One of the most affordable rooms in Pacific Monarch and all over Waikiki. You will be suprised with the high quality of the room with the price!! This classy studio will become a nice castle to recharge for a new day...
City View Studio w/AC, Free WiFi, & On-Site Restaurant- Walk to Waikiki Beaches
Ilikai Marina 883Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy comfort, convenience, and a prime harbor front location at this bright 8th floor studio in the iconic Ilikai...
Charming 1Bedroom - Surfing, Sunset, Yacht, Firework Ocean View!
Ilikai Marina High Floor! Best View! (IM692). This vacation rental will make your trip the best in your lifetime!!The view from the room is super and room rate is also amazing. The rate will be a less than a half of other vacation rental rooms in Ilikai Marina!!You can...
Breezy Waikiki Apartment sleeps 6 with Free Parking
This very breezy apartment is perfect for families. There are two separate bedrooms one with a King size bed and the other with a queen bed. Both rooms have desks or dressing table with usb charging ports. The living room has a pull out queen size sofa bed and a twin...
Fairways 33F: Luxe Ko Olina Villa with Serene Lanai & Pool
Experience the relaxed elegance of island living at Fairways at Ko Olina 33F by Gather, a welcoming retreat tucked within Oahu’s exclusive Ko Olina Resort community. This two-story, 1,250-square-foot villa combines the comforts of home with the serenity of a tropical...
Lovely apartment with ocean views - near beach
The Banyan 3804Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy all that Waikiki has to offer! This colorful unit is perfect for small groups with a king bed, sofa bed, and full...
⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®
Legally permitted short term rental⛰134 Kapahulu Ave 811⛰⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.Gorgeous Balcony Suite with Incredible Views, in a Prime location.My place is close to Waikiki Beach and overlooks...
34th Floor Studio with Free Parking
This 34th story condo features everything you need- Free covered parking, new furnishings, cappuccino coffee maker, king size bed and queen size sofa bed, cable TV, beach gear and sports equipment. Walking distance to beautiful white sandy swimming beach, Waikiki, Ala...
Turtle Bay Wicked Wahine - Kuilima Estates West
Perfectly located ground floor unit on the 1st tee of the Fazio Course with the Turtle Bay Club House out your back door and beautiful sunset views. The lovely 2 bedroom with a loft and 2 bathroom unit has tile flooring throughout the unit. Walk-in shower upstairs and...
Classy Renovated Studio in Marine Surf Waikiki with Free Parking!
The cheapest vacation rental rooms in Marine Surf Waikiki!!The room rate can be less than a half of other Marin Surf rooms. And less than a third of other hotels in Central Waikiki!!This room is not like hotels, we have the full kitchen and also parking!!This recently...
Ilima Suite at The Ilikai | Short Walk to Beach!
Summary:This property is professionally managed by Grand Welcome Vacation Rentals. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Ilima Suite is a cozy condominium at The Ilikai featuring an ocean view. Located in the Ala Moana and...
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between reservations.Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen...
Ocean View w/Kitchenette, Lanai, Washer/Dryer, WiFi, AC, – Waikīkī Shore #1314
Modern décor, open design, mirrored wall, and ample sunlight filtering in from windows and sliders make this 400sf studio seem larger than life! It’s perfect for couples craving a blend of Oahu action and relaxation in a homey retreat that’s all about style and...
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.
Summary:Panoramic scenic views! Ocean waves by day, skyline by night. 10 minute walk to Waikiki beach, 15 minute walk to Ala Moana mall. Located in most popular resort area, perfect for shopping, eating and sightseeing! Restaurant, coffee shop, and convenience store...
Turtle Bay Paradise Family Beach Getaway - Kuilima Estates West
TA-045-144-4736-01 Legal Rental #1791 TMK#570010290133 ALOHA!!Enjoy Your Tropical Hawaiian Getaway in our Family Friendly Beach Home, Paradise in Turtle Bay! Clean and comfortable, our air conditioned Wi-Fi enabled condo is a Perfect Rejuvenation Beach Escape for...
2 Double Beds & Full Kitchen Overlooking the Pool
Close to skiing, sailing, and more, this smoke-free apartment brings it all within reach. Waikiki Beach and International Market Place are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return, you can unwind by...
Per Oahu law, all bookings must be for a minimum of 29 nights. If you plan to stay less than 30 days, that's OK but your booking will still be for 30 days per Oahu Law and the monthly rental fee will NOT be pro-rated based on the actual number of days you plan to occupy...
