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.
Beautiful beaches for swimming and sunsets! Kamaole Sands 3-207
Condo, 1 Bedroom + Convertible bed(s), 2 Baths, (Sleeps 2-4)Custom remodel on second floor of desirable BUILDING 3, one bedroom, two full bathrooms condominium with beautiful view from the spacious lanai. Air conditioning in both living room and bedroom providing air...
Beautiful Ocean Views from Premium Newly Remodeled Top Floor Unit: Papakea J401
Come to Papakea J401 for your perfect Maui vacation! Amazing view of the ocean, from the 4th/top floor, corner unit. You’ll enjoy whale season or sail boats from your private lanai with dining table and lounge chair. J401 is a short walk to the pool, spa,...
Whale House w/ AC @ Kehena Beach, Hawaii (Oceanfront)
********HAWAII TA-042-418-7904-01****************************Aloha, come swim with our friendly dolphins at Kehena Beach - all year long!Whales are here during winter months and can be seen and heard from shore.You will love The Whale House @ Kehena Beach. This unit...
Maui With a View - 13th Tee!!
6 GUESTS PER RENTAL MAXIMUMLOCATION, LOCATION, LOCATIONWelcome to the FRONT ROW of the Kaanapali Plantation! It's all about location, and this condo is located in the FRONT ROW of the Royal Kaanapali Golf course at the 13th tee, providing an unobstructed view of the...
Gorgeous Penthouse w/ AC, Steps from the Beach!
Newly updated unit w/ AC. Historic plantation-era Hawaiian style right by the ocean. Very romantic and relaxed place, great for your next Ohana getaway, for honeymooners, and anyone who wants to enjoy the Garden Island of Kauai. You will find just about everything that...
Enjoy ocean views at lovely 2bd condo
Step inside Papakea J202, a 2-bedroom, 2-bathroom condo that offers AC and flat-screen TVs in every room. This condo can accommodate 6 guests. The master bedroom features a comfortable king-size bed with wall-to-wall windows, flat screen TV, and an ensuite bathroom with...
Tropical garden view Wailea condo
Grand Champions 8 is a 2 bedroom, 2 bathroom condo featuring amenities such as a private lanai, air-conditioning and a washer/dryer. Located on the 3rd floor, this condo can comfortably accommodate up to 6 guests with a King-size bed in the master bedroom, a Queen-size...
Plantation Hale Suites H7, AC, Walk to town, Near Beaches, Comp Wifi
Welcome to Plantation Hale Suites Unit H7 on the beautiful island of Kauai!Experience the best of Kauai at our newly remodeled vacation rental, centrally located on the Royal Coconut Coast in Wailua. Whether you're here for relaxation or adventure, our suite is designed...
❤️PiH❤️ OCEAN POINT ★ Walk to Beach Club ★ Steps From Ocean ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Ocean Point is an elegant and newly remodeled upper-level condo with 2 bedrooms located in the prestigious Mauna Lani Point. The home overlooks world-renowned Mauna Lani South course, a large water feature and Hualalai...
BEAUTIFUL GARDEN & GOLF COURSE VIEW 2 BEDROOM CONDO
You've never seen such a relaxing and comfortable vacation rental as this Keauhou Surf & Racquet condo. Located with a golf course view on 16 ocean front acres, you'll never want to go home! Ground floor, no stairs with nearby reserved parking. Surf and Racquet is a...
Tropical Oasis
Enjoy Hawaiian living in this spacious 2 bedroom, 2 bathroom, 2nd floor condo with an ocean view. Large lanai overlooks the eighth fairway of the Kona Country Club. This unit does NOT have air conditioning. Each room has a ceiling fan and there are 4 floor fans. This...
