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.
CW Waikiki Beach Walk|1BR/1BA King Balcony Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Beautiful Paradise Park Hale
Bring the whole family to this peaceful place at the most desirable sunbelt location in Hawaii Paradise Park. It is a very comfy and spacious place with brand new furniture and appliances throughout the house. Enjoy a fully stocked kitchen, dedicated work space, free...
High Floor Ocean View Waikiki Condo – Fully Renovated with Free Parking Included
Wondeful and Renovated 1 Bedroom /1 Bathroom /1 Free Parking unit located on the 27th floor of the Waikiki Banyan. Amazing partial Ocean Views from the lanai and bedroom!Total of 3 Sleeping Arrangements - 2 x Full Size Bed in the bedroom + 1 x Queen Sofa Bed in the...
Contemporary & Renovated Honolulu Suite w/ AC
*** Disclosure: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Located in Honolulu, enjoy what this 1-bedroom apartment has to...
Beautiful Modern Remodeled Maui Banyan Suite
Experience Maui at Maui Banyan P103 suite, a charming 2-bed, 2-bath condo just steps from Kamaole Beach Park II. Conveniently situated on the first floor, it accommodates up to 6 guests. Enjoy the tranquil lanai for morning coffee or dinners amidst lush greenery. Take a...
XMAS & NEW YEARS 2025 PRESIDENTIAL BEAUTIFUL 3-Bdrm/3-Bath SUITE BALI HAI RESORT
Available for (11 Nights) Xmas through New Years (Dec 23 - Jan 3rd)! Nestled on the North Shore among the most beautiful beaches and landscapes in the World - Princeville & Hanalei Bay is Kauai’s most picturesque community and the resorts ideal location & natural...
New Listing! 2 Adjacent Luxury Homes, Sleeps 16, Walk to Beach!
Welcome to Canoe House and Beach Walker at Champion Ridge by Gather, an extraordinary retreat offering two luxurious homes one driveway away from each other, within the prestigious Mauna Lani Resort on the Big Island of Hawaii. Ideal for larger families or groups...
Royal Kahana Maui 1218 Ocean View Studio
- 12th floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 twin sofa bed- 431 sqft - Maximum 3...
Kapalua Bay Villas Ocean View 1 Bedroom
Bay Villas Ocean View 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area- 1200-1500 sqft/...
Charming 1-bedroom condo in lovely Kihei with WiFi, AC
Stay comfortably in Kihei at this 1-bedroom condo, directly across from the beach. An ID & cc will be required to put on file.Enjoy our soft queen bed in the bedroom and a cozy sofa bed in the living room. This amazing property offers Wi-Fi, an indoor washer/ dryer, and...
July 4th at the Westin Nanea 6/29-7/06. Other dates available upon request
The Westin Nanea Villas is a luxurious Hawaiian rental property located on the beautiful oceanfront of Kaanapali beach. Offered are 2 bedroom villas with either a resort or ocean front view. Also available is a 3 bedroom villa with a guaranteed ocean front view. Please...
Family-Sized 5BR Retreat with Easy Beach Access
PERFECT FOR:Families | Large Groups | Remote workers | Pet owners | Beach lovers | Golf enthusiastsGreat Location:- Minutes to pristine Ewa Beach for surfing & swimming- Close to championship golf courses- Easy access to local dining & shopping- Peaceful residential...
Wailea Ekahi Village | 47D
Wailea Ekahi 47D is a spacious and beautifully updated one-bedroom, two-bath condo located in one of Wailea’s most sought-after beachfront communities. Perched on a gentle slope, this upper-level unit offers breathtaking ocean views from the private lanai, perfect for...
Wailea Elua Village | 707
Ideally situated in a quiet corner along the northern edge of the resort, Wailea Elua Village 707 is just a short stroll to the beachfront pavilion with swimming pool. This vacation rental in the heart of Wailea offers guests a comfortable and upgraded home which...
Poipu tropical garden view w/AC. No stairs!
One of Poipu’s hidden gems best kept secrets. Waikomo Stream Villas is a lush garden resort location on the sunny south side of Kauai. The condo is centrally located to shops and restaurants. It is conveniently located within walking distance to the beach , shops and...
City View w/A/C & FREE Parking - Palms at Waikiki
Nestled in the perfect location in Waikiki, just steps away from Waikiki Beach and a short stroll to Ala Moana Center, Fort DeRussy Park and more. This recently upgraded, beautiful 1 bedroom, city-view condo has all the amenities you need. Prep meals in a full-sized...
