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.
Kai Lani Luxurious Ocean View Gated Community, Two Master Bedrooms near Aulani
Please visit our exceptional vacation condo in the Kai Lani gated community, a part of the beautiful Ko’olina resort. Our ground floor luxury, executive-type condo is over 1300 Sq. ft. with a full ocean view from our lanai where you can sit at night viewing the sun...
Beautiful Secluded Hanalei Home One Block to Beach at Magnificent Hanalei Bay
TVRNC Permit #1020The Hibiscus is a beautiful 3BR 2BA Hawaiian-style home just one block from the stunning two-mile crescent beach at world-renowned Hanalei Bay.The furnishings, amenities, and setting make it a wonderful vacation home from which to enjoy the wonders of...
Wailea Elua: Huge Ocean Views, Pool, AC & Hot Tub
Summary:Nestled in the scenic beauty of Wailea, this inviting condo promises a delightful escape with everything you need for a memorable stay. Imagine waking up to ocean views, leisurely days by the pool, and evening strolls along the beach. This is a place where you...
Maui Resort Rentals: Honua Kai Hokulani 611 - Luxurious 6th Floor Interior Courtyard 2BR w/ Full Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pools, Hokulani 611 is a luxurious 2BR/2BA suite offering stunning ocean views from above the lush palm canopy. This expansive 6th-floor residence offers a generous 1100 sq ft interior providing the ideal...
Direct Oceanfront/Beachfront Luxury! Recently Remodeled
Experience a slice of heaven... Bask in the breathtaking views and sounds of the lapping waves from the lanai, living room, and master bedroom. Fall asleep and awaken gently to the sounds of the surf. Sit up in bed and gaze over the ocean, as easily as if you were on...
Palms at Wailea 1904! Nicely updated and great Wailea location!
Palms at Wailea 1904 is a nicely updated and well-located 2-bedroom, 2-bathroom condo in the beautiful area of Wailea. This condo is the perfect getaway for families or couples traveling together. It features a private lanai with lush garden views, making it a great...
Maui Resort Rentals: Honua Kai Hokulani 341 - Upgraded 2BR Ocean View Suite w/ Deluxe Corner Floor Plan!
Hokulani 341 delivers a tranquil interior courtyard location with stunning views of the Pacific Ocean. Gather, reconnect, and celebrate in this spacious 2 bedroom/2 bathroom deluxe floor plan which offers an abundance of interior living space and a 340 sq. Ft....
Spacious MAUI ground floor condo for 5, full AC, 2 min walk to Kamaole 3 beach
Welcome to your slice of paradise at Hale Kamaole unit 111! This spacious ground floor unit in South Maui offers the perfect blend of comfort, convenience, and island charm. Immerse yourself in the relaxed vibes of this low-density complex, boasting 2 pools, a tennis...
Maui Plantation Cottage Located Near Beach And Paia, Permitted Bbph 2017/0004
Hale Leialoha is a beautiful 2 bed 2 bath plantation style cottage located in "upcountry" Maui in the picturesque town of Haiku. Our Maui vacation rental is permitted (BBPH 2017/0004, SUP 2017/0010) and perfect for your memorable Hawaiian vacation dream! Hale Leialoha...
Tropical Pauoa Beach Oasis – 3BR Home with Hot Tub & Lanai
Balinese-style home -Steps from the beach with access to the Big Island's premier Pauoa Beach amenities3 bedrooms, each with an en-suite bathroom and additional outdoor showerLuxury mattresses and bedding in all bedroomsUse of the unit’s 6 person golf cart is included...
Wailea Ekahi Village 3C - 1 Bedroom Garden View Condo
Wailea Ekahi 3C is a captivating vacation rental that offers a truly idyllic island getaway in the heart of Maui\'s picturesque Wailea resort area. Nestled within the lush, meticulously-maintained 34 acre Ekahi Village complex, this spacious one-bedroom, one-bathroom...
Low price special - 15 ft from the water 180 deg views 2bed/2ba unit Views Views
Feel the ocean air and hear the waves crashing as you let Maui sink in. Enjoy the rare wrap around oversized lanai with awe-inspiring views. Lots and lots to see, including turtles, rainbows and whales (during whale season). The place is very bright and beautiful....
