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.
Professionally decorated 2bd ocean view condo
Papakea G302 is a 2-bedroom, 2-bathroom condo located on the third floor and can accommodate up to 6 guests. In the living room, you will find a Queen size sleeper sofa, bar stools, and dining table with chairs for four. You will also find a flat screen TV with cable...
Heart Of Waikiki, Perfect Location, Free Wi-Fi
239 sq/ft, super clean, all brand new furnishings and appliances, free Broadband and Wi-Fi Internet. Queen-size bed with designer linens, comfortable memory-foam mattress, and a premium brand pillows.40' flat screen Samsung Smart TV, browse Internet from your TV, watch...
Bungalow 1 with large kitchen, outdoor private shower and 1/2 bath.
On half acre of lush tropical setting, minutes away from the historic Holualoa village, (driving), home of the best coffee in the world, also 10 minutes away from Kailua-Kona and beaches, (driving). This room has its own private bathroom and kitchen with an outdoor and...
2bd with ocean views, steps from beach
Kana'i A Nalu 210 is a 2-bedroom, 2-bathroom condo located on the 2nd floor and offers an ocean, pool, and garden view along with 2 split A/C units, and a private washer/dryer. This property has an elevator for easy access. Unit 210 can accommodate up to 6 guests. The...
Kahana Sunset A10 - Direct Oceanfront Corner Unit - 2 bed / 2.5 bath
Kahana Sunset Resort A10 offers guests the ideal location to enjoy Maui - the fully renovated corner unit offers plenty of privacy and extra windows for viewing the beautiful Pacific oean. This beachfront resort is the only resort situated on the secluded, sandy beach...
Beautiful Home Just Up From Brennecke's Beach w/Free WiFi and Ocean Views
Hale Kahanalu #3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just walking distance to two world-class beaches, this lovely two-bedroom home is close to everything Southshore has...
Sugar Beach Resort Condo w/ A/C, Private W/D-Swim, Surf, and More
Sugar Beach Resort 423Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
414 - Gorgeous 2 Bedroom Oceanfront property with A/C!
Enjoy Hawaiian Paradise in our comfortable fourth floor, two bedroom, two bath, air-conditioned oceanfront condominium (830 sq ft). Kihei Surfside 414 features a relaxed environment with a tropical ambiance. We are very pleased to share the modern and spacious feel...
New Listing! 45 Seconds to Maui's Sugar Beach, Beautifully renovated Kihei Bay Vista B-102
Kihei Bay Vista B-102 is located just a 45 second walk to the longest stretch of white sand beach on Maui, this air-conditioned condo is fresh, newly updated, and completely furnished to host your romantic Maui getaway or family (up to four) adventure. Spectacular Sugar...
Elegant 3BR Ko Olina Beach Villa O505 Pool & Ocean View Luxury Escape
Perched on the 5th floor of the Ocean Tower, Ko Olina Beach Villas O505 blends island elegance with effortless comfort. Overlooking the shimmering pool and partial ocean views, this three-bedroom retreat offers a serene home base for families, couples, and long-awaited...
**SPRING SPECIAL*** Relax with Ocean breezes! Includes BBQ, Wifi, A/C in Bedrooms
Oceanfront Escape at Kahaluʻu Bay – Premier Location on Aliʻi DriveWelcome to your oceanfront retreat overlooking the turquoise waters of Kahaluʻu Bay. This beautifully updated 3-bedroom, 3-bath home sits directly on iconic Aliʻi Drive and offers unobstructed coastal...
North Shore Turtle Bay Condo - Kuilima Estates East
750 sq ft ground one bedroom condominium with a full kitchen and glass top stove. A full bathroom, screened in lanai looking out over Turtle Golf Course, open living area with a flat screen TV and couch. This peaceful and private space is located on the grounds of the...
Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi
Honu's Hideway-a newly renovated condo with all the amenities, located just steps from the warm tropical waters and on Ali'i Dr a few minutes from Old Kona town Enjoy swimming, snorkeling sun bathing or surfing at Banyons, a local favorite. Swim, sun and enjoy the hot...
Kaha Lani Resort #224, Oceanfront, Sunrise Views, Walk to Lydgate Beach
Kaha Lani Unit #224 , Oceanfront Beachfront Resort, Wailua, Kauai. Steps to sandy beaches, surrounded by parks, a golf course, and the ocean. Relax to the sound of the waves. Enjoy one of Kauai's favorite "hidden secrets" at the Kaha Lani Resort! Oceanfront 2 bedroom, 2...
Gorgeous Luxury Ocean View 1 Bedroom Kamaole Sands 10-304
Book with us and come to Maui to explore everything we have to offer!Sought after building 10 third floor unit with large lanai lanai and ocean views. Constantly getting updated from the new owner with new TV's, new refrigerator, new lights. Air conditioning in both the...
Tropical oceanfront retreat with WiFi, hot tub, pool, and sweeping ocean views
Paki Maui 122Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to a vacation you'll never forget when you reserve your spot at this oceanfront getaway in Lahaina....
KS 725 Kaanapali 2BD in BeachFront Resort w Ocean Views
Kaanapali Shores 725 Ocean Views with Crystal Blue Waters 2Bedroom on Kaanapali Beach KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTY FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
Perfect North Shore, Oahu Vacation House.
This charming property is located in the heart of Oahu`s North Shore coastline. This gated property is located on a bike path so walk, bike (or drive) to Waimea Bay, Sunset Beach, Pipeline and Shark`s Cove. Grocery store and coffee shop is close by. The property offers...
Kona Mansions#C211 2nd Floor, Beautiful unit/Ocean views & Air Conditioning
Knutson & Associates is proud to be representing a spectacular condo!Kona MansionsC#211 is a wonderfully appointed property that has a phenomenal location. Stunning ocean views, just steps from lively nightlife and the best of Island fare, this 1 bed, 1 bath,...
Premier Ocean Bluff Condo with Spectacular Surf and Sunset Views
A completely remodeled modern vacation home with aesthetic island motifs that is ready to make your romantic getaway or your family adventure a Hawaiian dream. Take in stunning, vast oceanfront views from the private lanai and unique atrium of this modern Puu Poa ocean...
2BR townhouse with pools, hot tub & BBQ
Summary:Newly Updated, Golf View, Well Equipped, Near PoolThe Space:Welcome to your peaceful Waikoloa escape – the perfect spot to relax, recharge & enjoy island life near the beach!- Sleeps 6 | 2 bedrooms | 3 beds | 2 baths- 2 shared pools (1 w/ waterfall) & hot tub-...
PK H106 Remodeled 2BD Condo w Pool Hot Tub Pickleball
Papakea H106 Enjoy Fun Family Vacations at Our Remodeled Tropical 2Bedroom Ground Floor Condo at Papakea Resort with Pool, Hot Tub, Pickleball Court, and More On-Site Amenities Looking for the perfect Hawaiian getaway? Create memories that will last a lifetime at the...
Newly renovated 2nd floor condo — 150 yards from Mama’s Beach!
Right on the fabled road to Hana just one mile east of Paia Town, this little gem of a hideway offers a sampling of both sides of Maui, "mauka" (toward the mountain) and "makai" (toward the sea): From this home's front entryway, an unobstructed view of majestic...
KONA PACIFIC B-409 AMAZ OCEAN VIEW, Huge Lanai, WALK TO TOWN! Elevator, AC!!
Kona Pacific B-409 is a remodeled upper floor condo with breathtaking ocean views! The owners have extensively upgraded and made changes that every guest will absolutely LOVE!This condo has an extremely spacious lanai allowing access from all rooms: Living room, master...
