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.
GORGEOUS Newly Remodeled Kaanapali Condo AVAIL !!!
SummaryPROF PHOTOS JUST ADDED!Our NEWLY RENOVATED HOME is located in the prestigious community of Kaanapali, Maui in an exclusive gated community with pool and tennis. Overlooking Whaler's Village and the beautiful 16th fairway of Kaanapali Golf Resort. Our home is...
Stunning Remodel - Maui Kamaole I-201
Welcome to your serene escape at Maui Kamaole! This beautifully designed and recently fully remodeled 2-bedroom, 2-bathroom condo is situated on the second floor of the I building, right in the heart of Kihei. Boasting split A/C for ultimate comfort, this end unit is...
Princeville Paradise Studio @ Wyndham Ka Eo Kai
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Tranquil Ground-Floor Retreat: Wailea Elua 105, Set in an Enchanting Property
Wailea Elua #105 – Ocean View Luxury and Secluded Serenity in the Heart of WaileaWelcome to Wailea Elua #105, a beautifully remodeled 2-bedroom, 2-bathroom ground-floor ocean view condo perfectly positioned at the peaceful southeast corner of Wailea Elua Village. This...
Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff
POPULAR KONA ISLANDER INN HAWAIIAN PLANTATION-STYLE BEACH RESORT FREE USE OF BEACH STUFF, POOLSIDE HOT TUB, BARBEQUESFREE ON-SITE PARKING WITH PERMIT FROM RECEPTION DESKSMART LOCK FOR 24-Hour CONDO ACCESS * 50 INCH VIZIO SMART TVFREE HIGH-SPEED WIFI TO STREAM OR MAKE OR...
Waterfront Family-Friendly Getaway w/ Beach Access Plus Shared Pools & Hot Tub
Kaanapali Shores 706Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Everyone deserves a sunny Hawaiian vacation, whether you're a newlywed couple in search of a perfect honeymoon or...
Condo in great locale with grill, pools & hot tub
Maui Kamaole I219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Magic Sand Beach Condo Kona
Welcome to our beautiful remodeled condo in Kona, a tropical paradise! Located just across from the stunning magic sand beach, our condo is a haven for beach lovers and adventures alike.Imagine waking up every morning and take a few steps out to the gentle sound of...
Resort Zoned Studio / King Bed / Sofabed / Kitchenette / Free WiFi And Parking
TMK 2-6-012-003 2022/ELOG-1168(LM) Located in the Resort zoned Aqua Palms Waikiki, you can book with confidence. Address: #304, 1850 Ala Moana Boulevard, Waikiki, HonoluluStudio apartment offering:* King size bed* 2 seater sofa bed * Free Car Parking stall (assigned,...
Maalaea Banyans 418 - Oceanfront! - Free Fun! - Special Rates
Maalaea Banyans 418 direct ocean front location will be the jewel of your stay. Located on the shores of the Pacific, the full panorama from your lanai captures the ever changing spectacles of the beautiful blue Pacific ocean. Humpback whales (during the winter months),...
Pool View from the 2nd floor with the Great Values this Season!!
Kihei Bay Vista condominium is just across from Kalepolepo Beach and the Whale Foundation. This complex has a lovely pool, hot tub and gas barbecues as well as well maintained tropical landscaping. This property is centrally located to shops, restaurants, activities and...
Maui Kamaole L209: 2 Br Loft condo. Walk to Kamaole Kam III Beach Park
Located on the second floor, this two-bedroom condo features two full bathrooms and a loft bedroom. The loft bedroom has a queen bed and a full bathroom ensuite as well as a small private lanai. The second bedroom is located on the main floor and also features a queen...
Charming 3 Bed, 2 Bath Holualoa Home on 1.1 Acres
Summary:Welcome to your serene Hawaiian retreat in Holualoa! This beautifully updated 3-bedroom, 2-bath home sits on a lush 1.1-acre property, surrounded by over 20 mature fruit trees, including lychee, cacao, cherimoya, and five varieties of avocados. Fully furnished...
Upper floor with quiet location A402
Located on the 4th floor, watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Quiet location features large private view deck and renovated interior. Doesn't get any better. Large private condominium apartment at...
9th-Floor Mountain View Suite and Expansive Lanai at Honua Kai
This condo is zoned hotel and is in legal compliance with all Maui County ordinances.Ninth-Floor Mountain View Suite and Expansive Lanai at Honua KaiE komo mai (welcome) to Kai Mauna (“The Mountain Sea”), where the tranquil beauty of the West Maui Mountains meets...
KK 304 Beachfront 2BD Unobstructed Island Ocean Views
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Ground floor oceanfront, walk out to beach
Hawaii Tax ID: TA-033-744-4864-01TMK: 390080030037This tastefully decorated one bedroom Hale Kai O'Kihei 118 condo is located right on the beach in North Kihei. You will love walking out of your door right onto the white sandy beach. This condo will...
