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.
H12 PuaMelia|Private Pool|Ocean View|5minMagicSand
Aloha! Welcome and relax with the whole family at this peaceful Kona Islander home. Enjoy a nice cup of Kona coffee, while looking out to the beautiful view of the ocean by day and sleeping to the sound of nature by night. Immerse yourself in nature and get the perfect...
Kon Tiki 234 Renovated King Studio
Welcome to Kon Tiki 234 - Your Renovated Studio Oasis in the Heart of WaikikiDiscover the essence of Waikiki living at Kon Tiki 234, a newly renovated studio nestled in the heart of 1950s Waikiki at 235 Liliuokalani Ave #234, Honolulu, HI 96815. This charming studio,...
Royal Kahana Maui 601 Partial Ocean View 2 Bedroom
- 6th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Master bedroom with 1 king bed- Guest bedroom with 2 twin beds- 1...
The Westin Nanea Ocean Villas – Ocean Front, Full Kitchen, Lanai, Sleeps 8
Plan your Maui getaway at The Westin Nanea, one of Kā‘anapali Beach’s premier resorts. This 3-bedroom villa sleeps up to 8 guests and features three king beds, a sofa bed, two full bathrooms, and a fully equipped kitchen. Relax on your private lanai with ocean or...
Royal Sea Cliff Kona 202 Ocean View 1 Bedroom
Watch waves crash against the lava rock shoreline from this ocean-view one-bedroom condo near Kailua-Kona. Offering cozy living space and stunning views, it’s an unforgettable Big Island escape. Unit 202 Ocean View 1 Bedroom 1 Bath• 2nd floor condo located on...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the...
Bali Hai Villas - 2 Bedroom Deluxe
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.NOTE: An...
Gorgeous Ocean Front 1 Bed/2Ba Ground floor 109
Lahaina Shores Unit 109 – Oceanfront Ground Floor Retreat in Historic Lahaina Welcome to Lahaina Shores 109, a stunning ground floor oceanfront studio offering the ultimate blend of comfort, convenience, and coastal luxury. Located in the heart of historic Lahaina...
Relax in Style: Waikīkī Condo w/ Lanai
Aloha! Your Waikiki Beach Escape Awaits Welcome to your perfect island getaway—our stylish Waikiki Beach condo puts you steps from the sand and in the heart of everything Honolulu has to offer. Whether you’re here to surf iconic waves, shop world-class boutiques, or...
Princeville Ocean View Resort 2BR Condo. Private path to walk to the beach!
Enjoy New Year's week in Princeville. Best price per night is staying all 7 nights each week Saturday to Saturday. If you are looking to stay at a place in that offers amazing views of the ocean and mountains, has less than a 8 minute walk on a private resort path to...
1 Bedroom Suite-Marriotts-Ko
Enjoy the glamour of this stylish, upscale place. Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis -...
Honua Kai Hokulani 304 Ocean View 3 Bed 3 Bath
Hokulani 304 Ocean View 3 Bedroom 3 Bath- A modern oasis with gorgeous ocean views in a tranquil and quiet location- Spacious lanai (balcony) with outdoor dining for eight (8), lounge chairs, and glass railings for optimal views- Oversized accordion glass doors fully...
Hilton Vacation Club Point At Poipu each unit has 2BR & kit. in gorgeous Koloa
Located in Koloa, enjoy what this 2-bedroom resort has to offer. The bedrooms feature a king bed and a twin bed, perfect for a small group or family. Guests can unwind in one of the two bathrooms, each with a shower and bathtub for a soothing experience. A quaint living...
koolkondo 2597 Halalu Main home
Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Tucked away in a serene, palm-fringed setting, the property offers ultimate privacy and...
Kulanakauhale 7 – Deluxe Ocean View | Onsite Staff & Daily Housekeeping
This recently updated luxury residence features modern island décor and sweeping coastline and Maui views. Four bedroom suites accommodate up to 8 guests plus a bonus media room, infinity pool and hot tub with private courtyard. Located in the Kulanakauhale...
Princeville 1 + Loft at The Cliffs - Sleeps 6!
Aloha and welcome to your serene slice of paradise at The Cliffs Resort in breathtaking Princeville! This spacious 1-bedroom + loft, 2-bathroom condo offers the perfect blend of comfort, convenience, and island charm—ideal for couples, families, or small groups...
