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.
SeaHorseShort Term on Golf Course, Upper Floor - Have a relaxing vacation
What news you have read or heard - There are Legal Short Term Rentals in Hawaii.We are on the short list on the North Shore at Turtle Bay.This a Family Owned and managed Home. It's is hard to get a more perfect view of the golf course from the lanai of this two bedroom...
Waikikis Best Kept Secret, Best Sunset & Ocean Views!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/18 - 4/15/2026. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
10th Floor Free WiFi/No Resort Fees/Oceanview @ Ilikai Hotel with Beautiful Sunset Views!
Welcome to Ilikai Tower 1027, a stunning one-bedroom deluxe condo located in the heart of Waikiki, Honolulu. This beautifully appointed retreat offers breathtaking yacht harbor views, making it the perfect getaway for couples or small families seeking a blend of comfort...
Tropical Escape with Lanai & Private Yard | Walk to Maunalua Bay Beach
Kaiwiki PalaceOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape....
Panoramic Diamond Head Ocean View Spacious Home
Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry facility in the 1/2 bath. Two of the bedrooms have California king size beds and 1 has a Queen size bed. Each bedroom has a...
@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas
Summary:Make your stay memorable in this stylishly designed 3-bedroom home, situated in a gated community in the heart of the Makaha Valley. This comfy home is graciously appointed at the foot of the Wai‘anae Mountain Range feasting you with the marvelous ocean and...
Mountain and ocean views -5 minutes from the PCC
Nestled at the base of the lush tropical Koolauloa mountains range, a hiker’s paradise awaits. Secluded beaches are walking distance away. Polynesian Cultural Center, zip lines, and horse back riding are 5 to 10 minutes away. The studio is 300 sqft and has one Queen...
Waikiki ocean view studio, easy walk to beach, shopping, restaurants
Welcome to this charming studio apartment in Waikiki. This fantastic rental offers a soothing atmosphere for guests to unwind and relax. With amenities like WiFi and AC, guests can stay connected and comfortable throughout their stay. The kitchen has most everything you...
Ala Wai Canal Views! AC, Washer/Dryer, Dishwasher, Wi-Fi, Pool, FREE Parking!
Fairway Villa #817 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll appreciate this air-conditioned 2-bedroom/2-bath condo, complete with full kitchen, convenient in-unit washer/dryer, free designated on-site parking, free...
Studio 605 at the Waikiki Grand Hotel Hawaii
Legally permitted rental ☀Waikiki Grand Hotel®☀134 Kapahulu Ave 605Queen-Bed Beachy Studio 𓂃𓂃 ོ⋆☀︎𓂃⛱𓂃2 Guests ⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.The unit is located in one of the most desirable and beautiful...
Fairways at Ko Olina 22H: Golf Course Elegance, Lush Backyard
Welcome to Fairways at Ko Olina 22H by Gather, a remodeled three-bedroom, two-and-a-half-bathroom townhome in one of Oʻahu’s most prestigious neighborhoods. With golf-course frontage, a private backyard lanai, and thoughtful finishes throughout, this two-story villa...
Gorgeous Waikiki Ocean View! Full Kitchen, Free Parking, Close to Beach!
Waikiki Sunset #3704 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 37th floor, one-bedroom condo (564 sqft plus 67-sqft lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best...
Panoramic Ocean Views Penthouse 601
Summary:A rare 3 bedroom 3 bathroom accommodation in Waikiki....Split level floor plan offering more privacy for the group/family. Upper floor has a full bath and a table setting with a Full Size Bed. This upper floor is adjacent to the rooftop lanai.The Space:The upper...
This beautiful, renovated second story 1 bedroom + loft and two bathroom unit has high ceilings and is located on the Fazio Golf Course adjacent to the Kuilima West tennis court, pool and BBQ area at Turtle Bay. This is resort living at its best! Spacious and...
Heart Of Waikiki, Perfect Location, Free Wi-Fi
239 sq/ft, super clean, all brand new furnishings and appliances, free Broadband and Wi-Fi Internet. Queen-size bed with designer linens, comfortable memory-foam mattress, and a premium brand pillows.40' flat screen Samsung Smart TV, browse Internet from your TV, watch...
Budget-Friendly and Air-Conditioned with Washlet and Washer/Dryer!
Waikiki Banyan #611-T2 – 201 Ohua Ave.Budget-friendly air-conditioned one-bedroom vacation rental (533 sq.ft. plus lanai with table and 2 chairs)!The Waikiki Banyan is a favorite of repeat visitors with its host of amenities including a pool, hot tubs, BBQ area, and...
Ocean View plus central A/C, 5-10 minute walk to beach! Sleeps 4.
Waikiki Park Heights #1105 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this remodeled one-bedroom condo (488 sqft plus balcony/lanai with table and chairs), OCEAN VIEWS and central air conditioning. Centrally located, just...
