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.
Kaanapali Ocean Front 1 Bedroom! Mahana 617!
GORGEOUS VIEWS OCEAN FRONT MAHANA 617! KAANAPALI BEACH, A/CWelcome to Mahana 617! This oceanfront one bedroom, one bath condo sleeps 2-4 features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. Living...
NEW!! Charming 1-bedroom bungalow in amazing Kona
NEW! NEW! NEW!*professional photos coming soon**Our dream home! Ready to share with you. We have been waiting years to be in this complex! It’s the secret gem in Kona. We put our vision and dreams into a complete remodel September 2024. The kitchen with all new...
ICC 41 Remodeled 3BD Kaanapali Cottage w Heated Pool
International Colony Club 41 Spacious and Beautifully Remodeled Kaanapali Cottage, Rare 3Bedroom, 2Bathroom, Walk to the Beach! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Oceanview 1 bedroom Kihei gem, perfect location, walk to everything
Welcome to Island Surf 402. This ocean view centrally located 1 bedroom Kihei condo can accommodate 4 people & has everything needed to feel at home. Cross the street to get to Cove Park & Kalama Park, a favorite for surfing and walking around. This condo is steps away...
Puako's Ocean Edge Modern Estate - Architectural Masterpiece in Puako
Welcome to Puako’s Ocean Edge Modern Estate, an architectural tour de force on Puako’s oceanfront. Spanning 4,085 sq ft of refined interiors and 3,415 sq ft of shaded lanais, this four-bedroom, five-and-a-half-bath retreat fuses world-class design with unrivaled coastal...
Makahuena Condo #1-304 - Modern Oceanview 2 Bedroom Condo With Pool
Step into the breezy, island-inspired comfort of Makahuena 1-304, where stunning ocean views and the charm of Kauai’s southern shore await you. This beautifully updated two-story condo offers 1,113 square feet of living space and includes 2 bedrooms and 2.5...
Beach Front Condo South Maui
Welcome to our serene beachfront condo, a perfect blend of comfort, convenience, and coastal charm. Nestled on the edge of a breathtaking beach, this family-friendly retreat offers not just a stay, but an experience to cherish. With its soothing interiors a wealth of...
Maui Tropical Sunset - High Demand First Floor Condo with All The Extras!
Maui Tropical Sunset | High-Demand First Floor Condo at the Ocean Front Royal Kahana Resort | Private Lanai | No-Stairs Entrance | Ocean Views | Private Workspace | Fast Wi-Fi | Air Conditioning | Walk-in Shower | Washer & Dryer | Beach Toys | Resort Concierge | Heated...
New Listing! 30% Off - Thru 4/30/25! Beachfront, Family Friendly, AC & Pool!
Welcome to Kahana Village Residence 37, a stunning 3-bedroom, 2-bath unit in West Maui. Offering breathtaking ocean views and an exceptional direct oceanfront location, this condominium provides the ultimate Hawaiian getaway. The lush green space in front of the unit...
Maui Vista Top floor 2-bed condo in central South Kihei Walk to shops and beach
Aloha, A beautifully renovated top floor 2 bed 2 bath, with vaulted ceilings and fantastic amenities. The unit faces Maalaea Bay and the West Maui Mountain. Elevator access to the unit makes it very convenient for all ages; parking is free, no resort fees.Building 3 is...
Poipu Beach Making Memories, 2-Bedroom, AC, Pool & Walk to the Beach, Kauai, HI
Experience Poipu Beach and make memories at this 2-bedroom condo at Kahala in the Poipu Kai Resort. From the moment you enter this ground floor-end unit with 1150 square-feet and quiet peaceful garden view, you will feel like you've entered a true Hawaiian paradise. The...
One Ocean Mauna Lani Golf Estate 4 with Infinity Pool & Spa
Welcome to 6BD Mauna Lani Lux Golf Estate (4) at One Ocean, an architectural showpiece completed in 2024 within the gated One Ocean enclave of Mauna Lani Resort. Designed for modern island living, this six-bedroom, six-and-a-half-bath retreat unfolds across open,...
