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.
Fabulous, Spacious Oceanview 3 Bedroom Condo with A/C!
Welcome to Ola Loa Hale!!! (Long Life House) This large three-bedroom, two-bathroom condo is the perfect choice for family and friends traveling together. The home is located in the beautiful Keauhou Kona Surf & Racquet Club, a gated resort community that has long been...
Maui Resort Rentals: Kaanapali Ali'i – 6 Total Bedrooms, Luxuriously Remodeled, Premiere Ocean AND West Maui Mountain Views!
This phenomenal 6BR offering brings together a 2BR suite with a premier oceanview in one of the best interior stacks at the entire resort and two luxurious neighboring 2BR partial oceanview suites. Together, these three 7th-floor suites offer a combined 4600+ sq ft of...
Waialua Beachfront Home, 5 bed/4 bath-Northshore
Welcome to our private, beachfront home on the North Shore of Oahu in Waialua. Wake up to panoramic ocean views on your own secluded estate just steps to the sandy beach. This single story family home has 4 bedrooms and 3 full baths with an additional bonus studio with...
D35 Kona Reef - True Oceanfront & Top Floor! AC throughout!
Located just outside the heart of Kailua- Kona, this ocean front condo is your ticket to paradise! Just minutes from town, a short walk will take you to some of the finest dining and shopping destinations on the Big Island. Our modern, updated condo serves as the...
Delightful home with private W/D, desk workspace, & a great location
Aloha Valley Shores | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy relaxing in a cheerful home filled with light, close to attractions but still providing the...
Malia Kai #12 condo in Kailua-Kona Town!
Three story townhome corner unit located in Malia Kai condominiums w/private carport walking distance from just about anywhere in Kona! Share our private retreat and where you can work from Paradise with laptop workstation featuring a high end 32” screen and the fastest...
Maui Westside Presents: Mahana 1003 - Beautiful Premium Studio Unit at Mahana
Aloha and welcome to Mahana #1003. We named our special getaway "Nani," which means "beauty" in Hawaiian, for the breathtaking view from our ocean-front vacation home. This spacious 10th floor studio condominium is ideal for viewing the famous Maui rainbows and sunsets....
Beach/Oceanfront, AC! Pool, Gym, Steps to Beach!
Welcome to The Surfing Turtle Poipu! Updates: We have a brand new beautiful roof as of April! We also have newly installed mini split AC in all three rooms! Come visit us this fall and winter and experience the perfect tropical escape on Kauai at our beachfront vacation...
Stunning, spacious home with VIP access to private Mauna Lani Beach Club!
AMAZING PROPERTY!! VERY PRIVATE & VERY SPACIOUS HOME, INCLUDES VIP PASS TO PRIVATE BEACH CLUB.This Phase One Maile plan with its direct west facing view and end of cul-de-sac location is a gem. Immaculately maintained with many developer and custom upgrades. The custom...
Remodel complete! Mauna Lani Villages with private Beach Club access
Welcome to your Hawaiian home, professionally managed by Premier Host Allyson Michaels Concierge. Our half duplex is located in the middle of the exclusive Villages at the Mauna Lani Resort where guests are able to access the Mauna Lani Private Beach Club, oceanfront...
Tropical Oasis - Stunning Views In Private Setting
Welcome to your personal and private luxury condo, tucked away in a tranquil and private location at the Ali'i Kai condominium complex within the Princeville at Hanalei Resort Community. This second floor, 2-bedroom/2-bathroom vacation condo, with nearly 1050 sq/ft of...
The Mai Tai Manor with unobstructed views of the ocean!
This 4 bedroom with separate ohana used as 4th bedroom, 3 bath home have unobstructed views of the ocean!! Very close to beaches and shops. Home can sleep (8 guests!)Come to The Big Island of Hawaii and enjoy your well-deserved vacation in our beautiful Mai Tai...
