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.
5 Star Rated Maui Banyan Beach Studio Suite 750 Feet to the Beach
Perfect location? YES!Beach access? YES! Pool? 2 of them. YES!Hot tub? 2 of them. YES!Parking? YES!WiFi (500 MBps) YES!Paradise awaits at this 5 star rated (on other platforms) new to VRBO listing. Come enjoy one of the best properties in Kihei. Walk to restaurants,...
KBM Resorts: Napili Point, NAP-B26, 1 Bedroom Condo w/ luxury amenities, Includes Free Rental Car!
Oceanfront 1-bedroom condo at Napili Point with private lanai, queen bed, full kitchen, soaking tub, A/C, & stunning sunset views-steps from snorkeling, sunbathing, & Maui's natural beauty.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Live Local Redwood Pole house panaramic Ocean views quiet convienent nbrhood
. Wailupe is on mountain side , 5 blocks facing ocean. enjoy tennis, bball/park across street, great views. Convenient location to town, Waikiki 4 miles away. Two bedrooms in large great room. Main bedroom has a queen size bed, sons room has a twin, and living room has...
2 Bedroom Premier (2BX) at Grand Waikikian, a Hilton Grand Vacations Club
Step into the tropical oasis of The Grand Waikikian by Hilton Grand Vacations Club and prepare for the Hawaiian vacation of a lifetime! Nestled within the renowned Hilton Hawaiian Village® Waikiki Beach Resort, this upscale resort offers a perfect blend of island...
Maui Resort Rentals: Honua Kai – 4 Total Bedrooms + Den w/ Beautiful Ocean & Mountain Views!
Unquestionably one of Honua Kai’s best values, this exceptional 4BR plus den offering combines two neighboring partial oceanview suites with an adjacent mountain view suite. Together, the residences provide the perfect retreat for large groups or families seeking a...
🏖️Ocean Front - Direct View of Kailua Bay | Concierge Included | Nicely Renovated
vrKCV - Alii Villas 329, Professionally Managed by Kona Coast VacationsWelcome to Your Kona Home Away from Home at Alii Villas!Discover the perfect island escape for families or couples seeking relaxation, adventure, and unforgettable sunsets. This beautifully upgraded...
One-Bedroom Suite with Queen Bed, Romantic Getaway, Fitness Center and Pool!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Beachfront Luxurious Hawaiian Oasis
Summary:Experience the beauty of Hawaii in our luxurious beachfront four-bedroom home. - Cozy queen and king beds for restful nights - Spacious living area with plush sofas and large flat-screen TV - Fully-equipped gourmet kitchen for culinary adventures - Private patio...
Kapalua Golf Villa 15T2 - Remodeled 1BD with Coastal Vibes!
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Experience Golf Course Luxury at Kapalua Golf Villa 15T2Welcome to Kapalua Golf Villa 15T2—your private retreat in one of Maui's most prestigious resort communities. This beautifully upgraded...
Wyndham Makai Club Cottages|Two 2BR/2BA Suites - Sleeps 12!
Summary:Explore all the beauty, fun, and heritage of the “Garden Island” from your private cottage, situated serenely along the first fairway of the Trent Jones-designed Makai Golf Course in beautiful Princeville.The Space:This listing is for two suites at Club...
Kihei Condo 8-363 - Steps to Kam II Beach and Sunsets
Welcome to your perfect Maui getaway at Kihei Kai Nani 8-363, where Aloha Chic design meets stunning sunset, sunrise and mountain views. This thoughtfully appointed 1-bedroom condo is at the back of the property, furthest from the main road, making it more peaceful....
Waikiki Gem! Renovated, Steps Away From The Beach!
Prime location and fully renovated studio! Revel in vibrant hues, new furnishings, and a lanai offering a peekaboo ocean view. Enjoy comfort with a kitchenette including basic cooking utensils and a luxurious bathroom. Explore our modern oasis, ideally located within...