Paradise is Calling...So is the Sun, Sand, Sea&Tropical Breezes-Kihei, Maui B406
THIS CONDO IS NOT ON THE MINATOYA/SHORT TERM RENTAL LIST.FEEL FREE TO BOOK LONG RANGE VACATION AS WE WILL BE HERE :)We would like to share our spacious Paradise home with you. It is comfortable, fully furnished and it is fun!! Enjoy your breakfasts and dinners on the...
The Perfect Spot for Your Dream Vacation!
**Nohonani 402 – Your Oceanfront Paradise**Welcome to Nohonani 402, a stunning 2-bedroom, 1.5-bath unit on the fourth floor, featuring vaulted ceilings and breathtaking ocean views. Enjoy the panoramic vistas from the kitchen, dining areas, living room, and master...
Paradise retreat! Plunge Pool, Hot Tub, AC & Water Gears!
Tropical Paradise in Princeville’s most desirable neighborhood tucked between golf course and the ocean, across the Queens Bath. Two-level house with 3 bedrooms, den and nook can accommodate 11 people. Bali style furniture and all memory form mattresses. equipped...
Spectacular Ocean Front location! Everything a Beach vacation should be! AC!!!
Newly installed Central Air-conditioning! Ocean views along with Mountain views right on the beach! In Kihei, you can not be any closer to the beach! This building is maintained like a resort! From the soft golf grass turf to the beautiful pool you feel like you are in...
Reduced Rate! 3 Bdrm Townhome Near Beaches & Golf with A/C
This 1,874 square foot luxury townhome in Princeville’s Nihilani Community is elegantly furnished, with three full bedrooms and 2.5 baths, including a Jacuzzi tub in the primary bathroom.The generously stocked gourmet kitchen, featuring granite countertops and a...
Special Rate! Ocean Front! Valley Isle Resort 708
This spectacular 2 bedroom/2 bath upgraded condo is directly oceanfront on the 7th floor just steps to the beach, conveniently located on Maui's West Coast between Kaanapali and Kapalua. This unit has breathtaking views of the ocean and neighboring islands of Moloka'i...
*Kana'i A Nalu 119* Prime Beachfront Maui Condo!
This prime ground-floor unit is just 30 feet from the ocean with a private walk-out lanai boasting gorgeous views of the surf and Haleakala Volcano to the east! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a guest suite with...
PARADISE FOUND!!! 2 BEDROOM CONDO .OCEANFRONT WEST MAUI LOCATION
In the heart of Kahana lies a serene 2-bedroom retreat that's waiting for you. Nestled just minutes from the stunning Kaanapali Beach and the serene Napili Bay, this property offers a prime location for your Maui getaway. Spend your days soaking up the sun by the...
Maui Resort Rentals: Luana Garden Villas 18B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Nestled within the exclusive Enclave Three of the Luana Garden Villas, this luxurious 3-bedroom, 3-bathroom villa perfectly blends high-end modern design with comfort and convenience. Enjoy effortless ground-floor living with easy access to surrounding resort amenities,...
Ocean Theme+View! Island Decor, Kitchen+Bath Updates, WiFi–Kamaole Sands 9409
Join us under the sea in this 1,200-square foot two-bedroom with loft vacation condo located on the 4th floor with a central AC system. From the ocean artwork at the entryway, to the charming sea décor adorning the unit, Unit 9409 seems like the perfect match for this...
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...
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...
One bedroom Vacation Condo on West Maui - C2
Enjoy the Lahaina side in comfort! One Bedroom, one bath Condo furnished Island Style. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming, sunning,...
Beautifully Remodeled! Top Floor and Near pool! Palms at Wailea 304
If you are looking for a perfect getaway in paradise, this is it! This luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this popular complex affords.This spacious fully air-conditioned two-bedroom two-bath unit is...
Colorful home with Hanalei waterfall & mountain views, & AC in bedrooms
Hanalei Waterfall House TVNC#5120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take refuge in your own Hawaiian villa on the lush “Garden Island” of Kauai.Hanalei Waterfall...
Large Home With An Amazing Kitchen In Princeville.