Kaanapali Alii 473
Welcome to Unit 473, a gorgeous luxury vacation rental in Maui's exclusive Kaanapali Alii Resort. This deluxe residence offers a stunning sweeping view of the West Maui Mountains and lush greenery surrounding the resort. Be immersed in the island's authentic natural...
Maui Resort Rentals: Kaanapali Alii 374 – 7th Floor 3BR with Stunning Ocean & Mountain Views!
***Maui Resort Rentals is proud to present this luxurious 3BR residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach, newly launched on November 7th, 2025 and now accepting bookings for stays beginning November 21st, 2025!***This refined 7th-floor...
New Listing Honua Kai 510! Scenic Views, Pools, AC+Beach Access, Family Friendly
Konea 510 is a comfortable and stylish one-bedroom, one-bathroom suite on the 5th floor, offering beautiful partial ocean views and sweeping sights of the West Maui Mountains. Perfect for couples or small families, this spacious suite gives you plenty of room to relax...
Waikiki Townhouse Paradise
A light bright airy condo with gorgeous views of Waikiki from the bedroom and the living room. Relax on the lanai and watch the sunset with a glass of wine. A small table allows for a quiet breakfast where you can sip Kona coffee and enjoy a croissant.The spaceYou'll...
Kapalua Ridge Villa 2414 Gold Ocean View 2 Bedroom
- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and bathrooms, carpet in living/ding room and both...
Maui Resort Rentals: Honua Kai - 5 Bedroom Groundfloor Resort Residence, Over 2800 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This exceptional five-bedroom ground-floor offering combines three spacious neighboring suites to create the perfect gathering place for any large group or family. Each suite features a partially secluded, adjacent lawn area, effectively doubling your group's balcony...
Paradise Cove Maui Oceanfront Vacation Home with Pool
We invite you to unwind at Paradise Cove, an oceanfront property located in Napili on the stunningly beautiful West shore of Maui. You, your family, and friends are sure to be pleased with this 3 bedroom/3.5 bathroom home, complete with a resistance pool, hot tub, and a...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
Enchanting Modern Wailea Vistas
Summary:Perched overlooking Wailea on southern Maui, this immaculate one-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness,...
Kapalua Golf Villas | 4 Free Rental Cars | KBM Resorts | Large Bedrooms | 4 Units, 8 Bedrooms | KGV ML-1205
** 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...
Kanaloa at Kona 3201, Oceanfront
Welcome to Your Oceanfront Escape –Hale Moana Kai.Experience island living at its finest in this beautifully appointed ground-floor condo, offering 1,486 square feet of refined comfort and uninterrupted views of He’eia Bay, and the vast Pacific Ocean. Located in the...
Escape to Paradise! 2 City View Units, Pool, 3 Restaurants, Right on 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! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 1-Bedroom Condo, Recently Remodeled! KGV-20T2
** 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...
Hale 'Ae Kai – Balinese-Inspired Oceanfront Estate
Hale 'Ae Kai, is a world class Balinese-inspired estate on 15 acres above the infamous Secret Beach. With views from Bali Hai to the Kilauea Lighthouse, this luxury compound comprises 4 buildings connected by breezeways, surrounded by gardens and ponds. With an...
Kapalua Golf Villas Gold Partial Ocean 1 Bedroom
Golf Villas Gold Partial Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- 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-...
Royal Kahana Maui 507 Ocean View 1 Bedroom
- 5th floor condo with balcony on the north side of the building- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry into the kitchen...
Luxury 1BR with Pool View at Sky Ala Moana
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.“Enjoy cool breezes, lush greenery, and effortless access to resort amenities.”Discover the best of...
Oceanfront Living on the Gold Coast!
This stunning fully furnished two-bedroom, two-bath oceanfront condo offers a perfect blend of luxury and tranquility. With a very large, open, and spacious floor plan, the living areas flow seamlessly, providing ample room for relaxation and entertaining. This ocean...
Lodge at Kukui'ula Villa 6
Welcome to the Lodge at Kukui'ula Villa 6, a luxurious haven tucked away on Kauai's stunning South Shore. This spacious four-bedroom, four and a half-bathroom villa offers the perfect blend of contemporary elegance and island charm, making it an ideal retreat for...