Waipouli Beach Resort Courtyard View 1 BD 2 BA
Courtyard View 1 Bedroom 2 Bath- Spacious condo offers full kitchen to include granite countertops and includes Wolf cooktop and convection oven, microwave, 2-drawer Fisher-Paykel dishwasher, full size Sub-zero refrigerator, coffee maker, blender, toaster, cookware and...
Charming Coconut Plantations 2/2.5 Townhome in Ko Olina Resort Community
Situated on the 13th fairway of the famous Ko Olina Resort, overlooking a beautiful pond inhabited by the graceful Ko Olina black swans, this fully furnished single level, 2 bdrm, 2.5 bath home feels like your own private oasis in an exclusive gated community. This...
Royal Kahana Maui 410 Oceanfront 2 Bedroom
- 4th floor 2 bedroom ocean front condo- Vinyl and flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed- twin sofa bed - Washer/dryer in unit- Central...
Comfortable, Spacious with Great Location in Waikiki!
1 Bedroom Ocean View on the 9th Floor of Discovery Bay! Fully equipped and furnished condo with complete kitchen including dishwasher and built-in microwave. Unit has been recently updated with new furnishings and artwork and new refrigerator and range. The remodeled...
Oceanfront Bliss at Makani A Kai, AC Included!
Welcome to Makani A Kai Unit A8, your perfect Hawaiian retreat nestled on the tranquil shores of Maalaea Bay in Maui. This charming 1-bedroom, 1-bathroom beachfront ground-floor condo offers a serene escape with all the comforts of home, ideal for couples or small...
Menehune Shores #119 – Stylish Oceanfront Retreat with Luxe Modern Finishes
Menehune Shores #119Experience effortless oceanfront living at Menehune Shores #119, a welcoming ground-floor condo with beautiful views and direct access to the grassy lawn and beach. This two-bedroom, two-bathroom retreat is thoughtfully designed to offer comfort,...
Wailea Elua Village | 2108
Welcome to Wailea Elua Village #2108. This two-bedroom, two-bath residence is fully remodeled and redecorated, features an extra-large floor plan of more than 1,500 square feet, and boasts gorgeous, elevated views of the ocean, off-shore islets, and lush tropical...
Premium One Bedroom Two Bath Ocean View - Breathtaking Views
Soak up tropical ocean views from this spacious 11th floor one bedroom unit, featuring a fully equipped kitchen and private balcony. There is a king size bed in the bedroom and two full bathrooms. Located on the beautiful Kaanapali Beach, steps away from 3 first class...
Stunning Luxury Family Estate in Kona
In 1998, the Lenett family decided to purchase a plot of land on the beautiful Big Island of Hawai’i, after years of visiting as tourists. The Lenett's, natives of San Francisco, fell in love with the island’s natural beauty, tropical weather, and kind people. For...
The Bay Club, a Hilton Grand Vacations Club - 2 Bedroom - AD5
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Panoramic Ocean View condo with AC, WiFi in beautiful Waikiki
Right in the heart of Ala Moana corridor, 1 block to the beach. Everything is walkable: Waikiki Marina, Magic Island, Hilton Lagoon, Ala Moana shopping mall. Gorgeous Sunset view and Friday Night Fireworks!
Waipouli Beach Resort Garden View 2 BD 3 BA
Garden View 2 Bedroom 3 Bath- Spacious condo with full kitchen includes granite countertops, Wolf cooktop and convection oven, microwave, 2-drawer Fisher-Paykel dishwasher, full size Sub-zero refrigerator, coffeemaker, blender, toaster, cookware and tableware- Master...
Renovated, peaceful retreat steps to Keaka Beach
Welcome to Koa Resort 1B, a beautifully renovated 1-bedroom, 1-bathroom ground-floor condo located in the heart of sunny Kihei, Hawaii. There is 1 portable A/C in the bedroom for your comfort. This charming unit is perfect for up to 4 guests, offering a delightful blend...
