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.
Haleiwa Oceanfront Cottage - Charming 1BR Retreat
Discover the delightful onebedroom getaway nestled right within Haleiwa. Nestled just a 22-minute drive from the renowned Banzai Pipeline and 24 minutes from the stunning Turtle Bay Beach, this cozy retreat offers the perfect base for your Hawaiian adventure. ocean...
Waikiki Park Heights 1208 Sun & Beach Fun only 3 minutes away
Waikiki Park Heights 1208 - Ocean-View Serenity Awaits – 30-day MinDiscover the true essence of aloha in Waikiki Park Heights 1208, a charming 1-bedroom condominium located in the heart of Waikiki, providing convenient access to the beaches, shopping, dining, and...
Waikiki Banyan 1BR Corner Unit, Gorgeous Mountain/DiamondHead view, free parking
Aloha E Komo Mai. Welcome to Waikiki Banyan Rental, our vacation rental condo at the Waikiki Banyan.Our unit is a LEGAL short term vacation rental at the Waikiki Banyan. (Registered with the C&C of Honolulu, Permit # 2212-CCH-0749).The Waikiki Banyan is one of Waikiki's...
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful Waikiki Beach! With its incredible ocean and sunset views, this 14th-floor condo (1 floor below Penthouse level) is unique...
Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking
****Contact Owners for stays other than 30 days***Step away from noise and traffic of Waikiki and join us in heavenly Hahaione valley. This quiet home is just minutes from Moanalua bay, a must for the water the water sports enthusiast and Hanauma bay marine reserve, one...
Waikīkī Shore 404 - Studio Waikīkī Beach View
Castle Waikīkī Shore Unit 404 offers all the comforts of home on your Hawaii vacation: a fully equipped kitchen, air conditioning, WiFi, mounted flat screen television, washer/dryer, and private lanai. The unit is tastefully furnished with beautiful koa wood furniture...
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Perfect Kailua Home on 18,000 square feet of land all your own!! Lots of room to spread out!! We have a gorgeous newly tiled Swimming Pool and spa! You are invited to rest and relax in “Ka Hale Lai” , Kailua’s House of Serenity, 5 minutes to the beach, and a short...
Studio Suite at Waikiki Marina Resort at the Ilikai
Come enjoy this beautiful Waikiki resort! Now reopened!COVID Update: Enhanced cleaning measures are in effect. Some amenities are open with access limitations.• Must provide resort with negative covid tests taken within 72 hours of arrival (for all people staying...
Waialua Beachfront Home, 5 bed/4 bath-Northshore
Welcome to our private, beachfront home on the North Shore of Oahu in Waialua. Wake up to panoramic ocean views on your own secluded estate just steps to the sandy beach. This single story family home has 4 bedrooms and 3 full baths with an additional bonus studio with...
Oceanfront Luxury Condo Closest to Beach
OCEANFRONT LUXURY CONDO CLOSEST TO BEACH 2br/2ba sleeps (4-6) White Sands Village, Kailua-Kona, Kona Coast, Big Island, Hawaii, USA (20 minutes south of airport overlooking White Sands Beach on Alii Drive 3 1/2 miles south of Historic Kona)This luxury oceanfront condo...
Charming 2-bedroom near the beach with AC, WiFi, Yoga, Surf, Golf
Consider this unique stay your home away from home while you visit Ewa Beach. Our unit is located upstairs with a private entrance. This cool property features 2 bedrooms with a queen bed and a full bed, along with a cozy living room with a sofa bed for extra guests....
Private1BR @Waikiki Max 6! near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in...
Dream Vacation at Ko Olina Hillside Villa (1498-8)
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...
Waikīkī Beach Loft Near Restaurants
Stay close to Waikīkī Beach, minutes to Fort DeRussy Beach Park. Our 2-bedroom designer loft is in a secure building with a free offsite parking pass. Highlights include a full kitchen, unique wet room, beach gear, kids accessories and onsite laundry room. Find an ABC...
Mellow Kuhio Village Studio | Private Lanai
Take advantage of the amazing location of this Kuhio Village studio, right in the heart of Waikiki. In addition to the full bath, quaint kitchenette/dining area for 2, and private lanai with outdoor furniture, this unit features a flatscreen tv, wifi/cable, and ac....