3-bedroom estate in peaceful Haleiwa Hawaii
Haleiwa is waiting for you at this serene 3-bedroom home plus mother-in-law-suite. With 3 queen beds and 1 king bed, this brilliant property offers a cozy retreat for guests. Enjoy the bathtub, hair dryer, and WiFi during your stay. We're happy to assist with any...
1 Bedroom Diamond Head retreat with stunning ocean views & full kitchen.
LEGALLY PERMITTED STR- 🌬2947 Kalakaua Ave #1202🌬⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.🌬Let the ocean breezes surround you in our beautiful 12th floor ✔1 BEDROOM condo here on Honolulu's Gold Coast at the...
Ocean Views 42nd Floor Penthouse "2bedrm/2bath
Summary:My place is close to Waikiki Beach just 10-15 minutes away! , great views, parks, restaurants and dining. You’ll love my place because of the spacious living this unit offers with a full kitchen , washer/dryer in unit and 2 full bathrooms!. My place is good for...
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Updates Scheduled for April 2025 - Lower Rates Before Update Panoramic, 180 degree Ocean, Harbor and Sunset ViewSpacious 1 Bedroom, 1 Bath CondoFully Equipped Gourmet KitchenBeautiful Rattan Upholstered FurnitureVery Comfortable Full King Size BedFoldout Queen Size...
Steps from the Sand! Modern Suite w/Free WiFi, Full Kitchen – Waikīkī Shore 210
Welcome home in Waikīkī! You’ll love apartment-style living with all the modern amenities you’ll need to have an ultra-comfortable and convenient vacation. Beautiful contemporary designs adorn this one-bedroom one-bathroom suite. Enjoy upgraded full-size stainless-steel...
Spacious 7th Floor Queen Suite w/ Kitchenette
Legally permitted rental (STR)♨HOT Guest-Fave! WAIKIKI GRAND HOTEL®134 Kapahulu Ave #704Suite 704 has everything you are looking for in a Waikiki studio - ✔Full bathroom with shower and tub, ✔KING size bed✔Kitchenette w/built in electric cook top & ✔Microwave.✔Regular...
MarineSurfStudio -Free Parking |Pool| WaikikiBeach
10/10 ExcellentTristen G.Apr Great placePerfect location. Great size for a couple. Loved having the patio where we could spend evenings catching sunset and having a drink. Perfect for coffee in the morning, too! Couldn't be more central. Don't NEED a car staying here,...
Ilikai Hotel One-Bedroom Suite with Ocean View In a Great Location In Waikiki!
1 Bedroom Lagoon View on the 6th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring two twin beds, is the perfect home away from home for two...
Aloha Surf 14th FL Upgraded Studio 6mins from Waikiki Beach
Professionally managed high floor studio, with queen bed and desk area - Located in central Waikiki you are 3 blocks walking distance to the world famous Waikiki Beach - check out the new International Market Place - or hang out by the on-site swimming pool - enjoy your...
Rare 3 Bedroom heart of Downtown!
Prior to booking please read our "Host Disclosure"(Based on availability & length of stay, Parking Fee may be waived - pls inquire)This spacious unit is located in the same building as the Aston Hotel at Executive Center downtown Honolulu. You will treat yourself and...
"Steps to the Waikiki Beach with Ocean View"
Greate Ocean Veiw And Location! Waikiki StudioGreat Ocean View from 26th floor and Location! Waikiki Studio on Kuhio Avenue! Convenient!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes walk from the world famous Waikiki Beach, restaurant,...
Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Mountain View, Free parking & Wifi
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy paradise with an...
Mountain-City Views Condo at the Waikiki Landmark w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Welcome to your perfect getaway at the Kuilima Golf Retreat! This beautiful rental offers exceptional amenities and is just a short walk from the beach.This inviting unit accommodates up to four guests, featuring one bedroom, a comfortable sofa bed, and one bathroom....
Palms At Waikiki 11th Fl. Walk to Waikiki and Ala Moana from renovated condo
Discover the perfect getaway at The Palms at Waikiki, ideally located near Ala Moana Shopping Mall, Fort DeRussy Beach, and Hilton Hawaiian Village. Enjoy stunning high-floor lanai views from a unit that comfortably sleeps four with two king-size beds.Amenities...
Amazing Location!!! 5 min walk to Waikiki beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...