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.
Ocean View Studio at Islander on Beach with AC
Island Escape – Ocean View Corner Studio at Islander on the Beach 309Welcome to Island Escape, a rare top-floor corner studio at Islander on the Beach. Nestled along Kauai's stunning Royal Coconut Coast, this bright and breezy retreat offers panoramic ocean, garden,...
1D Aloha Manor is Elegant Gated Oceanfront Luxury Living with A/C!
Welcome to Serenity. Large Ocean Front Home with Vast Views of Sea and Sky. Watch the Whales, Dolphins and Giant Sea Turtles. Soak in the View of Turquoise water in this Hawaiian Paradise from your Living Room. This home is absolutely Elegant. Open, Light, and...
Relax and Regenerate on Kauai's North Shore
Located at the tropical complex of Nihilani at Princeville, this spacious, two bedroom, two bath 1,400-square-foot town home #26B is close to the lovely pool that includes a jacuzzi and large covered BBQ area. The upper level of the pool has a shallow kiddie area shaded...
Amazing🌈 Views, Upgraded 36th Floor Condo! Affordable Luxury, FREE Prkg ,Wifi
Welcome and Aloha to 'Mountain Retreat' a premier one bedroom Condo in the Waikiki Banyan complex. If you prefer a Diamond head Ocean view, checkout our VRBO listing http://www.vrbo.com/196157'Mountain Retreat' offers Exceptional Quality, Unsurpassed views, quite,...
Waikiki Banyan OCEAN VIEW Plumeria Suite - lots of amenities, free parking, Waikiki Beach
Enjoy breathtaking ocean views on the 30th floor!Want to be steps away from the beach, indulge in a fully-equipped kitchen to cook any meal, and relish in the astonishing ocean views from a wonderfully remodeled 1 bedroom unit at the Waikiki Banyan?Welcome to the age of...
Keauhou Palena 1102, 11th Fairway Of Golf Course, Quiet & Beautiful Surroundings
Close to dining and shopping in nearby Kailua-Kona Village the Keauhou Palena is a great vacation get-away.The Keauhou Shopping Center is with-in a short walk. It offers interesting shops, restaurants, a large super market, a great farmers market every Saturday, cinema,...
Puakenikeni Hilo Hale
Private unit in a lovely open oasis of a yard with fruiting trees and flowering shrubs. Has its own dedicated serene yard space with a picnic table bench and grill for outside enjoyment. It also has its own dedicated parking next to the unit. Property is conveniently...
Garden view. Free WiFi & phone (US only) Many extras. Great Kihei location
This is a beautiful condo decorated with a tropical theme. Sleeps 2-4. It has a new A/C unit in the living room, quiet ceiling fans in the living room and bedroom, and sunscreen and drapes to prevent overheating in the afternoon. On many days the cool ocean breezes...
119 night April discount Ali'i Dr location, Clean, salt water pool by Poke shack
Inviting Vacation Rental in Kona, HawaiiHolualoa Gardens, nestled along the scenic Great Ali'i Drive, offers a perfect haven for your Hawaiian getaway. This charming one-bedroom condo is ideally situated near the iconic Banyan surf spot, tranquil Lyman's Bay and up the...
Poolside, Ground Floor and Beach Gear Included! Waikoloa Beach Villas B3
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas B3Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: One Queen BedBeach Equipment: All of our vacation rentals include beach...
Island Surf 506 | Incredible Views + Amenities!
Within steps of sunny Kalama Beach’s warm turquoise waters, you’ll discover the perfect Maui, Hawaii getaway for a romantic retreat or small family vacation or friends’ trip at Island Surf 506.Light, bright, and beautiful, Island Surf 506 has everything you need...
Includes Beach Gear! F1 Na Hale o Keauhou
Na Hale O Keauhou #F1 on the Big IslandThis vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedroom Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two Twin BedsAmenities:Beach...
Romantic Oceanfront Studio with Gorgeous Ocean Views Overlooking Napili Bay w/AC
Newly remodeled oceanfront studio at Napili Shores Building A 204 with sweeping views of beautiful Napili Bay. A few steps to the white sand beach of Napili which has been named the most beautiful beach in the world by Travel and Leisure 2017. No need to leave the...
