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.
Hawaiian Hideaway: Pool Access, 1 Mi to Beach
Get in the Aloha spirit at this luxury vacation rental townhome in Kapolei. Nestled just 1 mile from the beach and a short drive from a slew of attractions, this 2-bedroom, 2.5-bathroom home beautifully captures the beauty and small-town feel of Oahu. After days spent...
(4183) KPalms 4Br 3Ba Spacious Home with AC and Views
Peaceful. Serene. Relaxing. Your Perfect Kauai Getaway Awaits.Escape to your private oasis on the lush North Shore of Kauai in this spacious 4-bedroom, 3-bath vacation home nestled along the scenic old Makai Woods Golf Course (no longer active) in Princeville. With over...
Garden View Bungalow + Pools, Dining, and Tennis
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Magic Skies Top Flr Ocean View Under the Sea Room
Enjoy the panoramic views from your large top floor ocean facing room with private bathroom, walk-in shower and walk-in closet and kitchenette. The room has sea life themed decor and custom art and woodwork featuring a wall of ocean facing windows and double doors...
Kaanapali Alii 4343 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 434 a beautiful 2-bedroom, ocean-view residence with with a fully enclosed den that comfortably serves as a third bedroom. Perched along...
Top floor 1 bedroom Kihei beachfront gem with AC & partial ocean view
Welcome to Nani Kai Hale 403. Make your Maui memories from this top floor 1 bedroom partial ocean view beachfront condo. Feel right at home with everything from split AC in both the living room & bedroom, sofa sleeper, fully equipped kitchen, some beach gear, & luxury...
Menehune Shores #609 - Top-Floor Oceanview Condo Steps from Beach
Menehune Shores #609Enjoy the laid-back charm of South Maui at Menehune Shores #609, a top-floor Oceanview condo located just steps from the sandy shores of North Kihei. This two-bedroom, two-bathroom vacation rental is perfect for couples, families, or small groups...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 3 Bedrooms | ML-2303
** 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...
Oceanfront Retreat at the Ilikai! Your island escape await!
*Brand New to our Inventory* Welcome to your beautifully renovated island escape at the iconic Ilikai Hotel, where sweeping views of the lagoon and Pacific Ocean greet you from your private lanai. Enjoy front-row seats to the Friday night fireworks show and take in the...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Ocean Front | 3 Units, 6 Bedrooms | HK ML-1119
** 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...
Oceanfront Penthouse on Maili Beach
BEACHFRONT LIVING - Experience living on the Blue Pacific Ocean, guaranteed sunset every evening, waves lapping you to sleep at night. Heated pool, ONE free parking, night security. Sweeping views of the Waianae Coast and mountain range. 40-45 minutes from the...
Set over the lava rock shoreline of Kailua-Kona, this cozy studio offers stunning views of the ocean. With everything you need for a restful stay, it’s a tranquil retreat just minutes from town. Studio • Studios are located on the 3rd and 5th floors • Kitchen features...
Waipouli Beach Resort C104 Garden View 2 BD 3 BA
Escape to this relaxing two-bedroom condo tucked among swaying palms and flowering gardens. Ideal for small groups or families, it offers a calm and comfortable home base with a distinct island feel.Unit C104 Garden View 2 Bedroom 3 Bathroom• Ground floor condo with...
You are in paradise when you stay with us in the Top Floor Living space at Magic Skies! With 1,954 sq feet, the top floor is a complete living quarters! Enjoy the entire top floor all to yourselves, complete with 3 bedrooms (2 kings, 1 queen), 3 bathrooms (2 are...
Nestled within the exclusive enclave of Mauna Kea Resort, Amaui Villa 9 embodies Hawaiian luxury with breathtaking ocean views and thoughtfully designed spaces. The epicurean kitchen, adorned with premium appliances and natural stone countertops, seamlessly flows into...
Modern Coastal Retreat with Ocean Views and Beach Access – Puako Beach Drive #310
Welcome to your island getaway! This newly remodeled 3-bedroom, 2-bath Puako condo #310 blends modern comfort with timeless Hawaiian charm. Just steps from the ocean, this bright and airy retreat offers stunning views of swaying palms and the sparkling Pacific.The...
Beautiful Poipu 6 Bedrooms for 14 with AC!
