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.
9th floor Studio, Sleeps 2, Just 2 mins Walk to Waikiki Beach
Legal Vacation Rental is located at theWaikiki Grand Hotel®134 Kapahulu 922Absolutely awesome unit located just a block from the beach. in fact, you can see the ocean and the beach from the front door! Large Studio apartment with full kitchen and bathroom.Within our...
Top Floor Oceanfront location with great swimming and snorkeling MKM809
Hawaii Tax ID:TA-190-792-2432-01TMK: 390040230093Top floor amazing views in desirable South Kihei! Enjoy long beach walks and the convenience of a coin operated washer and dryer on every floor. Rest and relax in your home away from home. Step out onto your large private...
Kona Pacific B311 - Quiet, comfortable & walking distance to Town and the beach
Join our friends and family who return year after year to enjoy the Big Island at its finest. We invite you to our home away from home at Kona Pacific Condominiums to enjoy our 829-square-foot, beautifully renovated unit. We are conveniently within walking distance to...
Lokelani C-201 - Oceanfront - 2 lanais! - Complimentary Activities!
Lokelani C-201 in Honokowai is an upgraded direct oceanfront air-conditioned two bedroom / two bath condominium. With spectacular views of the Pacific from both the living room and master bedroom lanai, you will have a front row seat watching breath-taking sunsets and...
Kaanapali Shores: Unit 943 ~ Top Floor & Upgraded with Stunning Ocean Views
FALL SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31ST 2025Ocean View Penthouse Condo with Upgraded Interior ~ Hosted By Maui Westside● Stunning ocean views from the top-floor penthouse level● No neighbors above...
(4323/24) 2 Br Hanalei Bay Resort with Amazing Ocean View
Welcome to Hanalei Bay Resort unit 4323/4324. A top floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This beautiful unit has 2 bedrooms, each with a King size bed along with a loft space with another King size bed and two large...
Beautiful Pool with Stunning Ocean and Sunset Views
🏝️Come and enjoy an oasis on the slopes of the Kona Palisades! Near Kailua-Kona town and just a 5 minute drive from the Kona International Airport, indulge in the warm Hawaii sunshine while lounging around the stunning private, solar-heated pool complete with a...
Ocean Front KUL617 - Upgraded, Top-Floor Unit in Quiet West Maui Location
** Summer 2025 Discounted Rates - Book Now! **Imagine waking up in a beautiful, condo on Maui with a stunning ocean view that stretches as far as the eye can see. From unit 617 on the third floor, you can catch a glimpse of the outer islands of Molokai and Lana’i from...
KKSRC 7102, Ground Floor, Garden/Golf Views, AC, Fully Remodeled
Honu Hale (turtle house) is our dream come true & could be your dream vacation home when you stay. Located in a prime area at the gated Keauhou Kona Surf and Racquet Club, this first floor 2 BD, 2 BA is spacious & recently decorated to reflect artist owners with...
OCEANFRONT*MODERN DELUXE Ocean View by Maui's best beaches
Stay in one of Royal Mauian's most requested units!This gorgeous unit is located at the beachfront property of Royal Mauian. Take a walk on the sand or lounge by the pool with your favorite book. This complex has something for everybody; upscale amenities, a relaxing...
Refreshing 2bd condo with ocean views
Welcome to Maui Parkshore 305 – a premier destination in Kihei, offering unparalleled beach access just across the street! This exquisite 2-bedroom/2-bath condo provides the ultimate Hawaiian getaway. Marvel at the ocean views from your private lanai, where you can...
🏖️Ocean Front | AC | Pool | Concierge Included | vrKCV
vrKCV - Hale Honu, Professionally Managed by Kona Coast VacationsOceanfront Retreat with Panoramic ViewsEscape to this stunning oceanfront home, where breathtaking panoramic views and coastal elegance come together in perfect harmony. This spacious 4-bedroom, 4-bathroom...