Ocean & Diamond Head View Condo at Waikiki+Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Maui Resort Rentals: Honua Kai Konea 726 – Luxurious 7th Floor 2BR w/ XL Balcony & Delightful West Maui Mountain Views!
Konea 726 offers nearly 1300 sq ft of spacious interior living area and an additional XL 350 sq ft balcony. Enjoy gorgeous vistas of the West Maui Mountains and the frequent afternoon rainbows from a 7th floor vantage point.The suite can accommodate up to six guests in...
Bright & Airy Princeville Home with High-Speed WiFi, Private W/D, & Gas Grill
Enjoy a relaxing Kauai vacation in this open and airy Princeville home. With sky-high ceilings, exposed beams, and plenty of natural light, you'll feel right at home. The kitchen features full-size appliances, perfect for preparing meals, and the wraparound lanai offers...
Spacious two-bedroom split-level Kihei condo
Welcome to Maui Kamaole M210, a stunning 2-bedroom, 2-bathroom split-level condo that combines modern comfort with tropical island charm. Located in one of Maui's most sought-after complexes, this beautiful retreat offers everything you Welcome to Maui Kamaole M210, a...
Stunning ocean view! 2/2 in the heart of Wailea
Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean and island views, and surrounded by brilliant, lush, flowery grounds. Super-close to dining, golf, shopping, and only a short stroll to award-winning...
Mahana 1119 Early Summer Deal at Luxurious Condo with Panoramic Ocean Views
Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most coveted stack, renowned for delivering Maui’s single most breathtaking ocean, outer-island, and beach panorama. The moment the front door...
Luxurious 3-Bedroom, The Villages at Mauna Lani #325
Luxurious 3-Bedroom Villa at The Villages at Mauna Lani | Hawaii Dream GetawayWelcome to your private slice of paradise! This stunning 3-bedroom, 3-bathroom luxury villa located in The Villages at Mauna Lani offers the perfect blend of relaxation and elegance, with a...
Architectural Stunner in Kukui'ula - 4 BR Oceanview Villa with Infinity Pool & Spa
With its captivating ambience, dramatic wood, glass and board-formed concrete architecture, and exhilarating views, Hale Oma'oma'o—this irresistibly inviting new Kukui'ula villa—offers all the expected attractions, along with a great many pleasant surprises. The...
Lazy Lehua Cottage
Serenity, peace, and rejuvenation is here at this private cottage on a half-acre of upcountry rainforest. Lazy Lehua Cottage is for settled or adventurous couples, small families, honeymooners, artists, poets, musicians, scientists, and writers. The native birds sing...
Stunning Ocean Front Studio! Mahana 803!
STUNNING VIEWS OCEAN FRONT STUDIO MAHANA 803! NORTH KAANAPALI BEACH, A/CWelcome to Mahana 803! Located on the eighth-floor, this oceanfront studio sleeps 2 and features stunning panoramic views of the ocean, beach and outer islands. Living area highlights include tile...
Charming 2-Bedroom Townhouse Close to the Beach in enchanting KoOlina
Book your perfect KoOlina getaway! Stay in a freshly remodeled, resort-style townhome just 1 mile from KoOlina’s famous lagoons and steps from world-class hotels, dining, and shopping. This bright and welcoming Townhouse Kapolei retreat is designed for comfort and...
Large Ocean View 2-bedroom condo with AC and WiFi in wonderful Wailea-Makena
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area...
Aloha Condos, Kanaloa at Kona, Condo 3103, Oceanfront, AC
Kanaloa at Kona Condo 3103 is a wonderful place to stay in Hawaii. Located next to the ocean, it offers stunning views and is fully furnished with everything needed, including a well-equipped kitchen, beach gear, and amenities like pools. Guests praise its cleanliness,...
Maui Resort Rentals: The Whaler 1061 - Upgraded 10th Floor Studio w/ Stunning Pacific Ocean and Mountain Views!
