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.
Dreamy island condo with pool, hot tub access, tennis courts & fast WiFi
Waikoloa Colony Villas 2706Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you need a home base for your next family vacation or want to enjoy Hawaii with your special...
Maui Kamaole H201: Remodeled Two bedroom Ocean View condo in South Kihei.
Relax on the lanai and enjoy the ocean breeze and the ocean view. One of the highlights of this condo is the open living area and the vaulted ceiling. The loft bedroom overlooks the living area and has its own private balcony and full bathroom. The main floor bedroom...
Top-floor oceanfront condo with sweeping ocean views, lanai, partial A/C
Island Sands Resort 602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the top floor of Island Sands, the tallest complex in Maalaea, this condo will offer you incredible...
Hawaiian cottage near world class beaches
International Colony 17 is a bohemian-style, 2-bedroom, 1.5-bathroom condo featuring vaulted ceilings, split AC units in the living room and guest bedroom, and vast windows that open up to Maui's paradise. There are no elevators at this property. Unit 17 can accommodate...
Close to Convention Center & shops with Pool /WiFi
Brand New Listing April 2022Walking distance to Convention Center & Ala Moana Shopping center our modern Queen bed Studio is perfect for business or pleasure.Also just a 4 minute walk to the Honolulu Marina to experience beautiful sunsets, beaches and awesome top...
2 BDRM Maui Parkshore Condo. ACROSS FROM THE BEACH
Welcome to your breezy BEACHSIDE condo located in sunny Kihei, Maui! Just a quick 3-minute walk to Kamaole Beach III, this 2-bedroom, 2-bathroom condo is designed to provide you with STYLISH OPEN-CONCEPT living, making your stay truly exceptional.✔ Fire TV, fast Wi-Fi...
Beautiful Kuilima East Estates Townhome - Golf Course/Ocean Views
Breezy View: Your Ideal Hawaiian GetawayWelcome to Breezy View, the perfect retreat for your Hawaiian vacation. This spacious end unit features 1 bedroom, 2 bathrooms, and an additional loft space, comfortably accommodating up to four guests. Situated towards the back...
ALOHA Authentic Hawaii Style Condo ☆ C-6
Your comfort, tropical 'Home away from Home!' Hawaiian decor, comfy and filled with 'ALOHA!' for a restful &/or adventurous stay.LOCATION is key on Kauai. The scenic & historic, Royal Coconut Coast & Kapaa town on east shore. Resort has 3 pools, 2 hot tubs outdoor...
1BMV1 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Mountain views
*Please be advised that the Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom...
Summer SPECIAL 158 / night. QUIET! PRIVATE! POOL! GOLF! SHOPPING! RESTAURANTS!
You'll absolutely love this charming, quiet 2 bedroom fully furnished condo. It has all the amenities of home plus! This beautiful condo has an upgraded kitchen with granite counters, beautiful dark cabinets, refrigerator, new dishwasher, range and microwave. There is...
Stay in Hana #1
Beautiful studio with 1 queen bed, private bathroom with river rock shower, 2 covered decks, and parking right in front of your door. You'll be surrounded by the sights of trees and sounds of ocean and birds. The property is 2 acres of lush Hana rainforest in a perfect...
Sugar Beach 133: 1 Br Ground Fl Condo is Steps from the Beach, in N. Kihei
Relax on your ground floor lanai (patio) while gazing out to the Pacific Ocean. Take a step off your lanai, onto the well-manicured lawn, then a few steps away you will be on the beach with sand between your toes. The warm Pacific Ocean awaits. You are in the ultimate...
Hanalei Bay Resort Ocean Front! Unobstructed Ocean & Moountain View 8231
HBR is a 5 Star Resort and is widely regarded as one of the nicest places to stay on Kauai. 8231 is ideally situated in the Plumeria building on the "point" of this 22 acre Resort giving you spectacular views! This Hotel Room has some of the best views in all of Kauai....
Kona Alii 304: Tropical Oceanfront Condo w/ Shared Pool in Downtown Kona
Set directly along Kailua-Kona’s iconic Ali‘i Drive, Kona Alii 304 is a newly upgraded 1-bedroom, 2-bath vacation condo that pairs sweeping ocean views with walkable convenience. From its private lanai overlooking the coastline to a prime location steps from dining,...
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223
Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several upgrades including new...
Spacious 2BR condo with lanai & pool
Welcome to your peaceful Hawaiian retreat, where golf course views & gentle breezes set the tone for relaxation at Fairway Villas in Waikoloa Beach Resort:- Sleeps 6 | 2 bedrooms | 4 beds | 2 baths- Heated pool, hot tub & gym access- Private lanai w/ golf course views-...
1 Bedroom Condo King Bed with Pool and jacuzzi
"Escape to Kauai's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Please review the property description and pictures carefully prior to booking, and call/email if you have any questions. We want to ensure you have a wonderful experience with us....