Mana Kai Maui Resort condo with private W/D & WiFi - close to beaches
Mana Kai Maui Resort 709Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Oceanfront 2-Story ML Terrace Condo - Walk to Beach!
A204 is a spacious, two-story, 3-bedroom, 3.5-bath villa just steps from the beach, offering spectacular ocean views. As one of the only two-level Terrace villas, it provides ample space for the entire family with high ceilings, floor-to-ceiling windows, and expansive...
COZY STUDIO WITH WAIKIKI, OCEAN AND DIAMOND HEAD VIEW. FREE WI-FI.
Aloha to paradise, this studio is cozy, Charming, Comfortable and locate on a high floor with a panoramic ocean and diamond head view. We are located across the street from Fort Derussy Park and Hilton Hawaiian Village Resort. You are only a short walk to the beach, the...
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
New Split Air condition, Private entrance with patio. Adjacent to "greenbelt". Vehicle parking next to apartment. Twin sink bathroom with all normal facilities.Queen size bed plus sofa.Refrigerator plus separate freezer. Microwave, toaster oven and coffee maker.Large...
Grand Champions 108 | Sunset Views + Amenities
Grand Champions 108 stands as a beacon of refined luxury in Wailea, Maui. This meticulously remodeled one-bedroom, two-bathroom villa offers an unparalleled retreat, blending contemporary elegance with island charm. Perched atop an elevated lanai, the villa presents...
Beautiful Ocean View Room, 2 queen beds, Beachfront Resort, restaurant's on site
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Its Time to Relax in Style! One of the Best ocean views on property. Our unit has two Queen beds and is an end unit closest to the beach!!! Only steps from the sand.The...
Relaxing Tropical Getaway at The Cliffs resort - Sleeps 5
Create unforgettable memories on Kauai, where relaxation and adventure go hand in hand. The Cliffs offers the perfect blend of comfort, convenience, and natural beauty in one of Kauai's most sought after locations. End unit with more space, natural light & privacy than...
Seaside Paradise
This beach cottage located at the second level, is one of a kind. Please contact vrbo or owner for dates you are interested in if you don’t see availability. This cottage is so calming to just sit there and watch the ocean which is only steps away. Turtles frequently...
Newly renovated condo at White Sands Village #221, steps from Magic Sands beach!
Welcome to White Sands Village, # 221! Located just across the street from Magic Sands beach, along the iconic Alii Drive, this new partly renovated 2-bedroom, 2-bathroom condo has all the amenities you could need! Desk for zoom calls, central AC, Smart TV, high-speed...
Best Hilo Location @ Richardsons Beach Park, Swimming, Snorkeling Sleeps 8-Save$
Welcome to “Surfrider” HILO VACATION RENTAL HOME:Overview:Get the best Hilo location without paying more. Compare walking out your door to snorkel with turtles to any other house. All this and a Hilo location just minutes from Downtown. Stay in a well landscaped...
Oceanview Top Floor Condo, with Internet Access.
This bright, yet cool, condo has a private lanai that offers a view of both ocean and mountains. In addition to being right across the street from one of Maui's best swimming beaches, you will enjoy being close to grocery stores, shops, movie theater, restaurants and a...
Sunny corner unit, natural light and breezy vibes
Papakea D209 is a 1-bedroom, 1-bathroom condo located on the second floor and can comfortably accommodate up to 4 guests. The open-concept living room features Air Conditioning, Hawaiian-theme furniture with tropical decorations, a dedicated workspace, a large...
Magnificent Oceanfront Condo at the Royal Mauian
Hawaii Tax ID: TA-076-894-8224-01TMK: 390050100065MAGNIFICENT! 30 feet from the ocean with a 180 degree unobstructed panoramic ocean view. Deluxe Unit with the best location in the building. Beautiful and serene, with warm ocean breezes. This superior remodeled unit...
Fully Renovated 1BR/2BA Oceanfront Condo on He'eia Bay - Great Rates year round!
