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.
Turtle Paradise - King bed - Maui Vista/steps to beach, free parking, WiFi, AC
Congratulations - You have found your perfect next getaway location. This is an owner-managed unit so no hassle or frustration from third-parties! Attention to detail and personal support are first-class when you stay with us!!Come visit one of the best beaches in all...
KAS 7307 Remodeled Condo w Garden Views AC Walk to Beach
Kamaole Sands 7307 Remodeled 1Bedroom Condo Across the Street from Kamaole III Beach Park at One of the Best Resorts in Maui with Pool, Hot Tubs, Tennis, and More FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your...
Oceanfront, Million-Dollar-View, Newly renovated! B421
THE VIEWS DON'T GET ANY BETTER THAN THIS! True Oceanfront with a panoramic view of the Pacific Ocean, the island of Lana'i, the West Maui Mountains and Maalea Harbor. Spectacular sunsets and swaying palm trees. Great Whale watching (December through April). ** Private...
Maui Banyan #G-309 Ocean View 2-bedroom condo in fabulous Kihei
Located in the heart of Kihei, this condo is a dream. With 2 bedrooms featuring two king beds with ceiling fans, Queen size sleeper sofa in Living room, 2 bathrooms with rainfall showers. A chef's kitchen fully stocked with many culinary appliances. It also includes a...
Private Oceanfront w pool, hot tub, sunsets and Turtles
***Please send inquiry with details if interested in December dates***Front row center for Humpback whales (Dec-April) - from the lanai or from our kayaks ! Enjoy our beautiful, tastefully decorated Oceanfront 3 bedroom home (BBKM 2019/0003), accommodating up to 6...
Breathtaking Ocean Views!
This spacious condo is completely renovated with beautiful tile throughout and comfortable island-style furniture. Its soothing atmosphere combined with breathtaking ocean views will be the perfect place for you to relax during your island holiday.Awaken to see the sky...
Tropical Garden Getaway Near Kehena Beach - 2 BR
Prime location for a Paradise Big Island experience! Enjoy peaceful, relaxing nights in Seaview Estates at the Tropical Garden Getaway. This luxurious garden ohana unit has a private entrance, deluxe queen bed in one room with morning views of a giant pink hibiscus with...
Spacious Home Steps from Kamaole 3 Beach
Hosted by VacaMauiWelcome to your perfect Hawaiian getaway at Haleakala Shores! This beautiful condo, located directly across the street from the pristine white sands of Kamaole Beach Park 3, offers an unbeatable location for swimming, snorkeling, and boogie...
Seaside Splendor: Immerse Yourself in Luxury with this Stunning Oceanview Condo!
Oceanview bliss awaits! This condo not only boasts mesmerizing ocean views but also pampers you with luxury amenities. Enjoy a fully-equipped kitchen, spa-like bathroom, high-speed Wi-Fi, and beach equipment. Elevate your vacation - book this seaside sanctuary for the...
New Owner Special!!! Kihei Akahi D213 Ocean View
Aloha and Welcome to Your Maui Escape at Kihei Akahi D213!We're new owners and offering great prices. Discover your perfect island getaway at our beautifully updated one-bedroom, one-bathroom condo in the heart of South Kihei. Just steps from Kamaole Beach Park II and...
Stunning 3 bedroom beachfront property in Kahana close to all westside beaches
Available April 2026 after renting it for two years to a displaced family of the Lahaina fires. We lost our Premier Host status due to no bookings for two years but we pride ourselves on exceptional hosting at this beautiful property.Kahana offers a stunning beachfront...
"Sea Esta" at Lanikai #121- A Stylish Oceanfront 2nd Floor
Lanikai 121 – Stylish Oceanfront 2-Bedroom Retreat on Kauai's Coconut CoastWelcome to Lanikai 121, a beautiful second-floor oceanfront condo where spectacular sunrises and sweeping Pacific views frame your every moment. This chic and stylish 2-bedroom, 2-bathroom...
Includes Hilton Waikoloa Pool Pass thru 2025. 101 Waikoloa Colony Villas
Waikoloa Colony Villas 101.Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton Waikoloa Pass is valid...