Waikiki Grand Across from Waikiki Beach & Zoo in the heart of Waikiki!
Aloha! Newly renovated and updated! Located in the heart of Waikiki, come and relax on the Waikiki beach which is just across the street. Shop at the best stores in the world. Eat at some of the best restaurants in the world. Go to the zoo, take a romantic stroll down...
Huge Studio Unit with Lagoon View #730
Spacious studio with a folding door to separate the main bedroom area from the living area. Enjoy the Friday night fireworks from your lanai! You can walk to Ala Moana Beach Park, the Hawaii Convention Center, and Ala Moana Center, the largest open-air shopping center...
On Hawaii Time in Makaha Valley
Relax and enjoy the North West side of Oahu. While Hawaii is known as the gathering place, Makaha Valley allows you the space to "just be". Our getaway place is located in a 24 hr secure guarded gated property, a non-smoking property, just a little over a mile from...
Waterfall House | 4 Bed, 3.5 Bath
Beautiful high-end home with views directly to the ocean below. Have your own private retreat within a secure, gated community in an expansive open home. Stay in perhaps one of the most unique homes in Hawaii where it rains into the house, filling the entry waterway....
9th Floor Studio Apt, Full kitchen & Insane views!
We look forward to hosting you and your family or friends in our dreamy, fully updated and comfortable studio with insane Ocean & Bay views.The Studio offers a Queen bed and a double pullout sleeper sofa/futon.The beautifully remodeled full kitchen has bespoke hand...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
Fairways at Ko Olina 18C welcomes you with the ease of ground-floor living and serene fairway views in one of Oahu’s most sought-after resort communities. Recently remodeled, this 2-bedroom, 2-bath condo blends comfort, convenience, and access to the best of Ko Olina,...
MRR Presents Kaanapali Ali'i 272 - Remodeled 7th Floor Corner 2BR w/ Partial Ocean AND Mountain Views!
Beautifully remodeled, suite 272 boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains from its 7th-floor vantage point. A highly sought after corner location provides a large living room picture window to invite in the gorgeous...
Oceanview Penthouse Condo - Spacious & Serene Sanctuary - Sugar Beach PH#12
Sugar Beach Resort #PH12 – Oceanview Penthouse EscapeWelcome to Sugar Beach Resort #PH12, a spacious two-bedroom, two-bathroom penthouse condo with panoramic views of the ocean and pool. Located in North Kihei, this oceanview retreat offers a perfect balance of comfort,...
Luxuary Modern Ocean View Condo! 1 Block from Beach!
Luxury modern Ocean View from 29th floor! 1 Block from Waikiki Beach! Free Parking & WIFI!Great location! Only 1 block from the world-famous Waikiki Beach.This unit is in Waikiki Banyan 2910 at Tower-II.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ...
NEW 5BR Oceanfront Home with Hot Tub & Theatre
Experience Authentic Hawaiian Beachfront LivingWelcome to our stunning beachfront home with direct access to a beautiful, locally-loved beach. This spacious 4-bedroom 3-bathroom home comfortably sleeps 12 guests, offering the perfect setting for large family gatherings...
Surf and Golf Condo - Beach, Golf Course Views!
Best Value at Turtle Bay – Stunning Golf & Ocean ViewsWelcome to your tropical home away from home at Kuilima Estates, located on Oahu’s legendary North Shore at Turtle Bay Resort. This privately-owned, two-level condo offers the perfect blend of comfort, convenience,...
New Listing! Stunning 2bd condo with ocean views
Welcome to Polynesian Shores 211 – your perfect island getaway! This spacious second-floor condo has 2 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. The primary bedroom boasts a cozy king bed and a private ensuite. The second bedroom features two...
Turtle Bay Sea Shells - Kuilima Estates West
Ground Floor Unit. (Stairs from parking lot and down into unit.) Really cute unit with Hawaiian décor and tasteful artwork. Window Air Conditioning in both bedroom and living room keeps the unit cool and comfortable. Comfortable California king bed. 42" flat-screen TV....
Private studio next to the beach
About this spaceCosy private studio with swimming pool facility. Located next to the beach and restaurants.The space1) Convenient location: located at the heart of Kona, quick access to the beach and restaurants, convenience stores are just right next to the studio2)...
Oceanfront sixth-floor condo w/water views, balcony, washer/dryer, shared pool
Valley Isle Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Let this family-friendly, sixth-floor condo wow you the moment you step inside–you'll experience the beach...
29th Floor Waikiki Banyan, Full Kitchen and Free Parking
Waikiki fully furnished one bedroom condo located on the 29th floor of the popular 'Waikiki Banyan Hotel'. The condo has a full kitchen and a lanai with partial ocean and Diamond Head views. There is Free wifi, flatscreen cable tv, ac, local call phone, and garage...
