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.
🏖️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 &...
Modern 3-Bedroom Waikiki Luxury Suite! Great for Families! Full Kitchen, Pool
Luana Waikiki #M350 – 2045 Kalakaua Ave.Your family will feel right at home in this rare, modern 3-Bedroom/1-Bath suite with full kitchen. Located on the exclusive Mezzanine level with a semi-private entrance, this condo boasts over 1,600 sqft of living space.This...
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...
Escape to Paradise: Gorgeous Ocean View Property! Wake up to Waves at the Ilikai Hotel!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo on the 17th floor has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. You won't find...
Poipu Crater 12 - Tropical Paradise - Garden/Crater View - AC
Summary:Enjoy privacy and tropical seclusion at Poipu Crater 12, a peaceful 2-bed/2-bath retreat in a lush volcanic crater. Features split A/C throughout, vaulted ceilings, a private lanai, and free membership to Poipu Beach Athletic Club. Walk to Poipu Beach,...
Kihei Oceanside Escape w/ Balcony - Steps to Beach
Feel right at home when you arrive at this 2-bedroom, 1-bath oasis, nestled just steps from Maui's turquoise shores! The vacation rental features access to Kihei Holiday community amenities, including a hot tub and barbecue area that's ideal for relaxing and enjoying...
Beachfront Studio on Waikiki Beach! Waikiki Shore 1014,steps from the sand!
Alohana at Waikiki Shore #1014 Waikiki Shore is the only Oahu condo directly on Waikiki Beach! We offer unique, individually appointed vacation homes with the best panoramic views of the Pacific Ocean, iconic Diamond Head, and Fort DeRussy Park.This gorgeous studio at...
Honu Harmony | Pools, Golf Privileges, & More
Summary:When choosing the perfect destination for your upcoming vacation, where you’ll stay is of the highest importance. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:You want a place that can accommodate the whole group not 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...
Affordable ground floor studio apartment in Tower 1
Affordable Whaler on Ka'anapali Studio Condo Ground Floor Location! Studio Ground floor condo, full kitchen, open lanai. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ Unit # 114 at the Whaler at Kaanapali, Maui.Upgraded with...
Hale Hui Kai 304 Two bedroom Two bath with AC and Ocean views
Enjoy this newly renovated home away from home, with an ocean view, in the Hale Hui Kai. This private garden condo is on the third floor of the south side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu...
Ocean Front with Spectacular View
Charming, third floor, non-smoking apartment with panoramic view from kitchen, living room and balcony. Tasteful decor and tile floors create a pleasant and warm home, with new kitchen cabinets and granite counters. You can watch whales during winter from the private...
Maui Resort Rentals: Honua Kai Hokulani 619 - 6th Floor Studio w/ Full Ocean Views!
This spacious oceanview studio provides awe-inspiring views of the Pacific Ocean and Maui's neighbor island Molokai from its prime 6th-floor vantage point nestled in the Hokulani interior courtyard.Relax and reconnect in the ample living space, recently updated with new...
Makana Kai Hale: Oceanfront House on Famous Ali'i Drive
Located right on the water, Makana Kai, gift of the sea, has been family-owned for more than 40 years and retains the feeling of visiting a beloved and well-furnished home. The house has been renovated with a new kitchen, appliances, beds, fans, furnishings, and a...
Beautifully remodeled condo with Maui breezes
Kahana Manor 501 is a beautifully remodeled 2-bedroom, 2-bathroom condo on the 5th-floor condo that can accommodate up to 6 guests and is accessible by an elevator. Dine inside or outside on your lanai, a great place to enjoy a meal! The condo offers ceiling fans in...
Park Lane Ala Moana Located on the ocean side of Ala Moana Shopping Center
Park Lane Ala Moana is a luxurious condominium with various entertainments for you. Park Lane presents the opportunity to experience the beauty of nature and cosmopolitan city life at its finest and most vibrant. Representing a first-of-its-kind resort experience within...
Mai Tide: New N Shore Oceanfront Studio, AC, 30 Day
Mai Tide is a beautiful North Shore Hau'ula beach guest home with 30'+ of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean waters so close you can almost touch it. Our home overlooks the sea & mountains (a rare &...
Maui Resort Rentals: Honua Kai Konea 729 - 7th Floor 3BR w/ Ocean Views from Every Room!
This exquisite three bedroom oceanview residence offers stunning views of the Pacific Ocean from its prime 7th-floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard. The views are abundant throughout and even continue into all 3...