Mapu Place is a bright spacious 3-bedroom home in Princeville. Its open floor plan and vaulted ceilings gives a large welcoming feeling. There are wood floors throughout the great room and bedrooms. The bathrooms and kitchen have lovely travertine tile. There are...
HomeOnTheLava~ Ocean & Volcano Views ~Sleeps 8 ~ Momma’s Oasis
As of January 2021 the Solar System has been upgraded. This beautiful 3 Bedroom 1 Bath eco-friendly off-grid home was built on an old lava flow out of 3 cargo containers. But once you step in this home you will have no idea you were inside former cargo containers. It...
Ma'alaea Surf, Unit F5 2 BR Beachfront Condo, AC, Wifi, Pool, TV
Ma'alaea Surf, Unit F5 is a beautiful townhouse unit situated on the second floor offering guest total privacy and wonderful views. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second...
❤️PiH❤️ Aloha Joe's Ohana ★ Close to Beaches and Restaurants
Brought to you by Paradise in Hawaii Luxury Homes.Aloha Joe's Ohana provides a perfect setting for your Hawaii getaway and is designed for gatherings of up to 8 people and provides a relaxing, comfortable well-equipped home for your Hawaiian vacation.Fast WiFi with...
Hale Kai | Pampered Ko Olina Villa
Summary:Welcome to Hale Kai in Ko Olina! If you enjoy panoramic ocean views and tiki-lined pathways to white sand beaches, Ko Olina Kai is the paradise for you. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Once you're finally able to...
Remodeled 2BR Kihei Condo: Ground Floor, Lanai, Pool, Near Shops & Beaches
This remodeled two-bedroom, one bath condo is conveniently located in the heart of Kihei nestled in the peaceful, quiet, and tropical boutique complex of Kihei Garden Estates. This open, airy, and spacious ground floor unit boasts a great location, tasteful decor,...
kksr#9304 Remodeled top floor unit with loft, beautiful ocean views
Welcome to the Listing Page of Keauhou Kona Surf & Racquet Club,#9-304!This spectacular top floor unit truly is a gem in the development. This spacious premium unit has an impressive 1,170 interior square feet, featuring 3 bedrooms & 2 bathrooms. The property has...
Beautiful Hawaiian condo with mountain views, pool, & hot tub - steps to beach
Pali Ke Kua #9Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the picturesque town of Princeville, Hawaii, and a short drive to the world famous Hanalei Bay, this charming...
Beautiful Hawaii Big Island Vacation Villa - 3BR 2.5BA Vacation Home in Paradise
Welcome to Hale Aloha, a vacation villa in The Waikoloa Colony Villas on the sunny Kohala coast on Big Island Hawaii. Arriving at the resort complex, you will be welcomed into a lush landscaped resort surrounded by palm trees, scenic lava rocks and views of majectic...
Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence
Luxury Vacation Rental Residence with High-End Furnishings. In a tranquil residential pocket in the Hawaiian paradise of the Big Island, you’ll discover one of Kona’s premier luxury properties. E Komo Mai is a sophisticated, modern, 5-bedroom residence that...
True oceanfront L204 w/180° amazing views now thru 2025 at low rates from 225.
This ocean front Condo L204 is one of a select few condos available on Maui featuring direct panoramic ocean and neighbor island views, and very close to gorgeous north Kaanapali beach. The beach stretches out for three miles making for a beautiful walk, a snorkeling...
Beautiful Ocean View in Poipu! Special Rates for Vacant Dates!
You can see the ocean from every window (even the shower!) and enjoy amazing mountain views and beautiful rainbows from the living room and lanai. This Prince-Kuhio unit #306, overlooks historic Prince Kuhio Park and is a 1 minute walk to popular Lawai Beach and the...
Maui Resort Rentals: Honua Kai Hokulani 101 – Crown Jewel Ground Floor 3BR, Oceanfront Views + Outdoor B.B.Q + Huge Lawn Area!