New Listing!!Gorgeous Poipu 6 bedrooms for 12 with AC! The 6 bedrooms are made up of two separate 3 bedrooms 3 baths for 6, just steps apart! 6 bedrooms, 6 baths for 14 total! This fabulous property located in wonderful proximity to Brenneckes, Poipu, and Kiahuna...
Aqua Aloha Surf Waikiki 1103 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1103 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed+ (1) Queen Sofa sleeper, Sleeps 4, 363 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
True beachfront 5-bedroom house in Haena perfect for family getaways.
Welcome to this charming house in Haena. With five bedrooms featuring a mix of king, queen, full, twin beds, a futon, and sofa beds, guests will find plenty of comfortable sleeping options. Attached self contained studio for extra privacy. Four bathrooms include a...
Wai'ula'ula K202 Three Bedroom
This Waiʻulaʻula residence offers relaxed island living with comfortable sleeping arrangements. The primary and secondary bedrooms feature king beds with ensuite bathrooms, while the third bedroom includes a queen bed and a twin daybed—perfect for families or groups....
Escape to Family Fun and Island Bliss at WorldMark Kihei- 1 Bedroom
If you're looking for the ultimate Hawaiian escape packed with adventure, relaxation, and family fun, look no further than WorldMark Kihei on the stunning island of Maui! Nestled just steps away from the beautiful beaches of South Maui, this resort offers the perfect...
Near Malls, Beaches & Honolulu Zoo: Colorful Condo
Outdoor Community Pool | Private Balcony Welcome to the heart of Waikiki! This bright vacation rental is your ideal city-and-sand launchpad, perfectly positioned for days of adventure and nights of relaxation. Walk down the street to the International Market Place, soak...
Tropical Escape in Waikiki with Free Parking
Location, location, location! Our elegantly renovated studio is just one block from Waikiki Beach and at the heart of shopping, dining, and nightlife. Enjoy the convenience of a FREE parking and FREE Wi-Fi. The well-equipped kitchen includes all the cooking essentials...
Ocean View One Bedroom Kaanapali Shores 826
Located in Kaanapali Shores, large one bedroom with a king size bed, queen size sleeper sofa in the living room, fully equipped kitchen with appliances, dining table with seating for four, workspace with desk, and WIFI. The condo features central AC along with an...
The Ultimate in Tranquility! 2 BR Condo in Ka'Iulani at Princeville!
30 day minimum stay. Ka'iualani at Princeville is the perfect spot to enjoy the tranquility and unmatched natural beauty of Kauai! This updated residence features two spacious bedrooms, a luxurious kitchen, and relaxing dining and living areas. Beautifully furnished...
Luxurious 2-Bedroom Ocean View Escape at Westin Ka’anapali Ocean Resort Villas
Experience the pinnacle of tropical luxury with a 2-Bedroom Lockoff Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking vistas and family-friendly amenities come together to create an unforgettable Maui getaway. Perfect for larger groups or...
Royal Sea Cliff Kona Garden View 1 Bedroom
This garden-view one-bedroom retreat tucked away near Kailua-Kona, offering privacy, comfort, and local charm. Enjoy quiet mornings on the lanai and easy access to beaches, shops, and dining. Garden View 1 Bedroom 1 Bath• Condos are located on 1st through 5th floors •...
Cozy historic home in Manoa Valley, view of Diamond Head, walk to UH
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above the city with picturesque view of Diamond Head and mountainside rainbows in the day and view of Waikiki City lights and...
Waikiki 2 Bedroom Family Condo with Gated Parking
2 bedroom, 1 bath, with your assigned parking in Waikiki!! Royal Aloha, 625 sqft w/50 sqft Lanai located on the 7th floor condo with cityscape views. Short stroll to beach, dining, and shopping.Royal Aloha building is located at the gateway to Waikiki, easy access to...
Hotel Room City View with WiFi and AC - Bamboo Waikīkī Hotel #1102
Castle Bamboo Waikīkī Hotel #1102 - Peace and relaxation found! This cozy unit is located a few blocks from the shores of Waikīkī. The hotel boasts resort-style amenities in a prime location at the Bamboo Waikīkī, you’ll have everything you need to maximize your...
Private studio near Hilton Lagoon
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in 5-10min...
