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.
Kapalua Bay Villa 19G5 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- Split level condo with 19 stairs between the driveway and front door- Tile entry, kitchen and bathrooms, carpet in living area, dining room and bedroom- Living room, kitchen and ½ bath on first floor; bedroom, full bathroom and laundry...
2-Bedroom Condo near Downtown Kona | Close to Beaches & Dining
This bright and breezy 2-bedroom, 2-bath condo is perfectly located in the heart of Kailua-Kona. Located on Ali‘i Drive, you`re just minutes from beaches, shops, and restaurants, it’s the ideal spot to relax after a day of island adventures.Features:- A/C- Full kitchen...
34th FL Allure Waikiki | Parking | Pool | City & Mtn Views
The Space: This beautifully appointed 2-bedroom, 2-bathroom suite features floor-to-ceiling windows throughout and a curved lanai with incredible panoramic views. Located on the 34th floor of the luxury Allure Waikiki tower.Master Suite: King bed, ocean views, walk-in...
Waikiki Ocean City View 2 Bedroom 2 Bath
Summary:Newly Renovated Waikiki Split 2BR/2BA Efficiency Unit. Free garage parking.The Space:Reconnect with loved ones in this family-friendly place. Situated at the entrance of Waikiki, our delightful split 2Br 2BA efficiency unit in the Hawaiian Monarch building...
Island Living w/Ocean Views, Wi-Fi and Pools-G510A
Your Hawaiian dream vacation becomes a reality when staying at this tropical oasis set within walking distance to the iconic Maui shores. The Maui Banyan resort is sprawling with lush flora and top-notch amenities including two swimming pools, jacuzzis, tennis courts,...
Maui Vista 1406: Top Floor Large 2 br condo with Loft & Ocean Views Sleeps 4
Large two-bedroom condo with a loft with ocean views. This vacation rental features a queen bed in the master bedroom, two twins in the loft bedroom, and a pull-out sofa bed in the living room. This unit looks out over the pool. Relax on the lanai and enjoy paradise....
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
Resort in Kapolei with a water park and a fitness centerA water park, a fitness center, and a hot tub are available at this smoke-free resort. Other amenities include laundry facilities. Limited housekeeping is available. Air-conditioned accommodations at this resort...
Lahaina Shores Beachfront Condo with Panoramic Endless Ocean Views
Unwind to the Rhythm of the Waves | Oceanfront Studio SanctuaryEscape to your own slice of coastal paradise! Wake up to the sun rising over endless blue, fall asleep to the soothing sound of crashing waves, and breathe in the salty air from your private, direct...
Diamond Head 1 Bedroom Condo Queen Bed & Bunkbed
Legal Vacation Rental - This beautifully furnished 1 bedroom suite with Queen bed & with separate living room offering twin bunkbeds.The full kitchen is bright spacious and well equipped. Condo has awesome views out over the Ocean and also Kapiolani Park - Includes flat...
Hilton Garden Retreat: 5-minute Walk to the Beach, Stunning City Views!
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Fabulous 7 bedrooms for 16 above famous Anini Beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This fabulous 7 bedrooms and 5 baths for 14 to 16 people, is situated right above famous Anini Beach, with an 8-10 minute walk down the Anini Beach trail just steps away from the...
Kaanapali Alii 264
Kaanapali Alii 2642 Bedroom | 2 Bathrooms | Sleeps 6 | Mountain ViewKaanapali Alii 264 is an elegant one-bedroom mountain view condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe residence offers sweeping views of the West Maui...
Cozy apartment in awesome Honolulu with AC, WiFi, fitness room
Located in Honolulu, this charming apartment is a dream. With a cozy bathroom featuring a bathtub and hair dryer, guests can relax and unwind after a day of exploring. The property also offers amenities like AC, WiFi, and a fitness room for convenience. Experience what...
Sea Village 4113 Oceanfront Condo Kailua-Kona, HI
Our privately owned unit is within Sea Village, a Condominium complex less than 1 mile from downtown Kailua-Kona. We love this location because it's in between the great surfing and snorkeling to the south, and the white sand beaches to the north. This unit has the most...
Mauna Kea Ocean House
Step into island luxury at Mauna Kea Ocean House, a breathtaking estate tucked within the exclusive community of Hapuna Estates at Mauna Kea on Hawaii's Big Island. This spacious home sits on over an acre of beautifully landscaped land with panoramic ocean views,...
Kilipue Retreat by Gather: 3BR Home w/ Loft Desk, Yard, Lanai & A/C
Kilipue Retreat places you at the quiet end of a Kapolei cul-de-sac, minutes from beaches and big-city conveniences yet wrapped in the calm of a residential neighborhood. Newly refreshed and fully furnished, this 3-bedroom holiday home welcomes corporate guests,...
Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex
Hale Pau Hana #707 is a 2 bedroom, 2 bath unit on the 7th floor with a panoramic ocean view and central A/C throughout. It provides a fully-equipped kitchen, 2 flat-screen TVs, and free WIFI. Go to sleep in your comfortable cal king bed as you enjoy the sound of the...
