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 Views - G201 - Steps From The Beach!
Brought to you by Abita Luxury Rentals.Now with Mauna Lani Sports Club and Mauna Lani Beach Club Access!Enjoy stunning ocean and Maui views from this second-floor, one-bedroom, two-bath condo in the exclusive Mauna Lani Terrace (C floor plan). Thoughtfully upgraded and...
Maui Resort Rentals: Honua Kai – Incredible 5 Bedroom Oceanview Gem, Interior Courtyard, Sleep up to 16!
This 5 bedroom gem combines one of our very finest 3 bedroom ocean view residences with a partial ocean view 2 bedroom suite located directly next door. It is perfectly suited to larger groups or families of up to 16 guests.The generous combined 3000+ sq ft square foot...
14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
Wailea Ekahi #14D is an Ocean View condominium in Wailea Ekahi's acclaimed Lower Village. There are amazing panoramic ocean views from this condominium home! You will feel like you are on top of the world as you look out from the second floor onto the Greenbelt and over...
KKSR#7303 Remodeled Top Floor Unit With Loft, Golf Course Views
Welcome to Keauhou Kona Surf & Racquet Club #7-303!This Gorgeous top floor unit truly is special, a lot of custom features one can enjoy. This spacious premium unit has an impressive 1,384 interior square feet, featuring 3 bedrooms & 2 bathrooms. The property has...
Modern 2BR/2BA w-A/C, Sleeps 6, Walk to Beach, Spacious, Prime B Bldg Location
Absolute Serenity awaits you in Maui, Hawaii. This air-conditioned, two-story, fully-equipped condo, sleeps six and has plenty of space for your family, plus hotel-style amenities that include access to two swimming pools, hot tubs, and tennis courts. Our recently...
Breathtaking Golf Course Views, Home "B", Modern-Clean-New, Unwind in Paradise!
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, 2 car enclosed garage, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers and visiting construction...
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...
Nestled in Unbeatable Location, offering a rare Combination of Comfort & Beauty
Nestled in an unbeatable location adjacent to the world-renowned 1 Hotel Hanalei Bay, Hanalei Bay Villa #1 offers a rare combination of comfort, convenience, and natural beauty. The sunset proximity to our Villa is highly sought after, some saying the sunsets are the...
Beachfront Unobstructed Ocean View, 3rd Floor End Unit, AC, Wi-Fi, Streaming TVs
ALOHA. Come vacation in our beautiful, newly remodeled 2BR/2BA beachfront home. Enjoy the breathtaking views of Kaho’olawe Island, Molokini Crater, the West Maui Mountains and of course the pristine Pacific Ocean and its shoreline. Sugar Beach is the longest sandy beach...
Your Tropical Kona Retreat - Breezy Condo Steps from Beach
The perfect blend of comfort and convenience. Shaded by palm trees and on the second floor, the light breeze keeps the temperature perfect. The one bedroom/one bathroom unit features a fully stocked kitchen, private lanai with garden view, and a dedicated parking spot....
New Listing! Modern, cozy 2bd getaway by the Shore
Welcome to Kahana Manor 208 — Your Relaxed West Maui Retreat. Perfectly located in the heart of Kahana, this 2-bedroom, 2-bathroom condo is ideal for families, couples, or friends. With two queen beds and a queen-size sleeper sofa, it comfortably sleeps up to six...
Luxurious Kolea Penthouse with direct access to Anaehoʻomalu Beach.
Located in the acclaimed Kolea community, one of the most sought-after oceanfront developments on the island, Hale Mermaid penthouse is a spacious 2 bedroom, 2 bath luxury penthouse with partial views of Anaeho’omalu Bay. It is an 'end-unit' which allows light and...
Kuleana Club #107-Oceanfront Deluxe 1 bed &1 bath
Summary:Located on Maui's tropical west coast, the Kuleana Club has a panoramic view of the Pacific and the lovely offshore islands of Molokai and Lanai. These units are deluxe ground floor oceanfront condos, only steps to the ocean, and surrounded by a plush Hawaiian...
Wailea Beach Villas PH502 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 502 boasts a panoramic ocean vista, ideal for whale watching in the winter, and with spectacular sunset views all year long. This top floor penthouse has been exquisitely redecorated with an elegant, casual décor. Your private elevator...
6 mins from Nat'l Park! Enjoy the sound of rain & birds in a peaceful retreat.
Hawaii State Tax ID: 148-388-6592-01. Hawai'i County IDs: STVR 19-345557, NUC 19-293Aloha! E komo mai. Welcome to Fern Cottage. Located across from Volcano Village, and just minutes from Hawaii Volcanoes National Park, we invite you to make our fully permitted house...
Tropical Paradise Retreat in Princeville! Full Kitchen, Swimming Pool!
Set on the picturesque North Shore of Kauai, this resort offers stunning ocean and mountain views with easy access to Hanalei Bay’s beaches and hiking trails. Ideal for nature lovers, it provides a serene getaway close to local shops and dining options.This listing is...