Hale Kamaole 208 - Relax and Enjoy Your Beautiful Ocean View Suite
Book with us and come to Maui to explore everything we have to offer!Brand New Remodeled condo conveniently located very close to world class beaches, shops, and restaurants! Absolutely gorgeous ocean view second story unit with easy elevator access and lots of parking....
Oceanfront Retreat Stunning Views - Makena Surf F-107 - Amazing Snorkeling!
Makena Surf #F-107Discover F-107: Makena Surf's most exclusive marine sanctuary experience. With unparalleled proximity to the ocean, this oceanfront residence is uniquely positioned on a dramatic ancient lava lae in the resort's premier F-building - the closest luxury...
Kona Paradise - Stunning Ocean Views from Lanai - Captain Cook, Hawaii
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Spectacular Oceanview Cottage
This stylish place to stay with spectacular ocean view is perfect for group and family trips.This house has a private drive way and unobstructed ocean view from the yard, living room, and side bedroom upstairs. This entire house has two floors. Kitchen, living, and...
Honua Kai K232 Modern 2Bedroom Condo with Indoor-Outdoor Living & Spacious Lanai
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 232, a mountain-view 2-bedroom, 2-bath retreat that sleeps up to 6 guests on the golden sands of North...
AMAZING Location in the heart of South Kihei, across from Kamaole II
Indulge in the epitome of modern beach living within this aloha-designed property, where a private lanai beckons you to embrace the warm Maui sunlight streaming through the numerous windows. The beach-themed ambiance sets the tone for your tranquil retreat in...
Beautifully Renovated Grand Champions! Ground Floor! Grand Champions 139
Incredible Renovation! Kick back and relax on your own private lanai and take in wonderful garden views, with some ocean and mountain views. Feel the wonderful trade winds and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This spacious...
Village Manor D22, Coconut Grove Views, Walk to Kapaa Town & Beaches
Village Manor Beach Side Apartment #D22. Waipouli, Kapa'a, Kaua`i Vacation Rental. Accommodates up to 4 guests, including children and infants.Second floor, walk up end unit apartment. Centrally located on Kauai’s eastern shore make this the perfect Kauai vacation...
Mountain view townhome in Poipu with lanai, on-site golf, pool & hot tub
Pili Mai 14GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up to sparkling views of green mountains and palms at this luxury townhome at Pili Mai in Poipu. This home gives you...
Westin Kaanapali Resort Villas North - Studio villa available
Offered is a luxurious studio villa at the Westin Kaanapali Ocean Resort Villas North. Please select 'Contact Host' to confirm availability and pricing for your selected dates. Please note the VRBO calendar does not report up-to-the minute availability which constantly...
Tropical & Serene Garden Vistas
Summary:Newly remodeled 1 bedroom, 1 bath ground floor condo. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Resort, you will be embraced in the lush & tranquil landscaping. We provide beach chairs, umbrellas,...
Maui Resort Rentals: Westin Kaanapali Ocean Resort Villas 2BR Oceanview Villa
Westin Ka'anapali Ocean Resort South 2 Bedroom Ocean View Villa. This two bedroom, two bathroom luxury villa features over 1200 square foot of interior space. The villa has a large balcony accessible from the primary bedroom and living room There is a separate guest...
Kauai - Top Floor/Beach Front Condo at Pono Kai Resort in Kapaa -Tax Includedn
LOCATION, LOCATION – the best way to enjoy your stay is in a 3rd (top) floor beachfront condo like Building B at the Pono Kai Resort. Leave the lanai curtains open and enjoy the sound of waves on the beach, feel the trade wind breeze, and watch the sun rise each...
Oceanfront home w/views of the Coconut Coast, shared pool, private W/D, balcony
Wailua Bay View 115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Envision a vacation in paradise on the beach with incredible views down the Kauai coastline at Wailua Bay View 115....
Beachside townhome with AC, 3 pools, & pickleball - walk to ocean & Front Street
Puamana 30-2Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Ocean View, two-story garden-level townhouse is located within the best-gated community in Maui just steps from the...
Ground-floor condo with amazing oceanfront view - close to beaches
Kuhio Shores 107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up and pull back the sliding plantation doors each morning, and you'll see the ocean waves crash onto the rocks...
Lovely ground floor with oceanfront views, king bed, pool & more
Enhanced COVID cleaning and disinfecting procedures for every check-in.Sealodge J1: This Sealodge Kauai condo is private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the...
Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear
Are you ready for the ultimate island getaway in this beautiful studio, located in the heart of Kihei at the highly sought-after Maui Banyan Resort? Just a 5-min walk from the world-famous Kamaole II Beach, you'll be surrounded by soft white sand, clear turquoise...