Bright Haiku Studio: Patio + Rainforest View
Welcome to the 'The Kahili!’ Surrounded by the lush rainforest, this 1-bath studio provides the perfect backdrop for your next tropical retreat! Complete with a private patio, well-equipped kitchen, and a rainfall showerhead, this newly built vacation rental has...
Tropical-inspired decor with partial ocean view
Kuleana Resort 313 is a charming 1-bedroom, 1-bathroom condo that comfortably accommodates up to 4 guests. The spacious bedroom features a (new as of Dec 2025) California King firm hotel quality bed complemented by 1 window A/C unit for added comfort. Additional...
Gorgeous Poipu Villa with Pool & Spa
Arriving at this stunning custom ocean view Kukui‘ula residence is an exercise in tranquility. A passage across the welcoming water feature and through the custom mahogany front doors unveils a framed view full of Kaua‘i’s colorful landscape, mountains and stunning...
Direct Ocean Front
We are new to the vacation rentals and we are excited to host you at our 1 bedroom, 1 bath newly remodeled ocean front condo with spectacular panoramic ocean views. Enjoy your morning coffee with sunrise over Haleakala Crater. Green sea turtles rest almost every night...
Two Bedroom Upgraded Waikoloa Fairway Villa
Perfect for a postcard worthy family vacation, girls’ getaway, solo trip, or whatever your heart desires, Fairway Villa C21 is located in the Fairway Villas gated community of Waikoloa Beach Resort and is the perfect destination for rest, relaxation, reconnection, fun...
Tropical cottage with fresh rain water hot tub close to Volcanoes National Park
Enjoy the fresh rainwater hot tub after a long day's hike. The hot tub is drained, sanitized, and refilled with fresh triple-filtered, chemical-free rainwater between each booking. This cozy cottage is in the heart of Volcano Village with luxury features such as a...
NEW - THE OUTRIGGER 3BR 2Bath - Hilo cold AC
Welcome to The Outrigger!! You will love our 3BR 2Bathroom Home super central located in Downtown Hilo. Our home is well equipped and ready to be discovered by you your family and friends! We have ceiling fans in every room and AC`s in each Bedroom. Total of two...
Beautiful oceanfront condo 🏖 As oceanfront as you can get 🐳 Royal Sea Cliff 209
Primo Kona Condo! This 2,110 square foot luxury condo located at a luxury resort offers a one-of-a-kind 932 square foot lanai offering a panoramic ocean view! The lanai is equipped with outdoor dining, a queen-sized sunbed, and loungers offering many options to be out...
Oceanfront 2BR/2BA at Kona Nalu: Stunning Views, Ideal Location!
Kona Nalu offers spectacular oceanfront views from this two-bedroom, two-bathroom property with an updated kitchen and a great layout. Here's what you can expect from this private oceanfront property on Alii Drive:As you enter the property, you'll be captivated by the...
Kamoale Sands 9-410! Favorite locale near everything and ocean views!!
Kamaole Sands 9-410 is centrally located, offering a 2 bed / 2 bathroom unit, perfect for your Maui Vacation! It's just across from a large beach park and Kam III beach, providing stunning views of the ocean and West Maui Mountains.This spacious unit features vaulted...
Most desirable Ocean View Location 5 min walk to beach
At Maui Kamaole enjoy Hawaiian resort living on 23 lush tropical acres featuring 2 large swimmings pools with waterfalls and hot tubs, tennis courts and bar b q’s. Unit J117 is bright, beautiful, air conditioned with a Lanai and Ocean view. The fully equipped modern...
Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****
Beachfront condominium! Watch the sunrise and sunset from the deck, whale watching from the balcony and snorkeling right in front of this recently updated property. Access to the longest sand beach on Maui. Centrally located 20 minutes from the airport, Lahaina and...
Ultimate Ocean View Villa • Pool • Pickleball • Game Room • Gym • Club Access
**December 21 - January 4 is now available at nearly 50% Off!** The Kanini Estate is a recently constructed, beautifully furnished luxury villa in Waikoloa's premier oceanfront community of "Naupaka at Waikoloa." The Estate is located within walking distance of The...
