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.
🏖️Direct Ocean Front | WIFI | Concierge Included | vrKCV
vrKCV - Sea Village 4106, Professionally Managed by Kona Coast VacationsDiscover Oceanfront Comfort and ConvenienceStep into the charm of this budget-friendly, uniquely styled oceanfront condo, offering a cozy haven for your Hawaiian getaway. Located on the ground...
Beautiful Mauna Lani Golf Villa! Club Access, Gated, Sleeps 4, AC, Pool, SpaPool
Paradise on the Kohala Coast! Welcome to the exclusive and pristine Mauna Lani Golf Villas located in the Mauna Lani Resort. This condominium offers expansive views over Mauna Lani's golf course. Enjoy breathtaking sunsets from your private patio as you settle into the...
Maui Resort Rentals: The Whaler 724 - Corner 1BR/2BA w/ Wrap-Around Balcony, Gorgeous Partial Ocean and West Maui Mountain Views!
From its desirable 7th-floor corner floor plan, Whaler 724 delivers gorgeous views of the turquoise-hued Pacific, Maui's neighbor island Molokai, and the lush West Maui Mountains. During the winter months, this spacious 1BR/2BA suite enjoys an excellent vantage point...
Private Condo w/ Amazing Sunset View, Shared Pools/Hot Tub - Walk to Beaches
Manualoha 504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautifully situated among rustling palms and verdant tropical greenery, this townhouse-style condo brings both privacy...
KAS 4413 Remodeled 2BD Beach Retreat Across Beach w Pool AC
Kamaole Sands 4413 Remodeled Coastal Style 2 Bedroom, 2 Bathroom Beach Retreat Across the Street from Kamaole III Beach Park in Kihei! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...
Top floor one bedroom with King bed, On the Ocean
Sweeping views from top floor, King bed condo A514Rare and fantastic location and awesome views of the ocean, palms in the tropical oasis of Maui Sunset. The best location in a 1 bedroom at Maui Sunset.Premium renovations top off the experience, although you'll spend...
Grand Champions 87 ocean-view condo with pool, hot tub & washer/dryer
Wailea Grand Champions 87Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly and beautifully remodeled from top to bottom, this golf-course-front condo in the heart of Wailea will...
Beautiful 3 Bedroom Condo with Ocean View, Pool, Walking Distance to Beach
Address for this Condo: 99 Walaka St. #15, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to beautiful Koa Kai 15! This upgraded 3 bedroom/2 bathroom condo is fresh, bright, clean and inviting. This condo has been recently...
Turtle Beachfront, snorkeling, free parking, wash-dryer in unit, Air Condition.
Newly remodeled kitchen and bath in this condo with an ocean view and located on a beautiful beachfront that has the best snorkel and swimming beach protected by a reef, with lawn like carpet and a Sandy beach where you can swim with turtles or just sunbathe, kayak or...
Molokai Shores 205
It’s all about the view in this 570 sq. ft. home edging landscaped lawns and the Pacific. A private lanai offers incredible views for sharing meals prepped in the open-style kitchen. Other comforts include hardwood floors, breakfast bar, cable TV, and ceiling fans....
Golf Discount, Sunset/Ocean Views, Two pools, BBQ
Welcome to your peaceful Waikoloa retreat - where island breezes, palm-lined paths & ocean views set the rhythm for relaxation:- Sleeps 2 | 1 bedroom | 1 bed | 1 bath- 2 shared pools & hot tub- Private lanai w/ ocean & garden views- Chef’s kitchen & dining area- BBQ...
Oceanfront Condo-Paradise
Kona Reef is a luxury resort in Kailua-Kona just two blocks from town and next door to the beach. The unit sleeps 4 comfortably with a king bed for the Master bedroom and a new queen sleeper sofa in the living room. The pool, hot tub and BBQ area overlook the ocean. It...