Ko Olina Beach Villas O402: Serene 3BR Villa w/ Ocean & Golf Course Views
Ko Olina Beach Villas O402 by Gather is an oceanfront villa boasting breathtaking views and unparalleled comfort. This exquisite vacation home, located in the Ocean Tower of Ko Olina Resort, is a haven for those seeking a blend of relaxation and adventure. This...
Lucky you! Sleeps 2! Tropical Studio One Block to Waikiki Beach! Kitchen too!
Barefoot at the beach. Balmy breezes. Palm trees swaying. Beautiful blue Pacific surf. A special island hide-a-way. This inviting studio, decorated in tropical style, has a kitchen with full refrigerator and is steps to wonderful Waikiki Beach so you can spend your...
Surf’s Up Suite @ Kiahuna I AC I Family Friendly I Beach Amenities I Surfboard
Welcome to Surf's Up Suite! Our second floor condo with a peek-a-boo ocean view was recently redecorated with relaxing surf and beach vibes, offering the perfect backdrop for creating unforgettable memories and adventures.After a day at the beach, unwind in the Surf's...
Island Vibe Suite w/Ocean Vista Lanai, Kitchen Ease, WiFi, Ceiling Fans–Kaha Lani 303<br>
Welcome a new day with coffee on the lanai overlooking the pool, landscaped lawns and Pacific Ocean. Rattan furnishings and tropical touches create easy island living in this 739 sq. ft. retreat with ceiling fans, flat screen, WiFi, and full kitchen for cooking meals....
Oceanview Treehouse Hale at the Salty Jungle Kona - Perfect for two!
Summary:Welcome to your private oasis in beautiful Kona, Hawaii! This charming Treehouse style Hale is nestled along Ali‘i Drive, directly across from the sparkling ocean, and just a 5-minute walk to the iconic Magic Sands Beach Park. This well-appointed retreat is...
Ocean Front Complex 2nd floor unit Summer Special
Garden View Condo in Oceanfront Complex – Walk to Town | Alii Villas | Summer SpecialWelcome to your island retreat at Alii Villas, one of Kailua-Kona’s most desirable oceanfront vacation rental communities. This second-floor 1-bedroom, 1-bath condo offers a...
Walk to the Beach Mauna Lani Villa w/ Outdoor Kitchen: Pool, Hot Tub & Gym
Palm Villas at Mauna Lani A22Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This top-floor 3BR/2BA villa presents a modern tropical paradise – including a scenic outdoor kitchen...
Colorful oceanfront condo with pool, views & high-speed WiFi
Kona Bali Kai #220Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a stunning view of the ocean from your own private balcony! A ceiling fan in each bedroom (and in the common...
Islander on the Beach 319 Ocean View Studio
"Kauai Mega Savings: August Deals Extended Through October! Book Now!".Oceanfront Resort, Ocean View Studio 3rd Floor Top Level with Split Fujitsu ACWelcome to your perfect island retreat! Please review the property description and pictures carefully prior to booking,...
Lovely front-row home on Oceans Bluff w/views of Bali Hai, WiFi, pool & hot tub
Pali Ke Kua 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor the tropical beauty of the spectacular Bali Hai view directly from your private lanai in the comfortable,...
Modern Retreat W/Kitchen and Lanai–Poipu Shores<br>
Step onto your private lanai and take in the panoramic ocean views, where each sunset feels more magical than the last. Escape to this charming and rustic 2-bedroom, 2-bath condominium, perfect for couples, families, ands friends. This unit comfortably accommodates up...
Beautiful Ocean & Mountain View Condo w/ Security 24/7
Makaha Valley Towers gives you the feel of a 5-Star Resort. This beautiful space is private, breezy, and so comfortable. The views are spectacular, and the location is close to miles and miles of beaches, exciting hikes, and plenty of amenities. With a warm salt water...
OCEAN VIEW 1 Bedroom condo - Steps to the beach! Kahana Villa F406
Kahana Villa 1 bedroom, 1 bath across from S-Turns Beach ParkWalk to restaurants and storesSwimming Pool with BBQ AreaTennis CourtsACFree parking and NO Resort Fees!Welcome to paradise at the Kahana Villas and our beautiful newly remodeled high end furnished condo. A...
Kamaole Sands Unit 2-205: Spacious & Tropical 1 Br Garden View Suite
Furnished with typical Hawaiiana flair this one-bedroom, 2 bathroom Maui vacation rental is conveniently located across the street from Kamaole Beach Park III. This S. Kihei vacation condo features an updated kitchen and bathroom with extensive use of gorgeous marble....
Maui Sunset Vacation Rentals A512
Expansive views of grounds and ocean from top floor. Maui Sunset Vacation Rentals condo A512Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area, on the 5th floor....