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.
Resort living near beach! in Ko Olina
Rarely available golf course frontage 2 bd2.5 bath Orchid unit townhouse (1,350 Sq Ft) inCoconut Plantation. One level ground floor unit with no neighbor above with an open floorplan. Golf course & greenery views throughout. Lots of privacy from neighboring...
Royal Sea Cliff Kona 711 Ocean View 2 Bedroom
- 7th floor condo with covered lanai- Maximum 6 persons including children and infants- King size bed in master bedroom- Queen size bed in second bedroom- Sofa bed with two recliners in living room- Updated kitchen – with fridge, stove/oven, microwave, cookware,...
Stylish Kauai Condo on the Beach
Enjoy the ocean breeze and relax in our calm, stylish space. One of the best swimming beaches on island is downstairs. We even provide our surfboard for you to use!It feels like classic Old Hawaii here at the Islander on the Beach Resort Complex, which is why we love...
Island Haven Hawaiian Monarch Studio | Ocean View
Thoughtfully designed ocean-view studio with flexible sleeping, storage and remote work options. This home offers ac, flatscreen tv, wifi, cable, dining for 4, and cute kitchenette. A prompt walk from Hilton Hawaiian Village, Fort DeRussy Beach Park, Ala Wai Canal and...
Beachfront 3 bedroom penthouse with easy beach access!
Enjoy easy beach access and an amazing view from this three bedroom penthouse at Kolea at Waikoloa Beach Resort. From the minute you walk into the villa you will be struck by the size and amazing view. The large great room has expansive views of the beach and ocean. The...
2BR Suite (Connecting Studios)–Privacy & Convenience in the Heart of Waikiki
Located along the Ala Wai Canal, Hawaiian Monarch is a high-rise condominium offering easy access to Waikiki Beach, Ala Moana Center, and many popular attractions. It's an excellent choice for both short vacations and extended stays.Unit #3406 is a spacious 2-bedroom...
Modern & Tropical Oceanside Vistas
Summary:Newly remodeled (June 2022)1 br, 1 bath modern condo with upscale Hawaiian style. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Bay Vistas, you will be embraced in the tranquil grounds and ocean views....
One of a Kind Luxury
FEATURED IN ARCHITECTURAL DIGEST MAGAZINE! Are you ready to graduate from the Presidential Suite? Are you looking for the most relaxing vacation accommodation?*Specials not available during Peak Season*This OCEANFRONT CROWN JEWEL – A MODERN DIAMOND HEAD HOME –...
Hale Hau`oli ~ FAIRWAYS TERRACE H104 ~ 2 BR / 2 BA ~ Pool/Spa/BBQ ~ Gym ~
Summary:Hale Hau'oli - Located on the western slope of Mauna Kea our 2 bedroom 2 bath condo in Waikoloa Village sits on the Robert Trent Jones golf course (The Village Course). Enjoy the benefits of the 900’ elevation with warm days and cool mornings and evenings....
Remodeled Ground floor, Oceanview, AC, steps to Kam II Beach
Freshly remodeled unit top to bottom in a prime South Kihei location. ***Please note: This property is Hotel Zoned and NOT in danger of the possible upcoming short term rental ban.***The layout:Bedroom: King size bed with premium linens, blackout drapes, closet, new...
Westin Nanea - Beautiful Resort On The Beach! Family Friendly Resort
The Westin Nanea Ocean Villas, located on Maui’s famed Ka‘anapali Beach, offers a luxurious Hawaiian getaway. These villa-style accommodations feature full kitchens, private lanais, and spacious living areas. Resort amenities include lagoon-style pools, hot tubs, a...
Ocean Front 3-bedroom house in phenomenal Anahola with WiFi
Experience Anahola like a local in this 3-bedroom house. This charming property features 2 queen beds and 1 bunk bed, perfect for families or friends traveling together. With amenities like heating, WiFi, and a hair dryer, guests will feel right at home. The 2 bathrooms...
