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.
Wailea Ekahi Village 3A - 2 Bedroom Garden View Condo
For a vacation condo that feels like a private home, select this two story residence with a sunken living room and cascading lanai. Four sets of sliding doors on the first floor provide garden views and invite tropical breezes into the open floor plan. The walk-through...
Makani Sands #101 Summer Sale! Book Now!!!
Unit 101, a 1 bedroom 1 1/2 bath West Maui vacation rental corner condo will make your Maui vacation just like being at home. From your private vacation rental lanai, you can watch the beautiful sunsets or relax to the sound of the ocean's waves. You are steps from our...
Waterfront condo on the ground floor with a pool, ocean views & beach access
Kauai Kailani 103Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself just steps from the beach at this incredible, ground-floor condo with an ocean view right from your...
We are OPEN welcoming guests unit 221 GORGEOUS Studio, Ocean and Resort views
Welcome to Kaanapali Shores #221Located in beautiful and fabulous Kaanapali Shores, a AAA, triple diamond rated resort, on world famous Kaanapali Beach. The condo has a plush queen size bed and a queen sofa sleeper, central air conditioning, a fully equipped kitchen, an...
Diamond Head Location, Spacious, Super Clean, King One Bedroom Suite Sleeps Four
Legally permitted vacation rental - 2947 Kalakaua Ave #603** For your health and safety, we utilize additional Sterilization procedures between reservations.New floors, upgrades and fully repainted May 2020My place is close to the Ocean and nestled beneath the Diamond...
Gingerhill Farm Retreat. Commune with Nature In South Kona.
Gingerhill Farm is located on five acres of organic orchards and gardens nestled just above famous Kealakekua Bay. We offer serenity and escape mere minutes away from local restaurants and shops.The Sunset Suite is a large room in the main house with private bathroom...
Sugar Beach Resort Corner Unit | Ocean-View Lanai & AC | Heated Pool, Hot Tub
Sugar Beach Resort 512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Overlooking the Pacific, this 2BR/2BA condo has a spacious lanai for enjoying gorgeous sunset views and the...
Waikiki Banyon Suite - Ocean View, Full Kitchen, Sleeps 4
Legally permitted rental - 201 Ohua Ave #1608-I90/TVU-1003 1990/NUC-0728 ** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel....
🏖️150 Steps from Lanai to Beach | AC | WIFI | Affordable | vrKCV
vrKCV - Surf and Racquet 52, Professionally Managed by Kona Coast VacationsWelcome to Surf & Racquet Club – Your Kona RetreatLocated in a gated oceanfront community, this two-bedroom, two-bath end-unit townhouse offers the perfect blend of comfort and convenience....
South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10
Puhala Hale is a lovely coastal hillside home boasting stunning panoramic ocean views of the South Kona Coast, offering a pool to lounge, and a recreation room with billiard table and tiki bar. Decorated with beautiful Hawaiian art throughout, the open floorplan with...
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
You will love our beautiful 3-bedroom, 2 1/2-bath oceanfront home, located in the serene, 30-acre gated Puamana community of low-rise townhomes in West Maui. While the Lahaina fire impacted parts of the community, our home offers a peaceful retreat with stunning ocean...
🏖️Ocean View | Concierge Included | Great Value | vrKCV
vrKCV - Casa de Emdeko 232, Professionally Managed by Kona Coast VacationsEscape to Paradise – Casa de Emdeko 232Picture yourself in paradise while enjoying an unforgettable vacation at Casa de Emdeko unit 232. Whether you're swimming, surfing, sunbathing, or watching...
Serene Oceanview Gem for a Relaxing Island Getaway: Kamaole Nalu 605
Kamaole Nalu #605 – Ocean View Retreat in KiheiKamaole Nalu #605 is a spacious two-bedroom, two-bathroom condo offering ocean views and a central Kihei location. Perfect for families or small groups, this fifth-floor unit combines comfort and convenience with easy...
Fairways at Ko Olina 22H: Golf Course Elegance, Lush Backyard
Welcome to Fairways at Ko Olina 22H by Gather, a remodeled three-bedroom, two-and-a-half-bathroom townhome in one of Oʻahu’s most prestigious neighborhoods. With golf-course frontage, a private backyard lanai, and thoughtful finishes throughout, this two-story villa...
Great ocean view, hike to Anini Beach, walk to shopping/dining
Completely remodeled with gorgeous upgraded kitchen and master bathroom, new flooring throughout, all new furnishings. You'll love the ocean view from Puamana 16B. Sit in the shade of the furnished lanai and enjoy unobstructed views of the ocean across a corner of the...
Makani Sands #208 1brm Beachfront condo with balcony on the ocean
Makani Sands Unit #208 is your home away from home while on Maui.This one bedroom condo has a beautiful view of the ocean, as well as our neighboring islands of Molokai & Lanai. Condo has bamboo floors in the living room, and a large wrap around couch with a sofa...
Honokeana Cove 208 Beautiful
This beautifully appointed 2nd floor condo has a King bed in the Mezzanine bedroom and a Queen bed in the lower bedroom. The lower bedroom has an air conditioning unit. Each condo has a lanai overlooking Cove itself, the grassy lawn, the tropical gardens, the heated...
Hale Kamaole #107 Ground floor condo, easy access to best beach on Maui!
This one bedroom unit has a great Garden View, and is located close to the pool and office. A brand new kitchen was installed with beautiful granite countertops. Two lazy boy recliners & comfortable rattan couch with queen hide-a-bed in living room, for extra guests!...
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...
Ocean View plus central A/C, 5-10 minute walk to beach! Sleeps 4.
Waikiki Park Heights #1105 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this remodeled one-bedroom condo (488 sqft plus balcony/lanai with table and chairs), OCEAN VIEWS and central air conditioning. Centrally located,...
High-Floor 1-Bedroom with Kitchen, Washer/Dryer, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2002 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Gentle island breezes flow through the tropical décor of this one-bedroom condo (560 sq. ft. plus 151 sq. ft. lanai) in the heart of Waikiki with views of the...
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...
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...
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...
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!
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...
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...
Mana Kai Maui Resort 212
Mana Kai Maui Resort 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Maui in style here at Mana Kai #212 and make the best memories with friends and...
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
Book a whole week 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 counter tops, roomy bathrooms, fully equipped kitchens, washer/dryer, and the Westin...
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...
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...
Hui Pu: Beachfront Home at Waialea Bay with AC & Ocean View
Nestled directly on the golden sands of Waialea Bay—one of the Big Island’s most secluded and scenic beaches—Hui Pu offers a rare beachfront retreat where timeless island charm meets modern sophistication. This fully renovated A-frame Tahitian-style estate spans...
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...