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.
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...
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,
Why book Ko Olina Condos?Luxurious Beachfront Condo at Ko Olina Beach Villas with serene atmosphere. Scenic, well-maintained grounds!Fully equipped villas. Great for families. Man-made lagoons are safe for toddlers, offer gentle waters, and are family-friendlyConsistent...
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...
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...
Beautiful Home near Waikiki, w/ Car Rental and On-site Parking (4 Guests Max)
Aloha~I would like to welcome you into my apartment. Normally I would be living in one of the bedrooms of this 2-bedroom apartment. But I will be traveling during the month of June 2023, so this apartment (except for my bed room) will be entirely yours in 2023 June :)....
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,...
Ocean View! Westin Ka'anapali North - Beautiful Family Friendly Resort
Come experience the rich, laid back culture of Hawaii at this beautiful Westin resort. With experiences like paddle boarding, scuba diving, or learning to Hula, this property has something for the whole family to enjoy. Relax in two sparkling oceanfront pools featuring...
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...
Livinghealthywithchocolate's Guest House
Private detached guest house located on the North Shore of Oahu, 5 min. from the beach and historic Haleiwa town. Short drive to Waimea, Sunset Beach and Pipeline. Close to restaurants, shopping, surfing, diving and bike path. This cozy one bedroom cottage is separate...
Kaanapali 1 bdrm scenic · Spacious, Maui One Bedroom Suite
Spacious comfort at Kaanapali Beach Club! Relax by the pool with lush landscapes & calming waterfalls to enjoy, or sip your morning coffee at the open-air café. With an on-site restaurant & convenience store, you'll have everything you need to make the most of your...
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...
3 bedroom Beachfront Beach Villas Ko Olina with Pacific Ocean views ~ beautiful!
Aloha! Please note that this rental is under new management, therefore, it is shown as a brand new listing. It has been a regular rental unit at the Beach Villas Ko Olina for many years prior. Please inquire if you have any questions.~~~~~~~~~~~~~~~Welcome to your dream...
Waipouli Beach Resort Ocean View 2 BD 3 BA
Ocean 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...
Royal Kahana Maui 619 Ocean View Studio
- Royal Kahana is an oceanfront vacation condo resort- Tile and vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware - Tiled bathroom with walk-in tiled shower with grab bar - 1 king bed - twin sofa bed -...
Royal Kahana Maui 401 Partial Ocean View 2 Bedroom
- 4th floor condo with balcony- Updated open kitchen with granite counters, island includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen and bathrooms with carpeted...
Stunning view STEPS from the beach! AC, expansive lanai, tons of extras!
Mana Kai 406c - Oceanfront Luxury just steps from Keawakapu Beach!Welcome to your ideal Maui getaway! Nestled in “always sunny” Kihei, this stunning beachfront condo features two AC units, an expansive lanai, and unbeatable ocean views, with direct access to the...
Hale Honu 5B - Newly renovated! Close to Hanalei!
Hale Honu 5B is located in the beautiful Hanalei Plantation neighborhood, a short drive down to Hanalei Bay. Completely refurbished in late 2023, all appliances are new and the unit has been tastefully updated throughout. Smart TV w/ Wi-Fi to enjoy your favorite apps....
Two Luxurious Ocean-View Homes on Kaanapali North Beach, Sleeps 15!
This listing is a combination of 2 separate units close to one another. Total of 5 bedrooms. We can accommodate 12 adults and 3 kids. Treat yourself to the best of Maui living with these two stunning condo suites at Honua Kai Resort & Spa. Located on world-famous...
Grand Waikikian by Hilton
The Grand Waikikian by Hilton is a resort sits on 22 acre of Hilton Hawaiian Village Beach Resort right on the famous Waikiki Beach. It is just ten minutes from downtown Honolulu and 20 minutes from Honolulu International Airport. It has six pools, a spa, fitness center...
Maui Resort Rentals: Kaanapali Ali'i – Ground Floor + Yard Area, 4 Total Bedrooms+DEN, Sleeps 14, Steps to Pools, Beach, BBQs!
This tandem package is comprised of two luxurious two bedroom suites directly next door to each other. Together these suites offer a massive 3350 sq ft of combined interior living area, and a sleeping capacity of up to 14 guests in 2 king-sized beds, 2 queen-sized beds,...
Ocean view direct access to beach - Sugar Beach
Centrally located on Maui - Nani Kai Hale's is literally on the World famous Sugar Beach (longest continuous beach on Maui). Enjoy your stay in our newly remodeled ocean & mountain view condo with Direct access to the beach! Enjoy BBQs in the backyard with ocean view...
One of a kind designer renovated condo/central AC/full kitchen
NEW LISTING at the LOW INTRO RATE!ONE OF A KIND COMPLETE DESIGNER RENOVATION!BY FAR THE BEST LOOKING and SPACE EFFICIENT UNIT IN THE BUILDING!We're accepting reservations on an on-going basis.Superb Location on the water!Completely remodeled with no expense spared condo...
New, beautifully remodeled and tastefully furnished downtown Hilo apt
Most convenient location to enjoy all amenities of Hilo town; this apartment is located smack in the heart of Hilo within short walking distances to shops, restaurants, banks, grocery stories, and the famous Hilo Farmer's Market. Walk to Hilo Bayfront shops,...