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.
Ilikai Hotels Best Kept Secret!! Updated & Furnished with Yacht views!
Conveniently located on the 3rd floor of the Ilikai Hotel, this condo is perfect for your time on Oahu. With the convenience of full kitchen, two bedrooms, two bathrooms and two spacious lanai this is a great choice when traveling with friends or bringing your family....
Poipu Beachfront Penthouse near Hyatt - Honeymoon - AC in Bedroom, WIFI
Our luxury 1-bd 2-ba Shipwrecks Beach Penthouse, with heated resort pool, is meticulously cleaned, and is the Perfect Honeymoon Retreat. The Penthouse overlooks Shipwrecks Beach and its famous surf spots, 50 feet to the Pacific and 50 yards to Shipwrecks Beach and the...
Spectacular Executive Beachfront Retreat
Waialua Retreat is your home away from home! Located on a quiet residential cul-de-sac, you will truly relax as you dine on the lanai of this spectacular, architecturally designed beachfront home, while taking in amazing sunrises and sunsets. Enjoy panoramic views of...
Take-it-easy Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our newly-renovated 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing...
Wailea Ekahi 24C, Paradise in Style! Spacious 2 Bedroom 2 Bathroom, SLEEPS 6.
Welcome to Codge’s Beach House! This 2 bedroom , 2 bathroom unit (SLEEPS 6), was remodeled in late 2022 with ceiling fans, new split ductless AC's, brand new kitchen and bathroom and with a lot of thought for comfort and ease of use. We are on the second floor with 3...
Honua Studio
Escape to our cozy retreat!Honua Studio is located In Waikoloa Village overlooking the Robert Trent Jones-designed golf course.The studio has a comfortable queen bed making it perfect for a couples retreat. Relax and enjoy views of the ocean, golf course and on a clear...
Fairways at Mauna Lani#203 w/ VIEWS! Ultra Luxury 2/2.5 at Mauna Lani Resort
Stay 7 nights with 1 night free! Ask me about Winter Specials and stay here a month! Relaxing views of North Golf Course at Fairways at Mauna Lani! You won't find a better appointed unit like this one. This beautifully maintained luxury 2 bedroom 2 and one half bath...
🏖️Corner Unit | AC & WIFI | Concierge Included | vrKCV
vrKCV - Vista Waikoloa D201, Professionally Managed by Kona Coast VacationsWelcome to Vista Waikoloa D201Relax and unwind in this beautifully appointed two-bedroom, two-bath unit that offers the perfect retreat for couples or small families. With a spacious lanai, this...
Hale Makai - Oceanfront Honeymoon Haven with Pool and AC
An architectural masterpiece, Hale Makai is a one-of-a-kind oceanfront Kauai oceanfront rentals that offers its guests a distinguished Kauai vacation rental. This magnificent Poipu Beach residence boasts an oceanfront master bedroom suite with stunning oceanfront views,...
NEW cozy and modern remodeled home with a peekaboo view of Hanalei Bay.
New! Welcome to Hale Hui Pu, our recently renovated charming home. Conveniently located in Princeville, Kauai. Large living and dining area with outdoor BBQ space. It's a beautiful and comfortable space that is perfect for families.The kitchen is freshly updated with...
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less...
2020 upgrades Halii Kai rental/Kings’ Club Golf Gold Member near the Ocean Club
Ground Unit #9B Oceanview condo in Halii Kai, famed newer development near Waikoloa Hilton and Mauna Lani beach homes. Halii Kai has an incredible salt water pool, spa covered workout room, poolside restaurant/bar right on ocean front. The beautiful condo development...
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!Discover the peace and beauty of your own secluded retreat nestled in the...
Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests
This charming studio places you in the heart of Kāʻanapali, one of Maui's most iconic destinations. Enjoy ocean and golf course views from your private lanai and inside you'll find a fully equipped kitchen, A/C, king bed, and Wi-Fi for a comfortable stay. Guests have...
HK Konea 639 - Deluxe Ocean View with Wrap Around Lanai
Welcome to Ka'anapali Folly - Honua Kai Konea 639At “Ka’anapali Folly” you will enjoy resort amenities and breathtaking views from our well-appointed condo. We are located in West Maui along the ocean’s edge of the famous Ka’anapali Beach. Whether traveling...
Champion Ridge #35: Paradisiac Home w/Infinity Pool, Hot Tub & Tropical Feeling
Champion Ridge #35 welcomes you to the heart of the prestigious Mauna Lani Resort in Kamuela, where mountain, garden, and ocean views frame an elegant two-story retreat. Designed by Lucky Bennett and furnished by Peggy Chestnut, this 3-bedroom, 3.5-bathroom home spans...
Polo Beach Club | 301
Welcome to Polo Beach Club 301, a stunning third-floor corner residence that offers breathtaking views of Polo Beach. This spacious unit exemplifies the indoor-outdoor lifestyle that Hawaii is famous for, making it perfect for both entertaining and relaxing with friends...