Perched high above the palm fronds, guests are treated to unobstructed views of the tranquil blue Pacific and the soft sands of world-renowned Kaanapali Beach from this luxurious 10th-floor studio suite. Fold away the floor-to-ceiling glass doors and step out onto your...
Hale Kipa Ohana
Experience our Beautiful town of Waimea in this 3-bedroom 2 bath home on a one acre parcel. This home gives you the Country tranquil setting of the Kohala mountains surrounded by the lush green outdoors. A great yard to play volleyball and any outdoor sports. A play...
Gorgeous Mauna Lani Townhome: Near Beach / Luxury Amenity Center
Gorgeous townhome in the Kulalani at Mauna Lani community. This sleek, well decorated two-story home offers private Beach Club access, close proximity to the luxurious Kulalani Amenity Center, a patio with a gas BBQ and an expansive lawn surrounding the building for...
Luxe 1BD Condo w/ Ocean Views @ Maui Banyan Resort
Relax in our pristine 1-bedroom condo at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in glimpses of the ocean from the lanai and embrace the aloha spirit.✓ Right across the street from Kamaole Beach II✓ King bed + 1 Queen pullout sofa✓ 2...
Cute Seaview Studio! Steps from Kamaole 2 Beach & Pool 🌺 Maui Banyan Resort
Relax in our cute studio apartment at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in glimpses of the ocean from the lanai and embrace the aloha spirit.✓ Right across the street from Kamaole Beach II✓ Kitchenette w/ microwave + fridge +...
May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort
Escape to paradise in this beautifully appointed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. View our walk thru Video by searching for the Aloha Nui Properties Channel on YouTube.This spacious end unit offers panoramic ocean views, refreshing...
Charming and immaculate, fully furnished 3-bedroom 3 bath townhouse in Ko'Olina!
Stay comfortably in Kapolei at this 3-bedroom townhome. This nice property offers a fitness room, AC, WiFi, and more for guests to enjoy. With 3 bathrooms and convenient amenities like a hair dryer and washing machine, guests will have a delightful stay. Feel free to...
Breathtaking Views! - Oceanfront! Mahana 813!
BREATHTAKING VIEWS OCEAN FRONT STUDIO MAHANA 813! NORTH KAANAPALI BEACH, A/CWelcome to Mahana 813! Located on the eighth-floor, this oceanfront studio sleeps 2 and features stunning panoramic views of the ocean, beach and outer islands. Living area highlights include...
Tropical Paradise Awaits at Maui Kamaole L107. Across from 2 Fave Beaches!
* Coastal Living! Updated in 2024! * 1 Bedroom/ 2 Baths-Sleeps 4* Across from 2 Popular Beaches* Ground Floor and Near the PoolExperience the perfect blend of luxury and convenience at Maui Kamaole L107. This newly updated ground floor condo boasts fresh paint, stylish...
Maui Parkshore 416: two bedroom condo with stunning view of the ocean.
Maui Parkshore 416: two bedroom condo with stunning view of the ocean.Stunning, unobstructed ocean views from this two bedroom corner condo. The bright and open living area opens to a large lanai, extending the living area. The primary bedroom has a king bed and the...
2 Bedroom Garden View - Maui Banyan #T108AB
Maui Banyan T108AB: With a functional floor plan and connecting door make this the ideal two-bedroom/two-bathroom ground floor unit for a family getaway. Exotic patterns and warm color tones set the mood while oversized windows allow for natural light and serene garden...
Ocean front studio condo w/views of pool, ocean & Sleeping Giant Mountain
Great location in Kauai's Coconut Coast especially for sunrises over the ocean from your private balcony. This cozy 2nd floor corner unit condo offers guests a retreat with a king bed, views of the ocean, pool & Sleeping Giant mountain. Its sturdy cynderblock...
Maui Resort Rentals: Honua Kai Konea 531 - Gorgeous 5th Floor Ocean View Studio
Boasting an ideal vantage point overlooking the Konea Towers lush interior courtyard, this luxurious oceanview studio suite will impress from the moment you enter. From its optimal orientation toward the ocean to its excellent 5th-floor location, your group will enjoy...
