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.
Elegant 3BR Ko Olina Beach Villa O505 Pool & Ocean View Luxury Escape
Welcome to Ko Olina Beach Villa O505 by Gather, a splendid 3-bedroom, 2.5-bathroom retreat in Kapolei, HI, designed to host up to six guests in a perfect blend of luxury and comfort. Perched on the 5th floor, this villa offers breathtaking views of the pool and ocean...
Keauhou Akahi Condo; Beautiful Ocean Views. Peaceful, Clean, Newly Renovated.
Fully Furnished Condo, with easy access. Our remodeled unit features recently upgraded master bedroom suite and full bath. *Free High Speed WiFi/ Internet to stay connected with streaming CATV. * Well maintained and meticulously cared for with just a few steps to the...
**SPRING SPECIAL*** Relax with Ocean breezes! Includes BBQ, Wifi, A/C in Bedrooms
Oceanfront escape in Kona!Welcome to your oceanfront haven at Kahalu‘u Bay! This beautifully renovated 3-bedroom, 3-bath retreat sits directly on iconic Ali‘i Drive and offers unforgettable coastal views, just steps from the famous snorkeling and surf spot of...
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 FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
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...
Ocean-view condo with furnished lanai & pool - walk to beach & dining
Kailua Village Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy central access to the best of Kailua-Kona from this breezy, ocean-view condo at Kailua Village. Cool...
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...
Newly Updated, Golf View, Well Equipped, Near Pool
Welcome to your Waikoloa retreat - a bright townhouse where space, comfort & resort amenities meet the beauty of the Big Island:- Sleeps 6 | 2 bedrooms | 2 beds | 2 baths- 2 shared pools (1 w/ waterfall) & hot tub- Tennis courts, gym & BBQ grills- Private entrance &...
Upgraded 2 Bed/2 Bath oceanfront property at the Royal Sea Cliff Central A/C
E Komo Mai to our Hale Pau Hana "house of no work”When you step into our slice of paradise at the Royal Sea Cliff, all your worries magically check out! **Oceanfront Bliss** Experience the magic of the Pacific Ocean right from your Lanai. Enjoy breathtaking ocean...
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 FREE daily activities included with your stay value up to $570! Complimentary admission,...
Oceanfront 2Bd 2Ba Sunset Suite in South Maui
Unbeatable Location, Unmatched Views – Your Dream Vacation Awaits!Get ready to experience the vacation of a lifetime in this renovated 2-bedroom, 2-bath oceanview condo at Kamaole Nalu. With jaw-dropping views of the sparkling Pacific, this gem is the perfect blend of...
NP B44 Remodeled OceanFront Getaway Relax Recharge in Comfort
Napili Point B44 Perfect OceanFront in Tropical Paradise Maui with Stunning Ocean Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
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...
Ilikai Marina 1792 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH....
Islander on the Beach 245 Direct Oceanfront View
"Endless Aloha Awaits - Last-Minute Savings on Kauai Vacation Rentals. Book Now!".Direct Oceanfront Studio and Direct Oceanfront View with Split Fujitsu ACNEW Queen Alexander memory foam mattress and boxspring purchased November 2023! Plus full size pull-out couch....
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...
Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!
LARGE LANAI condo directly located across from beautiful Magic Sands Beach!!! (sands appear and reappear at this beach depending on swell and current). Come stay at this perfect beach condo that sleeps 6! This condo is very spacious with 2 bedrooms, 2 bathrooms, also a...
Sugar Beach PH21 - Direct Oceanfront 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Just Renovated!Beautiful views from a great unit. You will love the well maintained, upgraded corian kitchen and white cabinetry. Enjoy your coffee on the top floor balcony while looking at whales and...
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...
Stunning ground floor condo with ocean-view lanai - steps to the beach
Islander on the Beach 164Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate oceanfront living at its finest in this stunning condo located in Kapaa, HI. Just...
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...
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...
Direct OCEANFRONT, Rare Enclosed Lanai, AC - Maui Kai 804
Experience elevated island living at this beautifully updated 1-bedroom, 1-bathroom oceanfront condo at Maui Kai Resort on North Kaanapali Beach. With unobstructed views of Lanai and Molokai, a fully enclosed lanai for extended living space, and central air...
3rd Floor Condo Kiahuna A/C. Walk to Beach Shop and Restaurants. Ocean nView!n
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...
Makahuena 4304 by Destination Kauai - Partial Ocean View
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...
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...
Heart of Downtown Kona: Quiet, AC, Pool View
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
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,...
In Town Ocean View Condo-Walk to the Beach, Shops, Restaurants and Bars!
This top floor condo is spacious with open beam ceilings and an ocean view. It is located in the center of Kailua Kona. You can walk to the pier, to restaurants, shopping, even the bank and the grocery store are nearby. The condo has two bedrooms with California King...
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.NEW TO OUR INVENTORY! 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...
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...
Maalaea Condo w/ Pool Access - Walk to Beach!
Island life is right around the corner when you book a stay at this 2-bedroom, 2-bathroom vacation rental in Maalaea! Located steps from the beach, this lovely condo boasts a newly remodeled interior, a fully equipped kitchen, and a balcony overlooking the pool and...
Best Deals Ever! Amazing Condo is Hotel Zoned.nApril 110/ nightnMay 200/night
Before and after each guest's arrival and departure, our unit is thoroughly cleaned and disinfected to the upmost care. We value the safety and comfort of our guests, so please let us know if you have any questions. Our one bedroom / one bath ground floor condo is Hotel...
Private Townhouse on the North Shore - Kuilima Estates West #131
The perfect mixture of resort life in a private home. This spacious 3 bedroom, 2 bath townhome is located adjacent to the Turtle Bay Resort and its two golf courses, the Fazio and Palmer Courses. This unit is located in the Kuilima Estates, which provides access to the...
Maalaea 5 star Island Sands 100 2 bed Oceanfront
A wonderful modern unit on Maalaea Bay with a beautiful ocean view. The unit was just totally renovated throughout to Five Star Quality with all new floor, bathroom, kitchen, bedroom, living room, and lanai surfaces and furniture. Pleae see the wonderful attached...
Location, Location, Location. You can't get closer to the ocean for this price
Aloha!Welcome to our ocean paradise at the Kahana Outrigger. We take great pride in our island home and want to ensure you have everything you need for a very enjoyable and comfortable holiday. Our best advertising is the feedback from our guests - please do check out...
#128 Ground floor condo, easy access to best beach on Maui!
Ground floor Garden View unit, perfect for your Maui stay! Beautiful comfy couch, reclining chair and sitting chair complemented by a large entertainment center in living room. The bedroom has king size bed, with an additional new Queen hide-a-bed sofa in the living...