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.
Lux Sky Ala Moana 39th Fl • Modern Monthly Suite/Walk to the mall, Magic Island
Modern Monthly Stay in the Ala Moana AreaEnjoy a comfortable and stylish long-stay experience in this newer high-rise located near Ala Moana Center, the beach, and the Waikiki resort area. This is an ideal home base for business travelers, remote workers, medical...
Hilton Hawaiian Village Breathtaking two bedroom! Incredible Beach and Lagoon!
Concierge Realty is proud to present luxury villas at Hilton Hawaii Village!We are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
Free Parking, Ocean Views, High Floor
Summary:Welcome to our "Manawale’a Suite, a beautiful studio on the 15th floor of Marine Surf. This centrally located studio comes with free, assigned parking (large SUVs fit) and features all the essentials for a comfortable stay, including a fully equipped kitchen,...
Tucked in one of the most prestigious valleys, this 2/1 fully furnished could be a nice weekend getaway. Enjoy the nice cool breeze in a quiet setting. The unit includes coffee maker, microwave, toaster.
OAHU HAWAII OCEANFRONT HOME with POOL and BEAUTIFUL SUNSETS, WEST SIDE of ISLAND
NOTE: FOR SHORTER STAY PLEASE BOOK FOR 30 NIGHTS SO WE CAN DISCUSS RATE ADJUSTMENTS. (ADJUSTMENT WILL BE DRASTICALLY MADE)NOTE: OWNER/HOST CAN NOT SEE GUESTS CONTACT INFO UNTIL BOOKING IS MADE.NOTE: REMEMBER ANY BOOKING IS 100% REFUNDABLE IN FULL 14 DAYS PRIOR TO YOUR...
Charming 2-bedroom cottage in enjoyable Ewa Beach with WiFi, AC
Wake up to the sound of waves at your own private oceanfront retreat in Ewa Beach. Tucked away on a quiet residential street, this air-conditioned home is ideal for couples, families, remote workers, and fishing lovers who want a peaceful stay right on the water—with...
🌺 7th-Floor Palms Waikīkī Studio | Street View | Prime Location
🌺 7th-Floor Palms Waikīkī Studio | Street View | Prime Location⚠️ Building Notice: Spalling repair work will begin January 13 and is expected to continue for approximately 8 months. Work hours are Monday–Friday, 8:00 AM–4:30 PM (excluding weekends and holidays). Noise...
Waialua Beachfront Estate – Tranquil North Shore Getaway with Ohana Charm
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...
Waikiki 2-Bedroom Kaiulani Retreat | 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!*Settle into your own slice or paradise in...
Studio at Luana with King Size Bed
- 313 sq ft studio with 34 sq ft lanai- California King size bed- Self check in- 10 minute walk to beach- Access to pool & fitness center - No resort feesAll our rentals are stocked with a starter set of supplies and toiletries; coffee, dish soap & sponge, hand soap,...
Junior Suite 1 Bedroom Ala Moana Condominium, City / Partial Ocean from Lanai
Junior Suite Unit on the 33rd Floor, with Beautiful City View & a Partial Ocean View from Lanai at Ala Moana Condominium.The unit has everything you might need for a convenient like home stay!It has a full kitchen to prepare your dinner, a big bathroom with a bathtub &...
Sunlit Island Escape in Kailua
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach, where you can soak up the sun, enjoy crystal-clear waters, or try your hand at paddleboarding.This property combines modern...
Furnished monthly rental Waikiki Neighborhood 201
432 Namahana 201 w/ 1 parking 201 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...
Oceanfront Hauula Home - North Unit B - 30+ Days
A perfect place for a relaxing beach vacation on O`ahu`s lush green windward side! Enjoy spectacular ocean and mountain views and uncrowded beaches. The house sleeps 5 or 6 comfortably. $$Price reflects a 50% monthly discount$$ Guests are required to book min. 30 days,...
Kaimana Beach Penthouse by Gather: Luxury Ocean & Diamond Head Views
Welcome to Kaimana Beach Penthouse by Gather, an elegant two-bedroom, two-bathroom oceanfront escape perched above Waikiki. This luxurious top-floor condo accommodates up to five guests and blends modern sophistication with island tranquility, featuring uninterrupted...
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...
AMAZING LOCATION! 2 blocks 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...
