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.
Beachy Kona Getaway. Located within walking distance to the heart of Kona Town.
Welcome to our dreamy Kona getaway! This newly refurbished, luxury beachy retreat is designed for relaxation and convenience in the heart of Kailua Kona. Walking distance from Kona's best restaurants and bars, it provides easy access to Ali'i Drive and all it offers,...
Marriott's Waikoloa Ocean Club | One-Bedroom Villa
Summary:Experience the lush beauty of Hawaii's big island at Marriott's Waikoloa Ocean Club Resort. Located on the pristine sands of the Waikoloa Beach, this resort is what dreams are made of! Enjoy a day at the resort swimming in the pool, playing at the beach, booking...
PLEASE MESSAGE US, THE CALENDAR IS NOT UPDATED
A Stunning Estate On a Verdant Hillside is Simply Like No Other. This Home Is Located in the Famed Neighborhood Where Hawaii 5-0 was filmed.This Property is Secluded With a Soothing Contemporary Ambiance of Hawaii That Brings Comfort and Relaxation to All Visitors....
Kiahuna Plantation Resort 312 Partial Ocean 1 BD
- Second floor end unit with ocean views and air conditioning in living area- Bright and airy tropical ambience- Carpet in living, dining and bedroom areas with tile in kitchen and bath- Fully equipped kitchen includes full size stainless steel refrigerator,...
Kapalua Ridge Villa 2215 Ocean View 1 Bedroom
- 1st floor villa with two stories overlooking Oneloa beach- Stairs between parking and front door- Interior stairs to access Master bedroom- Tile in kitchen, bathrooms and dining room with bedroom carpeted- Granite counters and stainless steel appliances includes...
Waipouli Beach Resort Studio
Studio- Condo includes microwave, mini refrigerator and coffee maker- 1 king bed- 395 sqft/37 sqm- Maximum 2 persons including children and infants- Lanai/Balcony- Walk in shower- Central air conditioning- Flat panel 37-inch TV with standard cable- Wired high-speed...
🏖️Fully Air-Conditioned | Updated Top Floor Incl Loft | Ocean Views | vrKCV
vrKCV - Country Club Villas 327, Professionally Managed by Kona Coast VacationsCountry Club Villas 327 – Ocean & Golf Course Paradise in KeauhouExperience the beauty of island life at Country Club Villas 327! This newly renovated (2024) 2-bedroom plus loft condo is...
Wonderful 3 bedroom for 6 ocean view Kekaha home!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This very popular 3 bedroom, 2 bath direct ocean view Kekaha home, is just steps to the beach in front of the home, with famous Kekaha Beach park just 3 blocks away! Just 1 mile to the...
Hale Kai - Brand New Kukui'ula Luxury Home with Pool & Spa
Nestled in the exclusive Kukui'ula neighborhood in Poipu, this stunning, brand new luxury home offers the perfect blend of comfort, elegance, and island charm. With 4 bedrooms and 4.5 bathrooms, this meticulously designed residence comfortably accommodates up to 12...
Tranquil Panoramic Retreat: Embrace Romance in Peaceful Serenity
This cottage is solely for couples who are in need of relaxation and peace. It is a cozy two-bedroom one-bath cottage, conveniently located on the ground floor for easy accessibility to our BBQ area along with a lanai capturing breathtaking sunsets of our West-Central...
Bamboo Bliss: Ocean Views & Waterfalls Await!
**Escape to Thai Hale at Maui Eco Retreat – Your Haven of Bamboo Bliss and Ocean Views**Immerse yourself in the unparalleled tranquility of Maui Eco Retreat, where the rhythm of nature sets the pace for your rejuvenation. Thai Hale offers an idyllic retreat that...
❤ Spectacular Full Ocean View - Beachfront - Oceanfront - Hono Kai C3 ❤
There are spectacular unobstructed views of the ocean and Haleakala with floor to ceiling windows from inside the condo and on the lanai! You simply can't get closer to the beach or ocean! Perfect for whale watching! Steps away from the ocean, equipped with a fully...
*New* Hale Halai - Pool, AC, Close to Beach
Welcome to your spacious retreat! This expansive 5000 square foot home boasts an inviting open floor plan, perfect for bringing families, friends, or colleagues together for a memorable getaway. With 7 bedrooms, 5 bathrooms, and the comfort of air conditioning, everyone...
3 bedroom right across the street from the beachn
This spacious family friendly condo features 3 bedrooms, 2 bathrooms & a private lanai overlooking the pool. The condo if fully equipped to feel right at home & can accommodate up to 6 people. The resort offers amenities like BBQ cabana area, lush tropical landscape,...
Waipouli Beach Resort Town View 2 BD 3 BA
Town View 2 Bedroom 3 Bath- Spacious condo with full kitchen includes granite countertops, Wolf cooktop and convection oven, microwave, 2-drawer Fisher-Paykel dishwasher, full size Sub-zero refrigerator, coffeemaker, blender, toaster, cookware and tableware- Master...