Turtles and Whales with 25% Sale into 2025 , Ocean Views, Great Sunsets with A/C
Unit C-15 at Napili Point is under new ownership and new to VRBO starting September 2022. Currently we have entered into a lease with FEMA to house a Lahaina Fire family from February 1, 2024 to July 31, 2025. Therefore this unit is unavailable to rent during this time....
206 - Gorgeous Remodeled Oceanfront One Bedroom Unit! Fantastic!
* This is one of the premier one bedroom one bath units at the Kihei Surfside! * This ocean front condo has been significantly upgraded * 70 feet from the ocean - Watch the whales (in season) from your private Lanai * 100 feet from one of the finest beaches in Maui -...
Poipu Beach Townhouse, 5 Minute Walk to Brenneke's Beach and Pool
Spacious 1600sq ft,2 king beds,2+ baths ,beautifully furnished. ALSO THE PROPERTY WILL BE FULLY AIR CONDITIONED STARTING NOVEMBER 23, 2024.Located among the lush acreage of the Poipu Kai Resort and within a 5 minute walk of Brenneke's Beach and another few minutes along...
Last min May opening! Love watching sunsets and dolphins from this large lanai!
A perfect place to relax watching whales, dolphins not to mention beautiful sunsets!! This newly remodeled 2 bedroom 2 bathroom ocean front condo on the top floor with large lanai has new furniture, beds, bedding and more! The building has an evaporative cooling system...
$149 a night Book Now B -208 Ocean View, Pool
Welcome to Waiohuli Beach Hale B -208, your peaceful Maui escape in an oceanfront paradise!Located upstairs in this charming low-key complex, B-208 is beautifully remodeled with granite countertops, tiled floors, modern cabinetry, and a fully equipped kitchen with...
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
Beautiful, spacious, Kihei Maui ocean side of road, two bedroom, two bath condo. Maui Sunset, unit B201. Top quality remodel in 2015 with granite counter, custom kitchen and bathroom vanities. Enjoy the garden view and all the amenities of the highly acclaimed Maui...
Hawaiian Aloha Treasures 808 2 Bedroom Suite
Check out our website https://www.hawaiianalohatreasures808.com/book-apartment/ for discounts when booking with 2 or more cultural experiences!Quaint and cozy 2 bedroom with living room/kitchen area and full bath located in a safe, country neighborhood next to the Pride...
KKSR#6101 REMODELED GROUND FLOOR CORNER END UNIT, OCEAN/GOLF COURSE VIEWS!
Welcome to the Listing Page of Keauhou Kona Surf & Racquet Club #6-101!This spectacular ground floor, highly desirable corner unit has an impressive 1,188 interior square feet featuring 2bedrooms & 2 bathrooms. The property is uniquely positioned in the development and...
Beautiful 3 Bedroom Oceanfront
New Kitchen, bathrooms, carpeting, bunk beds and couch! Our three bedroom, two bathroom oceanfront condominium offers luxurious accommodations for up to eight people. Situated within the Kahana Outrigger Resort - a low-rise, low-density complex of only 16 units, located...
Resort-Style Rental - Ocean View, Pool/Hot tub/Gym
This luxurious resort condominium with spectacular views is located along the 12th fairway of the Waikoloa Beach Golf Course and is exclusive only to residents and guests. From the shimmering blue ocean and breathtaking fiery sunsets, to the volcanic mountain top of...
Ocean View! Golf Course Princeville Townhouse! Walk to Beach! High speed WiFi
Brand new remodel!Experience the beauty of Kauai's North Shore through this luxuriously appointed townhouse situated right on Makai Golf Course with mesmerizing ocean and mountain views. This brand new remodeled 2 bedrooms, 2 bathrooms Townhouse is in the heart of the...
Casa Tropical Kona in Kailua-Kona with an ocean view & pool - walk to the beach
Casa Tropical Kona -Kailua Bay Resort 2-201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfectly located in the heart of Kailua-Kona, this one-bedroom condo is affectionately...
Kauai Adventure Base Camp. Let this be your Gathering Place! A Spectacular Pool to Enjoy!