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–Jan 30, the building will undergo exterior...
Koa Kai: Waikiki studio getaway
Welcome to your elevated island retreat! This bright and breezy studio features a king-size bed, double sofa bed, and a spacious private lanai where you can soak in panoramic views from lush green mountains to the sparkling Pacific.Whether you’re sipping coffee at...
Central Waikiki 204 Compact Studio for 1
Cozy Waikiki Beach Stay - 1 block to Sun, Sand & Surf Waikiki 204.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 - completely...
Hillside Villas 1534-2: New Listing! 3BR Condo w/ Pool, Resort & Beach Access
Welcome to Hillside Villas 1534-2, a peaceful 3-bedroom, 2.5-bath retreat in Ko Olina, offering garden serenity, breezy indoor–outdoor living, and quick access to lagoons, dining, and resort-style amenities. Located in the heart of Kapolei’s sought-after resort...
Rest, Relax & Recharge in Kai Lani 2BR/2BA 30days
Come enjoy a month in paradise at our 2-bedroom townhouse in Ko Olina’s Kai Lani community.Our recently updated upstairs unit features 2 full bathrooms, a full-size washer and dryer, one designated parking space, and thoughtful extras like paddleboards, snorkeling gear,...
Hilton Grand Vacation Club Resort/Spa Lagoon Tower
This 1 bedroom, 1 bath villa features a king bed in the master bedroom. The spacious living area includes a separate dining area, large television with cable and DVD player, and a queen-size sleeper sofa. Our 1-bedroom plus suite features all the comfortable features of...
Marriott's Ko Olina Beach Ocean View one bedroom, full kitchen, resort access
Marriott's Ko Olina Oceanview, one bedroom ocean view with kitchen and full resort accessPamper 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...
Relaxing 5bd/3ba Kailua Home Just Steps from Kailua Beach with Wifi and A/C
Just four homes away from the Kailua Beach pristine white sands, this spacious retreat combines a stunning 4-bedroom home with a separate private studio cottage. Your perfect Hawaiian getaway awaits with a thoughtful blend of comfort and island living. Sleep in...
STUNNING 1st Floor 🌴 Beachfront 2BD Sans Souci w/Parking 🐬
You'll find bicycles, golfing, and more on site at this beach condo. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. After you return to this 1473-sq-ft condo, unwind on the deck or...
11FL Ilikai Studio with Lanai & Stunning Ocean Views
Summary:Enjoy stunning ocean and marina views from this 11th-floor studio at the Ilikai Hotel, perfectly located at the entrance of Waikiki. Just a short walk to the beach, Ala Moana Center, and top dining spots, it offers both convenience and a relaxing island...
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!
Lanikai Ola Nani by Gather is a refined island sanctuary just steps from the sands of world-famous Lanikai Beach. This four-bedroom, four-bathroom retreat combines designer renovations with indoor-outdoor flow, creating a private haven for monthly stays in Kailua’s most...
Beach Front Condo-Everything you can dream of for a Hawaiian getaway is here!
Enjoy a pleasant stay at this 1-bedroom condo in the quiet country of Hauula. Perfect for relaxing after a day of exploring Oahu. This quaint property offers a cozy living room with a sofa bed. In your temporary home you can take advantage of all the amenities your used...
Ocean View Suites | 2 Units | Rooftop Pool | Full Kitchen | Waikiki Beach
Family-friendly property located just steps 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 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high...
Blissful Honolulu Oasis: Renovated & Modern w/ AC
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. This special place is close to everything and UH, making...
35th Fl Waikiki Banyan | Sunrise Mtn View | AC | Parking
The SpaceEnjoy the best of island living in this high-floor, corner/end unit filled with natural light and panoramic views of Honolulu’s cityscape and Koʻolau Mountains. With cool tradewinds and a spacious layout, this Waikiki retreat is the perfect home base for your...
14th Floor Waikiki City & Mountain Views! Full Kitchen! Walk to Beach!
Ilikai Marina #1499 – 1765 Ala Moana Blvd.Discover this spacious corner-end unit, fully renovated from floor to ceiling in 2026, offering stunning mountain and city views, located just steps from the ocean at the Ilikai Marina. Enjoy the tradewind breezes on either of...
