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.
Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302
Makena Surf #G-301-302Welcome to Makena Surf #G-301-302, an expansive and newly remodeled four-bedroom, five-bathroom oceanview penthouse with a private den, located in the exclusive Makena Surf Resort. With elegant design, premium finishes, and three private lanais,...
Wonderful Ocean View –Totally Renovated-On Golf Course
STVR-19-358846 - Relax and pamper yourself in luxury in this well-appointed condo. On the golf course with Spectacular Ocean views. This is NOT your average condo rental! This condo has had an extensive high-end renovation and interior decoration including art from...
Updated 2-bed, 2-bath White Sands unit with ocean views, AC & modern amenities
Turn moments into memories at the iconic White Sand Village unit #301. This beautifully, fully-remodeled, and refurnished property is everything the luxury traveler is looking for. You have a front-row view of Magic Sands in this two-bedroom, two-bathroom corner unit...
*Peace and Serenity*
E Komo Mai! Ho'okipa Rose, Peaceful, Tropical home in the quaint town of Haiku. Lovely 2 bedroom, 2 bath, 1000 sq. ft. cottage located on private, two acre property. Fully equipped kitchen with everything you need to prepare meals. Upscale amenities throughout. Outdoor...
Kaanapali Alii Resort 356
"Alii is the Hawaiian word for Royalty' , and our condo is this and much more, it is Luxury at its Best. Welcome to the Kaanapali Alii Resort! When we say DIRECT OCEANFRONT, we mean it... This unit was completely redesigned and remodeled December 2011. OUR...
Kehena Hideaway Luxury Home
You'll feel well-cared for and cozy in this new two-bedroom home. High-end design and luxury finishes bring art, comfort and beauty indoors; wrapping you in a jewel box of tranquility. The large open deck offers plenty of outdoor living space. The black sand beach of...
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!
Hello Sugar Beach Resort Lovers! We have just purchased this Direct Ocean & Beachfront Condo in a Spectacular Setting! This condo had a A+ rating for the prior long term owners through one of Maui's largest rental agencies! We are underpricing our condo for our Grand...
Ko Olina Beach Villas 608: Spacious 2BR Luxe Home w/ Ocean Views
Welcome to Ko Olina Beach Villas B608 by Gather, a spectacular sixth-floor beach villa in the serene Ko Olina Resort. This two-bedroom, two-bathroom oasis, with space for up to four guests, is a dream come true for those seeking a tranquil escape in paradise. From the...
🏖️Top Floor with Loft | Ocean Views | Air-Conditioning | Concierge Included
vrKCV - Country Club Villas 305, Professionally Managed by Kona Coast VacationsCome enjoy a slice of paradise in this colorful Kona getaway with spectacular ocean and golf course views from the lanai, living room, kitchen, and primary bedroom! Wake up to the sounds of...
Epic Ground Floor Unit - Step onto Hapuna Beach from Large Lanai w/ Plunge Pool
Rare opportunity to rent an oceanfront condominium within the iconic Mauna Kea Resort. Hapuna Beach Residences C22 is a luxurious 2 BD 2 BA unit + bonus room. Consisting of 1,597 square feet of interior living area, and 1059 square feet of outdoor lanai space with...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Gorgeous Partial Ocean AND West Maui Mountain Views!
This tandem pairing combines two adjacent 2BR/2BA partial oceanview suites to create a four-bedroom offering that provides gorgeous views of the Pacific Ocean and the awe-inspiring West Maui Mountains. Guests will enjoy two modern fully-equipped kitchens, two spacious...
Pili Mai 14D, 3 Bdrm, 3 Bath, AC, main floor
Luxury Condo. Main floor, one level condo. 3 bedroom, 3 Bath, Sleeps 8. Central A/C. Granite countertops, bamboo and travertine flooring, stainless steel appliances. Surrounded by the Kiahuna Golf Course, with views of the mountains. Central Poipu location. Walking...
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Gorgeous and High end 4 bedroom plus bonus (sleeping) loft home. Located in a prime gated community, sleeps 12. Sleeping cots available if needed. The home has a Tropical landscaped yard, fantastic ocean view from both lanais, central A/C, plunge pool with a water...
Top Floor, Large Lanai with Views, On Golf Course!
Welcome to your peaceful Waikoloa escape overlooking lush golf greens – ideal for couples or families seeking rest & sunshine:- Sleeps 4 | 2 bedrooms | 3 beds | 2 baths- Shared heated saltwater pool, hot tub & gym- Private lanai w/ outdoor dining & golf views- Full...
FABULOUS OCEAN VIEW, 6th FLOOR CONDO, “149-5 STAR REVIEWS”
Located at the Honua Kai Resort in the Konea Tower. Our studio has a fabulous 6th floor ocean view on Kaanapali Beach. This spacious 6th floor studio is an elegant place for a total Maui experience. Our studio/condo features:• luxurious king bed and a sofa queen...
Prime Oceanfront Kona Reef Vacation Condo - D Building
Location, Location, Location - Oceanfront - D Building.Direct View through Towering Palms into Kailua Bay.Watch the Dolphins, Whales, Parasailers, Surfers and Beautiful Hawaiian Sunsets from your Oceanfront Lanai.Listen to the soothing sounds of the ocean and feel the...
Luxurious home on resort grounds with lanai, grill, pools, hot tub - near beach
Mauna Lani Maluhia #420Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury plus paradise equals this gorgeous home, tucked onto lush grounds at the KaMilo at Mauna Lani resort...
LUXURIOUS ~ 1 bdrm • 2 bath • Sleeps 4 ~ BEAUTIFULLY DECORATED OCEAN FRONT CONDO
Paradise inside and out! The elegant B314 is an elevator ride up to the third floor of the Maui Sunset, where you'll enjoy breathtaking ocean views right outside your window. The warm Hawaiian shore nestles directly against the Maui Sunset greenbelt, with beautiful...
Maui Oceanfront Condo, Mana Kai 811, Amazing Views, on Sandy Beach
Here it is - the Hawaiian Ali'i oceanfront getaway that puts a check mark next to everything on your vacation wish list. Looking for luxury? Want to hear the ocean waves from your condo? Breathtaking views of the coastline and islands? A mile of the best sandy beach on...
3 BR 2.5 Bath Home on Incredible Anini Beach
Located on Kauai's verdant North Shore, Anini is a haven for the traveler who wants to experience the unspoiled natural beauty of Hawaii. Protected by a large outer reef, the quiet waters of Anini are perfect for swimming, snorkeling, fishing, kayaking, windsurfing, and...
Kolea 9B offers a nice tropical view and easy access to the Kolea Beach Club!
Kolea 9B has been newly redecorated and offers a beautiful tropical view of the ocean, mountains and palm trees. It has easy access to the Kolea Beach Club. From the moment you walk into this two bedroom extended floor plan villa you will notice the openness and views...
Wailea Elua Village 904 - 3 Bedroom Ocean View Condo
Wailea Elua 904 is a stunning vacation rental property that offers a luxurious island getaway. Nestled within the upscale Wailea resort community, this spacious three-bedroom, two-bathroom condominium provides guests with all the comforts of home combined with the...
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...
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....
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...
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...
🌴 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
Welcome to Kaanapali Alii 284, a luxury vacation rental that offers a perfect blend of comfort and style. This stunning 8th-floor condo is an ideal retreat for families and friends, providing a serene and elegant setting for your Hawaiian getaway. The property features...
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.This spacious end unit offers panoramic ocean views, refreshing breezes, and the perfect setting for a luxurious Hawaiian getaway. As owners who spend...