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.
Kaanapali Alii | 166
Kaanapali Alii Unit 1662 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to Kaanapali Alii 166, a luxurious two-bedroom oceanfront sixth-floor retreat at Kaanapali Alii! Get ready to experience a vacation like no other as...
Private Oceanfront property w/ Resort Amenities
Direct Ocean Front Condo on Famed Ka’anapali Beach!Many units at Ka’anapali Shores Resort claim to be ocean front. None are as close to the ocean as ground-floor unit 161! The only things separating you from Ka’anapali Beach are floor to ceiling windows and your own...
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...
Maui Resort Rentals: Groundfloor Interior Honua Kai Konea 109, Huge Lawn Area, Steps to Pools/Beach/B.B.Q.s!
Enjoy one of the most convenient ground-floor locations at Honua Kai in the highly sought-after interior courtyard of the Konea Tower. Konea 109 offers a spacious 1315 square feet of living space and convenient interior ground floor access to the pools, beach, and BBQs....
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
Ocean View Penthouse Condo with Upgraded Interior ~ Hosted By Maui Westside● Stunning ocean views from the top-floor penthouse level● No neighbors above you● Spacious 104 sq ft lanai perfect for enjoying coffee or cocktails● Thoughtfully remodeled with granite counters...
(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...
Ocean Front KUL617 - Upgraded, Top-Floor Unit in Quiet West Maui Location
**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 the...
Maui Banyan Q410 - Ocean View, King Bed, Across The Street From Kamaole Beach!
E Komo Mai to our luxury two bedroom unit with a partial ocean view from the lanai. This unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the...
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...
Garden Island Retreat - Islander on the Beach #116 - Studio Condo
Beautiful ground level studio #116 w/kitchenette at Islander on the Beach. Just steps away from the beach! Great, quiet location in the resort complex and has an ocean view from the lanai. Islander on the Beach, Hawaiian Style Resort, is set on six acres of oceanfront...
🏖️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
Welcome to Grand Champions 108, a beacon of refined luxury in the heart of Wailea, Maui. This beautifully remodeled one-bedroom, two-bath villa blends contemporary elegance with authentic island charm, offering a serene retreat surrounded by lush greenery and ocean...
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...
Beautiful Ocean View in Poipu! Special Rates for Vacant Dates!
You can see the ocean from the Living room and enjoy amazing mountain views and beautiful rainbows from the living room and lanai. The sunset can be viewed This Prince-Kuhio unit #306, overlooks historic Prince Kuhio Park and is a 1 minute walk to popular Lawai Beach...
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 home...
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...
Mahina Kai, Private Boutique Luxe Ocean Bluff Condo
A rare jewel on Kauai’s North Shore. Welcome to Mahina Kai — a newly renovated, designer-styled luxury condo perched on the ocean bluffs of Princeville. This boutique retreat blends modern elegance with soulful artistry, offering an exclusive experience unlike anything...
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
Kihei Sands is waiting for you with NEW LOWERED RATES this winter from November - March 2026! Escape to Maui's whale season & tropical weather in no time - all with out stretching your budget.One of the unparalleled advantages to our property is access to whale watching...
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-...
Ocean View Luxury #617: Top Floor + 2023 Remodel!
Coastal Luxury at its finest! Complete remodel and all new, tasteful furnishings in late 2023. Stunning Ocean and Sunset Views from this top floor condo! Clean, crisp and comfortable, this home has everything you will need to make your Maui vacation one that you will...
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 sea...
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, Tunnels...
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,
Summary:Oceanfront Condo in Kapa'a with a fantastic view and plenty of appeal throughout.The Space: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...
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...
KAUAI BEST DEAL!!!! 1-10-25 thru 1-17-25 - Sleeps 8
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantain style architecture at this small island...