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.
Hilton Grand Vacation Club, All Towers, Honolulu!
This two-story three-bedroom, two-and-a-half-bathroom penthouse ocean view suite with balcony features a master bedroom with king bed, bathroom with a standard shower/tub combination. The second bedroom has a king bed and bathroom with a standard shower/tub combination....
Newly remodeled Ground Floor! Steps to Pool/Ocean
Beautiful Remodeled Ground floorOcean Front Home away from Home Paradise!This gorgegous ground floor condo completely remodeled in 2025!Sparkling, new kitchen is a cooks delight! Creamy white quartzite countertops with white shake styled soft closed cabinets. All the...
Wyndham Kauai Beachboy Resort | 2BR/2BA King Suite
Summary:Wouldn’t it be fun if Jurassic Park were real? This resort is the next best thing (think luscious jungle without the ferocious dinosaurs). The island of Kauai provided the background for the iconic Hollywood film, but this resort is all sun, swimming, and spa...
The Westin Nanea Ocean Villas | 1BR Premium Villa
Summary:The Westin Nanea Ocean Villas maintains is situated on 16 acres of Maui's North Kā'anapali Beach and is designed to provide a relaxing haven replete with culturally inspired programs and authentic Hawaiian experiences. Depart from The Westin for a close...
KLVR welcomes you to 2 Luana Garden Villas 6B & 7A, short walk to the beach
Kaanapali Luxury Vacation Rentals Welcomes you to the Beautiful Luana Garden Villas 6B and 7A at Honua Kai Resort. Both villas are on the ground floor and in neighboring buildings. They're about a 30 seconds walk from each other.Luana Garden Villa is the final phase of...
Ocean Breeze Condo at Keauhou Surf & Racquet
Summary:This peaceful condo offers a comfortable stay on the second floor of a quiet, gated complex with access to a shared pool and tennis court and just a short drive down scenic Ali‘i Drive from some of the area’s best beach spots. Magic Sands Beach (also known...
Island Colony 715 Charming Studio with Pool View
Welcome to Island Colony 715 - Your Charming Studio with Pool View!Discover the allure of Waikiki at Island Colony 715, a delightful studio with a pool view. Located at 445 Seaside Ave #715, Honolulu, HI 96815, this private rental by Hawaii Dream Realty LLC offers a...
Kihei Akahi C404 - Enjoy all the comforts and amenities of home
Kihei Akahi C404 - Enjoy all the comforts and amenities of home, including a full kitchen and bath with washer and dryer. Your condo will come equipped with linens, towels and an amenities starter kit. Beach Towels are not included. The Kihei Akahi is in walking...
Royal Sea Cliff Kona 707 Ocean View 2 Bedroom
- 7th floor condo with 171 sqft/16 sqm private lanai- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Master bedroom with 1 king bed and private bathroom with shower/tub combination- Guest bedroom with...
Perfect Ocean View! Ilikai Hotel, Great Location! One-Bedroom Unit with Many Upgrades!
1 Bedroom Standard partially renovated Yacht Harbor View on the 17th Floor! Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. As soon as you walk into the condo, you'll be welcomed by a clean & spacious...
Modern Coastal 1BR I Koa Resort 2B
Welcome to your serene coastal retreat! This beautifully remodeled 1-bedroom, 1-bathroom ground floor condo is the perfect escape for solo travelers, couples, or remote workers looking for a peaceful, stylish stay just minutes from the beach.Step inside to a sun-filled...
Beach House Getaway
Looking for the perfect island escape? You’re just 30 seconds from the beach and steps away from peace, fun, and everything in between.Surrounded by local shops, hidden gems, and amazing food, this isn’t just a stay... it’s an experience.The spaceThis 3-bedroom...
Pili Mai 06L By Parrish Kauai
Nestled among a championship golf course, Pili Mai is set in an ideal location on the island of Kauai’s south shore in Poipu Beach. This is Kauai's newest resort development and has a choice of two, three, and four bedroom luxury condominiums.This central Poipu...
Waikiki luxury designer 1-bedroom condo w/free parking!
Welcome to our Hawaiian Garden for a beautiful vacation or long stay!A recently re-designed (by my designer wife) and remodeled condo, it took us 1 year to turn this mountain view apt into a lovely life boutique.Decorated with curated antiques and both designer and...
Ocean view A/C, pool/hot tub coconut marketplace
Stay steps from the sand at our peaceful Kapaa apartment, located across the street from the beach on scenic Aleka Loop. Walk to shops, cafes, and the Kapaa bike path. Everything you need is within easy reach. Relax in a quiet, central location perfect for exploring...
