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.
Home Away from Home, Beach Villa!
Summary:This newly renovated condo is located in the quiet and well-maintained Coconut Plantation neighborhood in Ko Olina. The home features two comfortable bedrooms, along with an air mattress, and can accommodate up to five guests. Whether you prefer relaxing by the...
Your Dream Waikiki Vacation Steps to Surf, Sand, and Sizzle
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Waikiki Grand Hotel® 521—Honolulu Ocean side Studio Sleeps 3 w/ Kitchen & Pool
Legally permitted rental⛱ 🕶134 Kapahulu Ave 521🕶⛱🏝 This comfortable open plan Studio is great for couples wanting to save money on eating out whilst enjoying being located in one of Waikiki's hottest areasThe apartments' open-plan layout & full wall of double-glazed...
HUGE 1,400 square foot property - 2 spacious bedrooms, 2 bathrooms, living room, dining area, kitchen, washer/dryer, central air conditioning, 300 sq. ft. lanai (the size of a NYC apartment!), one of the most spectacular and expansive views in all of Hawaii - Diamond...
Beach Access, Stunning Beach and Mountain Views, Spacious Family Suite
Escape to Hawaiʻi’s western coast with this spacious two-bedroom, two-bath villa at Marriott’s Ko Olina Beach Club, nestled in the luxury resort enclave of Ko Olina. Perfect for families, friends, or extended stays, this residence features a master bedroom with a king...
Luxury Ocean View 1BR Suite Park Lane 30 day Min
Summary:*30 DAY MINIMUM* Beautiful LUXE One Bedroom Suite in the highly coveted Park Lane Condo. Located right next to Ala Moana Center, the largest outdoor shopping mall in the world. Lots of places to eat, shop, walk around. Ocean views from the balcony and high end...
Panoramic Ocean Views with Direct Beachfront Access + Pool & Hot Tub
Our one-bedroom, one-bath condo offers breathtaking ocean views right from your private lanai. Sip your morning coffee while watching turtles swim along the shore, or unwind with a spectacular sunset over the Pacific. Escape the hustle and bustle and immerse yourself in...
Steps to Kailua Beach • Relaxing 3BR Oasis • Fenced Yard
TLA Approved! Walk to Kailua Beach • Fenced Yard • Updated 3BR/2BAEnjoy relaxed island living in this updated, fully furnished 3-bedroom, 2-bath home just a short walk from the soft sands of Kailua and Kalama Beach. Perfect for military families, traveling...
High-Floor 1BR in Waikiki – Diamond Head View, Free Parking, Walk to Beach & Attractions
Nestled on High Floor, this One-Bedroom unit with Free Parking included (max 6’) offers Unique Moments of Rest and Fun for an Unforgettable Stay in the Island. Total of 3 Beds: 2 Full in Bedroom and 1 Queen Sofabed in Living Room, sleeps up to 4 guests. From your own...
Spring Break Week Special 3/29-4/3! CityView Suite at the Hilton Grand Waikikian
Your home away from home! Help yourself to a healthy dose of vacation tranquility at the Grand Waikikian, a Hilton Grand Vacations Club. Presiding over the expansive Hilton Hawaiian Village® Waikiki Beach Resort, the Grand Waikikian takes vacation accommodations to a...
Hawaiian Getaway: 2BR at Hilton Grand Islander in Waikiki
Discover the perfect blend of space, comfort, and resort living in this two-bedroom, two-bathroom suite at The Grand Islander, a Hilton Grand Vacations Club in Waikiki. With accommodations for up to six guests and all the comforts of home, this suite is ideal for...
Unforgettable Beach Trip! 2 Spacious Units with Kitchenettes, City View!
Family-friendly property with a pool, only 2 blocks 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 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
Konishiki Beachhouse: Luxury 6BR Oceanfront Home with Private Pool & Beach Access
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.Welcome to Konishiki Beachhouse Estate by...
Christmas in Hawaii!!! 2 BR & 2 BA Ocean View in Ko Olina on the island of Oahu
Marriott Ko Olina Beach Club is surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the island of Oahu. Soak up the sun by one of our three outdoor pools, work out in our state-o-the-art fitness center. During your stay enjoy...
Waikiki Banyan Aloha Suite with AC & Free Parking
Aloha! Enjoy this newly remodeled condo just steps from Waikiki beach in the beautiful Waikiki Banyan. Truly relax in this well-designed retreat that's also in the heart of Waikiki and enjoy the AMAZING OCEAN VIEW!The condo is a true, large one-bedroom, with two queen...
Mountain Oasis - Waikiki 27F Suite Free Parking
This high floor one bedroom comes with a private lanai and a complementary parking. The 27th floor unit comes with great mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with appliances,...
