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.
KK 304 Beachfront 2BD Unobstructed Ocean Views
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Beautiful Condo with Pool, Hot Tub and AC!
Lovely one bedroom condo in the Fairway Terrace complex located in Waikoloa Village. Sitting at 800 ft elevation, Waikoloa Village offers nice breezes and slightly cooler temps than down at sea level. This condo is nicely located about 7 miles from the nearest beach...
Ground floor oceanfront, walk out to beach
Hawaii Tax ID: TA-033-744-4864-01TMK: 390080030037This tastefully decorated one bedroom Hale Kai O'Kihei 118 condo is located right on the beach in North Kihei. You will love walking out of your door right onto the white sandy beach. This condo will...
Oceanfront Retreat Stunning Views - Makena Surf F-107 - Amazing Snorkeling!
Makena Surf #F-107Discover F-107: Makena Surf's most exclusive marine sanctuary experience. With unparalleled proximity to the ocean, this oceanfront residence is uniquely positioned on a dramatic ancient lava lae in the resort's premier F-building - the closest luxury...
Mahana 1118 Escape for Relaxing Getaway at Beautiful Remodeled OceanFront Condo
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Mahana 1118, an exquisite 1-bedroom, 1-bath ocean-front sanctuary soaring 11 floors above North Ka'anapali Beach....
Wailea Grand Champions 27 - 2 Bedroom Golf Course View Condo
Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your own private Hawaiian sanctuary. As you step through the door, you\'re immediately embraced by the warmth of island living and the thoughtful design...
Beautifully Renovated Grand Champions! Ground Floor! Grand Champions 139
Incredible Renovation! Kick back and relax on your own private lanai and take in wonderful garden views, with some ocean and mountain views. Feel the wonderful trade winds and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This spacious...
Village Manor D22, Coconut Grove Views, Walk to Kapaa Town & Beaches
Village Manor Beach Side Apartment #D22. Waipouli, Kapa'a, Kaua`i Vacation Rental. Accommodates up to 4 guests, including children and infants.Second floor, walk up end unit apartment. Centrally located on Kauai’s eastern shore make this the perfect Kauai vacation...
Westin Kaanapali Resort Villas North - Studio villa available
Offered is a luxurious studio villa at the Westin Kaanapali Ocean Resort Villas North. Please select 'Contact Host' to confirm availability and pricing for your selected dates. Please note the VRBO calendar does not report up-to-the minute availability which constantly...
Tropical & Serene Garden Vistas
Summary:Newly remodeled 1 bedroom, 1 bath ground floor condo. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Resort, you will be embraced in the lush & tranquil landscaping. We provide beach chairs, umbrellas,...
Maui Resort Rentals: Westin Kaanapali Ocean Resort Villas 2BR Oceanview Villa
Westin Ka'anapali Ocean Resort South 2 Bedroom Ocean View Villa. This two bedroom, two bathroom luxury villa features over 1200 square foot of interior space. The villa has a large balcony accessible from the primary bedroom and living room There is a separate guest...
Ohala Oasis 2 Bedroom Apartment
This cozy and clean 2-bedroom is located 15 minutes from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more.This place has a...
Kauai - Top Floor/Beach Front Condo at Pono Kai Resort in Kapaa -Tax Includedn
LOCATION, LOCATION – the best way to enjoy your stay is in a 3rd (top) floor beachfront condo like Building B at the Pono Kai Resort. Leave the lanai curtains open and enjoy the sound of waves on the beach, feel the trade wind breeze, and watch the sun rise each...
Wailea Elua Village 1103 - 2 Bedroom Ocean View Condo
Located within short walking distance to the beach and close to the on-property pickleball court and swimming pool, Wailea Elua 1103 enjoys the ideal spot for a Maui vacation. Upon entering, be struck by the large floor highlighted by a sunken living area that is...
Oceanfront home w/views of the Coconut Coast, shared pool, private W/D, balcony
Wailua Bay View 115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Envision a vacation in paradise on the beach with incredible views down the Kauai coastline at Wailua Bay View 115....
Oakley's Serene Golf Course 4Br Oasis with Ocean & Mtn Views, Lanai, Hot Tub & Game Room
Nestled on the 6th hole of the Makai Golf Course, this picturesque haven opens to sweeping ocean and mountain views inviting you into a world of unparalleled beauty. Here, families are drawn together by the enchantment of frequent rainbows and the magic of whale...
Beachside townhome with AC, 3 pools, & pickleball - walk to ocean & Front Street
Puamana 30-2Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Ocean View, two-story garden-level townhouse is located within the best-gated community in Maui just steps from the...
Ground-floor condo with amazing oceanfront view - close to beaches
Kuhio Shores 107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up and pull back the sliding plantation doors each morning, and you'll see the ocean waves crash onto the rocks...