Watch the sun set over the Pacific Ocean at this beautiful oceanfront resort! Your vacation hideaway is a spacious one bedroom, two bath, first floor condo, fully renovated in 2023! The complex is beautifully landscaped, very well maintained, upscale and quiet. A large...
Ocean-View Condo < Half Mile to Kalapaki Beach!
Beach days are made easy from this 2-bedroom, 1.5-bath condo, located in the heart of Lihue. With its prime location near the beach, local restaurants, and attractions, this vacation rental ensures you'll never have to travel far for fun. For a day of adventure, explore...
OCEANFRONT RESORT- $249 - May 15 only! Kihei Sands Beachfrnt Condo-B12
Tired of waiting for Spring? Kihei Sands is waiting for YOU! Everyone will stay COOL with whisper-quiet Mitsubishi split A/C in the living area & each bedroom. Ceiling fans throughout if you prefer having windows open for the fresh ocean air. In the living room, unwind...
Entire home in Kihei within walking distance to beaches, shopping and dining!
WOW! This picturesque and private furnished two bedroom, two bath home is nestled in its own garden setting and is just a few steps away from Kamaole Beach #1-one of the most beautiful stretches of sand along the ocean in all of Maui! If riding the waves is for you-...
Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach
There is a place in the world where time seems to have stopped, where simplicity rules, where peace of mind can be found. Welcome to Molokai, the most Hawaiian of all the islands.Here on Molokai, one can’t help but be allured by the ruggedness of the world’s largest...
3-102, Ground Floor, Large Lanai, New Kitchen, Twin Murphy Beds, Close to Pool!
We invite you to stay at our wonderful, tropical condominium at Kamaole Sands. Conveniently located on the ground floor in popular Building Three, you will be just steps away from the beautiful swimming pool, two hot tubs (one is adult only), and a kiddy pool. If the...
Reduced rate at Majestic Island Getaway in Wainiha Close to Beach!
Welcome to Hale ‘Oli – The House of HappinessFall in love with this serene island escape on Kaua‘i’s North Shore, perfectly nestled between lush mountains and the ocean. Just a short walk to Wainiha Ku‘au Beach and minutes from world-famous spots like Ke‘e,...
Whales still here! Oceanfront Corner Royal Kahana 2Bd Hotel zone Safe to Book.
We welcome and need you to visit our beautiful island. Restaurants Including new ones and stores around this area and the rest of beautiful Maui are open. We thank you for your support! This property is hotel zoned which means that short term rentals will continue to be...
Hawaii (Lihue, Kauai) Ocn Vw Condo w/KItchen - SPCL $149/nt - 30 day rental!!!!
Hawaii Ocean View Condo SPECIAL is $175/night FOR a 2-3 wk rental & $149/night for 30+ day rentals - click on the Calendar for available dates.It sleeps 3 (but the 3rd person will be using the blow up mattress in the closet & sleeping on the living room floor (perfect...
Light and Airy North Shore Condo. Owner hosted w/on site Co-host!
Mahalo for checking out my condo for your special time her on beautiful Kauai! We have recently made some upgrades to our home away from home, including all new linens. We also now have an on-site Co-host to help you with anything you may need during your stay. Enjoy...
Beautiful views of the mountains and oceans on the ground floor
This is a beautifully remodeled condo located in the cliff side community of Alii Kai. This ground floor unit has gorgeous new flooring with a full wall of windows leading to a wonderful lanai to sit and enjoy the ocean and tropical weather. The living space & kitchen...
Kona Pacific condo boasts ocean views l upgraded amenities l A/C
Ocean Views, Spacious Living & Aloha Vibes – Walk to Town, Unwind in ComfortExperience the best of island living in this beautifully appointed Kona retreat, where comfort, style, and convenience come together in one unforgettable space. Just a short walk from historic...
Haleakala Shores B509: Spacious Top Floor Unit with Stunning Maui Views!