Rear Ocean View 2 Bedroom Single Level Condo at Kamaole Sands 9-305
ook with us and come to Maui to explore everything we have to offer!Now with newly remodeled bathrooms!A rare single level 2 bedroom/2 bath unit with beautiful ocean views at the Kamaole Sands Resort. Enjoy our new and quiet split Air Conditioner in both bedrooms and...
Wailea Ekolu Village 1406 | Gorgeous Views + Community Pool!
Welcome to Wailea Ekolu Village 1406, your serene tropical oasis nestled in the heart of Kihei, Hawaii. This stunning condo offers a tranquil retreat for up to 4 guests, with 2 bedrooms and 2 bathrooms ensuring ample space and comfort during your stay.As you arrive,...
Magical Ocean View Oasis 3 Bedroom 3 Bathroom
Welcome to your tropical paradise in Waikiki. This spacious 3 bedroom, 3 full bathroom condo offers stunning ocean views and is just steps from the beach. Perfect for families or groups, each bedroom features comfortable bedding and ample storage. Enjoy a fully equipped...
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
You get a great view from the 22nd floor which allows you to observe all three of the main Waikiki sights at once: the ocean, Diamond Head and the Ala Wai Canal!All year round you can enjoy the cooling breezes from the canal and the ocean.Located next to the Ala Wai...
Oceanview Maui Condo - Steps from Kamaole Beach!
Escape to paradise at this charming 2-bedroom, 2-bathroom condo in the highly sought-after Maui Kamaole complex in South Kihei. Located just across the street from the beautiful Kamaole Beach III, this second-floor unit offers stunning ocean views, perfect for catching...
Top Floor! Vaulted Ceilings! Direct Ocean Views! Come to Maui! #217
ALOHA AND WELCOME TO HALE KAI # 217MAUI MAGICImagine walking through your new oasis, and having one of the most outstanding views of the ocean. The ocean is so hypnotic, that nothing else seems to exist but you and the moment you are in. You could sit for hours...
Great Partial Ocean View! Full Kitchen, Free Parking, Pool! Heart of Waikiki!
Royal Kuhio #2408 – 2240 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)NEW TO OUR INVENTORY! Partial ocean view unit on the 24th floor of Royal Kuhio, right in the heart of Waikiki! This 1-bedroom, 1-bath condo features 538 sqft of...
Kauai Tree House - Nestled Along a Stream & Secluded, Tropical Surroundings.
This incredibly special home situated on nearly half an acre, perched among the trees, and with over 200 feet of frontage along the Wainiha River allows for privacy and serenity during your stay while providing all the amenities you’ll need. It is located just west of...
Aloha Condos, Ilikai Marina, Condo 992, Oceanfront, AC
Ilikai Marina Condo 992 offers stunning marina and ocean views, a well-stocked kitchen, and a convenient location near Waikiki’s quieter end. Guests appreciated the cleanliness, comfortable accommodations, and proximity to Hilton Hawaiian Village. The overall...
🏖️Updated Top Floor | Ocean View | Desired Ocean Front Complex | vrKCV
vrKCV - Kona Isle C32, Professionally Managed by Kona Coast Vacations.Experience Tropical Paradise at Kona IsleWelcome to Kona Isle, an oceanfront haven where tropical charm meets modern comfort. This beautifully designed condominium unit is perfect for a relaxing and...
Escape to Serenity – Oceanview 1 Bedroom 2 Bath at Wailea Ekahi 48-E, Sleeps 4
Unwind in this gorgeous second-floor, 1-bedroom, 2-bathroom corner unit with breathtaking ocean views and lush tropical gardens right from your private lanai. "Serenity" offers the perfect blend of comfort and elegance, with bright natural light, vaulted ceilings, and...
2nd Floor w/Ocean Views + Lanai - Kanaloa 2103
Castle Kanaloa at Kona Resort #2103 - Kona living doesn’t get any better than this! Whether you’re treating yourself to a casual retreat or a romantic getaway, you’ve found the perfect place to spend your vacation. The lanai is furnished and also has a wet bar,...