Stunning distinguished villa with tranquil views
Kapalua Golf Villa 18V4 is a 1-bedroom, 2-bathroom villa that accommodates 2 guests and just completed a full remodel in December 2022. Feel at ease when arriving through your private entrance, welcoming you into a beautiful and bright living room boasting brand new...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 17
Condo #17 is a garden view unit located on the lower level. This condo will sleep 4 comfortably with a King Size Bed and a sleeper sofa in the living room. Amenities included in this unit are the split system A/C, ceiling fans and TV in both the bedroom and living room....
Kilauea Ocean Bluff Estate – Luxury 2-Bedroom Home with Secluded Beach Access
Escape to this enchanting 12-acre estate with panoramic ocean, mountain, and river views. The main residence, guest bungalows, and bathhouse form a connected compound amid lush gardens. The great room with Teak sliding doors opens to the garden and ocean view. Custom...
Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanfront Offering, Over 3300 combined Sq. Ft. w/ Built-in Viking BBQ!
This phenomenal five-bedroom oceanfront offering at the popular Honua Kai Resort on Kaanapali North Beach combines a stunning 3BR oceanfront residence with a neighboring 2BR partial oceanview suite to create the perfect gathering space for large groups and families to...
Maui Resort Rentals: Honua Kai - 9 Total Bedrooms, Over 6000 Combined Sq. Ft., Gorgeous Oceanfront Views!
This remarkable nine-bedroom offering brings together four neighboring suites to offer a total sleeping capacity of up to 26 guests. Perfect for large groups or families, this premiere offering allows guests to enjoy the space of a luxury home with all the advantages of...
Beautiful Princeville Villa ~ 2 Bedroom ~ Wyndham Bali Hai
Club Wyndham Bali Hai Villas nestled high into the cliff terrain of Princeville near the challenging Makai golf course, Kauai's leading resort community blends natural and man-made pleasures into magnificent harmony between the lush, tropical mountains of Kauai's north...
Waipouli Beach Resort Gorgeous Luxury Ocean View Condo! Sleeps 8!
Waipouli Beach Resort Gorgeous Luxury Ocean View Condo! Sleeps 8!Kauai Calls! Premier Luxury Gorgeous Oceanview! One of the most gorgeous views of the resorts tropical grounds, the beach and the ocean during the day; and, at night the fire glow of the tiki torches...
Kihei Surfside 214 - 2 Bedroom-2 Bath Luxury Oceanfront Property with AC
* Accommodates up to 6 people! * Air Conditioned.* Great condo in a great location. * This ocean front condo has been upgraded. * Unobstructed ocean view - 150 feet from the ocean - Watch the whales from your private Lanai. * 100 feet from one of the finest beaches in...
Magical Lava Temple Eco-Retreat w Volcano Views and Black Sand Beaches
Experience an unforgettable stay at the Magical Lava Temple, a 3BR/1BA off-grid sanctuary located 4 miles from the base of the world’s most active volcano. Surrounded by lava fields and breathtaking views, this open-air loft offers a unique connection with nature....
New Luxury Remodel, Ocean End, On the Beach! 5-STAR Luxury Condo In Resort
Escape to Paradise: Mana Kai 503 – Maui’s Premier Oceanfront Luxury Condo RentalNew “Fill the Fridge” Option Now Available – Call 808 General Store located at the bottom of building 808-856-0052Immerse yourself in the ultimate Maui vacation rental at Mana Kai...
Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness Center
Spacious 4-bedroom, 3.5-bathroom condo features two master bedrooms with En Suite bathrooms, upgraded amenities such as A/C, Marbau flooring, granite countertops and Bosch appliances, a washer, dryer and much more!The sparkling new Pili Mai Resort is an open-skied...
Private, Peaceful Modern Retreat, Golf Views, 3/3, Lanai, AC, Outdoor Hot Shower
Open space & mountain views Covered lanai Easy access to walking paths Gas BBQ Outdoor hot shower Fully equipped kitchen Air-conditioned bedrooms Ceiling fans in every room Rich wood flooring Media room 65” Smart TV with YouTubeTV & streaming access 12” Queen-size...
Poipu Prime Location near Hyatt - Well-Appointed Home with Hot Tub in Courtyard
Located in the Bayview Neighborhood of the upscale Poipu Kai Resort here on the sunny South Shore of Kauai, our guests have access to the Poipu Kai Resort pool and tennis courts. This 3,800 sqft two-story home is just a short stroll west along the tropical walkway to...