Newly Renovated Top Floor Luxury Waikoloa Beach Villa F32, Fairway Views!!
Our beautiful gated villa overlooking the Waikoloa Beach Golf Course 3rd and 4th green and the King’s Lake, is our favorite place to vacation and we are confident you will find it the perfect place for your Hawaiian holiday.We are a short walk to Anaeho’omalu Bay...
Beautiful 180 Degree Ocean View With Spa And Pool
Unbelievable views from almost every room in the house!Located just minutes above Kailua-Kona town, this spacious two-story home is a beautiful island getaway for your whole family. Two master bedrooms with king size beds and private bathrooms, two additional bedrooms,...
NEW! "Aloha Kai": Oceanfront at Lae Nani's Newest Renovation + AC + Free Laundry
Welcome to "Aloha Kai" -- the newest-renovated condo in Lae Nani. Here, modern design meets jaw-dropping, unobstructed ocean views. Inside: AC; a fully-equipped kitchen; stone countertops; all-new, comfortable bedding and furniture; and a spa-like standing shower await....
Oceanfront #5 at Hana Kai Maui - 2 BR/2 BA Upper Floor Corner 100ʻ from Water!
Ka’ahumanu – Unit 5 – is a top-floor, deluxe oceanfront 2-bedroom/2-bath unit with a king bed in master bedroom, a queen bed in the 2nd bedroom and a queen hide-a-bed in the living room. Beautiful kitchen with porcelain tile floors, granite countertops, bamboo...
OCEAN VIEW CORNER UNIT LIGHT AND BRIGHT, GROUND FLOOR, BEACH GEAR INCLUDED
Welcome to your Maui home away from home! Our family-owned and operated condos have been lovingly cared for by our ohana for over 50 years. We personally live on island and treat each unit with the same attention, care, and aloha we give our own home. Staying here means...
Your own private cottage, 60+ FIVE STAR exceptional reviews!
Hibiscus Hideaway is a licensed Bed and Breakfast, permit # BBKM 2015/0004TA-001-473-5360-01Hawaii Tax I.D. NO W01511848-01This beautiful one bedroom one bathroom cottage is completely brand new and is kept immaculate. Tile floors throughout, granite counter tops in the...
5 Bedroom with Private Pool, Spa, Gym and Putting Green in Waikoloa Beach
Welcome to Aloha Sunrise, your private paradise in Ainamalu at Waikoloa Resort. This luxurious retreat offers seclusion, convenience, and endless relaxation, near Kona's dining and entertainment.Inside, experience elegance and comfort. This lavish getaway accommodates...
★O‘ahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★
Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous...
Charming 1bd gem with oceanfront views
Noelani 207 is a 1-bedroom, 1-bathroom condo featuring amenities such as panoramic ocean views, air-conditioning, and a washer/dryer. The condo can accommodate up to 4 guests with a California King-size bed in the bedroom and a queen sleeper sofa in the living room. The...
Ma'alaea Surf, Unit E1-2 BR Ground Floor Beachfront Condo, AC, Wifi, Pool
Ma'alaea Surf, Unit E1 is a deluxe in every sense. E1 is a conveniently located ground floor unit, just steps away from the large pool and ocean. This unit is splendidly furnished and features AC, Wi-Fi, TV, kitchen, 2 outdoor pools, tennis and pickle ball courts,...
Breathtaking Ocean Views! Beach Front Luxury Penthouse, Polo Beach 2 Bed/2 Bath
Indulge in the ultimate Maui experience at this top-floor, direct oceanfront penthouse. Unit 804 boasts a brand-new, high-end luxury remodel and furnishings. There are unparalleled views of the Pacific Ocean and three picturesque islands: Molokini, Lanai, and...
VI 206 OceanFront Studio w Ocean Views Pool
Valley Isle 206 Beautiful Studio at Convenient Location and Close to Amazing Beaches! 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...
