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.
Newly remodeled oceanfront condo with lovely views
Hololani B704 has no A/C and is a corner 2-bedroom, 2-bathroom unit located on the 7th floor that offers ocean views from your private lanai areas and ceiling fans throughout. This resort has elevators for easy access. Unit B704 can accommodate up to 6 guests. This...
Fairway Villas #K1 at the Waikoloa Beach Resort
Summary:Fairway Villas is a luxurious Big Island of Hawaii escape. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This gated Waikoloa Beach Resort home has 3 bedrooms, 3 bathrooms, and a loft for accommodating up to 6 guests. Guests...
Diamond Head View Renovated Corner Unit, AC, W/D, Wi-Fi, Parking!
Canal House #701 - 2611 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful corner unit refreshed in late 2021 with spectacular uninterrupted views of Diamond Head, the Ala Wai Canal and Golf Course, and the lush, green Ko'olau...
Best Value Keauhou Palena--2 Bed 2 Bath Golf Course in Kona
Summary:Keauhou Palena is ideally located adjacent to the Kona Country Club and within walking distance of Keauhou Bay.The Space:The complex offers its own pool and workout room. Just under a mile away, you’ll find the Keauhou Shopping Center, featuring a KTA...
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Unit: Wailuku 1BR House | Maui GuidebookCommitted To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective...
Hanalei Plantation, Ocean View 4 BR/4+BA Home
This home has a wonderful ocean view and there is a .03 mile walk to gain access to the beach. This two-story home is located about a mile west of the center of charming Hanalei town. Hanalei Plantation is quite spacious and especially well designed for families as well...
~Waikiki~ LOWEST RATES IN AREA ~ 1 Bedroom ~ Fully Furn ~ Blocks to Beach ~
We offer our Hale to you to enjoy the benefits of staying in one of the largest Apts. in our surrounding location, right in the Heart of Waikiki.Our large open floor plan is fabulous featuring a living/dining room combo. All 1 Bedroom apartments have a private lanai for...
Great Four Paddle location! Full kitchen, AC, washer/dryer, parking, Wi-Fi.
Four Paddle #2405 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll love the partial ocean views from this spacious, central air-conditioned 24th floor, beautifully remodeled 1 bedroom (553 sq.ft. plus balcony) condo at Four...
Maui Banyan G410 - Remodeled, Partial Ocean View, AC, Across Kamaole Beach!
This newly remodeled unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the street from the Resort and offers excellent swimming, snorkeling,...
Block to Beach! Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Ocean View, Free parking & Wifi
Panoramic 37th Floor Ocean Views, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy panoramic views of the ocean and...
Maile Retreat ~ Peaceful Home - Kuilima Estates West
This spacious two-bedroom, two bathroom ground floor unit home is your home away from home. Large open living room/dining room is ready to come home to after a long day exploring the beaches or restaurants of the North Shore. Watch the sunrise from your screened in...
WEST MAUI IS OPEN & WE ARE READY TO HOST YOU! OCEANVIEW UNIT, NEAR BEACHES.
***PERFECT LOCATION FOR A FAMILY VACATION, ROMANTIC GETAWAY OR FRIENDS LOOKING TO JUST GET AWAY, KANNAPALI SHORES AS IT ALL***ABOUT THE CONDO...Kaanapali Shores Resort is considered a BEACHFRONT PROPERTY that is located along the northern coast in West Maui, centrally...
#05 - Hale Kai - BEACHFRONT Exclusive Area North Shore
LICENSED VACATION HOME CERTIFICATE:1990/NUC-2109 - LICENSE# 90/TVU-0169 - TAX MAP KEY: 1-6-1-004:067 This home will not be affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a...
Cozy Studio with FREE Parking in Heart of Waikiki!
Clean studio with 2 full beds in the heart of Waikiki! Free Parking! Free Internet! Available from 3 nights!Studio in Marine Surf. The decor is modern tropical with white rattan furniture. Also equipped with handy shower, bathtub and washlet (Bidet).Very convenient...
Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby
Hau'Oli at Waikoloa Hills #902Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up and feel the aloha every day from this tropical stay. Centrally located in Waikoloa Village,...
April Special: Beautiful, Palms At Wailea Condo #608- 2BR/2BA,Great Location!
The Aloha Spirit is Alive and Well in Maui! It's absolutely beautiful. The best beaches , clean air, amazing sunsets, rainbows, humpback whales and wonderful hiking, along with the best restaurants. The people are the best! Lahaina is gone but memories will always be...
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...
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...
Spacious 2 bedroom villa with ocean views from master
Kahana Villa E409! This 2-bedroom, 2-bathroom condo features tall windows that allow in wonderful natural light and a private lanai with peek-a-boo ocean views from the 4th floor. Better ocean views are visible from the loft bedroom upstairs and bathrooms. This property...
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...
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...
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...
Mauna Lani Beach Club Access, Quiet Location, Great for Families
**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,...