SPECTACULAR OCEANFRONT A/C Near everything! at the Kahana Beach. Studio, Lanai
Welcome to our relaxing Kahana Beach Condo, 20 ft from ocean, fantastic location, cozy comfort meets paradise! Our air-conditioned haven provides a refreshing retreat from the tropical heat, ensuring you stay cool and relaxed throughout your stay.Step into our spacious...
Oceanfront Luxury Villa Near Town- Easy Access to Kalapaki Beach & Hiking Trails
Experience the elegance of the Pali Kai Suite, a luxurious 2-bedroom retreat within the prestigious Pali Kai Palace estate in Kauai, HI. Surrounded by breathtaking tropical scenery, this suite features central A/C, a private balcony, stylish furnishings, and...
Marriott Waiohai Beach Club - 2 Bedroom Villa Oceanview!n Sleeps 8 - 2 Bathrooms
Marriott's Waiohai Beach Club is a beachfront resort in the Poipu area of Koloa, Kauai, Hawaii. Guest rooms and two-bedroom vacation rental villas provide comfort and island style on your next trip to Hawaii. Guest rooms offer a king bed and sofa bed for added space....
Hillside Villas 1496-3: Ocean & Sunset Views Resort Amentities
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.Hillside Villas 1496-3 by Gather is a...
Beautiful Westin Ka'anapali 2 Bedroom Villa on the beach
Bellani Vacations is pleased to offer spacious 2 bedroom villas at Westin Ka'anapali Ocean Resort VillasChoose a Friday, Saturday, or Sunday for check in, and enjoy a 7 night stay. Please "Contact Host" to confirm availability, as the Vrbo calendar is not 100% accurate...
(7305) Ocean View Studio Hanalei Bay Resort, Pool , Tennis, Beach Gear
Welcome to Hanalei Bay Resort unit 7305. This studio condo comes with a with a King bed and lovely lanai offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North Shore sunsets. Step inside this top-floor studio condo to find some of...
Kapalua Ridge Villa 814 Gold Ocean View 1 Bedroom
- 1st floor villa with panoramic ocean views including Molokai Island and Makaluapuna Point- Tile entry, kitchen, bathroom, living and dining rooms and carpet in bedroom- Updated open kitchen with granite counters and stainless steel appliances includes – fridge with...
Maui Resort Rentals: Honua Kai – 6 Total Bedrooms, 7th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This phenomenal seventh-floor offering that pairs four neighboring residences for nearly 3600 sq ft of combined interior living space. Your group will enjoy six luxurious bedrooms and bathrooms, four modern kitchens, and four expansive lanais featuring stunning views of...
Aloha Aku Hula2 Suite – Experience Beachfront Bliss
Summary:Tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden view two-bedroom Ohana. Each suite has a private entrance, separate living room,...
Tropical Retreat: Cozy Getaway Steps from Waikiki’s Best! Kitchenette, Pool
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Valley Isle Resort #1107 - Vacation West Maui - Beachfront Oasis
Oceanfront Bliss at Valley Isle 1107Discover the ultimate Maui getaway at Valley Isle Room 1107, a charming oceanfront studio that invites you to experience the beauty and serenity of the island from the moment you arrive.Property Highlights:🌊 Spectacular Oceanfront...
Pohinahina Hale – 5BR Retreat at Hualalai Resort
Located just 6 minutes to the heart of the resort, Pohinahina Hale offers a spacious and secluded retreat for up to 10 guests. Two primary suites and two bedrooms are located in the main home, plus another bedroom located in a separate ohana (guest house). This home...
New Listing: Stunning Studio at Maui Banyan
Welcome to Maui Banyan P409A, a studio in Kihei that features ample sleeping space, tropical views, and a window A/C. Unit 409A condo can accommodate 4 guests. There are elevators available for easy access. This studio is furnished with 2 full-size beds with comfortable...
Perch - Luana Kai Loft: Captivating Modern 2-Bedroom for a Dream Vacation
Enjoy this updated loft suite with modern ocean vibe! We enjoy walking with our daughters to the beach just 300 ft away to spot sea turtles, find shells and coral, paddle board, or just relax. We also love the rich amenities by Luana Kai, including heated swimming pool,...
🌴Nalu Lani, Located in the Waikoloa Resort, Has AC🌴
Stay in the heart of Hawaii Island's most active resort in this spacious and elegant two-bedroom condo. Vista Waikoloa is a gated community within Waikoloa Beach Resort, a 10-minute walk from the sandy beaches of Anaehoomalu Bay. With amenities like a 75-foot heated lap...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
Secluded off-grid Retreat in enchanting Kurtistown with WiFi
Escape to a peaceful, off-grid getaway at the end of a scenic two-mile dirt road. This cozy one-bedroom rental is designed for comfort and simplicity, featuring a screened-in living room and fully equipped screened-in kitchen — perfect for enjoying fresh air and...