This Resort is a Dream and right on the Beach. Just Steps to the Warm Turquoise Ocean. Kids and Adults alike will love the Lazy River to the Huge Pool. Hot Tubs are Incredible. This Large Home is a Great Room Concept, full of Light. Elegance and Quality Abound. 2 Full...
Prestigious oceanfront condo, perfect location
Experience the complete Maui vacation when entering the top floor luxurious Mana Kai 810, a prestigious 2-bedroom two-bathroom ocean front condo. This unit offers everything you need for the perfect vacation. From location to amenities Mana Kai has it all. Mana Kai is...
Newly Renovated Sweeping Ocean and Diamond Head View Waikiki Condo
Sweeping view of Ocean and Diamond Head from beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and...
Hale Mano - TVNC 5047 - A mod beach cottage on the sunny, south side.
Hale Mano (The House of Sharks) is a 3-bedroom, 2-bath home built in 1963 from solid California redwood. Located on a cute residential street, it's the perfect getaway from the typical resorts. You will love this well curated, retro, beach house that's just a 6 minute...
Mauna Lani Terrace E201
Mauna Lani Terrace E201 offers a nice ocean view out over the ponds. This one bedroom villa has been nicely upgraded to include granite counters and stone floors. The living area has a sleeper sofa with two chairs that faces a LCD television and looks out over the ocean...
Aloha Condos, Na Hale O Keauhou, Townhome D-6, Ocean View, AC
Best location at Na Hale O Keauhou and added to the website on December 18, 2014. • Beautiful Ocean-View Gated Complex• Large & Luxurious 2 & 3-Bedroom Townhomes• Resort Pool, Spa, Clubhouse & Fitness Facilty• Pavilion with Kitchen• Golfing, Swimming,...
Kona Reef#A-7: Direct Oceanfront Corner Unit,Newly Remodeled, AC,Walk to Town
Completely Remodeled First Floor Corner End Unit, One of the Best. Direct Oceanfront. THIS IS ONE OF ONLY 2 UNITS THAT HAVE LARGE LIVING SPACE 2 FULL BATHROOMS AND WINDOWS GALORE!Enjoy Split system AC that's Quiet AC & cools the bedroom or the living room or both!...
Kaanapali Villas, Oceanfront Luxury Maui Condo #180
We welcome you to stay and relax in our well appointed oceanfront luxury, villa. Our villa offers breathtaking ocean views and is decorated with the finest touches. This one bedroom villa accommodates only two adults. The gourmet kitchen features custom cabinets, GE...
Villa Kai Lani - Oceanfront Poipu Home with Pool, Spa & AC
Located on the dramatic Poipu Beach coastline, this distinctive estate among our Kauai oceanfront rentals offers its guests breathtaking views, unique architecture and a spacious layout. The five bedroom residence opens up to the ocean and is designed to fully take...
Ocean Front, Kuhio Shores, 30 ft = 9 m from water! A/C
ON THE OCEAN condominium "Turtle Haven" steps from the sea near Poipu with spectacular views. Swim, surf, snorkel, sunbath or just relax in a peaceful corner of Kauai Island. Dazzling views of the tropical Pacific Ocean welcome you as you step in the door. Your unit...
Luxurious, Remodeled 2-bed/2-bath, Wrap-around Lanai, Short Walk To Beach!
Bright, Airy, Spacious 2-bed/2-bath, Ground Floor - Aloha & welcome to Makanui @ Poipu Kai Resort. This wonderfully appointed 2-bedroom, 2-bathroom ground floor condo features an upgraded kitchen and bathrooms with granite countertops, stainless steel appliances and...
Sugar Beach Resort Condo w/ Shared Grill, A/C-Surf, Bike, Golf, More
Sugar Beach Resort 225Our 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...
OCEANFRONT CONDO - $359-May 15! Kihei Sands Beachfront Condos-B8
We can't wait to welcome your party of 4 to Kihei Sands Beachfront Condominiums B8 in sunny South Maui! Condo B8 is a 2-bedroom, OCEANFRONT townhouse-style condo on the 2nd level (no elevator) with stunning views of Haleakala, West Maui Mountains & Pacific...
