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.

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Secure one-bedroom with full kitchen, one parking and partial ocean views!

Four Paddle #1606 – 2140 Kuhio Ave.You'll have peek-a-boo ocean views and a great location from this beautiful condo with central A/C (553 sq.ft. plus lanai)! 4-person max.Gourmet marketplace Dean & DeLuca is located just across the street at the Ritz-Carlton, as is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Fantastic Views, Prime Location, No resort fees, Wifi included

The studio is located in the heart of Waikiki. We are steps away from famous Waikiki beach, world class shopping and restaurants. This unit has been newly remodeled with a brand new bathroom, large shower, granite counters, beautiful new flooring, all new furniture and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Luxury Ocean Marina View Studio World Famous Ilikai NO RESORT FEES! FREE WIFI

This much-desired marina ocean view unit has great unobstructed views of the ocean and marina. You can enjoy this breathtaking view on the 120 s.f. Lanai, which has a table and chairs for meals or rest.The unit is in great condition with brand new Pergo, travertine...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Fairways at Ko Olina 8g: Luxury Condo, Balcony Views, Resort Amenities

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.Step into paradise with Fairways at Ko Olina...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Beautiful Fairways Condo near Disney’s Aulani, Four Seasons, Lagoons and Golf

Newly renovated and ready for you to enjoy your fabulous vacation in Hawaii. Stay far away from the crowds of Waikiki. Easy drive from the airport and less traffic than the drive to Honolulu. Enjoy the same beach lagoons as the guests at the resorts at Ko Olina but in a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapolei, Hawaii

Ilikai 1938 Ocean/Lagoon 2xBed, Sofa Bed Free Parking

STUNNING OCEAN & Lagoon VIEWS! FREE PARKING INCLUDED. STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful high end recent remodel. One of a few units with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Waikiki, Hawaii

Turtle Bay Aloha Nui Loa by RedAwning

This newly renovated second story unit with high ceilings and loft is locatedon the Fazio Golf Course adjacent to the Kuilima West tennis court, pool andBBQ area at Turtle Bay. This is resort living at its best! The unit has Koalaminate floors throughout except for...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

3-bedroom estate in peaceful Haleiwa Hawaii

Haleiwa is waiting for you at this marvelous 3-bedroom estate. With 2 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 questions while you stay...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Haleiwa, Hawaii

Legal Rental - Green Turtle Hideaway-Sleeps 4

Aloha and thank you for considering the Green Turtle Hideaway for your stay on Oahu's North Shore. This recently updated and nicely furnished one bedroom unit is located within the Turtle Bay Resort complex on the beautiful grounds of Kuilima Estates West. Here you can...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Aloha Condos, Ilikai Marina, Condo 1294, Oceanfront, AC

180 Ocean Degree Views from this Beautiful End UnitSmall Oceanview Lanai with Sliding DoorBeautiful New Travertine Floors ThroughoutBeautiful Koa Furniture, Window Coverings, & LinensFoldout Queen Sofa with Koa FrameGenerous Storage Space• Waikiki Oceanfront...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Waikiki renovated modern studio

A brand new apartment,Newly renovated, clean beach studio offers all you need for a Waikiki getaway. A Queen size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, cooktop,toaster, and coffeepot.Fully stocked with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

3BR for the Price of 2. Golf Course View & Golf Cart too!

Gated resort community with 4 white-sand ocean lagoons, Ted Robinson golf course, spa, hotels, restaurants, marina. Ko'Olina is a quiet community, with pool/hot-tub/BBQ at the rec center. This condominium has beautiful Coconut hardwood floors throughout and is fully air...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kapolei, Hawaii

🏖️Excellent Ocean View | AC | Concierge Included | vrKCV

vrKCV - Kona Makai 6204, Professionally Managed by Kona Coast Vacations.Experience Oceanfront Living at Kona MakaiNestled along the lava rock shores of Kailua-Kona, Kona Makai offers the perfect blend of island charm and modern comfort. This second-floor, one-bedroom...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii

Ala Moana #1132 Summa

Summary:Are you ready for white-sand beaches and turquoise waters? Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Join us on island time at the Ala Moana Hotel, Honolulu’s landmark hotel within walking distance to the Pacific. With...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Ilikai Hotel #940, Lagoon view, Free WIFI

Your dream vacation awaits! As soon as you step through the doors, you'll realize you've found PARADISE!! ​​​​​​​This condo is located on the 9th floor of the Ilikai Hotel. You'll love the renovated bathroom, completed in September 2024! The condo also...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Deluxe Oceanview Waikiki Condo...steps to the Sand!

