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.
Velzey Ohana Villa by Gather: Family Villa Near Surf, Beach & Turtle Bay Resort
Just across the street from the golden sands of Velzyland Beach, Velzey Ohana Villa brings together a spacious main house and private studio for the perfect North Shore retreat. With 1,952 sq ft of living space, this 4-bedroom, 3-bath villa is designed for families,...
NEW 4 BR Ocean view home in Poipu
Welcome to Kukuiula Vacation Home 57, a breathtaking ocean-view retreat nestled in the coveted Kukuiula neighborhood of Poipu. This luxurious four-bedroom vacation rental embodies the spirit of island elegance, offering a seamless blend of modern comfort and tropical...
Lodge at Kukui'ula Villa 7
Look no further! This four-bedroom villa at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course,...
Honua Kai | 4 Free Rental Cars | KBM Resorts | Extra-large Corner Suite | 4 Units, 6 Bedrooms | HK ML-1085
** 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 car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Maui Resort Rentals - Exclusive Hyatt Residence Club 1BR Mountainview Upper Viilla
Exquisite 1 Bedroom Mountainview Upper Villa at Kaanapali's Newest, Most Exclusive Resort! Proudly perched upon Ka'anapali, one of the world's most beautiful beaches, is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling tropical paradise,...
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai
Aqua Aloha Surf Waikiki #1600 Deluxe Penthouse Studio with Lanai and Partial Ocean and City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, Sleeps 4, 385 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Islands at Mauna Lani B1
At 2,500 square feet of luxurious living space, the Islands at Mauna Lani B1 is the perfect option for a large and comfortable vacation rental on the Big Island that can sleep up to eight guests. Dual glass front doors in addition to three different sets of sliding...
OCEAN FRONT NEWEST UNITs FULL KITCHEN, Napili/Lahaina villas, 2 Bedroom Sleeps 8
********MARCH 29 - APTIL 5, 2025********THIS LISTING IS FOR THE NEWER TOWERS WITH FULL KITCHENS AND NOT LIKE MANY OTHER LISTINGS THAT SHOW THE NEW TOWERS ON THERE PICTURES AND THEN PUT YOU IN THE OLDER UNITS WITHOUT FULL KITCHENS. THE NEWEST UNITS ARE THE NAPILI OR...
Spacious 1BR/1BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C
The Penthouse of Kona Shores awaits you! This spacious and luxurious 1-bedroom, 1-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. in the complex, it offers a level of exclusivity like no other. NOTE: the unit is...
Maui Resort Rentals: The Whaler - 2 Total Bedrooms, Gorgeous 5th Floor Ocean, Black Rock, and West Maui Mountain Views!
This tandem pairing combines two neighboring studio suites, each offering stunning ocean views from a fantastic 5th-floor vantage point. The interior courtyard-facing suite boasts breathtaking views of the blue Pacific that extend to Kaanapali's famous Black Rock and...
Oceanfront Luxury | Million-Dollar Views
Welcome to ultra-luxury at Menehune Shores — where the ocean views are so unreal, you’ll forget to leave. Perched oceanfront with unobstructed, panoramic vistas that look more like a screensaver than real life, this fully remodeled 2-bedroom, 2-bath condo is truly...
Maui Lahaina Resort 2 Bedroom Villa Sleeps 6
Set on twenty-six acres of lush, tropical land and infused with a variety of Hawaiian design elements, the resort blends a top-notch vacation experience with the authentic history and culture of Hawaii. Amenities include a 10,000 square foot lagoon-style pool with an...
Honua Kai Resort View Studio
Studio Resort View Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Views of the beautiful landscaped grounds- Lanai with table & chairs to enjoy the cool Maui breezes- Oversized accordion glass doors fully open to expand...
Kapalua Ridge Villa 2123 Gold Fairway 2 Bedroom
- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and refrigerator with ice maker, coffeemaker, cookware, tableware- Master Bedroom with 1 king bed, ceiling fan, TV and lanai- Guest bedroom with 2 twin beds- Queen sofa bed in...
Ocean View Luxury Condo in Waikiki, /w Parking!
This stunning 2 bedroom, 2 bath condo located in the heart of Waikiki is an oasis away from all the hustle and bustle. Not only does it feature central air-conditioning, but its beautiful pool area and spa make for a truly luxurious experience with fewer guests than...