3BD Ka'ulu Villa (129B) at Hualalai Resort
The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...
Maui Resort Rentals: Honua Kai – 5 Bedroom Groundfloor Resort Residence, Over 3200 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This package combines 2 adjacent ground floor residences at the luxurious Honua Kai Resort to create a 5 bedroom masterpiece that is simply in a league of its own. Large families and groups are treated to the space of a luxury home with all the advantages of resort...
Marriott's Kaua‘i Beach Club | Studio Villa
Summary:Discover paradise at Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach. Enjoy breathtaking ocean views from your villa, perfect for a relaxing getaway. This resort offers access to a beautiful beach, swimming pool, and various amenities....
Oceanfront Private Lanikai Beach House
Lanikai Beach Oceanfront. This home is a tastefully updated beachfront getaway on what is often cited as one of the world's best beaches. There are 3 bedrooms, 4 bathrooms and an open concept living area. The lot is just under 1/2 of an acre - large for the area -...
Sugar Beach Resort 411 - Spectacular ocean views from this corner condo
Spectacular ocean views from this corner condo at the Sugar Beach Resort. Contemporary Coastal design pairs flawlessly with the ocean as the background. This one-bedroom condo has a king bed in the bedroom and a queen sofabed, accommodating up to four people. One of the...
Kaanapali Alii | 4106
Welcome to Kaanapali Alii 4106, a stunning two-bedroom condo that offers an unparalleled ocean view from its privileged corner location. This inviting space is designed for relaxation and enjoyment, with breathtaking vistas of the blue Pacific visible throughout the...
Kihei Bay Vista C-202: 1 Br located across from Kalepoleopo Beach Park
One-bedroom Garden view condo. This unit sleeps up to four people with a queen bed in the living room and a comfortable pull out sofa sleeper equipped with a new sleeping unit. The living room boasts new upgrades including a built-in shelving unit with a new 42in LCD...
Poipu Crater Ohana - Lockoff, sleeps 8, 4 bedroom, 4 bath, 2 Kitchen
POIPU CRATER OHANA AT KOLOA KAI VACATION RENTALSA Unique and Spacious Retreat in the Heart of PoipuWelcome to Poipu Crater Ohana, a combination of Poipu Crater 23 and Poipu Crater 24, offering a perfect retreat for families or groups of up to eight guests. Nestled in...
Waikiki Seashore 35 Exclusive Vacation Rental
Escape to the heart of Waikiki with our exclusive vacation rental, Sea Shore 35, located 1-block from the world-famous Waikiki Beach near Duke's statue. Immerse yourself in the ultimate Hawaiian experience with this spacious studio that perfectly blends comfort,...
Maui Resort Rentals: Honua Kai Hokulani 413 - 4th Floor Interior Courtyard 1BR w/ Gorgeous Ocean Views!
Maui Resort Rentals is proud to bring you this premier one-bedroom villa at the Honua Kai Resort, newly launched on February 20, 2025, to start taking bookings on April 7, 2025!Located in the only 1BR column of interior courtyard facing suites at the entire Honua Kai...
Luxurious Hakalau Estate Home Minutes from Hilo
Our Newly Renovated Estate Home in the quiet neighborhood of Hakalau invites our guest to relax and enjoy paradise in luxury. Spacious and open floor plan offers plenty of room to accommodate large groups and gatherings. Air conditioned living spaces and bedrooms. Free...
Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views
Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the...
Island Paradise w/ Ocean Views Across from Kam 3 Beach!
Aloha and Welcome to Island Paradise!Unwind in this spacious 2 bedroom, 2 bathroom top floor condo at the popular Maui Kamaole resort in sunny Kihei. With tasteful island-inspired decor and gorgeous ocean and sunset views from the living area and lanai, you'll instantly...
Kapalua Golf Villas Gold Ocean View 1 Bedroom
Golf Villas Gold Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- 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-...
Private end-unit, ground-floor condo with lanai, AC, pools & hot tub
Plantation Hale Ohana RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Royal Coconut Coast East Shore next to the Coconut Marketplace in Kapaa, HI, this charming...
High Fl Mount&CityView 1BRw/2Free Park Wsher/Dryer
Centrally located in Waikiki, this High Floor 1-Bedroom, 1-Bath unit features your your own Juliette balcony/Lanai, in-unit Washer and Dryer, and rare 2 Tandem Parking Stalls included —Free! Max height for parking is 6'2". Sleeps 4 (2adult and 2 small children) with a...
