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.
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!
You’ll feel right at home at this lovely boutique property in Waikiki! Enjoy grab-and-go breakfast in the comfort of your accommodations, take a dip in the heated outdoor pool, or make a little something in your own kitchenette and relax on your private lanai. An...
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 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at Poʻipū Beach.Check out 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 for 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 An additional savings...
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,...
5 Star Rated 2 Bedroom 2 Bath Renovated Beach Condo
Beach access? YES!Pools (2)? YES!Laundry? YES!Parking? YES!Hot tubs (2)? YES!WiFi (500 MBps) YES!Paradise awaits at this 5 star rated (on other platforms) new to VRBO listing. Come enjoy one of the best properties in Kihei. Walk to restaurants, stores, and one of Maui's...
Plantation Hale Suites J1, AC, Walk to town, Near Beaches, Wifi
Welcome to Plantation Hale Suites Unit J1 on the beautiful island of Kauai! This unit is a ground floor, end unit.Experience the best of Kauai at our Kapaa vacation rental, centrally located on the Royal Coconut Coast in Wailua. Whether you're here for relaxation or...
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...
NEW Luxury OCEAN & SUNSET View with Huge Wrap Around Lanai and GOLF DISCOUNTS
Newly Listed Luxurious XL Ground Floor Hawaiian Condo with Stunning Sunset Views, overlooking the 3rd hole of the Waikoloa Beach Nine at Kings Golf Course. Enjoy huge golf discounts as Guests of Gold Members. Escape to your dream vacation at our beautifully appointed...
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...
Available New Year's week! 1 BR at Wyndham Ka'Eo Kai Princeville, Kauai, Hawaii
On the northern shore of Kauai, there's a beautiful plateau overlooking romantic Hanalei Bay. Amidst this splendor, you'll find the smaller and more private paradise of Ka'Eo Kai. This unit is huge with 1700 sq ft. A stroll along its winding paths takes you past...
Villa Moana 4 Bedroom
This is a listing for the top floor of our larger two-story eight bedroom villa. We sometimes rent just the top floor during certain periods of the year. The top floor is a 1,900 sq. ft. home with 4 bedrooms and 3.5 baths, an expansive covered deck, sliding glass walls...
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...
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...
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...
Ocean view,1 bedroom, parking, AC, washer dryer,tax incl.
This is a beautiful private one bedroom one bathroom with Lanai (balcony). Unit offers views of Ocean, city, and mountains and canal. Rental includes one private parking, air-conditioning, clothes washer and dryer inside your unit, swimming pool, jacuzzi, sauna, 3 BBQ...
Private Oceanfront 5BR! Family Home Hawaii Kai
Ultimate retreat nestled in a chic oceanfront locale. This private oceanfront residence boasts its very own private staircase that descends to the breathtaking shores of Maunaloa Bay. Conveniently situated in the heart of Portlock, you'll find yourself just a stone's...
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
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.Welcome to the Wailupe Beachfront Getaway by...
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...
Aloha from Waikiki! 2 Pet-friendly Units, Outdoor Pool Near Waikiki Beach Walk!
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
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...
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...
Prime Waikiki, Ilikai Marina, Studio!
Construction Notice 4/23/25: Spall repairs are currently underway on the ocean-side units and will commence on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late July...
600 Corner unit with Netflix
The unit is located in one of the most desirable and beautiful locations in Waikiki. This unit features a queen size bed and full kitchen with standard size refrigerator. All of the kitchen conveniences of home are available to you, Near Kuhio Beach, Queen's Beach and...
Mauna Kea Villa 3036 - Hawaiian Luxury
Within walking distance of Mauna Kea Resort, Mauna Kea Villas offers classic Hawaiian luxury with stunning ocean views and seamless indoor-outdoor living. This single-level residence features a sunken living room with a wet bar and sliding glass doors leading to a...
Perfect Event Location! 3 Great Units, Beachfront, Event Space, 3 Restaurants
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...
Lanikai Ola Nani: Majestic Retreat, Close to Bch, Designer Details, Views!
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.Discover Lanikai Ola Nani, an exquisitely...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Maui Ocean Club Resort+Amenities. 1BR Condo
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 🌴🌺 Ideally located in the heart of Kaanapali Beach along the famous Kaanapali beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s...