Welcome to our Deluxe Oceanview Waikiki Condo... ideally located at the start of Waikiki, next door to the the famous Hilton Hawaiian Village. Enjoy Stunning Oceanviews from the Privacy of your own Spacious Lanai while sipping your favorite tropical drink! Appointed in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Secure 1-bedroom with full kitchen, Washlet, parking & ocean/sunset views!

Four Paddle #1704 – 2140 Kuhio Ave.Enjoy partial ocean views and a great location from this newly remodeled, contemporary one-bedroom condo (553 sqft plus lanai) with central A/C and beautiful new ceramic flooring! 2-person max.Gourmet marketplace Dean & DeLuca is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Stylish Ocean View Condo Near Waikiki Beach with Free 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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ilikai Hotel - No Resort Fees! City-views, condo on the 14th Floor, Prime Waikiki location!

This condo is located on the 14th floor of the Ilikai Hotel. With over 500 sq ft of living space, the condo is extremely spacious and comfortable for couples, friends, or family traveling together. Bye, bye carpets; the condo recently installed new vinyl flooring! Stay...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Waikiki Sunset Mountain View Near 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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

ALOHA-WAIKIKI 2 blks 2 BEACH - KING BED! 49

Upgraded cozy and quaint unit awaits you just two blocks from the beach! All you need in Waikiki, king bed, kitchenette, cable tv and WIFI internet along with not just one, but two balconies to assure access to nice tropical breezes.Within our CLEAN PRIVATE unit, GUESTS...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Large Roof Balcony (1,385 Sqft)!! Comfortable 2 Bedroom at Waikiki! (LW14)

Step inside of a spacious 2bed-room you will be astonished by the amount of sunlight beaming through the floor to ceiling windows. You will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!The warm and inviting air of your...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Luxury Beach Vacation House in Kailua Beach

Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to...

🛏 8 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

Gorgeous Diamond Head Penthouse Studio Stunning views, Private Balcony.

Legally permitted vacation rental - 2947 Kalakaua Ave, Penthouse 5Stunning style with incredible Ocean & Diamond Head views.The care and attention to detail our owners put in, bringing their pride and joy on Hawaii's Gold Coast to fruition shows in every corner of this...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Hale Halai beautify large home perfect for families & small company retreats

This 5000 square foot spacious home with an open floor plan is excellent for families, friends, and co-workers to gather and enjoy each others company. It has 7 bedrooms, 5 bathrooms, A/C, and a private pool. Tropically landscaped grounds with a BBQ and a spacious yard....

🛏 7 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 25
📍 Hauula, Hawaii

Ilikai-**New Listing*- Beautiful Ocean and Lagoon Views on high floor

The condo is a 1Bedroom 1bath newly renovated; made up of all stainless appliances, tile floors, California king bed, pull out sofa sleeper, 60" HDTV/DVD player, and air conditioning. There is a full kitchen equipped with a microwave, coffee maker, range/oven, double...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Beautifully corner unit on the Gold Coast

One of a kind unit was completely remodeled from its original design. Gourmet kitchen, marble floors throughout the unit, custom cabinets, whirlpool tub in the bathroom. Washer and dryer in the unit, fully furnished. Enjoy the sound of the waves, and panoramic views of...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

King Bed - Private Lanai, Pacific Ocean view Studio w/ Full Kitchen

Legal Vacation Rental2947 Kalakaua Ave 1105⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Diamond Head Beach Hotel & Residences - ✔KING Bed ✔Amazing Views✔Full Kitchen ✔Private Lanai✔11th Floor...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Block to Beach! Koko Resorts at the Waikiki Banyan 32nd Floor Ocean View

Deluxe High Level Renovated Condo with Ocean & Diamond Head View, Free parking & Wi-FiAloha and Welcome to Koko Resorts! We are so happy you stay with us!The pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

A 'Spa feel' at the Diamond Head Beach Hotel

Legally permitted vacation rentalDiamond Head Beach Hotel🕉2947 Kalakaua Ave 303⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Whether for business or pleasure the delightful attention to detail...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Charming Studio In Waikiki - Minutes to the Beach!

Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late June to early September. The project is expected to be...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Kai Lani-Beautiful Ocean View Condo In Paradise

2 bedroom, 2 bath spacious ocean view condo. Beautifully furnished with vaulted ceilings and ceiling fans. Lovely views of the ocean and green area. Kitchen has granite counter tops and stainless steel appliance also includes stainless steel washer and dryer. 55” 3D...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapolei, Hawaii

Surfer Hale - Kuilima Estates East # 1

TA/155037900801-01Short Term License STR#2034Kuilima Estates East57-120 Lalo Kuilima #1Beautiful downstairs end unit condo. Step into old Hawaii. Hawaiian decor with natural wood and rattan furniture and tropical colors. 2021 brought new floors, quartz countertops in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kahuku, Hawaii

34th Floor Ala Moana Large Regal Suite - 2Br/3Ba, Book Now at Special Rate!

