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.
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...
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...
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 Come enjoy your own piece of paradise at Maui Eldorado E104! This spacious, air-conditioned 1-bedroom, has two queen beds and a sofa sleeper, sleeping up to 6 people. Feel free to spend...
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 # 114-889-2672-01 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 Kitchen...
Oceanfront Bliss – A Relaxing Retreat with Breathtaking Views
Whether you’re here to soak up the incredible sunsets, spot sea turtles from the lanai, or witness majestic whales (in season),this serene escape is ready to make your island dreams come true. Step inside this fully updated condo and experience modern comfort paired...
Oceanfront condo w/A/C, elevator, coastline views, lanai, hot tub, pool, tennis
Kuhio Shores 316Our 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...
Kamaole Sands Unit 6-310: Blue Hawaii Themed condo with 2 Private Lanais
This tropically decorated unit with blue décor throughout is sure to transition you into vacation mode. Between the blue statement upholstery, rattan furniture, and wooden surfboard on the wall you will definitely enjoy your unique piece of paradise. There are a large...
KKSR#4102 DIRECT OCEANFRONT, INCREDIBLE GROUND FLOOR UNIT, REMODELED!, AC!!!
Keauhou Kona Surf & Racquet Club#4-102 is an incredible DIRECT OCEANFRONT ground floor unit, entirely remodeled throughout. 3 Split Air Conditioning units installed throughout this spectacular offering. Knutson & Associates Property Management is so proud to be...
Gorgeous Oceanfront Sanctuary – Makena Surf #G-204 - Breathtaking Views!
Makena Surf G-204Welcome to Makena Surf G-204, a beautifully appointed ocean view condo located within the exclusive Makena Surf Resort. This second-floor, two-bedroom, two-bathroom retreat offers a refined blend of island charm, comfort, and sweeping views of Maui’s...