NP B44 Remodeled OceanFront Getaway Relax Recharge in Comfort
Napili Point B44 Perfect OceanFront in Tropical Paradise Maui with Stunning Ocean Views! Napili Point B44 is a spacious 2-bedroom, 2-bathroom condo spread across 960 square feet of single level living and is nestled on a private corner of the community. This ground...
Incredible Absolute Oceanfront Penthouse 🏝️ The Living Room Faces The Ocean! 🐠 KSR 1-305
Absolute oceanfront top floor condo with FREE AC thru-out! 3 bedrooms and 3 bathrooms - suitable for up to 6 guests. The person responsible for making the reservation must be at least 25 years of age for this property.From the moment you walk in you will see and hear...
Islander on the Beach 245 Direct Oceanfront View
"Escape to Kauai's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Important Notice: The lanai is temporarily unavailable due to ongoing spalling repair work in the building. The project is expected to be completed by January 9, 2026. Please know we...
Sugar Beach Resort Condo w/ Shared Grill, A/C-Beach Lovers Dream
Sugar Beach Resort 136Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Ocean view room, Beachfront Kauai Beach Resort, Jacuzzis, 4 pools, restaurants
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Beautiful fourth floor unit with King bed. Lovely resort with amazing pools! Beautiful resort and ocean views from the room!!! The Outrigger Kauai Beach Resort and Spa is a...
Maui Kamaole H106: Beautifully remodeled 1 br, 2 ba Ocean View condo within
Remodeled one (1) bedroom Oceanview Condo. The Kitchen has new cabinetry, fixtures, granite countertops, and white appliances. This one-bedroom and two-bath unit sleeps up to 4 people with a king bed in the bedroom and a pull-out sofa bed in the living room. The bedroom...
Kihei Akahi #D-208: Calm & Tranquil One Bedroom Condo in South Kihei
The living area in this 2nd-floor one-bedroom condo and is thoughtfully furnished making the area comfortable and inviting. Tastefully remodeled, you will feel right at home in this recently updated vacation rental. Enjoy your morning coffee or afternoon Mai Tai on our...
KAS 1101 Spacious 2BD Condo w Pool Across Beach
Kamaole Sands 1101 Family Vacation Destination at Spacious 2Bedroom, 2Bath Condo in Central Kihei. On-site Pool, Across Street from Beach, Steps to Shops and Dining FREE daily activities included with your stay value up to $554! Complimentary admission, every day of...
New Bathrooms Coming Soon! Heated Pool and Hot Tub!
This is a wonderful ground floor condo! Nice and quiet with a lanai that looks onto the complex grassy grounds. This condo is so close to the pool, too! Condo has been recently renovated.There are 2 bedrooms and 2 bathrooms. The master has a king size bed with an...
Walk to Beach & Sunset-Luxury Villa - Princeville Golf Course -3BR pool&Jacuzzi
Panoramic Princeville Golf Course View - Peaceful and QuietWe now have 1 Gigabit (1000 Mbps) Fiber Broadband Internet SpeedWelcome! to our newly renovated spacious 3 bedroom, 3 bathroom Villa located on a prestigious Princeville Golf course. This is one of the few...
Wailea Beach Villas PH504 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on...
5 minutes from the Beach | 3 Pools | Pickle Ball & Tennis Courts | BBQ areas
Discover your Maui haven—a one-bedroom, one-bath retreat of comfort and island charm. From the moment you arrive, the relaxed pace of Hawaiian living takes over. Sip your morning coffee on your private lanai, take a refreshing dip in the pool, or wander just five...
3rd Floor Condo Kiahuna A/C. Walk to Beach Shop and Restaurants. Ocean View!
4 guests-1 bedroom-2 beds-1 bath.You'll have a great time at this comfortable place to stay.Kiahuna Condo 331 overlooks beautiful Moir Gardens and has partial ocean views. The condo is tastefully redecorated with granite countertops and tiled shower. It has...
Oceanview 2BR Condo at Makahuena | Multi-Level Poipu Retreat, Resort Amenities
E Komo Mai, Welcome to The Makahuena 4304!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2.5-ba is a multi-level condo on the second story of...
