Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Hale Kamaole 130 Ground floor condo, easy access to best beach on Maui!
This ground floor unit has a newly renovated kitchen, with beautiful kitchen cabinets and brand new countertops. Bathroom has both shower and tub enclosure. Air Conditioner and King bed in bedroom, with a queen hide-a-bed in the living room - to sleep four people total....
Ilikai Hotel & Luxury Suites JROV-1: Studio w/Ocean Views
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5 PM,...
Ocean views Maui Sunset A213 ~ 1 BR, 2 BA - Close to the beach
One bedroom, two bath ocean view second floor condo. Remodeled kitchen and bathrooms! Set in a lush tropical 5 acre property that runs along Waipuilani Beach Reserve, with a sand and coral shoreline protected by reef. Perfect for sunbathing and long walks and watching...
Kuhio Shores 215 Oceanfront, AC
Summary:Oceanfront 2-bedroom condo at Kuhio Shores with split-system A/C in the living room and unbeatable views of the Pacific. Enjoy a private lanai, modern kitchen, Smart TVs, beach gear, and immediate access to Lawai Beach for snorkeling and surfing. Walk to dining...
Steps from the Beach Family Retreat w/Free Parking in Boutique Style Building
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 2nd Floor (NO pool and NO elevators)Living Room:- Sofa Sleeper- Flat screen TV- Free WIFI-...
Recently remodeled Princeville home w/ large lanai, yard, & views
Pokii Lane HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bring the whole family to this bright and welcoming Princeville retreat, where the spirit of aloha meets the comfort of...
Breezy Condo w/ Screened Lanai in Kailua-Kona!
Your Big Island getaway awaits at this bright and sunny vacation rental condo in Kailua-Kona, complete with 1 bedroom, 1 bathroom, a fully equipped kitchen, and access to community amenities. Relax in the island heat and take a dip in the community saltwater pool or fix...
Ilikai 526 2br/2ba Prime Ocean & Lagoon Views
NICE OCEAN VIEWS! STEPS TO WAIKIKI BEACH. 2 bedrooms, 2 full bathrooms, two 120 sqft lanais, 1,000 interior sqft. Walking distance to parks, Ala Moana shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The Ilikai Suites are located at the...
Island Style w/Ocean View, w/Refreshed Kitchenette, Free WiFi–Waikīkī Shore 905
Castle Waikīkī Shore #905 - You’ll love this charming deluxe studio unit with views of the vast Pacific Ocean and Waikīkī beach. They’ve thought of everything when designing this unit. The updated kitchenette has a granite countertop, stone-tiled backsplash, and ceramic...
Ocean views in beautifully decorated, spacious 3bd
Welcome to Papakea J402, a multi-level, 3-bedroom, 2-bathroom condo that has split AC in the living room and oceanfront views from your private lanai. This condo can accommodate up to 6 guests. The master bedroom, located on the first floor, features a California...
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
The Maui Vista complex and condo is one of the best locations, just across from Charlie Young & Kamaole Beach Park I. Cove Park, our surfing location, is just around the corner, with in walking distance to this complex. This 1 bedroom condo is equipped with everything...
Modern Condo with Convenient Location
Hawaii Tax ID: TA-144-575-7952-01TMK: 390180020060You're sure to have a wonderful vacation in this beautiful, modern, newly remodeled 2 bedroom, 2 bathroom Pacific Shores condo. This 4th floor condo has a great view of the mountains and is located in the heart of Kihei....
Bali Hai Resort - 2BR Resort Suite Princeville
Summary:Immerse yourself in the epitome of relaxation and comfort within this spacious two-bedroom resort suite. Each bedroom accommodates a king or queen bed, while the spacious living area includes a sleeper sofa. This retreat is further enhanced by a fully equipped...
Kona Condo - Ocean Front Complex - Amazing Ocean View & Beach View!!!
Thanks for your inquiry on our Kona Condo. Our unit, B25, is a comfortable one bedroom, one bath unit that is located on the 3rd floor of the Oceanfront Kona Reef Complex. Be sure to check the 360 video tour to see the features and a complete tour of this lovely unit....
Waikiki Banyan Condo Located One Block From Waikiki Beach! by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 3710 Just Remodeled (January 2025) High Level Ocean View Condo, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck...
Steps from Magic Sands | Pool, Wi-Fi & Attractions
Summary:Say aloha to your Big Island vacation rental! Welcome to your tropical retreat at White Sands Village, an oceanfront oasis in the heart of Kailua-Kona! Whether you're looking to relax by the pool, explore nearby beaches, or dive into Hawaiian history, this condo...
Royal Aloha 2 Bedroom Vacation Rental - Sleeps 4. FREE PARKING!!
This is a legal conforming vacation rental. Please see our listing details for our license number.Located on the 2nd floor with free Wi-Fi, this 2 bedroom, 1 bathroom privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within...
