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.
Sugar Beach Resort Condo w/ Shared Grill, Private W/D - Beaches & Beyond
Sugar Beach Resort PH26Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Best Value in MAUI NOW!!! Specials
The Maui Vista Resort and condo is located at two of the best beaches. Across the street is Charlie Young Beach Park & Kamaole Beach Park I. Cove Park, a great surfing location, is just around the corner and with in walking distance to the Maui Vista complex. The condo...
Beachfront Kihei Sanctuary w/ Lanai & Ocean Views!
Let this alluring beachfront Kihei vacation rental serve as your own personal oasis in beautiful Maui! With 2 bedrooms, 2 bathrooms, a private lanai, and sensational ocean views, this condo leaves nothing to be desired. Wake up early to catch the morning surfing waves,...
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
Maalaea Banyans 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy lying on lounge chairs in front of a beach, watching sunsets from your lanai, or just seeing if the sandy...
Hale Kamaole 264 Second floor condo, easy access to best beach on Maui!
Great Ocean and mountain Views. Two bedrooms with loft. Upstairs master bedroom has king bed,downstairs bedroom has two twin beds. Living room and loft both have queen sofa sleeper. New islandstyle furniture in master and downstairs bedroom which were purchased in Jun...
Ground Floor, Corner Condo with Convenient Location
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030194Practical and budget friendly! Spacious ground floor unit located at the Maui Vista; walk straight out to the pool from your unit or down to the beach. You will be sure to enjoy the convenience of...
Oceanview Condo 703 at Poipu Kai: Luxury, Comfort, and Stunning Beach Proximity
E Komo Mai to Condo 703 at Manualoha - one of the most coveted locations in all of Poipu Kai Resort! Our two-story island getaway offers ocean views from 2 of the 3 lanais and a quick walk to the ocean-view pool/beach that is the envy of the neighborhood!Why you'll Love...
Hale Kamaole 177 Ground floor condo, easy access to best beach on Maui!
Ocean View from dining room & lanai. Close to pool and BBQ. Comfortable furniture. King bed in bedroom with queen hide-a-bed in living room. Very nice up-to-date kitchen and bathroom cabinets. Walk-in cultured marble shower insert. This condo seems light and spacious...
Keauhou Punahele#D-103 Ground Floor, Spacious Lanai, Personal BBQ, VERY Quiet
Keauhou Punahele#D-103 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom. It's equipped with...
Sugar Beach PH8: Sparkling Ocean Views Await!
Welcome to Sugar Beach PH8, Sparkling ocean views! This 1 bedroom/1 bath is perfectly located in North Kihei right on the beach! This Penthouse condo offers an open and airy feel. Take in a breathtaking Maui sunset right from your private lanai. With seating for four,...
Fourth-floor condo with free WiFi, furnished lanai, shared pool
Kona Pacific C421Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering a private, covered lanai with treetop views and a warm and colorful interior, this single-level Kona condo...
Kona Isle Oceanfront Condo w/ A/C!
Summary:Absolute oceanfront! Hear the waves and watch the sea from this corner unit condo on the 3rd floor. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The living room is furnished with seating around a TV, and comes with access to...
Modern airy villa with thoughtful decor
Kahana Villa F407 is a 1 bedroom, 1 bathroom condo that comfortably sleeps up to 4 guests. This condo provides an open floor plan with an expansive private lanai and ocean and resort ground views. Interior pocket doors open up to the lanai - creating the ultimate Hawaii...
Ocean View w/Kitchenette, Lanai, Washer/Dryer, WiFi, AC, – Waikīkī Shore #1314
Modern décor, open design, mirrored wall, and ample sunlight filtering in from windows and sliders make this 400sf studio seem larger than life! It’s perfect for couples craving a blend of Oahu action and relaxation in a homey retreat that’s all about style and...
Newly Renovated Kitchen-Ground floor Condo Waikoloa Hills
Welcome to your peaceful Waikoloa retreat - a relaxing base for exploring beaches, trails & island beauty:• Sleeps 4 | 2 bedrooms | 2 beds | 2 baths• Shared pool, hot tub & gym access• Private lanai w/ garden views & BBQ• Fully equipped kitchen w/ marble...
SUNSET BEACH OHAU HAWAII - BEST VIEW ON THE NORTH SHORE
Beach tree house feel , have sunset drinks over looking sunset beach or watch the world famous sunset surf break, totally separate 2nd story beach house with loft that the kids love, 2 minute walk to the beach one way or the sunrise shack the other way.
Tree House in Volcano Rainforest with a Hot Tub
As you pull up to this grand cedar style home you will truly be amazed by this one of a kind property. You are immediately greeted by a beautiful rain forest that feels calming and relaxing. This room is located on the top floor so will need to be suitable for those...