Hoku Hideaway - AC, Ocean Views
*30 day listing. Please Inquire.Hoku Hideaway is a 3-bedroom, 2-bath home that offers the perfect blend of comfort and island charm. Located just across the street from the ocean, it provides easy access to stunning beach views and relaxing coastal breezes. The home...
Ocean View Bliss: 1-Bedroom Premium Villa at Westin Ka’anapali Ocean Resort
Indulge in the ultimate Hawaiian escape with a 1-Bedroom Premium Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking Pacific vistas meet unmatched luxury and family-friendly fun. Nestled along the pristine sands of Ka’anapali Beach, this...
Princeville "The Cliffs" Condo - fully loaded, great relaxing getaway! Paradise!
Aloha! Do you love paradise? We do! Welcome to the Garden Isle! My family and I love love Kauai and you will too! Frugal or all-in budget, there is something for everyone! Nestled on a secluded bluff overlooking the Majestic North Shore of Kauai, the Pacific Ocean...
South Kona Farm House - 30 day minimum rental
Summary:Remodeled ocean-view custom-built home nestled on 2.2 acres of serene countryside just 35 miles away from Kailua Kona. Designed and expanded in 2022, this home boasts three bedrooms, three bathrooms, and well appointed lanai over looking the ocean. Custom...
Beautiful & Convenient 1 Bedroom/living Room With Free Parking!!
Aloha and Welcome! Our serene and peaceful place is within walking distance to: Hawaii Convention Center and Ala Moana Shopping Center/Ala Moana Beach Park (5 min) Restaurants and Dining (5 min to Waikiki), and Waikiki (10 min). Convenient Bus Lines (Downtown, Waikiki,...
Tower Deluxe Ocean View King at Royal Lahaina Resort
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for a room within a hotel.✦ Your room is 350 sq. ft, equipped with complimentary toiletries, TV.✦ Daily cleaning services included in the nightly price.There are a few additional details to know...
Spacious Two-Bedroom Suite with Partial Ocean Views, Pet Friendly!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Beachfront condo - 2 Bedrooms, Sleeps 6, with AC and Free Parking,
Luxurious Beachfront Condo at Ko Olina Beach VillasWelcome to a lavish 2-bedroom, 2-bathroom condo nestled within the prestigious Ko Olina Beach Villas. This spacious villa sleeps 4-6 guests comfortably, featuring a master bedroom with a king-sized bed, a second bedroom...
Oceanfront Condo w/ Big Views & Modern Designer Style
The Space:Escape to paradise in this modernly furnished 1-bedroom oceanfront condo! Relax on your private Lanai while watching mesmerizing waves and turtles. Enjoy a fully stocked kitchen, heated pool and hot tub. Fall asleep to the waves crashing in the comfy...
Endless & Elegant Vistas
Summary:Completely remodeled studio, oceanfront condo with unobstructed ocean views!Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are provided to enjoy your day at the beach! We strive to achieve a...
3bedrooms&1bathroomconvenient Location, Near Freeway, Shopping center
It has a very convenient location,with 5 minutes walking distance to Bernice Pauahi Bishop Museum and 9 minutes walk to the nearest shopping center .It takes 3 minutes walks to the nearest bus station.It's only 10 minutes drive to the Honolulu International airport!!...
Ocean View | 2 Pools | Spacious 3-Bed Makanui Condo in Poipu
Enjoy your Kaua‘i getaway from this well-located 3-bedroom, 2-bath condo in the quiet and elevated 200 building of Makanui. With sweeping ocean views, cooling trade winds, and a spacious layout that comfortably accommodates up to six guests, this split-level condo is...
Dlx Oceanview Maui Studio...AC/Updated. West Maui locale.
Welcome to our Dlx oceanview Maui Studio, Ideally located inin West Maui...just 5 minutes north of Kaanapali. Short stroll to beaches, and uppdated with locely Hawaiian tropical decor Enjoy beautiful oceanviews, overlooking island of Molokai..steps to the water....
NEW! Sweet&Cozy 9thFl 1-BR king Bed
Welcome to this charming and inviting unit on the 9th floor, designed for ultimate contemporary island style. The stunning views from this elevated position create a sense of tranquility that you'll adore every day. Step inside and experience a space carefully crafted...
Special Pricing! 1BR/1BA Kailua-Kona HI 5-min Walk to Beach Wi-Fi Free Parking
Is Kailua-Kona calling you? Then make this 1BR-1BA, FIRST FLOOR condo in the heart of Kona your gateway to paradise! Just two small steps grant you access to your dream vacation home. What's inside? Everything you need to sculpt your new memories such as fast 600mbps...
Luxurious 2-Bedroom Retreat in the Heart of Waikiki.
Waikiki Landmark Unit 2901. Escape to paradise in this spacious and luxurious 2-bedroom, 2.5-bathroom condo at Waikiki Landmark, Unit 2901. Located in the heart of Waikiki, this expansive unit offers everything you need for an unforgettable Hawaiian vacation. Fully...
Hanapepe House: Newly Renovated Home w/ Private Pool, A/C & Amazing Ocean Views!