Mid-Century Honolulu Oasis minutes from Diamond Head & Waikiki Beach
Get away from typical tourist rentals and stay in this renovated and fully restored mid-century ranch-style Hawaiian home that harkens back to another era. Originally built in 1948, this home is situated at the base of the Aina Haina valley, a neighborhood that has been...
May Last Minute Special! Amazing Ka'anapali location-Ocean Views-Cold AC
‘Anuenue Hideaway’ at Maui Eldorado Kaanapali – Unit K2041 Bedroom | 2 Bathrooms | Ocean Views | Steps from Ka’anapali Beach | Great Pools and Hot TubWelcome to Anuenue Hideaway — your private escape in the heart of Ka’anapali Beach Resort. This beautifully appointed...
Wai'ula'ula C101 - Exceptional Oceanview Residence
This exceptional corner, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with stainless steel gas range/appliances, a master suite and secondary suite with Tempur-Pedic...
Maui Resort Rentals: Honua Kai Hokulani 138 – Upgraded Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access!
Maui Resort Rentals is proud to bring you this extraordinary 1BR Ground Floor Garden View Suite at the Honua Kai Resort, newly launched on 2/5/2025 to start taking reservations for check-ins starting 3/14/2025!Hokulani 138 is a luxurious ground floor suite with one of...
🌴 Gorgeous Oceanfront Luxury Retreat 🌊 Pool, black sand beach, AC and billiards
We are THE perfect luxury listing on the east side of the Big Island! A quick distance to black sand beaches, waterfalls, the volcano and charming Hilo town. ALOHA! Welcome to Hale Kakahi or Hawaiian for “unique, outstanding, one-of-a-kind house” -a perfect name for...
Beautiful Private Cottage
Spectacular private entire home 2 bedroom cottage, brand new construction in 2017, located on the "sunny side" of Kamuela/Waimea town. 12 minutes from world renown white sand beaches and resorts of Kohala's Gold coast. Also closely located within minutes from...
Chic & Elegant Oceanfront Vistas
Summary:Welcome to Paradise! Our completely remodeled studio condo at Kauhale Makai Village by the Sea awaits. Completely renovated and outfitted in December 2021. Experience our waterfront condo with fabulous ocean views located in sunny Kihei. Beach chairs, umbrellas,...
Hale Naia By Parrish Kauai - oceanfront views
Enjoy the best of island life at one of Poipu’s finest Kauai oceanfront rentals. The 2 bedroom, 2 bathroom coastline gem is in a prime location for family or friends who love to live by the water. Its design takes full advantage of the million dollar setting with...
Beach House - Steps from Beach. 3 bedroom/3 bath. Private yard, pool, hot tub
Welcome to the Poipu Beach House. IG @poipubeachhouse. A beautiful 1920s-era plantation home steps from Poipu Beach. This home is a historical gem that takes you back to old Hawaii with original wood floors, lava rock footings, and 100+ year old dry-stacked lava rock...
Gorgeous Oceanfront H101 Condo-Best Location at Resort!
If you are looking for the absolute best location at Waipouli Beach Resort in Kauai...look no further. This one-of-a-kind ground level beachfront/oceanfront vacation condo is the most sought after property at Waipouli Beach resort! Step off the private lanai of Unit...
Kaanapali Alii | 284
Kaanapali Alii 2842 Bedrooms | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 284, a stunning one-bedroom mountain view condo, with a fully enclosed den that comfortably serves as a second bedroom. This 8th-floor...
Rare, Gated, Private Beachfront Home! Private Pool, 6 Beds 6 Baths
WE ARE A LICENSED MAUI COUNTY VACATION RENTALHAWAII TAX ID #W 24149416-01STRH PERMIT APPROVAL STKM20150004 TMK 390090050000LEGAL VACATION RENTALVERY RARE FIND BEACHFRONT/OCEANFRONT. Beautiful, Custom 6 bedrooms, 6 full bathrooms on Private Gated Road in the heart of...
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
Introducing Akela Ka Hale Kai, affectionately known as Lucky 42 at Kona Bay Estates.Experience unmatched relaxation with our special spring rate beginning at $1649 per night (N++). Delve into a serene seaside retreat, where every aspect is designed with your utmost...
May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort
Escape to paradise in this beautifully appointed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. View our walk thru Video by searching for the Aloha Nui Properties Channel on YouTube.This spacious end unit offers panoramic ocean views, refreshing...
Beautiful Poipu AC, Walk to Beach, Pool and Tennis KP117
PROPERTY DESCRIPTIONWelcome to Sunny Poipu Beach! This newly remodeled Kiahuna Plantation leaves nothing to be desired! Relax on your private lanai overlooking the garden while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips....
Remodeled 1bd, stunning sunsets & views
Nestled on the 3rd floor, Valley Isle 305 is a charming 1-bedroom, 1-bathroom condo that offers direct ocean views and ceiling fans throughout. This resort has elevators for easy access. Unit 305 can accommodate up to 4 guests. The master bedroom features a king-size...