*Ocean Views from Every Room!* | Hawaiian Heaven
Summary:Cozy, sunlit private room 🌞 in a stylish home near cafes, dining, and public transport. Enjoy a comfy bed, spotless shared spaces, fast Wi-Fi, and a welcoming host with great local tips. Ideal for solo travelers or couples seeking comfort, convenience, and...
FULL OCEAN VIEW WAILEA
Bright airy updated large 1 bedroom 2 bath top floor in sought- after Wailea Ekahi Village. 27D is a top corner unit known for our panoramic ocean views. Enjoy a Mai Tai while gazing out at the whales breaching out of the ocean at sunset! This unit boats high ceilings,...
Kuilima 1 bedroom + Loft, 2.5 bathrooms
ALOHA! ***As of September 16th, 2024, we have installed two new split-unit AC (air conditioners)—one in the living room and one in the loft. Both units are of the highest quality and were professionally installed by one of the most reputable HVAC companies on Oahu....
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
The International Colony Club is a collection of uniquely "Hawaiian" cottages situated on meticulously landscaped grounds located right in the middle of the North Kaanapali Golf Course. Kaanapali beach, famous for incredible beauty and some of Maui's best snorkeling is...
Direct Ocean Front - Renovation Complete - EVERYTHING inside is NEW!
Welcome to "Poipu Palms #103". We just finished the process of completing an "extreme" renovation on this condo. This was not just a "redecorating", but a complete tear down and rebuild. (Please forgive the snapshots). We will be posting professional pictures in the...
Peaceful retreat with sunset & ocean views on the Waikoloa Village Golf Course!
Modern luxury right on the Waikoloa Village Golf Course! Ocean and sunset views from the lanai and almost every room!! Our Hawaiian home was completely renovated in 2017, with a brand new kitchen featuring custom maple cabinets, quartz countertops, and stainless steel...
🏖️Overlooking Golf Course 8th Hole | Centrally Located | AC | vrKCV
vrKCV - Waikoloa Beach Villas O22, Professionally Managed by Kona Coast VacationsExperience the best location in Waikoloa Beach Resort at Waikoloa Beach Villas O22. This gated community boasts only 120 exclusive units spread across 20 acres of beautifully landscaped...
Marriott Kauai Beach Club
This listing is for a studio suite. A studio comes with a Murphy wall bed with a real mattress and a kitchenette. Marriotts owners calendar does not sync with VRBO. Please click on ask owner a question button before pressing book it now. Marriott timeshare's are only...
Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!
Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! You'll enjoy this newly remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi,...
Architectural Stunner: Modern New Ocean-View Villa with Infinity Pool & Spa!
With its captivating ambience, dramatic wood, glass and board-formed concrete architecture, and exhilarating views, Hale Oma'oma'o—this irresistibly inviting new Kukui'ula villa—offers all the expected attractions, along with a great many pleasant surprises. The...
Mauna Kea Resort Villa, Ocean Views With Pool & Spa In Backyard
Aloha and welcome to our home, villa #311. Our villa offers concierge service to all of our guests. We have ocean views, a private pool with spa, and gourmet kitchen with professional grade appliances. The villa is bright, airy and spacious with vaulted ceilings,...
The Whaler! ~Beautifully remodeled ground floor courtyard studio~
Unit 162. Update: Fall of 2022 we installed a Grohe hand-held shower head so that parents could more easily wash their children. In the summer of 2021 we added new artwork. In 2019 we installed a new 55” Samsung LED LCD Smart TV! It’s beautiful and has “Dynamic...
KRV 1423 2BD Kapalua Villa w Ocean Views Relax Recharge
Kapalua Ridge Villas 1423 Experience Kapalua, Maui from our Spacious 2Bedroom, 3Baths, Ocean View Villa! A Tropical Retreat to Relax and Recharge FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au,...
Paia Inn - 3 Bedroom Ocean Front Beach House
At the Paia Inn, your safety and well-being is our top priority. Our dedicated staff is here to make your stay comfortable and memorable – with outstanding customer service, in-house amenities and dining, and great vibes. We have implemented new cleaning + safety...
Charming Modern Home Stunning Scenery and Nature BBPH2021/0002 SUP2 2020/0008
Located in the heart of the north shore of Maui, this charming 3-bedroom residence is a refuge for those who want to experience the beauty of Maui in comfort and tranquility. The house is 2254 square feet and has a beautiful view of a Hawaiian native forest. It has...
Kaanapali Alii | 493
Escape to paradise in this stunning 1,513 square foot mountain view condo at Kaanapali Alii. Perched on the ninth floor, this one-bedroom, two-bath vacation rental with an additional den comfortably accommodates up to four guests, offering a perfect blend of space,...
Hale Kokio: A Magical, Romantic Cottage, on North Shore Kauai #4212
Welcome to Hale Kokio, a well loved getaway, designed for two. This is the place to stay on North Shore Kauai for relaxation, privacy and island living. Enjoy a quiet setting and a convenient location. The newly updated cottage is designed with your comfort in mind. A...