Here in our 34th floor 2 bedroom/3 bath Regal Suite at the Ala Moana Hotel condo, you will experience island-style comfort in one of Hawaii's most convenient locations. This unit is located very close to the beaches and the state's largest shopping mall, Ala Moana...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families

To comply with Honolulu vacation rental rules, we only rent once in a 30-day period. You may inquire about a shorter stay if our calendar is open for a full 30 days.Please request dates that you would like to book, and we will reply.Warmest Aloha ........You have found...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii

Next to Ocean, 120/nt. monthly rate May 1 - Oct 31, fully renovated condo

This fully renovated condo is located right next to the Ocean in the famous Ilikai Hotel & Suites. Just a few steps away is the world famous Waikiki Beach, which starts at the Ilikai. To go to the beach, simply come down the elevator to our lobby, walk across the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Free WiFi/No Resort Fees/Oceanview at the Ilikai Hotel! Beautiful Sunset Views!

1 Bedroom, Ala Wai Boat Harbor and Ala Moana Beach view on the 10th Floor! This condo was fully renovated from top to bottom with all new furniture & appliances! Open your sliding door to enjoy your morning coffee, afternoon cocktail or sharing an evening meal while...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Waikiki Condo - Ocean View - Minutes from the Beach!

Aloha and thank you for checking out your home away from home in the heart of Waikiki within minutes to the beach! You will be located in room 1630 on the 16th floor of an oceanfront condo that gives you access to a beautiful ocean view right from your own private and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Turtle Bay Top Floor Studio unit 164 @ Kuilima West

Discover the true North Shore Oahu experience within the stunning Turtle Bay Resort, surrounded by the Arnold Palmer and Fazio Golf Course!Hawaii Life presents a unique Kuilima Collection, cozy studio with Loft bedroom apartment. Enjoy tranquil Fazio golf course views...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kahuku, Hawaii

Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!

WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waimanalo, Hawaii

#02 Kawela Kai 495:North Shore Beach Front---Relax & Unwind

LEGAL SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2056 LICENSE# 90/TVU-0003 TAX MAP KEY: 1-5-7-005:006This home is not affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a Short-Term...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Luxury Turtle Bay Hawaii Condo - Remodeled unit at Kuilima East

Welcome to our beautiful, newly renovated upscale condo located on Oahu's pristine North Shore. This is a fully AC-equipped unit, has mountain and golf course views, a great tropical breeze, and is located within a safe, family friendly community. It is only a short...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Mountain Views & Steps to Beach + Free 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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Modern Hawaiian Waikiki Studio - 2 Queen Beds - 5 min from beach

Centrally located on the Waikiki Strip within the Aqua Palms Resort, so you can book with confidence. **LEGAL short-term rental**Take a walk to the beach (5 min), fireworks at Duke Lagoon (8 min), Ala Moana Center (12 min), Hawaii Convention Center, and many...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

#04 Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind

LEGAL SHORT-TERM RENTAL! NONCONFORMING USE CERTIFICATE:1990/NUC-2058 LICENSE# 90/TVU-0005 TAX MAP KEY: 1-5-7-005:007Make sure when booking your vacation home the property that you are reserving has a TVU#LIVE YOUR DREAM IN PARADISE AS YOU WAKE TO THE SOUND OF THE...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Kahuku, Hawaii

Beautiful Turtle Bay Condo - Kuilima Estates East

Beautiful Turtle Bay and Kuilima Estates is located on 840 acres of landscaped gated grounds, the only tropical resort on Oahu's tranquil and iconic North Shore!Get away from busy Waikiki and other crowded vacation spots with our tastefully decorated one bedroom condo...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

Ko Olina Beach Villas O704: Serene Oceanfront 2BR w/ Resort Views from Lanai

Welcome to Ko Olina Beach Villas O704 by Gather, an enchanting Hawaii retreat nestled in the heart of the prestigious Ko Olina Resort. Located in the Ocean Tower, this stunning villa offers a unique blend of luxury, comfort, and breathtaking ocean views. This two...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Pacific Monarch - 1 BR - Ocean and City Views!

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Peak-a-Boo Ocean View from Lanai, AC, Wi-Fi, Parking, Pool, Close to Beach!

Waikiki Banyan #2002-T1 – 201 Ohua Ave.Relax in this cozy 1-Bedroom/1-Bath condo (533 sqft plus lanai). With a full kitchen, AC, Washlet, free Wi-Fi and parking, this vacation rental has everything you need for a comfortable Hawaiian getaway, perfect for couples and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

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