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.
Private Kaanapali Residence - Saltwater Pool - Luxury Kitchen - BBQ - Outdoor Shower
This is a legally permitted vacation rental according to the County of Maui ordinances.Heavenly Ocean Views with Your Private Saltwater Pool & Lanai at KAANAPALI VISTAAloha e komo mai—welcome to your Maui paradise, where the spirit of aloha embraces you in every moment....
Luxury 2 bedroom in Waikiki!
Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring 180 views of Diamond Head, the ocean, the mountains, the sunrise, sunset, and metro Honolulu. You’ll be a 10-minute walk to...
Internation Colony Club 22 Beautiful Cottage Perfect Tropical Vacation
International Colony Club 22 Beautifully Designed 2Bedroom Cottage For the Perfect Tropical Vacation. Private, Next to the Pool, and Close to the Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Maui Resort Rentals: The Whaler 1015 - Gorgeously Remodeled 10th Floor Interior Courtyard Studio, Spectacular Ocean and Mountain Views!
Boasting breathtaking ocean views in addition to lush vistas of the West Maui Mountains, this luxurious 10th-floor interior courtyard residence is one of the finest studio suites on offer at the acclaimed Whaler Resort. Its fully remodeled interior features several...
Oceanfront Kihei Paradise Vistas
Summary:Spacious and elegant. Completely remodeled in April 2024, no expense was spared to create our gorgeous oceanfront oasis. This one-bedroom, condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is within reach....
MRR Presents Kaanapali Ali'i 292 - Renovated 9th Floor Corner 2BR w/ Partial Ocean AND Mountain Views!
Boasting stunning partial ocean views in addition to lush vistas of the West Maui Mountains, this luxurious, fully renovated 2BR/2BA 9th-floor suite features a highly sought-after corner location nestled high above the palms. The space is further elevated by its...
Maui Resort Rentals: Honua Kai Konea 705 - Upgraded 7th Floor Interior 2BR Suite w/ Unobstructed Ocean Views!
Konea 705 is a luxurious 7th-floor "penthouse" interior courtyard two-bedroom suite boasting unobstructed views of the stunning blue Pacific from its prime vantage point high above the palm canopy. In addition, this suite has one of the rare Honua Kai two-bedroom...
REMODELED Tropical Paradise 1BR unit in Princeville with AC & assigned parking!
Beautiful TOTALLY REMODELED 1 br/1 ba unit with living room, full kitchen washer/dryer and spacious lanai in heart of Princeville.ASSIGNED PARKING SPACE!Great views of Princeville golf course and mountains!Unit furnished with portable A/Cs in the bedroom and the living...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Maui Ocean Club Resort+Amenities. 2BR Villa
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴🌺 Ideally located in the heart of Kaanapali Beach along the famous Kaanapali Beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s Village.Additional $500-$1000 SAVINGS available for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠...
Waiulu Villa 119A – Bright & Updated | Includes Onsite Staff & Daily Housekeeping
Recently Updated! Located in the popular Waiulu Villa neighborhood, this luxurious 2 bedroom, 2 bath single-level lower floor corner villa was just updated with new furnishings and decor in the living room, dining room and lanai. Accommodating up to 4 guests, this light...
Watermark Waikiki Unit 901: Luxe Condo w/ Pool, Resort Amenities & Oceanviews
Step into refined island living at Watermark Waikiki Unit 901, a spacious two-bedroom, two-bathroom corner residence in Honolulu’s iconic resort district. From the ninth floor, your lanai frames sweeping views of the ocean, marina, city, mountains, and fiery sunsets—a...
Kolohala in Haena is a tranquil place to enjoy your tropical vacation!
Kolohala in Haena is a peaceful place to enjoy your tropical vacation. Great for honeymooners! It faces a beautiful meadow with horses and cows. You can walk to a string of white sand beaches in 5 mins. Close to Ke'e beach, Tunnels beach, Kalalau hiking trails, Napali...