Family friendly unit with fabulous Ocean/Lagoon view
Aloha and welcome to Paradise and the Ilikai Hotel, the first luxury high rise hotel in Hawai'i. This deluxe one bedroom unit is a fully furnished condo overlooking the Duke Kahanomoku Lagoon and Ocean views on the 9th Floor. Beautiful views of the yacht harbor...
Sugar Beach Resort 127: Ground floor 1 Br Condo only Steps to the Beach
You can't get closer to the ocean! Step off of the lanai on to the grass and take a couple of steps to the sand. This is truly an oceanfront condo. The Fully equipped kitchen is open to the living and dining areas creating a large living space. The bedroom has a king...
Banana Hale Garden Oasis Studio
Banana Hale is a lovely studio surrounded by a "luscious" garden. It's the perfect compliment to a dream vacation for a lone traveler or a couple -2 people max (adults only please). Located on the sunny side of Waimea. 12 minutes from the beach. 5 minutes to charming...
Ocean View in Oceanfront Complex *Brand New Split AC's throughout!
BRAND NEW, INDIVIDUALLY CONTROLLED, STATE OF THE ART SPLIT A/C THROUGHOUT for your ultimate comfort. Step into a haven of brightness and warmth as you explore this inviting unit, thoughtfully designed to elevate your stay into a truly memorable experience. Enjoy the...
Lush Garden Views and Air Conditioning at Royal Sea Cliff, Kona Coast
Turn moments into memories in this lovely two-bedroom, two-bath, Royal Sea Cliff property. This unit has plenty of room for all your guests and a great Hawaii vibe. Soak up garden views, central air conditioning, and enjoy the amenities this property offers.Upon entry,...
Gorgeously renovated 1-bedroom Waikiki suite with Ocean View! Parking, pool!
Waikiki Banyan #1714-T2 – 201 Ohua Ave.Enjoy this chic 1-bedroom/1-bathroom corner-unit suite with gorgeous Waikiki ocean views from the living room and bedroom! With a kitchenette, free on-site parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this...
Oceanview Kailua-Kona Condo with Private Balcony!
Experience the best that the Big Island has to offer by staying at this wonderful Kailua-Kona vacation rental, perfectly situated next to some of the island’s most pristine beaches, yet enveloped in total peace and tranquility - ideal for a restorative retreat. This...
Kihei Akahi Condo w/ A/C, Private W/D-Close to Beaches
Kihei Akahi D216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Ocean-Mountain Views Condo at the Waikiki Landmark 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.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...
Sea Shore 75 Steps from Waikiki Beach and Sleeps 1 - 3!
Escape to Paradise: Sea Shore 75 Steps from Waikiki BeachEscape to the heart of Waikiki with our exclusive vacation rental, Sea Shore 75, located 1-block from the world-famous Waikiki Beach near Duke's statue. Immerse yourself in the ultimate Hawaiian experience with...
OCEANVIEW - 2 BEDROOM - Close to IRONMAN Pier Village-WALK INTO KONA TOWN
Aloha, going to the Big Island for Vacation or Staycation? Welcome to Kona! We're thrilled to have you stay in our spacious, Townhouse-style condo. As you'll discover: The location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of...
Maui Resort Rentals: Honua Kai Hokulani 408 - Great Value 1BR w/ Partial Ocean & Mountain Views
This beautifully appointed 1BR/1BA suite has partial ocean views and majestic mountain views. The spacious covered lanai (balcony) provides a vista of the Pacific Ocean to the west and the stunning West Maui Mountains to the east. Additionally, this suite has a southern...
Includes Beach Gear! E34 Waikoloa Fairway Villas
Fairway Villas at Waikoloa Beach Resort E34This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : Queen BedLoft Area: Two Twin BedsAmenities:Beach Equipment:...
Breezy oceanfront condo with pool & hot tub - near shopping, dining & beaches
Kona Bali Kai #318Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This bright and colorful Hawaiian getaway offers nothing but comfort and all the amenities you could ever need to...
Maui Mango Cottage Stellar Lanai Private Hidden Gem Family Friendly 3bd
******* Check out our many 5 Star Reviews on Vrbo then book! Why stay in a square, crowded, plain hotel room when you can get out of the box and come experience Aloha in a 3 bedroom local-style cottage? One of the first complexes on Maui's West Side, elite clientele...
Plantation Hale Suites B6, AC, Near Beach, Shops, Restaurants
Plantation Hale Suite B6 , Air Conditioned One Bedroom, One Bath with Full Kitchen and Private Lanai.Royal Coconut Coast, Wailua, Kauai Vacation Rental. Accommodates up to 4 guests, including children and infants*Cal King bed and Full sofa sleeper. Sleeps 4.*633 square...