Marriott's Kaua‘i Lagoons | Three-Bedroom Villa
Summary:Escape to paradise at Marriott's Kauai Lagoons - Kalanipu'u, a luxurious condominium resort in Lihue, Hawaii. Nestled amidst lush landscapes and offering direct beach access, this resort is perfect for families and couples. Enjoy stunning oceanfront views, relax...
Mauna Lani Point | E205
Discover the epitome of relaxation at Mauna Lani Point E205, a stunning second-floor vacation rental that offers breathtaking ocean views. Nestled within the exclusive oceanfront condominium community of Mauna Lani, this two-bedroom, two-and-a-half-bathroom townhome...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & 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.Aloha and welcome to Kealoha Tropical Beach...
Ultimate Oahu Getaway! 2 Great Units, Beachfront, Spa, 3 Restaurants, Pool
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...
Kahaki Hale: Updated 1BR Condo w/ Modern Design & Style Near Poipu Beach
Discover a hidden gem in the heart of Kapaa, HI—Kahaki Hale by Gather, a charming one-bedroom, one-bathroom condo that comfortably accommodates up to four guests. Designed for travelers seeking an intimate and stylish retreat, this thoughtfully appointed property is...
Rare Ocean Front Luxury Villa at the Westin Ka'anapali Ocean Resort
Luxury Oceanfront Studio with 1 King, 1 Sofa Bed. Stunning sunset views and whale watching from your oceanfront Lanai. This is the premier location in the entire property. All amenities. Multiple heated pools with rock waterfalls, soothing whirlpool spas, lighted tennis...
Menehune Shores #311: Captivating Ocean Front views at Beach Front Resort
Gorgeous Ocean Front views! This one-bedroom condo has spectacular Ocean Front views that are visible from most of the condo. Enjoy waking up with fabulous views of the ocean from the master bedroom. The fully-equipped kitchen has everything you need to create your...
Diamond Head Ocean View 1 King
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Mesmerizing sunset views from your private lanai
Welcome to Valley Isle 402, a charming 1-bedroom, 1-bathroom condo offering oceanfront views on your private lanai and ceiling fans throughout, as there is no A/C. There are elevators at this resort for easy access. Unit 402 comfortably sleeps up to 4 guests. The...
Condo with amazing views of Hanalei Bay - tropical paradise found
Hanalei Bay Resort 9204 five sixOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 9204/5/6 is one of the few three-bedroom condos available at the resort. Perfect...
New - Luxury North Shore Nihilani Condo - 2bd/2ba Newly Remolded w/ AC
Our Nihilani unit is a new vacation rental, and has been recently renovated, including all brand new tile flooring throughout, furniture, paint, and décor. This unit is 1400 sq ft, 2bd, 2ba ground floor, end unit with open living spaces. The open floor plan includes a...
Bali Hai 2BR All amenities included!!
Nestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa or use the resort as a basecamp for your many Hawaiian adventures.Guests...
🏝️Summer Deals-Cute Studio across the Beach, pool, hot tub, wifi🏝️
This Studio has been recently renovated and furnished for your beach getaway. You have a view of the tennis court from the lanai, while enjoying your breakfast or morning coffee. The unit comes with air conditioner to keep you cool after a day at the beach. In the...
2BR Condo in The Cliffs
Discover Coastal Bliss at Pismo BeachNestled on a cliff overlooking the Pacific Ocean, our hotel offers a serene escape with inviting accommodations, and delectable coastal cuisine. Enjoy breathtaking views, world-class hiking, championship golf, and nearby...
Kolu Honu – Stunning Beachfront Condo for 2!
Summary:You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!The Space:You're just moments away from making the Hawaiian getaway of...
Fantastic Oceanview Studio Condo - Complete Beautiful Remodel Unit 368
Consider this condo your home away from home while you visit Kailua-Kona. This cozy space offers a fantastic ocean view and serene atmosphere, perfect for unwinding after a day of exploring. With a living room featuring a comfortable queen bed, and comfortable love seat...
Beautiful Ali'i Lani condo-Full use
Welcome to your idyllic escape in the heart of Kona, located on the stunning Big Island of Hawaii. Nestled within the vibrant Alii Drive, our inviting condo is perfectly situated for an unforgettable tropical getaway. Immerse yourself in the beauty of Kona, where...