5 Minutes to Beach & Town-Perfect Location, Private & Peaceful. A/C
This is a Great price in a GREAT location! Just 4 miles from the hustle of town and yet close to beautiful beaches and the local Harbor from where you can take off on many fun water activities like deep sea fishing, snorkeling cruises or manta ray diving. This is Hawaii...
3 Bedroom Condo in the Heart of Kihei Across From Charley Young Beach
Escape to paradise at our luxurious 3-bedroom, 3-bathroom condo at Pacific Shores. This spacious retreat offers AC in all rooms and ample space for families or groups, with all brand new in 2024 beds including two plush queen beds and two twin beds that can be converted...
Spacious 3 bedroom oceanfront condo suite
Space for the entire family or send them down to the pool or beach while you relax with a book and look out at the ocean.Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 3 bedrooms 3 bathroom. Master...
King Bed 15th floor comfortable Studio w/ Pool & Ocean Views
+++ Brand New Listing for 2021 +++Legal short term vacation Rental in Waikiki444 Kanekapolei Street Our 15th floor private suite with ocean and mountain views at The Aloha Surf, offers a comfortable King size Bed within a well situated corner suite. Our breakfast nook...
Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!
Experience a rejuvenated retreat at Kamaole Sands, ideally located just steps from the stunning Kamaole Beach III in South Kihei, Maui. Our recently refreshed rental condo is designed to provide a clean, light, and bright atmosphere, featuring a new king-size mattress,...
BEACH FRONT RESORT/SPA LARGE LUXURY GRAND SUITE! 2BED/3BATH/3BALCONY
Waipouli Beach Resort and Spa D-301 is a 3rd floor mountain facing 2 bed/3bath/3 Balcony Master Suite with all new furnishings and appliancesThis suite features Koa wood and luxury spa like bedding. 1 King and 2 Queen Beds+Sofa Sleeper + Work Desk. Mahogany wood décor...
Mauna Lani Golf Villas K5-Large Corner Villa, BBQ Kitchen, Private Beach Pass
Spend your vacation relaxing in this spacious 3-bedroom, 3 bath, BBQ Kitchen villa that is located at the private and beautiful - The Golf Villas at Mauna Lani. The Golf Villas is a luxury gated community nestled on the famed South Course at Mauna Lani. Mauna Lani Golf...
Oceanfront condo with shared pool & spectacular views from private lanai
Kahana Reef 304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Smell the salt air and bask in the panoramic views of the Pacific from this oceanfront Kahana condo. Keep cool with a...
Hilton Pool Pass 2025 and Golf Discounts. Waikoloa Beach Villas B1
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Please message us to inquire about the availability of late checkout on...
Ocean Marina View at the Ilikai Hotel by the Beach w/Free WiFi & Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE: September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!
Escape the hustle and bustle of daily life at this welcoming 1-bedroom, 1-bathroom vacation rental in Kailua-Kona! Sip local coffee out on the lanai while you book a tee time at Makalei Golf Club, which is just over a mile away. Be sure to stop by Magic Sands Beach Park...
Kahana Reef 313: Direct Ocean Front Views!! One bedroom, 3rd floor condo
Ocean Front Views!! Gorgeous Ocean Front views from this one-bedroom Condo. This unit sleeps up to four people with a king bed in the bedroom and a pull-out sofa bed in the living room. The furnishings are a mixture of rattan with tropical accents. Relax on the lanai...
Stylish condo w/ partial ocean views, and shared pool and hot tub
Kona Bali Kai #367Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A partial view of the Pacific Ocean and decor inspired by vintage Hawaiian prints make this condo a unique place to...
