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.
Nihi Kai #602 - Beautiful Garden View; Just Minutes to the Beach!
Welcome back to paradise!!Rates shown in Sept and Oct reflect the 20% discount.This beautiful 2-bedroom 2-bath home is located at Nihi Kai Villas, one of the nicest resorts on Kauai's south shore. Beautifully decorated, immaculately maintained, and offering one of the...
Alii Drive Kailua-Kona's Best Location!
Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun. Walk to Hugo's for...
Welcome to our small piece of paradise on the island of Maui!
Welcome to our Maui condo at the Shores of Maui, a small, low-rise (fifty unit) condominium complex with spectacular direct ocean views of South Maui’s best surfing beach, Cove Park Beach and Molokini Crater, a popular snorkeling and diving destination. Just steps...
Spectacular OceanFront Menehune Shores 412
Hawaii Life Vacations presents a stunning new addition to our Hotel Collection. This oceanfront 1 bd / 1 ba condo was recently remodeled and offers a private lanai overlooking the beach just steps away.Take a dip in the heated pool, or enjoy long walks and a swim at the...
Luxury Home, A/C, Heated Pool, Gourmet Kitchen, 4BR 6 Bath, 3 Master Suites.
The perfect oasis for your family to enjoy when visiting the magical island of Kauai. This exceptional villa boasts a large heated pool nestled on a quiet street in the beautiful Kiahuna Golf Village, close to beaches restaurants and shopping. This 3700 square foot...
Hale Makamaka ~ Beachfront.HotTub.Pool.GameRm! INQUIRE & make offer for stay.
***This property is a legally established dwelling that only accepts one reservation in a period of 30 consecutive days or more. Guests are NOT expected or required to remain in residence for the full 30 days (calendar will be blocked for 30 days which will include the...
Hali'i Kai, large 2-story condo, sleeps 8, Coconut Grove.
Aloha and welcome to our stunning 2-Story Retreat: Upgraded townhome with Breathtaking Mauna Kea Mountain Views, Steps to Coconut Grove, Lanai Dining, and a Private Primary Bedroom with its Own Lanai! Enjoy Hali’i Kai Resorts' saltwater pool and stunning ocean...
Charming 2 Bedroom Cottage Walking Distance from Volcano Village
Kaluhe Cottage is conveniently located in the heart of Volcano Village. Secluded among the ohia trees, this two bedroom one bath home is cozy & clean. Both forest view bedrooms have comfortable queen size beds. There is an early Sunday Farmer's Market where you can get...
Maui condo: Steps to one of the nicest beaches on the island!
Beautifully updated condo with partial, panoramic Ocean View! Upstairs master bedroom has island style King bed and furniture. Kitchen was updated in 2018, including all stainless steel appliances. Master bath has walk-in tiled shower, vanity and granite top. Downstairs...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Amazing 3-Bedroom Condo with Beach Gear! HKK-449
** 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...
Aloha Villa 204 – Stunning 4BR 3BA just 70ft to the beach with epic ocean views!
★ Luxury Oceanfront Villa at Turtle Bay – North Shore, OʻahuThe North Shore is known as “True Hawaiʻi” for its natural beauty and casual island lifestyle. Your stay includes one of the finest 4-bedroom direct ocean and beach view villas in the exclusive Ocean...
Oceanfront condo w/ private lanai, amazing views & pool access - steps to beach
Lanikai #113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire the astounding beauty of the Garden Isle at this 1445 square foot oceanfront condo in Lanikai! You'll be treated to...
Great Location and lake views! Waikoloa Fairway Villas K31
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas K31Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom : Two Twin BedsAmenities:Beach Equipment: All of our vacation rentals...
Maui Resort Rentals: Honua Kai Hokulani 728 - 7th Floor 1BR w/ Expansive West Maui Mountain Views!
Hokulani 728 is a luxurious 7th-floor one-bedroom suite that offers expansive vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations...
Maui Resort Rentals: Honua Kai Hokulani 551 – 5th Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony
Never before available for vacation rental, this Honua Kai crown jewel boasts a stunning 5th-floor oceanfront location with sweeping ocean views from Molokai to Lanai. The interior of this Honua Kai "Ali'I" residence (Hawaiian word for royalty) blends the resplendent...
Wailea Ekolu Oceanview 2B/2B ocean view, ground floor unit, corner unit
ENJOY THE BEAUTIFUL MAUI SUNSET! Sharon's spacious, 1,400 square foot Wailea Ekolu condominium is a two bedroom, two bath, ocean view unit. Located on the ground floor, it is surrounded by grass and lush island foliage. The condo accommodates four people comfortably....
Spacious ocean-view getaway steps to coast with private hot tub, WiFi, patio
Mele KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting over 2,300 square feet of living space, and panoramic ocean views throughout, an idyllic island retreat await at Mele...
Fabulous updated 3 bedroom vacation home with shared pool and tennis court.
Ramatici Ohana Hale is a spacious three-bedroom custom home with panoramic views of the mountains, waterfalls and distant Hanalei Bay. Located on 1/3 acre in the serene and exclusive Sunset Drive neighborhood of Princeville, the home is adjacent to the community’s...