Maui Resort Rentals: Honua Kai Hokulani 611 - Luxurious 6th Floor Interior Courtyard 2BR w/ Full Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pools, Hokulani 611 is a luxurious 2BR/2BA suite offering stunning ocean views from above the lush palm canopy. This expansive 6th-floor residence offers a generous 1100 sq ft interior providing the ideal...
Kaanapali Maui Eldorado G109 Partial Ocean Studio
Nestled along Kaanapali golf course, this studio features a partial ocean view and all the comforts of home. Just moments from the beach, it’s perfect for couples seeking sun, surf, and serenity in one unforgettable island getaway. Unit G109 Partial Ocean View Studio•...
Remodeled High Floor Waikiki Studio
This charming studio nested on 35th floor of the Hawaiian Monarch building is your perfect place to enjoy your Waikiki vacation! With awesome views of mountains and canal, the condo comes with a queen bed, a full bath and a kitchen that includes an induction cooktop, a...
Banyan Tree 300: Gorgeous, New Unit 20 ft from Beach w/ Stunning Ocean Views/AC!
Welcome to your slice of paradise in Kailua-Kona at Banyan Tree, Unit 300! This stunning 2-bedroom, 2-bathroom retreat on famous Banyans Beach offers the ultimate blend of relaxation and adventure. So close to the ocean it feels as though you can touch the water, our...
Crown Jewel of the Coconut Coast - Waipouli B401
Experience ultimate relaxation in this tranquil, top-floor penthouse suite at Kauai's Waipouli Beach Resort & Spa. This luxurious ocean-view haven boasts two King Size Master bedrooms, each with its own lavish 3/4 Master bath adorned with elegant Indonesian woods and...
Nature Lover's Dream Hawai'i
Aloha and welcome to my precious gem of a home on the Big Island of Hawaii. Its 9 private acres have sweeping views of the ocean, sunset, and moonset and sits perched above the sacred Kealakekua Bay, where wild spinner dolphins love to frequent. Nature is vibrant and...
Oceanview Serenity Meets Modern Comfort: Discover Wailea Ekolu #402
Wailea Ekolu #402 – Your Serene Wailea EscapeEscape to paradise at Wailea Ekolu #402, where stunning ocean views, serene surroundings, and the spirit of aloha combine to create the ultimate Maui getaway. Nestled above Wailea’s world-famous beaches and golf courses, this...
Fresh 1 Bedroom with Parking at Waikiki Banyan!!
Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...
Masterfully Renovated Ocean View Unit in Waikiki
One of our best listings! Bright and Light One Bedroom, One Bathroom and One Parking (Max 6ft) at the Waikiki Banyan. Full of natural light during day! This partial Ocean View unit in the heart of Waikiki will make your stay in paradise a memorable one.Total of 3...
Luxury Oceanfront Mahana Kaanapali. WHALE WATCH FROM LIVING ROOM SWIVEL CHAIRS!
"We literally watched the whales and turtles from the living room chairs. We have stayed all over Maui over the past 20 years and this was by far the most enchanting" -Anna 2025"Our selection was based on the closeness to the water, views from the bedroom and living...
Private Home, Beaches, Volcano, Wi-Fi, Tv, Games, Fruit Trees
Cozy 2 bd/1ba home nestled in serene Orchidlands. We’re in 2 acres of island forestry, giving you plenty of privacy and quiet time to relax.Bedroom 1 has a King size bed. Bedroom 2 has a queen size bed with ample closet space. Phone charging ports at side tables and...
Steps to Beaches, 2 King Suites, Private Pool, AC!
Spacious villa in Keauhou Resort just one block from He'eia Bay and two blocks from Keauhou Bay. Walk to Kona Country Club's ocean golf course, with resorts, shopping, and dining nearby. Perfect for relaxing with family and friends, featuring designer furnishings,...