Fabulous Oceanfront Two Bedroom w/Huge Lanai & Central A/C!
SPECTACULAR ABSOLUTE OCEANFRONT 2 Bedroom 2 Bathroom condo in Kailua-Kona!! The spacious lanai starts and ends your day in paradise. Enjoy your morning coffee and relax to the sound of the surf while watching whales (in season), spinner dolphins, outriggers, and the...
Tropical oasis on Kauai's north shore – perfect for couples and families!
Welcome to your home away from home! Nestled in a peaceful condo complex near Princeville and Hanalei Bay, our newly renovated two story, three-bedroom, two-bathroom retreat is the ideal getaway for families, couples, and/or friends seeking a relaxing escape in...
KKSR#10 Beautiful Corner Townhome, Steps from the Beach, AIR Conditoning!
Amazing Townhome#10! Corner location, highly desirable, lots of extra light! This beautiful townhome has a very special location, only a few steps away from the Salt and Pepper Sand Beach on site! Featuring 2 bedrooms, and 2 bathrooms, a beautiful option for your Hawaii...
Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck
Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient floor...
Wailea Ekahi 24C, Paradise in Style! Spacious 2 Bedroom 2 Bathroom, SLEEPS 6.
Welcome to Codge’s Beach House! This 2 bedroom , 2 bathroom unit (SLEEPS 6), was remodeled in late 2022 with ceiling fans, new split ductless AC's, brand new kitchen and bathroom and with a lot of thought for comfort and ease of use. We are on the second floor with 3...
Halehikiola: 3 BR, 2 BA House in Volcano, Sleeps 10
Aloha, we invite you to stay at our “house of new dawns.”Halehikiola was named for the refreshing way it evokes the Hawaiian value of Ka la hiki ola each morning as the house fills with light. As “the dawning of a new day,” Ka la hiki ola is the value of promise,...
Oceanfront luxury steps from the beach with pool, hot tub, balcony & central AC
Waipouli Beach Resort H202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say hello to Waipouli Beach Resort H202, your very own sliver of island paradise in the heart of all the...
I.P.M Presents: Villa C302 - Spectacular NEW Remodel + Great Ocean View!
SECURE YOUR RESERVATION WITHIN MINUTESSAFE AND SECURE ON LINE BOOKING AND PAYMENT PROCESS24 HOUR PROFESSIONAL PROPERTY MANAGEMENT SERVICES WAILEA BEACH VILLAS C302 NEW REMODEL COMPLETED NOVEMBER 2023 INCLUDES: New bedroom flooring and area rugs, new living room and...
Oceanside -Walk to Beach- Modern & Serene- 2BD, 2BA- Kihei Alii Kai-Full Remodel
PROPERTY SUMMARY:Serene and modern, this spacious 2 bedroom - 2 bath fully remodeled condo is conveniently located steps from an amazing selection of casual restaurants, fine dining, shopping and beach rentals, and all this directly across the street from both Kamaole...
#17 Large 1/1 Condo | 1 Bed, 1 Bath
Aloha! This is truly a special and unique part of the world. Condo #17, Hale Maluhia (House of Peace), sits OCEANFRONT on the Sea Mountain Resort at Punalu'u Black Sand Beach. It is a spacious separate one-bedroom unit, built in the 'Kama'aina' (Hawaiian bungalow)...
Modern bungalow with lanai, grill & outdoor shower - steps to Keauhou Bay
The ShackOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hawaii is calling- answer with this laid-back island bungalow. Just a step from Keauhou Bay and shopping center, this...
On Golf Course, Cedar Hot Tub, Walk to Beach, Market, Trails! BOHO Modern
Welcome to Paradise – The Luana HouseExperience modern island living at The Luana House, a Boho Modern retreat designed by a local architect and nestled on the scenic Makai Golf Course in Princeville. This newly rebuilt spacious 4-bedroom, 4-bath home features vaulted...
