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.
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...
Located in Waikoloa Beach Resort, near the ocean, beach, shops, restaurants, and resort amenities.
Waikoloa Beach Villas K2Ground-Floor 2BR/2BA Condo with Outdoor Kitchen, Garage, and Golf Course FrontageWelcome to Waikoloa Beach Villas K2, a beautifully maintained and tastefully furnished ground-floor condominium located within the gated Waikoloa Beach Villas...
Spacious WorldMark Kona - 2 Bedroom
Relaxed Island Living at WorldMark Kona – Spacious 2BR Suite Product Description 2 Bedroom • 2 Bath • Multiple Beds • Sleeps 6 Set in an area once regarded by King Kamehameha as one of the most beautiful locations on the Big Island, WorldMark Kona offers an inviting...
Newly Remodeled Boutique Beachside 2bd | Aloha Pualani Suite 1
This unit features a spacious, open-concept living and dining area filled with natural light from large sliding glass doors that open directly to the shared pool area. A large private side patio provides the perfect space for outdoor dining or relaxing after a day at...
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....
4 BR Diamond Head Oceanfront Luxury Home
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 – offers a...
Remodeled Ground floor, Oceanview, AC, steps to Kam II Beach
Welcome to Kihei Kai Nani 100. This ground floor, partial ocean view 1 bedroom, 1 bathroom condo has everything you'll need to make amazing Maui memories. This gem was remodeled top to bottom with your comfort in mind. Every appliance, piece of furniture, & fixture is...
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 and A/C
Nestled on the serene shores of Anahola Bay, Kauai, this stunning beachfront home offers an authentic Hawaiian escape. The property provides a direct connection to the island's natural beauty. The bay's coral reef creates calm, clear waters, perfect for exceptional...
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 SushiAloha...
Grand Champions | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 2 Units, 3 Bedrooms | ML-1499
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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...
Upcountry Alpaca, Llama and Rabbit working farm
Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze...
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 Mountainview 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 of...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Gorgeous Mountain View 5th Floor Unit At Honua Kai | 2 Units, 4 Bedrooms | HK ML-1283
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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, restaurants and a...
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 along...
The Lodge at Kukui‘ula - Cottage 15
The two-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Large Master Suites | 3 Units, 3 Bedrooms | KBV ML-2092
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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, one...
New Listing! Waikoloa Fairway Terrace-Golf Course
Welcome to your serene retreat at Big Island Fairway Terrace I-208, nestled in the heart of Waikoloa, Hawaii. This charming 1-bedroom, 1-bathroom vacation rental offers a perfect blend of comfort and elegance, ideal for a memorable getaway. The spacious 492 sq. ft....
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...
Cozy 2-bedroom in awesome Koloa with AC in bedrooms and various resort amenities
Welcome to this gorgeous timeshare in Koloa. This perfect two-bedroom retreat features a queen bed and a two twin bed, plus a cozy living room with a full bed pull out sofa for extra comfort. Guests enjoy two bathrooms, including one with a relaxing jetted bathtub. The...
Fabulous oceanfront Poipu Point! 4 bedrooms for 12!
Located at the fabulous Poipu Point oceanfront resort! The 4 bedrooms, 4 baths for 12 is made up of two separate 2 bedroom 2 bath condos for 6, just steps apart! Dec 20-27, and Dec 27-Jan 3 is available! If you need more units, let us know. 4 bedrooms 4 baths for 12...
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...
KÄÊ»anapali Golf Course Access + Pools and Tennis
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Islands at Mauna Lani F4
The Islands at Mauna Lani F4 has everything you could want in a vacation rental for a memorable stay on the Island of Hawaii. This ground floor two-bedroom condo that sleeps up to six guests is 2,189 square feet and enjoys peaceful vistas across a beautiful golf course...
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 -...
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...
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...
Luxury 3-bedroom villa with view of Waimea Bay. 30 day min stay.
Welcome to Pupukea Nahale Hale (Jungle Villa), where Hawaiian charm meets modern luxury. Immerse yourself in tropical design while soaking in stunning vistas of Waimea Bay.A short drive leads to famed surf at many beaches as close as five minutes away: Three Tables,...
Oceanfront • AC • W/D • Desk • Central Maui
Wake to the sound of waves and sip your coffee on the oceanfront lanai as the sun rises over Haleakalā. Spend the day by the pool watching sea turtles and in season, spot the whales breaching right in the bay. Walk to the Harbor for snorkeling or sunset cruises, and...
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...
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...
Sheraton Kaua'i Resort Villas 2-bedroom villa with WiFi, AC in lovely Koloa
Welcome to this charming villa in Koloa. This amazing property features 2 bedrooms with king beds, 2 bathrooms (one with a soaking tub, and both with walk-in showers), and a beautiful living room with a sofa bed. Guests can enjoy amenities like AC, a washing machine &...
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. Located...
Aqua Aloha Surf Waikiki 1005 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1005 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
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,...
Brand new 2 bed 2.5 townhome
Tri level townhome with your private 2 bed 2.5 bath with full kitchen and living room area. Includes AC, fan, internet and cable. Has communal pool area and close to beaches and hiking. Has laundry in the unit. Landlord lives downstairs but doesn't use the upstairs...
Luxury 24th-Floor Waikiki Landmark Condo with Mountain & Ala Wai Scenic Views
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are coming soon. We can assure you this place is truly...