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.
Kapalua Bay Villa 19B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa with 16 stairs between parking and front door- Travertine tile floors throughout- Updated open kitchen with granite counters and all the expected appliances, including: fridge with ice maker, stove/oven, microwave,...
Hale Konane – Oceanview Luxury at Mauna Lani Resort
Hale Konane blends Big Island elegance with relaxed island living in the heart of Mauna Lani Resort. Set along the 17th green of the South Course, this 5-bedroom, 5-bathroom single-level estate offers sweeping golf and ocean vistas, refined interiors, an outdoor retreat...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your...
Kailani Vista - 3-Story Oceanfront Home w/ Hot Tub, Elevator & Putting Green
Kailani Vista is a private, 3-story oceanfront haven perched directly on iconic Ali‘i Drive, a leisurely stroll from downtown Kailua Kona. Spend your days exploring lava-rock tide pools at your doorstep, perfecting your short game on the backyard putting green, or...
New Listing! Oceanfront 1bd in Kahana
Aloha and Welcome to Royal Kahana 213! This beautifully renovated 1-bedroom, 1-bathroom condo is located in the heart of Kahana—just steps from the beach, dining, and shopping. Thoughtfully designed with island charm and modern comfort, this inviting retreat is...
Newly renovated condo with multiple lanais, A/C, heated saltwater pool & tennis
Banyan Harbor I-101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Banyan Harbor, your perfect getaway in Lihue, HI! This beautifully remodeled condo offers stunning ocean...
Garden Setting Close to Beach with A/C Central Location Maui Vista 1BR/1BA
Escape to this fabulous condo in picturesque Kihei. Secluded, quiet, ground floor unit with garden view. 5-minute walk, (0.3 mile) to Charley Young Beach. Perfect retreat for an individual or couple. Fully equipped NEW kitchen, split A/C, large lanai, in-unit laundry,...
Cozy Ocean Stay 2BR unit
Escape the bustle of Waikiki and access some of the North Shore’s best beaches! You’ll be in proximity to Ahupuaʻa ʻO Kahana State Park, Turtle Bay, the Maʻakua Ridge Trail and World Famous Banzai Pipeline where you can catch a wave or watch pro surfers in...
Aloha Surf Waikiki: Pool & Beach Access
Aqua Aloha Surf Waikiki 504: Studio Deluxe room with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach. A surfer’s lifestyle is all about being inspired by the ocean, hitting the beach for sun therapy, and laid-back living with aloha. (1) Full bed,...
Honeyed Jade: 8 BD Ultra Luxury Oceanfront Diamond Head Estate with Pool & Hot Tub
Honeyed Jade is an enchanting Diamond Head vacation rental estate located on the exquisite island of Oahu. Oahu is an ideal island to visit if you envision yourself amid beautiful Pacific blue waters and within easy access to shopping and first-class restaurants....
Sea Glass: Luxurious 3BR in Princeville w/ Lanais, Pool Access & Mountain Views
Welcome to Sea Glass by Gather, a pristine residence nestled within the premier gated community of the Villas of Kamali’i, just steps from the Princeville Makai golf course in Princeville, HI. This stunning three-bedroom, three-bathroom home, recently renovated from...
Royal Kahana Maui 519 Ocean View Studio
- 5th floor condo with balcony on the south side of the building- Updated kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Updated bathroom...
Kiahuna Plantation Resort 403 Garden View 1 BD
- First floor walk out unit with garden view - Bright and airy tropical ambience- luxury vinyl plank throughout- Full kitchen with quartz countertops, includes full size refrigerator, stovetop/oven, dishwasher, microwave hood combo, coffee maker, blender, toaster,...
Oceanfront Oasis on Maui - Ocean View Aston Kaanapali Shores 606
Welcome to Kaanapali Shores 606 – Your Oceanfront Oasis on MauiStep into paradise at Kaanapali Shores Unit 606, a spacious and beautifully upgraded 1-bedroom, 1-bathroom condo perched on the 6th floor of one of West Maui’s most beloved beachfront resorts. With its...
