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.
Walk to the Beach for Snorkeling, SUP, or Surfing!
Steps away from famous Kahalu’u Beach, this two bedroom condo is perfectly positioned to enjoy ocean sunsets and spectacular snorkeling. Sit on your lanai overlooking the pool, and the beach park across the street, while sipping your Kona coffee and enjoy the rolling...
Charming Condo with Shared Pool, Hot Tub, High-Speed WiFi, and Washer/Dryer
Makahuena 1301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your own Hawaiian retreat in a quiet, breezy neighborhood. Guests will love relaxing in the spacious common area...
Book Spring Deals and Save! Residences 8 3B/2.5B, Slps 8, AC, Walk to Napili Bay
Welcome to Your Ideal Maui Retreat - Discover the perfect blend of luxury and convenience in our quality townhome, featuring stunning floor-to-ceiling windows at the front and a lush tropical garden setting in the backyard. This spacious home is ideal for families...
Luxury 2-bedroom with ocean & fairway views, upgraded and beautifully decorated
Luxury awaits you in this beautifully upgraded 2-bedroom condo. Magnificent ocean and fairway views from this beachy unit with 1,056 square ft of living area and bonus lanai space. This is truly a beautifully remodeled and decorated unit!Once you enter this condo, you...
North Shore Activity Base. Sandpiper Village 229B
Our lovely second floor studio unit now provides A/C. We've installed a high-velocity ceiling fan that seems to do the trick when AC isn't needed! The covered lanai has a view of the mountains and lush tropical plantings. Free, limited, unassigned parking spaces are...
Charming 2bd condo, renovated with ocean views
Papakea G201 is a magnificent 1-bedroom, 1-bathroom retreat designed to accommodate up to 4 guests. Step into this open-concept space, beautifully adorned with modern Hawaiian-inspired furnishings that infuse the spirit of the islands into every corner. The living area...
Maui Resort Rentals: Honua Kai Hokulani 342 - Extra Large One Bedroom Den, Partial Ocean and West Maui Mountain Views!
Hokulani 342 is an expansive one-bedroom+den suite boasting views of what West Maui is most famous for, the blue Pacific Ocean and the lush West Maui Mountains.An additional den area offers fantastic value unique to this class of suites at Honua Kai.When it's time to...
*OCEANFRONT*Exceptional*UPGRADES 2 Bed / 2 Bath
Watch the striking Maui sunsets from your private, ocean view lanai (terrace) on the sixth floor of this centrally located condo. There is no better place to enjoy your morning coffee, a happy hour cocktail or an evening glass of wine. Come bask in the sky, stroll the...
Brand New AC at this Private Ocean View North Shore Kauai Getaway!
Experience unforgettable ocean views and upscale comfort at this beautifully renovated condo in the exclusive Pu?u Poa community on Kaua‘i’s majestic North Shore. Perched on a bluff above the Pacific, this spacious 2-bedroom vacation home offers sweeping ocean...
Westin Ka'anapali 1 bedroom islandview - Maui's premier oceanfront resort
Special rate of only 1575 available for week of 7/26 to 8/2. Regular rate is a whole week for 2880 or by the night for as little as 350 per night. (Check calendar for availability)The luxury vacation villas at this resort feature large lanais, stone flooring, granite...
Volcano Red Sky tea garden
Volcano, Hawaii is unique to any spot on the Islands. When you crest the 4000’ summit of Kīlauea Volcano you enter my tropical neighborhood. Our piece of paradise is across the street from Volcanoes National Park with the park entrance less than a mile away. When...
Pacific Shores A105 Ground Floor Prime Location To Pool And Beaches!
Aloha! If you're looking for the ideal home away from home in Maui, you've just found it! Welcome to Pacific Shores A105, a charming 2-bed/2-bath corner unit, perfectly suited for families or couples seeking a fun and relaxing island getaway. This ground-floor condo...
Beach Front - Beautiful Ocean View And Gorgeous Maui Sunsets
Hale Kai O’Kihei has the best Maui has to offer. Located on the 3rd floor with a view that is second to none. Comfortable and beautifully upgraded 1 bedroom unit with cool tile flooring, new island style furnishing, flat screen TV, wireless, and magnificent ocean...
Beachfront Studio Gorgeous Views-So close to the water
Aloha and welcome to Maui!Maui Kai is located on the sunny West Maui coast, minutes from West Maui-Kapalua Airport and the famous whaling town of Lahaina - Once the whaling capital of the world, now the whale-watching capital, Lahaina offers some of the finest shopping...
Second floor condo w/ shared pool & wraparound lanai w/ amazing views
The Vista C203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy mountain, ocean, and pool views from the wraparound lanai at this beautiful Waikoloa Vistas condo. After a day of...
Kona Makai 2-102 Beautifully appointed, Ground Floor, Wifi, AC!
Kona Makai#2-102 is an excellent option for your Hawaiian Vacation.This spectacular ground floor unit is a true gem at the Kona Makai. Queen Sized Bed in Bedroom & Queen Sized Blowup mattress for 2 people if needed! The owners keep their property maintained very well &...