Kaloli Sunrise by the Sea - private pool, lanais, and home!
Kaloli Sunrise by the Sea sits just across the road from the big blue Pacific Ocean in a charming neighborhood on Hawaii's Big Island. Enjoy the wrap around, upper lanai with views of tropical landscaping and our private swimming pool. Dip into the pool anytime and cool...
++BEACHFRONT RESORT++OCEAN VIEW STUDIO A-517++CENTRAL A/C++FULLY EQUIPPED++
Ka'anapali's finest beachfront setting, 1/2 mile north of Black Rock. A prime location near shopping and activities. Our fully equipped, ocean view studio condo, A-517 is located on the 5th floor of the Aloha Tower, and is accessible by elevator. Thermostatically...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Spacious 2-Bedroom Condo, Recently Remodeled! HKK-445
** 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...
Kauai Exclusive - Pili Mai 14F - Two Bedroom Suite - AC, Pool & Fitness Center
Brand new, two-bedroom townhome located at the Pili Mai resort in Poipu, Kaua'i with AC, Pool, and Fitness Center. Enjoy Ha'upu Mountain views and be entranced in beautiful sunrise views surrounded in serene Kaua'i harmony!The sparkling new Pili Mai Resort is an...
Hunter Hales HOKU cottage Maui Perfect Getaway!
Hunter Hales “HOKU” is one of two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. This listing is for “HOKU”cottage. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style...
Apartment in town-walking distance to everything
Newly remodeled one bedroom unit in the village. 5 minute walk to start of Ironman, beach, shopping and restaurants. Centrally located, great a/c. Perfect place to spend some time while on the Big Island.
MauiJOY Villa -Heaven on Earth ~PRIVATE Estate OCEAN Views, Swimming pool.
A PRIVATE ESTATE where you will experience Comfort, Ease, Quality, Carefree, Private, Relaxing, Heaven on Earth. Our permit number is BBKM 2014/0004.We believe in the Malama Hawaii program where visitors are respected as Ohana "family" and they in turn respect the aina...
Hale `A`ohe ~ The House of Ease
Welcome to your serene oasis at Ku'ilima Estates East, a short distance from the renowned Ritz-Carltin at Turtle Bay. This charming ground-floor studio is perfect for a tranquil getaway, offering a blend of comfort and convenience. Step inside to discover a thoughtfully...
Wade Home, spacious & just steps from the beach
This spacious, 3200-square foot home is just steps from the beach . . .Private hot tub and 650 square feet of lanai where you can lounge and enjoy the view and gentle breezes. Exquisite, custom-designed home with wonderful ocean views from nearly every room. The...
The Whaler -- the Best - 5 Star -- Look No Further -- Unit 312
Wake up to stunning ocean views from your private lanai at The Whaler on Kaanapali Beach. This updated 1BR/2BA condo is just steps from the beach, oceanfront dining, luxury shopping, and championship golf. Whaler Unit 312 is ideally situated on the quieter, more serene...
Hale Ohia: Secluded Home w/ Private Pool, Ocean & Mountain Views, BBQ
Welcome to Hale Ohia, where you will feel right at home here in the paradise of Hawaii along Kauai’s stunning North Shore. Located just above the Queen’s Bath tidepool, this 6 bedroom, 3 bathroom 3-story home hosts up to 12 people in a nuanced design that combines...
GREAT LOCATION, OCEAN VIEWS FROM LANAI, ACROSS THE STREET FROM KAM II
Our condo is Top-of-the-Line! Great consideration for our Guests in mind when we remodeled and updated this unit. Ocean views from the lanai, Brand new sofa sleeper, brand new dining set, granite counter tops in kitchen, new cherry cabinets along with all new...
Pristine Ocean Views! B204 Premium!
A LITTLE BIT ABOUT THIS CONDO...Lokelani B204 is a premium direct oceanfront townhouse with two spacious bedrooms, two full baths and two large lanais (balconies) that offer 180 degree water views! This quiet 1,117 square foot townhouse features a well appointed master...
Upper-floor oceanfront studio with balcony, water views & outdoor pool
Kapa'a Sands 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Imagine a vintage Hawaiian studio with one of the best views of the blue Pacific and you have Kapa’a Sands 13. This...
Oceanfront condo with lanai, pool, grill, beach gear, smart TV, W/D, partial AC
Lauloa Resort 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking Maalaea Bay, this Lauloa Resort condo is surrounded by swaying palms and the sunshine's rays! When you...
Spacious Poipu-Kai 2BR Condo: A/C, Pool Access, and Prime Kaua'i Location
Why you'll Love this condo:Located in coveted Poipu-Kai in the Heart of Sunny Poipu on the Southernmost tip of Kaua'i, this VERY spacious 2-bedroom 2-bath condo features all the comforts and conveniences of home plus amenities including outdoor grills, access to 3...