WAILEA EKAHI 28C 2 LANAI'S GROUND LEVEL, OCEAN VIEW
COMPLETELY RENOVATED WITH GREAT LOCATION . WONDERFUL MORNING AND EVENING OCEAN VIEWS. LOCATED NEXT TO ONE OF THE 'QUIET' POOLS FOR AFTERNOON COOLING OFF. PLEASE NOTE :**The State of Hawaii will most likely be increasing the transient accommodation tax by .75% effective...
Charming Blue & White Beach Bungalow! A/C washer/dryer. 200 yards to the beach!
This condo is decorated and furnished with a comfortable tropical, 'home-away-from-home' feel. Since it is family-owned, we take great pride in keeping it immaculately maintained. The on-site management team, Castle Resorts & Hotels, will ensure that during your stay...
Paradise! Peaceful Oasis & Ocean View! Walk 2 Magic’s Beach! Free Parking! + AC!
Aloha!! Come experience this spacious, 2nd floor, 2-bedroom 2-bathroom tropical gem at White Sands Village Condominiums!! See our walk-thru VIDEO on YouTube!! https://youtu.be/37QtTgWOpoA (Sorry! A VRBO issue will not allow a hyperlink!) Truly a fabulous location - just...
Surf and Racquet Club Paradise with Pickleball Courts/Pool/Air Conditioning
TIKI HALE LUA welcomes you to a beautifully uodated 2 BR / 2 BA Townhouse at Keauhou Kona Surf & Racquet Club. Our townhome, in this oceanfront complex, exudes pride of ownership with beautiful & comfortable furnishings, art work, entertainment systems, items for beach...
🏖️Ocean Front | Beautifully Appointed | Gated | vrKCV
vrKCV - Villa Kai at Kona Bay Estates, Professionally Managed by Kona Coast VacationsExperience Island Luxury at Villa KaiDiscover the essence of Hawaiian living at Villa Kai, a luxurious oceanfront villa that offers unparalleled comfort, privacy, and breathtaking...
Maui Resort Rentals: Marriott's Maui Ocean Club 2 BR Oceanfront Suite
Freshly Renovated 2 Bedroom Oceanfront Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation! Family time is limited, make the most of your vacation time with an out of this world Ocean front experience. Why pay for a small hotel room...
Kuhio Shores #412 - Amazing Panoramic Top Floor Views and A/C!
This one bedroom one bath oceanfront unit is on the fourth floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting a sandy bay this four story complex offers some of the best ocean views, swimming and snorkeling available in Poipu! The interior of this...
Forever Ocean Views. Best Deal on Maui - Lowered Rates!!
Our Villa is located in Building 28 at The Ridge. It is one of the 2 best located of the 29 buildings at The Ridge. The Villa has 2-bedrooms and 3-bathrooms and everything including access to the Villa is ground level. The master bedroom has a king size bed (with the...
❤️PiH❤️OHANA TREASURE★ Closer to KaMilo Pools★ Bikes & Beach Gear
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Ohana Treasure, a part of our Hawaiian Luxury Collection.Ohana Treasure at KaMilo is a wonderful 4 bedroom home in the exclusive Mauna Lani Resort.We pride ourselves on provide some of the most sought after...
Snuggled against the ocean! Waterfront condo #119
Unit 119 is ocean front and truly you cannot get much closer to the Cove and the water. This unit has extraordinary views of the Cove turtles, spectacular sunsets with breathtaking sceneries for photo taking from the lanai. This unit has been home away from home for our...
Kulani - 2 bd Spectacular Views, A/C, Pool, WI-FI
Spacious air conditioned, two bedroom-two bath condo; a tropical paradise in the heart of Hilo. Comfort with Aloha.Kūlani—close to paradise in Hawai’ian.Kūlani and the peace and tranquility of its tropical setting are your welcome to Hilo. — Three private lanais...
Cozy Condo Across the Street from the Ocean!
The locationOur condo is in the perfect location – stroll down the private tropical grounds and into Kam II – one of the best beaches in Kihei! Kam II is a 2-acre beach park that features a lifeguard station, picnic tables, grills & restrooms, and is one of the best...