REDUCED Westin Ka'Anapali Ocean Resort Oceanview 2BR Villa 8 guests
OFFERING A GREATLY DISCOUNTED RATE DURING PREMIUM SEASON for this luxurious 2- bedroom 2 bathroom "adjoining" lock off OCEAN VIEW villa! Christmas in Hawaii!! DATES FOR 2025: Check in December 21, 2025 Check out December 28, 2025. - Total of 7 nights / 8 days....
PRESTINE*CHIC*Beachy & Fully Remodeled & Oceanfront
Nestled between the white sand beaches of Kamaole I and II, you'll find the serene retreat known as the Royal Mauian. Step out onto your private patio and lush lawn, just steps away from the turquoise Pacific waters. Here, you can enjoy the spectacle of whales breaching...
Kiahuna Plantation Garden View - brand new A/C #405
About this spaceDiscover the beauty of Southern Kauai's Poipu Beach, a short walk from our condo in the Kiahuna Plantation Resort. Poipu Beach boasts access to snorkeling, swimming, and boogie boarding year-round as the South Shore is protected when the North Shore...
Island Sands Resort Condo w/ Ocean View, Private W/D-Beach Lovers Dream
Island Sands Resort 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Beachfront at Kana'I a Nalu - FREE PRIVATE WIFI!
Lower VRBO Internet Pricing. Welcome to our comfortable luxurious Kana'i a Nalu (Gentle Surf) Ground Floor Condo in quiet Ma'alaea, often called 'Maui's Best Kept Secret'. Located on one end of a peaceful dead end road and fronting a pristine and uncrowded 3 mile long...
Tropical getaway at the Maui Banyan! Partial Ocean View 1 bedroom, 2 bath.
Maui Banyan complex and condo are located just a short walk to the Kamaole Beach Park II. This is one of South Maui's most popular and Life Guarded Beaches.Condo is fully furnished with all the comforts of your own personal home. Also includes amenities that will make...
Your perfect Home Away from Home Stays - The Getaway Suite #701
Legally permitted rental - 134 Kapahulu Ave 701⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations⚕This is one place you can relax in comfort.... and it's one of the best locations in town!Aloha and thank-you for...
Waikoloa Villas #H101
Welcome to the Little ‘Ohana at Waikoloa Villas— a modern tropical retreat nestled right on the Waikoloa Golf Course. Freshly renovated, this 1-bedroom, 1-bathroom condo offers a private getaway with a sleek kitchen, an updated bathroom, and a spacious lanai...
Hale Moku - Poipu Clifftop Home with Amazing Ocean Views - Walk to Poipu Beach
Hale MokuOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From your oceanfront perch on a lava-rock cliff, a dazzling ombre of blues tantalizes the eyes and the smell of saltwater...
Quiet Condo With Ocean, Golf Course, And Mountain Views
Located in Princeville, this 2nd floor Kamahana condo has breathtaking views of the ocean, the Makai golf course, the Kilauea lighthouse, and the mountains. Enjoy the sunrise over the ocean with a cup of coffee on the lanai before heading out for a day of fun and...
Hale Kamaole 115 Ground floor condo, easy access to best beach on Maui!
Cozy one bedroom condo with Garden View, located near pool and main office. Hawaiian style rattan furniture in front room, as well as Hawaiian decor throughout the unit - creating a beautiful Maui Oasis. Queen bed in bedroom, along with Air Conditioner and fresh linens....
Convenient to downtown Kihei, across famous Charley Young Beach, 3 pool, tennis courts (MV3407)
Hawaii Tax ID: TA-212-112-3328-01TMK: 390180030265This centrally located top floor unit gives you great partial ocean views with the amenities of a home away from home. Across the street from Charley Young beach makes it great for morning walks, evening sunsets and all...
spectacular ocean front studio condo, Magic sands, ideal view and location
Wake up every day and go to sleep to the sound of waves on the shore beneath your window. End your day by watching the sun set from your own magnificent view in your studio condo. You will have a big, WOW when you walk in and see the ocean right there out your living...