Cozy 1-bedroom apartment in amazing Honolulu with WiFi, AC
Located at the riverbank of Ala Wai Canal, you can enjoy the beautiful river view from the balcony. This apartment is remodeled in 2023 with zero VOC paint on the walls for your kids’ safety. Near 7-11 convenience storeVersatile kinds of restaurants Chiba-ken...
Maui Resort Rentals: Kaanapali Ali'i – 4 Total Bedrooms, Luxuriously Remodeled, Premiere Ocean AND West Maui Mountain Views!
This phenomenal four-bedroom offering brings together a 2BR suite with a premier ocean view in one of the best interior stacks at the entire resort with a luxurious neighboring 2BR partial ocean view suite. Together the two neighboring 7th-floor suites offer a combined...
Royal Sea Cliff Kona 103 Garden View 1 Bedroom
- 1st floor condo located very close to the South pool and the BBQ grills- Covered lanai is 154 square feet/14 square meters- Tile flooring throughout unit.- Updated kitchen features all new, stainless steel range, dishwasher, and refrigerator- Bedroom with 1 king bed-...
Ridge Villas Fairway View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Maui Resort Rentals: Honua Kai Konea 326 – Luxurious 2BR w/ XL Balcony & Delightful West Maui Mountain Views!
Maui Resort Rentals is proud to bring you this 2BR Partial Ocean View Suite at the Honua Kai Resort, newly launched on May 12th, 2025 to start taking reservations for check-ins on June 21st, 2025!Konea 326 is a remarkable 2BR/2BA suite offering nearly 1,300 square feet...
Charming 1-bedroom condo in lovely Kihei with WiFi, AC
Discover this fantastic 1-bedroom gem in Kihei. This cozy condo features a nice king bed, 2 bathrooms with a bathtub and shower, and convenient amenities like WiFi and AC. The serene atmosphere of this property will make guests feel right at home. You're sure to make...
New Listing! Paradise found, Sea views, lush vibes
Welcome to Kaanapali Shores 512 – your perfect tropical escape on Maui's world-famous Kaanapali Coast. Nestled along the golden sands of West Maui, this beautifully updated 1-bedroom, 1-bath ocean view condo blends island charm with modern comfort, making it the ideal...
Villa 305-306 OceanView Turtle Bay Beachfront
Our Villa is Located on the Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Turtle Bay Resort Amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails, the...
Beautiful, Updated Condo Across the Street from Famous Charley Young Beach
Hawaii Tax ID: TA-140-731-5968-01TMK: 390180030175This beautiful and updated condo is right across the street from the famous Charley Young beach, within walking distance of several other beaches along the Kihei coast as well as many shops,...
Oceanfront 2BR Condo w/ Pool Access & Sunset Views
This is a legally permitted vacation rental according to current County of Maui Ordinance.Private Oceanfront Escape – Sea Turtles, Snorkeling, and Stunning Sunsets E komo mai (welcome) to Mālama Honu, your luxurious home away from home at Hale Ono Loa 121. Nestled...
4 Star Beachfront Resort. King Bed. Lanai. AC. Restaurant. Pool. Gym. Spa.
Welcome to Kauai, Hawaii! We are delighted to welcome you to Outrigger Kauai Beach Resort, a hidden gem nestled on the sandy shore of an exclusive east-side oceanfront property. Our resort offers a blend of luxury, convenience, and affordability, providing a serene...
Kksr#7-103 Ground Floor, Garden/Golf Course Views, Beautifully Remodeled
Relaxed Island Living at Keauhou Kona Surf & Racquet Club – Ground Floor 2BR/2BAWelcome to your Hawaiian getaway at Keauhou Kona Surf & Racquet Club, Unit 7-103. This beautifully remodeled 2-bedroom, 2-bathroom ground-floor condo offers comfort, style, and easy...