Near Pauoa Bay Sunny Kulalani Getaway w/ Lanai, Pools & Amenities Galore
Kulalani at Mauna Lani 2002Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the gated Kulalani community, this spacious 3BR/2.5BA is your Pacific paradise. Interiors...
Recently renovated 1bd oceanfront retreat
You'll enjoy Papakea Resort A305's amazing oceanfront location! This lovely 1-bedroom, 1-bathroom condo offers some of the best views from Papakea Resort that is suitable to accommodate up to 4 guests. This west-facing condo will provide unobstructed oceanfront seats to...
Coastal Bliss: Modern Condo, Lanai, Hilton Pass
Discover paradise at Vista Waikoloa. This luxurious condo offers a private lanai, pool access, and proximity to stunning beaches. Enjoy exclusive Hilton amenities, including a pool pass, and experience the aloha spirit. Perfect for couples or families seeking a...
Cozy Waterfront Condo with Pool & Private Deck - Stunning Views from Every Room
Hale Ono Loa 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sit back, relax, and watch the sun set into the Pacific and the turtles play in the reef below from the comfort of...
Kauai Exclusive - Kauai Kailani 310 - 3 Bed - Ocean View Suite
This desirable top-floor, ocean view suite is located within the oceanfront Kauai Kailani Resort. Newly remodeled, this suite is a fresh find on Kauai’s Coconut Coast in Kapaa.Fitted with new, top-quality furniture, kitchenware and linens, this three-bedroom top floor...
🏖️Paradise Getaway- Enjoy a Huge Golf Discount | Golf Course and Lake Views | vrKCV
vrkcv - Fairway Villas Waikoloa I21 - Professionally Managed by Kona Coast VacationsParadise Getaway at Fairway Villas – Incredible Golf Discounts with Stunning Golf Course and Lake Views!Escape to paradise at Fairway Villas I-21, a beautiful 2-bedroom, 2-bathroom...
Kona Alii 302: Upscale 1BR Ocean View Condo w/ AC, Lanai & Resort Pool Access
Welcome to Kona Alii 302 by Gather, an exquisite one-bedroom, two-bathroom condo nestled in the vibrant heart of Kailua Kona, HI. This third-floor unit, designed to accommodate up to four guests, boasts a prime location on Alii Drive with breathtaking ocean views,...
Serene ocean-view studio with pool/hot tub, ground-floor access, & covered lanai
Islander Inn 147 - Oceanview Central Kona OasisOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A true Hawaiian welcome is waiting for you at this Kailua-Kona condo! With a central...
Bright and Beautiful Princeville Studio, Private Lanai, Pool (209B)
PROPERTY DESCRIPTIONWelcome to Princeville! If you are looking for a stunning hotel alternative for a fraction of the price, you've come to the PERFECT hale. Princeville Sands Studio has a great sitting area, microwave, fridge, King bed, beautiful full bathroom, beach...
Heeia Bay Paradise – Spacious 3 BDR Steps to Beach
Summary:Paradise is calling you home at Heeia Bay on the Big Island of Hawaii!The Space:This incredible 3-bedroom home is located in the popular tourist destination of Kailua-Kona, known for its beautiful beaches, clear waters, and lush scenery. From swimming, to...
Water-view 3rd-floor condo with lanai, pool & hot tub - near sights & dining
Kauai Beach Villas E5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This third-floor condo is centrally located to explore the entire island and is the perfect home base for all of...
Tropical Forest Retreat Near Ocean - Ho'ohauoli
This private Pāhoa getaway offers the perfect location for your next Big Island adventure! Surrounded by lush, tropical foliage, this home features a large covered lanai, a fenced yard, a newly renovated kitchen, and even an avocado tree that you can enjoy in season....
Maui's #1 Kaanapali Beach, OCEAN VIEW, Walk to Whaler's Village K217
Situated in the Kaanapali Beach Resort area, enjoy this spacious ocean view studio. Voted by Conde Naste as the #1 Kaanapali Beach. At Maui Eldorado Resort K217, highest condo on property. Enjoy fabulous sunset views from your bed or lanai. Relax in this comfortable and...
Exclusive Golf Course Front Kuilima West by Beach w/Parking & Great Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Indulge in the ultimate luxury vacation experience at this exquisite rental nestled within the exclusive Kuilima Estates West community at...
Fairway Villas D5 at the Waikoloa Beach Resort
Summary:Have a wonderful tropical getaway in this 2 bedroom/2 bathroom vacation home. The home can accommodate up to 6 guests. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The Waikoloa Fairway Villas are located in an exquisite...
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Hawaii's Hidden Hideaway is an AWARD WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by it's guests. Featured in the TRAVEL magazine and other international publications. We have free parking, free WiFi and NO RESORT...
Fresh and vibrant condo with lush garden views
Pacific Shores A216 is a beautiful 2-bedroom, 2-bathroom condo featuring cozy, ocean inspired interiors and access to fantastic amenities and can accommodate up 6 guests. Step inside to enjoy the bright and airy main living area furnished by LifeStyle Maui. It has one...
Hale Kamaole 333 Third floor condo, easy access to best beach on Maui!