Country Club Villas#326 Top Fl Corner, Incredible Oceanview,Spacious Lanai,AC
Country Club Villas, Unit#326 is a phenomenal new addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to represent. This top floor corner unit is completely remodeled, with soaring ceilings & lots of extra windows for natural...
❤️PiH❤️ House of Manta ★ Free 2026 Hilton Waterslide & Pool Passes ★ Bikes ★ Golf Clubs
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to House of Manta, a part of our Hawaiian Luxury Collection. House of Manta at KaMilo is a wonderful new single level 3 bedroom home. We pride ourselves on provide some of the most sought after homes on the...
Remodeled #56, New owner discount rates, AC, grnd flr end unit, ideal location!
Newest addition to our Kiahuna Plantation condos! We just purchased and started renting #56. For additional accommodations, please look up our other units - VRBO 1300156, 1587209, 3511146, and 2160974Brand new dual AC in living room and bedroom.Kiahuna is a beachfront...
Ocean view condo near beach & dining, beach chairs & gear provided
Kapa'a CaptivationOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Promotional rate of $169 a night until the end of 2025! Make the most out of your time in Hawaii at this Kapa'a...
Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!n
♨ Glam Condo Located on the 42nd Floor With Panoramic Ocean View ♨Enjoy this fully equipt kitchen including a full-size fridge, wall oven, stovetop & dishwasher.✔ Located in Central Waikiki✔ 5 Min Walk From Shops, Restaurants, & The Famous Waikiki Beach✔ Public...
Hale Cassia: New Listing! Home w/ Lanai, Outdoor Dining, Near Shops, Restaurants
Hale Cassia welcomes you to the heart of Princeville, a lush corner of Kauai where mountain peaks meet tropical gardens. This detached, single-level residence blends modern comfort with island ease, offering three bedrooms and two bathrooms across 1,700 square feet....
2 Bed 2 Bath Surfing & Snorkeling in Kahaluu Bay
Aloha! Come and stay at the Hale Hamoa created for everyone with everything we love about Hawaii. Only 1 minute walk to one of the best snorkel beaches on Kona Side and the Surf school next door. The condo comes with all the essentials you need for an awesome vacation...
Tropical paradise with pools, hot tub, BBQ, lanai, washer/dryer, AC
Plantation Hale C1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This well-appointed condo has everything you need for a breezy and tranquil stay! This spacious, end-unit condo is...
Kapalua's Finest: Luxe Villas with White Sand Beach Access
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...
Luxury Golf Front Home with Pool & Spa - AS SEEN ON STAYCATION ON DESTINATION TV
Constructed in 2019, this one-story luxury residence is nestled in Holuakai's exclusive gated community. A modern island retreat, it seamlessly combines sophistication with tranquility, boasting contemporary amenities for the ultimate luxury experience. Crafted by...
Ke Aloha Villa - Elegance, Ambience, Luxury Amenities, Pool, Spa, AC Throughout
All reservations require the main guest to review and sign a rental agreement to stay at Ke Aloha Villa.**Dearest Future Guests,**Welcome to your very own slice of paradise at Ke Aloha Villa in beautiful Princeville! As you prepare to embark on this adventure, we want...
Contemporary Chic Comfy - 2Bed 2Bath Condo, Steps to Charley Young Beach
We are happy to invite you to our beautiful & stylish vacation condo - AquaMaui. Our family is grateful to have experienced the magic of Hawaiian living and we would love others to experience this. Our condo is a 3 minute walk to one of the most beautiful beaches in...
Na Hale 3: Exclusive Family Retreat with Private Pool and Resort Privileges
3BD Na Hale 3 at Pauoa Beach Club at Mauna Lani Resort by Gather is a single-level retreat designed for effortless indoor-outdoor living within the gated Pauoa Beach community. Surrounded by lush landscaping and steps from the immaculate Fairmont Orchid shoreline, this...
KR206-Beach Front /Ocean Views - South Maui Condo/AC in bedroom & living room
Unit 206 at Kealia offers a luxurious beachfront lifestyle, providing direct access to the beautiful Sugar Beach. This vacation rental condo is meticulously designed with a custom kitchen and bath featuring elegant granite countertops, modern appliances, and a walk-in...