Indulge in Home-Like Comfort Rooftop Swimming Pool and Hot Tub!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
2bd/2Bath condo Sleeps 6 in Kailua-Kona with central AC across Magic Sands Beach
Escape to this condo in picturesque Kailua-Kona. Guests enjoy two comfortable bedrooms, featuring one queen bed and one twin bed, plus a cozy living room with a sofa bed for extra space. The two bathrooms offer both a bathtub and a shower, perfect for relaxing after a...
Waikiki 2 Bedroom w/ Covered Parking, Family Condo
2 bedroom, 1 bath, with your assigned gated parking in Waikiki!! Royal Aloha, 625 sqft w/50 sqft Lanai located on the 3rd floor condo with cityscape views. Short stroll to beach, dining, and shopping. Fast internet. Washer/dryer on every floor.Royal Aloha building is...
Charming Palm Suite at The Imperial Hawaii Resort
Honolulu is waiting for you at this enchanting 1-bedroom apartment. The cozy bedroom features a queen bed, perfect for a good night's sleep after a day of exploring. With 2 bathrooms and a living room with a murphy bed and sofa bed, there's plenty of space for guests to...
Hotel Room Partial Ocean View w/ WiFi and AC - Bamboo Waikīkī Hotel #1101
Castle Bamboo Waikīkī Hotel #1101 - Get the most from your magical Hawaiian experience in this cozy eleventh-floor unit located just blocks from the iconic shores of Waikīkī. With resort-style amenities and a prime location at the Bamboo Waikīkī, you’ll have everything...
Maui Banyan T105 Garden View Condo in Kihei Close to Kamaole Beach II with AC
Welcome to Maui Banyan T105, a serene 1-bedroom, 2-bathroom condo in the heart of Kihei, Maui. Perfect for up to four guests, this bright and comfortable retreat offers a relaxing island escape just across the street from Kamaole Beach II.• Spacious 1-bedroom,...
Aqua Aloha Surf Waikiki 613 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki 613 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Hilton Vacation Club Kaanapali Beach Club
Lahaina is waiting for you at this 1-bedroom resort. Step into a charming space featuring a king bed and a cozy living room with another king bed, perfect for relaxing after a day of adventure. The bathroom offers both a shower and a bathtub, making it easy to unwind....
ESCAPE TO YOUR DREAM; Nature, Comfort & Tranquility Await!
Discover this charming 3-bedroom countryside retreat in Kahalu’u. This serene haven features a king bed, a queen bed, and a full bed, ensuring restful nights for all. Equipped with air conditioning, WiFi, and a cozy living room with a sofa bed, this home offers modern...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Whale Watchng! | 3 Units, 4 Bedrooms | KBV ML-2080
** 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...
Colony Surf 208 - Studio
Nestled on the Outrigger Canoe Club Beach, this charming, fully furnished studio in Colony Surf is just steps away from the ocean. The unit boasts a complete kitchen and offers wifi & cable for your convenience. Colony surf is located next to the Outrigger Canoe Club,...
Charming 2-bedroom condo with Ocean views!
🌴🏠 Welcome to Your Slice of Paradise in Waikiki! 🏠🌴Available from September 15 - December 31Escape to your dream condo nestled in the heart of Waikiki, where breathtaking ocean and harbor views await you at every turn. This cozy yet luxurious retreat offers the perfect...
Serene Waikiki Skytower 1-Bedroom | Open-Air Lanai
Enjoy Waikiki city views and chill vibes in this welcoming one-bedroom apartment in the Waikiki Skytower building, located between Kuhio Ave and the Ala Wai Canal. Our guests enjoy fantastic building amenities, including an incredible sun deck with a heated swimming...
Maui Resort Rentals: Honua Kai – 8BR Groundfloor Residence, Over 5300 Combined Sq. Ft., Massive Lawn Areas, Steps to Pools/Beach/B.B.Q.s!
This package combines four neighboring ground-floor residences at the luxurious Honua Kai Resort to create an eight-bedroom masterpiece that can accommodate up to 24 guests! Large families and groups are treated to the space of a luxury home with all the advantages of...
Hau'ula Haven- Walk to Beach & Mountain View Lanai
Tucked away at the end of a quiet cul-de-sac in Hau‘ula, this newly renovated, modern beach home is perfect for a relaxing getaway. Enjoy bright, spacious interiors, a private upstairs studio with full kitchen, and an oversized lanai—perfect for morning coffee, mountain...
Aqua Aloha Surf Waikiki 302 Moderate Studio with Partial City Views Sleeps 2
Aqua Aloha Surf Waikiki #302 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 226 Sq FtAqua Aloha Surf Waikiki is located just a block from the International Marketplace and two blocks to the beachfront of Waikiki....