NEW Listing: Special Rate - Mauna Kea Fairways South 22 - Dreamy Hawaiian Escape
Special New Listing Rate!Welcome to Mauna Kea Fairways South 22, where elegance meets contemporary comfort in a tranquil setting with breathtaking ocean views. Our *fully remodeled* 3,800sqft vacation rental is designed for peace and luxury, offering a haven for...
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the vibrant cityscape and sparkling ocean. Enjoy privacy with ensuite bathrooms and modern kitchen amenities. Access a plethora...
Hale Oka Nunu: Oceanfront Private, Spacious Paradise North Shore Home w/ Hot Tub
Hale Oka Nunu is a four-bedroom, three-bath oceanfront retreat on O’ahu’s North Shore, where the Pacific is just steps from your lanai. Designed for both relaxation and connection, this single-level home blends open living spaces, gourmet amenities, and sweeping views...
Ocean Views! Excellent Proximity to Hualalai Resort Amenities! Includes Golf Cart
Located in the Award Winning Resort Community of Hualalai Four Seasons.Beautiful ocean views from this delightful two bedroom Garden Level Villa. Spacious Lanai with lounge seating extends seamlessly to a large lawn area. Enjoy the sounds of the ocean and glances of the...
Includes Hilton Waikoloa Pool Pass thru June 2025. Halii Kai 10G
This vacation rental is professionally managed by ResorticaHawaiiHalii Kai 10G. Ocean Views! Recently Updated in 2025!Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Queen BedLiving Room:...
Cozy suite just 1 block from beautiful Waikiki Beach! FREE parking nearby!
Ni'ihau Apartments #902 – 247 Beach WalkThis cozy suite with peak-a-boo ocean view is just a quick 1-block stroll to the white sandy beaches of Oahu's south shore! FREE Wi-Fi and parking at nearby lot. Secured building/elevator. Located in the newly revitalized Waikiki...
Westin Kaanapali Ocean Resort: Two bedroom villa oceanview, sleeps 8!
Westin Kaanapali Ocean Resort: Two bedroom villa oceanview, sleeps 8!Available Sunday December 29 - Sunday January 5Beautifully equipped two bedroom, two bathroom villa with oceanview with full kitchen AND kitchenette. Rooms can be separated for two families to share,...
Sunny Family Oasis ☀ Tree House, Trampoline, Games, Toys
Single family residence with front and back yard. Wonderful trade winds keep the house cool and fresh year round. Relax on either of the front or back lanais. The house is stocked with all the necessities for the best possible stay in Princeville, Kauai. You will have...
"Coconut Crest Cottage"
"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...
Ocean View Condo at Foster Tower Across from Beach w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Foster Tower located at 2500 Kalakaua Ave on the 14th floor.Welcome to The Foster, perfectly situated in the...
4 Bedroom with Private Pool and Spa in Waikoloa Beach
Welcome to Ainamalu Breeze, where mainland cares and day-to-day worries are carried away to provide you the sanctuary you have desired. When you enter our exquisite property, you leave the mundane tasks of travel and are released into a world of luxury. Upon entering...
Kamaole Sands 4-213 - Beautiful Modern Renovation - Bright & Open - Split AC
Freshly remodeled throughout including a gourmet kitchen, Kamaole Sands 4-213 has been thoroughly updated to “second home” standards by its owners. Every guest convenience has been anticipated and addressed in this bright, open corner unit (more windows, more light,...
Private Penthouse Getaway At Waikoloa Beach Resort 5 minutes from A-Bay Beach
Beach Access, A-Bay Beach, a 5 minute drive. Our beautiful luxurious two-bedroom, two-bath penthouse condo located in a private gated community. Enjoy your vacation in a tropical paradise at the Waikoloa Beach Villas. From our third floor, enjoy beautiful mountain and...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
GE: 184-440-0128-01TAT: 184-440-0128-01Aloha and welcome to the Hale Anna, Maui. The Hale Anna is a beautiful, private home located across a quiet street from miles of sandy beach. This home is a legal grandfathered vacation rental with the Maui County Department of...
KOA RESORT 3-F LOCALLY OWNED AND OPERATED Spacious beautiful ground floor condo
As owners who manage our own property, our commitment, to our guests, is to have a clean and comfortable experience.Our Ground floor unit is easy to access from the parking lot and all the amenities at Koa Resort. This One Bedroom/One Bath spacious condo is in a perfect...
Ocean View, Very Clean, Updated 1 BR Condo Steps from Beach, Shops, Restaurants
If you are looking for a well kept island-feel condominium at an affordable price, our unit, located 100 yards from the ocean, will not disappoint. Our beautiful second story condo is located in building 1 at the Kihei Kai Nani Resort. It has great ocean and beach views...
Kahalu’u Surf and Snorkel Beachfront Paradise, with Hot Tub
Incredible views of the bay and surfers! Modern house(built 2014) with A/C, across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 bedrooms, one...
Modern, serene condo + lush views and top-notch amenities at Grand Champions #29
Modern and sophisticated with a splash of Aloha, #29 is an ideal spot for honeymooning couples and those returning for their tropical anniversary celebration. Tucked in the lush foliage at the back of Grand Champions, this condo has the unique feature of being in one of...