Brand New Home. Amazing ocean, mountain and coastline views
New Listing Special 5000 mo. Paradise Found Escape to a beautiful 3-bedroom house in Makaha. This phenomenal property was just built and features 1 king bed and 2 queen beds, perfect for a group getaway, retirees or working professionals. One house back from beach....
Diamond Head Luxe Private Estate with Pool | Sleeps 11
Diamond Head Luxe is a refined private estate in Honolulu’s coveted Diamond Head neighborhood, nestled at the end of a private road, and designed for effortless island living at scale. With generous interiors, seamless indoor-outdoor flow, and a resort-style pool...
Free Parking 1BR 1BA Beach Gear Included
Experience the Spirit of Aloha at the Iconic Whale Building!1 BR, 1 BA | Free Secured Parking | Full Beach Gear IncludedWelcome to your perfect Waikiki getaway! Located in the distinctive Royal Aloha—famous for the 16-story whale mural on Kalakaua Ave—this 1-bedroom...
🌊 Ocean Views & Island Vibes – Your O'ahu Escape! 🌺
Welcome to our "Kaimana" estate located on oceanside in Hau'ula. Hau‘ula is a small, scenic coastal community on the northeastern (windward) side of O‘ahu, about an hour’s drive from Honolulu. Known for its laid-back, rural atmosphere and strong sense of community,...
Waikiki Condo w/ Kitchen - Steps to Dining & Surf 305
Waikiki Condo w/ Kitchen - Steps to Dining & Surf 305.Book your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, & Full bathroom for your convenience.Located within walking distance to the stunning beaches of Waikiki....
Turtle Bay North Shore Condo ~ Pool View ~ Walk to Beach ~ Sleeps 6
Experience the beauty and relaxed lifestyle of Oahu’s North Shore in this bright and spacious condo located in the gated Kuilima Estates West community at the Ritz Carlton Turtle Bay Resort.Overlooking a sparkling pool, shaded gazebo, and swaying palm trees, this...
2-bedroom1.5bath apartmentNearWaikikiBeach /Close to Hospital&Schools
This memorable apartment is the perfect home base for your trip to Honolulu. Guests will enjoy two comfortable bedrooms, each featuring a full bed, and two bathrooms that offer plenty of space for everyone. The living area invites you to relax after a day of exploring,...
Step outside your front door to enjoy spectacular views of Diamond Head and Kapiolani Park, and relax on your lanai with panoramic vistas of the Waikiki coastline. Experience the best Oahu living in this 450 sqft oceanfront studio, which features a twin bed, perfect for...
9th Fl Waikiki Banyan | Parking | AC | Partial Diamond Head View
The SpaceEnjoy your Waikiki stay in this modern 9th-floor corner unit with views looking toward Diamond Head. The open layout makes it easy to relax after a day at the beach, with a queen bed in the bedroom and a pull-out sofa in the living room for added...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Aqua Aloha Surf Waikiki 1600 | Partial Ocean Views – Pool & BBQ
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai and Partial Ocean and City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, Sleeps 4, 385 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Elegant Waikiki Retreat - Ocean View & Luxe Decor
Experience refined island living in this modern Waikiki condo with an ocean view. Designed for the discerning traveler, the space features SoHa Living décor, Nordstrom and Neiman Marcus-inspired furnishings, and Cozy Earth luxury linens. Enjoy a private lanai, stylish...
Diamond Head Beachfront Estate by Gather: Luxury Oceanfront w/ Heated Pool
A private oceanfront retreat in Honolulu’s most exclusive enclave, Diamond Head Beachfront Estate blends contemporary elegance with the rhythm of island life. Set steps from the water’s edge, this six-bedroom residence invites you to slow down, breathe deeply, and...
2 Ko Olina Beachfront Resort & Spa, Hot Tub, Pools
Marriott Ko Olina Beach Club is located on the stunning western shore of Oahu, offering a tropical paradise experience with breathtaking views and luxurious amenities. Upon arrival, guests are greeted by beautiful waterfalls and fountains, setting the tone for the...
Furnished monthly rental Waikiki Neighborhood 105
Waikiki Monthly Studio w/ Desk 105 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...
Ko Olina Kai Getaway • Gated Condo Near Beach w/Pool & Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are coming soon. We can assure you this place is truly...
Coconut Plantation 1074-1: Luxury Resort Home Easy Walk to Ko Olina Lagoon
Welcome to Coconut Plantation 1074-1 by Gather, a beautifully upgraded four-bedroom, three-bath villa in the coveted Coconut Plantation at Ko Olina Resort. Offering 1,715 square feet across two stories, this furnished home combines resort-style amenities with everyday...