Extremely nice two bedroom Maui vacation condo with a slight Ocean, garden and pool views. Very modern and clean. Refurbished and modernized in 2014 with beautiful solid bamboo flooring installed throughout, completely repainted and the purchase of new bedroom, living...
This Relaxing Golf Course Home is Calling You!
The beautiful two bedroom two bath home features a townhouse style floor plan with the master bedroom and bath upstairs for maximum view and privacy. This development provides the best golf course views and ocean views in the complex. Beautifully furnished with a fully...
Private Location, Mauna Lani Beach Club Access, Great Pool
**Please note that the pool area is scheduled to close on Sunday September 7, 2025 at 5:00 PM for pool repair and resurfacing. The project is expected to take up to one month. If everything goes as planned, the pool will reopen by the morning of Saturday October 4,...
VI 601 OceanFront Condo w New AC Ocean Views Pool
Valley Isle 601 Wonderful Oceanfront Location with Stunning Views of Molokai & Kahana Bay 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...
Maui Sunset A518 Top floor Unbelievable Ocean Views
Spectacular ocean views from this 5th floor, 2 bedroom, 2 bath unit at the Maui Sunset.Nicely decorated,lovely kitchen, Property features beautifully manicured grounds, tennis courts, BBQ grills and sparking, large pool and Jacuzzi. Queen size bed, 2 twin beds and a...
Sugar Beach 207 Ocean Views in Upgraded Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Great updated unit with great views! You will love the remodeled bath and updated electronics and kitchen with upgraded cabinetry and central AC. Take time to relax with your morning coffee as the...
Honua Kai Hokulani 824: Beautiful Luxury 1BR/1BA, Mountain View Retreat!
This property is hotel zoned, and not being affected by the recent proposed legislation.Honua Kai Hokulani 824! Great location with Mountain views! This one bedroom/one bath located at the highly desired Honua Kai Resort offers the perfect Hawaiian getaway.This inviting...
Updated ground-floor condo with partial ocean views, heated pool, & hot tub
Vista Waikoloa #A-105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Upgraded comfort and tropical resort-style living are yours at this luxe island retreat. Complete with a...
2015 DODGE RAM PRO MASTER 2500 Diesel HIGH TOP CAL KING TEMPURPEDIC MATTRESS!!!!
2015 DODGE RAM PROMASTER 2500 Diesel -HIGH TOP‼️ ‼️‼️Attention to all customers!!!!! PLEASE PLAN AHEAD OF TIME !!!!if you plan trip to Maui and rent a camper van, you MUST have a reservation with either Camp Olowalu or at National Parks (or both) (or you may...
Updated unit, modern and clean
Hawaii Tax ID: TA-109-440-8192-01TMK: 390080030053Experience true oceanfront living in this recently updated Hale Kai O'Kihei 314 condo! This unit features modern furnishings with touches of island decor and custom, one of a kind artwork from both...
Relax at Kanaloa #1301—2-bed, 2-bath with golf views and high-speed internet.
Aloha and Welcome to Kanaloa at Kona, #1301. Relax at this 2-bedroom, 2-bathroom, Hawaii-style home. Enjoy the golf course view, high-speed internet, and more. Upon entry, you are welcomed by an open layout of the living room, dining area, and kitchen. Enjoy the ample...
KONA MAGIC SANDS#213 2ND FLOOR DIRECT BEACHFRONT, BEST VIEWS IN KONA!
**LOOK NO FURTHER! YOU HAVE FOUND THE PERFECT PROPERTY!**Kona Magic Sands#213 is a DIRECT oceanfront, 2nd floor condo that is meticulously maintained, beautifully furnished, and has absolutely anything any guest could dream of. Wifi, beach gear, linens, dishes you name...
Prince Kuhio 133. Sweet Studio across the street from the Ocean
FOR OUR INTER ISLAND AND KAUAI GUESTS; ASK ABOUT OUR STAYCATION COVID-19 SPECIALS UNTIL DECEMBER 15thPrince Kuhio Condominiums - These ocean view studio and one bedroom condominiums are located directly across the street from a small beach and the surfing area known as...
Sugar Beach Resort Condo w/ A/C, Private W/D-Great Location
Sugar Beach Resort 424Our 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...
Completely redecorated Aug. 2019 1 block to beach, free wi-fi, parking, and AC
SUPERBLY LOCATED! This completely remodeled ( August 2019) professionally decorated 2 bedrooms 2 baths condominium is conveniently located 1 block from downtown Kailua-Kona, Pier, and beach. 1 block from restaurants and shopping. Watch incredible ocean sunsets from your...
Beautiful * REMODELED condo by TOP beach
Nestled in the vibrant heart of Kihei, this airy and inviting second-floor condo spans 655 square feet, offering a delightful tropical retreat. Step onto your own private lanai, where the gentle breeze carries the sweet fragrance of plumeria and offers serene views of...
Luxurious oceanfront, walking distance to cafes, restaurants, and shopping!
Nothing beats the view from the Lanai in this Sandy Paradise. Imagine spotting turtles and waves before you even leave the place! You'll do it while enjoying the luxury of a hotel and coziness of home!You are centrally located in South Kihei, with access to many beaches...