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.
Waiulaula B-102 Best Sunsets
2024 Mauna Kea resort privileges are $180/day for your entire group.2100 SF 3 bedroom & 3 bath condo. Ground floor. Large wrap around lanai. Two minute walk to the community pool & exercise facility.Two full master suites with king beds. Third bedroom can be set up with...
Air-conditioned Hanalei Home nTVR5160/TA124-541-3376-01n
Beautifully built Hanalei home in cul-de-sac surrounded by plantation style lanai overlooking lush green tropical reserve. Spacious great room and professional chef's kitchen encircled by granite bar and countertops that open to living and dining room. Air-conditioning...
Kamaole Beach Royale
E. Mono Mai ! Welcome to Kamaole Beach Royale, unit 509 ,our home away from home. Across the street from Kamaole 1 ! 🐠5th floor condo with a spectacular view right from the Lanai. Viewing the neighboring islands 🌴 and the beautiful ocean while enjoying your...
Walk To Beach - All Newly Furnished - 2 Bdrm+ Loft Bdrm/2 Bath - WiFi- HDTV
Welcome to our Kauai Home!! Our Townhouse has been completely renovated with an all new kitchen complete with new stainless steel appliances, new cabinetry & granite counter tops. New Tile has been installed thru-out entry, kitchen, dining area & carpeted living room &...
Maui Resort Rentals: Luana Garden Villas 10A – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. Villa 10A's west-facing orientation offers an open view plane between the Hokulani and Konea Towers and its designation within our "Grounded" collection...
🏖️Ocean View | AC & WIFI | Walk to Beach & Shopping | vrKCV🏖️
vrKCV - Na Hale O Keauhou C1, Professionally Managed by Kona Coast VacationsWelcome to Tropical Paradise at Na Hale O' Keauhou – Unit C1Experience resort-style living in this stunning 3-bedroom, 3-bath townhouse located in the highly sought-after Na Hale O' Keauhou...
High Floor Luxury Oceanfront @ Waikiki Beach Tower
Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides...
Stunning Oceanfront Condo With New Central AC System-Makena Surf Resort #F-102
Makena Surf F-102Welcome to Makena Surf F-102, a luxurious ground-floor condo in the exclusive Makena Surf Resort. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...
Beachfront-AC-W/D-Ocean view-Pool-Open Concept #9
This is the perfect tropical resort in Kauai nestled among the palm trees on 35 acres of lush lawns and fragrant flowers. The unit is ocean front on the beach which has beautiful view of the beach/ ocean and sunsets from the upstairs deck (rare). It has a new...
Napili Point Condo - Spectacular View
Napili Point, Unit A-2 is located on Maui's western shore. This fully-equipped one-bedroom ground-floor condo (sleeps four) offers beautiful views of the Pacific Ocean from the lanai and living room, with the islands of Molokai and Lanai in the distance. Located just a...
Ko Olina Beach Villas O425: Oceanfront Getaway
Ko Olina Beach Villas O425 welcomes you to upscale island living on Oahu’s sunny west coast. Perched on the fourth floor of the Ocean Tower in Ko Olina Resort, this two-bedroom retreat blends sweeping Pacific views with breezy, open interiors and resort-style...
Cozy 2-bedroom apartment in amazing Kailua-Kona with WiFi, AC
Discover this enchanting 2-bedroom gem in Kailua-Kona. This terrific apartment features a cozy living room with a sofa bed, a king bed, and two twin beds in the bedrooms. Enjoy a soothing bath in the bathtub and relax in the calming ambiance of this property. Experience...
Quiet & Private S. Kihei 1BR Guest Suite - 10 minute walk to Kamaole Beach II
Offered as an alternative to a condo and the crowd. A 10 minute walk to Kihei Rd at Kamaole Beach II. Far enough away from the activity, yet convenient to the restaurants, shops, some of the best beaches Maui offers.The guest suite is Maui County permitted, attached one...
Escape to Paradise: Family Retreat in Princeville at Hanalei, Kauai.