17th floor cozy 1BDR facing Ala Wai Yacht Harbor with full kitchen, a balcony
As you step inside, the natural light coming through a floor to ceiling exit to the balcony will please your eyes. On your right, there is a fully equipped kitchen to cook your favorite goodies while your friends/family are making you a company sitting at the counter...
Pali Ke Kua 201, Newly renovated - 4/1/2025 ... Spectacular Oceanfront
Make yourself at home in the islands ... Welcome to Pali Ke Kua 201. Perched on a bluff overlooking the ocean, this stunning corner unit features 270-degree breathtaking views of Bali Hai, mountain waterfalls and expansive ocean vistas. With windows on three sides of...
Escape at this Beautiful Off-Grid Getaway!
This lovely home is clean, newer, beautifully decorated, comfy, cozy, nestled in the tropical jungle, close to beaches and designed for ultra comfortable off-grid living. Off-grid home with powerful solar system installed in late March 2024. Propane range, refrigerator...
The Shores, quiet, upgraded condo, large lanai w/ garden area and lawn
The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay for easy access to the sandy beach. The nearby Hilton Waikoloa Village and Waikoloa Beach Marriott both offer luau's and restaurants. Various shops and restaurants...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor Interior Courtyard, Steps to Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor interior courtyard two-bedroom suites to create a 4 bedroom package that offers two large neighboring lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a...
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Swim, Surf, and More
Kihei Akahi C515Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Kuhio Village 810A KING Studio, Waikiki Ocean View!
Kuhio Village 810A KING Studio, Waikiki Ocean View!Ocean view form Balcony! RE-DECORATED with Linens & Artwork. Free WiFi!! NEW Air conditioner, NEW refrigerator! Enjoy this studio with plenty of sleeping room in a KING bed! Cable TV is available on large 40" flat...
Prince Kuhio 235 - Ocean View Studio
The Prince Kuhio studio #235 has recently been remodeled and is situated just a few steps away from the beach, making it the perfect choice for couples. This studio is located on the second floor and features a king-size bed, along with an ocean-view balcony. The...
Ocean Views Pool Spa and Golf Course Nearby - Your Perfect Maui getaway.
Views of the ocean, a relaxing pool and spa, and a tropical landscape that is within minutes of beautiful sandy beaches make Wailea Grand Champions #122 the perfect home base for your island vacation. Abutting the fairways of the award-winning Wailea Blue Golf Course,...
Molokai Shores 303
Families love loft and bedroom privacy in this homey suite an arm’s length from the beautiful Pacific. Dine “at home” on meals prepped in the open kitchen with breakfast bar. Other touches include a furnished lanai, ceiling fans and flat screen TV. Sleeps 2 in 1 Queen...
Deluxe Waikiki Condo Pool View FREE Parking & Wi-Fi by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 701 Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free Parking The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck...
Contemporary 1 BDRM Condo at the Four Paddle w/ Laundry, AC, & FREE Parking!
Warm greetings from beautiful Waikiki! We are thrilled to offer you the opportunity to stay at the stunning Four Paddle property, expertly managed by the dedicated team at Happy Vacations. You'll love the convenient location just across the street from the luxurious...
2Bed/2Bath Phenominal rate! Pool+Spa! 20% off Apr
Keep your eye open for last minute discounts!Experience the Magic of Maui at Paki Maui!Imagine waking up to breathtaking panoramic views spanning the Auau Channel and the neighboring island of Molokai. From your private lanai, you can watch turtles gracefully feeding on...
KONA PACIFIC CONDO--Walking distance to town, near amenities!
Experience Kona as you stay at our Kona Pacific Condo, located minutes from town, and many amenities. The condo sleeps up to 4, is fully equipped and turnkey, hoping to make your stay comfortable. No car is necessary if you are planning to stay in Historic Kailua...
Perfect Princeville Getaway with Hot Tub & Views!
Discover the very best of Kauai from the comfort & convenience of this luxe, air-conditioned private retreat! Situated in the heart of Princeville enjoy Bali Hai views, a 10-minute bike ride to nearby beaches, quick access to world-class surf, resorts, and spectacular...
Waikiki Studio with Balcony & incredible pool Sleeps 3
Legal & modern Vacation Rental in the Heart of Waikiki2425 Kuhio Ave Suite 802Nestled just 1 block back from the golden sands of Waikiki Beach - this nicely updated Studio suite at the Bamboo is the ideal place to call home for a couple or small family.A comfortable...
Waikoloa Hills Getaway - 2bd/2bath
This Beautiful 2 bedroom, 2 bathroom, 2 story condo is located across the street from the Waikoloa Village Golf Course (Robert Trent Jones Jr design). Waikoloa Hills is a small residential complex at 1000 ft elevation which provides cooler temperatures and tranquil...