Garden Floor Condo with Shared Tennis, Pools, Hot Tub & Beach Access
Manualoha 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swaying palm trees and postcard-perfect beaches are waiting for you to book your stay at this modified townhouse style...
Kamaole Sands 4-407 - Ocean Views, King Beds, Spacious Layout, Split-AC, Wi-Fi
Welcome to Kamaole Sands 4‑407 - a top‑floor penthouse condo where panoramic ocean and West Maui mountain views set the backdrop for your perfect island retreat. This spacious two-bedroom, two-bath vacation rental combines comfort, convenience, and an unbeatable...
Hale Nene: 5 BR Keauhou Estates Home with Pool & Ocean View
Summary:Aloha! Welcome to Hale Nene.The Space:This elegant, one-of-a-kind Hawaiian estate within the exclusive gated community of Keauhou Estates features its own private pool and relax in a warm spa tub with gentle water flow. Maximum occupancy strictly enforced in...
Oceanfront Stunner Condo Over The Lagoon Garden! Hale Kona Kai 311
Ocean view over lagoon garden view from the lanai (balcony). You're so close that you'll hear the ocean and see the waves come sideways into the lagoon below. Enjoy seeing the fish and turtles swim in the lagoon and the lighthouse in the distance. You will see the...
Lovely ground floor with oceanfront views, king bed, pool & more
Enhanced COVID cleaning and disinfecting procedures for every check-in.Sealodge J1: This Sealodge Kauai condo is private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the...
Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear
Are you ready for the ultimate island getaway in this beautiful studio, located in the heart of Kihei at the highly sought-after Maui Banyan Resort? Just a 5-min walk from the world-famous Kamaole II Beach, you'll be surrounded by soft white sand, clear turquoise...
Ko Olina Beach Villas O402: Serene 3BR Villa w/ Ocean & Golf Course Views
Ko Olina Beach Villas O402 by Gather is an oceanfront villa boasting breathtaking views and unparalleled comfort. This exquisite vacation home, located in the Ocean Tower of Ko Olina Resort, is a haven for those seeking a blend of relaxation and adventure. This...
Lucky you! Sleeps 2! Tropical Studio One Block to Waikiki Beach! Kitchen too!
Barefoot at the beach. Balmy breezes. Palm trees swaying. Beautiful blue Pacific surf. A special island hide-a-way. This inviting studio, decorated in tropical style, has a kitchen with full refrigerator and is steps to wonderful Waikiki Beach so you can spend your...
Island Vibe Suite w/Ocean Vista Lanai, Kitchen Ease, WiFi, Ceiling Fans–Kaha Lani 303<br>
Welcome a new day with coffee on the lanai overlooking the pool, landscaped lawns and Pacific Ocean. Rattan furnishings and tropical touches create easy island living in this 739 sq. ft. retreat with ceiling fans, flat screen, WiFi, and full kitchen for cooking meals....
Ocean Front Complex 2nd floor unit Summer Special
Garden View Condo in Oceanfront Complex – Walk to Town | Alii Villas | Summer SpecialWelcome to your island retreat at Alii Villas, one of Kailua-Kona’s most desirable oceanfront vacation rental communities. This second-floor 1-bedroom, 1-bath condo offers a...
Walk to the Beach Mauna Lani Villa w/ Outdoor Kitchen: Pool, Hot Tub & Gym
Palm Villas at Mauna Lani A22Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This top-floor 3BR/2BA villa presents a modern tropical paradise – including a scenic outdoor kitchen...
Colorful oceanfront condo with pool, views & high-speed WiFi
Kona Bali Kai #220Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a stunning view of the ocean from your own private balcony! A ceiling fan in each bedroom (and in the common...
Ground Floor Condo with Shared Pools, Central AC, and High-Speed WiFi
Maui Eldorado Resort A100Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A lovely golf course view and bamboo accents throughout this condo (check the ceiling!) will help set the...
Kona Condo with all the comforts of home
This condo has everything you need for a great relaxing stay in Kona. Second floor unit in Kona Bali Kai, 1 Queen bed with new mattress and a queen size sleeper in living room. Kitchen fully equipped so you can stay in and cook if you prefer. Have your morning coffee on...
Lovely front-row home on Oceans Bluff w/views of Bali Hai, WiFi, pool & hot tub
Pali Ke Kua 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor the tropical beauty of the spectacular Bali Hai view directly from your private lanai in the comfortable,...
Oceanfront Lahaina Condo w/ Balcony & Pool Access!
Escape to Lahaina to enjoy this luxurious 1-bedroom, 1-bathroom vacation rental! Only steps from the beach with community amenities such as a pool, outdoor grills, and shuffleboard, this condo will provide you with an unbeatable Hawaii experience. Enjoy mesmerizing...
Modern Retreat W/Kitchen and Lanai–Poipu Shores<br>
Step onto your private lanai and take in the panoramic ocean views, where each sunset feels more magical than the last. Escape to this charming and rustic 2-bedroom, 2-bath condominium, perfect for couples, families, ands friends. This unit comfortably accommodates up...