Perch - Kihei Garden Estates
Discover beachside bliss in Kihei! this enchanting home captivates with its blend of cozy ambiance and unbeatable location. Steps away, discover a plethora of restaurants, shopping, dining, and coffee spots, all within walking distance. This tranquil refuge offers a...
Luxury + Privacy ✨ Sleeps 8 🛌 Beach Club Access 🏖️
Summary:Kulalani in the Mauna Lani Resort • Just across from the pools and gym!Kulalani 503 is a luxurious townhome located in the highly desirable Mauna Lani Resort. Boasting a lavish master suite featuring a spacious tile shower and an indulgent soaking tub. With a...
Top floor ocean view 2bd condo
Welcome to Polynesian Shores 205, a stunning 2-bedroom, 2-bathroom condo perched on the second floor, promising a tranquil retreat for up to 4 guests. Upon entering, you'll be greeted by an inviting open-concept layout adorned with modern furnishings and breathtaking...
Fabulous, Renovated Large 3BR Condo on Kahala Beach
Welcome to our newly renovated slice of paradise at Kahala Beach! Nestled in one of the most sought-after neighborhoods in Honolulu, this spacious 3-bedroom, 2-bathroom property promises a luxurious escape for your Hawaiian getaway.Step inside and be greeted by a...
Beach View Condo - Few Steps from Napili Beach - The Napili Bay Resort #111
The Napili Bay Resort Unit 111 is a ground level studio right on the shores of Napili Beach. Immerse yourself in the tranquility of this crescent-shaped beach, celebrated for its calm, crystal-clear waters. Ranked among Maui’s top two beaches by both Tripadvisor and US...
Nihilani 34C - Beautiful Hawaiian Townhouse
Introducing Nihilani at Princeville 34C, now available through Makana Kauai Properties. Nihilani offers luxurious accommodations on the north shore of Kauai. These Princeville condos showcase a plantation-style architecture with multiple lanais, enclosed garages,...
Kauai Paradise: oceanview 2-bedroom condo with AC and private lanai
Aloha! Welcome to paradise on the amazing North Shore of Kauai.Our 2 BR/2 BA oceanview condo in Emmalani Court - Princeville, offers a comfortable haven to relax after exploring the Garden Isle. It has wonderful ocean and mountain views and a private lanai, cooled by...
Mountain Oasis: Modern Plantation Home
ua Hua Hale, a beautiful 3-bedroom, 1-bathroom plantation home that sits on a half an acre of lush landscaping and fruit trees. Its name, derived from the Hawaiian word for "home that bears good fruit," reflects the abundance of fruit trees such as oranges, avocados,...
Malulani Villa, Luxury Oceanfront 3 BR, Private Pool, Hot Tub & Pickleball!
Immerse yourself in the unparalleled luxury and breathtaking beauty of Hale Malulani, an exquisite oasis nestled in the serene shores of Puako, now gracing the rental market once again, following a meticulous and extensive renovation. This exquisite property proudly...
Stylish renovated 2bd condo, steps from the ocean
Haleakala Shores A410 is a 2-bedroom, 2-bathroom with a split air conditioning system and 2 master ensuites and can accommodate up to 6 guests. This 4th-floor haven of unparalleled luxury and comfort has been meticulously crafted to enhance your Maui getaway. Recently...
Kauai's #1 Vacation Rental, Families, Pool, Spa, GYM, Pool Table, Pickle Ball
TVNC - 4267 - TA-105-498-4192-0124/7 On Island Contact - Kimmy, House of Dreams KauaiRates are based on 10 guests. There is an additional fee of $75 per night per person up to 14 guests. All reservations will require main guest to review and sign a rental agreement for...
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Book with us and come to Maui to explore everything we have to offer!Brand NEW remodel and new vacation rental! Come stay with us!Escape to paradise in this beautifully remodeled 1-bedroom unit featuring a fully upgraded kitchen, extra large bathroom, air...
Perch - Maui condo: Pool, beach access, daily tranquility on lanai – an indulgent escape.