Kona White Sands B4 | 0 Bed, 1 Bath
Welcome to Kona White Sands – Your Beachside Retreat on Ali’i DriveNestled across from the iconic Magic Sands Beach, Kona White Sands offers the perfect blend of comfort, convenience, and breathtaking natural beauty. This charming condo provides a flexible layout...
VOK29 Hawaiiana 3br 3ba Villa of Kamalii, AC, Pool
Professional photos coming soon. Located in the resort community of Princeville are the Villas of Kamalii, a gated complex located across from the Makai Golf Club. Enjoy lush garden, mountain and waterfall views from Villa #29, an end unit, split-level townhouse with...
Waipouli Beach Resort & Spa Ocean & Pool Ground Floor in H Building!
Waipouli Beach Resort H104 2 Bdm, 3 Bath – Beautiful Oceanfront and Pool View! King, 2 Double Beds & Queen Sofa SleeperOceanfront! This is one of the most spectacular locations at Waipouli Beach Resort! This beautiful ground-level unit H-104 has spectacular views of...
Modern bungalow with lanai, grill & outdoor shower - steps to Keauhou Bay
The ShackOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hawaii is calling- answer with this laid-back island bungalow. Just a step from Keauhou Bay and shopping center, this...
Ohana Kai: Modern Water Front Condo w/Gorgeous Views, A/C, Yard, & Shared Pool
Ohana Kai offers the rare chance to stay directly along the tranquil waters of Hawaii Kai’s marina, blending the ease of island living with the comforts of a contemporary home. Set within a private gated community on Oahu’s south shore, this two-story corner condo...
Ocean/Sunset Views - Full A/C- Giant Heated Pool - 3 Primary Suite Luxury Poipu
This exclusive "Hawaiian Modern" luxury property is in one of Poipu's premier resort neighborhoods, Kiahuna Golf Village, and is less than a mile from the best beaches and restaurants of Poipu Beach. The private one third acre tropical paradise fronts the Kiahuna Golf...
Tranquil 1-Bedroom Haven in Kapaa, Kauai - Your Perfect Island Retreat
Welcome to our charming 1-bedroom, 1-bathroom condo in the heart of Kapaa, Kauai! Perfectly located for exploring the island, this cozy retreat offers a fully equipped kitchen, comfortable living space, and a private lanai to enjoy the tropical breeze. Just minutes from...
Modern Suite / Free Parking / View / AC / King Bed / Kitchen / Prime Location
Modern Suite in the Heart of Honolulu – Walk to Waikiki Beach.Our modern suite is located in the vibrant heart of Honolulu, just a 10-minute walk from the iconic Waikiki Beach. Enjoy the best beaches, dining, nightlife, and shopping Honolulu has to offer, all within...
Convenient to Waikiki Large 3000 sqft 4br 2ba house in East Honolulu
*please read property description thoroughly*Come stay at my large, private, extra-comfortable, 4 bedrooms 3000 sqft house in a located in beautiful East Honolulu - one of the premier neighborhoods on Oahu. Located at only a 20 minutes drive from Waikiki, East Honolulu...
Hale Malu - a peaceful refuge above Hilo,
Welina mai to Hale Malu, a light-filled home of peaceful refuge, with three bedrooms and two baths, wood-burning fireplace (wood provided), spacious fully-stocked kitchen with modern amenities, free WiFi, and free off-street parking. Enjoy the views of Mauna Kea and the...
Beautiful 2 Bedroom Family Home in Holualoa with Stunning Views
Nestled on the slopes of Hualalai mountain on the Big Island of Hawai'i lies this gem of a property, boasting views of the Pacific Ocean from its expansive lanais that overlook a yard filled with a plethora of exotic fruits and flowers. Located close to the quaint...
Kuilima Estates West - 3 Bedroom Vacation Home
NEW LISTING! This newly renovated 2-story 3 bedroom condo is located at Turtle Bay in the gated community. This is the ONLY condo with split AC downstairs and central AC upstairs. This beautiful island condo sleeps 8 guests.This condo is just steps away to two...
n Gorgeous 3 bedroom 3 bath, Luana Garden Villas, 10B Ground Floor
***Aloha and Welcome to Maui and Luana at Honua Kai Resort***Luana 10B is a ground level beautifully designed and fully furnished villa in the new Luana subdivision of the Honua Kai Resort with 2047 sf of indoor living space. The large lanai provides gorgeous outdoor...