Spacious oceanfront 1bd at boutique resort
Noelani 115 is a 1-bedroom, 1-bathroom condo featuring amenities such as panoramic ocean views, washer/dryer, and a remodeled kitchen. The condo can accommodate up to 4 guests with a king-size bed in the bedroom and a queen sleeper sofa in the living space. The spacious...
Kapalua Ridge Villa 2924 Gold Ocean View 1 Bedroom
- 2nd floor villa with 8 stairs from designated covered parking and front door- Tile floors in entry, kitchen, bathrooms and carpet in bedroom, living and dining rooms - Updated open kitchen with granite counters and stainless steel appliances includes – fridge with...
Waikiki Getaway! 2 Pet-friendly Room Close to Honolulu Museum of Art! Parking!
Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition...
Sheraton Kaua‘i Resort Villas | One-Bedroom Villa
Summary:Sheraton Kauai Resort Villas is located on the beautiful garden island of Kauai. This resort welcomes you with all the comforts of home for a relaxing vacation. Spend your days enjoying the beauty of nature with hikes, boat tours, whale watching, beaches, parks,...
Ke Alaula Villa 228A – Prime Ocean View | Onsite Staff & Daily Housekeeping
This desirable 3-bedroom, 3 bath split-level townhouse style villa offers gorgeous views of the Pacific Ocean and beautiful Hualalai Mountain. Centrally located just 6 minutes by golf cart from the heart of the Four Seasons Resort and its amenities, this is a...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Beach Fun Waiohai Club Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Poʻipū...
Ohana Adventure🌺 3 Beach front properties
*30-day rental. Please inquire.Secluded Beachfront Estate – A Mid-Century Modern Retreat on Oahu’s North ShoreEscape to this private beachfront estate on the North Shore that blends modern luxury with vintage Hawaiian charm. Perfect for large families or groups,...
Sky Ala Moana Luxury Getaway with Ocean-City Views & Amazing Resort Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and...
17th Fl Waikiki Banyan | Parking | AC | City View
The SpaceEnjoy plenty of space and comfort for families or groups traveling together. With two double beds in the bedroom and a sofa sleeper in the living area, the condo is designed to host everyone with ease. Relax after a day at the beach while enjoying views of the...
Maui Banyan 1BR | Across Kamaole Beach, Oceanview, Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Escape to this beautiful top-floor Maui Banyan retreat, where modern comfort meets the beauty of Maui's...
Charming Queen Bed Waikiki Studio w/Lanai, A/C & Pool, 2mins Walk to Beach!
Nestled in Honolulu, this charming studio offers a tremendous living experience. With a cozy living area featuring a queen bed, guests can relax in style. The bathroom is well equipped with a hair dryer & mini arrival amenity soaps, shampoo etc. for added convenience....
Walk To The Beach! Family Friendly 2 Bedroom Condo in Kauai - Sleeps 6!
The Point at Poipu, located on Kauai’s picturesque south shore, offers a serene oceanfront escape. Nestled between lush gardens and the sparkling Pacific, the resort features spacious condo-style accommodations with fully equipped kitchens, private lanais, and modern...
Hyatt Kaanapali Beach Residences, Hot Tub, Pool!
Hyatt Ka'anapali Beach offers luxurious villas in one to three-bedroom configurations. All rooms are richly bedecked in warm wood tones, offset with tropical prints and touches. Every unit includes a full kitchen, in-room washers and dryers and a spacious lanai...
Sans Souci Unit 903 - Studio
Step outside your front door to enjoy spectacular views of Diamond Head and Kapiolani Park, and relax on your lanai with panoramic vistas of the Waikiki coastline. Experience the best Oahu living in this 450 sqft oceanfront studio, which features a twin bed, perfect for...
Honua Kai | 2 Free Rental Cars | KBM Resorts | 3 King Beds! | 2 Units, 4 Bedrooms | HK ML-1358
** 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 car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kapalua Golf Villas Gold Partial Ocean 2 Bedroom
Golf Villas Gold Partial Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with...
The Westin Nanea Ocean Villas, Ka'anapali Two Bedroom Villa
This is a beachfront resort property overlooking the Auau Channel, Lahaina, Maui, Hawaii2 Bedroom Villa, approx. 1260 sq. ft.- Main bedroom with king-size Westin Heavenly Bed and HDVT-Master Westin Heavenly Bath with large shower, vessel, tub, and double vanity- Guest...
