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.
Awesome private studio w/AC one block to Sunset Beach
This is a great studio with private back yard and lanai. Comes with a queen bed, couch that pulls out to a bed, fully stocked kitchen, bathtub, and gas grill. Laundry is on-site, and gated parking for your car. Newly installed split AC system is heavenly!There are beach...
Third-floor condo in town with ocean view, lanai & pool - walk everywhere
Kalanikai 321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up each morning to a gorgeous view of Kona Town, rustling palms, and the sparkling ocean horizon at this third-floor...
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...
Bright 1 Bedroom W/Lanai - Kamaole Sands 1205
Kamaole Sands unit #1205: Step inside the condo with keyless entry to a bright and airy living room set with plenty of seating and furniture for relaxing, dining, or entertaining. Complete with a queen murphy bed this condo comfortably accommodates up to 4 people. Large...
Right on the beach, sleep to the sound of the surf!
Enjoy beachfront views AND stunning mountain views from this charming upstairs apartment. Recently voted one of Travel + Leisure's top 20 favorite resorts, these unique Hanalei vacation rentals at Hanalei Colony Resort are just steps away from the secluded sandy beach...
Nihilani 3 Br, 2.5 Ba, Garage, Pool, Jacuzzi, BBQ area, Resort Living, no AC
koʻu hauʻoli ka hale i loko o Princeville (my happy home in Princeville) -The Townhome complex of Nihilani is situated in the world-renowned Princeville Resort on the Garden Island of Kauai. The home is located in a neighborhood on a magnificent bluff between the...
Summer Special On 18th Hole closest to Hotel and Beach, Split Air Conditioners
This condo is called 'The 19th Hole' because it is located on the 18th hole of the Fazio Golf Course. It is as close as you can get to the Turtle Bay Hotel from Kuilima condos. There are split system air conditioners in the bedroom, loft bedroom and living room. The...
Enjoy beautiful garden views in Maui's paradise
Kamaole Sands 7-103 is a 1-bedroom, 2-bath condo situated on the ground floor level and can accommodate up to 4 guests, featuring a split A/C system in the living area. Beautiful garden views await you to enjoy paradise from the comforts of your private lanai. Dine al...
** 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...
Mid-Term Stays in Gorgeous Condo Kona, Big Island
Big Island is a spiritual, beautiful and fun place to be! If you're seeking to indulge your spirit of adventure, look no further than Hawaii's Big Island. With active volcanoes, pristine beaches, tropical rain forests, and rich Hawaiian culture, this pocket of paradise...
NEW, Beachfront Kona Reef Aloha Condo with A/C
Located on the first floor, Kona Reef #B7 offers stunning year-round views of golden sunsets and easy access to Honl's beach. Hear the crashing of the waves day and night! If what you're searching for is a private seaside apartment that's close, short walking distance...
Kauai Exclusive - Nihi Kai Villa 601 in Sunny Poipu!
Stellar location just steps from the ocean! Have fun on the ocean view pool deck by day and watch beautiful sunsets in the evening! At Nihi Kai 601, enjoy a bright, warm, and welcoming villa within this oceanfront tropical garden resort with vewly installed A/C as of...
Completely remodeled TOP FLOOR condo OCEAN View & 3 min walk to Kahana beach!
Welcome to MauiOhana condo! One bedroom, Top Floor unit with ocean view. Kahana Beach is right across the street where you can soak up some sun and swim in the warm crystal clear ocean. A perfect way to enjoy the beauty of the Maui island!!! Amazing Central West Maui...
OCEANFRONT RESORT- Gorgeous 1Bed/1 Bath -Kihei Sands Beachfront Condo-A12
Whale season is in full swing, and so are our prices - dropping to give you the best deal of the year! Come Experience these gentle giants from your oceanfront retreat, bask in the sun, and savor the laid- back luxury of winter on Maui. You'll love staying in our...
Seaside retreat - Twelve steps to the sand! Private and romantic.
2024 Traveler Award winning rental, Hanalei Colony Resort I2 is unique among north shore Kauai condo resorts. These Hanalei vacation rentals are directly on the path to follow, just take a few steps and you're on the sand. And I2 is literally just a few steps to the...
WEK 37C Getaway at Wailea Retreat w AC Pool Near Beach and Golf Course
Wailea Ekahi 37C Experience the Luxury of Wailea at Updated 1Bedroom Condo with Split AC Throughout and Comfortably Furnished and a Short Walk to South Maui Beaches Escape to the natural beauty and serenity of Hawaii at Wailea Ekahi 37C. Located in the exclusive resort...
🏖️Newly Remodeled Kitchen and Bathrooms | AC | Ground Floor | vrKCV
vrKCV - Casa de Emdeko 136, Professionally Managed by Kona Coast VacationsWelcome to Paradise on the Big Island of Hawaii! Casa De Emdeko, an oceanfront condominium complex, offers an unparalleled vacation experience on the Kona Coast. Boasting a rare oceanfront...