Haleakala Shores B509 offers views of the beautiful Maui waters, West Maui mountains, and Haleakala! Your perfect Maui getaway starts here in this spacious top floor unit at Haleakala Shores! Enjoy the open feel with vaulted ceilings and large windows in every room.As...
🏖️Enjoy Breathtaking Sunsets over Keauhou Bay | Concierge Included | vrKCV
vrKCV - Kahle Ohana, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical OasisYou will enjoy tropical foliage views, lush gardens, and breathtaking sunsets, all from the expansive 1,000 sq ft lanai of this inviting home. Nestled in a serene yet...
KKSR3102 Direct Oceanfront Ground Floor Remodeled Unit, Incredible Views W/AC
Gorgeous Direct Oceanfront 1st Floor Unit at the Keauhou Kona Surf & Racquet Club in HIGHLY DESIRABLE Building 3 The views from this unit are stunning for a first floor unit. Air Conditioning Split Units installed throughout Living Room & Both Bedrooms! Beautifully...
Inner Circle - Ground Floor - Close to Pool Gate
Aloha and Welcome to the Ohana.Memorable sunsets are guaranteed almost every night in Maui. This condo is Kamaole Sands #5-114 and is a ground floor unit which is steps to the pool gate. It is located in the INNER CIRCLE. You will enjoy a spacious one bedroom, two...
Beautiful Kapa'a Oceanfront Condo with a Fantastic Ocean View,
High Ceilings, fantastic ocean view with this 3rd floor condo and sounds of the surf are what you will haveif you stay in this great condo.Updated and beautiful furnishings, comfortable bedsKing beds and two full baths and a sofa bedFull kitchen for preparing those...
Prime Top-Floor View Oceanfront Condo w/ A/C, Free WiFi, Lanai, Shared W/D, BBQs
Kuhio Shores 416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the beautiful Pacific Ocean, surfers, dolphins, turtles, and whales (in season) from this very popular top-floor...
EL E104 Escape to Maui at Spacious Bright Kaanapali Condo w Pool AC Beach Cabana
Eldorado E104 Spacious 1-bedroom Unit Perfect for a Small Family or Group of Friends 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...
Bali Hai Resort - 2BR Resort Suite Princeville
Summary:Nestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two pools or...
Oceanfront Sunny Westside TVRNCU- #1094
“Please be informed that this transient vacation rental is located in the tsunami evacuation zone. Please follow the evacuation procedures listed in the photo section and posted at the apartment entrance." For your at-the-beach vacation, this lovely rental puts you in...
Mala Pua Ma Ke Kai - Little Garden by the Sea - 3 bedroom, 2 bath home
GE/TAT # 085-416-9600-01 TVNCU - 4268 This "Little Garden by the Sea" (Mala Pu’a Ma Ke Kai) is a sweet spot in the heart of Hanalei. 3 bedrooms, 2 full baths plus an outdoor shower. This home is for sale, so this is your chance to test your new piece of paradise. 48...
Beautiful Maui Ocean/Molokai Views blended with West Maui Mountains
Hale Aloha is located in The Maui Kaanapali Villas located on the 5th floor unit 507. Hale Aloha boost beautiful Ocean/Molokai views blended with the West Maui Mountains. Our beach is a true "Hidden Gem" for swimming, snorkeling or relaxing on a sandy beach. Enjoy 2...
Aloha Condos, Kanaloa at Kona, Condo 2503, Oceanfront, AC
Great ocean view location facing west-southwest with snorkeling and surfing. Hawaiian decor throughout, this condo is the perfect escape for a couple or a small family. Check out this Beautiful New Listing (July 2013)Western Facing - Sunset Views (in season)Full...
MRR Presents Kaanapali Ali'i 286 - Expansive 2BR Corner Remodel w/ Gorgeous Mountain Views!
Boasting gorgeous views of the majestic West Maui Mountains and the Kaanapali Royal Golf Course from its 8th-floor vantage point, suite 286 offers a highly sought-after corner location with a luxuriously remodeled interior. Enjoy gorgeous panoramic views of the tropical...