Discover your family’s ideal getaway in the heart of Princeville at Hanalei, Kauai! Our spacious vacation rental offers a tranquil oasis surrounded by lush landscapes and tranquil gardens. Designed for relaxation and connection, this private home features:•...
Luxe Big Island Vacation Rental Along Kohala Coast
The perfect Hawaii vacation rental on the Big Island awaits when you book this lovely Kamuela townhome in a luxury resort community! The 2-bedroom, 2-bathroom getaway offers all the essentials for a hassle-free stay including a stocked kitchen, plenty of beach gear, a...
Live Aloha! Pacific View, Lanai and Laundry-Kanaloa<br>
Kanaloa at Kona #2203: Inside, you’ll find a bright living area with generous seating and a large flat screen television, perfect for entertaining your friends and family! The suite’s full size galley kitchen has Koa wood cabinetry, stainless steel appliances,...
'Island Casual' Oceanfront 'Elegantly Comfortable'
A beautiful and peaceful retreat with efficient air conditioner dual zone system.We value our guests, the islands and and do our best to ensure a special stay.Maximum occupancy is limited to four (4) persons. This is a non-smoking/non-vaping apartment and a non-smoking...
Fantastic Ocean View Unit- close distance to the beach, lagoon, mall, and more
Experience the elegance and comfort of this ocean-view one-bedroom unit, featuring 2 queen-size beds and refined renovation. You can walk to the famous Ala Moana Shopping Center, the stunning beach park, and the lagoon. Many restaurants are nearby, and an ABC store is...
Kihei Beach Cottage - 1 Block to the Beach!
This cozy 2-bedroom, 1-bathroom cottage is just one block from the beach, offering a peaceful and private retreat. Perfect for a relaxing vacation or remote workers, traveling healthcare professionals, snowbirds or those in transition to longer-term accommodation. The...
🏖️Ground Floor | Private Corner Unit | Includes Concierge | vrKCV
vrKCV - The Shores at Waikoloa 102, Professionally Managed by Kona Coast VacationsThe Shores in Waikoloa Beach Resort, Unit #102Welcome to Your Dream VacationWelcome to your dream vacation at The Shores in the Waikoloa Beach Resort! Nestled in the exclusive Sandalwood...
KPL 58 Spacious 2BD Plantation Home Near Beach
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 Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Breathtaking Studio Ocean Views! Pool! Beach!
Summary:🌺 Experience the Ultimate Hawaiian Retreat! 🌺Escape to paradise in this beautifully renovated high-floor unit offering breathtaking panoramic views of the Pacific Ocean, Diamond Head, and the vibrant Waikiki skyline. Whether you're here to relax 🌊 or...
Pali Ke Kua: Paradise awaits. Enjoy Stunning Ocean Views, beach access, & AC!
Absolutely the best location in Princeville...can you say Paradise! Stunning Ocean views!The condo is beautifully decorated with high end furnishings to help you relax as you take in the outrageous views and crashing surf below. This spacious condo includes a full...
KBM Resorts | FREE CAR | The Whaler | Ocean view | 1-Bedroom, Recently Updated & Gorgeous views! WH1-1211
Serene 1-bedroom, 2-bath condo at The Whaler featuring ocean views, gourmet kitchen, king bed, pool, hot tub, and fitness center-ideal Hawaiian retreat.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and...
Spacious & Private Home with AC & Hot Tub
This beautiful Princeville home, known as Paradiso Hale, can be found on a quiet cul-de-sac in the resort community of Princeville on the North Shore of Kaua'i. Surrounded by palm trees and colorful tropical landscaping, you'll find plenty of privacy to this pristine...
Spacious Waterfront with Gorgeous View & Pool
Waterfront home with a million dollar view of Kaneohe Bay! Enjoy fresh tradewinds on your covered decks, and the comfort of a/c inside. This custom home has spacious living areas on two levels with fast WIFI indoors AND out! 5 bedrooms, 2 living rooms, flat screen in...