Mesmerizing ocean view -Hawaiiana Style walkout unit
Sit back and relax in this 2 bedroom/2 bath desirable Alii Kai walk out, end unit condo. Situated ideally to feel like your own private oasis with no obstructions of your oceanfront view. Enjoy breathtaking ocean views from every bedroom, the kitchen and living room!...
Renovated 1BD/1BA Condo with A/C 3 min Walk to Beach
South Maui is open! Come unwind in this completely remodeled 1BD/1BA condo across from the Charley Young/ Kamaole I beaches. This soothing space will greet you with a gorgeous garden & partial ocean views. Bedroom has a queen size bed, TV, its own AC & a large closet....
Luxurious Beachfront Condo with Modern Amenities - Makena Surf Resort #E-203
Makena Surf E203Welcome to Makena Surf E203, a beautifully remodeled luxury condominium within the prestigious Makena Surf Resort. With breathtaking ocean views, modern interiors, and access to exceptional resort amenities, this unit is the perfect retreat for your Maui...
Peaceful Big Island Homebase with Coastline Viewsn
Experience Big Island aloha from your fully outfitted vacation rental house in Kaʻū, Hawaiʻi Island's southernmost district.• Punaluʻu Beach (black sand, 14 mi)• Ka Lae (South Point, 12 mi)• Hawaiʻi Volcanoes National Park (40 mi)Recharge back at your comfy...
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Escape to the stunning beachfront 1-bedroom condo in Kihei, where the perfect Maui vacation awaits. Just a short walk to the beautiful Kamaole Beach Park 3 and Kamaole Beach Park, you'll have easy access to the island's renowned white sand beaches and crystal-clear...
5 Bedroom with Private Pool and Spa in Waikoloa Beach
Ainamalu - Protected Land - is a newer resort area on the big island. This is a luxurious and unique oasis: it is away from the tourist crowds, yet only minutes from great restaurants, grocery stores and some of the best beaches in the world.Ainamalu Memories is a...
25 Feet Unobstructed Harbor View!
25 feet of unobstructed Kahului Harbor View! Watch whales from the sofa or your desk in this fully equipped one bedroom, one and ½ bath condo. High end finishes and top-of-the-line appliances give you a luxury experience in this centrally located 800 square foot 4th...
Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.
Location, location, location. Manta Ray Manor is a vibrant, 3 bedroom/3 ensuite baths, ocean view 2500 square foot home set on the Kona coast in a private, gated oceanfront community. Manta Ray Manor provides a perfect retreat for your Hawaii adventure. Keiki Beach with...
Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking
Oceanfront Kona Reef Penthouse – Stunning Kailua Bay Views & Prime Location! Watch Sunsets and surfers from the lanai. This air-conditioned 1BR/1BA top-floor condo is just steps from Honl’s Beach and a short walk to Kona’s lively downtown. Enjoy a spacious living...
Maui Resort Rentals: Honua Kai Konea 239 - Upgraded Ocean View 2BR, Deluxe Corner Suite
Konea 239 is among a class of the most sought after two-bedroom floor plans at Honua Kai. What distinguishes this column in the Konea interior are the direct ocean views from virtually every interior vantage point of the suite. This premier two-bedroom boasts a spacious...
Ahhhh....Paradise OCEAN VIEWS in Luxurious condo, Snorkeling,Surfing steps awayn
(Please note there is a 7 night minimum at Christmas time. ) We are the newest complex on Alii Drive in Kona. Our location can't be beat. NOTE: LOTS OF UPGRADES added. We just added all New stainless steel appliances, a new central air conditioning system, and beautiful...
Kalo Homes - Ocean View Escape
Experience a true taste of Hawaiian paradise on the west side of Oahu at this new and stylish home with a relaxing coastal design. Enjoy the breathtaking sunsets of the Pacific Ocean and beautiful Makaha Valley on the raised lanai in a stunning tropical backyard with an...