1-bedroom condo across from Kahana Beach
Our 1 bedroom has all the perfect amenities and conveniences for yourself or your guests. Enjoy the cool Kahana breeze and peekaboo ocean views from your private patio. Take a short walk to Kahana Beach located right across the street. Kahana Manor is a mixed-used...
Kaanapali Alii | 295
Experience the charm of Hawaiian hospitality in this beautifully appointed two-bedroom ocean-view residence at Kaanapali Alii, featuring traditional Hawaiiana decor. This spacious residence offers breathtaking views of the Pacific Ocean, with expansive windows that...
Haleaha Road - Steps to the Beach in Hau'ula
Aloha and welcome to The Haleaha Road Home in Hau’ula on Oahu’s northeast shore. This spacious, renovated home features mountain views, sleeps 8, and is perfect for extended family stays. Just steps from an uncrowded beach, enjoy lush scenery, local farms, hiking,...
Maui Ka’anapali Villas #C263: One bedroom 2 bath loft garden view
Maui Ka’anapali Villas #C263: One bedroom 2 bath loft garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Luxuriate in the lush garden and pool views at this Hawaiian oasis in the serene Coconut building. This condo has been upgraded in ocean blue...
Waipouli Beach Resort Ocean View 1 BD 2 BA
Ocean View 1 Bedroom 2 Bath- Spacious condo with full kitchen includes granite countertops, Wolf cooktop and convection oven, microwave, 2-drawer Fisher-Paykel dishwasher, full size Sub-zero refrigerator, coffeemaker, blender, toaster, cookware and tableware- Bedroom 1...
Harbor View 1BR! Max 6 near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. This...
🏖️Oceanfront Island Living — Beautiful Kona Condo for Extended Stays
vrKCV - Kona by the Sea 115, Professionally Managed by Kona Coast Vacations Relaxed Oceanfront Living at Kona by the SeaEscape to your own slice of island life at Kona by the Sea, a popular oceanfront community along Kona's scenic Alii Drive. This updated, spacious...
Kapalua Golf Villa 16P7 Fairway View 2 Bedroom
Golf Villa Unit 16P7 Fairway View 2 Bedroom 2 Bath- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and...
Tropical Paradise Awaits at Maui Kamaole L107. Across from 2 Fave Beaches!
* Coastal Living! Updated in 2024! * 1 Bedroom/ 2 Baths-Sleeps 4* Across from 2 Popular Beaches* Ground Floor and Near the PoolExperience the perfect blend of luxury and convenience at Maui Kamaole L107. This newly updated ground floor condo boasts fresh paint, stylish...
New Listing! Bedroom with private lanai access
Welcome to Nohonani 103, your newly refurbished oceanfront escape in West Maui! This inviting ground-floor, 1-bedroom, 1-bath condo offers all the comforts of home with unbeatable access to the beach—just steps from your private lanai. With space to accommodate up to...
1 Bedroom Premier- Ocean View at The Grand Islander by HGV: A Slice Of Paradise
Experience the magic of Hawaii in unmatched comfort and style at The Grand Islander by Hilton Grand Vacations. Located in the heart of the renowned Waikiki Beach Walk, this resort perfectly combines luxury, convenience, and family-friendly fun. With stunning ocean views...
Maui Banyan H-308 1 Br Ocean View Condo, Walk to Kamaole Beach Park II
Bright and open Ocean View Condo. This unit has one bedroom with a queen bed and a pull-out sofa bed in the living room, allowing this unit to sleep up to four people. The Kitchen opens up to the dining and living areas, creating a wide-open living space. The bedroom...
3-bedroom Diamond Head Floor-Through Apartment On Ocean - Minimum 3 months
The ultimate diamond head apartment. 2000 square feet on ocean. Newly renovated. Surf in front @ Tonggs. Walk/Run around Diamond Head. Right off Kapiolani Park. The ultimate super chill; elegant; breezy and easy place to hang/enjoy/live.