Discover your ideal Maui retreat in this cozy space with elegant tiles, sunny windows, and a spacious private patio. Explore lush surroundings with amenities like a pool, hot tub, picnic area, and BBQ facilities. Plus, enjoy easy access to the sun-kissed shores of Maui...
1 Bedroom at Oceanfront Resort Kapaa
This spacious one-bedroom resort suite measures approximately 628 square feet. You will enjoy a queen bed in the master bedroom and one queen Sleeper Sofa/Murphy bed in the living area.. Additional amenities include a full kitchen and dining area and a balcony. Maximum...
Ocean Tower, a Hilton Grand Vacations Club - 1 Bedroom Premier Large - Ocean View - 1BX
Serene Ocean-View Escape — Spacious 1-Bedroom Premier Suite at Hilton Grand Vacations Waikoloa Product Description 1 Bedroom • 1 King Bed • 1 Sofa Bed • Sleeps 4 • Ocean View Breathe in the ocean breeze along Hawaii’s beautiful Kohala Coast in this 1-Bedroom Premier...
Enjoy luxurious furnishings and a short walk to the beach from this villa!
Kolea 9A was newly remodeled in 2024. Just a few minute walk from the Kolea Pool & Beach Club, Kolea 9A is conveniently located within Kolea. Also located on the ground floor this villa offers a nice lawn area in front for the children and is surrounded with lush...
Tranquil Shores | 2BR Condo | Walk to Beach & Dining
Tranquil Shores – Oceanview Escape at Kapaa Sands 24Welcome to Tranquil Shores, a charming 2-bedroom, 1-bath oceanview condo at Kapaa Sands, where peaceful island vibes meet the rhythm of the sea. Nestled along Kauai's Coconut Coast, this multi-level retreat is just...
FAll BLOWOUT-Avail dates on Sale - Vacation at Ko Olina Hillside Villa 1498-8
Escape to paradise and immerse yourself in our amazing 3-bedroom, 2.5-bath vacation rental nestled within the prestigious Hillside Villas of the Ko Olina Resort. This beautifully furnished retreat offers a perfect blend of comfort, and convenience, ensuring an...
Maui Resort Rentals: Honua Kai Hokulani 546 - Spacious 2BR w/ Partial Ocean & Mountain Views!
Perfectly positioned to provide guests with the ideal combination of Maui scenery, Hokulani 546 showcases gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. With over 1100 sq ft of luxurious living interior, this spacious two-bedroom suite...
Create unforgettable memories in this Modern Family Friendly Villa in KoOlina!!
Choose to spend your days on the Ko Olina Championship golf course or at the Marina; relax at one of four breathtaking sandy lagoons, pamper yourself at the award winning Four Seasons Resort and Spa; spoil the kids at Au’lani Disney Resort or explore the rich culture...
Sunrise House: Tranquil Oceanfront Escape in Aliomanu, Kauai with Stunning Views
Welcome to the Sunrise House, your ocean front split-level oasis in Aliomanu, Kauai! Escape to paradise and experience the ultimate retreat at our tranquil two-bedroom vacation rental. Nestled along the breathtaking shores, this peaceful haven offers everything you need...
⁕NEW! Hale Makai, Spectacular Ocean & Golf Views!
Summary:Hale Makai! Our Newly Remodeled Condo, conveniently situated near world famous beaches, charming local shops and delectable dining options. Only minutes to 1 Hotel and The Westin!The Space:Welcome to Hale Makai, our beautiful "House by the Sea". Perched atop the...
Includes Beach Gear! 518 Villages at Mauna Lani
Villages at Mauna Lani 518. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: Two Queen BedsGuest Bedroom Downstairs: One King BedMauna Lani Beach Club Pass: Your stay will...
Sunset Suzy's big island getaway nClose to volcanonNew home
Enjoy my private secluded property that lies on a one-acre manicured lawn. Watch Hawaiian birds fly around my home and land in my yard to say hello. My new one bedroom one-bathroom comfy Hawaiian home has everything you need and more. A Brand new large kitchen equipped...