Beautiful Ocean & Mountain View Condo w/ Security 24/7
Makaha Valley Towers gives you the feel of a 5-Star Resort. This beautiful space is private, breezy, and so comfortable. The views are spectacular, and the location is close to miles and miles of beaches, exciting hikes, and plenty of amenities. With a warm salt water...
OCEAN VIEW 1 Bedroom condo - Steps to the beach! Kahana Villa F406
Kahana Villa 1 bedroom, 1 bath across from S-Turns Beach ParkWalk to restaurants and storesSwimming Pool with BBQ AreaTennis CourtsACFree parking and NO Resort Fees!Welcome to paradise at the Kahana Villas and our beautiful newly remodeled high end furnished condo. A...
Kamaole Sands Unit 2-205: Spacious & Tropical 1 Br Garden View Suite
Furnished with typical Hawaiiana flair this one-bedroom, 2 bathroom Maui vacation rental is conveniently located across the street from Kamaole Beach Park III. This S. Kihei vacation condo features an updated kitchen and bathroom with extensive use of gorgeous marble....
Wailea Ekahi Village 11A - 1 Bedroom Garden View Condo
Wailea Ekahi 11A offers a truly exceptional and luxurious island getaway on Maui. Situated in the prestigious Wailea resort community, this spacious and elegantly-appointed condo provides the perfect balance of upscale amenities and serene tropical ambiance. As you step...
Maui Sunset Vacation Rentals A512
Expansive views of grounds and ocean from top floor. Maui Sunset Vacation Rentals condo A512Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area, on the 5th floor....
Top Floor, 360 deg Ocean View, Totally Remodeled, 2-bed 2 bath with split AC
Welcome to our exceptional short-term rental unit, perched on the top floor with breathtaking 360-degree ocean views from the expansive lanai. Recently remodeled in August 2023, this unit offers a seamless blend of modern comfort and coastal tranquility, ensuring an...
Makani Sands #103 1brm Beachfront condo in West Maui UNDER NEW MANAGEMENT!!
Makani Sands #103 is a one Bedroom right on the ground floor where you can walk right out to grass and beach. There is a lanai off the living room that opens to the ocean side. The lanai has a table and chairs so you can sit outside and sip your morning coffee, or watch...
ICC 28 Remodeled 2BD Cottage in Kaanapali Walk to Beach and Pool
International Colony Club 28 NEW LISTING Experience Kaanapali from this Spacious Freshly Remodeled 2Bedroom, 2Bathroom, West Maui Cottage, Walk to the Beach and Pool! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
Westin Ka'anapali Ocean Resort, well equipped one bedroom villa
PLEASE CHOOSE A FRIDAY THROUGH SUNDAY CHECK-IN DATE AND ENJOY A SEVEN-NIGHT STAY. ALL VACATIONS WILL BE IN SEVEN-NIGHT INCREMENTS. Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.This is our...
Kaanapali Alii | 482
Welcome to Kaanapali Alii 482, a premier luxury vacation rental nestled in the heart of Kaanapali, Maui. This stunning oceanfront condo offers a perfect blend of comfort, style, and breathtaking views, making it an ideal retreat for your next Hawaiian getaway. Step...
Waikoloa Colony Villas 403: Charming! AC & Shared Pool - Near Bch, Golf & More
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Welcome to Waikoloa Colony Villas 403 by Gather, a beautifully appointed two-bedroom, two-and-a-half-bathroom townhome located in the heart of the Waikoloa Beach...
Dlx Big Island 3-Bedroom Condos..at Waikoloa Beach Resort.nMinutes to Beach!
Welcome to your deluxe 3-bedroom Big Island vacation condo Rental...at Famous Waikoloa Beach Resort! Just minutes to stunning A-Bay Beach, the perfect location. In a beautiful tropical setting, we feature full-service amenites for your vacation pleasure. Enjoy a...
Studio Steps From Waikiki Beachn
Location! Location! Location! One Block To Beach!!This unit is located in a legal resort zone :Short Term Rental Permit License Number is: 2025-STR-361TA ID: TA-105-055-4368-02Tax Map Key: 26023045This studio condominium features boutique style décor and is located one...
Spectacular Ocean View From Your Own Lanai.
Our popular ground floor condo at Hale Kai O'Kihei is approximately 100 feet of grassy area to the sandy ocean edge with no roads in between. Just a convenient few steps to ocean activities and to walk the beach for miles in either direction. Your camera will be...
Unit 123 Vibrant Island Charm Await!
A LITTLE ABOUT THIS CONDO....Welcome to Polynesian Shores 123—your gateway to island comfort and relaxation! Step into an inviting open-concept living space, featuring a flat-screen TV, a cozy sofa sleeper for additional guests, and plenty of Aloha vibes.The tranquil...