Wailea Beach Villas PH106
Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui’s most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional...
Kapalua Ridge Villa 2522 Fairway View 1 Bedroom
- The Ridge Villas are perched high above with views of The Kapalua Bay Course’s Fairway.- Very spacious lanai with views toward mountain, golf course, and ocean. - Second floor unit, two-level townhome, with multiple stairs from parking to the villa. - Tile in...
Wai'ula'ula 348 - Stunning Villa
Perched in the uplands of the prestigious Mauna Kea Resort, this stunning villa offers sweeping panoramic views of the Kohala Coast, where breathtaking sunsets paint the sky. Designed for seamless indoor-outdoor living, it features an expansive covered lanai with plush...
Ilikai Hotel Oceanfront, Top Grade Upgrades Throughout! 30-day Rental Only!
If you're seeking a place with stunning views, this condo is perfect for you! Don't miss out on this once-in-a-lifetime experience—book now!Experience the ultimate Waikiki luxury in this one-of-a-kind 3-bedroom, 3-bathroom condo at the iconic oceanfront Ilikai...
Oceanfront 2BR/2BA, 20ft from Shore, 180° Ocean View, Pool
OCEANFRONT, RIGHT ON THE WATER, spacious 2-bed, 2-bath condo on the 2nd floor just south of Kailua-Kona town. With breathtaking 180-degree Kona coastline and ocean views, watch humpback whales, spinner dolphins, yellow tangs and boats from the waterfront lanai as you...
Ilikai Hotel 1-Bedroom Ocean View In a Great Location In Waikiki! Great Price and Location!
This condo is located on the 5th floor of the Ilikai Hotel.This spot will give you the much needed relaxation from the hectic life you live. Enjoy the breath-taking views of the Pacific Ocean and AWESOME sunsets from your private lanai. Overlooking the Ilikai courtyard,...
Oceanfront Napili Shores ~AC~Ocean View
Escape to this fantastic condo in picturesque Lahaina. This cozy retreat features 1 bedroom with a comfortable king bed and an additional living space with a queen bed and a twin bed. Guests can enjoy amenities like WiFi, AC, and a hair dryer. With a convenient location...
Romanna’s Golden Ray Oceanfront Condo, Maui Resort
Welcome to your slice of paradise at Maui Sunset, where you can enjoy partial ocean and stunning garden views from the living room and lanai! Experience the convenience of direct access to the pool, BBQs, and sandy beach, all just steps from your lanai. The beautifully...
Large 3/2 House in Kailua-Kona with ALL New Furnishings and Yard Above Airport
Kona Coastview SubdivisionAs you step inside, you'll discover a spacious layout boasting three cozy bedrooms, each brand new furnishing master bedroom with a comfortable queen-sized bed set and ample closet space for all your belongings. Master bathroom with tub/shower....
New Listing! Bright 1bd with partial ocean views
Welcome to Kapalua Bay Villa 24G3 – your peaceful island escape in beautiful Kapalua. This spacious 1-bedroom, 1.5-bath ocean view condo comfortably sleeps up to 2 guests. With central A/C throughout, a king-sized bed in the bedroom, and a queen sleeper sofa in the...
The Surf Shack at Kona Bali Kai 151
Summary:The Surf Shack is a stylish one-bedroom condo across from the beach at the Kona Bali Kai. It features AC, WiFi, access to a pool, hot tub, oceanfront picnic area with grills, and free parking. The Kona trolley stop is right outside. Just 1 mile from Magic Sands...
Boutique Hotel Waikiki FREE parking
Excellent Location, free parkingEnjoy a comfortable stay in this independently owned hotel room featuring a king-size bed, along with a twin-size pull-out for a third guest if needed, full bathroom, central AC, and a flat screen TV. The room includes a mini fridge,...