Kope Cottage -1 BR -1B-Endless Views
The Cottage sleeps 3 people in 600 sq ft. It is a true one bedroom and not a studio. It has 1 full size bed and 1 queen size bed. It also has a queen-size pull-out sleeper bed as outlined above. There is also a modern washer/dryer in the Kitchen area.In the cottage, it...
Oceanfront, Split AC unit, remodeled November 2024, king bed washer dryer unit
• Oceanfront• Split A/C units• King bed• Remolded November 2024• Beach access from condo complexFully remodeled in November 2024, unit 313 is a custom built, detailed, upscale condo welcoming you. You will find this bright, beautiful one bedroom, one bathroom...
Enjoy Sun Rise over Volcano & Sunset over Ocean from our Lanai! BEST VIEWS!!
This completely renovated condo features:-Two bedrooms-Vaulted ceiling-Two full baths-Loft-Over 1200 square feetLanai offers breathtaking views of Haleakala volcano and the ocean.All-inclusive rates: Free WiFi, no resort fee, no extra charges for parking, no security...
Seabreeze:110' Oceanfront, Majestic Mountain Views, AC, Outdoor Shower, 30 Daysn
Seabreeze is a beautiful North Shore Hau'ula beach home with 110' of ocean frontage, spectacular sunrises & majestic mountain views. Dine on the lanai with turquoise ocean water so close you can almost touch it. Our home overlooks the sea & mountains (a rare & gorgeous...
Ocean Views from this 2 bdrm/2 Bath Ground Floor Family Friendly Condo
Welcome to Kauai Hale Kai at Poipu Sands. Poipu Sands unit 313 is a Deluxe two bedroom/two bathroom, ground level condominium with a spectacular ocean view. Poipu Sands is right next to the Grand Hyatt Resort property.Poipu Sands has a large heated pool with a deep end...
Waipouli Beach Resort Gorgeous Luxury Oceanfront!
Gorgeous Oceanfront Waipouli Beach Resort G302, one of Waipouli Beach Resort's most desirable Ocean Front suites, offers spectacular 180 degree unobstructed ocean and sandy beach views. You can see the ocean from every room! Fall asleep to the sound of the waves every...
Charming Lanikai Cottage. Close to beach, A/C, parking.
Please contact owner for custom stay requests! There may be additional availability. 8085547738Enjoy this lovely and elegant cottage, one short block from world famous Lanikai beach! The cottage has acacia hardwood floors, and charming shaker style custom cabinetry. It...
Stunning Ocean View - Steps from the beach - Kahala 623
Kahala 623 is a 1,000 square foot condo overlooking the immaculately kept Poipu Kai greenbelt with barbecues and walkways leading down to Brennecke's Beach. Imagine yourself sitting on the lanai, your favorite beverage in hand, a gentle trade wind flowing over you as...
A Tropical Paradise 2 Bed/1bath. Stunning Bay and Ocean Views
A Tropical Paradise on Hawaii's Big Island This updated 2bed, 1/bath penthouse has stunning views of both the bay and the ocean. Whether you are a lover of marine life or just a lover of tropical views, this home is the perfect spot for you. The penthouse's prime...
Contemporary upgraded villa with ocean views
Kapalua Bay Villa 11G1 sits at the front of the resort, offering stunning views of Oneloa Bay and the island of Molokai. This one-bedroom, one-and-a-half-bathroom villa is the perfect getaway for a small family or couple, with a maximum occupancy of 3 guests—2 adults...
A wonderful place to be.....
E 'Aka 'Aka Mau loosely translates as Laughs a Lot House in Hawaiian. Our two bedroom, two bath home is a perfect getaway for couples and families! Just 400 feet from the beach, and with a beautiful view of Mauna Kea and Mauna Loa, our house offers two sides of Hawaii,...
Two-story condo in central Poipu with lanai, pool & W/D - walk to Baby Beach
Waikomo Stream Villas 132Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tropical breezes, lush landscaping, and beautiful on-site amenities await at this two-story condo in Waikomo...
Fairway Villas at Waikoloa Golf View 1 Bedroom
1 Bedroom Golf View- Kitchen features granite countertops, ceramic cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- 1 king bed or 1 queen bed - Queen sofa bed in living area- 950 sqft/89 sqm-...
Perfect Family Beach House. Walk out gate to Amazing Beach.
The Waialua Beach House is located on the North Shore of Oahu, just steps from the beach. It’s only 2 miles from Haleiwa and its shops and restaurants and a short drive to the famous surf spots of Sunset, Pipeline, Haleiwa and Waimea. This recently remodeled and...
New Listing! Luxurious 4BR/3BA House with AC
Discover Elegance at Poipu: The Leilani House hosted by BlueTideVillasWelcome to The Leilani House, a beautifully designed 2,100-square-foot retreat set on a private half-acre just minutes from Poipu Beach and local dining. Celebrated as one of Poipu’s most desirable...
Kauai Loft Retreat PF-H307
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Welcome to Kauai Loft Retreat – Your Perfect Island Escape!Nestled in beautiful Kapaa, this...