Charming10th Floor Cozy Studio w/Parking
A King bed and 60" HD TV make this studio a favorite for movie night after the beach! Enjoy easy access to Waikiki Beach it's just 2 minutes walk from this perfectly located home base.Designer Finishes - One of a kind crystalized agate countertops!!We are at the...
Wailea Ekahi Village 4B - Studio Garden View Condo
Wailea Ekahi 4B is a charming ground-floor vacation studio nestled on a gentle slope in the picturesque Wailea Ekahi Village. This island hideaway offers a unique blend of accessibility and privacy, featuring a secluded back lanai enveloped by lush treetops, creating an...
Maui Banyan T-305B | Steps From the Ocean!
Welcome to Maui Banyan T 305B, a beautifully appointed two-bedroom, two-bathroom condo located in the heart of Kihei, Maui, Hawaii. Situated directly across the street from the world-renowned Kamaole Beach II, this tropical retreat offers the perfect base for your...
Honu Kai Villa by Parrish Kauai - oceanfront views, AC, & steps from Poipu Beach
Honu Kai Villas is a small boutique resort with only four units located just steps from Brennecke beach and Poipu Beach Park. Enjoy beautiful Kauai sunsets from your oceanfront lanai, almost daily dolphin sightings and refresh after a day in the sun in the private...
Studio with views of Diamond Head, private lanai, pool & hot tub
Island Colony 3715Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The views of the mountains, ocean shores, and iconic skyline of Honolulu at this comfortable Island Colony studio...
Beachfront Private, N. Shore & Legal Vacation!
Our home is an older "beach-worn" home, it is CLEAN and well kept. This is a 2 to 3 star rated home. It is old and worn however, it is 100 feet from the beach and ocean thus the affordable price for 11 occupants. Hawaii is a tropical environment which means you are...
Top Floor Ocean View Unit: 2 Bed, 2 Bath, AC, Maui Retreat! Island Sands 600
This top floor corner unit offers amazing ocean views!! Enjoy radiant sunsets from your private lanai overlooking Ma'alaea Bay. Light and bright as you enter, this beautifully designed 2 bedroom, 2 bathroom unit features fresh paint and new wood flooring throughout. The...
Direct Ocean Front 1BD/2BA Whaler #401
Whaler #401 is a lovely one bedroom/two bath, direct ocean front condominium located in Tower 1. This condo offers sweeping views spanning from Black Rock to the north, across Kaanapali Beach and beyond to the neighbor island of Lanai and up to the lush West Maui...
Oceanfront Paradise | Modern air conditioned 1BR Condo | Steps to Kailua-Kona
Important Notice – Renovations at Kona Reef (2026) Special listed rate for construction dates.Kona Reef will be undergoing a structural and resurfacing project from January 2026 through June 2026.During this period, guests may experience:Construction noise (jackhammers,...
Beach/Ocean View Condo 🐬 Great Value, Walking Distance to Beach🏝️ and Town👣 Kona Reef B21
Great Value! Lovely beach, trees, and ocean view condo at the popular Kona Reef complex. 1 Bedroom; 1 Bathroom; full Kitchen plus washer/dryer inside the condo, and A/C. This amazing condo sleeps 2-4 people. Enjoy your private lanai with a beautiful new dining set for...
Fourth Floor Studio with Shared Pool, High-Speed WiFi, and Partial Ocean View
Maui Banyan Q408AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A short walk from the beach, this studio is all set up to be your hideaway! Take in a partial view of the ocean and...
Hale Kai O Kihei Condo w/ Free WiFi, Shared Pool-Waves Await
Hale Kai O Kihei 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Amazing Diamond Head and Ocean Views, Prime Location-Free High Speed Wifi
The studio is located just steps away from the broadest and sandiest beach in Waikiki, world class shopping and dining.The unit is remodeled, fully equipped studio condo with one full bath. Comfortable Queen size bed and mattress to ensure a good night’s sleep after a...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 3-Bedroom Condo with Amazing views! HKK-829
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Oceanfront Wailua Bayview 203
Oceanfront Wailua Bayview 203From the moment you walk in the door you are absolutely drawn across the length of the condo and out the glass sliders onto the balcony where you are greeted with a breathtaking oceanfront view. Your entire stay will be wrapped around the...
Ground-floor studio with partial ocean view & AC, ADA - beachside pool & hot tub
Islander on the Beach 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'July & August Discounted Pricing! Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre...
Oceanview Condo 703 at Poipu Kai: Luxury, Comfort, and Stunning Beach Proximity
E Komo Mai to Condo 703 at Manualoha - one of the most coveted locations in all of Poipu Kai Resort! Our two-story island getaway offers ocean views from 2 of the 3 lanais and a quick walk to the ocean-view pool/beach that is the envy of the neighborhood!Why you'll Love...