KBM Resorts | FREE CAR | The Whaler | Stunning Beachfront Studio! WH1-615
Oceanfront studio at Whaler Resort with lanai, king bed, full kitchen, A/C, & resort amenities. Walk to dining, shopping, & Black Rock beach. Includes car rental for 6+ night stays in 2025!*Special Offer- Book any KBM rental home in Hawaii for 6 nights or more with an...
Beautiful Marina Sunset Views, Located In The Ilikai Hotel!
This condo is located on the 9th floor of the Ilikai Hotel. You'll have amazing views of the Ala Wai Yacht Harbor and Ala Moana Beach Park, with stunning sunset view. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dishwasher- Dinnerware, Glassware, Silverware,...
Gorgeous Lankai Villa with Access to Secluded White Sand Beach
This gorgeous 5 bedroom, 4.5 bathroom, gated oceanfront villa was built in 1918 and has just been fully remodeled with an open, contemporary beach house feel while still honoring the original architecture of the home. In the renovation we revealed beautiful arches...
🏖️Top Floor | Mountain, Lake & Golf Course Views! | Concierge Included
vrKCV - Waikoloa Beach Villas N32, Professionally Managed by Kona Coast VacationsWelcome to Your Waikoloa Paradise!Location, location, location! Nestled in the heart of Waikoloa Beach Resort, this top-floor villa offers unparalleled access to some of the best spots in...
Sunny and Soothing Oceanfront Vistas
Summary:Completely remodeled sophisticated oceanfront 1 bedroom, 1 bath condo, with fabulous views from the fourth floor is located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, boogie boards, floating noodles, luxury beach towels and a cooler...
Pacific Shores B309: Ocean Views & Comfort in Maui
Experience paradise at Pacific Shores B309, where breathtaking ocean and sunset views meet comfort and convenience on the stunning island of Maui. This 2-bedroom, 2-bathroom condo features plush queen beds in both bedrooms, with ceiling fans and screened windows that...
3 bedrooms 3 baths • Oceans views • Steps to beach
A combined rental for 2 adjacent, beautiful ocean & sunset view condos. One is a 2 br 2 bath double lanai unit and the other is a 1 br 1 bath unit. The combined space is 3 bedrooms 3 baths sleeping up to 10! You will have an ocean view triple wide lanai, 2 living rooms...
NEW 2 bedroom hosted Tranquil Island Getaway
Enjoy up country Hilo at it's finest with a new, private home in a gated community. Our 1500' elevation makes a perfect cool, peaceful evening respite after a day of beach going, hiking at Volcano National Park and enjoying Hilo's dining and entertainment. The property...
Wailea Ekahi Village | 42C
This 1,090 square foot one-bedroom, two bathroom vacation rental sleeps four comfortably. Wailea Ekahi Village 42C is conveniently located close to the pool, but offers a quiet sanctuary surrounded by lush greenery. Featuring contemporary, yet comfortable décor –...
1 BR / 2 BA Oceanfront Mauna Lani Terrace Condo
The Mauna Lani Terrace is a premier oceanfront property located within the 5-star Mauna Lani Resort on the Kohala Coast of the Big Island. Adjacent to the Mauna Lani Bay Hotel on the only beachfront condominium site in the Mauna Lani Resort, the Terrace is a short...
HALE MAKAI! Breathtaking Ocean & Golf Course Views
Welcome to Hale Makai, our beautiful "House by the Sea". Perched atop the picturesque cliffs of Princeville, our luxurious condo offers an unparalleled blend of breathtaking ocean vistas and manicured golf course greens. As you step into the elegantly appointed living...
Sweet & Cozy in Honolulu Free WIFI & AC
Discover this enchanting 1-bedroom gem in Honolulu. This tranquil apartment features 1 queen bed, WiFi, AC, a hair dryer, a washing machine, and an iron. The bathroom comes equipped with a hair dryer for your convenience. Immerse yourself in the peaceful ambiance of...
Hale Mele 2 Panoramic Golf Course Views, Pool/Hot Tub, Golf Cart & E-bikes
Welcome to Hale Mele 2 — A Private Island Retreat of Elegance and ComfortDiscover the ultimate Hawaiian escape at Hale Mele 2, an elegant 5,100-square-foot, two-story luxury residence nestled within the prestigious Champion Ridge gated community on the Big Island’s...