Maui Resort Rentals: Honua Kai Konea 515 - Upgraded 5th Floor Oceanview Studio
Incredible ocean views await you within steps of entering Konea 515, an opulent oceanview studio that provides impressive vistas of the Pacific Ocean and solitude from the prevailing trade winds. Relax and reconnect in the ample living space fully appointed for your...
Air-Conditioned, Elegant and Spacious - Golf Course View, Walk to Beach!
Emmalani Court is a small tranquil Princeville condos complex adjacent to the Makai golf course, offering scenic ocean and golf course views, large air-conditioned units, and convenient access to the many beaches and attractions that north shore Kauai has to offer. The...
Top floor with oceanfront views, beach gear, private lanai, pool
Sealodge J9 offers dramatic and uninterrupted oceanfront views, top floor privacy, and your own furnished oceanfront lanai. Living room and both bedrooms have big picture windows with full unobstructed ocean front panoramas. The decor is fun and island-themed, the...
Luxe getaway with pools, hot tub & washer/dryer - the waves are waiting
Maui Kamaole I102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Pool, Gardens, Walk to beaches and shopping Waikomo #320 located in sunny Poipu
This warm and welcoming suite is a stylish accommodation with tropical appeal. Ocean-inspired decor and hardwood accents complete the open floor plan, while the cozy lanai offers gorgeous garden views.With 1,050 square feet of intentionally designed space, this condo...
Quiet condo with lanai, pools & hot tubs - walk to the beach
Maui Kamaole M104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Elegant island living awaits at this quiet condo. Enjoy a quiet location with convenient access to the best of Maui,...
Tranquil Groundfloor Retreat - Wailea Ekolu Village 401 - Close to Pool & BBQ!
Wailea Ekolu #401 – Your Ocean View Wailea RetreatSurround yourself with sunshine, palm trees, and endless ocean views at Wailea Ekolu #401. This spacious two-bedroom, two-bathroom ground-level condo offers a serene island escape in one of Maui’s most desirable resort...
Princeville - Cliffs 2-109 Spacious, Affordable 1BR/2BA Condo
Beautiful designer interior open floor plan condo with all you need for a grand vacation. Situated in the resort of Princeville, The Cliffs has a wonderful poolscape with waterfalls, hot tub, and special area just for children. A very relaxing and tropical feeling.First...
Kapaa Shore Resort A207, Oceanfront, 2nd Floor, Cal King Bed, Wifi, AC
Kapaa Shore Resort A207 on the Coconut Coast of Kaua'i, Oceanfront, 2nd Floor Condo. Kaua'i Vacation Rental in Kapa'a Town, Kaua'i. As Recommended in Frommer's Kauai Guidebook. Oceanfront living at it's finest! Accommodates up to 3 guests, including children and...
Menehune Shores #423 – Stunning Ocean Views and Relaxation Awaits
Menehune Shores #423 – Two-Bedroom Ocean View RetreatWelcome to Menehune Shores #423, a two-bedroom, two-bathroom condo offering sweeping views of the Pacific Ocean and the perfect balance of comfort and convenience. With modern finishes, split-duct AC, and an inviting...
Spacious Ocean View Getaway On The North Shore!
Discover the ultimate vacation destination on Kaua‘i’s breathtaking North Shore at The Cliffs, perched 200 feet above the Pacific Ocean and just a short walk to the stunning Hideaways Beach. Located in the heart of Princeville, this resort-style retreat offers panoramic...
Top Floor Remodel! Ocean & Fairway Views Ekolu 908
Beautiful and completely remodeled! The moment you walk through the front door, you will be mesmerized by the views and the beautiful upgrades! This top floor unit features a gourmet kitchen with granite counter tops, stainless steel appliances, custom made cabinets and...
Ocean-View Kihei Condo w/ Pool Access!
If you're in the mood for a relaxing tropical getaway, escape to this recently remodeled Kihei vacation rental. Perfectly situated only steps from the beach, this impressive 2-bedroom, 1-bath condo is ideal for a family or group of ocean-loving friends looking to...
Maui Kai #203 OCEANFRONT - VIEWS ALL DAY LONG!
### PLEASE REFER TO => https://www.vrbo.com/2254443?adultsCount=2&arrival=2021-08-18&departure=2021-08-25. ###Air Conditioning Kitchen Laundry Non-Smoking Outdoor Grill Parking Patio Pool Spa Satellite Or Cable TV Wireless InternetTHE CONDO YOU SEE IS THE CONDO YOU...
Hale Hui Kai 212 Panoramic Ocean and Beach Views
The condo is located at Hale Hui Kai, with panoramic views of the ocean, Keawakapu beach in both directions, and a front-row seat for Maui sunsets and whale watching in the winter months. This private oceanfront condo is on the second floor of the south side of the...
Oceanfront Kauhale Makai - Luxury 1 Bedroom ~ Central Air & Ocean View
Aloha,You've discovered a listing for a luxurious one-bedroom condo on the top 6th floor. Granite countertops, stainless steel appliances, tile floors, travertine bathroom, two 40' LED TVs.The convenient floor plan allows unobstructed views of the ocean bay and West...
Breathtaking Views! A/C, Wi-Fi, Washer/Dryer, and Parking!
