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.
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
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-...
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...
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...
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...
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...
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...
Luxury Ilikai Condo Awesome Sunset and Ocean Views NO RESORT FEES! FREE WIFI
Remodeled from top to bottom: all travertine floors, brand new two double beds, queen-size sofa bed, 42" LCD wall-mounted TV, DVD, whisper quiet split AC system, custom kitchen with stainless steel appliances and beautiful light green granite tops and high-end...
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Maalaea Kai 305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy breathtaking views from the private balcony of this two-bedroom oceanfront condo in Ma'alaea. When it's time to...
Relax in Keauhou with Stunning Kona Coast and Golf Course Views
Escape to a peaceful retreat on the Kona Coast, where breathtaking ocean and golf course views await. This beautifully remodeled 1-bedroom, 2-bath condo at Keauhou Akahi overlooks the stunning Kona Country Club and the vast Pacific Ocean. The open-concept living area...
#Hale Kamaole 155 Ground floor condo, easy access to best beach on Maui!
Welcome to our Ocean inspired condo! This popular unit completed a stunning remodel in 2024 and includes all new furniture, custom pantry and kitchen cabinetry, stainless steel appliances, tile flooring, quartz countertops and matching table. The designer bathroom...
Spacious Family Home With Gorgeous Sunset Views of Diamond Head
This is a truly a local style experience property and the area of Kahala is full of the best of the best of locations on the Island of Oahu with everything close by: City Life , Awesome Beaches , Great Dinning , Tropical Hiking Trails & Views Galore , Look at the Famous...
🏖️Ocean Views | AC | Washer/dryer in Unit | vrKCV
vrKCV - Casa de Emdeko 212, Professionally Managed by Kona Coast VacationsCasa De Emdeko 212 – Updated Floors, Remodeled Bathroom, and Oceanfront Ambiance!Welcome to your Hawaiian home away from home at Casa De Emdeko 212, a beautifully maintained one-bedroom,...
Hale Leilani | Ko Olina | Beachfront w/ Views!
Summary:Welcome to Hale Leilani in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this beachfront condo has an ideal resort location with quick access to the resort's amenities. Maximum occupancy strictly enforced in accordance with local...
Banyan Tree 200 - oceanfront condo with wraparound lanai
Welcome to Banyan Tree 200. This stunning condo offers breathtaking views of the Pacific Ocean, providing the perfect backdrop for your Hawaiian getaway. With its prime location, you can enjoy the soothing sounds of the waves and the gentle ocean breeze right from your...
Tropical Modern Home Minutes From the World’s Most Gorgeous Beaches
A tropical oasis awaits you. Surrounded by mature tropical landscaping, overlooking Princeville’s famous mountains and waterfalls, this recently renovated condo is a wonderful place to stage your vacation on the most beautiful island in the world!Not just outside, but...
Beautiful PAPAKEA direct walkout OCEAN front 1bdr/1bath,A/C and views for dayz!
BEAUTIFUL West Maui Rental- AREA NOT AFFECTED BY LAHAINA FIRES & NO resort fees!Welcome to our AHHMMAAZZING little piece of Maui Paradise! This unit is individually owned, 1st floor unit, direct ocean front walkout property on 13 acres of beautiful oceanfront property...
KK 307 OceanFront 2BD Retreat with Breathtaking Views
Kulakane 307 Newly Remodeled OceantFront 2Bedroom for Picture Perfect Retreat to Relax Recharge and Rejuvinate. Ocean Views for Beautiful Sunsets and Spectacular Whale Watching FREE daily activities included with your stay value up to $570! Complimentary admission,...
End condo with lanai, balcony, pool, hot tub & tennis - near the beach
Colony Villas #1606Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the perfect Hawaiian getaway at this spacious end condo, tucked into the lush grounds of the Colony...
Kukui'ula Kai - Oceanfront Home with Pool and Large Lounge
Upon entering through the front door you will discover your own luxurious, oceanfront sanctuary. Kukui’ula Kai offers its guests a thoughtful and spacious layout with 2 private master suites that offer amazing views and sounds of the ocean to lull you to sleep.An...
Private, Access to Mauna Lani Beach Club, Spacious, Great Backyard!
Welcome to your peaceful Hawaiian retreat in the gated Islands at Mauna Lani, perfect for families & small groups seeking comfort near the beach!- Sleeps 5 | 2 bedrooms | 4 beds | 2.5 baths- Resort-style pool w/ waterfall steps away- Private lanais w/ BBQ & dining for...
Kamaole Sands Inner Courtyard - Building 1
Bill and Kathy’s Maui HomeOur Maui home is located in beautiful sunny Kihei, Maui, Hawaii. The complex is 15 acres of lush gardens, water falls and fountains. It is located across the street from Kamaole Beach Park #3 which has a grassy play area with shade trees and...
Sleek & Modern 32nd Floor Condo at the Waikiki Banyan - Free parking! by Koko Resort Vacation Rentals
Deluxe High Level Renovated Condo with Ocean & Diamond Head View, Free parking& Wi-Fi Aloha and Welcome to Koko Resorts! We are so happy you stay with us! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14...
Ground Floor Condo with Direct Pacific Ocean Views at Kaleialoha!
**Kaleialoha 112**Enjoy our newly remodeled condo featuring a brand new kitchen with stunning Vortice Veneziano granite countertops, solid cherry cabinetry, and the look of bleached wood floors. The living room includes a wall AC unit, modern ceiling fans and lights,...