An Endless Summer 132- Poipu Beach, Kauai
Located on the most popular beach in Kauai for a reason! Sandy beach and warm ocean water with a large grassy area for lounge chairs for the best sunrise and sunset views! Be as busy or not as you wish..."An Endless Summer" unit 132 is a ground floor end unit taking...
Live like a Local. Stay at a Beautiful Boutique Get Away Mokuleia Beach Colony
Mokuleia Beach Colony is a perfect country base or north shore retreat in a manicured tropical gated community! 200 yards from the ocean. Easy private beach access, outdoor shower, heated pool, tennis courts, one reserved parking stall and pickball on-site. Fully...
Paradise at Mauna Lani- Private, Modern Townhouse
Welcome to ParadiseHidden away in the outer rim of The Fairways community in the coveted Mauna Lani resort area sits this spacious and modern 2 bedroom, 2.5 bathroom, 2-story townhome. This area along the south Kohala Coast of the Big Island is regarded as having the...
Luxury Condo at the Hapuna Beach Residences at the Mauna Kea Resort - C45
Stylish, island-modern residence housed within the renowned Mauna Kea Resort area overlooking the beautiful Hapuna Beach. Just steps to the ocean as well as amenities to allow for easy access to play, dine, unwind, and connect. Available access to both the Mauna Kea...
Hale Makani Nui: Sea-View Hilltop Villa Near Beaches
This lovely hilltop villa, Hale Makani Nui, or House of Strong Wind, is delightfully elevated, in every sense of the word. Its picturesque placement at the crown of a gently sloping lot gives an enchanting estate-like feel to the entire property, while also providing...
Brand New Luxury Maui Kamaole Condo Grd Flr D112
Mana Hale, Maui Kamaole D-112 is a totally renovated gorgeous ground floor, 1 bed 2 bath partial ocean view condo. It features a full kitchen, brand new air conditioning system, new amenities including large screen TV, Roku players, washer/dryer, workstation, and...
1 min walk to beach, New luxurious room with Ocean View!
Stunning ocean view, newly renovated and cozy bedroom, spacious living area and kitchen, with access ti rooftop pool, sauna...You and your loved ones will be close to everything when staying at this centrally-located place.Under 5 minute walk to:- 0.1 mi to Kalakaua...
Ground Floor & A/C- KBV11G2 - Sullivan Properties
This unit proudly features:• 1 BD / 1 BA (king + queen sofa sleeper)• Air-conditioning (central)• Ocean Views from unit• Fully Equipped Kitchen• Washer/Dryer• WIFI in the condo• Spacious with over 975 sq.ft• Stairs from parking lot• Sandy beaches with easy access on...
Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503
Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503Enjoy relaxing lanai Ocean, Diamond Head & Tropical views Peaking above the Waikiki Skyline. Clean completely remodeled & newly furnished air conditioned studio suite with...
Pohinahina Place – Serene Hualalai Estate with Ocean Views & Private Pool
Pohinahina Place is your private resort retreat. With an incredible view of the Pacific Ocean and overlooking the 5th green of the Hualalai Golf Course, this property is located right in the middle of Hualalai Four Seasons Resort. This beautiful oasis is nestled on a...
Brand New to the rental Pool Take Advantage of our Introductory Rates
This home has been beautifully upgraded with Solid hardwood Maple flooring throughout. The kitchen has Monkey Pod solid wood cabinets and granite counter tops throughout. The bathroom has a beautiful walk in shower, Koa wood countertop and large soaking tub. TV stand is...
Maui Resort Rentals: Honua Kai – 3 Total Bedrooms + Den w/ Lush West Maui Mountain Views!
This exceptional four-bedroom plus den offering combines three spacious neighboring suites to create the perfect gathering place for any large group or family. Boasting an incredible oversized lanai and spacious interior, Konea 212 is a luxurious two-bedroom mountain...
Fully Remodeled Modern Island Style!
Aloha and welcome to our condo, the Palms at Wailea 606. We’re looking forward to hosting you and making your vacation fun and enjoyable.The Palms at Wailea is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all...