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.
Sleeps 10 guests in Waikoloa Village
This beautiful home is conveniently located close to the best beaches and golf courses on the island. Restaurants for dining, family-friendly activities, a great jumping off point to access all locations on the island. Grocery stores, shopping, gas stations etc. are...
Charming Tropical Hideaway, Best Snorkeling, Pool, Hot Tub
Tropical Hideaway is a charming Hawaii-style downstairs studio apartment in a lush garden setting, with ocean and sunset views, plus a chemical-free swimming pool with waterfall and private hot tub. Tropical Hideaway is just a three minute drive from fabulous...
Kona Hawaii Oceanfront Vacation Rental- NO FEE FOR AIR CONDITIONING
KANALOA at KONA #2604Kona's premier condominium complexSuperbly situated on the glittering ocean's edge on one side and the Kona Country club golf course on the other side, this upper-level condominium unit is minutes from the village of Kailua-Kona. You'll enjoy...
Bamboo Beach Studio in Poipu with Ocean View
Property TMK # 2-6-005-022-0091Come and Experience Kauai's Sunny South Shore and Beautiful Beaches. Towering Eucalyptus Trees form the Famous Arch known as The Tunnel of Trees as it Welcomes our Visitors and Marks the Official Entrance into Koloa & Poipu. The Seaview at...
Spectacular Condo: 2BR/2BA Oceanfront
This VERY NICE irresistible, 2 bedroom, 2 bath condo is our home away from home for a portion of the Winter. It is on the water and has a stunning ocean front view. The unit has been newly painted and updated. The freshly updated kitchen includes new cherry cabinets;...
Palms At Wailea 2002- RARE FIND - Multi Level townhouse in Wailea!
This 3 bedroom 3 bath multi level condominium apartment is like a private home! From the entry you can step up to the open living area with a ocean view lanai. The spacious living area can easily accommodate a family get together with the entertainment area and...
Wailea Elua Top Floor 2 Bdrm/2 Bath Oceanview Unit - 1 min walk to Ulua Beach
Roomy and relaxing top floor 2 bedroom + 2 full bathroom vacation condominium steps to the beach and pools with convenient parking. Recent upgrades make this a welcome vacation-home where, island time passes slowly, and you can enjoy time on the spacious lanai or take a...
Esteemed Kapalua resort, spacious 1bd villa
Kapalua Golf Villas 15T 7&8 is a 1-bedroom, 2-bathroom villa that can accommodate up to 4 guests and offers views of the Kapalua Bay Course and partial ocean views. The kitchen is fully equipped and open to the living room. For additional seating, there is a dining...
Our family Maui Condo..A home away from home.
Our 2 bedroom – 2 bath condo is just across the street from two of Maui’s best south shore beaches (Charley Young and Kamaole 1). Charley Young beach has awesome volcanic rock formations, and there are restrooms and lifeguards stationed just down the beach at...
2 Bed Townhome - Nihilani at Princeville Resort
The award winning Nihilani at Princeville Resort is a spectacular newer condo community, beautifully landscaped and artfully designed. This spacious, two bedroom, two bath 1,400-square-foot home is close to the lovely pool that includes a jacuzzi and large covered BBQ...
The Special Occasion Suite
The DREAM VACATION awaits You in this RICHLY DESIGNED Ground Floor Suite...ELEGANTLY APPOINTED with Travertine Floors and DETAILED to Perfection. The Spacious Floor Plan includes a Private Patio and Expansive Tropical Garden Courtyard. The Fully Equipped Kitchen is a...
KLVR welcomes you to Honua Kai Luana 11A Oceanfront Resort Resort and POOL view
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful garden level Luana Villa at the Honua Kai Resort. This luxurious villa is located within a private garden enclave at the spectacular, beach front, Honua Kai resort. This villa boasts 2047 sq. ft. of...
Kona Kai Hale – Oceanfront Elegance in Kailua-Kona
Welcome to "Kona Kai Hale" – a breathtaking oceanfront sanctuary where the serenity of the Hawaiian coast meets sophisticated, modern living. Nestled in a private, secure, gated community near the historic Kona Village, this remarkable home offers both a tranquil...
NEW - Paddler's Inn 3BR Hilo
Welcome to the Paddler's Inn! Fully furnished and Brand New Equipped with everything you need to have a great stay in Hilo Town! This is a 3BR home with an office which allows you to sleep comfortable and get all your work done as well. Kitchen and Bathroom are brand...
Maui Kamaole K206: Luxe Tropical Oasis with Mountain View Walk to Beach
Immerse in Maui Kamaole's quiet corner condo, graced with stunning West Maui Mountain views. This peaceful retreat offers A/C, an in-unit washer/dryer, a fully stocked kitchen, and beach gear. Relish the sunrise and sunset, accompanied by birdsong from three lanais. The...
Kaha Lani #216, 2Bdrm, 2bath, See VIDEO! beachfront resort! Ocean views. Quiet!
Please see our 5 minute video under the Photo section, or on YouTube at: https://m.youtube.com/watch?v=PiQjcGest_k . It shows the inside and outside of our condo, the grounds of the Kaha Lani Resort and all Kauai has to offer. You can also find the video on YouTube by...
Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!
POOL AREA will be CLOSED *9/8–9/22/25* for annual maintenance. Condo is discounted accordingly.This ground-floor, corner-unit condo is located steps from the pool area and steps from the beach! It’s shaded in the afternoon and has privacy hedges, making the lanai...
Hale Emmalani 311, Lovely Views, A/C & Pool
Emmalani Court 311 is a hidden gem in Princeville on the North Shore of Kauai. Emmalani Court is only 42 units and adjacent to the 8th hole of the top-rated Robert Trent Jones Jr. designed Makai golf course. This well-maintained complex is within walking distance to the...
Air Conditioned Beautiful and spacious 3 Bedroom Condo on Kauai's North Shore
Nihilani 18B is in a lovely plantation style 2 story town-home located in a private and tranquil environment. This convenient Princeville location is walking distance to the golf course, and near beaches, tennis courts, walking paths, shops, and restaurants. This...
Sapphire Lotus~Ocean Front~A/C~Pool~BBQ
Absolutely captivating from the moment you step inside... the Ocean View is undeniably impressive from this edge of the Ocean Bluff location. After being taken aback by the view your attention will settle on the fine details inside this modern, high-end, gem. From the...
Nihi Kai #602 - Beautiful Garden View; Just Minutes to the Beach!
Welcome back to paradise!!Rates shown in Sept and Oct reflect the 20% discount.This beautiful 2-bedroom 2-bath home is located at Nihi Kai Villas, one of the nicest resorts on Kauai's south shore. Beautifully decorated, immaculately maintained, and offering one of the...
Newly renovated beachfront paradise steps away from the tranquil shores of Anini Beach!
Just steps from the sand on Anini Beach, this spacious 3 bedroom home was JUST remodeled! With luxury furnishings and a gorgeous kitchen that will make even chef's mouths drop, this home is a true oasis on Anini Beach. Located near the end of Anini road, this home's...
Alii Drive Kailua-Kona's Best Location!
Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun. Walk to Hugo's for...
Welcome to our small piece of paradise on the island of Maui!
Welcome to our Maui condo at the Shores of Maui, a small, low-rise (fifty unit) condominium complex with spectacular direct ocean views of South Maui’s best surfing beach, Cove Park Beach and Molokini Crater, a popular snorkeling and diving destination. Just steps...
Spectacular OceanFront Menehune Shores 412
Hawaii Life Vacations presents a stunning new addition to our Hotel Collection. This oceanfront 1 bd / 1 ba condo was recently remodeled and offers a private lanai overlooking the beach just steps away.Take a dip in the heated pool, or enjoy long walks and a swim at the...
Luxury Home, A/C, Heated Pool, Gourmet Kitchen, 4BR 6 Bath, 3 Master Suites.
The perfect oasis for your family to enjoy when visiting the magical island of Kauai. This exceptional villa boasts a large heated pool nestled on a quiet street in the beautiful Kiahuna Golf Village, close to beaches restaurants and shopping. This 3700 square foot...
Hale Makamaka ~ Beachfront.HotTub.Pool.GameRm! INQUIRE & make offer for stay.
***This property is a legally established dwelling that only accepts one reservation in a period of 30 consecutive days or more. Guests are NOT expected or required to remain in residence for the full 30 days (calendar will be blocked for 30 days which will include the...
Hali'i Kai, large 2-story condo, sleeps 8, Coconut Grove.
Aloha and welcome to our stunning 2-Story Retreat: Upgraded townhome with Breathtaking Mauna Kea Mountain Views, Steps to Coconut Grove, Lanai Dining, and a Private Primary Bedroom with its Own Lanai! Enjoy Hali’i Kai Resorts' saltwater pool and stunning ocean...
Charming 2 Bedroom Cottage Walking Distance from Volcano Village
Kaluhe Cottage is conveniently located in the heart of Volcano Village. Secluded among the ohia trees, this two bedroom one bath home is cozy & clean. Both forest view bedrooms have comfortable queen size beds.We only allow 14 night stay, which will include a extra...
Maui condo: Steps to one of the nicest beaches on the island!
Beautifully updated condo with partial, panoramic Ocean View! Upstairs master bedroom has island style King bed and furniture. Kitchen was updated in 2018, including all stainless steel appliances. Master bath has walk-in tiled shower, vanity and granite top. Downstairs...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Amazing 3-Bedroom Condo with Beach Gear! HKK-449
Updated Honua Kai Konea Getaway | Ocean-View Lanai | Spa-Like Comfort | Free Rental Car** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental...
Aloha Villa 204 – Stunning 4BR 3BA just 70ft to the beach with epic ocean views!
★ Luxury Oceanfront Villa at Turtle Bay – North Shore, OʻahuThe North Shore is known as “True Hawaiʻi” for its natural beauty and casual island lifestyle. Your stay includes one of the finest 4-bedroom direct ocean and beach view villas in the exclusive Ocean...
Oceanfront condo w/ private lanai, amazing views & pool access - steps to beach
Lanikai #113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire the astounding beauty of the Garden Isle at this 1445 square foot oceanfront condo in Lanikai! You'll be treated to...