Royal Kahana Maui 1006 Ocean View 1 Bedroom
This bright and airy one-bedroom offers stunning ocean scenery and modern comforts near to many beaches. Great for couples, small groups, or families. Unit 1006 Ocean View 1 Bedroom 1 Bath• 10th floor condo with views of the ocean and the island of Molokai • Kitchen...
Oceanfront 2BR Villa at Westin Nanea – Maui Luxury by the Sea
Step into tropical elegance with this two-bedroom, two-bathroom oceanfront villa at Westin Nanea Ocean Villas, perched on 16 acres along Ka‘anapali’s North Beach. With approximately 1,260 sq ft of interior space, this villa comfortably accommodates up to six adults,...
NEWLY redecorated unit! STYLISH Waikoloa getaway! ~7 min to Hilton
NEW! Entire UNIT! Stylish island decorRelax in a freshly styled Waikoloa retreat with island-inspired mural art by award winning local artist, HUGE wrap-around lanai with peek-a-boo-OCEAN views & SUNSET along with Kohala coast overlooking the golf course.Walk to Hilton...
New Listing: Lahaina Shores Studio Available Now
Lahaina Shores 504 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 504 is a 5th-floor West Maui Mountain view studio offering privacy, comfort, and can accommodate 2...
Gated Tropical Hawaiian retreat, 5 minutes to Kailua Kona town and the Ocean.
The Kona Palm Retreat is a private gated estate located 8 minutes from kailua Kona town and the Pacific Ocean. This property is newly listed on VRBO, this property is a guest favorite and has over 200 5 star reviews on another popular listing site., The Kona Palm...
Partial Ocean View Two Doubles, 3 Units, The Twin Fin Hotel
Experience a memorable and charming island getaway in Honolulu!This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 1248 sq. ft, equipped with complimentary toiletries, high definition TV, available with...
Kanaapali Maui- Newly Renovated Peaceful Ocean View 2B/2B Condo
Relax with the whole family at this peaceful Maui condo located in the heart of Kaanapali across the street from one of Maui’s most beautiful beaches. This newly renovated one level condo on the ground floor has epic views of the ocean, the island of Lanai and Molokai....
Pono Kai Resort Unit #G308
Pono Kai Resort – Unit G-308 | Partial Ocean View 2-BedroomEnjoy island living at Pono Kai Resort in Kapa‘a. This spacious 2-bedroom, 2-bath condo features a full kitchen, private lanai, and room for up to 4 guests. Resort amenities include a pool, spa, BBQs, tennis...
Sunset Point Hawaiian Beachfront: Exclusive Beach Home w/Hot Tub/Surf Break Spot
Welcome to Sunset Point Hawaiian Beachfront by Gather, a captivating three-bedroom, one-and-a-half-bathroom Hawaiian home, perfectly situated on the pristine Sunset Beach in the picturesque North Shore of Oahu. This residence, known as one of the area’s finest, directly...
Kahana Outrigger #4A2 - Vacation West Maui
Maui Paradise: Family Beachfront EscapeNestled on the sunny west coast of Maui, this private haven awaits you in Kahana, between the famed Kaanapali and Kapalua resorts. This property offers a unique escape that the whole family can enjoy, mere steps from the...
Resort living in Ko Olina's Coconut Plantation!
Enjoy resort living in Ko Olina's Coconut Plantation! This fully furnished 2-bedroom has an additional bonus room with 2 single beds, to sleep up to 6. The lanai overlooks the private hot tub, the perfect space for relaxation. 1 car garage + 1 assigned open parking...
kaanapali-alii-unit-144
Kaanapali Alii 1442 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Step into Kaanapali Alii 144, an elegantly renovated residence at Maui’s exclusive Kaanapali Alii Resort. Calming island-inspired tones and thoughtful design create...
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach
Experience relaxed coastal living at Seahorse Beach House by Gather, a serene monthly rental perched just steps from the soft white sands of Kailua Beach. Nestled along one of Kailua’s most sought-after beachside loops, this elevated 2-bedroom, 2-bath retreat blends...
Maui Kamaole H-208 – Oceanview Poolside Condo Close to Beaches and Dining
Maui Kamaole #H-208 – Partial Ocean View Comfort in South KiheiExperience the beauty of Maui from Maui Kamaole #H-208, a spacious two-bedroom, two-bathroom condo offering partial ocean views and a comfortable layout. Perfect for families or friends traveling together,...
Aqua Aloha Surf Waikiki 313 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #313 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
Maui Resort Rentals: Honua Kai – 7 Total Bedrooms, Stunning Ocean Views, 4,465 Combined Sq Ft, Sleeps up to 22!
Perfectly suited to larger groups or families, this 7 bedroom gem combines one of our most sought after 3BR oceanfront "Ali'i" residences with a stunning neighboring 2BR oceanview suite, and a spacious 2BR partial Oceanview located directly across the hall. The generous...
The Bluffs at Mauna Kea Villa 5 Five Bedroom
Set in a gated community, this oceanfront estate has been crafted by Hawaii’s best architects and interior designers and is a true masterpiece. This residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with...