Makena Surf | C105 | Beachfront Resort
Enter the cool marbled foyer of Makena Surf C105, a luxurious 1,600 sq. ft. ocean view vacation rental on the first floor of the prestigious Makena Surf resort. As you make your way to the elegant living area, you'll be greeted by sliding doors that showcase spectacular...
Hale Mahina: Gorgeous Remodeled Pupukea Home with Private Hot Tub & Ocean Views
Enjoy the Flexibility of a Monthly Stay!This property is available for monthly rentals, offering you the comfort and convenience of an extended getaway. Whether you stay for a few weeks or the full month, you'll enjoy a consistent, all-inclusive monthly rate—no need...
Steps to Beach-Heated Pool-AirCon-Gated Community-Min Stay 7 Nights-CONTACT HOST
THIS PROPERTY IS A LEGAL SHORT TERM RENTAL DAYS NOT SHADED (See Online Calendar) ARE AVAILABLECONTACT HOST/RESERVATIONS & DETAILSThis beautiful four bedroom, four full bath air conditioned Hawaiian style home is just a short walk to pristine Kailua Beach. Consisting of...
Puako's Ocean Edge Modern Estate - Architectural Masterpiece in Puako
Welcome to Puako’s Ocean Edge Modern Estate, a stunning architectural masterpiece nestled in the tranquil setting of Puako, Hawaii. This four-bedroom, five-and-a-half-bathroom estate offers the perfect blend of luxury, exclusivity, and serenity. The main floor spans...
A BEAUTIFUL OCEAN FRONT RESORT CONDO!
Waipouli Condo A101 is a large 1 bedroom, 2 bath condo with Central AC. Located in Kapaa Town, walk to shops, restaurants and beaches. Complimentary Wifi & on site parking, King bed and queen sofa sleeper, washer/dryer in the unit. Comfortably Sleeps 4.The space...
The hidden gem of Poipu.
Waikomo Stream Villas is the best kept secret in the Poipu area. An idyllic garden oasis tucked away on Kauai's sunny side, offering a premier location. Discover the finest beaches, shopping, and diverse dining options within walking distance. Convenient access to...
Hali'i Kai 19D - Newer Luxury Condo at Waikoloa Beach Resort
Hali'i Kai is just minutes away from beautiful sandy beaches, world class golf, shopping, restaurants and a host of vacation amenities. One of the wonderful features of Hali'i Kai is it's oceanfront pool area - The Ocean Club. The Club has a magnificent multi layered...
Paia Bay House: 4BR Oceanfront Retreat on Maui's North Shore
Attention, the State of Hawaii Transient Accommodation Taxes has been recently increased to 11% for all 2026 reservations. Confirmed reservations will see an invoice adjustment when the new tax law is signed by the Governor.Oceanfront property in the heart of Paia town,...
Waipouli Beach Resort Exquisite Oceanview Overlooking the Fantasy Pool
Waipouli Beach Resort Exquisite Oceanview Overlooking the Fantasy Pool and Tropical Gardens - Newest Listing! Your Dream Vacation on Beautiful Kauai in this Exquisite Exceptionally Well Decorated Luxury Oceanview Condo overlooking the Fantasy Pool at the World Renown...
Pali Ke Kua 207: Renovated Oceanview Condo w/ Peloton, Shared Pool & Spa
Welcome to Pali Ke Kua 207 by Gather in Princeville, located on the beautiful North Shore of Kauai. This 2-bedroom, 2-bathroom condo, ideal for couples and small families, offers a comfortable and recently updated stay with breathtaking views of the ocean and gardens.As...
Once you’re here - you wont want to leave! Exquisitely appointed. Views galore
Walls of glass sliders disapear creating indoor/outdoor living. Huge covered patio plus sunbathing deck around the 15' x 30' private pool just remodeled. Located in prestigious Bayview Estates gated community of fine homes 5 minutes to beach, shops, and restaurants....