OCEANFRONT, SWEEPING Ocean Views Amazing Condo
Step into your own tropical perfection in the stunning "Keto Condo", at Kamaole One! This vibrant rental is tastefully furnished, recently remodeled and fully equipped for your comfort and enjoyment. Savor a refreshing morning breakfast while overlooking the sparkling...
Oceanfront, Beach, Pool, Wifi,View! Relax Haw'n style #206 Portable AC
There is some construction to the left side of this unit the interior is the same ROMANTIC DIRECT OCEANFRONT CONDO A SHELLS TOSS TO THE WATER! Check out my video by clicking the icon to the left. Imagine yourself there!Wow! oceanfront! Treat yourself to a real Hawaiian...
Tower 2 Suite 3709 - QQP by Koko Resort Vacation Rentals
Incredible Panoramic Views - 37th Floor, Free parking & Wi-Fi Enjoy paradise with an incredible mountain view Waikiki Banyan condo suiteonly one block from world famous Waikiki Beach! Condo suite is located on the37th floor and has a spectacular view of the mountains...
Quaint stand-alone cottage - 2 bedroom 2 bath
GE/TAT #181-710-4896-01 - "Hawaiian Cowboy Cottage"This is a unique stand alone cottage in the Princeville Paniolo condominium complex. The cottage has two large living spaces. Walk in the front door and turn right, that leads to the main living area, featuring living,...
Stunning home with multiple lanais, private gym, lush green space & fruit trees
Ke Kai OlinaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the heart of Princeville, Hawaii, this stunning 6-bedroom house is a true tropical paradise. Surrounded by lush...
Pono Kai Resort condo with shared pool- just steps away from beach
Pono Kai Resort D101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pono Kai Resort is the perfect choice for rest and rejuvenation. Well-known for its prime location close to great...
Beautiful 3 Bedroom Condo with Ocean View, Pool, Walking Distance to Beach
Address for this Condo: 99 Walaka St. #15, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to beautiful Koa Kai 15! This upgraded 3 bedroom/2 bathroom condo is fresh, bright, clean and inviting. This condo has been recently...
Oceanviews From ALL Rooms 2BR - Maui Eldorado L105
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Retreat – Private Beach Cabana, Golf Course Views, and Spacious LanaiE komo mai (welcome) to your island sanctuary, where the rhythm of the kai (ocean) and...
Panoramic Ocean and Waikiki Views from 1267-sf Penthouse with 195-sf Lanai!
Lanikea Waikiki Penthouse #1 – 421 Olohana St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Welcome to Lanikea Waikiki Penthouse #1, a spacious luxury penthouse in the heart of Waikiki designed for extended stays. With over 1,260 sq ft of living...
Waikiki mountain view, close to beach & restaurants! Parking, kitchen, pool!
Waikiki Banyan #1105-T2 – 201 Ohua Ave.Enjoy this newly refreshed (December 2022) 1-Bedroom/1-Bathroom condo with sweeping green views of the Ko'olau Mountains and Ala Wai Golf Course. With a full kitchen, free on-site parking for 1 vehicle, free high-speed Wi-Fi, and...
Koa Resort #5G 3BR/2BA, Large townhome, Pool, AC, WIFI, Sleeps 8
Gorgeous remodeled townhome, across from ocean - Remodel includes all-tile and granite in kitchen and baths!Steps from Pool, BBQ at Cabana, A/C througout, FREE WIFIThis Koa Resort townhome is a completely remodeled 3 bedroom 2 bath home, located across from Kalepolepo...
Tropical Private Getaway on Kauai's North Shore!
Welcome to Pali Ke Kua 10—your North Shore retreat with stunning mountain and waterfall views! Nestled in one of Princeville’s most sought-after enclaves, this spacious condo offers a peaceful getaway with unforgettable scenery right from your private lanai, living...