Bamboo Hotel - Privately owned Queen Studio - Balcony, Steps to Waikiki Beach
Privately owned Studio on 4th Floor with Balcony, comfy Queen bed, Kitchenette, Free Wifi, Elevator, Heated Pool, Jacuzzi, Facing West, Non-smoking.Aloha!This charming studio condo in the "Bamboo" is perfectly located in Waikiki, just 2 blocks to the beach, where the...
Ilikai 1212 Ocean / Lagoon / King Bed, Sofa Bed
MEMORABLE OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Meals and fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful remodeled condo. Fully equipped. AC, cable, WIFI, 24/7 Security,...
Waikiki Oceanfront/Beachfront Condo. Breathtaking views. Walk to everything!
E Komo Mai! Looking to live right by the beach during your Hawaiian island escape? Then this stylish and spacious one-bedroom condo is the perfect choice for you. SUPER FAST W-Fi and cold AC. Offering a rare, exquisite view of Honolulu’s yacht harbor, this newly...
City & Mountain Views Cozy Condo with Free Parking by the Beach & Restaurants
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.NOTE: Monthly water shut off for the entire building will be the 1st Wednesday of every month. Hours of the water shut off will be at the...
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Hawaii's Hidden Hideaway is an AWARD WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by it's guests. Featured in the TRAVEL magazine and other international publications. We have free parking, free WiFi and NO RESORT...
GORGEOUS Waikiki Yacht Harbor Views! Central AC, FREE Wi-Fi, Washlet!
Ilikai Marina #388 – 1765 Ala Moana Blvd.Palm trees frame beautiful ocean and marina views from this conveniently located remodeled 1-bedroom condo (651 sq. ft. plus small balcony/lanai) with central A/C. You'll enjoy spectacular sunsets! Entire unit freshly repainted,...
Ocean View Oasis with Free Parking: A Waikiki Gem!
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...
Romantic Villa--Lovely Pond & Ocean View Studio
Our luxury condo is set in a tranquil location on the first hole of the famous golf course at Turtle Bay Resort. With a peek-a-boo ocean view, full view of a pond and the golf course, it is ideal for couples looking for a romantic hawaiian experience. In addition, the...
Ilikai 815 City / Mountain Views 2 Double Beds, Sofa Bed
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.This condo is a fully equipped remodel.The iconic Ilikai...
Northshore Hawaiian Experience 1 Bedroom at Kuilima East
Aloha, Enjoy an Old Hawaiian Experience at Kuilima at the Turtle Bay Resort, an hour away from Waikiki but a century away in time. New Air Conditioner installed August 3, 2021. 2 TV’s, 50 “ new Smart in LR, 32” in bedroom.Your Master Suite with queen bed and private...
Heart of Waikiki studio with kitchenette, AC, FREE parking & Wi-Fi!
Marine Surf #1204 – 364 Seaside Ave.This cute studio (392 sqft plus lanai) with AC and kitchenette, will comfortably accommodate the needs of vacationers or a corporate traveler. It's just a short walk to the best swimming and surfing beaches! Shopping, restaurants, and...
Beautiful Yacht View At The Ilikai Hotel! Renovated Unit Just for You! Convenient Location!
This unit is located on the 15th floor of the Ilikai Hotel. Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. Enjoy waking up with the calming ocean view and ending your day with unforgettable Hawaiian...
Diamond Head Location, Spacious, Super Clean, King One Bedroom Suite Sleeps Four
Legally permitted vacation rental - 2947 Kalakaua Ave #603** For your health and safety, we utilize additional Sterilization procedures between reservations.New floors, upgrades and fully repainted May 2020My place is close to the Ocean and nestled beneath the Diamond...
Studio With Full Kitchen In Waikiki! Just Minutes To The Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Foster Twr NEW REMODEL 1 BR/1BA Lanai 25th Floor Panoramic View Ocean & Mountain
NEWLY REMODELED: The panoramic Ocean & Mountain views from the huge wrap around windows from this top floor 1 bedroom 1 bath condo is amazing. Wake up and watch a beautiful sun rise. and then watch as the rainbows begin to pop up along the mountains. Have a cup of...
Hale Pua ~ The House of Flowers - Kuilima West
Experience the serene beauty of Kahuku's West Side at Hale Pua ~ The House of Flowers. This charming 2-bedroom retreat offers a cozy haven for up to 8 guests, complete with modern amenities like air conditioning, a BBQ area, and a private patio. Dive into relaxation...
WG 807 Quaint Ocean View Studio
Legally permitted rental - 134 Kapahulu Ave #807 ⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, located on Waikiki Grand Hotel® 8th floor. We have used our 30 years of visiting Hawaii to give you everything you need for a fantastic vacation....
Mountain View, Close to Waikiki Beach w/ 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...
Central Waikiki! Large lanai, close 2 beach! Fireworks! WASHLET! Sleeps 6!