Mauna Lani Fairways #204: Tropical Home w/spa, lanai, lagoon pool & activities
Welcome to Mauna Lani Fairways #204, a refined two-bedroom, two-and-a-half-bath townhome set within the gated Mauna Lani Resort along Hawai‘i Island’s celebrated South Kohala Coast. With serene garden and fairway views, thoughtful design, and complimentary access to...
Kahana Manor #603 - Vacation West Maui - Oceanview Near Beaches and Restaurants
Rest peacefully on our incredibly comfortable beds and wake up refreshed, ready to embark on another incredible day in Maui!This charming condo features:2 bedrooms and 2 bathrooms, accommodating up to 6 guestsSituated in an amazing location in Northwest Maui, with close...
WORLD CLASS Special May Disc 13-18 & 25 to 6-1. Full AC, 2 Suites 550
Spectacular views from high on top of the cliffs of Princeville. This top-level condominium is terraced at the edge of the bluff, commanding unobstructed blue Pacific Ocean views, including Hanalei Bay. Easterly trade winds caress the property with refreshing tropical...
Newly Renovated High-end 1 bedroom, 2 bathroom Wailea Condo close to beach
The Palms at Wailea #1804 has been completely renovated, be among the first to enjoy this brand-new high-end renovation in Wailea in which every room has been updated. This bright, spacious condo has a refreshing beach personality, 1000+ sq. ft., and 2 large lanais for...
Plantation Hale Suites J1, AC, Walk to town, Near Beaches, Wifi
Welcome to Plantation Hale Suites Unit J1 on the beautiful island of Kauai! This unit is a ground floor, end unit.Experience the best of Kauai at our Kapaa vacation rental, centrally located on the Royal Coconut Coast in Wailua. Whether you're here for relaxation or...
House close to beach, North Shore, Oahu
Located on the countryside of Oahu between the ocean & the mountains, you will be in the perfect spot to experience what Oahu has to offer.Close to world famous North Shore, Turtle Bay Resort, popular surf breaks, snorkeling spots, sea turtles, & much more!Only 2 min....
Maui Dream Place at Maui Kamaole G-209, Direct Ocean View, 2 Story Modern Condo
Maui Dream Place is our vacation home rental property in Maui, Hawaii. This two story condo has plenty of space for your family, plus hotel-style amenities which include access to two swimming pools, hot tubs and tennis courts. In our opinion, our condo has the best...
Kuilima Condo on the 18th Hole - 5 Minutes to Beach
Aloha! Come enjoy your Tropical Hawaiian Vacation in our beautiful, clean, and relaxing one bedroom and two bath condo with all the conveniences of home. Our spacious condo is the perfect blend of tropical seclusion amidst all the amenities offered by a world-class...
Kalia'i Marriott, Beach Club weeks are available in 2025
This listing is for a studio or hotel type room suite. A studio comes with a Murphy wall bed with a real mattress and a kitchenette. A hotel room comes with a king bed and a seating area that turns into an additional single bed. Marriotts owners calendar does not sync...
Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C . 2nd Floor Unobstructed View
Royal Mauian #212 LUXURY OCEANFRONT condominium on the SECOND floor (Unit #212) is 30 feet from the ocean at the CENTER of Royal Mauian Resort allowing you to enjoy the 180 degree panoramic UNOBSTRUCTED CENTRE ocean view of the Pacific Ocean. A few steps from the Royal...
Waterman’s Paradise Beach Toys Kayak/SUP & A/C! TVR 4238
Mana Kauai Island Vacations Presents the Kalihiwai Beach House.Kayaks, boogie boards, surfboards, and stand-up paddleboards are yours to be enjoyed every day of your vacation. No need to pay the high rental fees.Kalihiwai Beach is one of the secret gems on the north...
BEAUTIFULLY REMODELED OCEANFRONT ONE BEDROOM 2 BATH CONDOMINIUM
Oceanfront Paradise in Kona Alii – Beautifully Remodeled 1-Bedroom CondoEnjoy breathtaking, unobstructed ocean views from this fully remodeled 1-bedroom, 2-bathroom condo in the heart of Kailua-Kona. Located in the sought-after Kona Alii Condominiums, this upscale...
Ka'anapali Vista: 4BR Home with Pool, AC, BBQ & Outdoor Shower
This is a legally permitted vacation rental according to the County of Maui ordinances.Heavenly Ocean Views with Your Private Saltwater Pool & Lanai at KAANAPALI VISTAAloha e komo mai—welcome to your Maui paradise, where the spirit of aloha embraces you in every...