Beachfront Paradise North Shore, 4BD, King Beds, AC, Parking.
Escape to paradise in a newly remodeled beach bungalow with panoramic ocean views. Step directly onto the beach from the back lanai. During summer months, enjoy your own private beach right upfront or walk a few steps to a larger beautiful semi - private beach. The home...
Island Paradise Resort Villa
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
Kuilima East Condo
Permit # 2212-CCH-0655Aloha!This legal non-smoking unit is located at Kui'lima East Condo's at Turtle Bay Resort on the famous North Shore of Oahu. Situated next to the 17th hole of the Fazio course, this spacious 820 square foot one bedroom, two full-bath unit has...
Oceanfront Lanikai Beach Vacation Home
TA-006-302-3104-01Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new courtyard pool with privacy and manicured yard space, a...
Gorgeous Lanikai Villa with Access to Secluded White Sand Beach
This gorgeous 5 bedroom, 4.5 bathroom, gated oceanfront villa was built in 1918 and has just been fully remodeled with an open, contemporary beach house feel while still honoring the original architecture of the home. In the renovation we revealed beautiful arches...
Kaimana Breeze by Gather: Luxe Oceanfront Condo w/ Beach & Fireworks Views
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...
Pipeline Beach*apt* Clean* Wifi* White Sand Beach*30 night minimum*
The unit has a TV with cable, internet connection, a full kitchen with a stove top, refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The unit is very clean, very comfortable with soft sheets. The interior is...
Beach Front Waimanalo - Licensed Rental: #1990/NUC-1689 - White Sand Beach!
"Hale Pohaku" - Waimanalo is a beautiful beachfront home on one of Oahu's most spectacular beaches; Waimanalo. Listed on the Register of Hawaii's Historic Homes this classic restored beach house was built of lava rock during the reign of King Kalakaua. Guests enjoy the...
~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays
Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...
Ocean & Diamond Head Exclusive Panoramic PH Condo 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.The Waikiki Landmark high rise is located at 1888 Kalakaua Ave. on the main strip of Waikiki. Situated in...
Dlx Oceanview Waikiki1Br Condo...Stunning Ocean/Marina Views!
Welcome to your own 1br Oceanview Condo in Waikiki...ideally located on the Marina side of Waikiki...near the famous Hilton Hawaiian Village.. Enjoy great ocean & marina views from the privacy of your own lanai from your Waikiki beach vacation condo rental ...just...
LUXURY DIRECT OCEANFRONT! Fully Renovated! Free Parking! Sleeps 6
Waikiki Shore #700 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Gorgeously renovated from top to bottom in 2021 with FREE onsite Parking and everything you need for a luxurious Hawaiian...
Idylliic beachfront private guest suite on the beautiful North Shore of Oahu
Beachfront property just walk onto the beach any time, located on a quiet cul-de-sac. The minimum length of stay is 14 days and I will block a 30 day period as the law regarding this property state that it may not be rented for fewer than 30 consecutive days; however...
Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...
Steps To Kailua Beach
Our beautiful home has been featured in Hawaii Home Magazine and has received a best in class award from the Hawaii Builders Association. The home is within a 2 minute walk to Kailua Beach Park, the Kalapawai Market and Buzz's Steak house. There is ocean, mountain and...
Beach Villas at Kahalu‘u, Sunset/Ocean Views, Prime Snorkel/Surf Beach, Pool/Spa
Welcome to Surfing Turtle Kona where there are ocean and sunset views from every room. Amazing access to the best snorkeling and surfing reef in Kailua Kona, wake up and walk across to the beach. This large 1 bedroom, 2 bathroom condo has spectacular views and is in the...
Kolea Landing Modern Beach House w/ Double Suite and Third Bedroom Option
Aloha and Welcome to Kolea LandingA short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 2,200 sf guest house is the perfect blend of island and modern living. Our guest house has a master bedroom (king bed) with an en suite...
Foster Tower Ocean Front One Bedroom w/direct Ocean Views
Embrace the aloha spirit in this beautifully appointed one-bedroom retreat. Featuring tasteful décor and modern conveniences, this unit provides a true sense of home in Hawaii. The open-concept layout is bathed in natural light, creating an inviting space to unwind...
LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!
Allure #804 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...
FOUR PADDLE Mountain view with full kitchen, AC, washer/dryer, Wi-Fi, parking
Four Paddle #2311 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on the cool side of the building, you'll enjoy lovely Ala Wai Canal and Ko'olau Mountain views from this well-equipped 23rd floor one-bedroom condo (553 sqft...
Kalo Homes ~ Tropical Makaha Sanctuary
Imagine waking up to breathtaking views of the ocean, mountains, and valley, while surrounded by lush tropical landscaping. You can unwind in the Jacuzzi or fire up the Traeger grill for a tasty BBQ. We've got you covered with all the beach amenities you'll need to...
Sunset Beach House in paradise! Inquire for special 30 day rates!
Unit B1 is Ocean Front at Sunset Hale. Newly updated 2-bedroom 2.5-bath ground floor oceanfront unit. The Kitchen, living room and dining area are all facing out to beautiful ocean and sunset views! Enjoy these views from inside or hang out on the porch. Bedroom (1) has...
Epic Forest View, A/C, Fruit Trees, Beach 5m drive
Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...
Honolulu Condo Stay w/ Balcony: Walk to Beaches!
Embark on your next island adventure and stay at this Honolulu vacation rental located in the Chateau Waikiki community! When you stay at this 1-bedroom, 1-bath condo, you’ll have access to community amenities like outdoor pools, a game room, a fitness center, and...
SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East
~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...
Oceanfront Island Living at its Finest! Unbeatable Panoramic Ocean Views!
Waikiki Shore #1400 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Full kitchen, free Wi-Fi, free parking for 1 vehicle. This 1-bedroom condo's generous 1,188 sqft of interior living space...
May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort
Escape to paradise in this beautifully designed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. Boasting panoramic beach views and a refreshing ocean breeze, this spacious end unit is the perfect retreat for a relaxing Hawaiian getaway.Step inside and...
Hot Deal! Turtle Bay Villas 201 by Gather: Beachfront w/ Shared Pool, Spa & AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience ultimate Hawaiian getaway luxury at our 2nd-level, recently refurbished Villa 201. Boasting the closest proximity to...
Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!
Ilikai Marina #1195 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus 28-sqft lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Hale Aloha at Turtle Bay, Oahu North Shore
NEW Listing!REMODELED in June 2025!Enjoy beautiful North Shore paradise at "Hale Aloha", our lovely Hawaiian beach cottage in prime location at popular Turtle Bay! Full kitchen, spacious living room, and many amenities including swimming pools, BBQ areas, beach...
NAMI 1BR SUITE Luxurious Ocean View from 26FL
Nami, meaning "waves" in Japanese, symbolizing resilience and the ever-changing nature of life, is an integral part of the vibrant Hawaiian and Japanese culture surrounding Waikiki Beach. Our Nami Suite with breathtaking ocean view is 1 block away from Waikiki Beach....
Beautiful Top Floor Waikiki Studio! Walk to Beach!
Summary:Experience the best of both worlds with this beautifully appointed 18th-floor studio in the serene Ilikai Marina, an oceanfront building on the quieter side of Waikiki. Just a short stroll to the soft sands of Waikiki Beach, you can soak up the sun, feel the...
AVAILABLE FOR SPRINK BREAK! Private pool and Panoramic ocean views
This property is a legally established dwelling that is rented for periods of 30 days or more at any one time. Contact us for more details. This remarkable property is located in the highly sought-after East Honolulu neighborhood and is a traditional island style home....
Place in Paradise - Kailua Beach Oceanfront Vacation Home
Place in Paradise - Kailua offers casual oceanfront accommodations on one of the most beautiful beaches in Hawaii. Kailua Beach has been voted "Best Beach in the United States" by a variety of publications. Five bedrooms and five and half baths make this an ideal home...
Luxury Ko Olina Beach Rental Panoramic Ocean View 3BR 3BA 8th floor 2 parking
Imagine yourself in a world-class Oahu, Hawaii oceanfront resort in Ko Olina beach rental bliss with exotic woods, natural stone, and an expansive lanai. Imagine as you lie down on a bed of total luxury. You sink down into silky softness that cuddles you as you are...