Beautiful Beachfront Bungalow
Hosted by VacaMauiGreat care went into this home getting the small details right. Located in the exclusive Pikake complex containing only 12 units. Perfect for your peaceful west Maui escape!Stainless Steel appliances, granite countertops, and stunning ocean views are...
Palm Villas at Mauna Lani F22 Garden 2BD+Loft 2BA
- 2nd floor walk-up, 2-story condo with Loft area- Kitchen features stainless steel appliances, granite countertops and includes 30” radiant cooktop, wall oven, side by side refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and...
Waikiki Oasis w/ Pool, Balcony & Walkable to Beach & Boutiques!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Enjoy breathtaking views of Fort DeRussy Park while indulging in local activities like lei-making classes and wine nights. Explore nearby treasures such as the Royal...
Wyndham Bali Hai | 3BR Suite with Resort Access
Summary:Wyndham Bali Hai Villas | 3BR/3BA Balc King Suite• Size: 1459 - 1459• Kitchen: Full• Baths: 3• Accommodates: 8 Guests• Beds: King Bed - 2 VariesThe Space:Room Amenities• Pack ’n Play/travel crib available upon request• Ceiling Fan• Hairdryer•...
Walking distance to Waikiki beach, Alamoana shopping center and beautiful parks.
Beautiful 2 bedroom, 2 bathroom in Waikiki within walking distance to Alamoana shopping center, Hilton Hawaiian Village and beautiful Waikiki beaches. Includes 1 secure assigned covered parking, FULLY FURNISHED, spacious 1180 square feet plus large 124 square foot ocean...
Beautiful Spacious 1 bedroom Rental at Sands of Kahana
Whether you're snorkeling with the sea turtles, Humpback whale watching in the winter, surfing, SUP’ing or just kicking back on the lanai to enjoy a rainbow, it doesn't get any better than this property. The Sands of Kahana sits on the pristine swimmable Kahana Bay...
Gorgeous, Fully Refurbished Kamilo Home
Welcome to "Hale Malu which translates in Hawaiian as House of Peace, a rare Kamaaina owned 'dual' home and rental at the upscale Ka Milo at Mauna Lani Resort. If you're seeking a unique and tranquil escape in the heart of paradise, our fully upgraded 3-bedroom cottage...
Kapalua Bay Villa 14B2 Gold Ocean View 1 Bedroom
- Villa is closest to Oneloa Beach- Split level condo with no stairs from parking to the villa- Tile flooring in kitchen, living room, and bathroom and carpet in bedroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and...
Short Walk to Beach Hanalei Bay - Under New Management
This stunning 4-bedroom, 4-bathroom home in Hanalei offers the perfect blend of luxury and tranquility. Just a short walk from the pristine Hanalei Bay, restaurants, coffee shops, and boutiques, you'll have everything you need at your fingertips.The lower level is an...
Ilikai Marina 1 Bedroom Yacht View, Great Location in Waikiki!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This stylish and contemporary condo on the 6th...
Breezy Waikiki Condo 2 Blocks from the Beach & FREE Parking! by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 1408 Breezy Waikiki Condo 2 Blocks from the Beach & FREE Parking The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project....
Kaanapali Alii | 372
Enjoy partial ocean views and the relaxing sight of palm trees swaying in the tropical Maui breeze from Kaanapali Alii #372. The large and open floorplan connecting the living room, kitchen, dining room, sleeping den, and lanai is perfect for a family that wants to...
Wailea Ekahi Village | 47B
Welcome to your tropical retreat at Wailea Ekahi Village 47B—an ideal vacation escape for families or a group of friends. This beautifully appointed ground-floor residence offers the perfect blend of comfort, space, and convenience. With serene garden views and easy...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 1-Bedroom Penthouse with Gorgeous Sunsets! MAH-1006
Oceanfront 1-bedroom villa at Mahana with stunning views of Molokai, private lanai, updated interiors, and direct beach access-ideal for whale watching, relaxing, and romantic Maui getaways.** Limited Time Special Offer: Book any KBM rental home in Hawaii for 6 nights...
Kings' Land, a Hilton Grand Vacations Club - 2 Bedroom
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Chic 2-Bedroom Unit In 43 Stack In The Ilikai Hotel!
Located in the highly desirable "43" stack of the Ilikai Hotel, this unit offers perfect views of the lagoon and yacht harbor, as well as front-row seats for the Friday night fireworks. It's the ideal spot to relax and soak up the Hawaiian sun! This non-renovated...
Waikiki Studio- Walk to the Beach!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach and fully furnished to every detail to make your stay comfortable. There is a queen bed and a full size sofa bed , kitchenette is equipped with a Keurig, microwave, fridge and an...