Frontline Ocean & Golf Course Views, Luxuriously Remodeled: Maui Eldorado J207
Stylish 2-Bedroom With Upgraded Finishes & Furniture ~Hosted By Maui Westside● Frontline location with breathtaking ocean and golf course views● Spacious and luxuriously remodeled 2-bedroom, 2-bathroom condo● Comfortably sleeps up to 6 guests ● Open living space...
Open-concept living with tropical resort views
Kihei Kai Nani 217 is a 1-bedroom, 1-bathroom condo on the 2nd floor with garden views that can accommodate up to 4 guests. Please note that this condominium does not offer an elevator. Dine al fresco on your private lanai, taking in the sights and smells of Maui with...
Ground floor Kihei condo~ updated one bedroom. Hale Kamaole. Updated gem!
Kihei-recently renovated condo., 1br (very comfortable new king size bed) & flat screen TV, 1 bath, living room w Queen size sofa bed ( just updated with a new sofa sleeper mattress), flat screen TV, wireless modem & high speed Spectrum internet (free). Ceiling fans in...
Oceanviews & Barbeques
Hang loose in our comfortably appointed Kawaihae Village beach cottage. Turn key Kama'aina home in close proximity to high-end hotels and resorts. Island style decor outfitted for Hawaiian adventure. Enjoy the private yard, barbeque, and outdoor shower with spectacular...
A premier Waikoloa Resort condo with ocean views and resort amenities 14H
Kolea 14H is a premier condo at Waikoloa Resort. Paradise is calling from this incredible two-bedroom, two-bathroom condo. You will begin to relax and unwind as soon as you enter Kolea 14H. Take in the calming views of the ocean from inside the villa as well as...
"Paradise Found!" writes one VRBO reviewer. . .
Perhaps, John Milton should have booked Kihei Surfside Resort before he wrote his epic poem. . . . and thank you Jeanne E. for this April 2024 review.Live large and experience Maui on your terms at the legendary Kihei Surfside Resort in south Kihei (built in 1975). This...
VIR #409 Upper West Maui Oceanfront Condo - Kahana
One bedroom oceanfront condo with king size bed and queen sleeper sofa in the living room. Completely furnished with linens, iron/board, hair dryer, cable T.V, DVD player, telephone, refrigerator, oven, range, microwave, dishwasher, stack washer/dryer fully equipped...
Maui Resort Rentals: Honua Kai Hokulani 742 - Spacious 2BR w/ Partial Ocean and West Maui Mountain Views!
Hokulani 742 is an upgraded two-bedroom, one-bathroom suite boasting unobstructed 7th-floor views of both the blue Pacific Ocean and lush West Maui Mountains, the best views in its class of suites at Honua Kai. With its den converted to a second bedroom, this rare...
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
Views don't get any better than this. Watch endless PACIFIC OCEAN. Turtles, Dolphins, whales during whale season and other ocean activities. 2 bedrooms, 1 1/2 bath. lanai . Ground floor unit makes for easy access. Oceanfront pool. It has to be one of the most awesome...
Beautiful Ocean Views From Maui Kamaole I-118
This light and bright ground floor unit has beautiful ocean views. The recently updated decor has a mid-century modern vibe with vintage Hawaiian accents. One of the larger units, this condo has over 1000 square feet of living space, large master bedroom with a new king...
❤️PiH❤️ Ocean Palms Villa ★ Stunning Ocean View ★ Mauna Kea Resort ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Ocean Palms Villa, part of our Hawaiian Luxury Collection. Ocean Palms Villa at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains and ocean. You will be mesmerized from the moment you...
Remodeled ground floor 2BD/1BA Condo-Walk to Beach, Restaurants N Stores in Min
Relax with the family and friends at this peaceful home in a well maintained and lush tropical complex. You will enjoy 1 minute walk to a beautiful beach and 2-5 minutes walk to several restaurants, grocery store, drug store, food truck park, fruit stand and more.Watch...
Hokulani 709 at Honua Kai Resort ~ Big Wrap-Around Lanai With BBQ & Ocean Views
Experience the best of Maui with Hokulani 709 at the Honua Kai Resort! This 2-bedroom, 2.5 bath interior courtyard unit boasts stunning ocean views that you can enjoy from inside the comfort of your own condo. Complete with a 430 sq ft wrap-around lanai with a private...
Top floor ocean front condo and stunning views
Hololani B804 is a stunning, 2-bedroom, 2-bathroom condo that offers ceiling fans throughout the unit and a private washer/dryer. This property has elevators for easy access. Unit B804 can accommodate up to 6 guests. Each bedroom offers a queen-size bed. Additionally,...
Hilton Pool Pass for stays thru 2025! Waikoloa Fairway Villas J23
This vacation rental is professionally managed by ResorticaHawaiiFairway Villas at Waikoloa Beach Resort J23Please scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : 1 Queen Bed and 1 Twin BedHilton Pool Pass: Valid for stays...
Located in the heart of Princeville, this 3 Bedroom, 3 bathroom Air condition
This is a great choice for your Kauai vacation. Air conditioned living room and master bedroom, this second floor condo is the kind of place that has made Princeville a sought-after vacation destination. The condo has been beautifully furnished with great attention to...