Marriott's Ko Olina Beach Club, 2 bedrms, 2 bathrms, Ocean View, sleep 8 people
Your Kapolei adventure begins at this 2-bedroom resort. Inside, guests find two king beds and a cool living room with two sofa beds, perfect for relaxing or extra guests. The resort features two bathrooms, making mornings easy and stress-free. Whether you’re unwinding...
Aston Waikiki Sunset 1BSU | City View Suite – Heated Pool & Spa
**PROPERTY PROJECT**The Association of Apartment Owners of the Waikiki Sunset has begun a 6th‑floor renovation project with setup starting March 5, 2026. Demolition is scheduled to begin March 9, 2026, with work continuing through June 4, 2026.Project DetailsWork hours:...
Beachfront North Shore Oʻahu Vacation Rental – Sleeps 16Welcome to your private beachfront escape on Oʻahu’s North Shore, one of Hawaiʻi’s most sought-after locations. This spacious 5-bedroom, 3-bathroom oceanfront home offers direct beach access and is perfect for...
Step into our mid-century modern beach house in Lanikai, Oahu's most coveted beach community! Delight in sweeping views of the ocean, mountains, and Mokulua Islands. Conveniently situated just a short one-and-a-half-block stroll from beach access, the main floor hosts...
Beachfront Luxe Resort_Hilton Hawaiian Village Lagoon Tower + Resort Access
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on our elegant 𝐎𝐧𝐞-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐒𝐮𝐢𝐭𝐞 set within one of Waikiki’s most iconic 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐝𝐞𝐬𝐭𝐢𝐧𝐚𝐭𝐢𝐨𝐧𝐬 — Lagoon Tower at Hilton Hawaiian Village Waikiki Beach Resort.𝐔𝐧𝐥𝐨𝐜𝐤 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢...
Oceanfront house in charming Ewa Beach with AC
Wake up to the sound of waves in this private 2BR oceanfront retreat in peaceful Ewa Beach, just 30 min from Honolulu. Enjoy breathtaking views of Diamond Head & Waikiki, tranquil beaches, a bright living room, and a fully equipped kitchen. Each room has its own A/C for...
14th Fl Ilikai Condo | Pool | AC
🌺 Spacious Waikīkī Studio by Hilton Lagoon | Full Kitchen + BalconyAloha and welcome! Enjoy island living in this large, open studio located just steps from Waikīkī Beach and the Hilton Hawaiian Village. With all the comforts of home—plus a spacious balcony and full...
An Undeniable Jewel in Honolulu! Partial Ocean View, Outdoor Swimming Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 340 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Summary:Welcome to our beautifully appointed 3-bedroom, 2.5-bath home—your perfect retreat in Kapolei, Hawaii. Thoughtfully designed for comfort and convenience, this centrally located townhome offers a relaxing space for families, couples, or groups looking to enjoy...
Discover Island Paradise at the Grand Waikikian by Hilton – 1 Bedroom City View
Step into the tropical oasis of The Grand Waikikian by Hilton Grand Vacations Club and prepare for the Hawaiian vacation of a lifetime! Nestled within the renowned Hilton Hawaiian Village® Waikiki Beach Resort, this upscale resort offers a perfect blend of island charm,...
Cozy Studio 14F at the Heart of Waikiki
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...
20th Floor Studio with Ocean View
Highlights:223 Square foot studioKing Size bedKitchenetteWalk in shower20th floor with partial Ocean, Park, and City views10 Minute walk to Hawaii Convention Center8 Minute walk to Hilton Hawaiian Village15 Minute walk to nearest beachEnjoy staying at this recently...
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...
Hawaii Vacation! Outdoor Pool, Kitchenette, Onsite Dining, Minutes to Beach!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 1440 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to...
🐢 Turtle Bay Loft | ⛳ Golf Views + 🌊 Walk to Beach
🌺 Turtle Bay Loft | Golf Course Views + Walk to BeachPlease Note: This unit requires stairs to access the loft sleeping area. The loft also has limited headroom in certain areas. This layout may not be suitable for guests with mobility concerns or those uncomfortable...
Living the Hawaiian Dream! 3 Eye-Catching Units with City Views & Kitchen!
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,...
Breezy Waikiki Stay – Partial Ocean Views & Pool Access | Hilton Garden Inn
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for a room within a hotel.✦ Your room is 280 sq. ft, equipped with...