Westin Ka'anapali Ocean Resort North - 1 BDR Premium Villa - Comforts of home
Clean, high end property nestled between two sister properties (Ka'anapali Resort and Nanea Ocean Villas - with access to all amenities of all properties). Just footsteps to Ka'anapali beach, once named America's best beach, where you can watch sunrise and sunsets on...
Garden View Doubles + Pools, Tennis, and Spa
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Beautiful Condos in the Heart of Waikiki Beach
Waikiki Beach 4 U Condominiums are located a short walk to the International Market Place and approximately a 5 minute walk to the famous Waikiki Beach.Our condominiums have a full kitchen, complete with pots, pans, dishes and utensils. Bedroom is furnished with a queen...
The Lodge at Kukui‘ula - Bungalow 11
This three-bedroom bungalow 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...
An Undeniable Jewel in Honolulu! Partial Ocean View, Outdoor Swimming Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 340 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
*NEW LISTING Sunset Views, Pool and Spacious Modern Comfort Getaway!!
Hoku Lani which means Heavenly Star is a relaxing peaceful retreat. This spacious 3-bedroom 3 bath resort style home with 180-degree ocean views are located on 4 acres for maximum privacy and quiet in Kohala Estate. Gaze out over the inviting lap pool to the blue...
Perfect Adventure Near Beach! Parking, Pool, Near Waikiki Beach
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 360 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Lux 2BR Beachfront Maui Condo... South Shore/Kihei. Steps to Beach!
Welcome to your own Dlx 2Br Beachfront Maui condo... Ideally located just steps to the beach on the sunny South Shore/Kihei. We are right on beautiful Keawakapu Beach, just minutes from Wailea. Enjoy stunning views from the private lanai/balcony, while enjoing your...
Tranquil Retreat in South Kihei: Maui Kamaole A-106 – Your Dream Island Escape!
Maui Kamaole, #A-106 – Ground-Floor Comfort Near the BeachMaui Kamaole #A-106 is a beautifully remodeled 1-bedroom, 2-bathroom ground-floor condo offering easy access, peaceful garden surroundings, and modern comfort just a short stroll from Kamaole Beach Park III....
Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit
Pualani Island Getaway - Ohana - 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio...
Recently Renovated - Oceanfront in Makena
Welcome to the Makena Surf B201 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the open-concept living area, where the sleek, modern design seamlessly...
Casa Aloha Designer Condo w Oceanfront Pool
Summary:1-Bedroom Condo in the Heart of KonaStay in the perfect location—right in town—where comfort meets island charm. This 1-bedroom condo offers a breathtaking pool set right on the ocean, making it the ideal place to relax after a day of exploring.Step outside and...
Golf Villas Gold Fairway View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Ilikai Hotel One-Bedroom Unit. Perfect Ocean View. Fully Remodeled!
Come and relax in this renovated unit at the Ilikai Hotel. This spacious 1-bedroom condo has been making updates to make the space more comfortable and relaxing for travelers! This condo can comfortably sleep 4, with a California King bed and sofa sleeper in the living...
Kona Shores#113: Ground Floor Adorable Remodeled Studio, No Stairs!
Welcome to Kona Shores #113 — a beautifully upgraded ground-floor vacation rental that blends relaxed island living with modern comfort, perfectly situated in the heart of Kailua-Kona.Step inside and feel instantly at ease. This thoughtfully furnished condo features...
Oceanfront Paradise in the Heart of Kailua Kona with AC & Stunning Views
Welcome to Kona Alii, one of the most sought-after oceanfront condo communities in Kailua Kona! This beautifully updated 1-bedroom, 2-bathroom end unit offers breathtaking, unobstructed views of the Pacific Ocean from an oversized private lanai — the perfect perch to...
Beachfront • Pool + Hot Tub • Pickleball, Tennis
Welcome to your escape in Lahaina — where golden sunsets light up the sky, ocean breezes drift through the palms, and every moment feels like a deep exhale. Start your mornings with coffee and sea views, then spend the day floating in the oceanfront pool, walking along...
Kaanapali Alii 11032 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 1103, a stunning oceanfront retreat at Maui’s exclusive Kaanapali Alii Resort. Expansive windows and a private lanai offer breathtaking...
Corner Bliss in the Heart of Waikiki 8F
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...