Charming studio at The Palms, Honolulu with AC, WiFi, fitness room Sleeps 4
Unwind in Honolulu at this lovely studio w/ Pool & Deck. This great space features a cozy living area with 1 queen bed and 1 sofa bed, perfect for a serene getaway. The bathroom offers a bathtub/shower combo and a hair dryer for your convenience. Guests can also enjoy...
Comfortable and spacious one bedroom Ohana unit with Cal King Bed, pool access.
Your cozy getaway awaits in Kailua-Kona at this fabulous apartment. This wonderful space features 1 bedroom with a comfortable California king bed, 1.5 bathrooms with convenient amenities like a hair dryer and shower, and a variety of extras like WiFi and a washing...
Private Studio
Studio apartment. Beautiful mountain views with a great and friendly neighborhood. 5 minute walk to the beach, close hiking trails, Polynesian Culture Center a few minutes drive. Shopping center and convenient store just down the street.This neighborhood is conveniently...
NEW - Steps to the beach - A/C in living areas & bedrooms. Also host to #10879
Experience Island Living on Maui’s Beautiful South ShoreStay in one of Kihei Akahi’s rare townhouse units, just 75 steps from the sand. A106 combines comfort, convenience, and ocean views for the perfect Maui getaway. It offers guests the opportunity to enjoy the...
Marriott Vacation Club, Waikiki 1BR sleeps 4
Summary:Escape to Marriott Vacation Club, Waikiki, a vacation ownership property in the heart of Honolulu. Centrally located in a premier shopping and dining district near Waikiki Beach. Each offers a kitchenette, dining area, and premium amenities including a rooftop...
2 Great Units, Just Steps to the Beach, Pool, Dining, Spa, Diamond Head
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Lodge at Kukui'ula Villa 9
Villa 9 at The Lodge at Kukui'ula is a luxurious four-bedroom retreat designed for discerning travelers seeking an exceptional Hawaiian experience. This stunning residence offers an unparalleled blend of comfort, privacy, and island-inspired living.The villa features a...
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
Where Oʻahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291‑square‑foot, five‑bedroom retreat unfolds across two spacious levels with sweeping oceanfront views,...
Kaanapali Alii Unit 2114
Welcome to Kaanapali Alii Unit 2114, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers breathtaking views of the West Maui Mountains, lush tropical greenery, and a glimpse of the Pacific Ocean....
Centrally Located Waikiki Condo - Accommodates 4
Please Note: This property is available for a minimum rental period of 30 consecutive days. Rental rates are fixed and will not be adjusted based on the length of stay or occupancy.Welcome to Hale Kaiolu! Enjoy a relaxing stay in our one-bedroom, one-bathroom condo on...
Makena Surf A204 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf A204 is a luxurious oceanfront residence offering a serene Hawaiian retreat. This spacious 1,600 square foot condo, located on the second floor, boasts breathtaking ocean views and direct access to the pristine Po\'olenalena Beach. The open-concept layout...
New Listing! 2bd tropical, walk to beach stay
Welcome to Maui Sands 1B – Your Tropical 2-Bedroom, 2-Bathroom Island Retreat! This beautifully maintained ground-floor condo is designed with comfort and convenience in mind. There are absolutely no steps to enter this unit—making it extremely accessible for anyone...
Charming Tropical Getaway with Outdoor Pool! Steps to Waikiki Beach!
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
Available for New Years! Beautiful & Spacious Bungalow Resort w/pools & hot tub!
Available for New Year’s (Dec 28 - Jan 4th) The beautiful Kona Hawaiian Resort is ideally located on Ali'i Dr directly across from the ocean, an easy 1/2 mile walk from the vibrant oceanfront shops and restaurants in the heart of Kailua-Kona, and provides quick and...
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Hawaii Tax ID: TA-080-374-1696-01Welcome to Maui Banyan G402C, a stunning condo located in the heart of South Kihei, where the beauty of the Hawaiian landscape meets modern comfort. This inviting two-bedroom, two-bathroom retreat offers a partial ocean view, perfect for...
Family friendly home with mountain view, private lanai, yard and WIFI
Hale ʻAina KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this beautiful house located in the serene neighborhood of Waimea, HI, where breathtaking views...
Oahu Dream! 2 Relaxing Units w/ Balcony, Minutes to Waikiki Beach
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! With comfortable amenities and authentic Hawaiian hospitality, you'll have everything...
Royal Kahana Maui 1001 Partial Ocean 2 Bedroom
- 10th floor condo with balcony- Updated open kitchen with solid surface counters, island includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen and...