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.A Hawaiian hideaway with unobstructed views...
Aloha Escape-Oceanview-Newly Updated
Unwind in Koloa at this delightful condo. This cozy space features 1 bedroom with a comfortable king bed, a living room with a sofa bed, pack n play, and twin blow up mattress, and bathroom. Newly updated with a beautiful modern coastal design with an old surf touch....
Blue Paradise- Waikiki
Nestled in Honolulu, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outdoors will love being 11 minutes by foot from Waikiki Beach and 14 minutes from Kuhio Beach. International Market Place is just steps away while Royal...
Kona Palms on Alii Drive in Kailua-Kona, HI
Step into a revitalized world of contemporary elegance at our newly refreshed space. Every inch has been transformed, featuring fresh paint, modern flooring, chic furniture, and sumptuous towels. This sanctuary of serenity offers the perfect escape, enveloped in the...
Relax in Luxury: Westin Nanea's 2-Bedroom Villa, Your Maui Family Getaway
This delightful two-bedroom provides the perfect respite for the whole family.The Westin Nanea Ocean Villas is more than a resort; it’s an invitation to immerse yourself in the spirit of Maui. Nestled on the pristine sands of Ka’anapali Beach, this luxurious resort...
Aloha Surf 1209 Vacation Comfortably in a Private King Suite
Discover the Perfect Blend of Comfort and Value at Aloha Surf 1209Step into your Hawaiian escape at Aloha Surf 1209, where great value meets a cozy and convenient stay. Escape to the tropical paradise of Honolulu and experience the ultimate vacation comfort in our...
Puu Poa 407: 2 BR, 2 BA Condominium in Princeville, Sleeps 4
This top floor penthouse unit is one of the finest at the Puu Poa complex in Princeville. It’s open concept two bed two bathroom layout is perfect for families or two couples ready to experience Kauai in the lap of luxury. Attention to detail meets natures splendor...
Marriotts Waikoloa Ocean Club - 1 Bedroom
*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the hotels. Marriott is rolling...
Royal Kahana Maui 1110 Oceanfront 2 Bedroom 2 Bath
- 3rd floor condo with wrap around 254 square feet balcony- Updated open kitchen with granite counters, kitchen island includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry,...
Stylish 1BR Azure Ala Moana | 30 Day Min
Summary:**30 DAY MINIMUM**This luxurious 1 bedroom, 1 bathroom apartment is located in the new Azure Ala Moana! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the space is near to many restaurants, local...
Kaanapali Maui Eldorado Garden View Studio
Garden View Studio- Kitchen includes refrigerator, stove, oven, microwave, dishwasher, cookware and tableware- 1 king bed or 1 queen bed- Queen sofa sleeper- 660-880 square feet / 61-82 square meters- Bathroom with shower or tub- Central air conditioning and ceiling...
Discovery Bay #1016 Great Location in Waikiki, Close To Beach, Shopping, Dining!
Step into comfort and style with this beautifully furnished condo offering breathtaking city views. The enclosed lanai doubles as a cozy office space, perfect for those who need to work or just enjoy the view in peace. Relax in the luxurious leather furniture and...
Charming island decor with an enticing atmosphere
This charming 1-bedroom, 1-bathroom condo is designed for a comfortable stay with a 2-person occupancy. Nestled on the 2nd floor, this oceanfront unit boasts modern Hawaiian decor that infuses a touch of island elegance into your experience. Please note this resort does...
Ko Olina Beach Villas O-906 | Oceanfront Lanai, Pools & Luxury 2BR/2BA
Ko Olina Beach Villas O-906 welcomes you to ninth-floor island living in Kapolei’s coveted Ko Olina Resort. This two-bedroom, two-bath vacation condo pairs sweeping ocean vistas with the comforts of home, setting the scene for families, couples, or digital nomads...
Just What You Were Looking For! Comfortable Units, Pool, Near Napili Park
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 1050 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and...
Ocean View (Real Owner!)- 2 Bed/3 bath Suite - Marriott Ocean Club: Molo & Lanai
My family has been staying here for 15 years, but we can't make it this year. So, we are offering it to you for spring break!Returning to the boilerplate.... Your perfect Hawaiian vacation begins at Marriott's Maui Ocean Club - Molokai & Lanai Towers. Your spacious...
Kiahuna Plantation Resort Partial Ocean 1 Bedroom
Partial Ocean View 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed in bedroom- Queen sofa sleeper in living area- 880 sqft/82...
Kaanapali Maui Eldorado C104 Partial Ocean 1 BD
- Full kitchen includes refrigerator, stove/oven, microwave, dishwasher, cookware, tableware- 2 KING beds (NO SOFA SLEEPER) - Bathroom with roll-in tile shower- Corner 1st floor unit- Partial ocean view- Lanai dining - 1200 sqft / 111 sqm- Maximum 4 persons including...
Kapalua Bay Villas Gold Ocean View 1 Bedroom
Bay Villas Gold Ocean View 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area- 1200-1500...