Maui Banyan T308 | Spacious 2BR w/ Garden & Mountain Views by Kamaole II
Sunny 2-Bedroom Condo with Garden Views – Across from Kamaole II Beach!Welcome to your perfect Maui getaway! It is ideal for anyone looking to unwind just moments from the beach.• Located just a short distance from the crystal-clear waters of Kamaole Beach Park II,...
1 Mi to Beach, Remote Work Hub: Modern Kailua Gem!
Walk to Shopping & Dining | Furnished Lanai | Home Gym | Community Pool AccessFind your slice of Oahu paradise at this luxury Windward Harbour vacation rental! The 3-bedroom, 2-bath condo boasts inviting indoor and outdoor living spaces, making it easy to recharge after...
Wyndham Paniolo Greens | 2BR/2BA King Suite
Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to do on-site, including a swimming pool, spa, tennis court, and scenic barbecue areas.This listing is for a 2BR/2BA suite...
Recent remodel: quiet, new AC, WiFi, accross the street from Kam III beach
In south Kihei, this elegant top-floor condo is accross the street from Kam III beach, one of the best beaches on Maui. Great amenities & conveniences: WiFi, electric standing desk, washer/dryer, new and quiet AC, within walking distance to shops, restaurants, grocery...
Waikiki Banyan | Free Parking | Ocean Tower Beach
May 1-7 now available (due to last minute cancel) Our High Floor Makai Tower (Ocean Tower) Condo at the Waikiki Banyan Resort is your Beach Getaway, just renovated with FREE garaged parking and the Beach one block away. Reach us at WaikikiBanyan at Reagan dot com or...
Marriott Main Ocean Club- Stunning Studio Villa Lahaina/Napili Towers
Concierge Realty is proud to present luxury villas at Marriott Maui Ocean Club TowersWe are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays.Beginning Aug. 23, 2025, to Dec.16, 2025, Marriott’s Maui Ocean Club...
New Listing! Poipu Townhome with Resort Amenities
Poi'pu Townhome with Lanai, Pool and Gym Experience island living at this lovely Pili Mai townhome in Poipu, surrounded by Kiahuna Golf Course with breathtaking mountain and South Shore views. Elegant design meets tropical paradisePremium Location and Resort...
Secure Building at Entrance to Waikiki!
Waikiki is at your beckoning! Fully furnished with parking for your rental. Enjoy relaxing mountain view and a rooftop pool to soak in what paradise offers! Washer and dryer in unit along with air conditioning in this fantastic one bedroom unit!ULTRA SECURE building...
Westin Ka'anapali 1 Bedroom Villa at oceanfront resort (Guaranteed Week!)
Westin Kaanapali is a world-class destination at a luxury resort. All resort-view 1-bedroom villa reservations are equivalent - specific units are assigned at check-in. All listings describe the same property. The difference with this listing is that it’s a guaranteed...
Tranquil ocean-view condo just steps to water
Hale Ono Loa 401 is a 1-bedroom, 1-bathroom forth-floor condo featuring ocean views and a private lanai. This unit does not have air-conditioning. The condo can accommodate up to 4 guests with a king size bed in the bedroom and a queen sleeper sofa bed in the living...
MV 3214-Across from the Beach! So close to Everything!
* Across from the beach! * 4 more beaches within 1 mile* 1/2 mile to shops, dining and activitiesExperience Maui's magic in this charming 1-bedroom, 1-bathroom condo at Maui Vista. This cozy retreat offers comfortable accommodations for up to 4 guests, featuring a plush...
Discovery Bay 1 Bedroom Deluxe City View, Near the Beach!
Enjoy the vibrant energy of Honolulu from this stylish 1-bedroom condo perched on the 26th floor of Discovery Bay, offering sweeping views of the city skyline. Thoughtfully updated for comfort and convenience, this unit features a plush king bed, central air...