Waikiki beach is just across street.
Foster Tower is a historic condominium high-rise at 2500 Kalakaua Avenue in Honolulu, built in 1962, known as Waikiki's first of its kind, located directly across from Waikiki Beach with amenities like a rooftop pool, fitness center, and sauna, and is a landmark with...
@ Marbella Lane – Ocean Breeze Lagoon front Stay
Summary:Discover a stunning lagoon-front retreat in the heart of Honolulu, Hawaii. This stylish studio APRT sits on the 19th floor and offers beautiful beach and ocean views. Inside, enjoy modern comforts including air conditioning, a fully equipped kitchen, and...
In this cozy condominium located in Waikiki
Bright High-Floor Studio at Inn on the Park | Safe & Walkable16th-Floor Studio · Fully Furnished · Great Central LocationWelcome to our bright and comfortable studio apartment on the 16th floor of Inn on the Park Apartments. This space is perfect for solo travelers,...
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...
Direct Ocean Views + Infinity Pool. Sauna. Terrace
Experience the "Heart of Paradise" at Hotel La Croix, a nature-inspired refuge at the gateway to Waikiki. Perfectly situated on Kalakaua Avenue, this boutique hotel overlooks Fort DeRussy Park and is steps from Luxury Row and Waikiki Beach. Unwind in the saltwater...
Sky Ala Moana Luxury Condo Offering MT Views and Top Amenities
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 Sky Ala Moana is the newest addition to Honolulu’s luxury skyline. Consisting of two towers—The Residence...
Resort living near beach! in Ko Olina
Rarely available golf course frontage 2 bd2.5 bath Orchid unit townhouse (1,350 Sq Ft) inCoconut Plantation. One level ground floor unit with no neighbor above with an open floorplan. Golf course & greenery views throughout. Lots of privacy from neighboring...
The pool and all related amenities will be closed through approximately August2026 while the Recreation Deck undergoes renovation. Just one block from iconic Waikiki Beach, this inviting condo places you rightin the heart of the action while offering a peaceful retreat...
Valley Vibes and Beach Bliss 2 BR Condo Free Parking/Wi-fi/Pool Monthly Friendly
Experience Oʻahu’s beautiful West Side from this comfortable 2-bedroom, 1-bath condo located in the gated Makaha Valley Plantation community in Waianae.Just a short 2-minute drive from the stunning shoreline of Makaha Beach, this condo offers space, convenience, and...
Waikiki 1BR Suite at Grand Waikikian – Full Kitchen, Balcony & Resort Luxury
Elevate your Hawaiian getaway in this spacious one-bedroom suite at Grand Waikikian, a Hilton Grand Vacations Club, located within the iconic Hilton Hawaiian Village Waikiki Beach Resort on O‘ahu’s best-known beachfront. This suite blends comfort and resort luxury. The...
Aqua Aloha Surf Waikiki 1412 | Downtown City Views – Pool & BBQ
Aqua Aloha Surf Waikiki 1412 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Chic Salt Lake 2-Bedroom at Fairway Gardens | Pool
*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!*This 2-bedroom, 1-bathroom apartment...
29th Fl Waikiki Banyan | Diamond Head Views | Parking | AC
The SpaceMake your Waikiki stay unforgettable in this bright and spacious 29th-floor corner unit. With Diamond Head views, peek-a-boo ocean glimpses, and a convenience location, this home-away-from-home is perfect for families or groups.Just one block from Waikiki...
*New Building 2 bd/2ba Parking & Pool| 30 day min
Summary:**30 DAY MINIMUM**This spectacular 2 bedroom 2 bathroom city view apartment is a fully furnished retreat!Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the apartment is near to many local attractions,...
Penthouse Ocean Views 2bed 2bath 1 pking 5 min Walk to Beach Spacious 1000 sqft
Located in Honolulu, enjoy what this 2-bedroom condo has to offer. With a king bed, a full bed, and a spacious living room with a sofa bed, guests will feel right at home. This marvelous property also features AC, a fitness room, and 2 bathrooms with a hair dryer....
Dreamy Waikiki Condo, Steps to Beach, Free Parking
Aloha! Welcome to our stunning boutique corner unit condo steps away from Waikiki beach! The location is truly best in class. Dine, swim, surf and shop all within walking distance. This unit is a 100% legal VRBO rental. You will be staying at a beautifully renovated...
Velzey Ohana Villa by Gather: Family Villa Near Surf, Beach & Turtle Bay Resort
Just across the street from the golden sands of Velzyland Beach, Velzey Ohana Villa brings together a spacious main house and private studio for the perfect North Shore retreat. With 1,952 sq ft of living space, this 4-bedroom, 3-bath villa is designed for families,...