New Luxury Oceanfront Condo ★ Amazing 180° Ocean Views ★ Top-Floor Corner-Unit
Kana'i A Nalu 417 by KNOWLES MAUI• Recent full-condo remodel, new everything• Top-floor corner unit with unobstructed ocean and outer island views• Freshwater beachside swimming pool • On Sugar Beach – the longest beach in Maui, great for swimming, snorkeling,...
Marriott's Maui Ocean Club Lahaina Villas Beachfront Resort!
Marriott's Maui Ocean Club - Lahaina Villas is one of the most popular timeshare resorts - and for good reason! Kids and kids-at-heart will get a kick out of the resort's 3.5-acre super pool complete with a water slide, waterfalls, and children's area. The poolside bar...
White Sands Village 214 – Modern Condo for 4 w/ Enviable Ocean Views!
Summary:As the largest and most diverse of Hawaii’s islands, the Big Island offers something for everyone—from lush rainforests and volcanic craters to pristine beaches and star-filled skies. Whether you’re seeking relaxation, exploration, or a mix of both, this...
Kaanapali Maui Eldorado K111 Garden View Studio
- 1st floor condo with balcony- Updated open kitchen layout with granite counters, white fridge, stove/oven, microwave, dishwasher, cookware and tableware- Tile throughout unit- 1 king bed- Queen sofa sleeper- 660-880 square feet / 61-82 square meters- Washer/dryer in...
Ala Moana Hotel 24th FL R0 Ocean View 2 Double Beds
Summary:Aloha, Welcome to Ala Moana Hotel 24** Ala Moana is a centrally located hotel. Walking distance via Sky Bridge access to Ala Moana Mall – The world’s largest mall. Incredibly convenient with dining options and Ala Moana Beach & Park. Hilton Hawaiian Village...
Steps Away from Kalapaki Beach! Onsite Parking, Pool, Beachfront Location!
You'll be at the heart of Kaua’i’s adventure! Swim at golden sand beaches, explore Lihue's vibrant culture, hike breathtaking trails, and savor local cuisine. Proximity to the airport & free shuttle means more time for fun!Aloha and welcome to our slice of paradise!...
NEW LISTING!! Kapalua Ridge Villa #1722 with views that are simply spectacular!
With views that you thought were only made for dreams, this villa will surely take your breath away. Located in the world-class Kapalua Resort, the vistas this unit has to offer are truly jaw dropping. Your windows are filled with a panorama composed of the sparkling...
Remodeled Awesome View Waikiki Studio with Full Kitchen
This beautifully remodeled corner studio on 35th floor of Hawaiian Monarch is the perfect place to enjoy your Waikiki vacation! With awesome views of Diamond Head, Ala Wai canal, ocean, mountains and the city, this condo has it all. Guests can specify if they want one...
Spacious 2BR Condo w/ Balcony by Kihei Beach
Gather your loved ones and unwind in this spacious 2-bedroom condo at Maui Schooner Resort in Kihei. With a full kitchen, A/C, and a private balcony or patio, it’s perfect for families or friends. Enjoy nearby beaches, a refreshing pool, hot tubs, and BBQ areas....
Lodge at Kukui'ula Cottage 15 - Luxury Plantation-Style Retreat
The two bedroom cottages 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, sprawling...
Remodeled Ground Floor Condo - Papakea Resort C108
Remodeled with garden views on the ground floor in North Ka'anapali. Walk out into green grass under your feet and take a short walk past koi ponds and putting greens to the pool and Jacuzz and the Ocean. A beautifully updated kitchen allows for cooking family meals in,...
Maui Resort Rentals: Honua Kai Hokulani 513 - Premier 5th Floor Interior Courtyard 1BR w/ Gorgeous Ocean Views!
Located in the only 1BR column of interior courtyard facing suites at the entire Honua Kai Resort, Hokulani 513 is uniquely positioned to offer guests incredible views of the turquoise-hued Pacific Ocean and Maui's neighboring island Molokai from its 5th-floor vantage...
Honua Kai Resort View 1 Bedroom + Den
1 Bedroom Resort View with Den - Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- In addition to a separate bedroom, this suite has a separate den area- Picturesque views that include the beautiful landscaped grounds,...