Windsor #1801 – 343 Hobron Ln.(30-Night Minimum Stay. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This inviting 18th floor condo at the prestigious Windsor is calling to you! With A/C and 625 square feet of living space (no balcony/lanai). 3-person max.A stately...
Luxury in Waikoloa! 2-bed, 2-bath condo with golf course views + outdoor kitchen
Looking for a luxurious and comfortable vacation rental in Waikoloa, Hawaii? Look no further than this stunning two bedroom and two bath condo at the Waikoloa Beach Villas.With a magnificent golf course view and an outdoor kitchen, this condo is the perfect place to...
View from the top! Whale watching from oceanfront top floor!
Welcome to Sealodge F9! This charming oceanfront apartment is a fantastic value in the sought-after Princeville community on Kauai’s north shore. You’ll love the incredible views—watch for whales from your lanai or enjoy the oceanfront scenery without even getting out...
#324-Oceanview Maui Condo - Sunsets and Whale Watching!
Welcome to Menehune Shores 324, your oceanfront oasis in South Maui featuring breathtaking sunset views and prime whale watching during winter months. This beautifully appointed 2-bedroom, 2-bathroom condo offers a spacious open floor plan with a fully equipped gourmet...
Direct oceanfront condo with pool & hot tub
Kona Bali Kai #211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The amazing views of the Pacific Ocean are just the beginning when you stay in this lovely condo. The full kitchen...
Hale Kamaole 205 Second floor condo, easy access to best beach on Maui!
Great Ocean View and Privacy in an Ideal Location Near the Office, Lower Pool, BBQ Area, Park, and Beach! Cal-King bed in bedroom, queen sofa sleeper in living room. New Flat Screen Televisions in living room and bedroom. Second floor end-unit near stairs and elevator...
Hale Kahanalu Cozy Apartment Steps to Poipu Beach. AC, Free Parking & Wifi
Hale Kahanalu #4, Poipu Apartment, Kauai Vacation Rental, walk to Poipu Beach Park and Brennecke's Beach.Cozy and affordable 720 square feet, 2 bedroom, 1 bath apartment unit just a 2 minute walk to Famous Poipu Beach and Brenneckes Beach. Portable AC in the living room...
Ocean View 2BRM with Beach Park Next Door
GREAT 2brm 1bth condo in the Mauna Loa Shores overlooking Carlsmith Beach Park, a unique park with protected reef, ez access where you can swim with the sea turtles. Fantastic inside and out. Comfort. The condo has everything you need for the perfect East Hawaii stay....
Offers dramatic views of the Pacific Ocean.
Sealodge E-5 is a lovely, oceanfront condominium surrounded by lush, tropical foliage and a well manicured landscape. Its location near the edge of a bluff above the coastline offers guests dramatic views of the Pacific Ocean. Throughout the year, you may see playful...
Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Stunning Oceanfront View Top Floor Condo at Wailua Bay View Awaits YouPicture Perfect Oceanfront View from this top floor condo at Wailua Bay View. Enjoy the coastal view at this tastefully furnished condo. The white sand shoreline, amazing colorful sunrise and the...
Kona Bali Kai#204, DIRECT OCEANFRONT, ELEVATOR ACCESS, SPECTACULAR VIEWS
Knutson & Associates is proud to be representing Kona Bali Kai#204, an incredible DIRECT OCEANFRONT 2 bedroom, 2 bath condominium in the Kona Bali Kai Development. This spectacular property has an amazing lanai with incredible ocean breezes. Enjoy outdoor dining for 4 &...
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,...
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome with AC.
87-2 is an elegant, remodeled 2-bedroom, 2.5-bath townhome in the tropical oasis section of Puamana. It is close to the ocean, beach access, and the dolphin pool on the south side of Puamana, unharmed by the Lahaina fire. The living room opens to an extended lanai with...
Ilikai Marina 694 Ocean/Sunset/Fireworks View King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh.TEMPORARY LANAI WORK - Completing Mid April 2025 - No access to the...
Rustic Beach+Modern Décor. Luxe Condo w/WiFi, Full Kitchen – Waikīkī Shore #410
Renovated in 2015, this unbelievable one-bedroom one-bathroom suite offers serene Fort Derussy Park views from the fourth floor. Spend mornings sipping coffee or evenings enjoying a glass of wine on your furnished lanai. Cook fantastic meals in your upgraded kitchen...
Kihei Akahi C-513 | Steps to Kamaole Beach II
Welcome to Kihei Akahi C-513—your stylish island retreat on Maui’s western shore. Located just 30 minutes from OGG Airport, this beautifully appointed fifth-floor condo offers stunning ocean views, full air conditioning throughout the entire unit, and the perfect blend...
Tropical Cabana w/ Deck, Hot Tub & Lush Scenery!
Say 'Aloha' to your dream Hawaiian holiday destination at this 2-bedroom, 2-bath vacation rental house in Keaau. You will fall in love with the fragrance of blooming tropical flowers, jungle-like foliage, and a wraparound deck where you can enjoy it all. Read a book on...