Royal Kahana Maui 120 Garden View 2 Bedroom 2 Bath
- Tile flooring throughout and vinyl plank flooring in each bedroom- Open kitchen with– fridge, stove/oven, microwave, cookware, tableware- Both bathrooms have a walk-in shower- 1 king bed, 1 queen bed and 1 queen sofa bed- 1,141 sqft/106 sqm- 1st floor condo with...
Amazing views! Exclusive & peaceful Hawaii Kai. Walk to ocean & hikes, Pool, AC,
A pristine, quiet neighborhood on the backside of Hanauma Bay, your Honolulu/Oahu adventure begins at this lovely 4-bedroom house. With 2 king beds, 1 full bed, and 1 queen bed, this newly rebuilt property is perfect for families or small groups of friends. Three of the...
Wailea Elua #2107 - Spacious, Stylish & Just Moments from Wailea Beach
Wailea Elua #2107 – Your Serene Wailea EscapeWelcome to Wailea Elua Village, a peaceful, terraced beachfront property located in the heart of the Wailea resort community. This low-density gated complex features two-story buildings set on 24 acres of lush tropical...
Deluxe Garden View w/WiFi & A/C-Maui Banyan
Maui Banyan T108A: Tasteful artwork, chic floral patterns, and rustic island color tones set the mood in this wide-open 1st-floor unit that boasts sleek hardwood flooring and oversized garden-facing windows. The functional layout is furnished with premium furniture that...
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, and stunning sunset views-steps from snorkeling, sunbathing, and Maui's natural beauty.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
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...
Ocean View Queen Room at Kaimana Beach Hotel | Right on the Beach
Nestled between the iconic Diamond Head and Waikiki Beach, Kaimana Beach Hotel combines coastal charm with easy access to local attractions. The Ocean View Queen offers partial ocean views and a relaxed island atmosphere. It's a perfect hideaway to watch the waves and...
2BR+Den High Floor Ocean View Free Parking
Enjoy ocean and city views from this spacious 2BR+Den condo 798 sqft/74 sqm at high floor with floor-to-ceiling windows. Save $$$ with secured free parking in the building plus free wifi and fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and...
Amazing Kauai 2 BR Condo Ocean View Location ~ Beautiful Interior ~
BEAUTIFUL Princeville, KAUAI, check-in, Saturday to Saturday: This is paradise on a bluff -Amazing Ocean View ~ Amazing Location ~ Amazing Interior ~ • Paradise Found..! Surrounded by Lush Tropical Landscape ~ On a bluff on the north shore of Kauai, The Cliffs Club...
Enjoy Maui Sunsets from Kapalua Golf Villa 15T2
* 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....
Enjoy this 18th-floor 1br apartment with stunning ocean and Diamond Head views!
This newly renovated 18th-floor 1br apartment is the perfect retreat for up to 4 guests, offering beautiful diamond head, ocean and city views in the heart of Waikiki. Just a short stroll from world-famous beaches, you’ll be swimming, surfing, or snorkeling in no...
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...
Beachfront Condo at Makaha Beach Cabanas
IMPORTANT UPDATE:The rate has been reduced to account for the construction occurring outside the building. During the weekdays, there is intermittent noise from the outside construction. There is no construction on the weekends. Construction on the building will...
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...
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...
The Spirit of Aloha-1Bed/1Bath in Tropical Resort
Located in Kihei, this welcoming vacation home lets you experience it all. Kalepolepo Beach Park is just steps away and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters is within an easy 6-minute walk, so leave your car at the property, which...
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...
Ilikai Hotel Lite #1836: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
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
This inviting two-bedroom condo overlooks beautifully maintained gardens, creating a calming setting for your Kauai getaway. Perfect for a family to enjoy the nearby beaches and attractions.Garden View 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
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
Take in the view from this tranquil one-bedroom condo overlooking the Pacific. With space for two, it offers a comfortable bed, a well-equipped kitchen, and a lanai made for ocean gazing.Ocean View 1 Bedroom 2 Bathroom• Kitchen features granite countertops, Wolf...
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...