NEW Luxury OCEAN & SUNSET View with Huge Wrap Around Lanai and GOLF DISCOUNTS
Newly Listed Luxurious XL Ground Floor Hawaiian Condo with Stunning Sunset Views, overlooking the 3rd hole of the Waikoloa Beach Nine at Kings Golf Course. Enjoy huge golf discounts as Guests of Gold Members. Escape to your dream vacation at our beautifully appointed...
2 Bed/2 Bath Hawaiian Vacation - Walking Distance to Beaches, Shopping & Golf
Welcome to Island Therapy! Located just 20 minutes north of the Kona (KOA) airport, this 2 bedroom, 2 bathroom villa offers all the amenities for a wonderful Hawaiian vacation. Stop at Costco on the way from the airport and pick up everything that you need and prepare...
Very Private location. Amazing View. The Cliffs 6302
The Cliffs Resort charges a $15 parking fee per vehicle per night. We have included the charge for one vehicle in our nightly rate, so you don’t have to pay it at check-in.From the moment you enter Cliffs 6302 and see the breathtaking ocean front view, you will feel...
Fully Renovated Oceanfront with Air Cond. Ground Floor Unit with Spacious Lanai!
Come enjoy our fully renovated condo - we've meticulously renovated the kitchen, bedroom, bathroom, and the tile floors! And, we have AIR CONDITIONING! We are one of a few units in Kuhio Shores (and in Poipu) that has installed A/C! This makes our condo perfect...
Villa Moana 4 Bedroom
This is a listing for the top floor of our larger two-story eight bedroom villa. We sometimes rent just the top floor during certain periods of the year. The top floor is a 1,900 sq. ft. home with 4 bedrooms and 3.5 baths, an expansive covered deck, sliding glass walls...
Amazing OceanView, Best, Front Row, Retractable Awning for Lanai! Relax, Enjoy!
NEW:Why Rent this condo at Maui Kamaole, Kihei, HI, USA?You are ready for an escape to a beautiful location and relax at a home base that allows you access to ask Maui had to offer.CONSIDER THE FANTASTIC LOCATION in Maui, HI, USA, THE SPECTACULAR VIEW, OWNERS'...
Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!
Aloha! E Komo Mai (Welcome) to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu and conveniently located just 25 minutes from Honolulu! We would love to have you come stay with us!!Our fully equipped luxury 15th-floor penthouse is located in the Ocean...
Hale Ohana Hau'oli - Charming Kukui'ula Villa with Geometric Pool + Spa!
From the striking stone-pillared entry to the enchanting backyard banyan tree, this delightful Kukui'ula villa radiates an irresistible island-style ambience. Indoors and out, Hale Ohana Hau'oli teems with beautifully curated details: tasteful contemporary furnishings...
The Grand Islander, a Hilton Grand Vacations Club
Discover the beauty of Honolulu from this adorable 2-bedroom resort. The rooms feature 1 king bed in primary room and 1 king or 2 double beds in the second bedroom. perfect for a serene night's sleep. Enjoy the convenience of 2 full bathroom with showers and a cozy...
OCEANFRONT BR/1BA with BREATHTAKING VIEWS! nParadise Found!
WATCH WHALES JUMP OUT OF THE WATER FROM OUR PRIVATE LANAI. Whale Season Dec-Apr. Located on beautiful Kahana Beach, our remarkable property offers captivating views of Molokai and Lanai. Immerse yourself in the perfect harmony of tranquility and convenience, with...
Center of Waikiki - 1 Bedroom 3 Queen Size Beds
THOUGHTFULLY CURATED BY OWNER/ARCHITECT TO CREATE A STRONG SENSE OF BELONGING.YOUR ULTIMATE HAWAIIAN RETREAT IN THE HEART OF WAIKIKI31st-floor corner unit in the Island Colony Aqua hotel building. You are in the CENTER of Waikiki, surrounded by shops and shopping...
Waimanalo 4 Bedroom / 3 Bathroom Private Home
This home includes ocean views, a rooftop deck, and a heated pool. Enjoy breathtaking views of the majestic lava-formed Ko'olau mountain range and only steps to the # 1 rated beach In the world (2015), Waimanalo Beach, famous for the filming of Magnum PI, Baywatch,...