Islands at Mauna Lani A2
The three-bedroom Islands at Mauna Lani A2 has tremendous curb appeal. Enter a private gate and walk along the hand-laid brick pathway surrounded by blooming hibiscus, tropical greenery, and palm trees to the double-wide etched glass front doors. There is even an...
Waiulu Estate 152B – Ocean View & Fully Renovated | Onsite Staff & Daily Housekeeping
Situated in the coveted Waiulu neighborhood lies this stunning 4 bedroom, 4.5 bathroom fully renovated estate villa home. Luxury finishes, museum quality art and a flexible floor plan combine with a prime ocean view location to deliver the highest level of resort living...
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
Welcome to Hiki Moe Hale, an elegant 4-bedroom, 4.5-bath Kaua‘i sanctuary set within the prestigious Kukui‘ula community on the island’s sun-drenched South Shore. Spanning 2,927 sq ft of single-level indoor–outdoor living and positioned on an elevated homesite...
18th Fl Pacific Monarch | Rooftop Pool | Large Patio
The Space• Bedroom: 2 twin beds• Living Room: Queen sized sofa bed• Desk and chair• Large private lanai with city views• Sleeps up to 4 guestsAmenities• Fully equipped kitchen: refrigerator, stove, oven, microwave, coffee maker, cookware, dishes• Free...
Island Colony Ocean View Studio | Private Lanai
Fantastically located Waikiki studio with spacious lanai overlooking the ocean, Waikiki cityscape, and palm-tree dotted Ala Wai canal. As part of the luxurious Island Colony community, our guests indulge in the spacious sun deck, bbq area, fitness center, pool and hot...
Kapalua Golf Villas Ocean View 1 Bedroom
Golf Villas Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- 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...
Ocean Breeze Room with Outdoor Pool Near Kahului Beach & Dining
With an ideal seaside location and comfortable amenities, your Maui getaway is sure to be the perfect mix of relaxation and adventure! Start your day with breakfast at the on-site restaurant. Spend an afternoon on the sundeck at the refreshing outdoor pool. Guests can...
Noelani Kai: Upscale Princeville Getaway at Noelani Kai's Elegance & Comfort
Noelani Kai sets the scene for effortless North-Shore living in Princeville, Hawai‘i. Perched within the upscale Kaʻiulani enclave, this 1,738-sq-ft townhome pairs chic island décor with postcard views of the Pacific and Hanalei’s emerald mountains. With two...
Xanadu Oceanfront Luxury Two Story Villa
Escape to paradise at this breathtaking five-bedroom, four-and-a-half-bath oceanfront villa in Haʻula. Perched along the pristine shores of Oʻahu’s North Shore, this retreat combines modern luxury with the raw beauty of the islands.Wake up to the sound of waves and...
Steps from the Beach- Mountainview Condo in Lahaina
Escape to paradise in this cozy studio retreat in Lahaina. Nestled right on the beach, this beautifully appointed studio offers stunning mountain views and peaceful island breezes. Perfect for couples or solo travelers, it comfortably sleeps two and features a private...
Maui Resort Rentals: Marriott's Maui Ocean Club Studio Oceanfront Suite
Renovated Studio Oceanfront Suite at Marriott's Maui Ocean Club. Marriott’s Maui Ocean club is a full service resort with everything needed for a fabulous stress-free vacation. Amenities include mid-week clean up service, pool towel service, exercise facilities, and...
Papakea G202: Serene and spacious with spectacular ocean views
Papakea G202: Serene and spacious with spectacular ocean views. This 2 bedroom, 2 bathroom condo is the perfect Hawaii retreat. Papakea Resort offers many on-site amenities including an activities desk, fitness center and spa, two pools and jet spas. The property has...
Sky Ala Moana #1701: Modern 2BR Condo w/ Ocean Views & Resort Amenities
Welcome to Sky Ala Moana by Gather, a luxurious two-bedroom, two-bathroom residence located in one of Honolulu’s newest and most prestigious buildings. Perfectly positioned in the heart of the city, this modern retreat offers partial ocean views, upscale interiors,...
Royal Kahana Maui Oceanfront 1 Bedroom
Ocean Front 1 Bedroom- Open kitchen layout includes dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Bedroom with 1 king bed or 1 queen bed- Single sofa bed in living area- 777 square...