Regency on Beachwalk #51 – 255 Beach WalkComfort AND Convenience! Newly decorated, fully-furnished end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sq. ft.) at the Regency on Beachwalk, right in the heart of Waikiki and steps from the...
Magical Ocean View Oasis 3 Bedroom 3 Bathroom
Welcome to your tropical paradise in Waikiki. This spacious 3 bedroom, 3 full bathroom condo offers stunning ocean views and is just steps from the beach. Perfect for families or groups, each bedroom features comfortable bedding and ample storage. Enjoy a fully equipped...
Ocean View Condo with Large Lanai
Enjoy your Hawaiian vacation in one of Kona's most popular complexes. Casa is very well maintained with beautiful gardens and an awesome ocean-front salt water pool. We are steps from the ocean and have a wonderful sunset view from the lanai. Unit 201 is easily...
Punaluu Paradise Beach House "real ocean front"
*** IN ACCORDANCE WITH LOCAL LAWS we do 1-rental per 30 days, although guest does not have to stay 30 days. **** inquire to host for information.Punaluu Paradise Beach House - located on the Windward side of Oahu. This country beach home sits just feet from the water...
Remodeled in 2022, Diamond Head 2 Bedroom Oceanfront condo
Legal Vacation Rental - 2947 Kalakaua Ave #601Gorgeous blue ocean view from your Lanai. Restful sleep in this two bedroom large suite, with full kitchen and shower/tub combo. This condo provides quiet yet you are only 5 minutes away from the night life. Superb 'postcard...
Just Another Amazing Day in Paradise! Ocean View, AC, 5-min. walk to beach!
Waikiki Park Heights #1508 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You deserve many wonderful days in paradise and what better place than this beautifully renovated condo with great ocean views and central AC! (488 sq.ft....
Your New Home Away From Home! Washer/dryer, AC, Wi-Fi and one parking!
Discovery Bay #4118-Resolution Tower – 1778 Ala Moana Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Lush views of the Ko'olau Mountains simply sparkle at night with city lights! Welcome to your "Home Away from Home" in this beautiful...
Diamondhead & Ocean View ISLAND COLONY, Central location Walk to the beach, AC
Waikiki Central Location, Studio on 33rd Floor with stunning Diamondhead and Ocean view. A queen bed and single-sized sofa bed accommodating up to three persons. There also is an air mattress for you to use when needed. With AC, Wifi and quite spacious lanai. Blackout...
Hawaiian Relaxing Vacation by Beach w/Full Kitchen Short Walk to Dine & Shop
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.There is No Pool, No Parking and No Elevators.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor Living Room- 2 Twin Beds- Flat...
Ko Olina Beach Villas O402: Serene 3BR Villa w/ Ocean & Golf Course Views
Discover Ko Olina Beach Villas O402 by Gather, a stunning 3-bedroom, 2.5-bath oceanfront retreat offering 1,507 square feet of luxurious living space on the fourth floor of Ko Olina’s Ocean Tower. With panoramic views of the resort’s 2nd Beach Lagoon, this villa invites...
Free Parking! 6 Minute Walk to Waikiki Beach!
This is a legal conforming vacation rental. Please see our listing details for our license number.1990/NUC-1393TMK: 260280110114TA-111-582-2592-01This 1-bedroom vacation rental lies in the heart of Waikiki and is walking distance to the world-famous Waikiki Beach and...
🌺 Immaculate 3-BEDROOM 2-BATH Unit in KO Olina KAI! 🏖️
IMMACULATE CONDO IN KO OLINA KAI! 🌺 🏡 This beautiful property features 3 bedrooms and 2 bathrooms, a full kitchen, Spacious living and dining areas and, of course, a nice lanai (balcony) so you can enjoy your morning coffee or watch a beautiful Hawaiian Sunset! 🌅...
10% off Spring Special - Spacious 2 Bdrm, 2 Bath + Loft w/2 more beds
FREE NIGHT, when you book 5! Inquire before booking.Bring the whole family or group of friends to this great place with lots of room for everyone.Spacious, ground floor, splite level, end unit fronts the 1st hole of the Fazio Course. Beautiful sunset views from lanai. 3...
Stunning! Diamond Head Oceanfront Lanai Condo - Sleeps 5
Legally permitted vacation rental - 2947 Kalakaua Ave #201A Spacious Condo with incredible Ocean views from our private oversized Lanai.Fitted with a new kitchen in March 2021 along with new living room furniture and 2 new comfortable Queen beds in the bedroom- We are...
New Listing Freshly Updated Studio with New Flooring & Pool
Legally permitted rental 134 Kapahulu Ave #805** For your health and safety**We utilize additional Sterilization procedures between reservations.8th Floor Suite - StudioPerfect location 2 mins to Waikiki Beach and Honolulu ZooWelcome to this 8th floor Waikiki Grand...