Offering the finest in ground floor resort living, this Honua Kai crown jewel boasts a stunning interior oceanfront corner location in the closest column to the ocean at all of Honua Kai. Because of the raised vantage point, your group will enjoy the best of both worlds...
#1 Kaanapali Beach, Ocean View MER K218
Located at the beautiful Kaanapali Beach Resort, enjoy this privately-owned new ocean view studio K218. Top floor. Enjoy amazing sunset views from your bed or the lanai. Relax in this comfortable and tropical suite condo with new wood flooring and living room sofa and...
Kuleana Condo with Unobstructed Oceanfront Views
Summary:Building 5. Unit 516. 3rd floor. Kuleana provides the perfect combination of relaxation and recreation within a 4 acre oceanfront and garden setting. Pool, BBQ's, and putt putt green. There is no elevators in the Kuleana community. Incredible snorkeling/diving...
Mana Kai Maui Condo - Right on the Beach!
Need a vacation? Is Hawaii calling you?Our 2-bedroom Mana Kai condo is fully equipped with everything you need and is great for families. It has a full kitchen, split A/C in both bedrooms, and an open living room with sliding glass doors that lead to a spacious lanai...
Moana Imaku - Ocean View Home w/ ADA Features
Aloha and Welcome to Moana Imaku! Come and enjoy your Hawaiian getaway in a lovely, spacious, light filled home all your own. In creating this vacation home it was important for the owner to build a place that could be enjoyed by all, including the differently abled....
Ekahi 37A Tropical Townhouse, Partial Ocean View. Sleeps 2 Adults + 2 Kids
Experience your dream vacation for a romantic getaway or for the whole family. 5 Minutes walk to the beach through lush landscaping. 4 pools, beautiful beach, great for swimming, snorkeling, boogie boarding and relaxing. Walk to Shops in Wailea, Wailea Tennis & Golf,...
Ground Floor large one bedroom Unit 112 Steps to beach
Welcome to Ka'anapali Shores #112Beautiful upgraded one bedroom one bath with open floor plan. First floor condo with 11 foot ceilings* Fabulous Kaanapali Shores, AAA triple diamond rated resort on world famous Kaanapali Beach*** Gorgeous luxury laminate floors**This...
Direct Ocean View. Top floor 2 bedroom with loft. End Unit. Wrap-Around Lanai.
Your dream vacation awaits, beginning with this lovely 2-bedroom plus loft at Kona Makai!Located on the top floor, enjoy spectacular ocean views and breathtaking sunsets from the wrap-around lanai which provides ample seating for your group. Air conditioning units in...
Mahina Kai, Private Boutique Luxe Ocean Bluff Condo
Welcome to Mahina Kai! This premiere condo is well loved for its boho-chic comfort, privacy, and boutique luxury design. The front yard leads to stunning ocean views giving you the perfect experience of a relaxed hideaway in paradise. If you enjoy the comfort of a...
Maui Resort Rentals: Honua Kai Konea 332 – Luxurious Corner 2BR w/ Delightful West Maui Mountain Views!
Maui Resort Rentals is proud to bring you this extraordinary 2BR Mountain View Suite at the Honua Kai Resort, newly launched on 1/17/2025 to start taking reservations for check-ins on 3/7/2025!Konea 332 is a remarkable 2BR/2BA suite boasting a spacious corner location...
Sweeping Unobstructed Ocean Views, Luxury Beachfront Condo, Wonderful Lanai
Address for this Condo: 800 S. Kihei Rd #201, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out***This condo is the Maui life of luxury you have been waiting for! Welcome to Koa Lagoon 201, a stunning ocean-front condo that has been fully...
Maui Resort Rentals: Honua Kai Hokulani 536 – Ocean & Mountain Views w/ King Size Balcony!
Hokulani 536 is a luxurious two bedroom ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains.The generous 1240 sq. ft. interior...