BEACHFRONT REEF TURTLES KAYAK NORTH SHORE
Monthly Rental as required by Honolulu County. Please inquire before getting scared off by the rental rate or Honolulu's system. Will consider discounts as VRBO's system does not work for Honolulu. Happy to share the True Spirit of Aloha here with web Aloha Beach...
A Pool Ocean View Plus a Mountain View Hotel Room at 4 Star Oceanfront Resort
Welcome to Kauai, the Garden Isle, where local culture meets world-class hospitality. A full-service 4-star resort, escape to paradise at our tropical oasis nestled directly on Nukolii Beach on the Garden Isle's East shore. Experience the warmth of Hawaiian hospitality...
Cozy 3-bedroom apartment with WiFi in Centrally located Honolulu Salt Lake
Discover this 3-bedroom gem in Honolulu. This excellent apartment offers a peaceful retreat for guests. With 2 twin bed, 1 queen bed, and 1 Office. (The Office does not have a bed.) It comfortably accommodates everyone. The bathroom features a refreshing shower, and...
Lahaina Shores Oceanfront Studio 617
Welcome Back to Lahaina Shores Beach ResortIn 2023, Lahaina endured an unimaginable tragedy. Through it all, Lahaina Shores Beach Resort stood strong, and today we are honored to share that the resort has been fully renewed inside and out.Every guest room has been...
MKV A302 - Beach Front 2 bedroom with Garden Views
Book with us and come to Maui to explore everything we have to offer!Enjoy staying at this well maintained 2 bedroom 1 bath unit located at the Maui Kaanapali Villas. Boasting 2 pools, a spa, onsite restaurant, fitness center, activities center, and access to the...
Comfortable condo in town with ocean view, lanai & pool - walk everywhere
Kalanikai #319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this charming third-floor condo in Kailua-Kona, just a short walk from the...
Beautiful Waikiki condo with a large private lanai & conveniently located
Aloha Towers 503Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Waikiki from the comfort of this spacious 2-bedroom, 2-bathroom corner unit condo located in...
Deluxe 2BR Oceanview Maui Condo...Ideal West Maui Locale!
Welcome to your own Deluxe 2-Bedroom Oceanview Maui Condo..Ideally Located in West Maui, just north of famous Kaanapali Beach. You'll love the stunning Tropical Grounds, set amidst swaying coco Palms, and just steps to small sandy beach. Take a dip in the Oceanview...
Laueki 5 – Ocean View Estate | Onsite Staff & Daily Housekeeping
This large, Hawaiian Style home boasts luxurious indoor and outdoor spaces and stunning ocean views overlooking the 4th hole of the Ke‘olu Course. Five bedroom suites accommodate up to 10 guests plus media room, infinity pool and hot tub and a private courtyard....
Hapuna Beach Residence B14 at Mauna Kea Resort
This brilliant, oceanfront, newly-constructed, ground level island masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a state-of-the-art chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances,...
Waikoloa Colony Villas 1805
Welcome to Waikoloa Colony Villas 1805, an elegant three-bedroom, two and half-bathroom townhouse nestled along the famed Kohala Coast—where the spirit of aloha greets you from the moment you arrive. Perfect for families or groups, this spacious 1,699 square foot...
Luxury Oceanview Wailea Retreat with Sunset Views
Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, on the fairway of a private golf course. Walk to world-class beaches, dining, golf or relax in a peaceful,...
King Bed Luxury Beach Studio Heart of Waikiki
About this spaceBrand new saltwater pool! This special place is close to everything, making it easy to plan your visit. Feel right at home in the heart of Waikiki's famous resort district. If you want to avoid having to have a car and prefer to walk across the street to...
Poipu Kai Regency 412 - Two-bedroom Garden View
Poipu Kai Regency 412 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tub comboBedroom 2: 2 TwinsSecond bathroom: full bath with shower/tub comboSleeps: 4 peopleAC: NoneLaundry: in...