Bright condo with lanai, pool, grill - recently updated
SandPiper #116aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy all Kauai has to offer in this well-located condo at the entrance of the Princeville area. This is a welcoming...
Ocean & Diamond Head Views! Full Kitchen, Lanai, 1 Free Parking! Sleeps 6
Waikiki Sunset #2514 – 229 Paoakalani Ave.Popular 2-bedroom, 1-bath condo (604 sf plus 56-sf lanai) positioned on the 25th floor in the preferred corner end suite stack with central A/C and spectacular views of Diamond Head, Kapiolani Park, and the Pacific Ocean....
KK 105 Ground Floor Oceanfront Condo in West Maui
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...
Kamaole Sands 7-401, Ocean and resort views from your lanai!
E Komo Mai “welcome” to Kamaole Sands 7-401! This lovely, Hawaiian inspired, 2 bedroom 2 bathroom condo has everything you need to enjoy the beautiful island of Maui! Take a swim across the street at Kamaole Beach park and dry off on your private lanai while you...
Close to Beach Queen Studio with Balcony & Pool
Legally Permitted Rental ✈Waikiki Grand Hotel® 305Upon entry, first, you see the white wood plank floor. Turning, past the hall, the large bed dominates the room. The kitchen counter, including fine cabinetry, stone countertop and induction cooktop, features...
Stunning Maui Island Getaway w/ Ocean View, Furnished Lanai, & Shared Pool
Kihei Akahi D612Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'In an unbeatable oceanview location, this Maui island vacation rental is perfect for your next Hawaiian getaway. Spend...
🏖️Golf Course View | Concierge Included | Conveniently located | vrKCV
vr-KCV - Mauna Lani Fairways 504, Professionally Managed by Kona Coast VacationsExperience Tranquility at Fairways at Mauna Lani #504Your perfect Hawaiian getaway begins at Fairways at Mauna Lani #504! Nestled within a private, gated community, this luxurious two-story...
Gardenia Room on Tropical Lush Farm in Haiku, Maui with Private Soak Pool
Private Entrance in shared House1 King, 1 TwinPrivate BathroomPrivate Soaking PoolThe Gardenia Room is located on the lower level of the Ohana House, with a private entrance. Floor to ceiling windows look out onto the beautiful lush garden spaces and water feature....
Kamaole Sands Unit 8105: Ground Floor 2 br Condo w/upgraded AC System
This ground-floor two-bedroom, two-bath Maui vacation rental is decorated with a stylish tropical theme with hues of green and blue. The kitchen features full-size stainless steel appliances. Enjoy your morning coffee or afternoon cocktail on the covered patio. This...
Top-floor ocean-view condo - lanais, 2 pools, hot tub, walk to Brennecke’s Beach
Kahala #322Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience an indulgent tropical escape at this fabulous corner condo featuring ocean views and a coveted top-floor locale....
Mana Kai Maui Resort condo with private W/D & WiFi - the waves await
Mana Kai Maui Resort 215Our 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...
Napili Gardens #4 - Central AC, Near beach, Sleeps 8
Welcome to our beautiful three story condo conveniently nestled between the Napili and Kapalua beaches. This town home is roomy and is styled with a contemporary island feel. The bedrooms are newly carpeted and your whole company will have ample living space. The condo...
World Famous Waikiki Beach, Includes parking.
Aloha ! Hopefully you will use this word often and feel the Aloha spirit. Our unit is newly remodeled 2 bedroom with1 full bathroom on the 6th floor overlooking the pool. Our unit is high enough to avoid normal traffic noise but low enough to call down to the kids at...
Fairway Villas E-24 2 bed 2 bath on golf course
Summary:This 2 bedroom/2 bath villa is the perfect location for your Hawaiian vacation.The unit features a primary suite with a king sized bed, It has an ensuite bathroom with double sinks and vanity, soaking tub, large glass enclosed shower, and walk in closet. We have...
Beach condo on ground floor. contact for 30 day or more rental discounts
workcations/staycations welcomed. message for special rates- fees normally 125 a night. special promotion $95.00 a night. Enjoy the island from your private secured condo unit on the west side of the island. Enjoy each day traveling the island experiencing what the...
🏖️Spectacular Ocean Views | Close to Town | Free Concierge | vrKCV
vrKCV - Sea Village 3112, Professionally Managed by Kona Coast VacationsExperience the beauty of oceanfront living in this charming 2-bedroom, 2-bath island retreat, perfect for a relaxing Hawaiian getaway. Comfortably accommodating up to four guests, this home offers...