Great Location and lake views! Waikoloa Fairway Villas K31
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas K31Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom : Two Twin BedsAmenities:Beach Equipment: All of our vacation rentals...
PK L402 New Listing Expansive Direct Oceanfront Views 3BD Kaanapali Family Fun
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 Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Maui Resort Rentals: Honua Kai Hokulani 728 - 7th Floor 1BR w/ Expansive West Maui Mountain Views!
Hokulani 728 is a luxurious 7th-floor one-bedroom suite that offers expansive vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations...
Maui Resort Rentals: Honua Kai Hokulani 551 – 5th Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony
Never before available for vacation rental, this Honua Kai crown jewel boasts a stunning 5th-floor oceanfront location with sweeping ocean views from Molokai to Lanai. The interior of this Honua Kai "Ali'I" residence (Hawaiian word for royalty) blends the resplendent...
Wailea Ekolu Oceanview 2B/2B ocean view, ground floor unit, corner unit
ENJOY THE BEAUTIFUL MAUI SUNSET! Sharon's spacious, 1,400 square foot Wailea Ekolu condominium is a two bedroom, two bath, ocean view unit. Located on the ground floor, it is surrounded by grass and lush island foliage. The condo accommodates four people comfortably....
Spacious ocean-view getaway steps to coast with private hot tub, WiFi, patio
Mele KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting over 2,300 square feet of living space, and panoramic ocean views throughout, an idyllic island retreat await at Mele...
Fabulous updated 3 bedroom vacation home with shared pool and tennis court.
Ramatici Ohana Hale is a spacious three-bedroom custom home with panoramic views of the mountains, waterfalls and distant Hanalei Bay. Located on 1/3 acre in the serene and exclusive Sunset Drive neighborhood of Princeville, the home is adjacent to the community’s...
Kaloli Sunrise by the Sea - private pool, lanais, and home!
Kaloli Sunrise by the Sea sits just across the road from the big blue Pacific Ocean in a charming neighborhood on Hawaii's Big Island. Enjoy the wrap around, upper lanai with views of tropical landscaping and our private swimming pool. Dip into the pool anytime and cool...
++BEACHFRONT RESORT++OCEAN VIEW STUDIO A-517++CENTRAL A/C++FULLY EQUIPPED++
Ka'anapali's finest beachfront setting, 1/2 mile north of Black Rock. A prime location near shopping and activities. Our fully equipped, ocean view studio condo, A-517 is located on the 5th floor of the Aloha Tower, and is accessible by elevator. Thermostatically...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | Spacious 2-Bedroom Condo, Recently Remodeled! HKK-445
Breathtaking 2-bedroom suite in Hokulani Tower with ocean views, sunset lanai, and elegant interiors-overlooking lush pools and perfect for whale watching, relaxation, and luxurious island living.*Special Offer: Book any KBM rental home in Hawaii for 6 nights or more...
Kauai Exclusive - Pili Mai 14F - Two Bedroom Suite - AC, Pool & Fitness Center
Brand new, two-bedroom townhome located at the Pili Mai resort in Poipu, Kaua'i with AC, Pool, and Fitness Center. Enjoy Ha'upu Mountain views and be entranced in beautiful sunrise views surrounded in serene Kaua'i harmony!The sparkling new Pili Mai Resort is an...
Hunter Hales HOKU cottage Maui Perfect Getaway!
Hunter Hales “HOKU” is one of two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. This listing is for “HOKU”cottage. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style...
Apartment in town-walking distance to everything
Newly remodeled one bedroom unit in the village. 5 minute walk to start of Ironman, beach, shopping and restaurants. Centrally located, great a/c. Perfect place to spend some time while on the Big Island.
MauiJOY Villa -Heaven on Earth ~PRIVATE Estate OCEAN Views, Swimming pool.
A PRIVATE ESTATE where you will experience Comfort, Ease, Quality, Carefree, Private, Relaxing, Heaven on Earth. Our permit number is BBKM 2014/0004.We believe in the Malama Hawaii program where visitors are respected as Ohana "family" and they in turn respect the aina...
Wade Home, spacious & just steps from the beach
This spacious, 3200-square foot home is just steps from the beach . . .Private hot tub and 650 square feet of lanai where you can lounge and enjoy the view and gentle breezes. Exquisite, custom-designed home with wonderful ocean views from nearly every room. The...
The Whaler -- the Best - 5 Star -- Look No Further -- Unit 312
Wake up to stunning ocean views from your private lanai at The Whaler on Kaanapali Beach. This updated 1BR/2BA condo is just steps from the beach, oceanfront dining, luxury shopping, and championship golf. Whaler Unit 312 is ideally situated on the quieter, more serene...
GREAT LOCATION, OCEAN VIEWS FROM LANAI, ACROSS THE STREET FROM KAM II
Our condo is Top-of-the-Line! Great consideration for our Guests in mind when we remodeled and updated this unit. Ocean views from the lanai, Brand new sofa sleeper, brand new dining set, granite counter tops in kitchen, new cherry cabinets along with all new...