Contemporary Waikiki Beach Condo with Rooftop Pool
The space- Bedroom – ONE queen size bed, playpen and high chair for baby- Living room – ONE queen size bed - Living room - ONE queen pull out sofa- One bathroom- A small balcony with a pick-a-boo ocean and city views- A roof top swimming pool and jet spa in the...
Kealia 409 - Beach front studio
Book with us and come to Maui to explore everything we have to offer!A great studio featuring a queen-sized Murphy bed, a queen sleeper sofa, and window AC—all just steps from miles of sandy beach. You will love the well maintained kitchen and cabinetry. Enjoy your...
Condo w/ Sunset Ocean Views & Shared Pool/Tennis - Beach Across the Street
Kihei Akahi D313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy cool ocean trade winds and views of the community gardens, the pool, and the Pacific Ocean at this wonderfully...
Delightful Studio on Lemon Road side at The Waikiki Grand
Legally permitted rental: 134 Kapahulu Ave #218Located on the Lemon Road side of the Waikiki Grand this comfortable and modern 2nd floor Studio is the perfect place to retire to after a day at the beach or hiking up Diamond Head crater. The building is just two mins...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Private W/D-Surf, Bike, Golf
Sugar Beach Resort 221Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Hale Kai Kalani - Hosted By Parrish Kauai - Quaint cottage near the beach & bedr
Hale Kai Kalani (“House of the Heavenly Sea”) is a perfect Kauai cottage situated on one and a half acres of land just up from the picturesque Rock Quarry Beach (also known as Kahili Beach). Conveniently located near Kilauea Town, home of the Kilauea Lighthouse and...
The Turquoise Turtle - AC / Pool / Ocean View
This is one of the few homes in the area with Air Conditioning! This updated, modern condo is light, open and airy. The perfect place to relax in paradise!The lanai is a great place to watch the waves roll in and, in winter, you may see humpback whales playing off shore...
Home in the heart of Hilo
This ground-floor unit is located in a conveniently situated two-story home in the heart of Hilo, within a pleasant and safe neighborhood. It's within walking or biking distance to most amenities in Hilo town.Nestled on a private, low-traffic side street, the unit is...
As seen on HGTV's Hawaii Life,w/pool,BBQ, hot tub
Sandpiper 120A is a bright and open one bedroom condo, great for travelers on a budget, or who prefer the "local feel". This homey apartment has a full size kitchen, spacious living and bed rooms, a large private lanai, and extended ensuite bathroom and vanity. The...
'Music & Love' is in the air - Bar & Pool onsite.
Legally permitted rental - WAIKIKI GRAND HOTEL® 308134 Kapahulu Ave #308🎙'Music & Love'❤ is in the air -Bar & Pool onsite - ~ New linen service for 2024: Book a minimum of 5 nights and you may request a linen and towel exchange on at last the 3rd night at no...
Ko Olina Kai 1051A: Relaxing 2BR Retreat, Ideal for Family, Close to Amenities
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Ko Olina Kai 1051A by Gather, located in the...
Molokai Shores 212
Savor tropical fruits on the lanai with ocean views that define paradise. This casual 570 sq. ft. condo is a dream for active travelers who love relaxing at the day’s end with a sunset dinner at home. Comforts include cable TV, clock/radio, and ceiling fans. Sleeps 4...
Private Pool, Hot Tub with AC, BBQ and Very Spacious
Welcome to your private island retreat in Kiahuna Golf Village—an elegant two-story home with distant views of the ocean, mountains, and lush Kauai landscape. Ideally located just minutes from the Poipu Shopping Village and the famous Poipu Beach, this spacious...
Garden view corner condo with wraparound lanai & pool, walk to Poipu beaches
Waikomo Stream Villas 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Airy Tropical Retreat with Wrap-Around Lanai – Excellent location!Welcome to your peaceful island hideaway...
Direct Oceanfront 2B/2B ~ Maalaea Banyans 409 ~ Gorgeous Views, Great Location!
Enjoy being lulled to sleep by the sounds of the surf and the palm leaves swaying in the cool tropical breezes in this charming ocean front condo. Private lanai showcases a beautiful view that can be seen from the living room and kitchen. Also found here is an open air...
Entire 2 Bedroom Condo, King Bed, FREE Parking, Sleeps 6, Walk to Waikiki Beach
Aloha and welcome to Waikiki! Our condo is located at the Royal Aloha. We are minutes from the beach and the Waikiki strip. We offer the following:Free parking stallFull kitchenWifiPrivate lanai (balcony)Jalousie windows Ceiling fansPrivate Master Bedroom - Queen...
Ground-floor zen studio with garden-view lanai, AC, beachside pool/hot tub
Islander on the Beach 171Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...